1 comments/ 63419 views/ 53 favorites Paradiso Ch. 01 By: SlyKink Prologue "Yeah, baby..." Sara cooed into my ear, her voice low and husky. "It's ok, Gary. Nobody's going to judge you here. This doesn't make you a faggot." Her latex strap-on dildo slowly moved deeper into my stretched asshole. She had done this many times before and she knew exactly how to send my body spinning into spasms of pleasure. Each filthy word whispered, each touch of her hands, each thrust of her dildo had maximum effect. "People shouldn't be judged by how they get pleasure. Just because I like to suck pussy sometimes or to have a beautiful, sexy girl lick my clit until I cum all over her, that doesn't make me a dyke." Her thrusting started to pick up speed. "So nobody should hold it against a guy just because once in a while he liked some hot stud shove his cock in his mouth until it gets all thick and hard, then turn him around, bend him over and shove inch after inch up his tight asshole." As Sara's strap-on glided in and out of my ass, massaging my anal walls and pressing against my prostate with each stroke, she reached around my hips and stroked my erect penis with her right hand and fondled my balls with her left. I could feel her tits pressed into my back and her hot breath on the back of my neck. "I bet it would feel so good; a hard bodied dude with a big, meaty cock stroking it in and out of your ass. You anal muscles would stroke and squeeze every inch. Maybe one of his friends would join in and you could suck his dick while his buddy fucks your ass." My breathing quickened. Her filthy talk and hands and dildo were doing their work and I could feel my climax approaching. "You're just their fuck toy. They're going to find their pleasure inside you and you fucking love it. Their big hard dicks fuck into you faster and faster until they finally just explode and spray their thick, hot cum up your ass and down your throat." Finally I could take no more and felt my balls and ass tighten. My groin began to spasm and the familiar wave of pleasure cascaded over me as my cum surged up my shaft and shot out the sensitive tip in half a dozen great spurts into Sara's hand. She moaned in delight as the orgasm took me. My ass clamped down on the dildo, driving me to greater heights of pleasure. It was Sara who taught me about the delights of anal sex. I always came harder with something up my ass. The single most powerful orgasm of my life was during a three-way with Sara and her friend Heather. Sara's dildo was up my ass while my cock was buried in Heather's hairless pussy. Earlier that night the three of us had shaved each other and the fuck-fest that followed was incredible. Sara was the best thing that had ever happened to me, sexually. All-in-all she was a great girlfriend, smart, funny, caring, the works. But in the bedroom she was beyond anyone else I had ever known. She was crazy beautiful, with fair skin, thick black hair, almond shaped eyes and high cheekbones, and shapely little b-cup titties. I know lots of guys go for huge DDs but I love the perfect little handfuls. In our year and a half together she had introduced me to bondage, threesomes, anal play and role-playing and I couldn't have been more satisfied. She withdrew the latex cock from my well-worked ass and I turned around just in time to see her make a show of licking the cum off her fingers. I smiled at her as I flopped back on the bed. "You are amazing, girl. I don't know how I got so lucky." "I do." She giggled. "You can be talked into anything." I had to hand it to her. There was little I could imagine her asking me to do that I wouldn't be willing to try at least once. I imagined one of these days she would want to try bringing another guy into the mix and make some of those fantasies she was just whispering into my ear a reality and I didn't doubt that eventually I would do it, even though I'm not particularly attracted to guys. "I can't say no to you baby." She laid down next to me and we made out for a while, slowly caressing each other's bodies. Her lips were full and soft and I could taste my cum on her tongue, which only made it dirtier and more thrilling. Soon my cock was getting hard again. "Ready for round two, sexy?" she purred. "Hell yeah." "Well, I have a surprise for you." I loved her surprises. Every time she said that something new and exciting came into our sex life. She got up off the bed and I watched her gorgeous nude form walk out of the room, her hips swaying gently. She came back a moment later with one hand behind her back. "Close your eyes." I smiled and closed them in anticipation of what new experience I was about to have. "Open them." When I did I saw that she was holding an envelope. It looked like a wedding invitation with an embossed front and a wax seal on the back. The envelope was not posted and only bore a single word on the front hand written in flowing script. Paradiso "What's this?" She got back on the bed next to me. "This, Gary, is the key to the greatest week you'll ever have. It's an ultra-exclusive club in the Mediterranean. Invite only. I've known about it for five years and have been on the waiting list for three. We're about to go on the vacation of a lifetime." I smiled. "This sounds great, Sara." "Oh, you don't know how great it is." I gave her a puzzled look. "Paradiso is a hedonist resort. First of all, it's fully nude. Everyone there, both guests and staff, are naked at all times." My eyes widened. This lovely vacation idea had just taken a wicked turn. "Secondly, except for certain places and times, sex is permissible pretty much everywhere." "Right out in the open? Like in public?" I could hardly believe my ears. "That's right." Her eyes were practically glowing with rising lust. Her hand had crept over to my hardening cock and was beginning to stroke, up and down. My head spun. It sounded so wild it was actually a little scary, but her stroking hand and the wicked look on her face began to melt away my hesitation immediately. "So what do you say, Gary? Do you want to spend a week with me in a place where everywhere you look people will be sucking... and fucking... and cumming... all over each other?" Out of nowhere another climax took me and cum began oozing out of my cock, flowing over her fingers. I couldn't hide how excited I was by the idea. "I'll take that as a yes." she laughed. Paradiso Ch. 02 Day 1 The three weeks between being told about Paradiso and my arrival were some of the longest weeks of my life. When Sara first told me of the nature of this resort, it sounded too good to be true. Over the course of those next three weeks I would learn a lot about the place I was to visit. First, it was a very exclusive club that only invited those who had been vouched for by two different members in good standing. Second, they were booked years in advance, so even members could only expect to visit the resort once every few years. Third, it was expensive. This trip would put quite a dent in my savings, but when Sara told me about what went on at Paradiso, I wrote the check and didn't look back. Once our reservation was confirmed we received an information packet with all the required paperwork and a more detailed description of Paradiso and a copy of the rules. The resort encompassed an entire island in the Mediterranean Sea and was frequented primarily by Americans and Europeans. The pictures of the facilities were gorgeous, with Spanish architecture, amazing views and everything you would expect from a state of the art resort, from pools and beaches to an 18 hole golf course and gourmet restaurants. What it also had was a policy of sexual freedom like nothing I had ever heard of before. All guests were required to be naked at all times except when weather conditions made being nude uncomfortable, such as when it was cold or raining. The only exceptions were during theme nights when costumes might be worn, such as lingerie night, or S&M night. A map of the island was included that showed where sex could be had with red areas making the places where fucking was prohibited. There was surprisingly little red to be seen. Only in certain shops, dining areas and sporting areas were you asked not to have sex. At the pools, on the beaches, in the parks and gardens you could fuck all you wanted. The policy with regard to sex with other members, aside from who you were there with, was to ask politely and respect people's wishes. If someone didn't want to have sex with you, move along. There was a system to make things easier. Available to all guests were color coded anklets that would tell other guests about the sexuality and willingness of the wearer. A blue anklet meant that the wearer was only interested in sex with men. A pink anklet was for people who only wanted sex with women. A purple anklet was for someone who only wanted to have sex with transsexuals. That last one made me raise my eyebrows. Would there be a lot of transsexuals at this club? Sara said that she didn't know anything first-hand, but that she had heard stories of hot shemales with big tits and big cocks going around naked just like everyone else and that sometimes they were the most in demand of anyone else there. I went on. A black anklet meant that the person was an employee on duty and could not have sex at that time. A white anklet was an employee who was there for the express purpose of having sex with guests. They were willing to have sex with anyone and would not refuse as long as the guest was polite. And finally, no anklet meant that the person was willing to have sex with whomever, and though they might turn down individuals, no gender was off limits. Anticipation filled my every waking moment, right up to when our commuter plane landed at the small airstrip. As we disembarked we were met by a sight that sent my heart racing. The hatch lowered into a small staircase and standing at the bottom was a petite, smiling young Asian woman with neither a stitch of clothing nor a strand of hair below the neck. "Welcome to Paradiso." She said with a gorgeous, white toothed smile. "My name is Amy and if you'll follow me I'll conduct a brief orientation before you're taken to your rooms." Sara and I followed right behind, as did Grace and Renee, another couple who we met on the flight. Over the last few hours the four of us had talked about what we were getting into and things got pretty hot and bothered. With a little prodding from Grace, Sara sucked my cock right there in the cabin while Grace and Renee watched. When it was over Sara went over to Grace, an athletic, Nordic type with sporty, short cut blonde hair and started French kissing her, letting my fresh cum mingle between their mouths. Renee then turned to her lover, a curvy brunette with olive skin to give her a taste. "Not until you brush your teeth, girl." Renee chuckled. Renee, it turned out, was 100% lesbo, while Grace and Sara were both very bisexual and by the time we began our descent we had all agreed to get together for some fun. We stepped off the hot tarmac and into a sparse air-conditioned room with some utilitarian chairs. Amy asked us to be seated. We then all introduced ourselves around and Amy displayed an infectious cheerfulness. "Your luggage is being taken to your room as we speak but you'll need these." said the lithe Asian pixie as she handed over folded paper shopping bags. "Beyond this point there will be no clothing worn except as a matter of necessity or during designated costume theme nights. If you would like to remove your clothes now and put them in the bags I'll go over a few things you'll need to know." We all stripped naked as she spoke. Mundane things about how to contact various guest services, what to do in an emergency, etc. Soon I found myself standing in a room with four beautiful naked women and before I knew it I was getting aroused. I looked a bit embarrassed for a moment and Amy took notice immediately. "Get used to that ladies," she said with a wink. "You'll be seeing a lot of hard cocks over the next week." Then, with no more self-consciousness than you would have shaking someone's hand, Amy reached out and took hold of my hardening prick and gave it a few strokes. I looked over at Sara and she just gave me that little devil grin of hers. I thought about asking Amy to fuck right then and there but took notice for the first time of her black anklet. Maybe later, I thought to myself. We were then let out a different door than the one we came in and waiting for us were a pair of golf carts with nude men at the steering wheels. Renee and Grace took one while Sara and I took the other. The driver introduced himself and Raoul and off we went. I couldn't help but notice that Raoul was packing some heavy artillery between his legs. I was no slouch, but our driver had me easily outmatched. I caught Sara enjoying the view and gave her a playful nudge. The ride through the resort was a spectacle. The grounds themselves were magnificent, with manicured lawns and carefully tended gardens and walkways of pink stone running here and there. And then there were the people. I have never seen so many people just walking around in the buff with not a care in the world. We had barely gone half a mile before I saw my first couple fucking. A skinny white guy with light brown hair was fucking a voluptuous black girl doggie style on a lawn just twenty feet from the road. I could hear the sound of his hips slapping into her ass as we rolled by. Several people had gathered around to watch and from the brief glance I got at least two of the men and one of the women watching were openly masturbating. I think that's when it finally sunk in what kind of week I was in for. We soon arrived at our room, which was actually a small, one story house complete with kitchen, patio, a bedroom with a bed easily big enough for six people and a massive bathroom that included a shower that must have had enough room for ten people, a Jacuzzi, small sauna and all of it was walled with clear glass. Apparently exhibitionism was a big thing here. What the hell, I thought. When in Rome... After a few minutes of unpacking, Sara said she wanted to take a walk around the grounds to see the sights. On the way out we found, hanging from a peg by the front door, several of each color of anklet except black and white, which were reserved for park staff. I reached for a pink anklet and put it on, tightening it until it was a comfortable fit. Sara just gave me a look. "What? Aren't you going to put one on?" "You know me, baby. Anything goes. And by the time our week here is done I want to see you walking around with no anklet too." I gave her a look of hesitation but also tried to hide a little smile that was creeping up on my lips. "You know you can't say no to me forever, Gary." Her voice took on that silky tone I knew so well. "I know you love eating pussy and sucking tits and sliding your cock into a hot, wet slit. I love it too, even though I have to use a fake cock." She crept toward me, her hot breath in my ear and her fingers lightly gliding over my stiffening tool. "But before this week is up you're going to learn first-hand how great it feels to suck a dick until it shoots its hot load down your throat and to have a thick cock, a real one, not just some piece of plastic, drilling in and out of your ass, massaging your insides, feeling it swell and jerk as some hot guy cums inside your tight asshole." I was completely hard and starting to breathe heavily when she abruptly stopped and headed for the door. "Aren't we going to finish this, babe?" I asked plaintively. "Pace yourself, stud. We have a lot to see." I followed her out the door, conscious of my hard-on, and took her hand as she led me to one of the stone walkways. I lost some of my self-consciousness as I saw several other men walking here and there with fully engorged members. I also saw a variety of women. From skinny to full figured, from barely twenty to roughly fifty, from hairy to silky smooth and in all colors, the women were all a delight to see. I also saw gay, straight and lesbian couples and mixed groups. The majority were friendly with a smile or a "good morning", and everyone checked everyone else out, drinking in the sights. I noticed a mix of anklets, too. No one color was underrepresented, but about half the people I saw wore no anklet at all. This really was a place to let go of all inhibitions. When we rounded a bend we came upon a magnificent sight, a full on orgy was in session with at least twenty participants in the middle of a grassy lawn beside a big stone water fountain. Several couples were just straight-up fucking on the grass in several different positions; missionary, cowgirl, doggy and spoon. There also seemed to be a gay gangbang going on with a line of three guys taking turns plowing another guy's ass as he bent over the lip of the fountain. The man doing the fucking groaned and I saw his groin jerk rhythmically before easing his cock out of the dude's ass. As the first man's cum began to dribble out of his loosened anus the second man took up his position and eased his dick inside with one smooth stroke. A few paces away, two women were sucking and fingering each other's pussies in a sixty-nine and one tiny little white woman was screeching in ecstasy as the was being double penetrated, pussy and ass, by two big muscular black hunks. A number of spectators had gathered and as we approached it looked like one or two would occasionally join in. Sara and I just watched for a few minutes, but then she saw an opportunity and went for it. She barely introduced herself before she was pulled down with four other women who formed a daisy chain and began sucking the pussy of the next woman in the circle. Overcome with lust I set my sights on the two women in the sixty nine, neither of whom appeared to be wearing anklets. The one underneath was a hard-bodied redhead, obviously a fitness fanatic. The girl on top was fit but softer with light brown hair. "Mind if I join in?" I asked. The girl on top looked up at me, looked me up and down and smiled, the glaze of her partner's pussy juice still on her lips. "Head on back and slide right in." she said, motioning with her head. I walked around back and saw a beautiful sight. Her ass cheeks were firm and round and her pussy was swollen and red from all the stimulation. Underneath her I could see her girlfriend's face, a mask of pleasure, her tongue flicking her clit over and over. Pussy juice ran in two little trails over her cheeks. "Could you move your fingers, so I can get in there?" I asked. Before I could start fucking the girl underneath would have to take her fingers out of her lover's pussy. "This hole's mine." She said playfully. "You can have the other one." I stifled a laugh. The ass it is, then, I thought to myself. As I moved closer the girl underneath took hold of my stiff prick and sucked it a few times, lubricating it with a mix of her own spit and her girlfriend's pussy juice. She then went back to her muffdiving and I lined my cockhead up with the wrinkled little pucker just a couple inches above her face. I slowly applied pressure until the initial resistance gave way and her ass opened up like a little pink flower to envelop my swollen head. I just left it there for a few seconds, relishing the tightness and warmth. Then, careful not to go too quickly, I eased my way in. An inch inward, half an inch out, I slowly made my way until her tight anal tunnel had completely engulfed my penis. I realized I was balls deep in a woman's ass whose name I didn't even know and I could feel her girlfriend's fingers wiggling around in her pussy. All around us was utter debauchery with gay, straight and bi sex acts, outdoors and in broad daylight with a couple dozen spectators. The whole scene was so twisted and dirty and exciting I had to struggle not to blow my load right there. When I had regained my composure I started a slow, steady in and out rhythm. Occasionally the redhead underneath would let her tongue wander from her partner's pussy up to my balls for a little extra stimulation. She would paint little wet circles around one ball and then the other. I looked over my shoulder and saw Sara straddling a blonde woman's face while a raven haired girl, who couldn't have been more than twenty, lay on her side with one leg in the air in front of her. Sara had the first two fingers of her right hand in the girl's vagina while the first two fingers of her left hand were plunging in and out of her anus. Suddenly my attention snapped back to what was going on right in front of me. Without warning the already tight anal passage gripping my cock clamped down and the young woman it belonged to cried out as an orgasm rocked her whole body. Despite my wishes, I tumbled over the edge and my own climax tore through me. My whole body was consumed in a wave of euphoria as hot cum surged from my balls and shot out into her deliciously tight rectum. After five or six good squirts my dick continued to spasm and the pleasure slowly ebbed. "Oh, fuck." I heard the woman whose ass I had just filled moan. Before I could do anything she scooted forward and my still hard cock slipped from her anus. She spun around and took hold of my prick at its base. "Let me taste my ass." She dove onto my cock and got about two thirds into her mouth and began energetically sucking. The hard-bodied redhead was a bit slower to move, but after a few moments joined the brunette and they started taking turns sucking my cock clean, pausing occasionally to kiss each other. Finally we all stood up together and the two women each kissed me on a cheek and introduced themselves. The redhead was Tracy and the brunette who had my cum in her ass was Veronica. Tracy said that if they ran into me again that we might have some more fun. I eagerly agreed and I watched their asses bounce as they walked away, hand in hand. I looked over and saw that Sara was still going strong. The young raven haired girl she had been fingering had moved between her legs and Sara straddled her face as she had the blonde who was now nowhere to be seen and a slim Latino man stood in front of them fucking his cock in and out of Sara's mouth. Spent, at least for the moment I decided to head back to the sidelines and enjoy the show. I watched all the sex going on but paid closest attention to Sara and her two lovers of the moment. I could see Sara slowly and sensuously rocking her hips back and forth as the black haired cutie's tongue worked over her pussy. Sara moaned in pleasure and the moan was muffled by the man's cock. I have to admit to being a bit jealous, not because of some boundary of unfaithfulness. Hell, I'd just crossed that boundary myself not five minutes earlier. And I knew that this was all just fun and pleasure and that her true feelings, her devotion and love, were for me. No, I was jealous because I knew how truly talented she was with that hot mouth of hers and his dick was getting the royal treatment. Sara really got into it, going deep, alternating fast and slow, taking his dick out of her mouth so she could tongue his balls and lick the whole sensitive underside of his shaft. Before long the man groaned and began jerking his dick. She just waited there with her open mouth a few inches in front of his blunt head. Her whole body shuddered as the first squirts of cum shot in and around her mouth. By the time he was done her face was a sticky mess. She moved off of the girl who had been eating her cunt, knelt down and started making out with her; Sara licking her own cum off the girl's face while she licked the guy's cum off of Sara's. Before I knew it my own cock started to harden again. I noticed a rather strongly built young guy next to me stroking his short but wide dick and checking me out. I thought he might make a move on me then, but then he saw the color of my anklet and went back to watching the show. It was strange but also flattering to think of myself being lusted over by men as well as women. Maybe Sara was right. I might end up going there before the week was out. "You look like you could use some help with that." I heard a voice to my left. It was a woman's voice with an English accent. I turned and saw an older but still quite attractive woman with auburn hair, a tan complexion and an hourglass figure. While by no means skinny she wasn't fat either, but had curves in all the right places and large, matronly breasts. I smiled at her. "Yes, I could use a hand. I'm Gary." "I'm Maggie, but I don't think it's my hand you'll be wanting." She said with a wicked grin. Maggie knelt down in front of me and began giving me a slow, sensual blowjob. She used lots of saliva and everyone around us could hear her slurping loudly. After a minute she pulled back and straightened up until my cock was pointing at her chest, and then used her hands to press her tits together with my dick between them. This was something I actually hadn't done before, not even with Sara since her tits weren't really big enough. With my tool all covered in spit it slid easily between her ample breasts as I started humping my hips back and forth. Occasionally I would go forward far enough that she would reach out with her tongue and give the tip a little lick. Before long I could feel the cum starting to churn in my balls and my pace increased as I moved closer to another orgasm. The groans of pleasure and erotic sights all around me heightened the pleasure and I felt that sweet, familiar tension in my groin as the climax took hold. All those muscles in my ass and pelvis began their amazing, pleasurable, rhythmic spasms as the cum rushed up my shaft and spilled out onto those big, soft boobs. When my climax had subsided she started wiping up my cum with her fingers and licking it off. "Well it looks like you'll need a little time to recover, love." She said with a crooked little smile. "But next time I run into you I expect you to put that hard cock of yours in my cunt." There was something in her voice that made me think of a sexy, stern schoolteacher. "I look forward to it, Maggie." I would gladly have done whatever she said but I was wiped out and couldn't have got it up again for all the tea in China, at least not for a little while. She turned and began to walk away. I imagined I'd be seeing more of that ass before the vacation was up. Paradiso Ch. 02 I felt a soft hand on my shoulder and turned to see Sara grinning like the Cheshire cat. Her whole body seemed to glow with satisfaction. "Hey, you." I said. "That was fun. Wanna move on?" "Where to next?" "Well, I'm all sticky and I think there's a pool nearby so why don't we go for a swim?" "Sounds good. Let's do it." Paradiso Ch. 03 Day 1 Continued As we walked away from the orgy that was still going on I let my imagination run wild about what we'd see at the pool. Would it be one giant fuck fest like what was right behind us? As we made our way we passed several other couples, gay and straight, making love on the grass and a threesome with three women and a huge double headed dildo. I was still too fatigued from cumming twice earlier to get aroused, but it did fire my imagination. When we finally arrived at the pool I was surprised to find that there was little of the debauchery I'd imagined. Everyone was naked, of course, but mostly people were just swimming and sunbathing. The one overt act was that a man with a white anklet was massaging suntan lotion into the skin of a woman with a blue anklet lying face down on a beach towel beside the pool. His right hand was on her back, but the left was between her legs, his fingers slipping between her pussy lips. Other than that it was no different from what went on at any pool I had ever been to. It made sense. An entire week here couldn't be just non-stop fucking. Not even when I was fifteen could I have kept up that kind of pace. I made a mental note to adjust my expectations a bit and resolved to relax and recharge my batteries a little. After we had picked up a pair of towels from a cart we staked out a couple of deck chairs and I spotted a small bar being manned by an Italian looking fellow with a black anklet. I got a bottle of beer and Sara got a margarita and we went back to our chairs to enjoy our drinks. I sat back and soaked in the sunshine, thinking about what had just happened at the fountain. It was so surreal that just fifteen minutes earlier I had been in the most erotic scene in my life and now I was just chilling out at a poolside. Just go with the flow, I thought with a little smile. We had each finished about half our drinks when Sara announced that she was going for a swim. I followed right behind and the cool water felt glorious. I felt all the heat and sweat and dried sex juices get washed away and after ten minutes of frolicking lazily I emerged from the pool feeling clean and refreshed. We laid back down on our chairs to sunbathe a while longer. I was dozing off a little when I felt fingers around my soft prick, fondling it, coaxing it to life. I was starting to harden when I opened my eyes and turned to Sara. "As tasty as it is, I'm hungry for something other than your cock, honey." "I could eat, too." "On the way here we passed a nice open air Mexican place." Sara suggested. "Sure." We finished the last sips of our drinks and headed away from the pool and back to the paths, passing some couples fucking on the way, as usual. I mused about how quickly it felt normal to see such things. When we arrived we were seated immediately by a perky Latina woman who took drink orders and left us with menus. I settled on chicken enchiladas and set down my menu. That's when I caught a puzzled look on Sara's face. "What's up?" Quietly she whispered for me to look to my left as inconspicuously as I could. As I did so I noticed what she was looking at almost immediately. Most of the other tables were filled with couples or groups of three or four, smiling and chatting away. But at one table just a little way away from us sat a stunning young black woman. She was like a model, lean and toned, but not bulky, angular, but also feminine with high cheekbones and delicate features. The strange thing was that she was sitting alone and had a distant, almost melancholy look on her face as she absently nibbled on some tortilla chips. "Poor girl looks lonely" Sara said under her breath. Her face showed genuine concern. That's one of the things I loved about Sara. All the kink aside she was a truly compassionate person who had an amazing sense for when people around her were troubled. "Would you mind if I asked her to sit with us?" Sara asked. "Not at all." I won't deny that a momentary vision of getting this woman in bed flashed through my mind, but I would also have been happy just helping to cheer someone up who was clearly distressed. Sara went over to her table and started up a conversation I couldn't hear. I saw a warm smile light up the woman's face and she stood up and walked toward our table with Sara beside her. I couldn't help but notice that her pussy was as smooth as Sara's and that she wore no anklet. "Gary, this is Lauren. Lauren this is my boyfriend Gary." I reached out and shook her hand and the two women sat down. "We couldn't help noticing you were sitting alone and wondered if you wanted some company." I said, striking up a conversation. "Yes, that's what Sara told me. The truth is that I had planned this trip as a surprise to my fiancée but before I could tell him about it he broke off the engagement and left me." "That's terrible!" Sara gasped. "It turns out he's gay and was in the closet. He tried hiding from it for as long as he could but as the wedding got closer he started getting these panic attacks and couldn't hold it in any longer. I don't hate him, for what he is. I just wish I hadn't lost so much time thinking we were going to have something together that was never going to happen. Does that make any sense?" Both Sara and I agreed that it did. "Well, I wasn't about to miss out on this vacation so I came alone hoping it would take my mind off of things." "Sweetheart," Sara drawled in a conspiratorial tone, "stick with us and we'll take your mind off of everything." The three of us laughed and with the moment of concern passing I began to appreciate how truly beautiful she was. She had a flawless and very dark complexion, an engaging smile and a figure most women would kill for. From there dinner went quickly with lighthearted conversation and good food. I was not the least bit surprised when Sara started making little passes at Lauren, rubbing her leg under the table and complementing her body. By the way Lauren was responding I could tell that when dinner was over she would be coming back to our room with us. Half an hour and a short walk later I was proved right when the three of us arrived back at our room and almost immediately Sara began kissing Lauren. I took the opportunity to explore her statuesque body, running my hands along her sides, down her legs, back up to her ass and then to her firm breasts with their coal black nipples. Lauren began to moan into Sara's mouth as their tongues swirled and danced together. I had watched enough and wanted some of the action too so I moved in close and Lauren turned aside to meet my lips with hers. They were soft and warm and her tongue was sweet and caressed mine with passion and skill. I could feel myself stiffen at her touch. "We haven't tried out our big bed yet." Sara suggested. "Lead the way." Lauren answered, her voice thick with lust. The three of us moved to the bedroom and Sara practically threw Lauren onto the enormous bed. Sara and I approached the bed from opposite sides and then crawled toward the ebony minx like a pair of wolves closing in on a cornered fawn. Sara pounced on Lauren's lower half, immediately kissing and caressing her legs, leaving the top half for me. I started by kissing her exquisite mouth again, my tongue probing deep and hers responding in kind. With my left hand I started gently massaging her breast. I felt her nipple harden under my fingers. Sara worked her way from the outside of Lauren's thigh, kissing and licking as she went, down to her calves, then back up again, on the inside of her other thigh. Sara gently pushed Lauren's knees apart and kissed her way closer and closer to our guest's waiting pussy. In the mean time I moved my French kiss from her lips to her chin, then to her neck and finally down over her collar bone to her lovely tit. I drew wet circles around her breast in a spiral drawing closer and closer to the nipple before taking it into my mouth and gently sucking. I felt her gently shudder at this and began to massage the other breast with my hand. While I worked Lauren's upper half, Sara had begun tracing Lauren's outer labia with the lightest touch of her tongue, before spreading them apart with her fingers and delving inside her warm flesh. Sara tasted her sweetness before zeroing in on that special spot and focusing all her attention on the stiff little nub of flesh. I could feel Lauren's heartbeat quicken in her breast and her breath grow ragged and short as the pleasure began to build. I made my way back up to her lips and she grabbed my head and began kissing me desperately, devouring my mouth. For the next few minutes Lauren just held onto me for dear life, kissing me with complete abandon while Sara's tongue drove her closer and closer to the edge. Finally she ripped her mouth away from mine and cried out as her body convulsed, her fingers and toes flexing, her eyes shut tight, as an orgasm burned through her. For a minute all she could do was lie there panting, but when Sara started crawling up her body and the two gorgeous women came face to face Lauren giggled. "You are incredible." She said breathlessly. "So are you." Lauren said with a satisfied smile. "Give me a minute and I'll be happy to return the favor." For a couple minutes we just lay there next to one another, caressing each other's bodies. When we had all caught our breath Lauren pushed Sara down on her back and started kissing her way down her body, beginning with her erect pink nipples. As she worked her way down past Sara's flat stomach and hairless mound, Lauren rearranged herself into an all fours position right between Sara's legs with her ass in the air and her knees apart. I knew what she was looking for so I moved to the end of the bed and stuck my face down by the upturned, teak brown cheeks of her ass. Her pussy was still swollen and slick from Sara's tongue, and I started like she did, just licking lightly around the edges of her lips with the tip of my tongue. When I reached the upper most part of her wet cunt I caught the musky scent of her cute little wrinkled butt hole. I heard Sara start to moan so I knew that Lauren was done teasing and had begun eating my girlfriend in earnest. Meanwhile, Lauren's juices started flowing again so I decided to move on from my own teasing. I got up to a kneeling position behind her and scooted forward until my hard meat was level with Lauren's hot slit and only an inch away. Before the swollen head even made contact I could feel the heat radiating from her eager little orifice. When the spongy tip began sliding through her moist tunnel of flesh she rocked her hips back to take in more of me. That first penetration, watching my cock slip slowly, inch by inch into a tight, warm cavern of pleasure is one of the greatest thrills in life. Soon my hips made contact with her shapely ass and she proved to be as good with her pussy as she was with her tongue. She squeezed me with her pussy muscles, milking my shaft. I caressed her sides and her hips with my hands and started to withdraw about two thirds of the way out and then began the sweet, sensual journey back in, establishing a slow, delicious rhythm. Every move, in and out felt so damned good. I looked past Lauren's back and saw Sara writhing under her oral ministrations. She gripped the pillows in both hands and her head tossed from side to side. Her face was a mask of pleasure so intense it almost crossed over into pain. Lauren reached up with her right hand and inserted two fingers effortlessly into the sopping wet pussy before her. She twisted her palm upward and curved her fingers, then began a quick, shallow stroking motion, massaging Sara's insides. "Oh, fuck. Lauren, you're gonna make me cum!" Sara cried out. "Don't stop sucking my pussy. Please don't stop. Right there. Yes. That's it, right there. Oh shit. Shit. I'm coming!" Every muscle in Sara's body seemed to lock rigid and her face went bright red as she came. For a long moment she was just frozen like that; not moving except for little spasms that moved like waves through her body. She didn't even look like she was breathing and I was afraid she might pass out. Finally the state of tormented bliss passed and Sara collapsed in a sweaty, satisfied heap, smiling and gulping air. "Move over." Lauren said. With what appeared to be Sara's last ounce of strength, she rolled over onto her stomach and Lauren crawled forward, off of my prick and laid down next to Sara with her legs apart. Her eyes called to me. I crawled back on top of her and slid back inside. Her hands started to glide over my chest, arms and back as I resumed and then increased my pace in and out of her. Sara just laid back and watched, idly fingering her clit as my cock began its acceleration, moving faster and faster on its drive that would end with me shooting my hot load in the pussy of this ebony goddess. Lauren reached down and started stroking her clit in time with my thrusts and soon she began panting as well. She shut her eyes hard and let go as her body was hit with another climax. The gentle squeezes of her pussy muscles turned into a tight grip and the friction it created between her velvety walls and my cock were enough to drive me past the point of no return. The waves of pleasure took me and I felt each pulse of cum flow up through my shaft and spurt into Lauren's heavenly tight cunt. My thrusts became shorter and shallower and then slowed as my orgasm ebbed. Finally I collapsed on top of her and she wrapped her arms and legs around me as a satisfied warmth spread throughout my body. When I had my wind back I shifted my weight to roll off of her, but she held on tighter. "Don't." she whispered into my ear. I had been attracted to Lauren from the moment I saw her, but now I felt a sympathy for her as well. She hadn't just needed to have her mind taken off of her troubles. She needed to feel loved. I settled back down on top of her, my cock still inside her. I cupped her cheek with my right hand. "Don't be afraid. You won't be alone for long. You're so beautiful, anyone would be lucky to have you." She pulled me in close and began kissing every inch of my face. With sweet little pecks she made her way up one cheek, across my forehead, down the other cheek and down to my chin before kissing me on the lips again. Then the kiss went from sweet to passionate. Once more our tongues glided sensuously over one another. Then suddenly Sara's face was there and I turned to meet her. After a few moments of tender kissing Sara turned to Lauren and they began to kiss until I moved back in and the three of us put our mouths together and slid our tongues together in a sexy, three way kiss. I would have been happy to stay there all night but all three of us were spent. Finally Lauren released me from her embrace and my softening cock slipped out of her well satisfied pussy. The three of us embraced with Lauren in the middle and fell quickly into a deep and contented sleep. Paradiso Ch. 04 Day 2 I awoke to the sound of Lauren and Sara talking and laughing. It was morning and the apartment was filled with light. I rolled out of our big, messy bed; the sheets all twisted and stained with our dried sex juices, and walked into the kitchen. They sat on the other side of the island counter and were eating mixed fruit from little bowls. Both young women had that sexy, disheveled look and I imagined I looked the same. They smiled at my approach. "Morning, sleepy." said Sara. I returned the smile and sat across from them as Lauren slid another bowl of fruit toward me. "Well I think I should thank you two lovely young ladies for a wonderful evening." I said, taking a bite of a piece of melon. "It was our pleasure." Lauren replied. "I dare say it was a pleasure for all of us." added Sara. "So what's on tap for today?" I asked, popping a sliced strawberry into my mouth? "First, we get washed up." said Sara. "Then Lauren and I head down to the beach." That puzzled me. "What about me? Is this just a girls only thing?" I knew this vacation was for living out fantasies and I didn't expect to be joined to Sara at the hip, but it was a little disappointing to think that I was being cut loose this quickly. We hadn't even been here a full day yet. "Actually I got a surprise for you." She and Lauren gave each other a knowing look and I knew they had concocted something wicked. My curiosity was piqued but I knew Sara well enough to just wait it out, whatever it was. After we had finished our breakfast and some conversation including reliving some of the hotter moments of the previous day, the three of us went to the bathroom. I went to the toilet and lifted the lid. Sara stood next to me and watched. Her face always took on this adorable fascinated look whenever she watched me pee. I didn't understand it myself. Watching her pee didn't really do anything for me, but to each their own. I gathered up my toiletries and turned to the sink counter. Both Lauren and Sara had begun brushing their teeth and I could see their beautiful backsides and their fronts from the waist up in the mirror. Their nude forms were stunning but, as sexy as they were, being unclothed for the last day had also made their nudity feel perfectly natural and casual. I joined them at the counter and began brushing my teeth. We had just finished when the doorbell rang. I wondered if it was some kind of room service, but Sara practically started bouncing with excitement. "It's here!" she squeaked. "Come on, Gary. I want to see your face." When Sara gets this excited it usually means I'm in for something wild. Sara put me in front of the door and wrapped her arm around mine. Then Lauren turned the knob and opened the door to reveal a willowy Asian woman with pale skin, jet black hair tied behind her head in a ponytail and the thinnest little landing strip of fur over her otherwise bare pussy. She wore a white anklet and had one of those travel cases on wheels. "Good morning." She said brightly with just a tiny hint of some European accent. "I'm Danielle and I'm here for your massage." "Surprise!" Sara purred. I was dumbstruck and just stood there a moment with what I imagined must have been the world's stupidest grin, but Sara saved me from total humiliation. She stuck out her hand and welcomed Danielle inside then introduced the three of us to the sultry masseuse. "I'm the one who called," explained Sara "so Gary here doesn't know what he's in for." Danielle smiled and began to explain. "Well, we'll begin in the shower and I'll wash you, then we'll soak in the tub and I'll begin the massage there. Once your muscles are relaxed I'll lay down a mat on the floor and we'll have a full body to body contact massage." "That sounds amazing." I managed to say. I could feel my cock beginning to stir already. "That does sound amazing." Lauren agreed. "Lauren and I are going to be going to the beach while you give Gary his massage," Sara explained "but if it's alright could the two of us share the shower with you before we go?" "Of course." Said Danielle. "There's plenty of room." Indeed there was more than enough room in our oversized shower. The four of us headed straight there, Danielle pulling her wheeled case alongside of her. Danielle turned on two of the three shower heads and a spray of hot water cascaded down over her lovely naked body. She took me by the hand and pulled me into one of the hot sprays, while Lauren and Sara got under the other. Danielle reached for the soap dispenser and came back with and handful of foamy lather which she began applying to my back. Her hands moved over my skin very slowly, making small circles that moved lower and lower, an inch at a time. When she reached my buttocks her thumbs worked their way between the cheeks and gently pulled them apart. A moment later I felt her fingers gently gliding over my sensitive anus. "Holy shit." I heard Lauren whisper. I looked over to see Sara's back against the shower wall and Lauren standing next to her, finger banging her pussy while the two of them watched me getting washed in my most intimate places by this eastern sexpot. I closed my eyes and moaned softly at the pleasurable sensation of Danielle's fingers circling my asshole and then rubbing my taint before gently caressing my balls, tugging lightly on the loose skin of my scrotum. By now my cock was at more than half-mast. Her hands then continued down the insides of my thighs, then down my claves and finally started to make her way back up. Just as slowly her hands worked the outsides of my thighs, my buttocks, hips, ribs and then shoulders. Danielle then asked me to turn around. When I did as she instructed I opened my eyes again and saw Sara and Lauren locked in a deep French kiss and they were both now furiously stroking each other's clits. Suddenly I felt Danielle's fingers on my cheek turn my head toward her and she leaned in and pressed her lips to mine. As her hands had been, her tongue moved slowly and sensuously in my mouth, caressing my lips and tongue while her hands caressed my shoulders. She broke the kiss and I leaned against the wall, relaxing and enjoying the sensations of her fingers teasing my nipples. They lingered there for a while before moving down my stomach and finally my now fully erect penis. She stared right into my eyes while her fingers moved up and down my length, teasing the sensitive skin. Off to my right I heard either Lauren or Sara moaning with an orgasm but over the noise of the showers and in my own reverie of pleasure I couldn't tell which one. Slowly Danielle sank to her knees and began to lick the swollen pink head of my cock while her fingers glided over the shaft. Her head then dipped down and took my first two inches into her warm mouth, her tongue stroking the hardened flesh. While she sucked and licked my cock her hands kneaded the muscles of my thighs and fondled my balls and would occasionally slide back between my buttocks to tickle my tight asshole. While this was going on I heard the second showerhead shut off and opened my eyes again to see Lauren and Sara exiting through the stall door. Sara turned to look over her shoulder and said, "Have fun." With a smile and a wink. I turned back to the young woman sucking my prick and in a moment the two of us were alone. It wasn't long before my groin began to tighten and I knew that soon my cum would be shooting down the throat of this hot little Asian massage expert. However just before I reached the point of no return she pulled her face back and stood up. "Come with me." She said, taking me by the hand. She turned the faucet off and led me toward the tub. I knew what she was doing. Sara had done this with me many times. She was going to bring me just to the edge of cumming as many times and for as long as she could before letting me finally ejaculate. It was a test of endurance and my ability to delay gratification, but this was how Sara had given me some of the longest, most intense orgasms of my life. I just went along with Danielle, putting myself in her skilled hands. She led me to the tub and sat me down on the edge. She then turned on the faucet, carefully gauging the temperature and adding soaps and bath oils as she went. As she did this she would frequently stroke my cock a few times to maintain my aching erection. The tub was soon full and she eased me down into it while she sat behind me, my back pressed up against her pretty tits. The soap and oils made my skin gently tingle and her touch was tender but firm as she worked the muscles of my arms, shoulders and chest. My dick never softened as she was always careful to let a hand slide down my body every minute or two to lightly stroke my shaft and rub the sensitive head. All the while she would use her lips and tongue to tease my neck and ears. I turned my head to taste that beautiful, warm mouth again and she eagerly began sucking on my tongue. Finally she told me to sit up on the edge of the tub. When I did she pushed my legs apart and reached into her case, retrieving a small bottle of oil that she applied to her hands. Danielle then proceeded to give me one of the most incredible handjobs I'd ever gotten. Every stroke was like silk, the oil creating a warm, smooth friction between her hands and my penis. My breathing quickened and my groin began tightening again, but she pulled back, just as she sensed my orgasm approaching. Three times over the next fifteen minutes she led me to the precipice but pulled me back just before going over the edge. I wanted desperately to cum, but she wouldn't let me. When she saw my tortured pleasure she smiled and stood me back up on wobbly legs. Danielle led me back to the shower to wash off the soap and again she took my cock in her mouth and held me there, at the line, but never crossing it. When the warm spray had washed us both clean she shut off the water, went to her case, got out a foam rubber mat and unrolled it on the shower room floor. She had me lie on it, face down, and a moment later I felt her begin to pour oil over my back. My straining rod was pressed between the mat and my stomach, and I could practically hear it screaming for release. When the oil coated my skin Danielle straddled my hips and began massaging my buttocks and back with the whole front of her body. Up and down my prone form she used her whole self as a massage tool, skin to skin. I could feel the contours of her body; the swells of her breasts with their stiff little pink nipples, her shapely hips, her smooth, flat stomach and of course her silken pussy. Without willing it a moan escaped my lips and Danielle giggled. "It sounds like you're enjoying this." "Fuck, Danielle. This is the best massage I have ever had." That elicited another giggle. After a few minutes of this she had me turn over and once more she applied oil to my skin before sensually rubbing her body against mine. She started with her face down by my hips, where she would give my cock head a playful lick. Then she would slowly push herself up my body until we were face to face and we would softly kiss, before she made her way back down. By the tenth repeat of this pattern I was writhing in barely restrained ecstasy. Danielle sensed it was time. She moved her hips against mine until my cock poked between her legs and came to rest against her slick pussy lips. Then she angled her body so that we lined up perfectly, and eased herself down on my rod. Her pussy was warm and wet and soft and felt even better than her hands or mouth had. Achingly slowly one inch after another began to disappear into her tight little treasure. Once her hips came to rest on mine she leaned forward, her nipples pressing into my chest, and pressed her mouth to mine in a luscious French kiss. Danielle started moving up and down my body in a shortened version of the motion she had made earlier. Three or four inches one way, then the other. Our mouths never broke the kiss and her pussy milked my dick until I felt my orgasm coming, once again. Danielle sensed I was about to cum, but this time instead of pulling back she sped up and sent me crashing through the barrier. Normally when I cum a warm sensation spreads through my groin, a sweet tension that builds and then explodes. Only now the tension grew larger than it normally did. The warmth spread through my stomach and chest, then all my limbs. In that prolonged moment it felt like every inch of my body was my penis and every touch on every inch of skin brought forth as much pleasure as the delicious Asian cunt now stroking my sensitive stiffness. Then, like a tsunami, the wave broke and an orgasm as intense as any I had ever experienced burned through me. I heard a moan of pleasure turn into a cry and only realized afterward that it had come from me. I fell into a timeless void where the only thing that existed was ecstasy. Jet after jet of hot cum flowed into the tight hole gripping my cock and once more Danielle's hot mouth pressed against mine and our tongues swirled and caressed one another. I couldn't tell if my orgasm lasted seconds or days, but slowly the pleasure began to ebb and was replaced by a wave of satisfied exhaustion. Every muscle in my body was completely relaxed and Danielle lay motionless on top of me, her pussy muscles slowly squeezing the last drops of semen from me. For a time the only sound I could hear was our heavy breathing. Then, once our breathing had returned to normal, Danielle slowly began to rise off of me, my softening cock slipping from her velvety pussy. I looked up at her glorious form, standing like a sexual goddess over me. She reached down for my hand and pulled me back up to my feet. She then led me back into the shower. The two of us stepped under the warm spray and Danielle began washing the oil off of my skin. Her fingers caressed every inch of me and she rubbed our bodies together. The warm water and soap and oil made our skin slide smoothly over one another. When the last of the oil had been washed away she turned off the water and started toweling me dry. Soon the both of us were dry and she led me by the hand back to the bed. I thought that maybe she was going to get in with me and we were just going to fuck, but once I had laid down she covered me with the comforter, reached up to my face, closed my eyelids with her fingertips. A moment later I felt her lips press lightly against mine. Then she pulled back, I heard her gather up her things, her footsteps walking toward the door, and then I heard her leave. I breathed in deeply and enjoyed the warmth and satisfaction radiating out from my chest all the way to my fingers and toes. I kept my eyes shut and drifted off to sleep. Paradiso Ch. 05 Day 2 Continued I didn't think I had been asleep long, maybe just a catnap, when the sound of the door opening stirred me awake. I sat up on the edge of the bed and smiled back at Sara's smiling face. "So," she said with a smirk "did Danielle show you a good time." "She was ok." After a pause Sara and I shared a laugh and then a kiss. "Where's Lauren?" I asked when I noticed that our beautiful brown lover was nowhere to be seen. "She met a man at the beach, a Spanish hottie named Juan. They really hit it off. She's still there with him." "Good for her." "I met someone too. Her name's Jessie. She's amazing. I want you to come and meet her. She's still at the beach too." "Let's go." We grabbed a couple of beach towels from the linen closet, Sara took my hand and we walked together toward the beach. Along the way we stopped a couple of times to enjoy the view of couples and groups fucking, though we never joined in, and I recounted to Sara the details of Danielle's extra special massage. Finally we climbed over a rise and I got my first glimpse of a beautiful white sand beach. The sun shined down on the sand and crystal blue water and hundreds of nude forms of all colors. Sara led me down onto the beach. As we went we passed people sunbathing and playing, many were swimming on the sea and of course many were having every kind of sex imaginable. Finally Sara saw who she was looking for. She pointed her out and I saw her. Facing away from me was a woman. She was tall, maybe a hair over six feet. She had a voluptuous, hourglass figure and long blonde hair tied back in a ponytail. Her most striking feature, however, was a large tattoo that covered most of her back, the backs of her arms, her buttocks and hips. It was reddish brown and portrayed an intricate series of intertwining geometric patterns. It looked like a Hindu symbol I had seen before in one of Sara's Yoga books. "Jessie!" Sara shouted and waved. The beautiful blonde turned at the sound of her name and I took in the sight of her. Her face was beautiful, with high cheekbones, and strikingly deep blue eyes. Her breasts were large and firm, at least a C-cup if not a D, with pointed pink nipples. Her flat stomach led down to a completely hairless crotch, out of which jutted the longest, thickest penis I had ever seen. I was in utter shock. I knew from the orientation materials that there would be transsexuals here, but it was still a surprise. Here was this beautiful, feminine woman with a cock bigger than any I had ever seen, even in pornos. It was almost as thick around as Sara's wrist and must have been close to ten inches long. It hung flaccidly between her legs and was tipped with bulbous red head, like a plum. She began walking toward us and I couldn't help staring as it swung lewdly from side to side. Before I knew it she was right in front of me. "They always stare." Jessie said. Her voice was strong, but feminine. "Gay, straight, man woman; it doesn't matter. Everyone loves a big cock." I didn't know how to respond so I just took a moment to compose myself, stuck out my hand and introduced myself. I noticed that Jessie wore no anklet. "I feel like a swim." Jessie announced after the pleasantries. "Who wants to join me?" "Sounds like a plan." Sara replied. "Lead the way." I added. The three of us headed in to the cool, clear blue water and spent the next thirty to forty minutes swimming and frolicking. Both Sara and Jessie made a point to brush past me, their skin gliding over mine. At one point Jessie swam up behind me and moved her body up against mine. I was keenly aware of her big, round tits with their stiffened nipples pressing into my back and her huge horse cock rubbing up against the back of my thigh. After we were swimmed out we headed back to shore, laid out our towels and let the sun begin to dry our bodies. "So Gary," Jessie began "I see you're only into women." "I like women." I replied playfully. "So you've never even tried a guy?" "No, I haven't." "That's too bad. I think straight guys could benefit from taking a cock in the ass. I think it would make them better lovers. It would give you perspective to know what it's like to be penetrated for someone else's pleasure." I knew what she was getting at, and while the thought of that massive piece of meat tearing up my asshole was a bit frightening, I couldn't deny that her sexy looks and silky voice were getting me hot. "It's not like I haven't had my ass played with, you know." "Yeah, Sara mentioned that she used dildos on you, but it's not the same. She might enjoy it, but it's your pleasure that matters when she's fucking you with her toy. When it's a real cock up your ass it's the person fucking you whose pleasure matters. If men knew what it was like to be at another person's mercy like that, they'd probably be more conscientious to their girlfriends or wives." I opened my eyes and turned my head toward Jessie. She was lying on her back, looking at me. Her cock was at full attention and I saw that she was a shower, not a grower. Her cock wasn't longer or thicker than it had been when limp, though it was still plenty big. Sara was lying on the opposite side of her. She was stroking Jessie's cock at the base with her hand and swirling her tongue around the thick, purple head. The sight was so hot my cock immediately began to stiffen. Here was this beautiful woman; everything about her was feminine, except that an enormous column of meat jutted skyward from her groin. All this talk of sex had begun stirring me and seeing Sara idly pleasuring that massive cock was like the last little pebble that started the avalanche. In my mind I crossed over a line. I knew that on this trip I would try anything and everything Sara wanted, and I would be starting with this gorgeous T-girl. "What do you think?" Sara asked. "Do you want to help me with this thing?" I hesitated for a moment and then dove in. At first I reached out and wrapped my fingers around the thick shaft. My thumb and middle finger just barely touched on the other side. I started stroking up and down, mimicking the motions I liked whenever I jerked off. Her breathing quickened a little and a slight moan escaped her lips. I looked up at Sara and our eyes met as her tongue gently probed the slit at the tip of her cock. Her eyes called me over and I felt myself drifting closer. A moment later I found myself face to face with this beautiful woman's giant penis. I steeled my nerves and then I stuck out my tongue and gave the blunt head a tentative lick. The salty skin was not revolting so I tried it again. With each lick I grew bolder and enjoyed it more. It was an exciting new experience, feeling the soft skin beneath my tongue and the texture beneath the skin of the thick ridges and veins. I moved my head up and Sara and I kissed with Jessie's cockhead between us, our lips and tongues caressing her sensitive flesh. When Jessie moaned again I took the plunge. With all inhibitions gone I took her cockhead into my mouth. It was a stretch just to fit the whole thing in my mouth without scraping it with my teeth. I began to tongue her pee slit and then I felt her hand on the back of my head begin pulling me down and then one, two and then three inches of her girlcock disappeared into my warm mouth. After about five inches I couldn't take any more without her cockhead nudging my throat and making me gag. My eyes began to tear up a little but through them I could see Sara licking Jessie's hairless balls. I pulled back a few inches and started to give Jessie a blowjob in earnest. I bobbed my head up and down and stroked the sensitive underside with my tongue. I tasted a salty drop of precum and it sent a shiver through my body. I was sucking a real penis. And not only that but I was doing it in public with people all around who could see. It was so dirty and thrilling. I just concentrated on the massive slab of hard flesh sawing in and out of my mouth and the beautiful woman it was attached to, now moaning loud enough for anyone nearby to hear and thrusting her hips along with my sucking. Her thrusts were driving her cock deeper into my mouth and I was getting more used to it. I was able to take six inches now before starting to gag and there was now a steady stream of precum oozing onto my mouth. I knew when her cock started to jerk and jump in my mouth that Jessie was beginning to have an orgasm and I steadied myself to take her load in my mouth. I felt her hand at the back of my head again and she pulled me down until seven inches were in my mouth and her head was pressed right to the back of my throat when her balls finally boiled over and her cum came flooding into my mouth. I sputtered and coughed as the thick, salty semen sprayed into my mouth and down my throat at the same time. Jessie's cock was already taking up so much room in my mouth that what didn't slide down my throat began dripping out at the corners of my mouth. Finally, after seven or eight spurts the climax abated and Jessie released my head. I rose off of Jessie's cock and took a moment to catch my breath. My jaw and throat were sore, but I was still delighted by what had just happened. It was a wonderful, sexy new experience and I loved it. "Wow!" I heard a female voice say from behind me. "That looks like you had some fun, Jessie!" I looked behind me and saw yet another t-girl. This one was the opposite of Jessie in every way. Where Jessie was tall and voluptuous, this one was a tiny little pixie. Where Jessie was a tanned blonde, this one was fair skinned and had jet black hair in little schoolgirl pigtails. Where Jessie's cock was this massive hunk of flesh, this other girl had a cute little girly cock. "Gary, this is Riley. Riley, this is Gary." Jessie introduced us. "It's nice to meet you Gary. I hope you don't mind me saying this, but you're really cute. If Jessie hasn't worn you out could I get some of that action?" "Well, I guess so. Do you mind giving me a few minutes to let my jaw stop aching?" "Oh, Riley doesn't want a blowjob." explained Jessie. "She's a total bottom." "You mean..." "Yeah!" giggled Riley. She got down on the towel next to Jessie, doubled her legs over her until her knees were close to her perky little tits and revealed a pink puckered asshole just under her balls. "I want you to fuck my ass." Holy shit I love this place. Not only am I getting all the sex I could ever want, but I'm getting the chance to live out every crazy fantasy, every hidden desire buried in the dark little corners of my mind. Sex with complete strangers, group sex and now these two incredibly hot t-girls. I grinned ear to ear as I knelt down between her legs. Sara stuck her head between us and engulfed my prick and began coating it with her saliva. After a few quick sucks Sara pulled back and turned her head to spit on Riley's winking anus. She then took hold of my cock by the base and guided it forward. My blunt head pressed against her tight anal opening and I slowly applied pressure until the sphincter muscles yielded and her asshole opened up like a tiny flower and my swollen, sensitive head became lodged inside her. Riley moaned in delight and her body squirmed, begging me to keep going. I obliged her and slid another couple inches inside her tight passage. She obviously was well acquainted with taking cock in her ass. I sported seven inches of fairly thick cock and though Riley was tight she showed no signs of discomfort as they disappeared inside of her. Once my cock finally bottomed out inside her ass I took a moment to savor the feeling. Her inner walls were warm and tight and her anal muscles rippled and squeezed. I leaned forward and slid my hands all over her adorable little body; her hips, her stomach and those pretty little tits topped by stiff, candy pink nipples. I slowly withdrew my cock until only the last two inches were inside and then began a slow, pistoning fuck. I looked up at Sara and Jessie, both relaxing and enjoying the show, and then back down at the cute little minx I was fucking and I marveled at what I was in the middle of. I had just given my first blowjob and now I was fucking a shemale. It wasn't like it was gay, what I was doing. Jessie and Riley were both attractive women. That they had cocks didn't change that, not really. There was honestly nothing masculine about them. Everything, even their scent, was all woman. I picked up my pace in Riley's slippery rectum and reached down to fondle her little balls and soft cock. Her penis soon began to harden in my hand and, unlike her blonde companion, Riley was a grower. When her limp inch and a half was fully engorged it was a respectably thick five inches. I picked up the pace of my fucking again and matched it, stroking Riley's penis. She purred like a kitten and her face was a mask of pure pleasure as my cock sawed in and out of her ass. I could only assume that my cockhead was doing a number on her prostate and precum began to ooze over my fingers. My own pleasure was building to a climax and I knew it wouldn't be much longer. Normally I had more control, more stamina than this but the situation was so erotic that I was having trouble. Sara decided that she wanted to be in on the action a little and began her expert dirty talk. "I want to see you cum inside her, baby." she began. "I want you to stroke her cock until she cums all over your hand and when her tight asshole grips your cock I want you to pump your hot load inside her. I love watching your cock swell up and jerk when you're cumming and I want you to do it. Cum for me baby. Cum in Riley's tight asshole. Pump her ass full of your hot cum, Gary. Do it now!" Riley batted my hand away from her dick and began stroking it furiously, her hand a blur. After ten or fifteen seconds of this she shut her eyes tight and groaned loudly as spurts of semen began erupting from the tip. The added sensation of her ass repeatedly gripping my cock as it pumped in and out was all it took to put me over the edge. I came, hard. Just like Sara commanded I shot my load against Riley's tender insides as the waves of pleasure washed over me. As the orgasm subsided I slowly stroked my cock in and out to milk the last few drops of semen, and the last few scraps of pleasure from Riley's asshole. Riley giggled in that girlish voice of hers and I pulled out my softening dick from her anus and my cum started dribbling from her loosened ass onto the beach towel. "That was fucking hot." Sara cooed. "It sure was." Riley agreed. Jessie bent down over her girlfriend and started licking the cum off of her belly and cock. Sara slid up next to me, hooked a hand around my waist and pulled me in for a kiss. "So," she said, pulling our lips apart "you wanna go get some lunch?" I had been so focused on the fucking that I didn't notice until that moment the rumbling in my stomach. "Yeah, I'd love to." I looked over at Jessie and Riley. "Would you like to join us?" Jessie shook her head. "We have plans of our own." The four of us stood up and brushed the sand from our skin but then Jessie strode toward me and took hold of my dick. She locked her eyes on mine and her face took on this forceful, determined look. "But later, maybe tonight, I'm going to come and find you. And I am going to fuck your ass." I was locked into place. The strength of both her grip and her gaze had me pinned. "That's right, Gary. I am going to slide every inch of this cock into your asshole, and it's going to hurt, but it's also going to feel so good you'll never be the same." I couldn't think of a thing to say. The thought of that enormous cock fucking me in the ass was scary, to be sure, but Sara had taught me that my anus can be a source of incredible pleasure at the hands of someone who knows what they're doing. I could only imagine how many people Jessie had fucked, the sexpot. Nervous as the thought made me, I knew that when the time came I was going to go along with it. I was going to let Jessie fuck me. She saw in my eyes that she had me in the palm of her hand, so she planted a quick kiss on my lips, grinned at me and then she and Riley took their leave. I stood there for a moment watching their gorgeous naked asses retreating across the beach. Sara slipped up next to me. "How about we go get some lunch? I'm hungry." I agreed and we headed back up to the resort. Paradiso Ch. 06 Day 2 Continued There was a block of restaurants nearby and after a little discussion we decided on a little Irish pub. Our drink orders were taken by a young ginger man named Liam with a very conspicuous thick seven inch hard-on. Sara and I exchanged a smirk when he wasn't looking. If he hadn't been wearing a black anklet I had a feeling Sara would have wanted to fuck him right then and there. There wasn't any open fucking going on but from where I was sitting I could see a few handjobs and pussies being fingered and one woman was down under a table sucking a guy off. Before our drinks arrived I was tapped on the shoulder and turned to see the attractive older woman I had met the day before and tit-fucked. "Hello there, love." She said in that sexy accent of hers. Standing next to her was a man of about the same age. He had an athletic build with just a touch of a paunch with salt and pepper hair on his head and chest. Maggie was not wearing an anklet but the man she was with was wearing a pink one, like me. "David, this is Gary, the chap I told you about yesterday. Gary, this is my husband, David." "Nice to meet you, David." I offered my hand. "This is my girlfriend Sara." "Correct me if I'm wrong," began Sara "but didn't I see Gary sliding his cock between your tits the other day?" "Yes that was me. I'm Maggie." "Well, would the two of you care to join us?" "Love to." And like that the older British couple joined us for lunch and in my mind I saw how our afternoon would be unfolding. I didn't think it would take too much coaxing to get the two of them back to our room and by the looks we all gave each other over our lunches I could tell the other three were thinking the same thing. Once we had finished our food we got up from our table and Sara stopped to whisper something in our waiter's ear before we headed back to our room with Maggie and David in tow. He grinned broadly so I knew I'd be seeing him and his woody later. The four of us began the walk back to our room, stopping at one point to enjoy the view of two threesomes taking place not fifteen feet apart. One consisted of a woman on her hands and knees being filled from both ends by two men, and another of a woman standing with her legs apart and two beautiful female lovers; one orally pleasuring her pussy, the other with her face buried between her ass cheeks. After about five minutes of this hot scene and at least three of the people in front of us cumming, David and I were both hard and ready. We went the last few hundred feet to our place and immediately went to the bed. Since I had left that morning the sheets had been changed and the whole place tidied up. We began with the couples, Sara and I lying in each other's arms, feeling each other up while David and Maggie did the same. Sara loved making out and I loved the taste of my girl. I savored pleasuring every part of her with my mouth. After a few minutes of deep French kissing I began working my way over her chin and down her neck, over her collar bone and to her beautiful breasts. I cupped the right while I sucked on the left. Her whole breast was just the right size for my hand while her nipple was just the right size for my mouth. After a few minutes of this I switched to the other breast and I let my hand wander down over her belly and finally to the hairless slit, that sensitive flesh that had given us both countless hours of pleasure. I let my fingers slide between her lips, gliding through the moist warmth that had already begun to form there. I dipped a finger inside and felt her tightness before pulling back out and beginning to stroke her stiffening clit. Over many nights of lovemaking I found that slow, soft circles to begin were what she liked best. My hand on her pussy and my mouth on her breast were heating her up and I knew that if I looked up at her face it would have that adorable pink flush that she got when aroused. Soon her juices were flowing freely and I knew it was time to take it to the next level. I kissed my way down, inch by inch over her belly, stopping to tongue fuck her navel, a move that always elicited an excited giggle. Finally I was face to face with Sara's delicious pussy. Everything about it was beautiful; the smooth skin, the soft lips, the gentle swell of her mound, the salty taste and sweet, musky scent of the dampness now dripping from her flesh. I lowered my mouth and my tongue took over from where my fingers had begun, teasing and caressing her sensitive clit. Sara's breathing began to quicken and her body trembled under me. I savored the juices flowing from her; spicy and salty. To me it was the taste of pleasure. As my tongue worked her most sensitive spot she drew ever closer to a climax. Sara was very orgasmic. It was something I always admired and even slightly envied about her. She came easily and could cum again and again and again. Before long Sara began to moan and writhe as my tongue coaxed her to climax. She shuddered and her juices began to drip down my chin but I didn't let up until she went limp and the spasms of her pussy muscles subsided. When I finally took my face away I looked over to my right and saw Maggie kneeling before her husband, her head bobbing up and down on his dick. David's face had that pre-orgasmic look that was a fusion of pleasure and pain. A few seconds later he threw his head back and sucked in a breath as his groin started to spasm. Maggie purred like a cat as her husband's load filled her mouth and when it was done she made a show of swallowing his semen. "If only they made ice cream that flavor." She laughed. Sara and I joined her in the laugh while David reclined on the bed with a satisfied smile. Maggie turned to me. "So Gary, I see you know how to please a woman with that mouth of yours." I just smiled. "How about you come over here and give Mummy's pussy some attention?" I didn't need any more of an invitation than that. David and I switched places and soon I was face to face with Maggie's beautiful, mature sex. Her lips were shaved clean but there was a large triangle of thick, soft fur over her mound. I began slowly, teasing around the edges of her outer lips, before moving to her most sensitive spot. It didn't take me long, since she was already aroused from blowing David. And all the while she talked dirty to me, which I love. "That's it, baby. Suck Mummy's pussy. That's a good boy. That's Mummy's good little boy. You want to make mummy happy, don't you? Keep sucking Mummy's clit. You're going to make Mummy cum, my sweet little boy." Her juices were flowing freely when she pushed me off of her, then pulled my face up toward hers. "It's time for you to fuck your Mummy's pussy, baby." I was already hard as a rock and Maggie was dripping wet. As I positioned myself over her, Maggie kept up her filthy talk. Apparently she had some kind of a mommy-son thing going on in her head, but I was happy to indulge her. "That's it, baby. Ooh, Mummy's good little boy has such a nice cock. It feels so good, rubbing over Mummy's pussy lips. That's it, slide it inside." I penetrated her slowly, savoring the feeling of her soft tunnel of flesh. She wasn't as tight as Sara, but Maggie's pussy was still warm and wet and velvety soft. I began a gentle, relaxed fucking motion. With all the excitement leading up to this I knew that if I went full tilt it would be over in a few minutes. Also, I wanted to play along with Maggie's mother-son role play, so I kept things slow and tentative and let her set the pace. "You love fucking Mummy's pussy don't you? It feels so good sliding your cock in and out of your Mummy. Oh, Mummy loves you. Mummy loves her good little boy. Keep fucking me, baby. I want you to fuck me until you cum. I want you to shoot your hot, wet cum in your Mummy's pussy. Do you want that? Do you want to cum inside Mummy?" I had done all kinds of role play with Sara, but incest was one scenario we had never gone anywhere near. It just never occurred to me before now, and if it had to Sara she had never said anything, and Sara wasn't one to censor herself in the bedroom. It was sort of weird, but I couldn't deny how hot it was. I was starting to speed up as instinct took over and my orgasm started to creep up on me. I looked over at Sara and David and she had straddled his hips and was riding his cock. She took a cue from Maggie and started up with some taboo pillow talk of her own. "Does my pussy feel good, Daddy? Do you like it when your cock slides in and out of my tight little cunny? Do you like fucking your little girl?" It was almost like Maggie, the veteran pervert had challenged Sara, the aspiring young pervert, to step up her game. The bed creaked beneath us as David and I drilled each other's ladies. My thrusts got faster and faster and Maggie kept up her relentless dirty talk. "Cum inside of Mummy, Gary. Shoot your cum in Mummy's pussy." Once again my balls tightened and the muscle contractions started. Just like Maggie demanded the jizz exploded from inside me and filled her soft, motherly pussy. The excitement pushed her over the edge as well, and she moaned in pleasure as my own orgasm subsided and I just laid there atop her, skin to skin, my head resting on her plump breasts. As David had already cum in Maggie's mouth he was lasting longer. He pounded away in Sara's pussy for another minute or so before pulling out. Then he reached behind her legs and pushed her knees up toward her chest, aiming his cock at that tight asshole that had given my cock so much pleasure so many times before. He looked into her eyes, waiting for her permission and she gave it. "Are you going to put your cock in my asshole Daddy? Oh, Daddy, I want you to do it. Please fuck my asshole, Daddy. Please put your cock in my asshole." The blunt head made contact with her tight little opening and after applying pressure for a few moments the rubbery muscle gave way and it opened like a flower, sucking in the head and then inch after inch of the hard shaft. "It feels so good, Daddy. I love having my Daddy's cock in my ass. Do you like it, Daddy? Do you like fucking your baby girl? Does it make your cock feel good, fucking your little girl's ass?" David answered with a grunt and I watched all the muscles in his body tense and flex as another orgasm rocked him. At that moment I knew he was filling my beautiful Sara's ass with his cum. For the next few minute all that could be heard was the sound of the four of us catching our breaths. Then Sara crawled toward me and I moved off of Maggie so she could join her husband. As we recovered from our sweaty fuck session the four of us talked about ourselves, where we came from, our careers, families, and what brought us here. Maggie and David were both successful business people, had two grown kids and had been swingers for over two decades. This was their third trip to Paradiso. As Maggie described some of her favorite memories from previous visits, including being the centerpiece of a five man gangbang, Sara reached over and started to stroke Maggie's thigh. The older woman moved her legs apart, slightly and continued with her story. Sara worked her way up Maggie's leg, slowly. When Maggie got to the part of the story about having one cock in her mouth, one in her pussy, one in her ass and jerking the other two off with each hand, Sara began stroking her pussy. David and I watched as Sara masturbated Maggie, and then after a few minutes Maggie reached over and they began stroking each other off. After about ten minutes both women had cum and we laid there talking a while longer. Then Sara suggested we all take a shower. Once again we switched partners and David and I slowly, began soaping each others' lovers. I took extra time to caress and massage Maggie's beautiful, big tits. I savored the feeling of her smooth skin against my fingers and the nipples that hardened as my soapy hands glided over them. Meanwhile Sara was facing the wall of the shower with her hands pressed up against it and her legs spread apart. David was kneeling behind her and had two fingers from his right hand up her pussy and two from his left up her asshole. I was soon hard again and Maggie started stroking my cock, the soap making her hand nice and slippery wet. After a couple minutes of this Maggie took me by the shoulders and put my back against the shower wall. She started caressing my upper body, shoulders and chest. Then she worked her way down my stomach and sides and hips, until she reached my cock again. Her hand slipped underneath and started to fondle my balls. She then got down on her knees and engulfed the swollen head. Her mouth was warm and soft and she was quite good with her tongue, knowing just the right motions and pressure to drive me closer to cumming. I looked over and saw that Sara and David, too, had switched positions and were now mirroring Maggie and I. David's back was against the wall and Sara knelt before him with his hard penis in her mouth. It was so sensual; the steam from the hot showers all around us, the sweet smell of the soap mixing with the musky scent of sex, the occasional moan that escaped from David's or my throat and the slurping sounds of Maggie's and Sara's mouths as they orally pleasured our members. Suddenly Maggie pulled her head off of my cock. "First one to make her partner cum wins." She declared. Sara pulled away from David's prick. "What do I win?" She asked. "You'll just have to beat me to see." The two beautiful women grinned at one another and went back to work on our cocks. Sara immediately went into overdrive, sucking deep and fast. Maggie reached up and with two fingers on my cheek turned my gaze to meet hers. Her blowjob was slower and more sensual. She would suck in the head and then let it fall from her mouth as she pulled away, though her tongue never broke contact, and then she would dive back in and take the whole length. Her eyes remained fixed on mine the whole time. Down below she was massaging my perineum with one finger and teasing my asshole with another. I was amazed how quickly the tension in my groin was building given the slow pace of stimulation, but her fingers, eyes and mouth were making my head spin. Suddenly, Maggie took my entire length into her mouth as her tongue caressed the underside of my shaft, and at the same moment she slid two soapy fingers into my ass, curled them toward her and started furiously stroking my prostate. The added stimulation was all I could take. My asshole tightened around her fingers and I half moaned, half yelled as an orgasm rocked me. My head turned from side to side and my legs shook as a load of cum shot into her warm, waiting mouth. As the climax subsided I looked over to see Sara hard at work. David panted and shuddered, and then let go with a load of cum into Sara's mouth. They almost made it, but finished just a hair behind us. As Sara milked the last drops of cum from David's prick, Maggie reached over, grabbed Sara by the hair and firmly, but not violently, pulled her into a kiss. I realized as their mouths opened and their tongues mingled that David's and my cum were passing between them, mixing into one giant load. Finally Maggie broke the kiss and turned back to me. She looked back up into my eyes. She opened her mouth and showed me that she had most of David's and my cum. She swirled it around her mouth with her tongue and then swallowed it all down in two big gulps. She then flashed a beaming smile. "I win." "I think we all won that game." David declared with a laugh. We all shared the laugh and proceeded to rinse each other off. After we had toweled ourselves and each other off and the ladies had done their hair, Maggie and David took their leave and Sara and I were left to ourselves. Paradiso Ch. 07 Day 2 Continued "So what shall we do now?" asked Sara, still glowing from the fuck session with the handsome older couple. "I don't know. I kind of feel like getting a drink." "Well, there are plenty of bars and clubs here. Let's check the directory." On the wall in the kitchen next to the courtesy phone was a small open topped file box with a book inside, like a small phone book but glossy like a magazine. Inside was a section by section overview of all the resort's features from the beaches and shops, to the pools and golf courses, to the erotic massages and daily group sex activities. Near the middle was a list and description of all of the restaurants, bars and clubs. There were ordinary bar type bars just for drinking and mingling, but Sara was a dyed-in-the-wool clubber and some of our best threesomes had been with girls we'd picked up clubbing. There was something about strobe lights, alcohol, trance music and Sara's powers of persuasion that could make almost any twenty something club-hopper jump into bed with the two of us. We selected a club that looked to be in line with our style and read the directions. It was a bit of a walk and would take us by the beach, which was perfect because the sun was beginning to set and the view would be magnificent. The walk to the club was as beautiful as I'd hoped, with the horizon on fire with red-gold light as the sun set over the sea. Also on display as we walked were the sexual performances that I had come to expect, from a guy lying on his back with one woman astride his hips and another straddling his face to a gay couple making out and jerking each other off to a lesbian orgy with at least eight women, all wearing pink anklets, indicating that all they were interested in was pussy. I heard the club before I saw it. As we climbed over a gentle rise I could hear the familiar electronic pulse of trance music, and as I came over the top there was no mistaking our destination, covered in neon with laser lights streaking off into the darkening sky. As there was no one on the island underage there was no need for a doorman and we just walked right in. The place was about half full with people but the energy was overflowing. It was actually the most normal seeming place of any I had seen since arriving. There was the DJ jamming at his station, the bartenders busily pouring drinks, the clubbers dancing and grinding on the floor. The only difference between this and any of the other clubs we went to was that everyone was already naked. Sara and I headed for the bar and ordered a couple of tequila shots and began scoping out the room. I felt like a lion in one of those nature documentaries, looking for a gazelle to pounce on. There were a lot of hot girls of all shapes and colors. I knew Sara was checking them out as well as the men, and there were indeed some impressive specimens. I was no longer put off by the sight of so many literally swinging dicks. In fact, after that encounter with Jessie on the beach, it was actually kind of a turn on. For the next hour or so Sara and I drank, danced, sometimes with each other and other times with our fellow clubbers, and chatted up the people around us. The evening was rather like any other night out until the music abruptly died and a siren began to blare. For a moment I thought it might be some kind of fire drill or storm warning but when everyone in the bar began cheering wildly I knew something else was going on. The DJ took to the mic. "Ladies and gentlemen, guests of Paradiso, the time has come to get this party started and you know what that means." "Musical chairs!" most of the patrons shouted at once. Musical chairs? I thought. Was this grade school? Of course, I should have known better. The DJ then proceeded to explain the game. All the men in the room who wanted to play would pull tickets from a bowl. When ten men got tickets marked with an X they would sit in the middle of the dance floor on chairs arranged in a circle. The women who wanted to play would then walk in a circle around the chairs until the music stopped and would rush to the nearest chair. The women who made it would then fuck or suck the man sitting on the chair. The first man to cum would be eliminated from the game along with his chair and the game would continue until the last man on the last chair had gotten off. My cock was getting hard just hearing the description of the game. One of the bartenders began walking around the dance floor and men were taking tickets. Occasionally there was a triumphant shout as a man held up a winning ticket. There had been six winners pulled by the time the bowl made its way to me. I took a deep breath and reached into the bowl. When I unfolded it and saw the X my cock went from semi-to fully erect in three heartbeats. Sara laughed beside me. "Lucky boy." She drawled. Once all of the winning tickets had been drawn a ring of chairs were set up in the middle of the room and the nine other men and I took our places. Around us formed a ring of gorgeous nude women. There were between twenty and twenty five of them, they were in their twenties to thirties and were white, black, Asian and Hispanic. Some were slim, others curvy, others athletic. It was like a buffet of sex and I had no idea what was about to wind up on my plate. Then the game began. Electronica music played and the women began to circle, their tits and asses bouncing. I stroked my cock slowly in anticipation as one beautiful woman after the other filed past me. Suddenly Sara came into view and winked at me. I smiled back as she passed by. Then suddenly the music stopped and I saw three women coming straight for me; a curvy redhead, an athletic brunette and a petite Latina. As they drew near the Latina stumbled a little and fell behind a half step. The brunette edged out the redhead and straddled my lap, raising a fist in victory. The redhead was able to get to the man next to me but the Latina pouted as she was eliminated. A moment later and the round was over. All but ten of the women left the circle. "Alright ladies" the DJ announced, "ready, set, GO!" The music picked up and the fun began. The fit brunette looked me in the eye as she reached down and guided my cock to her clean shaven pussy lips. At once my whole cock slipped inside and I felt her warm wetness envelop my sensitive flesh. She began bobbing up and down on my lap and I soon realized that this girl had trained all her muscles. Not only her arms and abs were toned and sexy, but her vaginal muscles were tight as well. I knew Sara did Kegel exercises sometimes. I had a hunch that my new lover did too. "I'm Gary." I announced as I began fondling her shapely tits. "Rhonda." She replied simply before hooking a hand behind my head and pulling it down on a stiffened nipple. I took it into my mouth and began swirling my tongue around the swollen nub of flesh. All around me were the sounds of sex; male and female voices moaning and talking dirty, the gentle slap of flesh on flesh, the slurping sounds of wet blowjobs. Rhonda's nipple slipped from my mouth as she began bucking up and down on my cock faster and faster. The feeling was incredible. From the very first time I was inside a woman I knew I'd discovered the most amazing secret in the world. The soft, smooth flesh that hugged my stiff cock like a glove, the natural wetness that turned every thrust into a euphoric feeling of sweet friction; I loved it all and couldn't get enough. Her clenching pussy was working me into a frenzy and I knew I wouldn't last much longer. I was a minute away from cumming at most when I heard a man's loud moan from behind me. The audience cheered and applauded and Rhonda lifted herself off of my prick. I looked over my shoulder to see a skinny blonde guy walking away from the circle hand in hand with a light skinned black girl with cum leaking out of her pussy and I also saw Sara getting up from off of her knees between another man's legs. Her lips were puffy and red and slick with spit. She must have been giving him one of her awe inspiring blowjobs. The empty chair was removed from the circle and once again the music began. The women circled around us and once more Sara winked as she passed. When the music stopped I was claimed by a willowy blonde with fair skin and a soft, fluffy bush to match her hair. I told her my name and she said hers was Jenny. When the DJ shouted "GO!" she knelt down between my legs and began giving me an energetic blowjob. Once my dick was covered in her spit she pulled off and began stroking it with her hand while she lowered her head and took one of my balls in her mouth. Her tongue stroked and caressed the sensitive, hairless flesh. She let the one ball slip from between her lips and moved to the other. Again I felt my orgasm building and again I was stopped short when another man came. In the next round Sara ended up with me and rode my cock facing away from me so I could fondle her breasts with one hand and stroke her clit with another. I still didn't cum but she did just before the next man came. In the fourth round the curvy redhead from before wound up with me and she bounced up and down on my cock while I played with her big soft titties. The round ended when Sara's partner came in her tight pussy. In the fifth round I got my cock sucked by a tiny little Asian pixie. In the sixth I fucked the athletic brunette again. In the seventh round the redhead was back again after two minutes of fucking the excitement and stimulation finally boiled over and I shot my hot spunk into her warm, soft snatch. I was grinning ear to ear as I walked away from the circle to the applause of the watching crowd. Sara met me with a warm embrace and a deep kiss and we turned back to the circle to watch the last few rounds of the game. The final couple left was a Latin guy who looked like a young Antonio Banderas and Jenny, the skinny blonde who sucked my balls earlier. For the grand finale she lined his cockhead with her anus and impaled herself on his dick. The crowd cheered and shouted and in a few minutes he was squirming as he pumped a load of cum into her asshole. The winning couple was taking their bow when I felt a pair of tits pressing into my back as one hand circled around my hips to stroke my well pleasured cock and another came up under my arm and began playfully pinching my nipple. I was still holding hands with Sara so I wondered for a moment who was being so bold, but then I felt something pressing against my left buttock and I heard her sultry voice. "Hey there, stud." Jessie purred into my ear. "Remember me?" Indeed I did remember her. I remembered meeting her on the beach earlier today. I remembered being awed by her beautiful feminine figure contrasted by her huge, meaty cock. I remember swimming and sunbathing with her and finally, with Sara's encouragement, sucking her dick. I also remembered her promise. She said that she was going to come looking for me and that when she found me she was going to stuff that thick cock of hers up my ass. My heart began racing and my stomach stirred at the thought of what was going to happen. But before I would let this gorgeous amazon shove her prick into my ass, I was going to need another drink. Paradiso Ch. 08 Day 2 Continued My head was buzzing with alcohol and anticipation as we walked back to our room; Sara, Jessie and I. I intentionally let myself fall behind a couple of steps so I could watch their asses sway from side to side as they walked. It was a lovely sight; Sara's toned body with its fair skin and dark hair flowing down her back and Jessie's curvaceous figure, tall, tanned and blonde, with the great red-brown tattoo sprawling across her back. The thing that had my stomach doing flip flops was what I couldn't see. Between Jessie's legs hung a long, thick, beefy cock. Jessie was a transsexual and when we got back to our room Jessie was going to make good on her promise to shove that monster piece of meat up my ass. It certainly wouldn't be the first time I had something in my ass. Sara had introduced me to ass-play early in our relationship and I had come to love the pleasurable sensations she had given me with all manner of dildos, vibrators and strap-ons. However this time was different because Jessie's cock was considerably bigger than anything Sara has ever put inside me, and also because Jessie's huge dick was real. Sara and Jessie talked about all the sex they had since arriving. Sara recounted the story of our meeting with Lauren, the gorgeous black vixen we had met on our first night, and David and Maggie, the mature British couple who gave us some lessons in twisted pillow talk. Jessie talked about all the men and women on whom she had used her impressive piece of girl meat. Apparently she prided herself on taking straight men's anal cherries. She just came right out and said so, knowing I'd hear. She wanted me to know that I was a conquest, a notch on her belt. It was all a part of her dominant nature and I resolved to go with it. We soon arrived back at our room and Jessie turned to us. "I'm taking a shower." She announced. "We should get nice and clean." "Sounds good." Sara agreed. Jessie then took us both by the hand and led us to the shower. She started two of the shower heads and when the stream has grown nice and warm we stepped underneath and let all the sweat and sex clinging to our skins wash away. I filled my hand with liquid soap and began washing Sara's beautiful body, starting at her neck and working my way down. Jessie joined in and I washed her back as Jessie washed her front. We took our time, making sure to get every nook and cranny squeaky clean. Sara moaned and writhed when Jessie and I reached her pussy and ass. After teasing and rubbing around the puckered little hole between her sexy cheeks I slipped a finger inside and Jessie did the same with her pussy. I could feel Jessie's fingers through the thin membrane of flesh as we alternated our strokes, I would pull out while Jessie pushed in, then she would pull out while I pushed in. We had her cumming in less than five minutes. Jessie then switched places with Sara and the two of us began washing our t-girl guest. Jessie made sure that I washed her front. I began with her shoulders as I had with Sara, and I slowly made my way down to her full breasts. My hands lingered there, drawing wet circles around the nipples. After a few minutes I moved down her flat belly and shapely hips. Then I came to the focal point; her long, thick penis. It was already at half-mast by the time I got there, but after a few short strokes of my hand it was at full attention; ten, maybe eleven inches, thick and veiny. I felt bolder this time, encouraged by what I had done with Jessie earlier on the beach. This time, without hesitation I took the head of her cock in my mouth and began pleasuring her impressive member with my lips and tongue, teasing the sensitive flesh. My jaw was stretched wide as I tried to accommodate her considerable girth, and as before I could only take about half of her ten inches. I looked up as I slurped on Jessie's meat and saw the two beautiful women I was with looking down at me. Sara's face was a mask of barely restrained lust while Jessie wore a triumphant, almost smug look. She knew she had me right where she wanted me. Her precum started to flow and I readied myself to take her load. But before she blew in my mouth she pulled away, took me by the shoulders and stood me up. "Now let's get you clean." Jessie declared. Jessie turned me around and I put my hands on the wall. I closed my eyes and savored the feeling of warm water and two pairs of feminine hands gliding over every inch of my skin. Fingers massaged the muscles of my neck and shoulders, and then worked their way downward, over my back, ribs, stomach and hips. Two hands then pulled apart my buttocks, one began gently stroking my cock and a fingertip slowly circled my anus. The finger traced ever smaller circles until it rested right on my tight opening, and then it began to push inside. I knew the feeling well. Sara had slid those lovely, slender fingers of her into my ass many times, as well as all sorts of toys. I relaxed and my sphincter muscles yielded, allowing the finger entry. It slid in and out an inch or two, each stroke sending a gentle wave of pleasure through my lower abdomen. My ass was fully accustomed to the intrusion when it withdrew and was replaced by two fingers. The process repeated with gentle in and out strokes stretching my asshole. The two fingers were replaced with a third, which is as many as Sara had ever put inside me. A fourth finger was then added, stretching me open as far as I had ever been stretched. I endured the discomfort and concentrated on relaxing my anal muscles and soon the pain faded. The fingers twisted inside of me and curved until the fingertips pressed against my prostate and began a slow, firm massage of that sensitive gland. The combined sensations of the fingers rubbing against my anus and prostate were beginning to cause tension to build in my groin and for my ass muscles to involuntarily spasm. Each spasm of my ass caused the fingers to press harder on my prostate, driving my arousal higher. My cock was only semi-hard but the precum was flowing from the tip. Suddenly the fingers withdrew and my ass felt empty. I knew that wouldn't last long, though. The three of us dried one another off, our bodies pink and clean from the hot water. We then went together to the big bed which had been made with fresh sheets since we left earlier that day. "You should find a nice spot to watch from." Jessie said to Sara. "He's all mine." Jessie grinned wickedly and pushed me back on the bed. I barely got comfortable before she grabbed my legs behind the knees and pushed them up to my chest. I was about to beg her to go slowly, thinking she was just going to plunge her cock into my asshole. Instead she lowered her head and began sucking on my balls, the skin of my scrotum hanging loosely from the heat of the shower. Her tongue worked lower and lower, across my scrotum to the sensitive taint and then finally to my tender asshole. For the next few minutes Jessie rimmed my ass, swirling her hot pink tongue around the wrinkled opening before venturing inside. The sensations made my cock go rigid. Jessie straightened up and I saw that she was now fully erect. Her thick girlcock was ridged with veins, crowned by a blunt purple head with a glistening drop of precum at the tip. She reached out and I saw that Sara was waiting there with a bottle of lube. Rather than hand it to her, Sara squirted some into her hands and then proceeded to coat Jessie's ten inches with it. Sara then turned to me and worked some into my waiting asshole. She then sat back and readied herself for the coming show. The gorgeous amazon t-girl looked down at me, her next conquest. "What am I about to do?" she asked knowingly. "You're going to fuck me." I tried to keep the quaver out of my voice. My stomach was churning with a mix of nervousness, fear and excitement. It had been a long time since I had felt that feeling, but I was committed and ready to do the deed. "Tell me you want it, Gary. Tell me you want me to put my cock in your ass." Her voice was low and husky, filled with lust. "I want your cock, Jessie. I want you to fuck my ass." I replied, and meant it. "Then that's what I'm going to do." Jessie pressed the thick helmet of her cock to my ass and applied slow, deliberate pressure. The combination of the lube and the stimulation from fingers and tongue had loosened me up, but the head of her cock was still wider by half an inch or more than anything that had ever been inside me before. Jessie's face was a mask of lust but, expert that she was at taking men's cherries, she went slowly, never losing control. Finally, after a minute of pressing and poking my anus yielded to the think invader and her bulbous cockhead eased inside. I gasped at the feeling of being stretched so wide. Jessie stared right into my eyes, watching for signs of pain and began the long, slow inward thrust to bury the remaining inches of hard meat inside me. It never quite felt like pain, but there was definite discomfort, like a muscle the day after working out too hard as my sphincters tried to stretch wide enough to accommodate Jessie's massive penis. My own cock softened even as Jessie's disappeared, inch by inch, into my tight anal cavity. I could feel every ridge and vein as my tender insides were stuffed full. "Holy shit!" I heard Sara whisper. I looked over to see her reclining against a pile of pillows, stroking her clit. The sheets beneath her were damp from her juices. Jessie grasped my chin gently between thumb and forefinger and turned my face back to hers. "How much is inside me?" I asked. Beads of sweat had appeared on my forehead. "Almost eight inches." Jessie replied with a crooked smile. Eight inches. That was the length of the longest dildo that Sara had ever put in my ass, and Jessie had at least two inches left to go. Once more my shemale lover resumed her inward pressure and her cock opened virgin territory as the last two inches penetrated my anus. My anal walls stretched tight around her impressive dick. Her hips came to rest against my ass cheeks and there we stayed motionless for the next few minutes as slowly, almost imperceptibly, my anal muscles loosened and the discomfort faded. I had taken the anal virginity of one of my girlfriends before Sara so I recognized that Jessie was trying hard to make the process as painless as possible. She saw from my expression that the discomfort had faded and now all that I felt was an incredible fullness. Carefully, Jessie began to withdraw her cock from my ass, just a couple of inches, before easing it back in. She repeated this over and over until she was sure that I was accustomed to it and then began making her strokes longer, out four inches, then six and finally all of her hard meat out of me except for the head before pushing back in. "Your tight little boy pussy feels so fucking good. I can't believe this is the first real dick you've let in there. This ass was made to be fucked." Jessie moaned as she gave in to her lust, picking up speed with her thrusts. My ass was throbbing with pleasurable sensations. The inner walls of my rectum hugged Jessie's cock like a glove and each motion of that monster, in or out, caused pleasurable friction and the sheer size of her was putting great pressure on my prostate. Once more the precum was flowing and I reached down to stroke my hardening cock. Jessie slapped my hand away. "No. You get your pleasure from my cock, not yours." I did as Jessie said. The beautiful Nordic shemale then gave herself over to her passion and began fucking me with long, smooth strokes. I reached up and took her large, firm breasts in my hands, stroking and pinching her nipples between my fingers. She gave me a wink and picked up the pace of her fucking. My insides spasmed each time her thick head glided over my prostate and my cock was now fully erect, though I resisted the urge to begin stroking it. "There's nothing like it, is there Gary? Nothing like being fucked by a real cock." I had to nod in agreement. "I have yet to fuck a guy who told me afterward that he was never going to do this again. All of them end up loving getting fucked by any hot t-girl or hung stud they can find." I could see her point. She used her cock expertly and I had to admit it felt great. Jessie's fucking started to become wild, frenzied. I could see by the look on her face that she was close to cumming and I waited to feel the first load ever shoot into my bowels. Like Sara would, I began milking her cock with my ass muscles, squeezing and releasing in time with her thrusts. She finally threw her head back and groaned. Her cock flared and jerked, growing even thicker as the first squirt of hot cum blasted against my guts. Jessie came like a woman, longer than a man normally does. For about twenty seconds she bucked and thrusted until her orgasm subsided and she collapsed on top of me, totally spent. Both of us lay still, panting for breath with drops of sweat rolling down our skin. Her cock had ceased its assault on my innards but it didn't seem to be shrinking just yet. "That was fucking hot!" Sara declared. After a couple of minutes I regained my strength. My insides were warm with satisfied pleasure, even though I hadn't cum. I could feel Jessie's cum flowing inside me along with her still fully engorged cock. I began to move to get out from underneath her but she held me in place. "Where do you think you're going?" "What's the matter?" "We're not done, stud." Jessie's wicked smile returned. She cupped her large breasts with her hands. "These tits aren't the only way I'm like a regular woman. I can cum over and over. We've got plenty more fucking to do." My eyes went wide at the thought that this was only the prelude. Before I could think of anything to say or do in response Jessie leaned over me and pressed her lips to mine in a deep, passionate kiss. Her tongue moved insistently, fucking my mouth just as her cock had fucked my ass (and was about to again!). Jessie broke the kiss and grabbed my legs. She started to turn me over, careful not to let her cock fall out of my asshole. The corkscrew sensation of my ass twisting around Jessie's cock was a whole new kind of pleasure, and the load of cum in my ass added extra lubrication. A moment later I was on all fours with her giant member still buried inside me. Having been loosened and lubricated, Jessie used none of the restraint she showed earlier and began fucking me with long strokes. This new position created all new sensations as her cock continued to churn my insides. I looked up and made eye contact with Sara. She was sweaty and her hair disheveled. Her pussy was red, wet and swollen and she had fingernail marks on her breasts. I was so focused on Jessie hammering away in my asshole that I had scarcely noticed Sara working herself over on the other side of the bed. She only liked it rough when she was especially hot so our little show must have sent her through the roof. Each thrust of Jessie's cock made my insides feel like they were getting a deep tissue massage and the continuing pressure on my prostate was causing my cock to drip precum like a leaking faucet. "His mouth is free, you know." Jessie said to Sara. "Now that I've got him broken in there's no reason he can't give you a good time too." While Jessie was busy reaming my tender asshole with her remarkable tool Sara scooted herself closer and closer until her hips were right under my head. The musky scent of her and the heat of her already well stimulated pussy washed over me. I plunged in eagerly. Eating Sara's pussy was like French kissing. The skin was smooth and hairless and slick with her natural moisture. My lips and tongue glided over the flesh as I delved into her delicate folds, seeking the bud of flesh that was like a tiny sexual bull's-eye. She started to squirm and moan. Meanwhile, my own pleasure was beginning to build. Jessie was angling each of her thrusts to put maximum pressure on my prostate. Her experience fucking men's asses was evident and she was right about what she said earlier. Her cock was giving me enormous pleasure. It was like the tension of an orgasm that built up in my groin, except that it was now building in my ass. Every one of my senses was on fire. The sweaty musk of sex was thick in the air. Sara's salty-sweet taste coated my tongue. The moans of the two beautiful women in bed with me filled my ears. My eyes feasted on the beautiful body of my girlfriend in the throes of my oral pleasuring, flushed and glistening with sweat. But above all else I could feel Jessie's enormous cock splitting my ass wide and doing a number on my prostate. Sara was the first one to cum, her juices flowing freely to run down my chin. I continued to lavish her clit, sustaining her climax for as long as I could until she couldn't take any more and pushed my head away. She scooted back up against the pillows, leaving me and Jessie. The tension building inside of me was approaching critical mass. After another minute of Jessie's relentless fucking my groin suddenly tightened and all the muscles in my body began to flex in rhythm. I felt my eyes roll back and a wave of euphoria washed over me. A moan that was nearly a scream erupted from my throat. To my amazement, without once being touched, my cock shot a huge load of cum onto the sweaty bed sheets. When the ecstasy passed I heard Jessie giggle. "That's what I was talking about at the beach. Every man should know what it feels like to cum from being fucked." With that her hands tightened on my hips and she began fucking my asshole with all her might. She was right about what she said earlier. I realized that until now the way she had been fucking me was thoughtful and unselfish. If she had wanted to she could have rammed her cock into me and fucked to her heart's delight without giving me any consideration. I finally understood what she meant about straight men learning to be more thoughtful to their lovers by being ass-fucked at least once. But now that I had cum she gave herself over to her passion and fucked me with abandon. The sensitive flesh of my anus was on fire as the massive column of girl meat pistoned in and out, again and again. Her hips slapped against my ass cheeks over and over and the friction of her cock against my anal walls was filling me with heat. Finally Jessie buried her cock to the hilt and began using quick, short strokes. She raked her nails down my back and came once more, spraying a second torrent of girl cum into my already full rectum. Her thick, salty jizz started to leak out from my cock-stuffed asshole. She draped her body over mine, her tits pressing into my back and her soft warm breath against my neck. I remembered many a time after Sara and I had made love I would lie on top of her, still inside her, catching my breath and she would just have this relaxed, gratified look on her face. I finally knew what she felt. Knowing that Jessie had found a moment of perfect delight inside me gave me this incredible sense of contented satisfaction. After a couple minutes Jessie put her hands on my back and pushed herself back up. But rather than ease her still erect penis out of me she pushed me down and onto my side, careful to leave herself still buried in my ass. My eyes widened. She was going to go again. My ass was incredibly full and kind of sore from the battering it had already taken, but I had come this far and I was determined to see it through. I was lying on my side. Jessie was straddling my right leg and my left was pushed up to my chest. Her smooth balls rubbed on the inside of my thigh as her cock began sawing in and out once more. Jessie let her hands roam freely over my body, caressing my stomach and chest and pinching my nipples. Paradiso Ch. 08 I could hear faint squishing sounds as her cock pumped in and out of my anus, now full with its second load of shemale cum. Rather than building slowly, as she had the last two times, Jessie started fucking deliberately right away. Again I used my anal muscles to try and heighten her pleasure. She grinned broadly and stared into my eyes as her thrusts quickened. No longer concerned with my pleasure, Jessie let her instincts have reign. Time lost all meaning. I couldn't tell if her fucking lasted three minutes or an hour. My insides were a jumble of sensations, and I couldn't tell any more where Jessie ended and I began. I drank in the sight of the beautiful transsexual goddess whose enormous cock had taken my anal virginity. Her face was a mask of sexual desire and her shapely tits glistened with a sheen of sweat. Suddenly Jessie's eyes shut tight and her whole body convulsed. I felt her cock flex and widen as yet another load of cum surged up through her meaty shaft and mingled with the two loads already filling my bowels. With one last thrust Jessie emptied herself inside me and collapsed, sated and breathless. Finally, Jessie eased her impressive member from my enflamed, pleasured, and sore asshole. Immediately I felt a stream of her cum begin leaking from my loosened hole. I thought to go to the bathroom and push her cum out, but I was too exhausted. Just like the night before when Sara and I had embraced Lauren, our gorgeous black lover, going to sleep wrapped up in each other's arms, Sara and Jessie cuddled up next to me and I quickly fell into a deep and peaceful sleep. Paradiso Ch. 09 Day 3 Unlike the day before, I was not alone when I woke. Sara was sleeping contentedly in front of my and Jessie was behind me. One of her legs was draped over my hip, her huge, limp shecock pressing into my ass cheek. She was at least partially awake because she was idly drawing circles around one of my nipples with a fingertip. I disentangled myself from their arms and legs and made my way to the shower to wash off the residue of the previous night's revels. The sheets were rumpled and crusted with dried cum, and so was I. As I walked I felt the soreness of my asshole from the previous night's pummeling. It was like a muscle the day after overdoing it at the gym. A minute later I was standing under a soothing hot spray, letting it wash me clean. As I stood there with my eyes closed, hot water cascading over my body, I felt a pair of female hands on my back and shoulders. I didn't know who it was and for the moment I didn't care. By the way the hands glided over my skin she must have been using soap. The first pair of hands was then joined by a second. I put my hands on the wall and enjoyed the feeling of the two women washing me. They started at my head and neck and worked downward. As one reached my cock and balls the other gingerly prodded and probed my tender asshole. My cock began to stiffen as deft fingers caressed the sensitive flesh, front and back. After a bit of gentle poking the finger at my rear entrance pushed inside and began slowly wiggling around. I did the best I could to relax and let the intruder move freely, though I was still pretty sore. When they were finished with me I heard Jessie say; "Now your turn." I stepped out from under the spray and opened my eyes to see Sara with her hands against the wall a few feet away from me with her hands and legs spread apart. I smiled at her stunning nude form and proceeded to wash her as she had done me, paying special attention to all the most sensitive, hard to reach places. Occasionally I would glance at Jessie and take in her nude splendor. She too was a great beauty, with a Nordic look to her and a tall, proud bearing. Sexual confidence radiated from her. She knew that she could have anyone, man or woman, that she wanted and the enormous slab of meat hanging between her legs did nothing to diminish her magnificence, quite the contrary, actually. The giant cock in question was erect, ten thick inches. As we finished washing Sara, Jessie stood half a step behind her and guided the massive tool to Sara's waiting asshole. "Another nice new ass for me to fuck." Jessie announced as she pushed the head of her cock against Sara's waiting anus. Sara grinned over her shoulder at the randy t-girl and that was all the encouragement Jessie needed. She pushed forward, slowly but relentlessly until Sara's ass yielded under the pressure from the plum sized head. Steadily, inch after inch of the imposing dick disappeared into Sara's rectum until hips met buttocks. Sara was more used to anal sex than I was and used toys on herself that were larger than any she used on me, so Jessie was able to be more forceful than she had been with me the night before. If there was any pain on entry it didn't register on Sara's face. I watched intently, stroking my hard cock, as Jessie withdrew eight inches and began fucking my girlfriend's ass with long smooth strokes. In and out the fleshy member plunged over and over and I truly appreciated for the first time what my asshole had endured. It was hot as hell to see Sara's anus stretched tight around the invading member. Suddenly Jessie stopped her thrusting and slowly withdrew her long, luscious cock from Sara's asshole and turned to me. "I'm not done with you, boy." She put her hands on her hips in a dominant pose, her hard dick pointing right at me. "Assume the position." She gestured to the wall of the shower next to Sara and I knew instantly what she intended. I moved next to Sara, put my hands on the wall, and spread my legs. I tensed up again as Jessie positioned her cockhead between my butt cheeks. I was still quite sore from last night, but I resolved to take it. The blunt head pushed against my asshole until the sphincter gave way and once again the thick knob gained entry. My ass hurt, but it also felt good to have Jessie inside of me again. I made myself relax and loosen up and soon I felt the huge girlcock driving into my rectum. Mindful of my discomfort Jessie began slowly, with short strokes. My ass loosened and the ache started to fade as her hands roamed over my body, caressing shoulders and chest, stomach and hips, and finally massaging my stiff cock and heavy balls. I thought she meant to fuck me and jerk me off until both of us came, but after thirty or so strokes of both our cocks she pulled out of me and stepped back over to Sara. A moment later her cock disappeared back into her asshole. As she had with me, Jessie fondled Sara's body while she fucked her ass. One hand kneaded her breast while the other stroked her clit, a finger occasionally slipping up inside her pussy. A couple minutes of this and she pulled out and moved back to me. I was curious to see who Jessie would cum inside. The pleasure began to build inside me as Jessie's hand worked over my cock and Jessie's cock worked over my prostate. But before either of us climaxed she pulled out once more and went back to Sara. This time Jessie's thrusts were quicker, more savage, and she stroked Sara's clit more vigorously. Sara turned her head and the two of them began eating each other's mouths hungrily. A dozen or so thrusts later and Sara tore her mouth away and moaned loudly. Her whole body jerked and spasmed as an orgasm rocked her. Jessie just continued to pound away at her ass until the climax subsided and then for another dozen or so strokes, before pulling out and moving back to me. I was now savoring the feeling each time the smooth head pushed its way into my tender insides and stretched me open. Now her thrusts into my ass were quick and insistent. I heard the wet slap of her hips against my ass each time she bottomed out inside me. Her slippery hand stroked up and down my length and I felt my balls tighten as an orgasm tore through me. The cock plunging in and out of my ass drove the orgasm to a higher level as my load spurted against the shower wall. She continued fucking me for a while after I had finished cumming and then moved once more to Sara. This time Jessie didn't bother stroking Sara's clit or massaging her tits, but instead she grabbed her by the hips and began ramming her massive girl dick in and out as fast as she could. After about a minute Jessie threw her head back and cried out as she sprayed her load into Sara's waiting anus. I could see Jessie's groin flexing with each spurt and by the time she was finished I knew that Sara's ass must be filled to the brim with hot t-girl cum. Jessie emptied her balls with a few more languid strokes before easing her ten thick inches out of Sara's asshole. It hung open for a few seconds before slowly contracting, but it was open long enough for some of Jessie's load to ooze out and flow down her leg until it mixed with the shower's spray and swirled down the drain. Jessie stepped under the spray and began washing herself slowly, her hands gliding sensuously over her skin. Her cock was still fully erect and jutted out past her hefty bosom. Sara and I looked at one another and shared a satisfied smile. We fell into each other's arms and shared a passionate kiss, tongues mingling and hands roaming freely over each other's bare skin. After a minute Jessie joined us and the three of us took turns deeply French kissing one another. Finally we separated and rinsed ourselves off before stepping out of the shower, pink and clean. We dried one another off, letting our fingers tease each other's most sensitive spots. Jessie's cock started to go down, at last, but was no less impressive as it hung from her groin. "So where to next?" I asked. "I'd love to stay with you two kids but I have some friends to meet up with." Jessie explained. "Maybe later I'll come back for you. I'd love to introduce them to you." There was something in Jessie's voice that told me if I did end up meeting these friends that I was in for a sexual adventure that would cross boundaries as last night's had. I looked to Sara. She shrugged. "What would you like to do?" I thought for a moment. After last night's marathon fuck session and the running start we had gotten off to this morning I felt like slowing down my pace and relaxing. I walked over to the kitchen counter and took down the book that had the directory of facilities and services at the resort. I flipped through the pages for a minute before finding what I was looking for. Near the center of the island was a large spa. The description of the place listed swimming pools, Jacuzzis, saunas, baths, massages and more. It sounded perfect, and I knew Sara loved going in for spa treatments. I showed her the page and she smiled her agreement. "That sounds great." She said with a little bounce. "Well then I'll be on my way but I'm sure I'll see you both again soon." Jessie said with a sultry look. She stepped over to the two of us and gave Sara a parting kiss while reaching out and stroking my balls and cock. The three of us headed for the door but then Jessie stopped short. "What is it?" Sara asked. Jessie pointed to my ankle. "What do you say, stud? Are you ready to take that anklet off? I know you like girls but it's not like you don't have a taste for cock, too." I had forgotten about the anklet. Jessie had a point. I had really enjoyed the fucking she had given me last night and again this morning, but I wasn't sure if I was ready for an actual man. Sara sensed my hesitation and pulled a purple anklet from a drawer. "It's only day three. I'll have you fucking men soon." my girlfriend teased. "But in the meantime I think you can add trannies to the menu." Jessie snorted with laughter and Sara stooped to tie the anklet around my ankle along with the pink one. Then the three of us headed out into the sunny morning air. Paradiso Ch. 10 Day 3 Continued Sara and I arrived at the spa a half an hour after leaving our room. It was still early and there weren't many people out in public fucking just yet, even though it was shaping up to be a beautiful day. We stopped only once to watch a foursome consisting of two men and two women, none of whom wore anklets. One pair was going at it missionary while the other was screwing doggy style. After a few minutes the girl being fucked from behind, a short, athletic brunette, announced that she wanted to change partners. Though it was somewhat less of a surprise than it would have been a couple of days ago, I was still slightly taken aback when the two women went into a sixty nine position and the man who had been fucking his girl doggy style started fucking the other man the same way. Sara gave me a look. I knew what she was getting at. For a while she had wanted to include another man in our sexual play. If her pillow talk was more than just talk she had a thing for watching men fuck each other. She knew I wasn't gay, but she wasn't a lesbian either, but that didn't stop her from enjoying women from time to time. Watching the two men fucking made me think back to a time when Sara and I had played at B&D. Sara liked playing the submissive role well enough, but she played the role of domme with relish. I had fun with both roles, but I fed off her energy so since she liked playing domme so well, more often than not I played sub. I had been tied to the bed, my hands cuffed to the headboard and my feet cuffed and spread apart and I wore an eye mask so I had no idea what was coming next. I laid there with strict instructions not to speak unless commanded to and not to move. Each time I broke the rules Sara would sting me on the thighs or stomach or chest with a black leather riding crop, hard enough to leave a red mark. My cock was hard and she stroked it slowly but I was not to cum until given permission. She spoke to me the whole time in a deep, lusty voice. "You can feel him behind you. You can't see anything but you can hear his breathing and feel his heat. He pries your ass cheeks apart and soon you feel something big and smooth pressing against your tight asshole. "You don't want to admit it but you know deep inside you want it. You love women. You love soft tits and tight pussies. But there's a fag side to you too. That's right. Deep inside there's a little... sissy... faggot... just waiting for a big, strong man to fuck him. It's ok. You can lie to yourself." She laughed a throaty laugh. "You've been lying to yourself your whole life. But you know you have a craving for cock. You've beat off a hundred times to the thought of a man with a big hard cock taking you like the bitch you are. So tell yourself you're doing it for me if you want to, but I know the truth. You want a hot, muscular stud to turn you into his personal fuck toy. "He pushes and pokes so hard against your asshole and you can't help it. Your anus opens up like a little flower and sucks in the head. You want it in there. All big and thick and hard and inch by inch it's disappearing inside you. Your asshole is stretched and your insides are being filled with hard cock. Then suddenly you hear someone in front of you. Another man is there and he presses a thick, hot cockhead to your lips. You open them up and take him in your mouth. You want this don't you?" When I hesitated to answer the riding crop whistled down and landed with a crack across my thighs. A jolt of pain ran through me. "Don't you?!" she asked again, more forcefully. "Yes mistress." I answered. "That's a good boy. The stiff cocks push and push from both ends until you think they might touch inside you, and it feels so fucking good doesn't it?" This time I didn't hesitate. "Yes mistress." "That's right. One big cock in your little man pussy. The other one fucking in and out of your sissy, faggot mouth. They fuck you long and hard until they both shoot their load. One fills up your ass with hot cum while the other sprays his jizz all over your queer tongue. You swallow every salty drop and love it. "The hard dicks pull out of you, but just when you think it's over one of them takes off the blindfold and you see that the room is full. There are at least a dozen guys there, all big and toned; real alpha-males. All of them are naked and all have huge hard-ons. There are black guys with dicks like a forearm, white guys licking their lips and looking at you like the piece of meat you are, Hispanic dudes swaggering around and sneering at the little fag slut they're about to fuck. And I'm there too. I'm watching, and you had better do a good job. Every time your mouth is empty you're going to beg for another cock to suck, and every time one of them nuts in your mouth you're going to swallow every bit of their cream." Her hand and her voice were driving me crazy, but I resisted the urge to move, to writhe, to pump my hips into her silky hand as it slowly stroked every sensitive inch of me. "And every time your asshole is empty and you don't have a dick in your mouth, I want to hear you beg for more hard cock in your ass. I want to hear you say; I want another big cock. Please fuck my slutty little hole." I wasn't sure if she wanted me to say it or not so I stayed quiet and the riding crop stung me across the chest. "Say it!" Sara growled. "I want another big cock." I obeyed. "Please fuck my slutty little hole." I heard Sara get up from the bed and a moment later the leg restraints loosened, but then I felt them pull my legs up and back, so my knees went toward my chest; first the right, then the left. A moment later I felt fingers coated with something cold at my rear entrance. They slowly applied pressure until the sphincter gave way and two fingertips slid inside, loosening the muscles and spreading lubricant as they went. All the while her other hand continued slowly stroking my throbbing erection. "They draw straws to see who gets to fuck you first. You're lucky because the winner doesn't have a very big cock. If one of the black dudes had won the draw you'd be in for a hurtin'." She giggled. "Of course, little faggot slut that you are I bet it would be kind of a turn on; having your asshole ripped open by a big black horsecock. But the first one doesn't hurt too much as he shoves it up inside you. You feel your insides grip him tight as he slides through the last dude's cum. He starts fucking you, long and deep. His balls slapping against your ass as he gets ready fill you up with his hot spunk." "When you're not busy sucking cock you tell the stud going to town on your faggot asshole; Please cum inside me. I want to have your baby." This time I didn't hesitate to respond. "Please cum inside me. I want to have your baby." "And he gives you what you want. You feel his cock swell and jerk and finally his hot cum rises up from his balls, surges up every inch of his hard dick and blasts against your insides as he moans. You're his bitch; his little sissy cum slut and your ass exists to bring him and his friends off." Sara slipped her fingers out of my asshole. "Your gay, ass fucking lover pulls out of you. What do you say?" "I want another big cock. Please fuck my slutty little hole." I felt something bigger than fingers press at my asshole. It must have been one of Sara's toys. I gritted my teeth at the discomfort of entry, but Sara took her time and the pain never became so bad that I had to use our safe word. As the toy moved further into my ass I realized that it was a hard rubber dildo with a curved tip. I had seen it before and I knew it was for stimulating her g-spot. Now she had it angled upward so that the tip would massage my prostate as Sara worked it into me. "This time one of the black studs pulled the short straw. You pretend to be a little afraid but you know you've wanted this for a long time. You want your queer little pussy stuffed full of big, hard Mandingo dick. It feels like it's splitting you in half but you only moan because this is what you've dreamed of; being completely subservient to a giant black cock, being owned by these hot studs who want to fuck you like the slutty little bitch you are!" Sara began to increase the pace of her stroking, both my erection and of the dildo in my ass. "Stud after hot, hung stud uses your little slut mouth, and your little slut pussy for their pleasure. You're their cum dumpster. But finally one of them takes pity on you and while he's trying to get one last orgasm out of your sloppy, used up asshole, her reaches around and strokes your throbbing erection." The pace of Sara's strokes quickened again. "Poor little faggot slut, he whispers in your ear. You've spent your whole life fucking women when what you really are is a bottom bitch. You've nutted inside plenty of girls, and you like it well enough, but now that you know what it's like to have your ass owned by big, thick dicks like ours you'll never be able to cum again unless you have one crammed up your slutty asshole. Sara's hand and her dildo moved faster. Now she was jerking and fucking me in earnest. "Now cum for me, Gary. I want you to cum for me." As Sara had taught me I squeezed my anal muscles and it caused the curved tip of the dildo to press into my prostate even harder. The long, slow build-up of physical and mental stimulation finally spilled over and I stifled a moan so that only a choked grunt escaped my lips as the orgasm overtook me and I felt hot cum splash up my stomach and chest. When my climax waned Sara eased the dildo from my ass and I suddenly felt empty. I then felt fingers wiping up the cum from my skin and a moment later I smelled it as she held her fingers an inch from my lips. "You weren't supposed to make a sound." She scolded. "Now you're going to have to clean off my fingers." I suddenly emerged from my reverie as Sara took my hand. We were back at Paradiso, nude in the morning sunlight. On the grassy lawn before us two women were eagerly licking at each other's clits while one man slid his cock up the asshole of another. The memory had left me with a raging hard-on. Sara glanced down at my cock and then at the fucking going on just a few feet away. She grinned impishly and then pulled me away, toward our destination, the spa. I thought about all the times she had me fucking and being fucked by muscular, big dicked men in her pillow talk. She was buttering me up, getting me used to the idea. I still didn't think guys were attractive in the same way women were, and I wasn't sure I was ready yet to cross that line. But maybe... maybe soon... Paradiso Ch. 11 Day 3 Continued Sara and I arrived at the spa and it was a beautiful building of white stone and glass. As we pushed through the front doors we were greeted by a blonde man sitting behind a glass desk. He smiled at us as we entered. "Welcome to the Paradiso Sun Spa. My name is Larry. Will it just be the two of you today." "Yes, thank you." I said with a nod. "It's still fairly early so you should have your pick of any of our facilities. Just a moment, please." He looked over the desktop at our anklets and I saw that he was wearing a black one. I considered what it must be like to have to work in a place like this without being able to fuck. By the time his shift ends every day he must have a life threatening case of blue balls. He began typing on his computer and about thirty seconds later a gorgeous young woman with beautiful thick brown hair and the bluest eyes I've ever seen greeted us with a pearl-white smile. She had a slim waist and lush, womanly curves, shapely c-cup tits and just a little triangle of soft brown fur over an otherwise smooth pussy. She wore a white anklet and I silently cheered. "Welcome to the Paradiso Sun Spa. I'm Suzy." "I'm Gary and this is Sara." "It's nice to meet you." Sara said, thrusting out a hand. Suzy shook it and then mine. Sara and I shared a quick look and I could see that she was just as randy for Suzy as I was. "If you would like to follow me I'll give you a tour of the facilities." Sara and I followed her lead and I took the opportunity to take a good look at our guide's shapely ass. She led us through a pair of double doors and I immediately knew why it was called the Sun Spa. The room we entered was cavernous and had a glass roof. Sunlight streamed in and onto the scant few people who had gotten here before us. The center of the room contained three massive pools, side by side. One appeared to be for diving and had several springboards along each side and a three tiered diving platform at each end. The second pool appeared to be just for swimming and the last was shallow and was just for wading. No one was diving at the moment and I could only see a couple people swimming but there were a couple dozen in the wading pool and from the sounds I heard wafting over the water there appeared to be some sexual play going on underneath the surface. Still, when full these three pools could have accommodated hundreds. Off of the main room were several sets of double doors, each leading to their own wing, Suzy explained. The first set we passed had a sign over the lintel that simply read "Baths". Suzy explained that the wing was actually a full sized Turkish bath including saunas and steam rooms. The second door was labeled "Body Works". This wing was for manicures, pedicures and massages. I made a mental note that I wanted to go in for a massage after the incredible one I received the previous day from the beautiful Asian masseuse Sara hired for me. Next came a door marked "Gymnasium". All kinds of exercise programs were available, from Pilates and Tai Chi to Zumba and Yoga were available. The next door was marked "Refreshments" and fronted a restaurant and juice bar. The final door was marked "Play Room". Without a hint of self-consciousness Suzy explained that this was where guests of the spa can feel free to have sex. A little bit of making out and feeling up in the pools was to be expected, Suzy clarified, but guests were asked not to go all the way while in the water. Nor was it considered polite to have sex openly in the restaurant area, or in the gymnasium. With that the tour ended and our guide turned back to us. "Is there anything else I can do for you?" Suzy asked suggestively. I was about to speak up but Sara beat me to the punch. "I don't know about Gary but I'd like to visit the baths. Care to join us?" Suzy didn't answer but just smiled broadly, took each of us by a hand and led us through the doors and into the baths. We emerged into an ornate palace of multi-colored marble. The layout of this wing was much like a miniature version of the central chamber we just left. The central room contained great marble tubs, each one big enough for five or six people with steam lazily rolling off of the surfaces of the water. The tubs were arranged in a circle around a large central cold water pool big enough for maybe forty people. Along the outside wall of the room were a row of perhaps thirty great marble slabs half a dozen of which were occupied by a guest lying on their stomach or back and a white anklet wearing attendant in various stages of washing them. One female attendant was busy performing fellatio on her male guest. I also took note of one female attendant who was bending over to gently scrub the back of a woman lying on her stomach. When the straightened up I noticed a semi-hard, six inch penis between her tanned legs and smiled inwardly, remembering my recent escapades with Jessie. Three more sets of double doors branched off from this main room labeled "Saunas", "Steam Baths" and "Showers". "That's what I was looking for." Sara announced and made a beeline for the saunas. When we arrived in the next wing there was a row of saunas, each large enough for a couple dozen people and ranged in temperature from 180 degrees down to 100. Each sauna door had a window and I could see that the hottest saunas had the fewest people and no one was so much as playing with one another, while the coolest sauna was already full and appeared to be hosting a full-fledged orgy. Sara chose the 120 degree sauna; balmy but still cool enough for fooling around. It was also not overcrowded at the moment. The only inhabitants appeared to be a lesbian couple in a sixty-nine position on one bench, and nearby a female guest with a blue anklet was sitting with her legs apart, getting her pussy sucked by a male spa employee with a white anklet. As we entered the other guests stopped what they were doing to look at us. The lesbian couple disentangled themselves and stood up and I finally recognized them. It was Grace and Renee, the couple who had flown over to the island with us. "Hey guys." Grace greeted us with a smile. "I knew we'd run into each other." I drank in the sight of her tall, toned figure and long blonde hair and remembered that on the plane I'd made a mental note to fuck her if I had the chance. Renee stepped up next to her. "Good to see you again, Sara." She said lustily. That was right. Renee was strictly lesbian. "Care to join us?" Sara looked back to me and I gave her a look as if to say "Knock yourself out." I was perfectly happy to have the lovely Suzy to myself. We all settled back down onto the benches. The woman with the male employee sat astride his lap and began to slowly ride his cock, sliding it in and out of her steamy slit. Sara sat between Grace and Renee and began making out with them as they groped and fondled her tits and pussy. Suzy pushed me gently back onto the bench and took hold of my already fully erect manhood. She started to stroke it slowly while she lowered her head and took one testicle into her mouth and caress it with her tongue. She was quite the expert and had me writhing after a couple of minutes. She sensed my tension and ceased her oral ministrations. Suzy pushed me onto my back lengthwise across the bench and straddled my hips. Ever so slowly she lowered herself onto my aching rod. The head slipped into her silken pussy and then one inch after another disappeared inside of her. Soon she was sitting on my hips and every sensitive inch of me was buried in this beautiful woman's warm snatch. I just laid back and savored the feeling as she began to ride my hard-on in slow strokes. The steamy air was thick with the musky scent of sex. I couldn't see from where I was but I could hear sucking noises and moans coming from where Sara, Grace and Renee were sitting. I reached up to caress the shapely breasts that bounced and jiggled in front of me, kneading the soft flesh with my fingers, and I felt the nipples stiffen against my palms. Suzy locked her eyes on mine. I loved that. There is something so intimate and intense about looking in a woman's eyes while I'm inside her. They were so blue, like the ocean on a sunny day. Her lips were dark and full. I reached one hand up behind her head and pulled her face down on mine. Our lips met and slid over each other, slick from the heat. She used her tongue sparingly, so the kiss was more sweet than passionate. Her every touch was more loving than overtly sexual. There are countless different flavors of sex. Sometimes all I want is to fuck; just pure physical erotic pleasure. Other times I like role play or pushing sexual boundaries where the pleasure is as much mental as it is physical. Other times I like to make love. When there's an emotional connection everything else is heightened. I felt just a hint of that the first night when Sara and I bedded the beautiful Lauren. She was like a wounded bird and giving her pleasure was as much about compassion as about sex. I felt it again now with Suzy as I lost myself in those blue eyes. The rest of the world faded to background noise as we ground our hips together, slowly and sensually. She squeezed me with her inner muscles, but not hard. Rather than rushing as fast as possible toward orgasm, every motion, every sensation was its own goal. "Do you like being inside me?" she asked in a voice barely above a whisper. "You feel so good." I replied breathlessly. Our hands gently explored each other's bodies, fingers tracing every muscle and caressing every curve. I felt the tension rising within me. I concentrated on relaxing and not rushing it, but the silky friction was irresistibly pulling me closer and closer to the edge. Suzy leaned forward and I felt her breasts press into my chest. She put her mouth right next to my ear and she ran her tongue against the edge, her steamy breath brushed down my neck. That was the sweet spot. Every lover I'd ever had that was worth remembering quickly learned that my ears were a particularly erogenous zone for me. "I want to feel you cum inside me, Gary." She said in a husky whisper. "Please. Cum in my pussy." That last bit of stimulation was all I could take. The muscles in my groin tightened and spasmed, and jets of my semen surged from my cock, filling her delightful warmth. I could only lie there, consumed by ecstasy, letting it wash over me as I watched this beautiful creature pleasuring me. Soon the sweet moment passed and my climax abated. Then the rest of the world came rushing back in. The first thing I noticed was that the heat was stinging my skin. I would need to leave soon to cool down. Then I noticed the moans from behind Suzy. As she climbed off of me, my cock slipping from that piece of paradise between her shapely legs, I was able to see Sara, Grace and Renee locked in their own passion. Sara lay on her back with Renee's head between her legs and Grace straddling her head. By the way they were writhing and drenched in sweat I could tell that they had been giving each other's pussies a tongue lashing the whole time while I was getting off with Suzy. Normally I would have been happy to stay and enjoy the show. I loved watching Sara getting it on with other women, but the heat was getting to me and I needed to cool off. I said as much to Suzy and she took me by the hand and led me back into the room with all the marble bathtubs. Since entering the sauna a few of the bathers had left and several more had entered. A few of the tubs were occupied by one or more bathers. Most of these were just soaking and relaxing but there was one tub with a man and woman sitting face to face. By the way she was bouncing up and down there was no mistaking what was going on beneath the water. Several of the marble slabs held men and women being washed by white anklet wearing attendants. One light skinned black woman was being passionately French kissed by her attendant, a red headed man. A blonde male attendant was washing the soap from the chest of a Latino guest while the latter sucked off the former. And a bronze skinned woman, maybe Indian, laid on her back while a curly haired brunette with a white anklet slowly pushed her whole hand into her pussy. Suzy led me to an empty tub and gently pushed me down inside. After the stinging heat of the sauna the water was blissfully cool. She got in behind me and pulled me back until I was resting against her soft breasts. Her hands circled my shoulders and caressed my arms and chest while she teased my ears and neck with her mouth. After about ten minutes the water had done its work on my skin and Suzy had done her work as well. I emerged from the water cool and refreshed and with a huge hard-on. She pointed to one of the stone tables. "Lie down on your stomach and I'll wash you." I did as she said and she began lathering my back with a mild soap. She took her time and every touch was soft and sensual. My hard cock was pressed between the sold marble and my hot stomach and it strained for release. I had cum so recently, too. I was hotter for Suzy than I realized. I was at the perfect height to observe her perfectly shaped and groomed pussy and round, inviting ass every time she walked by. Suzy took a small sprayer and gently rinsed the suds away. She then had me roll over where she repeated the procedure. There was one difference. While she applied the soap and slowly rubbed it on with one hand she stroked my stiffened rod and balls with the other. She never took her hand away and by the time she was rinsing the soap from my chest the cum was boiling in my balls and my cock was leaking pre-cum. She stopped stroking me off but kept her hand where it was and looked into my eyes. "How would you like a massage?" she asked with a cute little half-smile. It was as if Suzy could read my mind. I thought back to the super sexy massage, and earth shattering orgasm, I'd had the day before. I nodded agreement and Suzy gently lifted me by the hand and led me to the door. By the door she pulled a towel from a rack and dried me off with one hand while maintaining my erection with gentle strokes of the other. When I was more or less dry she took my hand again and led me back into the main hall with the three large pools. The number of people there had about doubled since I had gone to the sauna. We walked past the exhibition of nude flesh and headed into the door marked "Body Works". Aside from the fact that everyone was naked the inside looked like an upscale salon. Women were having their hair washed and styled, getting manicures and pedicures, though I did notice that one woman was being finger-banged by a stylist while she sat under a hair dryer. Suzy led me through a side door and past several rows of sun beds and into a dimly lit room with a massage table. Candles were already burning on small tables around the room and the walls were decorated with paintings and drawings of men and women engaged in various sexual acts. Suzy had me lie face down on the table. "I'll be right back." I watched her ass and hips swing gently from side to side as she walked out of the room. About two minutes later she returned with two other women in tow. One was a slim redhead with freckles sprinkled across her skin from head to toe and a thick, bright red bush. The other was a voluptuous brunette with pierced nipples and a clean shaved pussy. My eyes went wide at the feast that was being laid before me. "It's still early." Suzy explained. "Not much work for the masseuses yet. This is Kate," she said motioning to the pierced brunette "and this is Val." She said as she turned to the redhead. I simply smiled and let my eyes slide shut as I felt three pairs of hands begin to massage me, legs, back and shoulders. Warm oil coated my skin and the warmth began to soak into my muscles as the fragrant scent of them filled my nose. Inch by inch they worked muscle and sinew with smooth, firm hands until I was completely relaxed from top to bottom. Suzy asked me to turn over and I did, my fully engorged member pointing at the ceiling. Val the redhead immediately took hold of it and gave a few gentle strokes, grinning at me wickedly. "Just lie back and relax." Suzy said, her voice and hands both a smooth as satin. She leaned over and pressed her lips to mine. The kiss began as it did before but this time it grew more passionate. The tongue, which she had used sparingly before, she used freely now. Our mouths did a slow, sensual dance while Kate massaged my stomach and chest and Val continued to slowly masturbate me. The three of us just stayed like that for a while. The world faded away and all that existed was the pair of hands kneading my muscles, the ones stroking my penis and the lips and tongue pressing against mine. After a few minutes Kate and Suzy pulled away from where they were and Kate pressed one of her full breasts to my mouth. I let the pierced nipple slide between my lips and began caressing the hardening flesh with my tongue. I gently pinched the nipple with my teeth and softly tugged at rounded ends of the short metal bar running through it. Above my head Suzy and Kate sensually kissed one another, their mouths wide open and their tongues darting in and out. At the same time Val took her hands from my red hot member and I felt her climb up on the table with me. Her leg slid past my hip as she straddled me and she took hold of me once more. I felt her put the tip against her opening and immediately I sensed the wetness and heat. She began lowering her weight and I slipped inside. Val was amazingly tight; as tight as anyone I had ever fucked. This was not necessarily a good thing because when a pussy is that tight you risk hurting the woman, but Val was very wet and I slid through her warm, silky folds easily. I sucked more insistently on Kate's swollen nipple and she moaned into Suzy's mouth. As Val began bouncing up and down on my cock, milking and massaging every sensitive inch, Kate drew back her breast and I let the nipple slide from between my lips. She bent down and crushed her mouth against mine. She ate my mouth hungrily, sucking on my tongue as though it were a cock. Meanwhile Suzy moved down past my hips and pushed my knees apart. While Val ground her hips against mine Suzy reached down and massaged my balls with oily fingers. Even though I had cum just a little while ago, being triple teamed like this was too much. My cock leapt inside of Val and my cum surged into her. Euphoria washed over me as the tight sleeve of flesh coaxed every last drop from my flexing rod. For the next few minutes the three beautiful women continued to sensuously massage my body, Val's pussy squeezing my softening cock. Finally Val climbed off and my cock slid out of her. "I'm a new man." I said, smiling languidly, as I sat up, their warm, oily hands still caressing my arms and chest. One by one they each gave me a deep, erotic kiss, our tongues slowly mingling. Val and Kate excused themselves and Suzy took me by the hand. "There are showers next door. Let's wash the oil off you." She led me back into the salon, and when we entered the main area I saw Sara sitting in a manicure chair. It appeared that her hands and feet had already been tended to and now a short haired dirty blonde in a black anklet was kneeling between her legs with a razor and was carefully shaving Sara's soapy pussy lips. Sara looked up and saw me and her eyes lit up. "Hey, Babe. What have you been up to?" "I just got a massage and I'm on my way to wash the oil off. How about you?" She smirked and motioned to the woman between her legs sweeping away the last few errant hairs left on her freshly shaven pussy. Suzy and I continued on our way and she led me to a small private shower. After five minutes of warm water, soap, her gentles hands gliding over my skin and stopping occasionally to make out and feel one another up I was pink and clean. When we re-emerged in the salon Sara had just finished her little spa treatment. Paradiso Ch. 11 "I'm going to get something to drink at the juice bar." I said. "Wanna come along?" "Sure." Suzy said that she was staying inside to work, but if they came back in and wanted to have some more fun she'd be glad to join in. Hand in hand Sara and I headed out into the sunshine to relax and have a drink. Paradiso Ch. 12 Day 3 Continued Sara and I sat down at a table in the shade of an umbrella, a pair of frosty fruit smoothies before us. My whole body was relaxed and satisfied from the morning's activities and the frozen strawberry drink tasted and felt great going down. Sara recounted the full details of her activities with Grace and Renee, and then with an olive skinned young Italian stud who came in just after I had left. She had fucked him on his back until she came, then sucked his cock and swallowed his load. I recounted the expert massage I had received from the three gorgeous masseuses. For the next half hour we talked and enjoyed the sight of all the naked flesh on display all around us. I had become more or less accustomed to all of the nudity but every now and again I was struck by how unbelievably sexy the whole thing was. As my eyes swept over all the nude bodies they suddenly locked onto one in particular. A woman stepped out from behind the juice bar and strolled into view. My eye wasn't drawn to her because of her extraordinary beauty, like it had been with Suzy, but because of how unique she looked. She was just a hair over five feet tall and slim, very slim. She had very slender hips and her chest was all but flat. Her pussy was small and didn't have a hint of hair. If I didn't know better I would have thought her to be very much underage, but having gone through the process I knew that Paradiso was meticulous about making sure no guest was under eighteen. On the other hand the woman sported a curving snake tattoo wrapped around her right leg from ankle to knee, an angel with outstretched wings decorated her left upper arm, some Asian characters could be seen on her left hip and right forearm and a hummingbird on the left side of her neck just below the ear. Each ear had at least five piercings and there was one in each nipple, her left nostril, her right eyebrow, her navel and her clit. Her thick hair was jet black except for a streak of blue at her left temple and the two inches of her scalp above her right ear were shaved bald. She was a walking contradiction. Her tiny body said one thing and her tattoos, piercings, hair and bearing said quite another. Her expression was aloof, almost bored. She looked around for a moment but then her eyes met mine. They were a piercing pale grey. Suddenly her demeanor went from indifferent to intense. Her eyes locked on mine. Was it my looks that drew her eye, I wondered, or was she drawn to the fact that I was drawn to her? She was not beautiful in the conventional sense, but was she had a mysterious, exotic quality. I couldn't deny my attraction. I looked at her and thought "The Girl With The Dragon Tattoo". I had read that book just last year and this young woman reminded me of the titular heroine. Without warning she stopped in her tracks, spread her legs apart slightly and began to masturbate in the midst of fifty people. She stroked her clit with her left hand while gently tugging on the thin metal ring through her right nipple. For all the sex I'd had over the past few days, for each encounter, I passed by at least three others when I could have joined in. She was putting on a show for me and I knew then and there I wasn't going to let this one pass by. After about two minutes the volume of the conversations taking place all around us had grown quieter and quite a few of the people in the juice bar had stopped to take in the show. Then just as abruptly as she began, she stopped and walked back into the main building, never taking her eyes off mine until she had to in order to see where she was going. As she left I saw one more tattoo; a great red and orange phoenix on her back. I was broken out of my trance by Sara sliding her foot between my legs to tease my stiffening cock and balls. I looked to her face to see her grinning wickedly. "What are you waiting for? Go get her." The two of us got up together and walked into the main spa building. The pools were now nearly full and there were plenty of others going here and there, so I had to look around a moment before spotting the tattooed young woman in the crowd. She was a few dozen paces ahead and gave one last look over her shoulder in my direction before slipping through the doors marked "Play Room". Sara and I followed behind her and when we passed through the double doors it was like passing into a scene from Caligula. The room was dimly lit and multi-tiered, like a stadium with the lowest point in the center. All around were padded benches and sofas and all of it; the furniture and floors and walls were covered in vinyl. Before us was a full-fledged orgy. There were at least a dozen couples, straight, gay and lesbian, fucking and sucking one another, and several larger groups as well. My eye was caught for a moment by a curly haired young blonde writhing on her back in tormented ecstasy as several older women preyed on her, sucking her toes and nipples and mouth and pussy all at the same time. But then I saw her. She was leaning up against the back of a sofa and once more she had spread her legs, presenting herself to the world, and was slowly fingering her clit. When our eyes met I felt myself walking toward her without willing it. When we were close enough to touch I began to speak. "What's your name? I'm..." She quickly put her fingertips, the ones that weren't already busy, to my mouth. "No names." She said in heavily accented English. From that moment she just became 'Punk Girl' to me. When she saw that I understood she pulled her hand from my lips and replaced them with her own. I soon learned that her tongue was pierced as well and that she liked to use it. When she finally broke the kiss she grabbed my wrist and pulled me over to an empty bench. It was large for a bench, almost as big as a twin bed, enough room for just us. She laid down on her back and pulled me by the wrist on top of her. She felt so small under me but she was very aggressive. As we made out I felt her nails raking up and down my back and buttocks and I knew that I'd have red marks by the time we were done. Meanwhile I let my hands roam over her smooth skin, her girlish hips, her flat chest topped with two tiny candy pink nipples that stiffened at my touch. After a few minutes of foreplay she pushed my face away from hers with her right hand, reached down with her left and took hold of my cock, guiding it to her waiting pussy. I pressed the head to her lips and began pushing. She was tight. Really tight. She was wet enough that the entry didn't seem to cause her pain, but by the time I was a few inches in I realized that this was the tightest pussy I'd ever fucked except for the second girl I ever had sex with, who was a virgin. I was not quite all the way in when the tip of my cock hit a barrier. It took me a moment but I realized that I was hitting her cervix. I knew that happened sometimes but it never happened to me before. I made a mental note to be careful not to thrust too deep, lest I hurt her. I began withdrawing from her tight flesh and began a slow, sensual fuck, giving her time to grow accustomed to my width and making sure not to try and penetrate her all the way. Her youthful features and figure were at odds with her aggressive, wanton manner. She wrapped her legs around my hips and gave a short cry of passion with every thrust. Her exotic looks and remarkably tight pussy were making the tension in my groin rise. She pulled my head down toward her chest. I knew what she meant for me to do so I took her pierced nipple in my mouth and began running my tongue over the warm, soft flesh transfixed with cool, hard metal. When I suddenly felt her hands pull my ass cheeks apart and a finger reach in and begin teasing my asshole that was all it took to take me beyond the point of no return. My balls tightened and my cock jerked and swelled and spurt after spurt of cum surged out of me and into her, this Punk Girl. I collapsed on top of her, sweating and panting. I prided myself on not being a selfish prick and always giving as good as I got in bed, so I told her to give me a couple minutes to catch my breath and I'd be ready to keep going. I looked around the room in the hope that the fucking going on just feet away would help me rise to the occasion once again. I was not disappointed. Straight sex, lesbian sex, gay sex, group sex, oral sex, anal sex and every other kind of sex was happening in every direction. You only had to turn your head to see something new. I watched a lesbian threesome for a time, then a bisexual threesome with a black man lying on his back, a woman straddling his face while a white guy held his ankles and fucked him up the ass. Then I saw Sara on her hands and knees with a girl underneath her, licking her clit while two men, one Latino and one white fucked her mouth and pussy respectively. That was all the encouragement I needed. I was back at full mast and ready. When Punk Girl saw that I was ready for round two she stood up and pushed me down on my back, took hold of the base of my prick with one hand and lowered her mouth until it enveloped the head. She didn't bob her head up and down, but just held the head and the first inch of shaft in her mouth and sucked on it while she alternated running her tongue in circles one way, then the other, then back and forth over the swollen head and the sensitive ridge just underneath. I laid back for a while and just enjoyed the sensations. I turned my head from side to side and watched the other groups and couples fucking. One woman was up on her shoulders in a pile driver position having her asshole eaten by her female lover. A gorgeous Latina sat spread-eagle in the middle of a circle of men stroking their cocks as one by one they shot their hot cum all over her face and stomach and chest. As each load hit her she rubbed it into her skin and licked it off of her fingers. A slim young man straddled a much larger man's hips with a third man behind him and appeared to be taking both of their cocks in his ass at the same time. And there was one group of people so tangled up in one another that I couldn't even count how many there were. All the horny debauchery going on around me heightened the sensations that Punk Girl was giving me with her mouth wrapped around my hard penis. The blowjob was wet and slippery and all the while she stroked the lower half of my shaft with her left hand. She then let my cock slip from her mouth and put her tongue right to where the base met the balls and slowly, sensuously licked up each and every stiff inch to the head. With that she stood next to me, swung one petite leg over my hips, and began lowering herself onto my red hot prick. At the last moment she thrust her hips forward and leaned her shoulders back. To my pleasant surprise I saw that she meant to take my cock in her ass. I appreciated a woman who liked anal. I found that with enough encouragement most women could be persuaded to at least try it. But it was a more rare sort of woman who actually learned to like it. Punk Girl was one of those, it seemed. When my blunt cockhead, slick with her spit made contact with her anus, it met with a few moments' resistance. But then the rubbery muscle yielded and split open and my thick member began to slide up into her. If I were to see a woman like this walking on the street I probably wouldn't have looked twice. It's not that she was ugly, but she and I were clearly from two different worlds. But here and now I was beyond turned on. As her ass came to rest on my hips she reached down and took hold of my hands. She pulled one to her bare pussy and made me start rubbing her clit. She put the other on her tiny breast and made me start pulling on her nipple ring. Once I was playing with her how she wanted she began bouncing up and down, my cock sliding into her hot, tight asshole. I looked up at the girl bouncing on my prick. Her eyes were shut and her head rolled gently from side to side. Then I realized that at that moment I was nothing more to this girl than a sex toy. I was hit with an odd mix of feelings. On the one hand I was kind of put off by being treated like a nameless piece of meat, but then at the same time it was kind of a turn-on to be thought of as an object of pure lust. In the end I just decided to roll with it and get off. Once again I let my hands roam over her petite, girlish body while her asshole slid up and down my prick like a piston. She reached down and began fingering her own clit and tugging on the ring through it. Her tightness was bringing me closer to the point of no return and she was beginning to breathe faster. Her smooth rectal muscles rippled and tightened with every thrust and I soon felt the tightness in my groin begin to build. Punk Girl let go of her clit ring and thrust two fingers into her pussy while stroking her clit with her thumb. The motion was furious and her hand was a blur. Suddenly she arched her back and let out a long, low moan as she pulled the fingers from her pussy and stroked her clit with her fingertips. My eyes went wide as a spray of warm liquid jetted out of her cunt and onto my abdomen, coating it in just a couple seconds. At first I thought that she was peeing on me but the smell was wrong. This wasn't the sour, acrid odor of urine, but the rich, musky scent of pussy juice. She was a squirter! I had seen it in pornos but never in real life. The dirty eroticism of it hit me like a thunderbolt. My eyes rolled back as the euphoria spread out over my body. Cum rose up out of my balls and through my electrified shaft to fill Punk Girl's warm ass. When my orgasm subsided she fell down on top of me in one big sweaty, sticky, panting mess. For a minute we just lay there, covered in each other's sweat and cum, as our breaths slowed and the warm glow of pleasure receded. Finally, Punk Girl disentangled herself from me, took me by the hand, and pulled me to my feet. Together we walked back through the arch marked "Baths". She led me to a large shower room where two men were standing with their hands on the shower wall and their legs spread while their asses were being fucked, one by a man and the other by a woman with a strap-on. Punk Girl just gave me a wicked smile before turning on a hot spray and drawing me under it. For the next few minutes we washed each other clean with the grunts and moans of the nearby fucking ringing in our ears. When we were pink and clean she turned off the water and we patted each other down with two towels. Then she reached up, pulled me gently by the back of the neck into a soft, sweet kiss, then turned and walked out without another word. Paradiso Ch. 13 Day 3 Continued I made my way back to the "Play Room". I was way too spent to join back in the fun, but I wanted to find Sara. I was just reaching for the door handle when it swung open and there was girlfriend; sweaty and disheveled and a trickle of cum was leaking from her pussy and down her leg. She smiled when we came face to face. "I need a shower." She announced. "I just had one." "Well maybe you could do me a favor?" "Sure. What do you need?" "Well, that massage you had earlier sounds great. Do you think you could see if they have any masseuses free for me?" I grinned at the suggestion. "Only if I can stay and watch." Sara returned the grin. She knew I loved to watch, especially when she was with other women. There were many nights where the two of us invite over a female guest and I would just sit back and stroke my cock while I watched the two lovely ladies pleasure one another. Sara turned to have her shower and I headed for the "Body Works" section to arrange the massage. As I walked through the door I came face to face with Suzy, the spa employee who had given me such a great time only an hour earlier. She was with the slim redheaded girl who had also taken part in my massage. The greeted me with bright smiles. "Good timing." I declared. "I was hoping to run into you. Sara is taking a shower now but when she's done we were hoping she could get a massage like the one I had." A disappointed look came over her and she shook her head. "I'm sorry, Gary. I have an appointment." I tried not to look too sad myself. I would have liked watching Sara and Suzy licking and sucking each other. The redhead, Val was her name, piped up. "I have a few minutes before my next appointment. I can see if there are some free girls." "I'd appreciate that." Val and Suzy left the room and I stole a peek at their pretty asses as they left. For the next couple minutes I waited until the door opened and Val returned with two women in tow. The first one I thought for a moment was Kate, the other masseuse that had massaged me with Suzy and Val. She had Kate's lush curves and heavy breasts with the pierced nipples and the long brown hair, but unlike Kate this woman had a neatly manicured but still thick bush. The two women could have been sisters. That was a thought. What it would be like for two sexy sisters to work in this place. The mere thought of the possibility made my dick twitch. The second was a light skinned black woman with almond shaped green-gold eyes overtopped by sultry curving eyebrows and she had a swimmer's physique; lean and toned. She was shaved bare save for a thin black strip pointing down to her clit and her head hair was thick and voluminous. I'm sure many a man (and woman) had buried their faces in those dark curls. "Gary, this is Lily," she said, motioning to the pierced brunette, "and Natasha." motioning to the light brown beauty. "I almost wish I could forget that I'm getting this massage for my girlfriend Sara and not me. The four of us laughed. "Well," Val announced, "I have to get to my next appointment. Enjoy." Just as she left Sara arrived through the opposite door, her skin still glowing from the heat of the shower. "Perfect timing." I said. "Sara this is Lily and Natasha." The two sexy nude masseuses strode forward and gave Sara a good look at their sumptuous bodies. "Shall we head for the massage room?" asked Natasha after the pleasantries were out of the way. "I thought you'd never ask." Natasha and Lily each took one of Sara's hands and I followed close on their heels as they led her to a massage room identical to the one I had been in just a while ago. "Is it alright if Gary watches?" "Absolutely." Lily said. Sara took her place, face down on the massage table while I sat back in a chair in the corner. I had a perfect view of all of the action. The two masseuses began by taking opposite ends. Lily stood by Sara's head and Natasha by her feet and together they slowly worked their way to the middle. They took their time, spending several minutes on each body part, their hands slick with warm fragrant massage oil. Lily worked each muscle in her neck and shoulders while Natasha spent almost five minutes on each foot. Then it was upper back and calves, then ribs and thighs, then lower back and buttocks. Sara was so quiet I almost thought she was asleep. Then they asked her to roll over onto her back. When she was comfortable they began again, working from the center outward. Stomach and hips, breasts and thighs, arms and calves, shoulders and feet. By the time they finished their circuit Sara was purring like a kitten. Natasha then gently pushed Sara's knees apart and at once the soothing massage turned to an erotic one. Natasha slipped an oiled finger into Sara's warm vagina and lowered her face to within an inch of her wet slit. Natasha's pink tongue slid like a snake from between her lips and began tracing light circles around Sara's clit, eliciting a soft moan of pleasure. Her finger made a slow in and out motion in time with her licking. Meanwhile Lily had pressed one of her full breasts to Sara's lips and my girlfriend was contentedly nursing the large pink nipple while Lily's hand kneaded Sara's soft breast flesh. By now my cock was at full mast and I couldn't resist stroking it any longer. I looked to a small table to my left and saw several candles and small bottles of massage oils sitting atop it. I took one and poured a bit into my hand. When I put it back Lily and I locked eyes and she gave me a sly wink. I began stroking myself to the show going on in front of me. Natasha's licking and fingering grew quicker and Sara began to squirm at her orgasm drew nearer, but before she went past the point of no return, both masseuses pulled back and Lily asked Sara to roll over onto her stomach again. Ash she did, Natasha pulled a triangular pillow from under the table and put it under Sara's hips so that her ass stuck up into the air. Four pairs of delicate, oily hands began working Sara's most sensitive places. Natasha used two fingers of one hand to thrust in and out of Sara's pussy while she stroked her clit with the other. Lily pulled apart Sara's ass cheeks and began tracing smooth circles around her crinkled anus with a fingertip. Occasionally one or the other would apply a little more oil until every inch of her was slick with it. The circles Lily drew around Sara's asshole grew smaller and smaller until her fingertip was pressed right up against her puckered orifice. Slow, deliberate pressure combined with the lubricating massage oil caused the sphincter muscle to give way easily and Lily's finger ever so slowly made its way into Sara's waiting rectum. The new penetration drew another throaty groan from Sara. The two masseuses synchronized their thrusts into Sara's writhing body. Anus and pussy alike were glowing with pleasurable friction as fingers stimulated every sweet, sensitive nerve. As they went they twisted their fingers every which way so that not one inch of her delicate insides were missed. After a few minutes of this they removed their fingers as one and then replaced them with two, stretching her asshole and vagina even further. The two were soon replaced by three and with each additional finger her pleasure heightened. When both women slid a fourth finger into Sara's ass and pussy at the same time a low moan escaped from deep within her. Whether it was a moan of pleasure or pain I could not tell, but I imagined it was some of both. The activities from the night before with Jessie taught me that the pain of being stretched beyond your limits was just the price you paid for new levels of pleasure. Sara was paying that price now. "How many do you have in?" Sara asked between her moans. "Four." Natasha replied. "Are you ok?" "Yeah." "Have you ever been fisted before?" Lily asked. That sent a jolt through me. The thought of these two gorgeous women sliding their whole, oiled up hands into Sara almost made me cum right there. Sara had some impressively large sex toys. I had watched her slide all kinds of dildos and vibrators in her holes, but the hands of the two masseuses were more than a little larger than any of them. "No, I haven't." "Do you want to try?" Sara hesitated a moment and then answered in a whisper. "Yeah." Lily and Natasha smiled at one another and leaned into each other for a long, luscious French kiss. Their tongues danced together while their fingers stretched Sara's abused holes wider and wider. Soon their hands were in all the way past the knuckles and only their thumbs remained. After a few more minutes of plunging their hands in and out, Lily and Natasha gave each other a look and nodded. They pulled their fingers all the way out and for a second I could see her holes gaping open. Before the stretched muscles could begin to contract they added their thumbs and began to push. The first knuckles disappeared inside Sara, then the second. As the third came closer both women slowed down. Sara's moans grew louder and higher. The ratio of pleasure to pain was beginning to tip and the masseuses knew their business. It was all about patience now. If they went slow and steady and didn't rush, Sara's tight holes would open enough for their whole hands to slip inside. Several minutes rolled by as Natasha and Lily listened to Sara's body, her moans, knowing when to push further and when to stop. Sara sucked in a breath as Natasha's last knuckle on her thumb slipped inside the sleeve of tight muscle. That was the widest part of her hand and the rest began slipping in more easily until she was in Sara's pussy up to her wrist. "Holy shit." Sara panted. Sweat had beaded over her skin and was rolling off the slick oil that had covered every inch of her. Lily smiled and giggled. About two minutes later Lily's own hand began to slip past the ring of flesh that marked the doorway into her rectum. Sara let out one last long moan as the second hand slipped inside. She had never had one hand inside her before and now she had two. Natasha bent down to lick Sara's clit and the masseuses began fucking their hands in and out of her a couple inches at a time. The sight of it was all I could take. Pleasure washed over me and hot cum squirted out of me, coating my hand and stomach. When it was over I took a towel from the table next to me and cleaned myself up. When I looked back to the three women in the middle of the room I could see that their sucking and fucking had picked up speed. Lily and Natasha's hands were pumping more quickly now and Natasha's tongue had Sara dripping with pussy juice. The sounds erupting from Sara's throat were half moan and half scream. I knew it wouldn't be long before she was cumming. Less than a minute later her whole body began shuddering and her breaths came in ragged gasps as Sara was gripped by an earth shaking orgasm. I knew my girl's body. Her orgasms came in a lot of different forms. Sometimes they would be like little lightning bolts that struck her again and again coming and going suddenly. Other times they were like waves that swelled slowly and receded languidly. This was the rarest of climaxes for her. This was the kind of orgasm that made her forget all time and space and turned the whole world into one continuous sensation of pleasure so intense it left her as weak as a kitten when it was all over. Sara's face went a color so red it was almost purple and her eyes shut tight. Her jaw locked tight and her breaths came in ragged gasps as her body began to shudder and convulse. Her toes flexed and straightened as a wheezing noise began to rise up, becoming louder and deeper until it was a full throated cry of ecstasy. For the next thirty or forty seconds I watched as she writhed in sexual delight, a pleasure so intense it was all she could do not to pass out. A chill ran up my spine just watching her like that. Natasha and Lily held her there, on the point of perfect orgasmic bliss for as long as she could take it before Sara finally collapsed, limp and panting. Once more the beautiful masseuses smiled and kissed one another before easing their hands out of Sara's well worked holes. For several seconds the loosened muscles and stretched flesh of her anus and vagina let her orifices hang obscenely open. Then slowly the muscles began to contract and her ass and pussy closed. Lily slid a hand under Sara's stomach and delicately lifted her up while Natasha slid the triangular pillow out from under her hips. Then they both turned her over on her back and let their hands glide slowly over her sweaty, oily skin. "How do you feel?" asked Natasha. "That was incredible." Sara declared in a breathless whisper. "I don't think I'll be able to move for a while." Lily smiled. "That's ok. Take a few minutes." "We'll just leave you two alone. Is that alright?" Natasha asked. Sara nodded. "Thank you." Sara said, her breathing beginning to slow. "No," said Natasha. "Thank you." Lily finished. Each masseuse planted a small sweet kiss on my lover's lips before turning to the door, stopping only to give me a smile and a wink before leaving Sara and I alone. After a few minutes she was finally able to stand on shaky legs. Together we made our way to the shower room, taking it slow. As I washed myself and then Sara, who was still too weak and sore to do anything but stand under the warm spray, I watched an Asian woman having her pussy eaten by a bald, tattooed guy with a weightlifter's build while her ass was being eaten by a blonde hottie with massive double D's. Once we were clean I suggested that the two of us head back to our room for a nap. Even though she was clearly more worn out than I was I still could have used some rest after all that fucking. Hand in hand we left the spa and walked out into the mid afternoon sun. Paradiso Ch. 14 I woke up when I felt Sara slipping back into bed with me. When we arrived back at the room we fell into bed together and kissed for a few minutes then fell asleep tangled in each other's arms and legs. We had gotten off to a running start that morning with Jessie and the massage I had gotten, followed by my romp with Punk Girl, and Sara's activities culminating with an amazing double fisting had left us both exhausted and in need of some rest. I smiled languidly at Sara as her beautiful nude form glided down next to mine. I slid my hand up the side of her body, starting at her thigh and moving over her hip, ribs, breast, collarbone and neck. When I reached her cheek I leaned in for a kiss, savoring the warmth of her body against mine. "Where did you go?" I asked when we broke the kiss. "I ordered us some dinner." "Sounds good. What did you order?" "Something tasty." Sara said, her wicked grin slowly spreading across her face. I knew she had one of her sexy surprises in store. I leaned back in and pressed my lips to hers. Sara's tongue slipped in to caress mine and we lay there for a few minutes making out, groping one another until I pulled away and rolled off the bed. I headed for the bathroom to freshen up before dinner arrived. I splashed some water on my face and when I opened my eyes again Sara was standing next to me. We both brushed our teeth and then Sara brushed the tangles from her hair. As I was walking back into the living room I heard the doorbell ring. "That's dinner." Sara called from the bathroom. "You wanna get it for me?" I opened the door to find two people waiting on the other side. The first was a woman who looked middle-eastern or Indian; about five feet five inches tall, with long, thick coal black hair that tumbled down her back, copper skin and almond shaped green-gold eyes. She was well proportioned with sexy hips and perky, B-cup breasts tipped with pointy brown nipples. Her mound was topped with a perfect triangle of black fur pointing down to a bare shaven pussy with a jeweled ring through her clit that matched the one through her left nostril. Behind her stood a ginger haired man with a pale complexion. He was six feet tall, slim but well built. All of the hair on him was cropped short; hair, beard and pubes. Though limp, his circumcised cock was of impressive size. Both of them were holding large paper bags with a Paradiso logo on the side. Neither of them wore an anklet. I took a closer look at the guy and after a second I recognized him. His name was Liam and he had waited on us when we had lunch with Maggie and her husband David, the older English couple whose company we had enjoyed the day before. They both smiled when I opened the door. "You ordered room service?" Liam asked. "That was Sara, my girlfriend. Please, come in." They stepped through the door and the women turned to me, shifted her bag to her left hand and reached out with her right. "I'm Devi." I shook her hand and Liam then reached out. "And I'm..." "Liam." I finished. "I remember you from the restaurant yesterday. I'm Gary and my girlfriend..." "Is right here." Sara chimed in as she strode into the room. I noted that her stride was just a little slower and more tentative than usual. She still must have been feeling the effects of having an entire hand in her pussy and another up her ass. "I'm Sara." She said reaching out to take Devi's hand. "It's nice to meet you." Once all the introductions were done we all went to the table together and laid out a meal of chicken cacciatore, steamed vegetables, almond and date naan and white wine. For about the next hour we enjoyed a very tasty meal and equally pleasant conversation. Liam had been a waiter here at Paradiso for about two years and in his off hours had enjoyed mingling with the guests and his fellow employees. A year ago Devi had moved to the island as a fitness instructor and she and Liam had been a couple ever since, though that didn't stop either of them from enjoying what, and who, the resort had to offer. I had a feeling that Sara and I were far from the first couple with whom they'd enjoyed an evening. Invariably the conversation turned to sex and we recounted all of our experiences since arriving three days ago. Of special interest were my experiences with the two transsexual lovelies Jessie and Riley, and Sara's double fisting just a few hours ago at the hands of the masseuses Natasha and Lily. Devi and Liam gave a summary of a few of their favorite experiences. Liam had been openly bisexual for years before coming to Paradiso and had many pleasurable encounters with men, women, t-girls and mixed groups. One of his favorite ones was being part of a double gangbang where he and about a dozen other guys took turns fucking a married man and woman who were in Paradiso for their honeymoon. Devi was more or less straight when she came to Paradiso, but had been initiated into girl-sex when she went to the salon to have her pussy shaved by a sultry Korean stylist who stroked her pussy the whole time she was shaving her until she replaced her fingers with her tongue and made Devi cum so hard she nearly fell out of her chair. Since then she had indulged in just about every kind of sex there was. A personal favorite encounter of hers was when she and Liam had gone to a night club and in the middle of the dance floor she had been ravished by Liam fucking her pussy, another man plunging his cock in and out of her mouth and a woman with a strap-on fucking her ass in front of an applauding audience of fifty horny clubbers. When the four of them had finished the whole place just erupted into a spontaneous orgy. As dinner started to wind down I caught Sara giving Liam some wanton looks and I caught a twinkle in Devi's eye once or twice as she looked my way. As one appetite was sated I could feel the other one begin to gnaw at me. I wanted a taste of Devi as I'm sure Sara wanted a tumble with Liam. Finally Sara suggested that we head for the bedroom to get more comfortable. Liam and Devi grinned and Sara gave me a wink. A minute later Liam was sitting on the edge of the bed with Sara bending over him feeding her tits to him while he fingered her pussy. I was leaning back against the bedroom wall with Devi pressed up against me. Her tongue was in my mouth and mine was in hers. She caressed the muscles in my arms and chest while I kneaded her buttocks. My stiffening prick was pressed between us. After a few minutes of making out I pulled back from Devi. Her eyes were glowing with lust and her lips were swollen and red that way that they get during foreplay. It was like a neon sign that flashed "Ready To Fuck". I looked over to Sara and Liam and she was now lying on her back with her legs spread apart hanging over the edge. Liam knelt by the bedside with his mouth attached to Sara's juicy pussy. Sara's head tossed from side to side and she was pinching and tugging on her nipple. Devi pulled me over to a plush armchair near the bed and pushed me back into it. "You want me to suck your cock?" she asked with a sultry look in her eye. I nodded. Devi didn't take me into her mouth right away. She started slowly, licking up and down the length of my shaft and each time she reached the head she would give the tip a little kiss. Soon my dick was straining for release and finally she took my whole length into the wet warmth of her mouth. Devi gave a magnificent blowjob. She listened carefully to my breathing and watched my body language. She looked long and often onto my eyes, which was always a huge turn-on. She knew exactly when to speed up and when to slow down. She fondled my balls and would take my cock deep into the back of her mouth and would begin to hum, sending low vibrations through the whole length of me. Meanwhile Sara had scooted backwards on the bed to make room for Liam and the virile young redhead was on his knees, stroking away inside of her with one ankle propped on his shoulder. As he slid his seven inch tool in and out of my girlfriend he stroked her things while Sara stroked her clit. Both of them were panting and a thin sheen of sweat had formed on their skin. Sara had that beautiful flush she got whenever she was in the throes of passion. I looked back into Devi's eyes and I knew I wouldn't be able to last much longer. She sensed I was getting close and she began sucking fast and hard with shallow bobs of her head. The tension in my groin built like a wave and held there for one delicious moment before crashing over me. Muscles spasmed and pleasure that made my toes curl and eyes roll back spread throughout my whole body. Semen rose up from my balls and through my shaft and shot out onto her warm tongue. The euphoria ebbed in time for me to see Devi pull her face off of my still hard penis. She strode over to the night stand and pulled a couple of tissues from the box that was sitting there and spat my load into it. Not a swallower, huh? I thought. Well, no matter. Devi tossed the tissue into a small garbage basket, came back to me and pulled me by the hand over to the bed where we laid down side by side. "Looks like you're having a good time." Devi said to her boyfriend. Liam smiled up as us. "She's a keeper." "I know." I said with a laugh. I knew his cock was having a good time sliding in and out of that tight, wet cunt of hers, though after the fisting it might have been a bit looser. If that was true, though, you would not have known it from his face. My dick had gone limp so while Devi and I watched Sara and Liam going at it I gently stroked her clit with my fingers to make sure she was having a good time while I recovered my strength. I was sure that in ten or fifteen minutes I'd be ready to go again. We had been watching for about five minutes when Sara's muscled went rigid and her mouth opened as if to scream. Her face reddened even further but no sound came out of her as an orgasm ripped through her. Watching my girl cum always thrilled me. Liam slowed down his thrusts so as not to overstimulate her as her climax passed, but when her muscles relaxed he sped up again. I shifted my body toward the foot of the bed until I was face to face with Devi's lovely tits and took one of her cute brown nipples into my mouth. The nub of flesh grew stiff as my tongue swirled round and round. When she started to twist and writhe next to me I decided it was time to take the next step. I slid down further and soon I was between her legs, getting a close up look at her lovely pussy. Her lips were thick and swollen, and slick with natural moisture. I used my fingers to gently spread her folds and took a second to admire the clit ring. It was gold with a little purple jewel that matched the one in her nose. I inhaled deeply, savoring her musky scent and then dove in. Her flavor was salty-sweet and the warm, slippery flesh felt great under my tongue. I drew soft circles, stopping occasionally to flick the little ring through her clit. Devi ran her fingers through my hair as I worked her pussy with my lips and tongue. I had learned to read Sara's body language, the sound of her voice. I had grown pretty good at anticipating when she was about to cum. But Devi wasn't on the same wavelength, sexually, so when she came I barely saw it before it happened. Her body jerked and shuddered as she came fast and hard. It was one of those orgasms that comes and goes like a lightning bolt and, at least in Sara's case, can be had over and over. At the same time I heard a deep moan in the background and I knew Liam must have been cumming. Devi reached down and pulled my face away from her quivering slit. "Fuck me." She said breathlessly. "I want you to fuck me." I smiled in response and began to slowly crawl up her body, lavishing her body with my tongue as I went. I stopped at her belly button and tongue fucked it. To my delight I found that she reacted with the same enthusiasm to that little move that Sara did. I stopped for a couple minutes to pay due attention to her breasts before finally coming face to face with her and devouring her mouth. Her arms slipped around my shoulders and her legs wrapped around my waist. By the time I broke the kiss I was at full mast. I pulled away enough to take hold of my prick and aim it at her steaming pussy. I rubbed the tip up and down against her lips a few times, teasing them before slowly pushing inside. All the stimulation up to now had made her very hot and wet and I slid inside without trouble until our hips came together. She was warm and tight and it felt delicious. I held still for a few moments relishing the snug flesh wrapped around my manhood. I looked over to see what Sara and Liam were up to. They had gotten off the bed and Liam was sitting in the armchair with Sara riding his lap reverse cowgirl style. Liam was reaching around with both hands and fondling her breast with one hand and stroking her clit with the other. Sara looked into my eye and gave me a lusty smile. She was enjoying her new lover and knew I was enjoying mine. I looked back to Devi before beginning to stroke my penis in and out of her. The velvet-like friction was so hot. Despite having cum just a short while before I could feel the tension building, the cum churning inside me. Devi reached up and pulled me in, but before I could kiss her she instead began sucking on my neck, letting her teeth gently scratch at my skin at a teasing mock bite. She began near my collarbone and worked her way slowly up my neck until she reached my ear. She had my number. My ears were a particular hotspot of mine. Sucking my earlobes or licking along the edge of them was a first class ticket through the stratosphere for me. Aside from my cock itself I don't think I have a more sensitive erogenous zone anywhere on my body. When Devi took the sensitive lobe into her mouth and I felt her hot breath in my ear and her tongue teasing the sensitive flesh I began pounding away with abandon and in less than two minutes we were both cumming, almost at the same time. I groaned as the intense bliss exploded from my groin, just as the semen exploded from my rigid member, and spread through my whole body while the hot, salty seed surged into Devi's silken pussy. My orgasm was driven onward by the clenching and rippling of Devi's internal muscles. As she came her arms and legs tightened around me and she clung to my body as if it were a lifeboat in the middle of a stormy sea. Once both of our climaxes had passed I collapsed on top of her in a sweaty heap. Devi kept her arms and legs wrapped around me, though not as tight as before. She gently stroked my back with her hands and together we basked in the warm glow of satisfied pleasure and sweet release. Over my shoulder I heard a series of moans growing louder and more insistent. It was Sara and I knew that sound well. It was the sound of her getting ready to cum. I gave Devi a soft kiss before gently pulling my softening cock out of her and I rolled onto my side to enjoy the show. Sara was still bouncing up and down on Liam's lap while he fondled her tits and pussy. Suddenly Sara threw her head back and her moan became a high pitched squeak. Her bobbing motion slowed to a stop and she ground her ass against him before slowly easing herself off of Liam's erect prick. Sara knelt down next to the chair Liam was sitting in. She wrapped her thumb and forefinger around the base of his penis. It was seven thick inches long, pale white and topped with a deep purplish head. The entire length of it glistened with her juices. She admired the sight of it for a moment and then turned to look me in the eye. With that one look I knew exactly what she wanted. "Come here Gary." Her voice was thick with lust and barely above a whisper. My heart pounded in my chest. I knew that if I got up off of the bed I would be crossing a line in my sexuality. I had come close with Jessie, but it still wasn't quite the same. I was no homophobe, but I was still raised in a society in which man on man sex was surrounded by taboos. Was I ready to do what Sara had in mind. I looked up into Liam's face and the same look of mixed desire and anticipation twinkled in his eyes that I saw in Sara's. Before I knew that I was doing it, I was rising off of the bed. And like that it was as though I had stepped through a door and locked it behind me. No more inhibitions. I was just going to relax and go with it. I crossed the room as if in a trance, and knelt down next to Sara and took in the sight of his meaty cock covered in a thin sheen of Sara's nectar. "I want you to taste me." She whispered into my ear, so close I could feel the heat of her breath. "I want you to taste me on his cock." As Sara pulled her hand away I replaced it with mine and aimed the head of his cock toward me. It was not quite as long as my own penis but it was thicker, though not quite as thick as Jessie's. I smelled Sara's musk on it as I came closer, saw the short cropped red hair around the base, counted the veins and ridges running up and down his length. After another moment's hesitation I dove down and began to give the first blowjob I had ever given to a real man. I started by licking the salty girl-cum from his shaft and stroking the head with my lips. I stopped to look over at Sara and see if I had her approval. Her eyes were wide with rapture. I turned back to Liam and this time I took the head in my mouth. I began by swirling my tongue several times around the spongy helmet and then slid further down, taking three inches, then four, then five into my mouth. Though my eyes were closed I could hear Sara sucking in a breath. She had wanted to see this for so long. I was done denying her. The practice I had gotten the day before with Jessie had helped. I was able to take almost his entire length without gagging and while my sucking was slow and tentative at first I soon picked up speed. Despite myself I began to enjoy the feeling of his hard meat going in and out of my mouth, my lips and tongue tracing its contours. I tasted something new, similar to Sara's juices but different. It was his pre-cum. I put my hands on his thighs and felt the contrast between Liam's and a woman's. Sara's thighs were smooth and sinewy, while his were thick with muscle and his skin was stubbly with hair. This was different from sucking off Jessie. She had been very feminine, where Liam was all man. But I had come this far, and I liked it well enough, so I kept up my sucking. I wanted him to cum and I wanted to know that I was the one who made it happen. "Holy shit, Gary." Sara said breathlessly. "It looks great, doesn't it?" asked Devi. "I have wanted to see Gary try men for years. Isn't it good baby?" I responded by picking up the pace of my sucking. "You suck a mean cock, there, Gary." said Liam. I looked up into his eyes and saw the same look of desire on his face that I often saw on Sara's during our lovemaking. His pre-cum was flowing freely now and I started to massage his balls with my right hand. The bobbing of my head was picking up speed and I was relentlessly caressing his cock with my tongue as it plunged in and out of my mouth. I could feel muscles in his groin begin to tighten and spasm in his scrotum and I knew that I would soon have my first mouthful of a man's sperm. I pulled most of the way off his cock, leaving only the head and an inch or two of shaft inside and began stroking the rest with my hand while I teased and tickled the tip with my tongue. The spasms of pleasure grew stronger and I heard him start to pant. "I'm cumming." Liam gasped. His penis jerked and flexed between my lips and a moment later I felt the first warm jet of salty semen hit my tongue. Without thinking about it I began swallowing. I didn't let it accumulate it in my mouth, so I didn't know how big the load was, but it felt like a big one as, gulp after gulp, it slid down my throat. There were six or seven large spurts and then the jerking of his dick tapered off and the jets of cum became a slow ooze. Paradiso Ch. 14 I took his satisfied penis all the way in my mouth one more time and pressed my tongue to the underside at the base and slowly pulled off, sucking and pressing all the way, milking the last drops of semen from his beautiful tool. As the head slipped from my lips I made a show of giving the tip a kiss as a little added bonus to Sara. Suddenly Sara took me by the chin and turned me toward her. Her eyes were shining with lust. "I love you so much, baby." She said, shaking her head. Liam and Devi smiled at one another and Sara pulled me in, pressing her mouth to mine. For the next minute Sara ravished my mouth with her tongue. She must have tasted Liam's cum in my mouth and it only excited her further. She reached down and took hold of my cock. Somewhere along the line it had already grown semi-hard again and a few strokes of her delicate fingers had me stiff as a board. Sara then pulled me back to my feet and pushed me toward the bed, a wicked grin on her lips. With one shove of her hands I fell back onto the bed with my erection pointing at the ceiling. She crawled up on the bed next to me and began stroking my sensitive stiffness with her fingertips. "Did you like sucking a man's cock, Gary?" I nodded. It wasn't exactly something I had always wanted. I think Sara got off on it more than I did, but I had to admit that it was kind of hot and sexy. Yeah, I did sort of like it. As I had done with Liam, Sara stuck out her tongue and began running it up and down my shaft. I laid my head back, closed my eyes as Sara gave me one of her amazing, slow-buildup blowjobs. I drifted in a haze of pleasure until I heard a drawer being pulled open. A moment later I felt someone crawling onto the bed with us and I opened my eyes to see Devi kneeling at my side, opposite Sara, with a smile on her face, a bottle of lube in one hand and a medium sized dildo in the other. I knew immediately what she had planned. "While Sara takes care of your cock, how about I give your ass some pleasure?" I returned her smile and pulled my legs up toward my chest. That was all the permission she needed. Sara shifted around to get back at my penis and a moment later I felt thin fingers coated with cold liquid at my back door. Devi began smearing the lube around my tight hole and then slid one in. The combination of sensations of Sara's mouth pleasuring my burning hot rod and Devi's finger stroking in and out of my anus were making me squirm. After a minute or two Devi removed her fingers and then I felt the blunt tip of the dildo pressed to my anus. This wasn't exactly a challenge. Sara had played with my ass any number of times and this wasn't even the largest dildo I'd ever had up there, much less as large as Jessie's gargantuan member. I relaxed my muscles and let the rubber cock slide in. I enjoyed the sensation of being stretched open and soon the dildo was far enough in to stimulate my prostate. Sara and Devi began synchronizing their strokes. Sara's lips would slide down my cock as Devi slid her latex cock into my anus. My breathing began to quicken and the first tingling sensations of the impending climax materialized. The two women sensed me approaching the precipice and upped the sensations. Sara began rubbing the ball of her thumb against my perineum, the sensitive patch of flesh between the asshole and balls, while Devi twisted the dildo with each stroke. The added stimulation was all that I needed and I groaned as a hot load of cum erupted from my penis and into Sara's moist oral cavity. My anal muscles tried to contract but the rubber dildo was holding them open, adding more erotic sensation to my climax. I relished each moment of orgasmic joy as Sara and Devi worked my erogenous zones. The wave of pleasure passed and was replaced by a warm, relaxed feeling. Sara pulled off of my softening cock and idly stroked it with her hand while she watched Devi ease the dildo out of my ass. The sexy, full feeling went away and I smiled at the bronze beauty who had just worked over my asshole. She laid down next to me and rested her head on my shoulder. Sara then laid down next to me in a mirror image of Devi. I lay motionless for a minute, just enjoying the post-orgasmic glow. But then I looked over to where Liam was sitting. He was still in the chair where I had sucked him off and he was fully erect again. Watching Devi, Sara and I had excited him to full hardness and when I looked over we locked eyes. He slowly stroked himself and as we looked at one another I knew that his hard-on was not for Sara or Devi. I turned my head and my eyes met Sara's. She looked over at Liam and then back to me. It was as if the three of us, Liam, Sara and I, were having a conversation without saying a word. For a long time I know Sara had wanted to see me go all the way with another man. Most of my resistance had melted away since arriving in Paradiso and now I felt the last of it disappearing. Sara wanted it. Liam wanted it. I wanted it. I wanted him... in me. When Sara saw the look on my face and knew I was ready for it she looked back to Liam and motioned him to the bedside. As he stood next to the bed I took a good look at his prick, sticking straight out from his groin. It was an impressive organ; seven inches long and strikingly thick. It wasn't the size of Jessie's but it was attached to an actual man. That's when the implication hit me. Liam was going to fuck me. I was going to have sex with a man. "Do you want me?" asked Liam. "Yes." I answered. "Fuck me." Liam smiled down at me and crawled down by my feet. I looked back into Sara's eyes and I don't think I have ever seen a more intense look on her face. It was a mix of desire and nervousness and love. She knew I would probably never have done something like this on my own and I'm sure it was a huge thrill for her to have gotten me to explore gay sex. I felt hands on my ankles and a moment later my legs were lifted into the air and my knees were pushed back to my chest. Sara took hold behind one knee and Devi held the other. With her free hand Devi handed Liam the bottle of lubricant she had used earlier and Liam made a show of slowly massaging the liquid into onto his penis with leisurely, sensual strokes. I took a deep breath as Liam pressed his blunt cockhead against my puckered opening. "Are you ready?" he asked. He knew I had never done this with a man before. "Do it." I wanted to feel his hot flesh inside me. When Liam applied pressure to my asshole he met a few seconds of resistance and then the muscle yielded and his stiff prick entered me. With the head lodged in my asshole Liam gave me a few moments to become accustomed to his girth. I looked up at him; looked up at my first male lover. Where I was used to seeing curves and contours there were now muscles and angular features. But the look of lust was the same. Another inch slid into me, and then another. As Liam penetrated me Sara and Devi felt me up, caressing the muscles in my legs and stomach and chest. My cock began to stiffen once again. With a final thrust Liam's hips met my ass cheeks. Out of nowhere a bark of laughter escaped my lips. Just a day ago I had seen Liam for the first time, a waiter at a restaurant. Now he was balls deep inside my asshole. Liam began a slow withdrawal from my ass and when just the head remained inside he began pushing back in. "He's using you, baby." Sara exclaimed with a shudder. "Liam's using your ass to stroke off his cock. He's getting off inside you. You're his little gay fuck toy." I had mixed feelings about being basically called gay. It's not like I was exclusively into guys. It's not even like I liked guys more than women. But Sara and I both loved her naughty pillow talk, and there was no denying that at this moment a man was fucking me in the ass, more or less the definition of gay sex. "You like being fucked by a man?" asked Devi. "Yeah. It feels good." By now I was fully erect again and Liam took hold of my cock and began stroking it in time with his own cock sliding in and out of my asshole. "That looks so hot Liam." Sara said. "Does Gary's asshole feel good wrapped around your hard prick?" "Hell yeah." Gary looked down at me. "You've got a great ass. It was made for fucking." I grinned back up at him. That's the second time I've been told that in as many days. Liam's thrusts began picking up speed. My insides were warm from the friction and the heat of his tool. The pressure on my prostate was making my cock drool pre-cum. "I want you to cum, Liam. I want you to fuck my boyfriend and cum in his asshole." Then, Liam proceeded to grant Sara her wish. He gripped my hips and started fucking me in fast, long strokes. My insides were a jumble of sensations. Sara and Devi's hands all over me, Liam's hand stroking my penis and Liam's own hard dick stroking in and out of my ass were all driving me crazy. I knew I was going to cum soon. Sara kept up her dirty talk. "Keep fucking him, Liam. I want to see you fill Gary's ass with your cum." She turned back to me. "You're being fucked, Gary. You're being fucked in the ass by a big, thick cock. You're hooked now, aren't you? You're addicted to hot gay fucking." I looked over and Sara was now furiously stroking her clit. Watching Liam fuck my ass was sending her over the moon. She continued. "As much as you like tits and pussy, you fucking love big hard dicks in your mouth and thick cock in your ass, shooting you full of cum. Tell me you love it." Her domme voice was in full force and I was putty in her hands. "I love big dicks. I love getting fucked." Then the dam broke. I started to spasm with the orgasm that blindsided me. Like before, my pleasure was driven on by the plunging rod holding my convulsing anus open. I felt little warm splashes on my stomach and chest as little ropes of cum shot in an arc from the tip of my dick. The other orgasms came like dominoes falling, triggered by my own. Liam grunted and groaned and I felt a warmth begin to fill me as Liam's semen surged into my tender rectum. The sight of another man cumming in my asshole, something she had fantasized about for a long time sent Sara tumbling over the cliff and she cried out as her own climax took her. We just held there for a few moments, our muscles locked rigid as the bliss washed over us. Then finally the tension broke and Liam fell forward. He pressed his mouth to mine and I didn't resist. It was different from kissing a girl. His lips weren't as soft and there was scratchy stubble around his mouth, but when his tongue entered my mouth I found that I didn't dislike it and I returned the kiss. One last little cherry on top for Sara. As soon as Liam pulled his mouth away Sara grabbed his head and began ravenously kissing him, then turned to me and did the same. "This was the hottest thing I've ever seen." She declared breathlessly. "I know, right?" added Devi. "I love watching Liam fuck guys, especially straight guys bottoming for the first time." "Thank you. Thank you both so much." "My pleasure." Said Liam with a smile. "Our pleasure." I replied. It really had been good. I thought maybe this would be something I would try once just so I could say that I had, but being fucked by a man was actually quite fun. I still found myself more attracted to women, and I could never imagine myself being in a relationship with a guy, but having a man fuck me was definitely pleasurable. I couldn't deny it, and I had little doubt that I'd end up doing it again before the week was up, and probably again after we left Paradiso. "So I guess" Liam began, "that we can do away with these." He held up my ankle that held the two anklets, pink and purple. When I first arrived just two days ago I was sure I only wanted women and wore a pink anklet. Soon I discovered the pleasures of t-girls and added the purple. After tonight I knew that men were on the menu too, so to speak. I nodded and Liam pulled off the two anklets. From that moment on I wore no anklet like Sara and Liam and Devi. From then on, anything goes. Sara snuggled up next to me and Liam and Devi did the same. "I love you so much, baby." Sara whispered into my ear. "I love you too. Thanks for helping me find out how good it feels to be with a guy." She giggled and nuzzled my chest, then the four of us drifted off to a much needed sleep. Paradiso Ch. 15 Day 4 Sunlight streamed through the windows and I woke to the sound of conversation and the smell of cooking eggs. I felt sticky and gross from the night before; badly in need of a shower and toothbrush. The price of sexual gratification, I thought with a chuckle. I staggered into the kitchen to see Liam and Devi chatting away happily and cooking a nice breakfast. "Good morning." They both said as one. "Jinx!" squeaked Devi as she playfully punched Liam's arm. I looked with a mix of admiration and disbelief at the sexy couple standing before me. I had made love to the beautiful Devi, which was quite enjoyable but not out of the ordinary, given how often Sara and I invited other women into our bed. But I had also had sex with Liam. More accurately I had sucked him off then let him fuck me in the ass, and I had enjoyed it. "Where's Sara?" I asked. "In the bathroom, getting ready." Devi replied. I went looking and found her at the sink brushing her teeth. I sidled up next to her and began brushing my teeth as well. After we finished with our teeth we stepped into a hot shower and took turns washing each other. We made out a bit as we did and she paid special attention to my ass, working a soapy finger in and out of my well worked anus. At one point Sara looked me in the eye and asked, "So, really, did you like last night?" "Yes." I said honestly. "I liked it all." Soon we joined our lovers from the previous night for eggs, toast, coffee and fruit. The morning conversation gravitated toward last night's activities. Liam seemed interested in getting some feedback. I explained that while I didn't feel the same kind of attraction toward men that I felt for women, I had to admit the sex was really hot. "Just because you occasionally eat Mexican food," Liam said in a way that gave me the impression he had said this before, "doesn't make you Mexican. But just because you aren't Mexican, that doesn't mean you can't enjoy some really great Mexican food every now and then." He flashed a smile that I returned and I couldn't deny his logic. I wondered how many times he'd said that very thing to men who'd had their first gay experience with him. Just as we were ending our breakfast there was a knock at the door. Sara rose to answer it and a few moments later she returned with a familiar face. Well, a familiar face, and tits, and hair, and hips and legs with a massive, meaty dick swinging between them. "Jessie!" I exclaimed. "Hey Gary. Nice to see you again." I turned to our other guests and made introductions all around. "Jessie?" Liam asked. "Is this the Jessie? The one who..." "That's right?" she said proudly. "I'm the one who took this boy's little anal cherry." I felt myself blushing a little at that. "So he told you all about that?" Jessie continued. "Yeah. So you're the one I have to thank for breaking in his little asshole for me." Now I really blushed. Jessie turned to me, wide eyed. "Naughty boy." She cooed. "I think he's actually kinda nice." said Devi, sliding up next to me and taking hold of my prick which had begun to stiffen. "Would you like to join us for some breakfast? There's some toast and fruit left." Sara offered. "Thanks, I already ate. I was actually hoping I might borrow Gary for a while. I have some people I'd love him to meet." Jessie had told me that she had some friends in Paradiso the wanted to introduce me to. My girlfriend and guests all looked at me to see if I was interested, so I looked over to Jessie. Our first encounter on the beach had been a lot of fun. I sucked her colossal column of girl cock right there for all to see, and then I fucked her little t-girl buddy Riley in the ass. Then that night she had come to our room and gave me an ass fucking unlike anything I had ever experienced before. "I'm game." Sara told me she would have no trouble entertaining herself so Jessie took me by the hand and led me into the crisp morning air. The sun was bright and the sky was a clear blue with just a few wispy clouds. The air held the faint salty smell of the sea and Jessie was leading me toward it. "The first time I saw you, you were wearing a pink anklet. I had no idea I'd given you such a taste for cock." "I still like tits and pussies." I joked. "Well if you like tits then I have someone for you to meet." As we made our way across the grounds there were couples and small groups here and there engaged in sexual play. I could hear the sound of waves off in the distance but before cresting a last rise that would have led to the beach we turned left and passed by a café. When we turned the corner we came upon an outdoor terrace and a group of perhaps forty people gathered around watching something. Jessie smiled at me and pulled me by the hand over to the crowd. We found a gap and worked out way in. The people formed a ring and in the center was one of the more remarkable people I'd seen since arriving here. She was maybe five feet two inches tall with raven black hair to her shoulders with pink highlights. She had an hourglass figure with wide hips, a slim waist and firm D-cup tits tipped with pointed pink nipples. The most impressive thing about her was the truly enormous penis jutting out from a few inches below her navel. It was actually just a little bit bigger than Jessie's; eleven or so inches and a hair thicker with a gentle upward curve to it and a red-purple head that was leaking pre-cum. Her entire length glistened with oil and she was pumping away at the shaft with both hands. The assembled audience watched the show with rapt attention. As she stroked herself off she thrusted with her hips as though she were fucking someone. She moaned and sighed with pleasure as she stroked away. She was completely hairless from the neck down so her oily hands glided easily over her smooth skin. Her stroking and thrusting grew faster and faster and her moans turned into a half scream as her ass and groin tightened her cock began pumping cum. The beautiful t-girl cupped her hand in front of the bulbous head and caught the spurts of creamy spunk. When she had finished cumming she lifted her hand to her lips and proceeded to drink her own load. A spontaneous round of applause erupted from all around us and both Jessie and I joined in. She smiled and took a bow before her appreciative audience. The crowd soon began to disperse and the mysterious t-girl began walking toward us. Her tits and cock were both large to begin with, but on her small frame they looked obscenely large. Her enormous, still erect girl dick swayed back and forth as she strode toward us. She flashed a beautiful, white toothed smile. "Hey Jessie!" "I never get tired of that show, girl." The two t-girls embraced warmly and kissed. When they broke apart they turned to me. "So who's the new talent?" "This," Jessie laughed "is Gary. Gary, this is my friend Leah." When offered her my hand she walked right past it, wrapped her arms around my neck and pulled me down into a soft, sweet kiss. The faint, salty taste of her own cum was still on her lips. It was a warm, pleasant greeting and I was keenly aware of her tits pressing into my chest and her cock, now finally beginning to soften, rubbing against my thigh. She finally pulled back and smiled. "Nice to meet you, Gary." "Nice to meet you, too." I replied. "That was quite a show you just put on." "I've always been something of an exhibitionist." She said with a wink. She then turned to Jessie. "So are we bringing him to see the others?" Jessie nodded and then looked back to me. "One of our friends has a place nearby. They'll be waiting for us there." The two sexy women took me by the arms and the three of us headed back toward the beach. My heart fluttered with anticipation at what was to come. Jessie alone had worn me out the other night. I could only imagine what she and several of her friends together might do. I felt a similar sense of intimidation and desire to the one the night Jessie fucked me when I considered Leah's mammoth member forcing its way into my asshole. The only thing I can compare it to is eating an incredibly, painfully spicy dish at my favorite Indian restaurant. It hurts, but it's so fucking good. A short walk later we arrived at one of the apartments overlooking the beach. It was of similar size and design to mine and a few moments after Jessie knocked on the door it swung open to reveal a beautiful Latin transsexual. She had light brown hair with blonde streaks through it, flawless light caramel skin, perky tits that were a large B or a small C, and a flaccid cock that was of average size, at least for now. "Hey, Girls!" she said with a smile. "Come on in. We've been waiting." As we walked inside I saw her looking me up and down out of the corner of my eye. When we arrived in the living room I saw two other sexy t-girls waiting. The first was Riley, the fair-skinned little pixie from the beach who I ass fucked. When she was me she smiled and squeaked with excitement then jumped up off the couch and ran into my arms, wrapping her own arms around my neck and pressing her lips to mine. We were getting off to a flying start. The other one was tall and slender with nut brown skin, curly brown hair, B-cup tits and a thick, dangling, uncircumcised cock. Once Riley released me Jessie started the introductions. "Ladies, this is Gary. Gary, this is Marina." She said motioning to the one who opened the door. Marina reached for me as if to shake my hand, but before I could take her hand she took hold of my limp cock and began stroking it until it began to stiffen. When she let go the black t-girl stepped up. "And this is Sierra." She wasn't quite as forward as Marina and shook my hand. "So, Jessie told us all about how much fun you had with her and Riley at the beach and then again with her later at your place." Marina said. She had a sultry voice with a sexy Spanish accent. "Yeah," I confessed, "we had a hell of a time." "Well," Leah began, "how would you feel about having some more fun with us?" I took a moment to look around at these five hot transsexual babes. They were watching me with a look in their eyes like a group of cats watching a mouse they had surrounded. After all I had been through so far this week I didn't have enough inhibitions left in me to say no to virtually anything. "I'm up for it." "You sure are." Riley giggled, motioning to my groin. I looked down and saw that I was fully erect. I looked back up at the ladies, stood still for a beat, and then the six of us just laughed. "Well," said Jessie "I could use a drink first." I inwardly sighed with relief, thankful that we were going to ease into it rather than the five of them just ripping me apart like a ragdoll. I knew Riley was a bottom, but for all I knew the other four were all planning to get well acquainted with my mouth and asshole. Sierra, whose room it was apparently, led us to the kitchen and from the refrigerator produced a large bottle of vodka and a jug of orange juice. Shortly thereafter each of us was sipping screwdrivers and chatting about our time in Paradiso. Jessie, it turned out, was the only one of them who was strictly a top while Riley was the only pure bottom. Leah, Marina and Sierra liked to give as good as they got. I told them all of how my girlfriend Sara had been buttering me up for quite some time to try to get me to broaden my sexual horizons. By then end of day three I had both given and received anal sex from transsexuals and had both my mouth and ass fucked by a man. Apparently these five t-girls were all friends and each day one of them got to bring a favorite lover back to one of their rooms for the rest to enjoy. I was half way through my third screwdriver, and feeling nice and mellow, when Riley couldn't take it any longer. She gently took the glass from my hand and put it down on the counter before taking my now empty hand. Her eyes were wild with excitement and she grinned from ear to ear. "I just can't wait any longer, Gary." She pulled me into the next room and laid me down on the freshly made bed. It was big and soft, like the one in my own room. She had me lie in the center of the bed and I watched her slowly crawl toward me with a look in her eye like a lion stalking prey. When she reached me she began caressing my thighs and stomach. Once again I began to rise and stiffen. When I was fully aroused she took hold of me with her delicate fingers and began stroking up and down my seven inches. She snuggled up next to me and when I turned my head she began kissing me with soft, full lips. My eyes were closed but I could hear the soft footsteps of the others crossing the bedroom floor. Riley's tongue and my own danced sensuously in each other's mouths. A minute later she pulled back and I saw the other hot t-girls all stroking themselves to full hardness while looking at my prone, aroused form. Riley ducked her head down over my hips, stuck out her tongue and softly licked a drop of pre-cum from the head of my stiff prick. "Mmmmm... so tasty!" she cooed. A moment later she lowered her head again and took almost my entire length into her mouth in a single gulp. Her lips and tongue were warm and wet and they moved over my stiffness, swirling and sucking with the expertise of much practice. As Riley sucked my penis, Sierra crawled onto the bed and knelt next to my head, inching her way closer and closer. At full hardness her penis was roughly the same length and thickness of my own, though it looked quite different. It was seven inches of smooth flesh the color of milk chocolate with the head still mostly covered with a sheath of skin. I had seen a number of uncircumcised cocks since being here but this is the closest look I had ever gotten at one. Without having to be asked I leaned in closer and began to lick the bit of the tip not still covered by the foreskin. I was growing more adept and less hesitant when it came to sucking cock and I enjoyed the taste and feel of her as I took about half of her between my lips. "You're an enthusiastic little cocksucker, aren't you Gary." Sierra purred. A week ago calling me a cocksucker might have gotten someone anything from a dirty look to a punch in the head. But today it was an accurate description, and besides I was too aroused to care. I took another inch into my mouth and began sucking and licking with passion. I liked the way the extra skin slid between my tongue and her swollen cockhead. We lay there for a few minutes, pleasuring each other with our mouths. Sierra's salty pre-cum was coating my mouth with its faint, salty flavor and I know I must have been doing the same with Riley. Sierra was the first to cum. She began to moan and thrust her hips, driving more of her cock into my mouth. I felt it flare and swell up and a moment later was treated to five good spurts of hot semen. Unlike the night before with Liam I let the cum pool in my mouth until she was finished. It was a healthy mouthful but before I could swallow Marina appeared above me and pressed her mouth down over mine. When her tongue parted my lips I returned the gesture and Sierra's cum flowed freely between us. She took about half of it and when she pulled away we looked in to one another's eyes and swallowed in unison. "That looked tasty." said Riley, taking a momentary respite from blowing me. She went back to work with greater energy and in less than a minute I squeezed my eyes shut as the cum rose up from my balls and flowed out through my shaft. Riley sucked and swallowed greedily as my salty seed shot into her expert mouth. "Alright," Leah announced. "Enough with the appetizers. Let's get to the main course." She knelt between my legs and took hold of my ankles. Then with a strength surprising in someone so small she lifted them up and pushed them toward me until my knees nearly touched my chest. I looked down to see her enormous erection straining and prepared myself to be impaled, but instead she lowered her head and began teasing my asshole with her tongue. I just laid there for a time and enjoyed the dirty, sexy feeling of an expert rimming. Her tongue stimulated the sensitive flesh and then dipped inside, pushing past the tight ring of muscle to stroke my tender passage. As my ass was being tongue fucked I looked over to see Jessie reclining across the bed with Sierra between her legs stroking and sucking her massive hard-on. When she judged me to be warmed up and relaxed, Marina gently pushed Leah aside and positioned herself between my ankles. Riley appeared next to her and began applying lube to her erect penis. It was, perhaps, a little larger than my own but not by any means as big as Jessie's or Leah's. I would be able to take it as easily as I had taken Liam's the night before. "Do it." I told her. "Fuck my ass." With a grin, Marina leaned in and, guiding it with her hand, pressed the head to my warmed up asshole. My experiences with Sara had taught me how to physically handle taking considerably sized dildo's in my ass, and my experiences with Jessie and Liam had dispelled all the fear I'd had about taking a real cock. It only took a bit of pressure before my asshole yielded and sucked the head of Marina's cock inside. I was now relishing the feeling of real flesh penetrating me. Inch after inch it began sliding up into me. When at last her hips met my upturned cheeks her face and body contorted in pleasure, like the way a cat looks when it's stretching. She pressed her hips into me as hard as she could and rotated them around, as if to penetrate me as deeply as possible. "Oh, Gary. Your ass is yummy." She groaned, enjoying the feel of my asshole gripping her sensitive length. My asshole was hot with sensation as Marina's lovely girl dick sawed in and out of me, stimulating my prostate with each thrust. Even though I had just cum I was hardening again after just a couple of minutes. It was such a huge turn-on to look up and see such a beautiful woman; her smooth skin and feminine features, her shapely tits jiggling and bouncing, and knowing that her big, hard dick was up my ass. Even though I still preferred women, their soft looks and gently curving figures, over men, I had to admit that I was developing quite a taste, for lack of a better word, for cock. Jessie and Leah crawled toward me from opposite sides of the bed and knelt next to my head. When they brought their knees as close to me as they could and thrust their hips outward the tips of their immense girl cocks touched just in front of my face. I lifted my head, opened my lips, stuck out my tongue and began servicing the feast of girl meat spread out before me. Seeing them there in front of me and up close I saw that Leah's was just a hair bigger both in length and girth. I licked all along the length of their touching cocks and ticked the sensitive ridges under the heads. I took Leah's plum sized head into my mouth and eagerly sucked the first few inches for a minute, then released it only to turn and do the same for Jessie. "You were right, Jessie." Leah enthused. "He is a keeper." I responded to her praise by turning back and sucking her cock some more. After a few minutes I heard Marina cry out and her cock leapt inside of me, swelling and jerking until liquid warmth began to fill my bowels. Jessie reached over and grabbed Leah by the head, pulling her in for a kiss. This drove Leah's dick deeper into my mouth and I started to gag and sputter. Mercifully, Leah drew back and I gulped air before resuming my oral pleasuring. Marina pulled out of me and rolled onto her side with a sly, cat-that-ate-the-canary grin. Paradiso Ch. 15 "I have to fuck that ass." Leah announced. My heart jumped and Jessie grinned. Leah looked down at me, waiting for permission. I nodded. "Go ahead." Leah repositioned herself between my legs and pulled my ankles upward, resting them on her shoulders. Marina had loosened me up but Leah's penis was truly massive. This would be as big a challenge as the first time with Jessie. I only hoped that she would take things as slowly as Jessie had, giving me time to adjust. Marina handed Leah a bottle of lube and she began applying a liberal amount to her long, thick, curving member. She then reached down and began lubing up my asshole with two fingers, then three, the lube mingling with the load of cum Marina already left inside me. When she judged that I was ready she replaced her fingers with the tip of her enormous member. Jessie pulled her own impressive dick from my mouth and a moment later Leah began pushing inside of me. It was smart of Jessie to get her cock out of my mouth because as my asshole desperately stretched to try and accommodate the huge, blunt head, I bit down hard. Leah moved slowly, but it wouldn't have mattered if she had taken a week. Stretching wide enough to take her girth was bound to cause discomfort. I resolved to simply ride it out because I knew the pleasure that was to follow would be worth it. After maybe three minutes of pushing and prodding before finally giving one last hard push and the widest part of the head slipped past my sphincters. I stifled a cry and Leah began stroking my legs, just holding there for a time to let me loosen up a bit more. I heard panting and looked over to the other side of the bed to see Sierra fucking Riley in the ass doggy style. "Fuck, Riley." Sierra moaned. "Your ass feels so fucking good." "And your cock feels really good fucking me." Riley answered. At that moment I knew what each one meant. Being fucked like that felt amazing and Riley's ass was a little slice of heaven. The stretchy soreness in my ass didn't completely subside but it became more bearable and Leah began to slide more of her giant girl-cock inside. The movement was slow, thankfully; almost imperceptible. Each inch was a challenge. Even though her cock wasn't that much bigger than Jessie's, it was as if that little extra bit of width crossed the line of my endurance. When Leah was about half way inside the discomfort became pain; sharp and raw. I sucked in my breath and held up a hand in a gesture of pleading. "Are you alright?" Leah asked with a look of genuine concern. "I don't know if I can take all of it." "Yes, you can." For the moment Leah ceased the assault on my tender rectum and just lay on top of me. I could feel her plump tits pressing into my chest. "Just relax." She said before pressing her lips to mine. For the next couple of minutes our tongues danced together and she caressed the muscles in my arms and chest. I started to relax when she drew back her tongue and started kissing my cheeks and then my neck. When she reached my ears I knew she had my number. Her mouth worked every curve and soon I felt the pain in my asshole subside and my cock beginning to stiffen at the same time. Leah's inward thrusting resumed, slow and steady. Another inch disappeared inside of me and then another. It was uncomfortable, but the sharp pain never returned and soon her hips were pressed tight against mine, my asshole stuffed to the brim with hard t-girl cock. She left it there, buried deep in my bowels, to let me grow more accustomed to her remarkable thickness. To my right Sierra and Riley had switched positions and the adorable little pixie was riding Sierra's thick, black rod reverse cowgirl style and squealing with delight as she was doing it. To my left Marina was actually deep-throating Jessie's cock. My eyes widened at that sight. It was like she had no gag reflex, the way she was taking that giant slab of meat. I was duly impressed. The discomfort in my ass had faded enough that Leah was finally able to establish a slow pumping motion. A few inches out, then a pause, then a few inches back in. Every couple of minutes she would stop part of the way out of me to add another squirt of lube to her enormous shaft. Each time she did the in and out motion was a little smoother and easier. Soon she made her thrusts longer and quicker and the pleasure I was getting from the prostate massage was beginning to outmatch the fading discomfort of my asshole being stretched wide. Before I knew it I was getting a real fucking; long, smooth strokes with her entire length. "Hold your legs up." Leah instructed. I did as she said and grabbed my legs behind the knees, freeing up her own hands. She took hold of my erection with one hand and my balls with the other and began stroking me in time with her fucking of my stretched anus. It seemed impossible, but I was taking her obscenely large penis inside me and was actually beginning to enjoy it. "Don't stretch him out too much," Sierra joked "or the rest of us won't have any fun." I felt a little slutty being talked about as if I was a sex toy to be passed around, but not in a bad way. It felt kind of good to be a bit of a slut for these hot dickgirls. Leah's big round tits bounced and giggled as she pummeled my asshole. The pressure on my prostate was causing my cock to leak pre-cum like a faucet, which was lubricating her hand as she stroked my hard-on. Suddenly, Riley was there. She and Sierra shifted positions back into doggy style and Riley's face hung over mine. She smiled down at me and then lowered her face to mine. As we made out softly she started pinching my nipples. It was all too much stimulation and I felt my groin and ass muscles tighten and spasm. I moaned into Riley's mouth and felt the first squirts of cum flow out of me to run over Leah's hand. The rhythmic tightening of my anus added a little extra sensation for Leah's cock because about a minute later she buried her dick in me to the hilt and her face and neck turned a bright red. She didn't cry out but her eyebrows knitted together and her mouth hung open as she shot a load of her shemale cum in my asshole. "I know what that feels like." Jessie declared. "Doesn't that ass just cry out to be fucked?" "It sure does." Leah answered, catching her breath. "His cock is pretty good too." said Riley, pulling her tongue out of my mouth. "Well in that case," said Sierra as she continued to hammer away in Riley's ass "I think maybe I should get some of that too. What do you say, Gary? Once you've got your wind back how about giving my ass a nice pounding?" All I could do was smile breathlessly as Leah eased her deflating horse-cock out of my bruised and battered asshole. For the next hour it went on like that. The five of us sucked and fucked one another until we could take no more. Occasionally one or more of us would head to the shower to rinse off the sweat or head to the kitchen for a glass of wine. Aside from that it was fuck, rest, repeat. Sierra was indeed the next one I fucked. Her smooth, dark ass was incredibly warm and tight. After that Jessie took another turn in my ass, talking dirty the whole time about how she had turned me out and made me crave cock. She took full credit for setting me on the path that led through my first gay experience with Liam the night before and when she flooded my rectum with her hot seed she called me her little bitch boy. After that I fucked Riley again in several different positions until I pulled out and squirted my cum over her stomach and pretty little titties. Sierra then licked the cum off and shared it with Leah in a long, sexy kiss. The whole time I was banging Riley's sweet little ass the other four were going at it with each other. Marina laid on her back with Leah on all fours between her legs, sucking her off. Sierra fucked Leah in the ass while Jessie fucked Sierra. For the grand finale I started in a sixty nine position with Riley, sucking her cute little girlcock while she did the same for me. Then Marina appeared in front of me and I began sucking her larger cock. I couldn't quite take all of it the way I could with Riley, but Marina didn't seem to mind and whispered encouragement as I tried to coax another load out of her. After a minute I felt someone moving behind me. I couldn't turn my head to see who it was because my mouth was full of girl-dick. Feminine hands caressed my ass and I knew that soon another penis would be penetrating my well worked asshole. I did my best to relax my sore anal muscles and a few moments later a column of hot meat was making its way inside me. The cock pushing up into me was not splitting me in half, so it couldn't have been Leah or Jessie. That only left Sierra and her smooth, dark, uncut member. After the stretching I had gotten already it was not much of a challenge to take her full length and before long she was fucking me with long, smooth strokes. I was being spit roasted! After a while I heard Jessie tell the others to turn me over. Two minutes later I was lying on my back and the three horny t-girls were working me over; Riley sucking my straining cock, Sierra fucking away in my ass and Marina straddled my head and was humping her cock in and out of my mouth. I was very much enjoying the feel of the stiff flesh plunging in and out of my willing holes. My vision was mostly obstructed, but out of the corners of my eyes I could see the feet and legs of Jessie and Leah standing to either side of me. I didn't know what they were doing but I was too focused on the cocks and mouth that were driving me ever closer to my next orgasm. Pre-cum was flowing freely from Marina's caramel colored tool and into my waiting mouth. Each thrust from Sierra teased my enflamed prostate gland and Riley's mouth was pure pleasure wrapped around my manhood. All around us was the smell of sex and sweat and semen. Marina was the first to cum, flooding my mouth with mildly sweet t-girl spunk. I swallowed eagerly before it could fill my mouth and make me gag and when she was finished she rolled off of me and made a sound like someone who had just had their first drink of water after walking through the desert. "That hit the spot." She chuckled before giving me a quick peck on the lips. When I looked up I saw Jessie and Leah jerking each other off with one hand and fondling each other's tits with the other. The hot sight of it was that last little push I needed and I moaned aloud as my groin tightened and my asshole clamped down on Sierra's delicious cock. Riley shuddered as I treated her to a taste of my own hot cum. A few moments later Leah started bucking her hips wildly, just as she had in her little show earlier. Ropy little jets of semen burst from the oversized head of her massive cock and landed in streaks across my chest and neck, with one big drop landing on my cheek. Less than a minute later Jessie added her own load to the sticky mess splattered on me. When she had finished Riley crawled up next to me and began licking off the sperm with a look of total bliss on her face as she swallowed each drop. When Riley was done cleaning me up she started making out with me and her tongue tasted of salty jizz. While two of us ate each other's mouths Sierra cried out and exploded in my asshole, adding another load to the several already filling me. For the next little while we all lay there together, caressing each other's bodies and kissing. I reveled in the erotic beauty of these amazing transsexual goddesses. Fifteen minutes later we went for a group shower and lingered under the hot spray as the sweat and semen floated away and we were left feeling relaxed and clean. As we dried one another off Jessie spoke. "So, Gary, I hope this isn't the last that we'll see of you this week. My cock has taken quite a liking to that hot, tight asshole of yours." I smiled back at her. All self-consciousness about being ass fucked was gone. "Keep this up and it won't be tight for long." I joked. That brought a laugh from everyone. "Well, ladies, this has been a lot of fun but I think I'd like to get back to my place and see what Sara is up to." One by one each of the five sexy t-girls said goodbye with a hug and a kiss and I walked out into the fresh, midday air. Paradiso Ch. 16 Day 4 Continued When I arrived back at the apartment there was no one there, but the maid staff had been by because the sheets had been changed and things were all nice and tidy. I looked for some sign of where Sara, Liam and Devi had gone and I found a note on the fridge from Sara saying that she was going to a Yoga class with Devi and that she would meet up with me later. I considered my options for the rest of the afternoon and decided to just walk around the island for a little while and see what fun I'd stumble across. When finished I was re-energized from the workout I had gotten from Jessie and her friends and headed out to see what kind of trouble I could get into. The day was beautifully sunny with a cool breeze to cut the heat and there were all sorts of sexy sights to take in. Everywhere was naked flesh and in addition to the tits and pussies I'd always admired I also started taking notice of the cocks on display. I was snapped out of my thoughts when a Frisbee landed just a few feet in front of me. I looked to see where it came from and saw a small group of people standing in the middle of a large lawn about thirty yards away. There were four of them, three girls and a guy. They looked to be in their mid-twenties, fit and attractive. The guy looked to be a surfer with a toned physique and a tan to match it. His muscles were lean and well defined and he had a good sized dick hanging down below his flat stomach. Two of the girls were white. One was a redhead with a sprinkle of freckles across her cheeks and nose and another across her pretty little breasts. Her pussy was completely shaved. The other had thick, dark, curly hair and olive skin, big round tits and a thick, but neatly trimmed, bush. Her most striking feature, though, was a round belly marking her as maybe four or five months pregnant. The last girl was a slim, sultry Asian with tiny A-cup titties and a little black landing strip above her otherwise smooth pussy. She and the redhead wore no anklets while the guy wore a pink anklet and the brunette wore a blue one. I picked up the Frisbee and tossed it back. "You wanna' come play with us?" the redhead called out. Why not, I thought. We introduced ourselves to one another. The guy was Eric, the redhead was Charlotte, the Asian girl was Mika and the pregnant brunette was Cammy. For the next half an hour or so we tossed around the Frisbee and talked. Aside from the fact that not one of us was wearing a stitch of clothing the whole thing was quite non-sexual. It was a nice change of pace to just soak up the sun and enjoy a little friendly conversation. Eric and Cammy were married swingers who came to Paradiso for one last hurrah before settling down to raise their family. Mika and Charlotte were their friends and also a couple in an open relationship. After a while Mika suggested a friendly bet. Eric and I would stand in one spot and the girls would stand across from us and we would toss the Frisbee back and forth until one of us dropped a throw that could have been caught. If Eric or I dropped it we'd buy lunch for the five of us. If one of the girls dropped it, they'd split the bill. The game lasted about ten minutes. Mika and Charlotte were both very agile and I was surprised at how quick and energetic Cammy was with the extra cargo. Finally Eric failed (I suspect on purpose) to catch the Frisbee so we could call it quits and get some lunch. I didn't mind, as I was getting kind of hungry myself. After walking around for a while we all settled on a vegetarian restaurant with outdoor seating. For the next hour I enjoyed getting to know my new friends over a bowl of lentil chili and crispy flour tortillas. As it always seemed to, we eventually began trading stories of some of our favorite sexual encounters. I spoke of the breathtaking Lauren and how Sara and I had helped take her mind off of her woes. I also recounted being introduced to gay sex by Liam with some encouragement from Sara and Devi, and of course being ravished by Jessie and company just that morning. Each of them shared some hot stories and I could feel myself beginning to stiffen under the table. I wondered aloud if being pregnant was a hindrance for Cammy. "Quite the opposite." She said with a smile. "There are lots of guys who are into pregnant women." "And the hormones have put her into overdrive." Eric added. "She was always horny but since the morning sickness passed she's been a fuck machine." We all shared a laugh at that. As the dishes were cleared and we got ready to leave, Cammy looked my way. "What about you, Gary? Have you ever been with a pregnant woman?" I glanced over to Eric and he rolled his eyes with a there-she-goes-again look on his face that almost made me laugh out loud. "No, actually, I haven't. But I have a strict don't knock it 'til I've tried it policy." After all, I added in my head, until this week I'd never had a cock up my ass and in the last four days I'd had at least five. "Good policy." Said Mika, wrapping an arm around her girlfriend's waist. "Why don't we go someplace comfortable to have some fun?" asked Eric. "Outdoors?" asked Charlotte. "Ok." Eric replied after looking to Cammy and seeing her nod. "Great!" Charlotte enthused. "I love fucking in public. It's so hot knowing people are getting off on watching me." The five of us found a nice, empty stretch of lawn beside one of the main walkways and there was a good amount of foot traffic which was sure to please our little exhibitionist, Charlotte. Suddenly Cammy took my hand, looked to Eric and said; "Have fun, honey." Cammy then took my face in her hands and pulled me in for a kiss. She was not shy or hesitant and our tongues swirled and mingled with one another as her soft lips glided over mine. She wrapped her arms around my neck and pulled me in close. Along with the familiar touch of tits pressing into my chest was the new sensation of her belly, swollen with the baby growing inside it. I let my hands roam freely over her skin, stroking her back and kneading her buttocks while she did the same to me. It felt kind of awkward at first, but her passion helped overcome my hesitation and I soon became less tentative. My right hand circled around to her front and began feeling her breast. I found myself wondering how much her pregnancy had enlarged them. Slowly, my hand drifted downward until I was caressing her enlarged stomach. It was different, unfamiliar, but not at all unpleasant. As my hand explored her middle, Cammy's own hand reached down to tease my stiffening manhood. She was so insistent that I found myself growing bolder by the minute, once I was convinced I wouldn't hurt her. I pulled back from her hungry mouth and lowered my face to one breast, taking the hardened nipple between my lips and flicking the sensitive skin with my tongue. As the one hand continued caressing her rounded belly I slipped the other between her legs, letting my fingers run through the dark, soft bush before slipping between her soft lips, already slick with arousal. After a couple minutes of this Cammy pushed me down gently onto the grass in a kneeling position and then knelt down with her back pressed to my chest and gyrated her hips against mine. As my erection slipped around and between her shapely ass cheeks my hands fondled her lovely tits and steamy pussy, and also the swell of her tummy. I was past the strangeness now and was beginning to be quite turned on by her sexy pregnant body. As my fingers teased her stiff little nub of flesh in what I thought was typical foreplay Cammy suddenly groaned and shuddered in one of the fastest climaxes I had ever seen. We hadn't even been going at it for five minutes. She and Eric had said that being knocked up had heightened her sex drive but she was like a damned rabbit. I had never seen anyone cum that fast. Cammy didn't even stop to take a breath. As soon as her orgasm passed she turned around to face me, pushed me down onto my back on the grass and straddled my hips. In a single motion she took hold of the base of my cock, aimed the head at her slick opening and slid down until all seven inches were buried in her warm depths. She was remarkably wet and hot and we quickly established a smooth rhythm. I turned my head to see what the others had gotten up to. Charlotte was lying on her back, having her pussy eaten by Mika while Eric fucked Mika from behind. I also noticed that a small crowd was forming to take in the show. Before I could see any more of what was going on around me, Cammy reached down, took hold of my chin and turned my face back to hers. I looked up at her, taking in the sight of her gorgeous body. Her pussy was warm silk, caressing every sensitive inch of me with each motion of her hips. Fucking this pregnant beauty out in the open for all to see was so dirty and hot. It a strange, forbidden thrill, like I was desecrating something sacred, like fucking a nun in a confessional booth. But the awkwardness was gone and all I wanted was for this sexy creature and I to find our pleasure together. Again, less than five minutes had passed when the smooth motions she was making turned into wild bucking and once again she came, hard. I don't know if it was the pregnancy, but Cammy was officially the most orgasmic woman I had ever met. She got up off of my prick and we switched positions, getting into a classic doggy style. I wondered to myself if she would cum again, before I did. Cammy came again, before I did. This time, as we fucked, I was able to take in the crowd all around us. Eric was lying on his back with Mika straddling his face and Charlotte bobbing up and down on his cock while the two women made out with each other. A black couple had joined in the festivities and were fucking just a few feet away from them. Meanwhile maybe twenty people had gathered around to watch, some openly masturbating. When Cammy's latest orgasm passed she saw that I was getting a little bit antsy. This time we got into a spoon position on our right sides and when she pulled one leg up into the air she looked over my shoulder and said; "Put it in my ass." I didn't need to be asked twice. My cock was straining for release and dripping with her moisture. It only took a little pressure and the head slipped right into her hot little anus and she didn't show a hint of discomfort as I slid inch after inch inside. As I began sliding in and out I circled a hand around and began caressing her swollen belly once more. She put her hand on mine and moaned with satisfaction. Her pregnant stomach, it seemed, was an erogenous zone. After a few minutes Cammy took her hand away and began stroking her clit with it. I didn't think it possible but by the way her breathing was quickening I could see that she was building to yet another orgasm. The woman was a machine. I quickened my own thrusts and it was as if we were both racing toward a finish line, trying to see who could cum first. It might have been a photo finish, but I think she may have beaten me by a nose. Her anal muscles began a rhythmic squeezing just as I was about to cum and that last little sensation pushed me over the edge. A blaze of pleasure washed through my groin and hips and out through the tip of my cock along with a warm splash of cum into Cammy's hot rectum. We lay there for a few moments, catching our breaths and I reveled in the feeling of her anus continuing to grip my stiff penis as her own orgasm subsided. When we were both spent I eased my rod out of her asshole and she rolled onto her back to face me. I leaned down to kiss her and as we made out I stroked her breasts and the rounded tummy beneath them. I had done nothing with Cammy that I hadn't done with any number of other women, but the fact that she was pregnant, the fact that I made love to a woman with a new life growing inside her, had heightened the experience and turned it into something special. Sara and I had talked about what was in store for us in the future; marriage, children. Now I knew that having a child would only make her more beautiful and sexy. As if she could hear my thoughts, I looked over to the walkway where an appreciative audience was enjoying our show and in the middle of them stood Sara, smiling broadly. I returned the smile and helped Cammy back to her feet. We walked, hand in hand, toward my girlfriend and I introduced the two. "That was really hot, Gary." Sara drawled. "That was my first time with a pregnant woman, and you're right, it was really hot." "You're not so bad yourself, Tiger." Cammy added. I saw a look in Sara's eyes that I knew well. She was lusting after Cammy and wanted to go where I had just been, but she must have seen the blue anklet because she held back. I looked over to see where Eric and the others were, and it turned out that their threesome had grown and they were still in the throes of passion with at least five other people. "Well it looks like Eric is still busy but I'm sure you're welcome to hang out with us for a while." I said to Cammy. "Thanks, but I think I'll stick here for a while. Maybe I'll get a little more action." She added with a wink. She really was a fuck machine. "Well tell Charlotte and Mika and Eric that it was really nice meeting all of you." We then exchanged room numbers so that if any of us were in the mood for some more fun later on we could hook up. I turned back to Sara. "So now what, baby?" she asked. "Now we find someplace to talk so I can tell you all about my morning." I said with a wicked grin. Paradiso Ch. 17 Day 4 Continued We sat together at a picnic table and Sara listened in rapt attention as I described the epic fuck session I had with Jessie and her friends. I could almost hear Sara's pussy lubing itself up as I described how deeply and thoroughly the sexy t-girls fucked me, filling my mouth and ass with load after delicious load. She then told me about how the Yoga class was led by Devi, included eight people, all women, and how the Yoga lesson just trailed off and turned into a lesbian orgy. As we talked I noticed that Sara was taking these little glances over my shoulder. Thinking that someone had caught her eye I grinned and turned around to see what she was looking at. There was another picnic table about thirty feet away with two couples sitting at it; one facing us and the other facing away. The ones facing us made eye contact for a second before looking away. They looked to be a young couple, younger than us, maybe twenty one or twenty two years old, give or take. I turned back to Sara. "Shall we go over and say hello?" "You took the words out of my mouth." We stood from the table and strolled over to the young couple and the other one that was with them. "Hello," I began. "I'm Gary and this is Sara." "Hi." She said in her most chipper tone. "Would you mind if we joined you?" "Please do." said the woman whose back was to me before. I sat down on the same side as the couple who had their backs to me before and Sara sat across from me. As I sat I got a better look at our four soon to be friends. The younger couple facing me both looked as though they spent a lot of time outdoors. They were fit and tanned and from what I could see over the tabletop there were no tan lines. He looked to have a swimmer's build; lean and sleek, the kind of guy who would be in an Abercrombie & Fitch ad. He had sandy blonde hair and deep blue eyes. He must have been a popular one at school, I thought. The young woman appeared to be older by a year or two. She had thick brown hair down past her shoulders with blonde streaks and green-gold eyes. She also had perky B-cup tits with pointed pink nipples that practically begged to be sucked. I looked at the other couple sitting next to me and was almost immediately struck by an odd feeling. It was almost like I was looking at older versions of the younger couple across from me. The older couple was just a touch heavier and a tiny bit gray around the edges, but the hair, the eyes, the features; they were dead ringers for the younger couple. I got a very strange suspicion at that moment. A moment later the older man opened his mouth and confirmed it. "I'm Jeff Archer. This is my wife Linda. These are our kids, Beth and Todd." I had to make an effort not to let my jaw hit the tabletop. A whole family at a place like this? Together? Linda seemed to sense my confusion and smiled. "I'm sure you have a lot of questions." I struggled to maintain my composure. This was a resort for doing away with inhibitions, after all and I didn't want to make an ass of myself. "Well, uh..." I tried to find my voice, but Sara stepped in and saved me. "So what brings you to Paradiso?" she chimed in a friendly tone, trying to keep things light and friendly. "Linda and I have been coming here for years." Jeff explained. "This is the first year that we brought Beth and Todd along." "And with everything that goes on here... it doesn't get... awkward?" I asked as delicately as possible. The four of them looked at one another and seemed to hesitate for a moment before Beth spoke up. "We're naturists. We have been since as long as I can remember. We live in a little place out of the way with a forest all around us and a big pond and nobody around for a couple miles, so when we're on our property we don't wear clothes. This is the first time Todd and I have been to Paradiso, but we've been to nudist resorts before." "This isn't just a nudist resort." Sara said with a wicked grin and a conspiratorial tone. Again they all looked at one another and seemed to hesitate for a moment before Linda spoke up again. "We're all... liberal minded... about sex." For a long moment we all just uneasily looked around at one another. Was she saying what I think she was saying? Finally Beth put her hand on mine and spoke in a calming tone. "It's alright. I know what you're thinking and you don't have to get freaked out about it. Yes, we have a sexual relationship with each other." I felt like a lightning bolt had ripped through me and I just sat very still because I had no idea what to do or say. Sucking dick was one thing. Being gangbanged by transsexuals was one thing. Letting a man fuck my ass was one thing. But incest, real incest, was another. That was a huge, universal taboo. "How did all that come about?" Sara asked, genuinely curious. "Well," Linda started, "as Beth said we were always naturists and we were just very open with our bodies. Even when the kids were little, we taught them that there was nothing wrong or shameful in their bodies. In the winter sometimes two or more of us would shower together to save on the heating bill or sleep together for warmth. There was nothing at all sexual in it." "For me," Beth interjected "it started when I came home from college in the spring of freshman year. In high school I had a lot of trouble making friends and never had a boyfriend." I found that hard to believe, attractive as she was, but I supposed that we all have our awkward phases. "So," she continued "when I went off to college I tried dating and wound up with these drunk frat-boy assholes who tried to get in my pants within an hour of meeting me." "But then I came home for a visit that April and when I got there I took off my clothes and went looking for my parents. They weren't in the house and it was unusually warm that day so I walked into the woods and when I rounded a hill I found them. Mom was leaning up against a tree and Dad was making love to her from behind." "I just stood there for a minute, not sure what to do. I knew all about sex, and not just from sex-ed in school. Mom was always very good about making sure I knew everything I needed to know and she never shied away when I had a question. But even though I'd seen them naked every day since I was little I had never seen them having sex before." "Then suddenly Mom turned her head and saw me, then Dad turned his head and saw me too. I thought that they might be mad or embarrassed, but Mom just smiled and said that they weren't expecting me that early. She asked me to go back in the house and they'd be there soon. As I was walking back to the house I could hear that they were still having sex." "About twenty minutes later they came back to the house and sat down in the living room with me and asked me if I was upset with what I had seen. I said that I wasn't and that I knew that's what people did and that seemed to be the end of it. But that night after dinner Dad came to me in my room and asked me if everything was ok." "All of a sudden it all just came flooding out of me; the creeps at school who just tried to use me, how lonely I felt. It was like a dam broke and I just started crying. He held me for a while and when I looked at him I thought about how he looked earlier that day having sex with mom. I don't know why I did it but I kissed him, like, really kissed him for the first time." The other Archers sat patiently while Beth told her story. It was obviously an intensely personal moment and I felt kind of like an intruder listening to it, but it would have felt even more rude to interrupt, so I sat silently. "He pulled away and asked me what I was doing, so I told him that I loved him and wanted to learn about sex with someone I loved instead of some horny moron who doesn't care about me except to add another notch on his headboard. He left the room and came back a minute later with Mom. We all talked for a while about what was happening and decided that I was mature enough to know what I wanted." "Mom stayed in the room with us while I gave my virginity to my dad." Beth said with a warm, loving smile that was returned by Jeff. "The whole time she coached me on what to do; where to touch him, how to touch him, how to kiss him, when to slow down, when to take control. It was a beautiful experience." Jeff reached across the table and took his daughter's hand, holding it tenderly. After a moment Todd spoke up. "It was pretty similar for me too. I was eighteen, a month from graduating high school, and I was having a bit of a rough time. Beth was off at college and I didn't really have a lot of friends either. I wasn't unpopular or shy, really, but it was hard to find much in common with people who didn't live the way we lived." "I never brought anyone home because I knew they wouldn't understand about the nudity or would think we were a bunch of freaks, so I was really lonely and sexually frustrated. Then one day Mom walked in on me masturbating. I got really embarrassed but she just waved it off. She said that everybody does it and that she does it too." "I just sat there for a minute with my erection in my hand, staring at her body, like I was seeing it for the first time. Then I started stroking myself again. She stood there and watched for a little while and then, well, she came over and... helped me." "When we were finished I asked if we could do it again the next day. She said yes and when we did it again she used her mouth. Every day that week she sucked me off until one day she told me that if I expected a woman to please me that I needed to be able to please her, too." By this point in the story I was at full salute. Taboo or not the thought of this family having sex together was crazy hot. "So she taught me lessons on kissing and cunnilingus, where to find the g-spot and how to last longer during sex. Then one night she asked me if I wanted to go all the way with her. That's how I lost my virginity and we've been lovers ever since." "The way I see it," Linda explained "is that we're a family who loves one another like any other family. It's just that we express that love in a way that most families don't." "About a year later," Todd continued "Mom and Dad sat us down and explained some things to us. First, Beth didn't know that I was having sex with Mom and I didn't know she was having sex with Dad. Once that was out in the open, Mom and Dad explained that they were both bisexual and had a semi-open relationship." "We didn't have regular boyfriends or girlfriends." Jeff added. "We still don't. But occasionally we meet someone or a couple and have a little no-strings-attached fun." It sounded to me like they almost had a miniature Paradiso in their own home. "Anyway," Todd went on "they explained to us that if either of us ever had any questions about that, about bisexual sex, that we could come to them." "Later that night," Said Beth "I went into Todd's room to talk with him about everything we'd found out that day. We ended up describing our first times with Mom and Dad. It was getting me hot and I could clearly see he felt the same way. We just looked at each other for a minute and at the same time we just went for it, without saying a word." "But from then on it was all out in the open." Said Linda. "It wasn't some dirty secret we were hiding. It was just another way to show that we loved one another." "A couple months later I was sunbathing with Mom." Beth continued. "I asked her about sex with women and she told me about some of her experiences and I asked her if she would show me. We went into her bedroom and she introduced me to lesbian sex. Since then she's taught me all kinds of stuff with toys and bondage gear. The sex is amazing." Then Todd chimed in. "Sometimes I would masturbate with my door open, hoping that Mom or Beth would come by and join me. This one time I had a porno playing on my computer and wasn't paying attention to the door when I looked up and saw Dad standing there. He looked at me, then at the porn movie playing, then back to me and asked if he could join me." "We started masturbating together on my bed and then suddenly he took hold of my cock and began jerking me off. It felt good, so I did the same for him. We did the same thing again the next week and when I came he licked the cum off of his hand. I asked him if I could do the same for him and he said yes. But when he came I licked it right off of his cock." "A few days later we did it again, but after jerking each other for a little while we started sucking each other off. Then after a couple more sessions like that Dad started talking to me about anal sex. I knew he wanted to and I was curious too, so he started by letting me penetrate him. Once I saw how much he enjoyed it and learned about what I could do so it wouldn't hurt he took my anal cherry and I found that I loved it." Finally Sara broke in. "So are you all, like, committed, or what?" Jeff chuckled. "No, we're just a family like any other except for the fact that we go around naked and express ourselves sexually with each other." Not a small difference from other families, I thought, but kept my mouth shut. "I have a boyfriend." Beth said. "And I have a girlfriend." Todd added. "They think we're just on a regular family vacation right now. They also know we're nudists, but not about the sex." "I suppose we'll end up having to tell them at some point," Beth mused "but for now we're just enjoying our vacation." My mind felt like it had just run a marathon. There was so much to digest. Yet I couldn't deny how attractive all four of the Archers were and how erotic their stories had been. "Well, I think it's amazing." Sara declared. "You're all so comfortable with each other and love each other so much. It's beautiful." "It's not something everyone can understand," Jeff explained "and it's certainly not something every family can or should do. But we're all adults here and we love each other and sex is just a natural consequence of that love." "At least for us, it is." Beth added. She then turned and looked me square in the eye. I understood the look. It was an invitation. I looked over the faces of the Archers, and Sara. We all seemed to be thinking the same thing. I wasn't sure how I felt yet about their relationship, but none of that had anything to do with me. I wasn't a part of their family and they were all very attractive. Why not? I thought. Linda seemed to sense that I had made my decision. "Would you like to come back to our place with us?" I looked over at Sara and the sparkle in her eye was all the affirmation that I needed. We were going to do this thing. "I'd like that." Together the six of us stood up from where we were and began walking toward the Archer's apartment. Beth and Linda took the lead, holding hands while they walked and I watched their pretty asses sway as we went. We soon arrived at their place and Jeff announced that he was going to put on some music. Linda offered to open a bottle of wine and I was soon enjoying a glass of a nice chilled Riesling and listening to some smooth jazz piano. We made a little more small talk but when I had finished my second glass, Beth strode over to me and took the glass from my hand, setting it down on the countertop. She crossed her hands behind my neck and I put mine on the gentle curves of her hips and we started swaying to the music. Her were filled with desire as she slowly pulled herself closer and closer until I could feel her beautiful breasts softly pressing against my chest and my cock brushing her hip and thigh. "I saw you with that pregnant woman." She said in a low, sultry voice. "Her name is Cammy." "What's my name?" "Beth." A slow smile spread across her lips. "I like the way my name sounds when you say it." It's not as though she needed them at this point, but this girl's seduction skills were razor sharp. I was suddenly quite flattered when I realized that this woman, who had everything in the world going for her; beauty, youth, intelligence, a caring family, a good home and the kind of sexual confidence that could have won her any man or woman that she wanted, had chosen me. I leaned in and kissed her. It was a slow, gentle kiss. I waited for her to open her lips before I opened mine and our tongues began to mingle and massage one another. For the next couple of minutes we caressed each other's bodies while our mouths danced together. When we finally broke the kiss I saw that everyone else had paired off and were having their own fun. Linda was sitting on the couch with her legs spread while her son sat next to her, sucking on a nipple while she played with the other and he slid two fingers in and out of her neatly trimmed pussy. Meanwhile Sara was leaning back against a wall, slowly stroking Jeff's stiff prick while Jeff fondled and caressed Sara's breasts. I turned back to my new young lover and kissed her again, but before it got too intense I started moving my kisses across her cheek and jaw, then over to her neck and down to her shoulder. She began moaning and her head lolled from side to side when I started to run my tongue along her collarbone. Bulls-eye, I thought. That was her sweet spot. After a minute of this I started to run my fingers up and down her thighs. I got all the invitation I needed when she spread her legs a little further apart. I enjoyed the feeling of her smooth skin and the muscle and sinew beneath as my hand crept up between her inner thighs and closer to the little bit of paradise where they met. When I felt the heat and moisture of her wet little cunt I lowered my head further and took a hard nipple in my mouth and began sucking as my fingers explored her delectable folds and sought out the most sensitive spot. I remember hearing once that the clit was the only part of a human being's anatomy that served no purpose except to give pleasure. There is something beautiful and exciting in that. As I pleasured her most tantalizing places her own hands found my erect penis and began gently tracing the shaft with soft strokes, stopping every so often to massage the head with the ball of her thumb. I pulled away after a minute of this and took her hand, pulling her gently toward the couch. Todd was sitting with his legs apart, now. Linda was kneeling between them and sucking her son's impressively sized erection. I sat Beth down next to her brother and pushed her knees apart with my hands. I knelt down next to Linda and put my face close to Beth's warm, dewy snatch and inhaled her flowery musk. Her lips were shaved but atop her mound sat a triangle of soft, downy fur. I dove in and began kissing and licking the beautiful flesh before me, enjoying the salty-sweet taste. For a while I closed my eyes and went by taste and sound and touch alone. I had learned that while excitement begins with the eyes, if you neglect the other senses then you missing out on much of the pleasure. It's like going to a concert and listening only to one instrument instead of the whole band. After a while I looked up to see brother and sister making out; their mouths wide and tongues swirling vigorously between them. This turned me on more and I increased the speed of my oral pleasuring and soon I heard the muffled moans as Beth continued kissing Todd. A few moments later a second set of moans joined the chorus and I guessed that the Archer siblings were enjoying a nearly simultaneous orgasm. Sometimes it's hard to judge when to stop licking a pussy. In the immediate wake of an orgasm the clit is incredibly sensitive and too much stimulation can be uncomfortable, but if you stop too early you can kind of "kill" an orgasm and the woman is left less than satisfied. This time I managed to time it just right and when I pulled my head away I was treated to the sight of a sweaty, flushed, disheveled Beth with the biggest, goofiest, most adorable grin on her face. Paradiso Ch. 17 I smiled back at her and then propped myself against the back cushions of the couch as I leaned in and kissed her, her juices still on my lips. After a minute Beth pulled me down onto the couch next to her and scooted over until she was sitting across my lap. With one hand wrapped around my neck we watched the others while I idly fondled one of her perfect little tits. While Linda licked up the last drops from Todd's shaft and balls, Sara and Jeff found that one of the low countertops was just the right height for him to fuck her while she sat on it. "Is this how you fuck your wife?" Sara moaned. Her sexy talk was one of her most erotic skills and they were in full display. "Is this how you fuck your daughter? Huh? How you fuck your baby girl? Does she say, 'Fuck me Daddy?'" The beads of sweat and the wrinkle in Jeff's brow told me that he'd be cumming soon. "Fuck me, Daddy!" Sara cried over and over as she whipped her hair around. A minute later Jeff pressed himself into her and grunted as his ass muscles flexed and I could tell he was filling her with his warm semen. For a moment they just stood there wrapped in each other's arms. Then slowly they pulled apart. Sara leaned in for a small, sweet kiss and then strode over to the couch and looked right at Todd. "I want you to do something for me." She said, smiling that wicked smile of hers. Linda took the hint and stood up from where she was and went over to where her husband was recovering his breath. Sara then took Todd's hand and pulled him to his feet, then immediately sat where he had been sitting, spread her legs wide and put one foot up on the couch cushion. I could see Jeff's cum starting to leak out of her reddened pussy and I knew instantly what the little pervert had in mind. I looked to Todd to see what his reaction would be and I saw him return Sara's grin. He then knelt between her legs and started licking his father's sperm out of my girlfriend's cunt. After less than a minute of watching that extraordinary sight Beth shifted off of my lap and straddled my hips, aiming my throbbing erection at her pretty pussy. She guided it in as she lowered her weight onto me and I sighed in delight as the velvety smooth walls of her vagina slipped deliciously around the contours of my cock. We established a smooth, steady pace and I let my hands wander over her tanned body as my hard prick slid in and out of her tight, warm snatch. I looked around Beth's shoulder at one point to see Jeff bending over while Linda sat on one of the high countertops. He was sucking on her clit while two fingers plunged in and out of her pussy. With Todd's mouth glued to Sara's pussy right next to me and Jeff finger fucking his wife just across the room it wasn't long before I could feel my own cum boiling inside of me and soon I'd erupt into Beth. I started bucking my own hips up into her to increase the pace, rushing headlong into climax. I gave one last thrust and my ass left the couch cushion as my cock jumped and spasmed in pleasure and jets of cum shot out of the tip and into her receptive pussy. Beth and I just sat there for a while as the orgasmic bliss faded into satisfying warmth. It wasn't until I began to soften and shrink that Beth lifted herself off of me and my dick fell with a soft wet smack against my belly. For the next little while I just sat back and relaxed, watching the others. Linda sat in a plush armchair across the room from me with her legs apart, slowly masturbating. Jeff began fucking his daughter in the spoon position while he reached over her hip and fingered her clit, and Sara bent over the couch with one foot up on the seat and her hands propped against the back while Todd fucked her from behind. After a little while he whispered something in Sara's ear and she nodded. Todd then pulled his member out of her pussy and began slowly pushing it up into her asshole. Jeff had not cum yet when Beth gave a sharp little cry of ecstasy. He held his daughter's body as the shudders of pleasure passed over her and then slowly eased his unsatisfied cock out of her well fucked vagina. He then stood and strode over toward me. We locked eyes for a moment and I knew what he wanted. I motioned him over and he stood next to me with one foot on the floor and a knee right next to my hip. His cock was less than a foot away from my face and it still glistened with his daughter's natural wetness. I gave it a few strokes with my hand. It wasn't nearly as big as Leah's or Jessie's, or even Liam's. I was long past the fear of breaking some sexual taboo so I leaned in and began with a few licks of my tongue just to get the taste. The combination of the feel of a cock and the taste of a pussy was a big turn-on and reminded me of the first time I sucked a man's cock; Liam's coated in Sara's pussy juice. I opened my lips and let the spongy head enter my mouth, followed by one inch of shaft, then two, then three. I started to experiment with different levels of suction and different motions with my tongue. Jeff seemed to like it. "Fuck yeah, baby." I heard Sara gasp in short, panting breaths. "That's my good, cock sucking little slut." With Sara's encouragement I picked up the pace and took a couple more inches of Jeff's tool into my mouth, coaxing the ridged shaft with my tongue and I bobbed my head back and forth. After a couple minutes I felt a pair of hands on my thighs, pushing them apart. I released Jeff's dick and looked to see Linda kneeling in front of me with a wanton look in her eye. I took the opportunity to see what the others were up to and while Todd was busy pumping his rod into Sara's tight little butthole, Beth had gotten underneath her and was sitting on the floor with her back against the front of the couch and was reaching up with her tongue to lick Sara's pussy. It was a hot sight but I was distracted from it when Linda took the head of my limp penis into her mouth and began sucking it back to life. I turned back to Jeff and took his cock back into my own mouth and for the next ten or fifteen minutes I pleasured Jeff's member while Linda serviced my own. I could hear the panting and grunting and moaning of the others but with my mouth full of dick I couldn't see what they were doing. I felt Jeff's cock begin to swell and jerk in my mouth and I braced myself. A minute later I was treated to several spurts of warm cum spilling out onto my tongue. I was becoming more accustomed to the taste and was finding it nearly as much of a turn-on as girl cum. Jeff thrust his hips and slid his cock in and out a few more times before withdrawing. I looked in his eyes while I swallowed and he flashed me a smile and winked before sitting down next to me and putting an arm around my shoulder while he watched his wife continue to blow me. Sara was now on all fours on the floor with Beth underneath her in a sixty-nine. They were eating each other's pussies while Todd continued pounding away in Sara's ass. Beth was the first to cum, crying out as Sara's tongue drover her to a trembling climax. The sight of it gave me the last little push I needed and I started pumping my cum into Linda's mouth. She swallowed my load as quickly as I squirted it and when she I was done Linda sat on the other side of me and gently stroked my thigh. Once Beth's climax had passed she resumed her tongue lashing of Sara's pussy. A few minutes later when Sara came the added sensation of her asshole clamping down on Todd's cock was the last push that he needed before spilling his own load in Sara's ass even while she cried out in sexual bliss. They all collapsed on one another in a sweaty, sticky, satisfied heap. We all sat silent for a while, resting and catching our breaths while jazz piano floated through the air. It was Linda who finally spoke. "Who wants a shower and something to eat?" None of us spoke but each of us raised a hand. We took a long, steamy, leisurely shower and helped one another scrub all the hard to reach places. When our faces were pink from the heat and our fingers were wrinkled from the water we stepped out, dried off and wandered into the kitchen. We looked around for something to cook and batted about the idea of room service. Finally we just settled for snacking on what was on hand, vegetables and hummus, chips and salsa, cheese, fruit and of course more wine. We talked a bit more about our lives, our careers and as usual, about sex. I turned to Jeff. "You know, I'm actually kind of new to the whole bisexuality thing." I explained. "Sara's been into girls and guys as long as I've known her but it's been strictly women for me until I got to Paradiso. In the last couple days I've been with some t-girls and I just had sex with a guy for the first time last night." I saw Jeff give me an appraising look, from head to toe and then back up. "Well now that you got that first one out of the way maybe I can teach you a thing or two." He said, smiling. Jeff was a pretty good looking guy for someone of his age; still in good shape and from the blowjob I'd given him earlier I knew that, compared to Leah or Jessie, taking his cock would be a piece of cake. Todd then joined in the conversation. "It takes a little getting used to, but I love being with guys. It's really different but it's also really good. I think maybe one of the reasons it's so different is because my attitude is so different. With women I'm a lot more dominant and in control, but frankly with guys I'm more of a bottom." I thought back to the night before, the feeling of Liam's hard penis sawing in and out of my asshole, taking the length and thickness of him into me. The look of lust and ecstasy on his face while he found that perfect moment of pleasure inside me and filled me with his hot seed. I was becoming more comfortable with the thought of indulging in gay sex and was thinking that maybe I, like Todd, leaned toward being a bottom. Forty five minutes and three glasses of wine later and we were all ready for round two. We moved to the bedroom and I told Sara to sit on one of the armchairs and that I wanted to show her something. I pulled Todd by the wrist and took him over to the bed. He laid down on his back, his cock growing stiffer until it stood straight up at the ceiling. I lay down between his spread legs and looked over at Sara. Her eyes were wild with lust. I gave her a wink and then sucked half of Todd's hard prick into my mouth. I was becoming more skilled with each penis I sucked and I let my hands wander over Todd's stomach and thighs. They were a bit harder and a bit hairier than I was accustomed to, but it was still sexy and fun. Soon Todd's breathing quickened and his hips jerked and bucked, forcing more of his red hot tool into my mouth. It was a stretch, but I finally managed to get his whole length inside and I felt his body go rigid as his cockhead flared and then flooded my mouth with salty jizz. Before I could pull off of his prick he sat up, pulled my face to his and locked his lips on mine. His tongue darted into my mouth and we shared his load between us before I pulled away and we looked into each other's eyes and swallowed together. This was greeted with a round of applause from the appreciative audience. Sara got up from her chair. "You are so amazing baby." She declared before pushing me on my back, straddling my hips and slipping my hard dick into her dripping pussy in one swift motion. I looked over at the rest of the Archers to see Jeff stroking his cock while watching Sara and me. At the same time Linda and Beth were making out, with the older woman groping her daughter's pussy while the younger woman fondled her mother's breasts. After about five minutes of steady fucking Todd appeared above me. "Would it be alright if I cut in?" he asked, looking back and forth between the two of us. "OK." Sara replied, sliding off of me. Neither of us was really sure who he wanted to cut in with, but that question was answered when he took hold of my prick and looked me in the eye. "I want this in my ass. Would you fuck me?" I heard Sara suck in a quick excited breath. "Yeah." I agreed with a nod. Todd crawled over to the night stand, retrieved a bottle of lube and proceeded to grease up my erect penis for me. His hands felt good and made me look forward to fucking his ass, my first male ass. Then Todd lay on his back and started to work some of the lube into his asshole. When all that was ready he put the bottle back on the night stand and pulled his knees up toward his chest. He just lay there, presenting himself to me. I admired his fit body and the proud cock, already hardening again with its balls hanging just above the waiting asshole. I walked on my knees toward him and looked one more time toward Sara who was watching, enthralled. I looked back to Todd, took hold of my cock, aimed the head right at the little pucker and pushed forward until the tip of my cock rested right on it. I looked into his eyes for the final approval. He looked back at me and nodded, so I pressed forward and reveled in the sensation of warm, tight flesh enveloping every hot inch of me. I was soon buried to the hilt and I rolled my hips from side to side, eliciting a moan of delight from Todd. I was beginning to appreciate Sara's encouragement to try man to man sex. "Have you been with any other men than your dad?" I asked as I began the slow withdrawal from his taut anus. "A few. One was a real stud with a nine and a half incher. He took some getting used to." I reached the point where only my head was still lodged inside him, so I began pushing back in and a Cheshire cat grin spread across Todd's lips. He seemed to be enjoying this as much as I was. The warmth and friction were marvelous and we soon established a nice, pleasurable rhythm. Sara stayed where she was, watching us and masturbating while Linda sat in a chair as her daughter ate her pussy. After a few minutes Jeff approached us, his hard-on sticking six inches straight out of his groin. "Mind if I join in?" he asked. "Sure." I answered. "The more the merrier." Jeff reached for the bottle of lube and I knew what he meant to do. He got up on the bed with us and I felt his oily hand pull my ass cheeks apart and begin to work in one finger then two, greasing up my rear passage. The feeling of being spread open like that added an extra layer of pleasure to my fucking of Todd's ass. Soon the fingers withdrew and I was left feeling empty, though I knew that wouldn't last. The handsome, older man took up a position behind me and I ceased my fucking to let him gain entry. I soon felt something warm and thick pressing between my ass cheeks. He didn't push in right away, but teased my asshole, rubbing the tip all around me. Finally I couldn't take it anymore. I looked at him over my shoulder. "Fuck me already." Jeff laughed then he looked over to Sara. "He's a keeper." Then with a wink at my girlfriend I began to feel his round helmet pressing at the tight ring of muscle until it gave way and Jeff's hard dick started disappearing into me. "Yeah. Oh, yeah." Sara whispered as inch after inch slid up into my eager rectum. Soon Jeff's hips met my ass and I once again felt the satisfaction of being filled with hard cock. There was little discomfort as there had been with Leah, so it wasn't long before we were fucking at a good pace. I was doing most of the thrusting. Each forward thrust would drive my cock into Todd's ass while each pull outward drove Jeff's cock deeper into me. Jeff had himself positioned just right so that his cockhead hit my prostate every time and drove my pleasure onward. Jeff reached around and pinched and teased my nipples while Todd stroked his cock in time with my thrusts. I got caught up in the moment, leaned forward and kissed him deeply, our tongues exploring each other's mouths. It wasn't a performance for Sara's benefit, either. It was an act of lust for this hot young buck. Todd was the first of us to cum, his seed oozing out in four or five bursts that covered our stomachs as they pressed together. He just sort of collapsed after that but the grin on his face told me that he still enjoyed the fucking his ass was getting. Jeff came next, groaning and pinching my nipples so hard that I gave a little yelp. The feeling of his cock jerking and spilling its hot load inside me drove me wild and I picked up the pace of my own fucking. A minute later my anus constricted around Jeff's still-hard tool and I moaned in joy as my own cum surged up the length of my hard prick and shot out of the tip and into Todd's tight young asshole. I fell on top of Todd, sweaty and panting and Jeff fell over me, exhausted. I had been so intent on what I was doing that I didn't notice that Sara had gotten up off of the bed. She stood in the middle of the floor where she could get a good view of the show and the Archer women were busy pleasuring her. Beth knelt in front of Sara and was busily licking her clit while driving two fingers up into her pussy. Linda knelt behind Sara and had her face buried between my girlfriend's lovely ass cheeks. Our eyes met for a long moment before she shut them tight and threw her head back as a sudden, powerful orgasm took her. When it had finally passed Sara staggered over to the bed on wobbly legs and flopped down next to me. The other two ladies soon followed and the six of us lay together, stroking each other's bodies and kissing. I think over the next twenty minutes or so everyone made out with everyone else. Finally I stood up and announced I was going for another shower. Beth jumped up and the two of us washed each other off, stopping occasionally to make out. The others made their way to the shower and soon we were all rinsed clean. It was well past dark by the time Sara mumbled something about getting back to our place to sleep, but by the time Linda offered to let us stay the night Sara was already out cold. I leaned over to kiss her cheek and curled up with my arm over her stomach. Linda got behind me and wrapped her arm around my chest and I slowly drifted off. Paradiso Ch. 18 Day 5 Throughout the night I had these flashes, like I would wake up and find myself in the middle of having sex. At one point I was on my back and someone, I suspect it was Linda, was slowly, sensuously riding my cock. Then later I awoke with Todd sucking me off. Then later I drifted out of sleep with a pussy in my face which I proceeded to lavish orally and later, without knowing how it had begun, I realized that someone was fucking my ass. When I awoke in the morning I didn't know if I had dreamt it or if it had been real. All I knew was that I had enjoyed every minute with the Archers. I staggered toward the shower, my body still aching pleasantly from the night's activities and found Todd already showering. He turned to see me and smiled as I entered. "Morning Sexy." He said and reached out to give my prick a few quick strokes with a soapy hand. I returned the gesture before stepping beneath the spray and soaking in the heat. As the water cascaded down me I mused at the memory of fucking the young man in the ass while his father slid his hard dick up my own ass. I thought myself to be liberal minded about sex, but just a week ago I couldn't have envisioned doing such a thing. Once I felt clean and refreshed I headed for the kitchen to take care of the rumbling in my stomach. Sara and Jeff were there taking containers out of paper bags. They had ordered room service for breakfast. Soon the others had showered and joined us in the kitchen where we enjoyed bagels, fresh fruit and hot coffee. We talked some about what we had done the night before and all agreed that it had been about as enjoyable an evening as any of us had ever had. When breakfast was over we said our goodbyes and Linda made sure to tell us that if we were ever in the mood for some more fun that all we needed to do was stop by. On the walk back to our place I started thinking about what I was going to do for the rest of the day. It was still early and a chill clung to the air. That's when I decided that I was going to go play a round of golf. The resort had a full golf course, after all, and I had always enjoyed the game and just because the primary attraction of this resort was casual public sex it didn't mean that I couldn't enjoy some of the other facilities that Paradiso had to offer. When Sara and I got back to the apartment I told her of my idea and she didn't seem perturbed at the prospect of finding her own entertainment, so I got out the resort directory, read up on the golf facilities and called to see if I could get an early tee-time. A man's voice on the other end of the line informed me that if I was willing to pair up with another gentleman that I could tee off in half an hour. Otherwise I would need to wait two hours. I didn't mind pairing up for a game, as I always found a little light conversation made the game more enjoyable. I knew that conversation is all it would be as well, since on the course was one of the few places where fucking wasn't allowed. I kissed Sara goodbye and headed further inland. Twenty minutes later I arrived and checked in. The place was fairly busy with a lot of men my age and older, most with pink anklets. A skinny Asian man sitting at the front desk took my reservation and pressed a button on top of the desk. I heard an electronic buzzer in the distance and a perky young woman with dark hair in a cute little bob cut and a black anklet came out to meet me. She introduced herself as Sherri and said that my partner had arrived just ahead of me. She instructed me to follow her so that I could get squared away with everything I needed. As she led the way I got an eyeful of her sweet little ass. I knew that even if I wasn't supposed to touch I could still look. We arrived at a large equipment window and a man was standing in front of it. Sherri got his attention and introduced him as Lawrence. We shook hands and I checked him out briefly. He was white with brown eyes and hair, maybe a few years older than me, well groomed and in good shape and he wore a pink anklet, just like I had when I first arrived. Once the pleasantries were out of the way the staff behind the window, a pair of middle aged but still quite fit men set us up with golf cleats, the keys to a pair of lockers that would contain our clubs and a third set of keys to one of the golf carts labeled #14. Once we were situated with all of our stuff Lawrence and I headed out to the first hole. For the first few holes it was indistinguishable, excepting the lack of clothes, from any other day on the links. We talked about our work, our lives, how much golf we had played and where. Lawrence was a successful real estate agent who had gotten married right out of high school to a really sexually repressed girl and the last four years of their marriage had been basically bereft of both sex and love, so when they divorced last fall he decided to try and make up for lost time here. By the fifth hole we had begun discussing sex Lawrence awkwardly mentioned my lack of an anklet. I explained to him that before this week I had never once been with a man, but that I had decided that I was going to try something new, and that I wouldn't let it redefine who I was. I had been with a few transsexuals and a few men and I had enjoyed it very much but that didn't change the fact that I was attracted to women and it certainly didn't change how dedicated I was to Sara. Lawrence was silent for a while as he chewed on that and for the next two holes it was just more small talk and golf. I was a bit rusty but still having a fairly good game for not having played in nearly a year. On hole eight, Lawrence broke the silence. "So," he stammered shyly "what was... what was it like?" "What?" "You know... being with..." "Having sex with a man." I said, matter-of-factly. Best to just put it out there, I thought. Lawrence nodded. "His name was Liam." I began. "He works here but he was off duty. He brought his girlfriend Devi and had dinner with me and Sara. The two women kind of eased me into it. I had sex with Devi and Liam fucked Sara. Then Sara invited me to give him a blowjob while he was still covered in her poontang. Kind of like how a lick of salt and a lime wedge makes the first shot of tequila easier." Lawrence laughed at that and the tension started to melt away. "Then after that he fucked me. He knew what he was doing and he took his time. It was different but it was really good. Since then I've been with a couple other guys and some t-girls. Do yourself a favor. Even if you never try a real cock, find a girl who likes to use a strap-on. Anal sex is amazing with someone who knows how to do it." Lawrence looked down and his eyes bulged a little before he looked away hurriedly. I didn't need to look down to know that all this talk had given me quite a hard-on. I just teed up and played on like nothing had happened. The rest of the round was uneventful. It was approaching noon and the sun was growing rather hot. We both agreed that we would rather go get some lunch than finish the rest of the course, so we took the cart back to the clubhouse and turned in our equipment. We then headed into the locker room to rinse off the smell of sweat and grass. It began as a regular shower, but at one point I got that funny feeling, like you were being watched. It was too quiet. So I turned to see Lawrence standing out of the spray of hot water. He was just staring at me with a nervous look on his face and a six inch erection. I looked into his eyes to see if he wanted what I thought he wanted. For a minute that seemed to stretch out to infinity we just looked at one another, motionless. I knew he wouldn't make the first move, so I did. I stepped toward him and he didn't retreat. I reached out to take hold of his throbbing prick and he still didn't move. When I began stroking his sensitive meat his eyes slid closed and he tilted his head back a little, enjoying the sensations. I ran my fingers up and down his length for a few minutes before reaching underneath to stroke his balls. They hung loose from the heat and my fingers glided through the wet hair and soapy skin. He was a bit trimmed, but not shaved bald like me. When he opened his eyes again all the hesitation was gone and I knew that he wanted to see where this was going. I slid to my knees, took hold of his cock by the base and aimed the head at my mouth. I began slowly, licking up and down the shaft and tickling the head, then lifted it up so I could tongue the low hanging balls before returning once more to his penis. I then took the head in my mouth and applied all the lessons I had learned so far about orally pleasing a cock. Lawrence's tool felt good in my mouth. Being only average in size it was pretty easy taking the whole thing at once and soon I was sliding my lips up and down the whole length of the shaft, caressing the underside with my tongue on each inward stroke and swirling it around the tip when the tip was all that remained in my mouth. I would have smiled at the sound of his moans if my mouth were not otherwise occupied. I played with his balls and rubbed a fingertip against his taint, drawing more, louder moans and soon the muscle spasms in his groin began. I knew that he would be cumming soon so I waited until the last moment before pulling my mouth away and stroking him vigorously with my hand. His cock leapt in my grip and I looked up as he looked down. Our eyes locked on one another. The first jet of hot semen shot out of the tip of his cock and hit my chest, followed by a second, third and fourth. His cock spasmed several more times as the remains of his load oozed out of him and dropped into the swirling water on the shower floor. Lawrence smiled at me and panted as I stood up and got back under the showerhead to wash off his seed. I saw him take a look at the wood I was sporting, but decided not to make an issue of it. Best to just see where it goes, I thought. We didn't say a word to each other as we left the shower room and dried off. But when he sat down on the bench in front of a row of lockers he came face to face with my hard prick and when I saw the way he was staring I decided to test the waters. I took a step closer to see if he would recoil, and when he didn't I took another. A third step brought me within reach, and when he extended a hand to take a hold of it I just let him go at his own pace. After giving it a few slow strokes he looked up at me. "I've never touched a man before." "How is it?" I asked. He gave it a few more strokes before answering. "Nice." Lawrence started to lean in a little, so I stepped in closer and waited. He began by licking a tiny bead of precum from the tip and I watched his face as he deliberated on whether or not he liked the taste. When his expression didn't turn sour I stepped in a little closer and he began licking the head while he continued to stroke the shaft. His cock sucking was slow and tentative, but no less so than mine had been that day on the beach with Jessie. Soon he pulled back and took one last look at the meat jutting from my groin before taking the head in his mouth and beginning to lick and suck at the same time. I was enjoying the feeling and he was becoming bolder, taking more of me into his mouth when I heard something over my shoulder. I turned to see what it was and six men were standing there, naked and smiling. I shifted my body when I saw them and this pulled my cock out of Lawrence's mouth. When he saw our audience he immediately became red-faced and embarrassed. He began stammering out an apology and that he had to be somewhere. And in record time he disappeared from the room, leaving me hot and aching. The men who had gathered to watch the show chuckled at Lawrence's speedy departure and I turned to get a better look at them. I immediately noticed that two were black and one Hispanic, and the remaining three were white. All of them appeared to be in an either erect, or semi-erect state and while two of them wore anklets, one blue and the other a blue and a purple, the rest wore none, like me. "I don't know what straight guys get so freaked out about." one of them, a white guy with sandy blonde hair and a football player's physique, said. "What does he think clubs like this are for?" I saw that he was the one wearing the blue and purple anklets. "Don't be too harsh." I answered. "I was him a couple days ago." "Sorry to be a bunch of cock-blockers." One of the black men said. He was very dark skinned and had a voice like Barry White, and while he had only an average sized tool, but he was built like a tank. "It's alright." I said with a shrug. "No, it's not." Another of the white men spoke up. He had piercing blue eyes that held me in a piercing gaze. He was muscular, but not bulky and the most striking thing about him was that aside from brown eyebrows he didn't appear to have a single hair anywhere on his body. "Never let it be said that we don't help a guy get off in his hour of need. Right guys?" The others chuckled at this. So the hairless guy was the leader, I thought. "Well, care to join us, then?" I thought about it for a moment. This wasn't going to be some group fun where I mix it up with some guys in addition to the girls, or a romp with women who just happened to also have dicks. I was being invited into an all-out gay orgy. This would be the last step in my journey to the bi-side, if I wasn't there already. Why the fuck not, I thought. "Sure." I said, returning their smiles. From there we made with a few preliminary introductions. The big black side of beef was Andre. The slim, lighter skinned black man was Darren. He wore the blue anklet and sported an impressive ten inch tool as long as Jessie's though not quite as thick. The blonde guy was Greg and the Hispanic man's name was Pedro. The other white guy had short cropped black hair and some LGBT themed tattoos marking him for a guy with few sexual boundaries regardless of the lack of an anklet. His name was Terry. The last guy to introduce himself, the bald, smooth skinned leader of the group was called Vance. Where the others were relaxed or vaguely lecherous in their manner, Vance was intense and serious. Even when he smiled his eyes seemed to cut right to the core of me and made me feel as if he could hear my thoughts. "We were about to start up a little game we like to play." Vance announced. "It's called the meat train." Colorful name, I thought, trying not to laugh aloud. "Since you're the new guy you'll be the engine. That means you'll lie on your back and choose a guy to fuck you." We're off to a flying start, I thought. "Then the guy fucking you chooses a guy to fuck him, and so on. When the first guy cums, he becomes the new engine and the guy whose ass he came in becomes the caboose while everyone else keeps their place in the train." They were inventive. I had to give them that. "The game is over when there is only one guy left on the train that hasn't gotten off. He then becomes the boss and everyone else has to do what he says for the rest of the session." "Sounds like fun." I said in earnest. "Shall we?" The six of us went into the next room where there was a small table set up, the sort of thing you would have in a locker room for a player to sit or lie on while a trainer was looking over an injury. I sat up on the table and the others waited for me to choose a man. I looked over their faces and couldn't help but be drawn to those intense blue eyes. "Vance." I said. Darren opened a large cabinet attached to the wall and retrieved a large bottle of lube. Vance never took his eyes from mine as he took the bottle and rubbed a generous amount on his seven stiff inches. He then stepped forward, pushed me onto my back, lifted my leg with one hand and began rubbing his oily fingers into my asshole, lubing my rear passage up and stretching the muscles for the larger penetration to come. He then pulled out his fingers and lifted up my other leg until my knees were close to my chest. When his blunt helmet made contact with my vulnerable asshole a bolt of excitement shot through me. When he began applying pressure I concentrated on relaxing and he slid in with little trouble. I savored the feeling of being slowly filled up while the pressure on my prostate was beginning to make precum ooze from my throbbing hard-on. When all seven inches of Vance's cock were buried in my rectum he ground his hips against mine and smiled. "Good ass, Gary. Nice and smooth and warm and tight." "Your cock feels good inside it." I complimented him right back. Now that I was getting used to the... well... the ins and outs of gay sex I was really starting to enjoy myself. "Darren." Vance called over his shoulder. He didn't lack for courage, I thought as the massively endowed black man stepped forward, massaging the lube into his own member. Vance held still as Darren slid his hard ten incher into Vance's anus. Pedro was next, sliding his eight inches into Darren, whose own ass was filled with six inches of Greg's meat. Andre then shoved his own six inches into Greg with a grunt before taking Terry's seven incher up the ass. The movement was slow to start. Just a little in and out motion, maybe an inch or two so our asses would grow accustomed to their thick invaders. Soon the motion grew larger and faster and within a minute or two each of us was being deeply and smoothly fucked by the next man in line. I was really getting into the feeling of real meat pumping in and out of my electrified asshole. It was like every inner surface of my rectum was being massaged. The muscles and the flesh and the sensitive gland were all being caressed and warmed by the pleasurable friction of each inward and outward motion of his erect penis. The sensations were delicious and I didn't want them to stop, but after five or ten minutes I heard a groan and the motion of the whole group came to a halt. Pedro had been the first to cum. The whole train came apart and began to reassemble itself. I got up off of the table and Pedro took my place. I applied some lube to my tool and began to stuff it, inch after inch into his warmed up, but still nice and tight asshole. Then came Vance, sliding his dick back into my eager hole, followed by Greg, then Andre, then Terry. Terry groaned with the challenge of taking Darren's impressive slab of meat up his asshole. When we were all in position we began again and this time we established a smooth rhythm more quickly. The combination of Vance's cock drilling my deepest recesses and the new sensation of Pedro's tight asshole milking my cock like a warm sleeve of soft flesh was driving me wild and I thought that I'd soon be heading back to the front of the train. However, it was Greg who came next. With a grunt and a hard thrust he buried his tool in Vance's asshole and filled him with his hot jizz. When his climax passed we repeated the process of disconnecting the "train cars" and reassembling. Now the train went; Greg, Pedro, me, Andre, Terry Darren, Vance. Once I was back inside of Pedro I felt huge, powerful hands grip my hips as Andre stuffed his black rod into my asshole. The seemingly endless procession of cock being shoved up inside of me was like pure, distilled pleasure. All the build-up from Lawrence combined with the hot, horny excitement of the moment and I couldn't contain myself any longer. Less than two minutes into this round I almost shouted in ecstasy and unloaded in Pedro's sexy ass. I stroked his shoulders and chest as his ass milked the last drops out of my now satisfied cock and I once again took my place at the front of the train, this time with Greg penetrating me. His cock wasn't the biggest, but he was an expert at using it and managed to aim each thrust for maximum effect. Within five minutes I was hard again. Paradiso Ch. 18 It went on like that for nearly another half an hour, with both Pedro and I cumming twice. By the end of the game I had seen the genius of it. Everyone got to fuck almost everyone else. In the end, however it came down to the last two men, Andre and Vance. The contest was over when Andre roared as he spent himself inside of Terry, leaving Vance as the last man standing and in charge of the rest of us. I waited in anticipation to see what he would have in mind. The room smelled like sweat and anal sex and cum. Vance called for us to take a shower so we all went to the large shower room and washed ourselves clean. It wasn't until we left the locker room, walking by a set of office windows that I realized we had an audience. Several men and women stood watching our fun and games and some were actively pleasuring themselves and each other. I was beyond caring. It's not as if I would see any of these people again, and like Greg said, what is Paradiso for? We stepped into the hot showers and made sure to help each other wash off, paying special attention to each other's oily cocks and well-worn assholes. When we were all nice and clean we headed back into the locker room and Vance then stood in front of me, locking his raptor's glare on me. "So, you said that before this week you had never been with a man before." "That's right." I confessed. "So now that you're a little more experienced, which way do you think you lean?" I thought for a moment about my gay experiences thus far. Getting my cock sucked or fucking an asshole was just as good with a man as they had been with women, but there was something about having a cock in my mouth or asshole that crossed a line and made the whole experience more thrilling, like I was doing something forbidden, and I fucking loved it. "I like it all, really, but if I had to choose I guess I'd say I'm more of a bottom." "Good. Because I want you to suck every one of our cocks and let each of us fuck your ass." This scared me a little; a full-fledged gangbang with six horny men using my mouth and ass. I looked over their faces and then looked at their pricks. Some of them were already hard and stroking. I decided I would go for it. I looked back into Vance's eyes and nodded. Vance began by sitting me down on the bench and standing in front of me, my face level with his groin. Vance's cock was already semi-hard and when I took it into my mouth and began sucking the head like a warm, fleshy lollipop he soon stood at full attention. I caressed his thighs and fondled his balls as I tried coaxing the cum out of him. Every inch of his skin was hairless and smooth. Given all of the fucking he had done without cumming he didn't last long and a shiver ran through me as his cock expanded and I felt the ridge running up the length of the underside of his cock bulge as his load surged up his shaft. I swallowed as he unloaded and the sweet salty taste filled my mouth as the ecstasy washed over him. He took hold of my head and fucked his dick in and out a few more times to milk the last of his cum into my eager mouth before pulling out, bending over and kissing my lips, still warm from the friction of his cock. His lips, like the rest of him, were silky smooth and he used his tongue with energy and skill. He looked me in the eye as he pulled away and I was completely entranced by his sexual power. Vance stepped aside to let Pedro go next. He really was a handsome man, with that dark hair and olive complexion of a Latin stud. I knew from his lack of an anklet that he must have made a lot of women's fantasies come true. His stiff tool was larger than Vance's had been so I couldn't fit it all in my mouth, but Pedro didn't complain. Pedro had already cum twice so it took him a little while to cum this time but when he did he grabbed my hair and started moaning something in Spanish that I didn't understand right as the first squirts of hot jizz landed on my tongue. Like before I swallowed and enjoyed the mild, salty flavor. When Pedro stepped aside Andre was next. This bull of a man didn't have an enormous penis to match, but he was nonetheless intimidating. The whole time I sucked him off he kept calling me is little white bitch and that he was turning me out with his nigger cock. It was perverted and hot. Just before he was about to cum he pulled out of my mouth and began stroking until he shot his sticky load on my face. Before I could do anything else Terry stepped forward and began licking the sperm off of my face. He smiled and swallowed before leaning in for his own kiss, which I returned with fervor. I was now completely lost to the erotic throes of man sex. Terry then stood so he could stuff my mouth full with his own meat, but that's when Vance returned. I could see that he was hard and ready again and I knew that that meant. "How do you want it?" I asked. He smiled, but his eyes remained piercing, intense. "On your back." He ordered. Once I was lying back on the bench Pedro and Andre grabbed me by the ankles and pulled them up into the air in a V, pulling my ass off the bench and leaving me open and vulnerable for their enjoyment. Vance stepped up by my upturned ass cheeks and smiled as he once again massaged lube over his prick. I sighed in pleasure as he slid his gorgeous, erect penis back into my asshole. It felt wonderful to have this sexy man's organ back inside me. We locked eyes for a moment but this was interrupted when Terry resumed what he had started and began slipping his tool into my unoccupied mouth. Terry was energetic in his face fucking and came quickly, while Vance took his time and savored the pleasures of my asshole. I was almost done with the struggle that was sucking Darren off, when Vance finally came in my asshole, filling my bowels with liquid warmth. After that I lost track of time. The entire world shrank down to that one room and all of my attention was focused on the hard man meat being shoved in my holes and the loads of semen filling my ass and stomach. Neither my ass nor mouth was unoccupied for more than thirty seconds at a time. While two of them would be busy fucking me from either end the others would shower off or watch while jerking themselves or each other, and while each man took a turn in my asshole, I'm pretty sure a couple took more than one in my mouth. I certainly didn't mind, though. The last man to sodomize my tender asshole was Darren, with his ten impressive inches. It was a bit of a challenge, but not too much since he wasn't quite as thick as Jessie had been and my ass was very well broken in. Soon he came in me with a grunt, adding to the other loads sloshing around inside me and leaking from my used and abused anus. Once the train had reached its last stop Vance gently pulled me to my feet and once more pinned me with his stare. "Are you still willing to do whatever I say?" I nodded and he grabbed me by the back of the neck, pulling me in for a deep, savage kiss. Our tongues met and I'm not sure if it could be called dancing or wrestling. But when it was over Vance took me by the wrist into the shower room. He put me under the spray and washed all the cum and sweat from my body before ordering Greg to lie on his back on the floor. Greg's hard prick pointed to the ceiling and Vance positioned me over him, straddling his hips and facing his feet. Seeing where this was going I lowered myself down and took hold of his prick, aiming it at my loosened asshole and sitting down until my ass cheeks rested on his hips in reverse cowgirl position. I rode up and down on Greg's dick for a few minutes, angling my body so that each thrust made his cockhead rub against my prostate. Then I saw Vance walk away for a moment and then return with a bottle of lube. As he applied some to his stiff boner it slowly dawned on me what he was planning to do. I was a little intimidated at the thought of taking two dicks in my asshole at the same time, but I was so hot for these guys, especially Vance, that I was willing to try. Greg's legs were spread apart and mine were spread apart even farther. Vance knelt between them and slipped two fingers into my already filled asshole. The additional stretching wasn't too bad so he added a third and began wiggling them around. When Vance pulled his fingers out I braced myself. Greg ceased humping his dick up into my rectum and Vance wedged his own cock against Greg's invading member. It took a few minutes of poking and prodding before the tip finally slipped in. I gasped at the sudden intrusion, stretching my anus as wide as it had been by Leah, if not more so. The discomfort wasn't too bad, however, and Vance could see this so he stuffed in another couple inches. After a couple minutes of slow, steady pressure Vance was all the way inside, or at least as far inside as he could get with another cock already filling me up. My anus was stretched tight around their members and the smooth, warm assflesh held their oily pricks together in a tight embrace. The full feeling was incredible and the horny thrill of knowing that I was being double fucked by two men almost made me cum right there. When they started fucking their cocks in and out my prostate practically burst into flame from the relentless assault. My own rod was fully erect and leaking pre-cum like a broken faucet. They alternated strokes; for a while they would go in and out as one, then they would switch up and one would fuck in while the other pulled out. Each way brought its own friction, its own pleasurable sensations. Then Darren stepped forward and took my straining hard-on into his mouth while Pedro stepped up on the opposite side and fed me his own hot tool. Greg shot his load first and the fact that my rectal passage was stuffed full only made the feeling of his member jerking and swelling all the more erotic. I blew my own load in Darren's mouth not thirty seconds later. Greg was no longer fucking me but he left his still hard prick inside while Vance continued to use my willing hole. A few minutes later Pedro came in my mouth and I swallowed yet another load of semen. I had lost count of how many I'd already eaten. When he pulled away I saw that the remaining two guys were entertaining themselves. Terry had his hands up against a wall and Andre was fucking him up the ass while both watched me. Finally Vance grabbed my hips and buried his tool, next to Greg's, as far inside me as he could go and deposited one more load in the recesses of my stretched ass. By now I was completely exhausted. It was all I could do to stand on wobbly legs while the others held me under the shower and their hands caressed my body and their mouths and tongues pleasured my own well-used mouth. The erotic gay orgy was finally over and my whole body ached with satisfaction. As I dried off and prepared to leave I thought about how I would tell Sara of this little escapade and how disappointed she would be that she missed it. With that in mind I turned back to Vance. "I have an idea." I said, a slow smile spreading across my lips. Paradiso Ch. 19 Day 5 Continued As I walked back to the apartment I found myself smiling at the memory of what had just happened. I had never so much as touched a man before stepping foot on this island and I had just served as the centerpiece of a gay gangbang. Six hot, horny men had fucked the shit out of me. I had sucked their cocks and swallowed their loads and they had all taken turns in my ass culminating in a double anal fucking unlike anything I had ever experienced before. The more pleasure I had gotten from being with men the more used to the idea I was becoming and I felt a growing attraction toward them. In particular I kept thinking back to Vance. He had this intense sexual power and I wanted him as much as I had ever wanted any woman. He had fucked me so damned good and I wanted more. I chuckled to myself over this crazy turn of events as I headed through the door to our room. The apartment was empty and I looked to the clock. 2:30 pm. It was too late for lunch but my stomach was rumbling. I figured a snack would tide me over until dinner so I scrounged up some cereal and milk and sliced up a banana into it. After I finished I went to the bathroom and brushed my teeth. As I was brushing I heard the door open and figured it was Sara. Just as I was rinsing out my mouth I heard multiple female voices laughing. I smiled inwardly and strolled out into the living room to see what kind of entertainment Sara had brought home. There were two women sitting on the sofa and one across from them in an armchair. Sara was sitting on the couch and next to her was a ravishing Asian beauty with a deep tan and smooth, sultry features. She had a tight, toned little body and was gently caressing one of Sara's thighs. The woman in the armchair had a slightly gothic look to her. She had alabaster skin and raven black hair down past her shoulders with deep blue eyes. She had a soft, hourglass figure with huge, luscious breasts that were at least a single D if not a double, each one topped with pointed, candy pink nipples that practically begged to be sucked. Neither wore anklets. They turned to see me as I walked in and I was treated to three smiles; the familiar, happy one I was used to seeing from Sara, a cute, slightly shy one from the Asian, and one from the goth woman that said "I am going to eat you alive." "So this must be Gary." The goth woman said in an accent I took for Australian. "It must be." I replied before bending down to give Sara a quick kiss. "So who are your new friends?" I asked. "This is Katya." She said placing a hand not-so-innocently on the thigh of the lovely Asian woman next to her. "It is nice to meet you." Katya said in thickly accented English. Her accent sounded more eastern European than Asian. "And I'm Abby." said the other one, not waiting for Sara. She gave me a long look, down and back up, taking in every inch of me, like someone at the market looking over a potential purchase. "Did you have fun playing golf?" Sara asked. I smiled and nodded, but decided to hold back on the details. "I'll tell you all about it later. So what brings you lovely ladies by?" "A mutual love of ass fucking." Abby said matter-of-factly with a wicked grin on her face. I just blinked for a moment, not sure I heard what I heard, and then all four of us began laughing. This sort of talk had become par for the course here at Paradiso. "Would you care to elaborate on that a little bit?" I asked when I had finally caught my breath. Sara spoke up. "Well, this morning I went for a little fun on the beach with Beth and Todd." I can imagine the kind of fun Sara could have had with that sexy, incestuous brother and sister duo. "The three of us joined in with another group that was already going at it and Abby and Katya were part of the group. After we were done we went for a swim and Abby told us about a class she was going to." Abby picked up the story from there. "There are three couples, one gay, one straight, one lesbian, who work here and hold classes on sex. Today's class was about anal sex. It was great. They taught beginner techniques first and then worked their way to more advanced stuff. When the lesson was over everyone had to have anal sex, both top and bottom. They had enough strap-on dildos for all the women." "So tell me more about this grand finale." I said, slipping into an empty chair. I could already feel myself stiffening. Sara picked up the story. "First, I got fucked by a guy I met at the class named Steven. He wasn't very big in the cock department but he had the stamina of a racehorse. Then I strapped one on and did little Katya here while she was shoving her own strap-on up some lucky boy's asshole." Then Abby interjected. "Meanwhile I was fucking one of the lesbian instructors, this hot, curvy read-head with freckles all over. Then some black dude with a solid nine inches got to plow my back door." I was growing bigger and stiffer by the minute and, since it was pointless to hide it here I didn't even bother trying. That wolfish grin flashed across Abby's face again as Sara continued. "The whole thing culminated when one of the instructors asked for a volunteer to practice an advanced technique. I raised my hand so he laid down on his back and I straddled him cowgirl style. Then he pulled me forward and the other lesbian instructor, a teeny little blonde used her fingers to stretch my ass out even more. Then she took her strap-on and the two of them double fucked my ass!" Sara had such a look of pride on her face, like she had just climbed Mount Everest. Little did she know that I had almost that exact same experience myself just a little while ago, when two horny studs had stuffed their big dicks into my ass and filled me with their cream. I thought about telling her, but decided I'd surprise her later. "So Gary," Abby said. "We hear you're quite the fan of anal yourself. Are you interested?" "Interested in what?" I knew what she meant and she could see from my raging hard-on that I knew, but I wanted to hear her say it. Rather than speak, she reached down beside the chair and pulled a duffel bag into her lap. She unzipped it and pulled out a pair of strap-on dongs; a stiff black nine inch one with smooth sides, and a rubbery, ten inch flesh colored one ridged with veins. I returned Abby's knowing smile and I heard Sara and Katya both giggle like little girls. "I can't tell you how great it has been here on Paradiso." Abby exclaimed. "I've dated both men and women back home and eventually all of them get scared away because they can't keep up with me sexually. It's not that they can't, really. It's that they're too uptight. I think deep down everyone wants to do kinky shit but most of them can't bring themselves to admit it." "Well," I replied "I'm ready for whatever you ladies have in mind." With that the four of us headed for the bedroom. No sooner had we arrived than Abby pushed Sara down on the bed. "I want to watch you fuck her asshole, Gary." So she had a bit of domme and a bit of voyeur in her, I thought. I was only too happy to oblige. I went to the night stand and retrieved a bottle of lube and proceeded to grease up my shaft. I thought back to the way Leah, the beautiful t-girl had put on such an amazing show the day before. So I decided to follow her lead and made a show of slowly stroking up and down my length, working the lube into the skin while thrusting my hips in and out. The ladies seemed to enjoy my performance. Once my cock was nice and slippery I pushed Sara's legs back toward her chest. She grabbed her own legs behind the knees and I took a second to admire the view. Right there before me was my beautiful girl in all her nude, sexual glory; her pussy and ass just ripe for the taking. I can't tell you how many countless moments of passion and pleasure I had found there. It was a treasure trove of sex. I took two fingers and gently worked them into her asshole, spreading the lube all around her tight little pucker. Sara had always loved anal and had never been shy about it. Her enthusiasm for it was what had encouraged me to try it with her and she had shown me the hot thrills I could get from my asshole with her dildos and vibrators. As I stretched and lubed her rear passage I lowered my face to her smooth pussy and gave her clit some oral stimulation that made her purr like a kitten. When the both of us were all lubed up and ready I looked over to see Abby and Katya making out. Katya was on her back being ravished by the larger woman. Abby ate Katya's mouth and was groping her small titties, but still kept an eye on the two of us. I lined my head up with Sara's perfect little wrinkled orifice and slowly pushed inward. Sara sighed in pleasure as the head of my cock, then inch after inch of the shaft were enveloped by warmth and the sensitive stiffness was massaged by the smooth, soft walls of her rectum. Silky friction caressed every sensitive inch of my cock as it slid in and out of my beautiful Sara's tight asshole. I looked down at my girlfriend and drank in the sight of her in all her artful nudity; her firm breasts with their stiff little pink nipples, her sexy, smooth pussy, her thick, dark hair tumbling about that beautiful face, flushed with passion, and her wonderful, tight anus gripping my cock. I began pumping in and out slowly, drawing out the pleasure as much as I could. After a few minutes my eye was drawn by motion off to the side of the bed and I looked over to see Katya still lying on her back, idly fingering her pussy. Abby stood over her and was fitting to herself one of the most elaborate strap-on dildo harnesses I had ever seen. The inside of the harness had two small latex cocks pointing inward that Abby was inserting into her vagina and anus. From the front protruded a nine inch black latex phallus and from the side of the harness ran a short cord connected to some sort of remote control, so at the very least this contraption had vibration functions. In the past Sara and I had used all sorts of toys on one another and I knew I was in for a fun ride. When Abby stood on the bed, straddling Sara, I stopped my humping for a moment and the Australian vixen took a moment to explain some of the features of the toy extending outward from her groin. "This little beauty," she explained, stroking it slowly with her fingers "is my very favorite toy. It has a vibrator in each of the plugs, one in my ass and one in my pussy. It has another in the cock that I'm about to shove up your little man pussy." Abby's accent combined with the confident air of a domme in complete control was making me even hotter. "It also has a rotating head so that I can put even more pressure on your prostate while I fuck the shit out of you." She took hold of my chin and bent over until our eyes were just inches apart. "Does that sound good to you?" "Yes," I said with a nod, affecting my sub persona "please fuck me." "Well, since you asked nicely..." Abby's voice trailed off but she hopped off of the bed and took her place behind me. I bent over, sinking the last inch of my cock into Sara's tight ass. I looked at my girlfriend and she was grinning ear to hear. A moment later I felt fingers coated in cool, slippery lube probing at my sensitive rear passage, pushing at the tight opening until the muscles yielded. I sighed in pleasure as my asshole spread apart to allow Abby's fingers to slip inside. One inch after another slid up inside of me. When she was in as far as she could go, Abby began to twist and wiggle her fingers, stimulating the sensitive flesh and coating my insides with lube to prepare me for the larger penetration that was to come. After a few moments of Abby's finger fucking I felt her withdraw from my ass and a moment later there was something large and smooth where they had just been. She pressed the head of her contraption to my prepared hole and with minimal pressure it slid inside. Thanks to the ample lubrication and the smooth texture of the probe, it slid in easily. Abby applied steady pressure and before long I felt her dildo filling up my rear passage and her thighs pressing against my own. Abby didn't give me any time to grow accustomed to the intruder in my anus, but the lube and the last few days of practice allowed me to endure her insistent penetration with a minimum of discomfort. She quickly established a steady in and out rhythm. I soon matched her motion with my own and as her cock slid in and out of my ass, mine resumed its fucking of Sara's. The combination of Sara's warm, smooth ass flesh caressing my cock and the thick strap-on dildo plumbing the depths of my bowels reminded me of the hot game I had played earlier with the guys at the golf course locker room. If not for the fact that I had already climaxed several times today I would have popped already. Suddenly Abby buried herself in my ass and leaned all her weight on my back, pinning me on top of Sara. "I think it's time to take things to the next level." Abby declared. I heard some clicking from behind me as she operated the controls on her dildo, then I felt a low, thrumming vibration deep inside me that sent little shockwaves through my whole body. It was a slow, steady vibration and from how her breathing was speeding up I surmised that the probes buried in Abby's cunt and ass were vibrating as well. Abby slowly rotated her hips and made short little thrusts that caused the vibrating probe buried in my rectum to put greater pressure on my prostate and the vibrations sent a spasm of pleasure rolling from my center out through my limbs until it reached the tips of my fingers and toes. After a minute she began lengthening her thrusts with each one hitting that magic spot and sending a jolt through my whole body. Sara saw how wild this was driving me and began squeezing her anal muscles in time with Abby's thrusts, which were driving my own cock in and out of Sara's ass. Sara pulled my face in for a kiss and immediately began fucking my mouth with her tongue as she milked my penis with her ass. My attention was drawn back to the huge tool in my backdoor when Abby changed the vibration, speeding it up and changing it to a series of pulses. We went on like this for a time. It was all I could do to put off my orgasm, sandwiched between these two beautiful ladies, with all my most sensitive places being stimulated to the max. When Abby increased the strength of the vibrations and added the rotation function, putting even greater pressure on my prostate I couldn't take any more. I grasped Sara and held on for dear life as my whole body bucked and shuddered in bliss as the cum flowed like a river up through my cock and exploded like a geyser into Sara's warm, inviting ass. Mercifully, Abby took the cue and slowed the vibrations down and finally stopped them, as well as the rotation. We disengaged ourselves from one another and when I rolled onto my back I saw where Katya had been this whole time. She wore a lifelike black cock, thick and veiny and glistening with lube, in a harness around her waist. She must have been fucking Abby's asshole as Abby had been pounding away in mine. The air in the room was thick with the musk of sweat and anal sex. When I felt enough strength return to my limbs I announced that I was going for a shower. I didn't see anyone follow me, but by the time I stepped under the spray the ladies had begun to file into the bathroom. They brought the used toys with them and after washing each other they washed the dildos clean. When all the sweat and funk was washed away we headed back to the bedroom and returned to the bed. I lay back against some pillows, still too spent to do anything. The three ladies all cuddled up next to one another and took turns kissing as hands fondled breasts and buttocks. It was a beautiful sight. After five minutes Abby stood up from the bed and got her duffel bag. She reached inside and pulled out two dildos; one was an eight inch rubbery lifelike dong and the other was a bright orange probe with a tip that curved upward. She handed the second one to Sara and all three ladies smiled as one. Sara and Abby pulled on their harnesses and cinched up the straps until their fake cocks stuck out from them as though they were real erections. Katya scooted back on the bed to make room for Abby who lay down on her back. The Asiatic vixen positioned herself in reverse cowgirl and Sara held the dong in place as Katya placed the tip at her rear entrance and then sank down, taking one inch after another. She purred like a kitten and rotated her hips as the dildo bottomed out in her ass. Sara then knelt between Katya's spread legs and positioned her own dildo at Katya's pussy. The slim Asian beauty moaned and arched her back as Sara's strap-on tool slid sensuously into her waiting snatch. Watching the two ladies drive their cocks slowly, then faster and faster, into this beautiful young woman's willing holes was bringing life back to my own cock. After fifteen minutes and at least two orgasms from Katya I was fully aroused and ready to get back into the action. I gently touched Sara's shoulder to get her attention and when she looked over at me and saw my raging hard-on she just smiled and moved aside without me having to say a word. I watched with delight as the thick dildo slowly withdrew from her vagina, inch by inch, glistening with her natural wetness. Finally the orange probe slid out and I had a clear path to Katya's gorgeous pussy. It was shaved smooth with tiny little lips, giving the appearance of someone much younger, and yet those lips still gaped, red and wet, from being worked over by Sara just a moment before. I knelt between her splayed legs and took in the sight as Abby's big rubbery cock slid in and out of Katya's stretched asshole. I savored the sight as well as the warmth radiating off of Katya's little body as I positioned myself to slide inside. The first two inches of my rod slid in easily with all of her natural lubrication. Each additional inch encountered a tighter and tighter passage until, by the end it was like fucking a virgin or the tiny little punk girl I had fucked at the spa. I stopped with my hips pressed to hers to give her a moment to grow accustomed to my width. She slid her arms around my neck and pulled me in until my lips met hers. I felt her tiny little tongue push into my mouth and flutter and tease my own. For a couple minutes we just made out while letting our hands roam over each other's bodies. Then I slowly withdrew until just a couple inches of my erection remained in her tight little love nest, then I began pushing back into Katya and established a nice, easy pace. All the while I could feel Abby's big strap-on saw in and out of her ass through the thin layer of flesh that separated her fake cock from my real one. I was starting to get a quicker rhythm going when Sara's hand on my back stopped me. I felt her other hand begin to pull apart my ass cheeks and I knew she was about to use her strap-on again. Bring it on, I thought. I enjoyed the feeling of the toy as it spread my asshole open yet again. I had lost count of the number of times my asshole had been fucked today. By the time she bottomed out inside of me it was obvious that Sara had rotated the toy so that the curved tip pas pointing down and that at about two thirds penetration it was pressing right on my prostate. Just as it had been with the guys in the locker room at the golf course, we established a slow, tentative pace, just an inch or two in and out to give us all time to get used to it. With each inward and outward thrust my cock was pleasured by this velvet vice while Sara's strap-on toy sent lightning bolts through my groin each time its tip glided over my sensitive gland. Paradiso Ch. 19 Katya pulled me back in for another kiss and the four of us just became a writhing mass of sweaty, horny flesh with a few added plastic parts. I had a hard time distinguishing whose moans were whose, but I'm sure that Katya came once because her arms pulled me in tight and her pussy muscles clenched and spasmed. A minute later Sara switched up her fucking style from slow and sensual to energetic. She put her hands on my shoulders to steady herself and began pounding my ass like a jackhammer. It was almost as powerful a sensation as when Abby's vibrating, rotating toy was going at full steam inside my rectum. The combination of this and Katya's snug little pussy was all I needed to put me over the edge. I half moaned, half wailed as I left a warm, wet load of cum deep inside Katya's beautiful cunt. We all sort of fell on each other then, panting and sweating and unable to move. My cock stayed locked inside of Katya while Sara's stayed in me. Finally, one by one, we disentangled ourselves. I stopped only to get one more of those sexy, teasing kisses from little Katya before pulling my softening member from inside her. When the four of us had recovered our strength we headed once more to the shower to wash ourselves and the toys we had all enjoyed. Abby and Katya gave us their room numbers before taking their leave and offered, sincerely, to meet up with us again for some more fun. I hoped we would have the time. "So how about we order some dinner?" I suggested when the other two ladies were gone. "Sounds great." "Chinese?" I asked. "Perfect." Twenty minutes later a perky, nude Chinese girl with a midnight black bush and an equally black anklet delivered our dinner. I smiled at the savory smells as we dished out sweet and sour chicken with vegetable lo mein and pork eggrolls. "So tell me about your morning." Sara said after her first mouthful. "How was the golfing?" I gave her a sideways smile. Paradiso Ch. 20 Day 5 Continued As we sat and ate I recounted the story of golfing that morning. It was an ordinary, mundane dinner conversation and aside from the fact that we were naked it was no different from a thousand other times we had spoken about our day over dinner. I wanted to draw out the moment so I filled in lots of details about the game; slicing on the third hole, getting stuck in the sand on the fifth, making a long putt on the sixth. The meal was almost over by the time I described sucking my partner's cock in the locker room. I delighted in how Sara's expression went from surprised to amused to wicked then shocked and finally flabbergasted when I described how I had fallen into an all-male orgy in that locker room. I thought she might faint by the time I got to the grand finale where Greg and Vance double fucked my ass while Darren sucked my cock and I sucked Pedro's all at the same time. Sara gave me a crooked smile. "I knew I would get you to try gay sex when we came here but I didn't know you'd develop such a taste for it." She said breathlessly. "Jealous?" I teased. "Are you jealous when you watch me fuck other women?" "I'm actually horny as hell when I watch you fuck other women, babe." I replied honestly. "To be honest I am a little jealous that I didn't get to watch." To that I shot her a wicked grin of my own. "What's that smile supposed to mean?" Sara asked with a raised eyebrow. "I thought you might feel that way so I made two calls when I ordered dinner. A few of the guys from the golf course are coming over and I thought I might give an encore." Sara sucked in her breath and her eyes went wide. I announced that I was going to brush my teeth and she followed me silently. The two of us stood at the bathroom sink and proceeded to freshen up, but I couldn't help but notice how she kept looking at me. I have never been a prude. I have always considered myself sexually adventurous and willing to push boundaries. My motto is "Don't knock it until you try it twice" because you should always be willing to try something once, and even if you don't really like it you should try it again because anyone can have one bad experience. But this was a look I had never seen on Sara's face before. Sara had always been at least as wild as me, if not more so. I was always the one who was surprised at how kinky she could get. This may have been the first time since we'd met that I had surprised her. For a while I had known she wanted to include other men in our sex life with the eventual goal of getting me to explore my bisexual side. Now that I was to that point I was taking to it with a fervor that surprised her. Frankly it surprised me, too. I'd had no idea that sex with men could be such a turn-on and now that I knew I decided to embrace it. Shortly after we had finished brushing and flossing the doorbell rang. I heard Sara suck in another breath. I looked down at her chest and her nipples were like two little pencil erasers. She was so aroused in anticipation of what she was about to see. I could feel my own cock stirring with the knowledge of what was about to happen. We strode to the door together and opened it to find Vance, Pedro and Greg; the latter two smiling brightly, but Vance looked right into my eyes with his usual intensity and I could feel myself melt a little in the heat of his gaze. I invited them inside and made with the introductions. I explained to the three striking gentlemen that I was hoping to put on a repeat performance of what had happened earlier that day for my girlfriend, who had long wanted to see me indulge in some man to man sex. "That sounds great." Greg agreed. "How about we have some drinks first?" For the next half hour we sipped rum and cokes and talked about, what else, sex. Vance, it turned out, was a mid-level executive of the holding company which owned the resort, so he got to live here for a month out of every year as a fringe benefit. Pedro and Greg were both first time visitors and were here with their significant others', a girlfriend, Andrea, for Pedro and a boyfriend, Lucas, for Greg. "You should have invited him." Sara said to Greg. "No, he's actually occupied right now." he replied. "He met up with this amazing transsexual woman earlier; this tall, blonde bombshell with a big tattoo on her back and a giant tool between her legs." "Jessie!" Sara and I shouted at once. "You know her." Greg said with a smile. "Yes." I said. "She's the one who actually broke me in, if you take my meaning." Smiles broke out all over the room. "Your boyfriend is in for a ride. She fucked my ass for an hour, easy. She would just cum, then put me in another position without taking out her cock than fuck me until she came again, then do it all again. She came in me three times without ever stopping to rest or even pulling her cock out of my ass." "Shit." Pedro spat out. "After they're done, I think Lucas is going to have to introduce me." We all had a good laugh but when it died down the whole atmosphere of the room shifted. The sexual tension had been slowly, almost imperceptibly rising, but now it was peaking and all of us knew we were ready to take it to the next step. Vance stood up and was already sporting an impressive erection. I remembered how much pleasure I had gotten from that beautiful tool pumping in and out of my mouth and ass. He silently strode toward the bedroom, stopping only to look over his shoulder and say a word. "Coming?" Sara and I exchanged looks. I had told her how dominant Vance was. She and I followed behind him and Greg and Pedro followed us. When we arrived in the bedroom Vance turned around and looked me square in the eye with that predator's gaze of his. I seemed to know what he wanted without having to hear it so I walked up to him until I was within reach. He took me by the back of the head and pulled me in for a kiss. He was firm, dominant, but not rough. His tongue massaged mine and I returned the gesture eagerly. I felt his hands stroking my body and I did the same to him, enjoying the feel of his smooth skin under my fingers. When we broke the kiss I looked to the others. Pedro and Greg were sitting side by side on the bed tugging each other's hard-ons and Sara stood in the middle of the room watching all the hot gay action going on in front of her, her legs spread while she fingered her clit. When Vance pulled back he looked in my eyes and smiled wickedly. "Wanna make a bet?" "What kind of bet?" "We sixty-nine each other." Well, I thought, at least we aren't beating around the bush. "The first man to cum is bottom." From our activities earlier today I knew that Vance had amazing orgasm control, outlasting me and all the other guys who participated in our locker room orgy. He also knew that I leaned toward being a bottom when with other men, so the prospect of 'losing' that bet wasn't likely to deter me. I returned his lusty smile and nodded. I looked back to see Greg on his knees stroking Pedro's cock while licking and sucking his balls. Sara, meanwhile, was fucking her pussy with two fingers while pinching her nipple with the other hand. Her eyes were wide at the sight of all this male flesh. Vance and I laid down on the bed and we positioned ourselves on our sides rather than with one of us on top, so we could give Sara a better view of the goings on. Instead of just jumping on my cock and starting to blow me, Vance began slowly, stroking my length with his hand while licking around my groin and scrotum. He took one sensitive ball into his mouth and swirled around it with his tongue. I followed his lead and massaged his balls with my hand while letting my tongue glide around the base of his shaft. The skin was smooth as a baby's and felt great under my tongue. When I judged him to be ready, I took Vance's seven sexy inches of hard meat into my mouth and began lavishing it with my lips and tongue. He soon did the same to me. For a while I just closed my eyes and lost myself in the sensations of a warm mouth engulfing my cock while my own mouth pleasured Vance's sexy erection. When I heard faint smacking noises from the other side of the bed I took a momentary break from sucking off Vance to see what the others were up to. Sara was reclining against the headboard with Greg enthusiastically eating her pussy while Pedro sawed his column of meat in and out of Greg's ass. The sight excited me and I returned to blowing Vance with even greater vigor. I let my hands wander over his flanks and thighs, every inch of him smooth. I soon felt fingers at my anus. They circled around the wrinkled orifice and then one pressed inward, followed by another a minute later and a third soon after that. The fingers twisted inside me and curled until the fingertips made contact with my prostate. All the day's activities hadn't done anything to deaden my senses there and just a few more minutes of simultaneous oral and anal stimulation had me pumping my sperm into Vance's hot mouth. He swallowed the load without missing a beat and as I began to pull my face off of his cock to congratulate him for winning the bet, he pushed it back down. "Don't stop now." He commanded. "I want to cum once so that I can fuck you for a good, long time." A chill ran up and down my spine at that and if my mouth hadn't been stuffed full of cock I probably would have responded; "Is that a promise?" I picked up the pace of my blowjob and Vance's hands roamed over my body, stopping at my nipples to give them a pinch. A few minutes later I felt the spongy head of his dick swell up and he thrust deep into my mouth as a load of cum surged out of him. I sputtered a little at the salty liquid hitting the back of my throat, but I managed to swallow it all without spilling any. After that Vance spun around so that we were face to face and he pulled my by the back of the head into a deep, savage kiss; our tongues still tasting of one another's semen. When he broke the kiss we lay back on the bed and continued to watch the show. Sara came first and then Pedro, groaning as he left a load deep in Greg's bowels. For the next few minutes we all just lay there, catching our breaths. The first one to stir was Pedro who announced he was going for a shower. As he climbed off of the bed he stopped to tweak Sara's nipple. My girlfriend saw the gesture for the invitation that it was and soon followed the Latino stud. A minute later Greg followed them and then Vance and I looked at each other and without a word we headed that way ourselves. Soon the five of us stood under the hot spray, letting it rinse us clean of the residue of sweat and sex. I knew that what had already happened was just the prelude. Vance had every intention of fucking me in the ass and I not only wanted it just for Sara's pleasure, but for my own. A whole new avenue of sexual expression and pleasure had been opened up to me in gay sex, and I was hungry for more. As we washed each other off, feeling up our bodies and becoming aroused once more, I felt Vance's fingers at my anus; stroking and rubbing and finally pressing two fingers up inside and stroking them in and out. I felt my cock stiffen at the moment his fingertips made contact with my prostate. Suddenly Vance pulled out gave me this look that said "My cock is going in there next." When we all dried off we exited the bathroom but before turning to the bedroom Vance stopped. "How about we take this outside?" I looked out the window and the sun was just beginning to set. I had enjoyed the added thrill of sex in public, so I looked to Sara and nodded. When she nodded back I returned my gaze to Vance. "Let's do it." Vance led the way with Sara and I, hand in hand behind him and Pedro and Greg behind us. We passed several other couples and small groups sucking and fucking along the way, but kept going until we reached a spot that Vance seemed to like. It was a busy intersection with dozens of people passing by every couple of minutes. I understood what Vance wanted. He chose a busy spot because he wanted a large audience to show off his conquest. He wanted as many people as possible to see me give my ass up to him. He laid his hands on my shoulders and, without a word, gently but firmly pushed me to my knees. His cock was already semi-hard and I wasted no time in taking the warm flesh into my mouth. Since the first time I had taken Jessie's hard cock in my mouth that day on the beach I had grown to like it more and more. I made full use of both my lips and tongue to tease and coax Vance's throbbing member, but not long after he was back to full hardness he pushed my head away and looked down into my eyes. Without pulling away his gaze he reached out with his left hand and Pedro handed him a bottle of lube that he must have brought along from our place without my noticing. Vance handed the bottle to me and stood motionless, silent, staring into my eyes. I was hypnotized by his sexual power, his raw, animal intensity. I squeezed some lube into my palm and spread it over his erect penis. I massaged it in slowly, making sure to coat every inch. Then I reached behind and worked some into my asshole, preparing myself for the fucking that was to come. The cool, soft grass was like a cushion under my back as I lay down and Vance's hands pushed my knees back until they came close to touching my chest. He took his eyes away from mine just long enough to line up his blunt cockhead with my waiting anus. Vance looked back into my eyes and a heartbeat later I felt him push inside of me. I sighed in pleasure as the thick, sexy organ penetrated my asshole and filled me up, one inch after another. When Vance's hips finally pressed up against my ass cheeks he released my knees and put his hands down on the ground to either side of my head, bringing his face just inches from my own. I reached up and wrapped my arms around his neck and at the same time I wrapped my legs around his waist, pulling him in for a passionate kiss. I don't know how long we remained like that. The world just shrank down to the two of us; his tongue in my mouth and mine in his, his cock stroking my tender anal walls, my own hard cock pressed between our stomachs, leaking pre-cum, the heat of his flesh pressed tight to mine and the sexy thrill of taking every inch of him in my ass. I suddenly thought back to my college days and wondered what my fraternity brothers and friends from back then would say if they saw me like this, lying on my back, naked in public, with a man pumping his cock in and out of my rectum. What would they have called me? Faggot? Queer? Cocksucker? Sissy slut? Gay boy? I simultaneously felt shame and wonder at that; shame that my own viewpoint was once that narrow, and wonder that I could have my own horizons broadened so much in so short a time. Now all that seemed to matter were the feelings of pleasure and passion that were overwhelming me. All other sensations, the footsteps of the passers-by, Sara's moans as she watched us and was being pleasured by herself or someone else, I didn't know, the smacking sound of flesh on flesh as Greg and Pedro were doubtlessly fucking again, it all faded to background noise as Vance fucked... no, made love to me. After a while of this Vance's muscles tightened and he moaned into my mouth as I felt his cock swell deep in my bowels and a warmth began to fill me as his cum flowed into my ass. It was a beautiful, sexy feeling every bit as gratifying as having made a woman cum. When the orgasmic ecstasy finally passed, Vance pulled away and I finally saw the scene around me. Over a dozen people had gathered around us and several more had joined in. Sara had watched the whole scene between Vance and me from her hands and knees while she was being fucked doggy-style by a tanned, blonde, surfer-dude looking guy. Her eyes were glassy with lust as she smiled at me. Greg and Pedro had been joined by two other men and a woman, with the woman, a buxom brunette, in front sucking off one of the new guys, a slim, lithe, youthful blonde with a blue anklet, while Pedro fucked his ass. Greg, in turn fucked Pedro while the other new guy, a fit black man with no anklet, plowed Pedro's asshole. I turned back to Vance and the two of us made out for a minute with his cock still buried inside me, before finally pulling apart. By the time we did Sara and her new partner had finished, so the four of us watched the others suck and fuck for a time. When they finally pulled apart it was clear that not all of them had cum. Greg, for instance, was still rock hard and looked at me lustily. When I looked once again to Vance I saw his cock rising and I knew that meant that I was about to repeat the grand finale from the day before. I stood up as Vance laid down on his back, right where I had been lying, and straddled his hips. Back in the locker room at the golf course I had ridden Greg reverse cowgirl style to begin. This time, I wanted to look Vance in the eyes while he fucked me. So when our eyes met again I slowly knelt down until I felt his cock press between my ass cheeks. Then I reached behind and guided his cock back into my asshole. His thick, warm rod slid in as though that's exactly where it belonged. Vance got in a few slow, pleasurable thrusts before Greg stepped up behind me and once again Vance pulled me in for a kiss. As our bodies pressed together and Vance's tongue caressed and massaged my own, I felt Greg's cock poke and prod at my rear entrance. It took a minute of this until finally, with one last push, Greg's swollen head pushed past the tight ring of muscle and once again I had two men's cocks buried in my asshole. I became just the slightest bit red when a smattering of applause broke out amongst the spectators. I moaned out in a combination of pleasure and pain. It wasn't sharp, searing pain, but the dull ache of a muscle being stretched beyond what it is used to. Greg went slowly, only sliding more of his hard meat up inside of me when he judged I was ready for it. I looked over to Sara and she watched intently. She reached behind herself and was sliding one finger in her pussy and another into her ass. When both men had as much of their cocks as they could manage stuffed up inside my asshole, they began a slow, easy in and out motion. Once again I was amazed by the intensity of sensation as my anal muscle, stretched tight as a rubber band, held these two large, lubed up cocks together as they penetrated and stimulated all my most sensitive places. My cock drooled pre-cum and I thought, as had been the case with Jessie, that I might cum just from the sensation of being fucked up the ass. All of a sudden I got that feeling that someone was nearby and when I looked up I could see the young guy that Greg had been fucking earlier. He stood before me with a straining six inch hard-on in his hand. I reached out and replaced his hand with my own, giving it a few stroked before pulling him in closer. Just before taking it in my mouth I saw traces of lipstick on it where the curvy brunette had been sucking it. Then there were three dicks inside me; two up my asshole and one in my mouth. I felt so exposed out there in the open, where anyone walking by could see, like a little gay cockslut. I had never been one of those macho-men, obsessed with flaunting my masculinity, but this was something I had never envisioned myself doing, letting myself be made into a fuck-toy for three horny men at the same time. The taste of salty pre-cum filled my mouth and the horny sensation of my rear passage stuffed full, hard cock-flesh stroking my sensitive anal walls and my prostate getting this incredible, vigorous massage made every nerve ending in my body feel like it was on fire. Suddenly I could feel one of the cocks filling my asshole begin to pulse and swell and another load of semen surged into me. That was all I could take. Without having been touched my own cock began to leap and shoot cum between my stomach and Vance's. The pleasure washing over me made me suck and lick the penis in my mouth all the harder and soon he came as well. I gulped down his cum as fast as his cock shot it, and soon he pulled out his satisfied dick and I was able to see my surroundings again. Paradiso Ch. 20 Vance was still humping his cock up into my ass so it must have been Greg who came. He didn't take his cock out, though, so my insides were still getting a hell of a massage. The crowd watching us had grown larger, now with a lot of men and women openly stroking themselves to the show that we were putting on. Sara, meanwhile, was being fucked in the ass by Pedro, reverse cowgirl style, while she fingered her own clit. I was watching this when another man from the crowd stepped in front of me and blocked my view. He was Italian, maybe, with an olive tan and dark hair. His lack of an anklet and hard seven inches told me all that I needed to know. I was soon sucking away on his penis while he gently thrust it in and out of my mouth. A few minutes later both he and Vance came at almost the same moment, filling me with hot cum from both ends. Greg finally slid his softening member from my stretched asshole and helped lift me back to my feet. As before my legs were a bit wobbly but I was fully satisfied. I thought that the show was over, but soon realized that this little play had a third act. I felt a hand on my shoulder and turned to see the surfer dude who had been fucking Sara earlier. "My name's Dave." He announced with a pearl-toothed smile. "You look like you've got a good ass there, guy. You mind if I take a ride?" I took one look down at his seven inch cock, standing at full attention. My ass was a little sore, but I was still enjoying myself. "OK." I agreed. His smile broadened and he took me by the wrist to a picnic bench a dozen paces away. I leaned over the tabletop with one knee propped on the bench and Dave positioned himself behind me. Both his cock and my ass were already well lubed, so when he pressed my buttocks together and slid his dick up and down in the cleft of my ass it slid over my skin smoothly. For about a minute he fucked me between the ass cheeks like I had fucked Maggie, the busty older Englishwoman, between the tits just a few days ago. Then he pulled my buttocks apart and positioned the head at my opening. I had gotten quite the stretching from Gary and Vance, so there was next to no resistance as he pushed the head inside. A few moments later his whole length was tucked away inside me. My ass was tender but I did my best to squeeze him with my muscles to make up for how I had been loosened. Judging by how his breath quickened he was having a fine time. I saw motion out of the corner of my eye and when I turned my head left saw another man, a slim redhead with pale skin take up the exact same position as me while his partner, a muscular black man with a shaved head and an impressive tool began to fuck the smaller man in long, smooth strokes. I felt a tap on my shoulder and when I turned back to the right a new man with dark brown hair and a scruff of beard sat down on the tabletop right next to me. One look at his hard-on was all I needed. I lifted my hand to let him scoot over and immediately began trying to coax the cum out of him with my mouth. I had crossed a line with my sexuality. I had found a new side to myself and was now fully into the pleasures of man to man sex. It was as if I had given out a silent invitation to every man in Paradiso. I was ready to take any cock. To know that I was an object of desire, for both women and also so many men made me feel both slutty and proud at the same time. Women and men wanted me, wanted the pleasure my body could give them, and I was willing to let them have me for the pleasure I got from them. It was all so fucking erotic. The man in my ass, Dave, came first and I shuddered as I felt his seed rush into me. I continued sucking away on the other guy, I didn't even know his name, while Dave slid his member out of my well used asshole and before I could do anything else another guy stepped up behind and just slid his noticeably larger cock where Dave's had been. I was beyond caring, lost in a haze of sexual pleasure. The guy in my mouth began bucking his hips, driving his cock further into my mouth almost to the point where I would gag, but soon he gave one last thrust and my mouth was filled with another warm, salty load. He grabbed me by the head before I could swallow and pulled me for a kiss. His face was bristly with stubble, which I didn't so much care for, but his tongue was soft and he used it expertly as he sucked his own semen from my mouth and swallowed it down without ever breaking the kiss. When he finally did pull away he grinned at me and without a word he winked, gave me a playful smack on the ass and walked away. I took the opportunity to look behind me and saw that the man fucking me was Pedro. He had finished with Sara, apparently. Shortly after I finished sucking off the last guy, Pedro pulled out of my ass, sat down on the bench and positioned me to sit on his cock reverse cowgirl. My own cock was hard again and straining for release as I felt Pedro's thick tool slide up into my now well-used rectum. I looked around to see where Sara was and found her on the ground with another woman's head between her pretty legs. Her eyes were fixed on me as I gave her the gay sex show she had always wanted. A moment later my view of Sara was cut off by Vance, who stepped between us. He was hard again and looking at me with that intensity that left no doubt about what he wanted. My asshole had been stretched and worked over all day, but this would be a challenge. The biggest stretching I had ever gotten was from Leah, the magnificent t-girl, and the two double fuckings I had gotten so far. But Pedro's dick was a big one, and his and Vance's combined would be the biggest challenge yet. Vance locked eyes with me and for a moment the world disappeared. It was as if we were speaking without words. "Give yourself to me and I will give you pleasure like nothing you have ever known." He seemed to say without ever opening his mouth. I just nodded in response. Vance reached under my knees and pulled my legs back until my already stuffed asshole was open to him. It began as before with a little tentative poking and prodding. Then it became more insistent and finally one large thrust and Vance's swollen head became lodged inside me next to Pedro's thick tool. The feeling wasn't exactly pain, but extreme sensation that just knocked the wind out of me. Once he could see that it didn't hurt, Vance slid inch after inch up inside until both big dicks were as far in as they could go. I heard Sara groan and wail with an orgasm, brought on as much by the sight of two men between my legs as the woman between hers. I was a man being fucked in the ass by two other men at the same time out in the open, for Sara and all the rest of the world to see. I was being pumped full of hard, hot cock and it was incredible. The discomfort faded away to be replaced by a warm, full feeling that began to spread throughout my body. I grabbed onto Vance's neck and held on for dear life as he and Pedro fucked the shit out of me in front of at least a few dozen people who were either fucking each other or wanking themselves to the show we were putting on. The sensations inside my ass were intensifying and I knew that if it went on much longer I would cum without my own cock ever being touched. The feeling of two big, thick cocks sliding in and out of me at the same time was so intensely erotic. I wondered, idly, what it must feel like to them, to be fucking a tight ass with another cock in there rubbing up against yours. Vance and Pedro came at almost the same time, flooding my rectum with their cum. Another round of applause erupted as the warm liquid began to leak out of my still stuffed hole. Vance pulled out of me first, then Pedro pulled me up to my feet and off of his cock. My legs were unsteady and my ass felt so empty, but the warm glow was still there and I felt great, despite still having a raging hard-on. Never one to miss such a sign, though, Vance pulled me in for a kiss, his tongue caressing and massaging the inside of my mouth while his soft lips glided over mine. When he broke the kiss he took hold of my prick and looked into my eyes with those intense blue eyes of his. "Do you want to fuck me?" he asked plainly. I just smiled and nodded. He returned the smile and pushed me gently backward until I was up against the picnic table. I climbed up onto the tabletop and lay back with my erection pointing to the darkening sky. Above me was a wash of colors; red, gold and blue, as the sun began disappearing over the horizon. Vance straddled me with a knee pressed against each of my hips. Never taking his eyes off of mine he reached behind himself and aimed the head of my cock at his anus. My dick had been leaking pre-cum and was slick with all the lubrication I needed. I groaned with pleasure as I felt his warm flesh begin to envelop the sensitive stiffness of my cock and inch after inch disappeared inside him. It was pure bliss. Soon his ass cheeks came to rest on my hips and I felt all of me wrapped up in Vance's tender bowels. Even now, with my cock buried to the hilt in his ass he was still dominant, still in full control. He established a slow rhythm that only pulled a few inches off of my penis before driving it back inside. All the anticipation leading up to now had given me a short fuse. Vance seemed to sense it so he slowed his pace and even stopped a couple times to keep me from cumming too soon. In short order Vance's own manhood stood fully erect and he began stroking it in time with his bouncing until pre-cum started dripping from his swollen mushroom head and onto my stomach. I thought of how many times that hot, fleshy cockhead had been buried all the way up my willing asshole, massaging my insides, fulfilling gay desires I had never even known were there. Suddenly I felt his asshole spasm and tighten as Vance threw his head back and his cock began pumping several long jets of cum onto my chest and stomach. The intense eroticism of the feeling combined with the tightness of his ass was all it took to push me over the precipice. I half moaned, half shouted as I filled Vance's beautiful ass with my own semen. He smiled down at me and ran a finger through his own jizz on my chest. He then raised it to his lips and sucked it clean. Then he did the same thing again only he held the finger to my lips. I sucked it as though I were sucking his sexy cock and savored the warm, salty flavor. When he climbed off of me much of the crowd had dispersed and I knew the show was over. Sara stood about fifteen feet away. An exhausted half smile was on her face and she looked as though she had been totally ravished. Her pussy lips were red and swollen and there were love-bite marks all over her tits and neck. Her hair was sweaty and disheveled. I looked back to Vance. "You look like you've had about all you can take." He said. He was right. My mouth was filled with the taste of all the cum I had swallowed and I could feel more cum leaking from my used, stretched anus and running down my leg. My muscles ached and I doubted if my fully satisfied cock would be able to get it up again. "That was great Vance." I said, gratefully. "Any time." He replied, and I knew that he meant it. It was flattering that he seemed to feel as much attraction toward me as I felt toward him. He pulled me in for a kiss and our tongues danced for a brief while before he pulled away. Then with one last appreciative squeeze of my now limp cock he turned on his heel and left. There was still some action going on. Pedro was gone but Greg was in a 69 with another guy, and a couple other people were going at it, but the main event was over. I felt Sara slip her arm around my waist and we just looked at one another. Somehow, even though we had never touched one another the whole time, this encounter had strengthened the bond between us. Sara had helped me redefine sexuality and pleasure in ways I had never considered before, and in return I had fulfilled one of her deepest, most powerful fantasies, something she might have gone her whole life without experiencing. We walked slowly back to our room, both because we sore from the first class fucking we had gotten, but also to enjoy the moment as the cool, evening breeze caressed our naked bodies. I held her hand and smiled to myself at what we had both just experienced. When we arrived back at our place we both headed immediately for the showers. Slowly, ever so slowly, we washed each other's bodies clean of the sweat and cum, letting our hands caress every inch of one another. When we were done we dried one another off, brushed our teeth and headed to bed. I thought that I would go right to sleep, but before I could get under the covers Sara took my limp cock in her mouth and, to my amazement, it began to stir and harden. When I was at around three quarters hardness she straddled me just as Vance had. My cock slid easily into the warmth of her glorious pussy. Though not as tight as Vance's ass had been, Sara's pussy was smooth and warm and velvety soft. I had barely enough energy to participate. I caressed her breasts and sexy long legs with my hands and when she would lower her face to mine I would caress her tongue with mine, but didn't have the strength to do much else. The climax came upon me suddenly, and with little warning. I didn't even have the strength to cry out, but just sighed in ecstasy as my cum flowed into her pretty, bare pussy. Sara shuddered at the feeling of my cum filling her and soon collapsed on top of me, having reached the end of her own endurance. I wrapped my arms around her and held her head to my chest as we struggled to catch our breaths. "I love you, baby." She said to me. "I love you. I love you so much." I said back. That was the last thing I remembered before sleep took me; the two of us wrapped up in each other. Her body in my arms, my cock still in her warm pussy. With all we had just experienced I knew that although I had found and would continue to find pleasure in sharing my body with other people, my heart would forever belong to her and her alone. Paradiso Ch. 21 Day 6 Consciousness came slowly, a little bit at a time as the fog of fatigue lifted from my body. I had slept like a rock, which was unsurprising given the exertions of the day before. Before meeting Sara I had never considered sex with other men. Before coming to Paradiso I had never given more than a fleeting thought to acting on those desires, so deeply were they buried. Yesterday I had been the centerpiece of not one but two gay orgies, giving blowjobs and letting my tender asshole be penetrated by cock after cock, and even taking two at a time. Sex with women was amazing and I would never want to give that up, but there was something so erotic about sucking the cum out of a man or feeling a thick, hard penis sliding in and out of your asshole until it fills you up with hot semen. I mused that this might be the closest I would ever know to what it was like to be a woman. I turned my head and saw Sara, a tangled mess of white sheets and dark hair, in all her disheveled glory. If not for her I would have gone my entire life never having pushed the boundaries of my sexuality and never would have guessed at what I had been missing. Comfortable as I was lying right there next to her the sunlight streaming through the windows heralded another day here in Paradiso and I didn't want to waste a minute, especially since tomorrow would be our last day. As soon as I moved to get out of bed I felt the sweet ache of the prior day's exertions, especially in my asshole which had gotten quite the workout. Nothing too strenuous this morning, I thought to myself. I might have overdone it a bit the evening before, caught up in the moment as I was. After my morning piss I headed to the kitchen to make some breakfast. One of the little things I loved about Sara and I was that one of us would almost always cook breakfast for the other. The smell of eggs and coffee roused Sara from her slumber and she ambled, stiff and sleepy-eyed into the kitchen where I greeted her with a smile. "Hey sexy." I greeted. She really was that. Her long, thick, dark hair was a sexy tangle about her bare shoulders. The rest of her was bare too and every bit as attractive. Her perky breasts topped with their pink little nipples, the gentle curve of her hips, her long, slender legs, and the beautiful shaved lips where those legs met. To me she was the living embodiment of both beauty and pleasure. She gave me a sleepy smile before sitting down at the counter stool. I laid a plate down in front of her and the two of us were soon enjoying our morning meal, chatting about the day before. Opening me up, so to speak, to the pleasures of bisexuality had been a goal of hers for some time and seeing me not only try it, but embrace it so enthusiastically had thrilled her. Remembering some of the times we had invited other women to share an evening of pleasure with us, we started to talk about what it would be like to do the same with men. There were a few guys at her gym that she said she would love to have over some evening and there was a couple who lived in our building, both of them young and very attractive, that I began thinking about how to invite up for "coffee". "So what's on tap for today?" asked Sara. "Well I'm still kind of worn out from yesterday. I was hoping to ease into things today." "Sounds good to me." She agreed. "How about the beach? We can go for a swim and just lay in the sun for a while." "It's a plan." We finished our breakfasts and headed for the shower. Under the steamy spray we washed each other gently, massaging the most tender places and making out. We emerged clean and fresh and were soon on our way to the beach. Along the way we passed a number of lovely sights. There were two men sixty-nining each other while the man on the bottom had his legs held in the air by a third guy who was plowing his asshole with an impressively thick cock. Further along there were several t-girls all going at it with each other with a group of admirers stroking themselves as they watched. There was one scene where a lone woman was taking a man in her mouth, pussy, ass and each hand all at the same time, and another where three women were all administering an oily, erotic massage to a fourth woman who writhed in ecstasy as fingers worked over her most sensitive areas. It had become so normal in such a short time to be in a place where everyone bared their bodies to each other and shared their bodies with each other out in the open without self-consciousness or shame. I barely even noticed any more that half the time I was walking around with a huge hard-on. It all felt so perfectly natural I wondered why everyone didn't live this way. People certainly wouldn't have gotten much work done, I supposed. Soon we arrived at the beach and it was at just the right state, busy but not crowded. We scouted out a nice spot not too far from the surf, Sara got us a couple of cold mimosas to sip, and the two of us laid out on a blanket to soak up some sun. I admired the sights as people walked here and there, but unlike a week ago where I might only have envisioned my cock sliding into one of the many bare pussies on display or sucking on those lovely tits, I now found myself also fantasizing about having some of those thick, hard cocks sliding in and out of my mouth or breeding my tight asshole. No matter how many times I had gotten off so far this week the raw, sexual energy of this place never failed to get my cock rock hard. With my erection stiff as a steel rod and my skin glowing warmly from the sun, I decided to take a dip in the ocean to cool off. I waded into the gently rolling surf and let the cool water wash over me. Other swimmers were around and there was a bit of splashing but it was mostly playful in a non-sexual way. I could feel my soreness and fatigue start to melt away and when I emerged from the water half an hour later I felt refreshed and revitalized. As I walked back toward Sara, lying nude on our beach blanket I spotted a group of women playing volleyball off in the distance. I gently touched Sara's shoulder to see if she had fallen asleep. Her eyes popped open right away and she turned to me. When I pointed out the volleyball game and suggested that we get a better view she gave me a sexy half-smile and we gathered up our blanket and headed over. They were far enough away at the beginning that all I could make out were their skin tones, hair color and by their shape that they were all women. As we came closer I got a better look at the naked lovelies on display. By the time we came within a dozen paces a volley had ended and the team with their backs to us noticed their opponents looking past them and turned to face Sara and me. My girlfriend and I greeted them with our best "on the hunt" smiles; the ones we used at clubs that usually ended with a woman joining us for sex later on. They immediately smiled back and I knew that they liked what they saw as much as we did. Closest to us were a slim, pale redhead with ice-blue eyes and cheekbones most models would kill for, a tanned blonde with piercings through her nipples and clit, and a petite black woman with wide-set eyes who stood with her legs suggestively apart, showing off her beautiful, shaved pussy. Behind the net was a curvy brunette with thick curls tumbling down over her shoulders and covering her lush mound, an exotic beauty with thick, black hair, a dark complexion and Asian features; maybe Thai, I thought, and a blonde with a short, sporty cut and a figure so toned you could see the clear outline of each lean muscle beneath clear, fair skin. The variety of womanhood, I thought to myself. "Hi there." Sarah began with a seductive little tilt of her head. "Hi." The black woman said back with a smile as pretty as any I have ever seen. For a moment the lot of us took in the sight of each other and I noted, as I'm sure they did of Sara and I, that not one of them wore an anklet. "Hope we're not interrupting." I said, hoping we could get the pleasantries out of the way quickly. Being in the presence of so much beautiful female flesh was making my dick stir. "No." the curvy brunette replied. "We weren't really keeping score. Just having some fun." "That's why we're here too." Sara added. "To have some fun." "Would you like to join in?" asked the super-fit blonde as she tossed the volleyball up in the air only to catch it. "In the volleyball game?" I asked with my best look of innocent naïveté. Slowly the look was replaced with a wicked smile. "No." I said with a shake of the head. The six women smiled with comprehension and they came over to introduce themselves. The blonde with the piercings was Krista and the redhead was Lana. The Asian woman's name was Phan while the ebony beauty was Tania, the curvy brunette was Joanna and the athletic blonde was named Lucy. By the end of the introductions I was at half-mast and Joanna, bold as you please, stepped up in front of me, took hold of my prick and stroked me to full hardness. "Does this taste as good as it looks?" asked Joanna, turning to face Sara. "You bet it does." Sara replied with her most wicked grin. As soon as she said it Lana, the willowy redhead approached her. "And what about you?" she asked. "Do you taste as good as you look?" Sara didn't answer, but just put her hand on Lana's shoulder and gently pushed her to her knees while moving her legs apart to allow the sexy redhead a good view. Just as Lana's tongue began a slow, swirling dance around Sara's pussy, I felt my own engorged rod being engulfed by the warm softness of Joanna's mouth. Almost in unison Lucy moved over next to Lana and began making out with Sara while they caressed each other's tits, while Phan stepped up next to me and pulled me by the back of the neck into a soft, sensual kiss. For the next little while my eyes were closed and my senses limited to the hot mouth sliding up and down my prick, the beautiful Asian's tongue and lips, slipping seductively against my own and hands teasing and caressing my body. The fact that I couldn't tell whose hands they were at any given moment made it all the hotter. As much as I had enjoyed my recent forays into the new world of gay sex, There was still something so irresistible about a woman; the elegant shapes of their bodies, the softer sound of their voices, the subtle scent of them. Regardless of how I had embraced a newfound love of cock, I knew that I would never lose my love of pussies and tits and all the other delights women had to offer. With my right hand I wove my fingers into the thick brown curls atop Joanna's head and held it gently as I thrust in and out of her mouth. With my left I caressed Phan's body, moving between her tits, down her shapely body to her neatly trimmed pussy then over her hips to her smooth ass. I felt other hands feeling me up as I did this but didn't know whose they were until Phan broke the kiss and I opened my eyes just in time to see Krista lean in to take one of my nipples in her mouth. I looked over to Sara to see that Lana's mouth had been replaced by Tania's, who was making Sara moan as her tongue worked my girl's sensitive little clit. Lana had moved up to Sara's mouth and the two were kissing passionately, with tongues penetrating deep into each other's mouths and Lucy knelt behind Sara with her face buried between her butt cheeks, no doubt pleasuring the tight little pucker between them. Phan knelt down beside Joanna and the two of them began licking and rubbing their mouths over each side of my shaft, each one occasionally sucking in the head for a moment before going back to licking the shaft. After a minute of this Krista let my stiff nipple slide from between her lips and stepped in close to me. I could feel the heat coming off of her body as she reached behind me and pulled my ass cheeks apart. She began teasing my asshole with a fingertip she leaned in and began whispering in my ear. "I'm going to let those two make you cum, so that when you get hard again you'll be able to fuck me for a good long time." She emphasized the word fuck, and just as she said it she slid her finger into my asshole as far as it would go. If her desire was to make this fantasy a reality sooner it worked, because I came less than a minute later. The first spurt hit Joanna right on her ample tit, but then she quickly took a hold of my discharging member and sucked it into her mouth to catch the rest of my warm juice. When my climax subsided Joanna pulled back until just the tip of my prick was in her mouth then milked the last drops with her hand. She smiled up at me as the last inch of my meat slid from between her lips. Phan then leaned down and licked the drops of semen from Joanna's chest before the two shared a kiss, letting my cum flow between their mouths. I looked over to see what the others were doing and Tania was lying on her back with Lana between her legs, lapping away while Sara straddled her face. Sara, in turn was eating Lucy who stood before her with those toned, muscular legs spread apart. The whole sight was so hot that I never really softened and after a couple minutes of watching the show I turned back to Krista and gave her a look letting her know that I was ready. Krista told Phan to lie on her back and spread her legs, which she did. Her skin glowed with a fine sheen of sweat and the warm sunlight. Krista immediately fell between her legs and began licking away, leaving her ass in the air and her knees apart as a plain invitation. Her pussy was already nice and wet as I slid in my prick and began a slow, steady pumping motion, careful not to go too fast as I was still sensitive from my last orgasm. I was looking down at Krista eating Phan when Joanna's fingers beneath my chin pulled my gaze away. She gave me a quick kiss but before I could get into it she pulled back. "I'm going to go have a taste of your girlfriend's hot little ass, but I'll be back for you later." We smiled at each other and I watched her round ass sway as she walked over to the lesbian orgy already in progress nearby. I turned back to the show before me and continued to pump away in Krista's warm velvet tunnel. Remembering how she had played with my asshole, I pulled her cheeks apart and began to play with hers. I put the tip of my right thumb on the opening of her anus and pressed down as I moved the thumb away from her asshole, massaging the tight ring of muscle and pulling it open at the same time. I then did the same with my left thumb and repeated the process. I proceeded to massage her asshole while fucking her pussy. As I did this I could feel her hand rubbing and stroking her clit while Phan writhed and moaned underneath her oral ministrations. I alternated my massage so that I was now pulling her asshole open with both thumbs at the same time. Then I repaid the finger she had thrust up my ass earlier by pushing my own thumb into hers. Krista cried out and I could feel her smooth vaginal walls contract around my cock as she was swept up in orgasmic bliss. The feeling of her internal muscles rippling and massaging my cock was delicious. When she had finally recovered Krista reached down and grabbed Phan by the backs of her knees and pushed them back to her chest so that her ass lifted off of the sand. She then dove down and began tongue fucking the tight brown little pucker of her sexy Asian friend. It wasn't as if I needed any added stimulation; I could feel my second orgasm beginning to approach, but I looked over to see what the others were doing and I saw that they had formed a daisy chain and each of them appeared to either be sucking the pussy of the woman in front of her in the formation while simultaneously finger fucking her ass, or was rimming her ass while finger banging her pussy. Overcome with lust by the sight, I looked back to Krista, who was still busily rimming Phan's tight little hole, and I pulled her anus apart with my thumbs one more time before pulling my cock out of her pussy and sliding it into the warm rectal passage that was somewhat less tight thanks to my massage. She sucked in a breath, but didn't cry out or protest, and when she looked over her shoulder with a smirk I knew I hadn't overstepped my bounds. Once more I began thrusting and all the female flesh on display, the Sapphic scene playing out all around me, had me cumming in less than a minute. My cock swelled and flexed and pure pleasure washed over me as the cum surged up through my shaft and into the smooth, deliciously warm rectum of this blonde sexpot. I eased my cock out of her asshole and just let myself collapse backward onto the warm sand. I let my eyes slide shut as I caught my breath, but opened them again as I felt a mouth close over the tip of my still hard penis. I looked down and saw that Krista had taken my cock, which had just been up her ass, and was sucking on it slowly, no doubt tasting her own ass just as she had tasted Phan's a moment ago. Phan then appeared and joined her, the two taking turns licking and sucking my sensitive organ, stopping only to sensuously tongue kiss each other before going back to sucking me. Despite all this stimulation, despite how hot and dirty it was that these two women were sucking a cock that had just been buried in one of their assholes, I was drained and my cock began to deflate and go limp. When it was clear that I was out of commission, at least for the time being, Phan and Krista just made out with each other for a while, then when they broke apart Krista snuggled up next to me while Phan stood up and joined the others. The pierced blonde hottie idly stroked my arms and chest, occasionally giving a nipple a little pinch as we watched the six beautiful women ravish each other's taut holes with fingers and tongues, moaning and sighing in delight as one after another came. Finally they had exhausted themselves and collapsed into a sweaty, sticky, satisfied pile of nude female flesh, fingers and faces still wet with each other's pussy juices. "That was fucking hot." Krista called out to the others. A few breathless giggles were her only response. We all laid there catching our breaths and caressing one another; Krista and I making out a bit while the rest of the ladies got their second wind. After a while I could feel my hard-on returning and when I felt a shadow fall over me pulled my tongue from Krista's mouth and looked up to see Lucy standing over us. Her hands were on her hips and her toned, shapely legs were apart, showing off her hairless sex, still red and wet from the lesbian fuckfest. Her body language and expression was one of pure dominance. "How many times have you cum so far Gary?" "Two." I answered. "Do you think you have anything left?" "He's got plenty." Sara chimed in. "Our personal record for one day is five." I remembered that day. It was our first anniversary since we started dating and we had spent almost the entire day naked and fucking. "I've got something I want to try." Lucy said with a smile. Before I could ask what she had in mind she began to explain. "Since you've already cum twice, I bet it would take quite a bit to make you cum again." She mused. "I wonder if you could fuck all of us and make us cum before cumming yourself." Now there was a challenge, I thought. "What do I get if I win?" I asked. "You get to fuck all of us, silly." Lucy replied with a laugh. She had a point. "And," Lucy continued "the lucky lady who makes him cum before she does gets fucked by the rest of us." That was an interesting twist, I thought. Now it would be a competition. Whoever could make me cum would have six beautiful women to pleasure her. Paradiso Ch. 21 By the time Lucy finished describing what she had in mind I was fully erect and ready to go. Krista stood up and the rest of the ladies gathered around me. Lucy spat in her hand and rubbed it onto my prick as she pushed me onto my back with the other hand. She straddled my hips and guided my cock, one inch after another into her warm cunt. Lucy was incredibly fit. Sara and I both took good care of ourselves, but from her muscle tone I could tell she spent many an hour at the gym. From the lean physique I could tell she was very disciplined about her diet. And from the way her pussy rhythmically squeezed my rod as it slid in and out of her I could tell that she did Kegel exercises. Still I was drained from my earlier climaxes so when I stroked her clit with a thumb I was able to get her off fairly easily. She bucked wildly as she came and the rest of the girls cheered her on. She grabbed me by the back of the neck and pulled me into a savage kiss before dismounting, my cock still hard but now glistening with her moisture. The next one up was Tania. She was not quite as dark as Lauren, the lover Sara and I had taken early on in the trip, but she was just as lovely. When she took Lucy's place she grabbed my hands and put them against her tits which I proceeded to massage. When she didn't let go I suspected she was trying to stop me from playing with her clit so that she wouldn't cum before me. Two can play at that game, I thought. With my hands still full with her soft breast flesh, I pushed her backwards until the slight upward curve of my cock made contact with her g-spot. I had known about the g-spot for years, but Sara has made me an expert at using it to maximum effect. Now with each downward stroke the head of my cock would massage that sensitive area and in about two minutes her legs began to shake and she cried out in ecstasy. Before her climax had ebbed she pulled my hands off of her breasts and fell forward, her arms wrapping around my neck, and kissed me desperately. I kneaded her buttocks and our tongues danced together as the moment of pure bliss passed. She was so weakened by the power of her orgasm that she actually motioned to Lucy who had to help her up off of my cock. This was met with yet another smattering of applause. Lana went next. I had always liked redheads and the bright orange, perfectly manicured triangle right above her pussy proved that it was all natural. She was a very intense lover and as my aching rod slipped into her waiting vagina she locked her pale blue eyes onto mine and didn't take them off the whole time she rode me. Hot as they were, the first two ladies hadn't been difficult, given how drained I was, but Lana started to make me feel as if I might lose this little competition. As I had with Lucy I started to stroke her clit with my thumb and finally she broke eye contact as her eyes rolled back into her head and she let out a throaty, wailing moan that was loud enough that half the beach must have heard it. She gave me a weak smile and as she dismounted my cock she stopped to wrap her fingers around the shaft and give the head a playful kiss. I was beginning to get into it now and as much as I wanted to fuck all these ladies one by one I was also beginning to want to cum to release the tension that was building up in my groin. I'd had sex with two women many times, most of them since getting together with Sara, and once we'd even had two women over for some fun, though I hadn't gotten to fuck all three of them. Now I was living the fantasy; seven women at once. I just hoped I had enough stamina to last. Next came Joanna. She had a curving, womanly shape and tits to die for. Despite their size they were remarkably perky and topped with pointy little pink nipples that begged to be sucked. Joanna must have been reading my mind because as soon as she sank down on top of me, her warm, soft snatch enveloping my increasingly sensitive penis, she leaned forward and rubbed her tits back and forth over my face. I took the opportunity to suck on those beautiful nipples and the brunette bombshell began to make with some hot pillow talk. "You like sucking mommy's titties, baby? Does mommy's pussy feel good on your cock?" It reminded me of Maggie, the hot older British woman who I'd met on my first day. "Oh, good boy. That's it. Your cock feels so good in my pussy." She went on. The talk was getting me hot and her body felt good against mine, but Joanna still came before I did. However after she did she continued to buck and grind her hips in these little circular motions until Krista spoke up. "Come on, cheater. You had your turn." She pouted a little but Joanna relented and got up off of my cock. I looked to the others and saw Phan approaching me. I have always enjoyed the exotic looks of Asian women and had jumped at every opportunity to have sex with them. I sighed as her wet sex slid down over mine and she began to ride, slowly and sensually. Without warning she grabbed me and rolled me over on top of her, wrapping her legs around my waist. For the first time since this all began, I was doing the work, and it was to my advantage. Long ago I had learned the trick of angling myself to that my pubic bone rubbed up against a woman's clit while we fucked. As I thrusted in and out of her I leaned down and we locked mouths in a wet tongue kiss and with a free hand I fondled one of those beautiful little b-cup tits. Her breathing quickened and I realized that I was going to outlast her, but just barely. Another minute and I would be unloading a stream of hot cum in that inviting satiny smooth tunnel of flesh. It was an act of will not to keep fucking her after she finished. I helped her back to her feet and watched Krista approach. The sunlight glinted off the stainless steel piercings through her nipples and clit as she walked toward me. She gave me a wink and then turned around and got on all fours in front of me. "Come on, Gary." She called invitingly. "I want you inside me." I was tempted for a moment, to go back in her asshole as I had been before, but I knew if I did that I would definitely cum before she did. So as before I started by fucking her doggy style in the pussy while drawing circles around her anus with a fingertip. I knew I wouldn't last much longer so in a bid to driver her over the edge, I reached around with my left hand to rub her clit and gently tug on the piercing that ran through the sensitive nub, and at the same time I pushed two fingers into her asshole as far as they would go. These sensations, combined with the thrusting of my cock made her whole body buck and convulse as she moaned; "Fuck!" She made the word last several seconds. This time I had outlasted my partner by only a few strokes. I knew that it had only been a matter of seconds before I came. Sara and I had done edging before, and I knew that bringing myself this close to the brink so many times with so many beautiful women in a row was going to make me cum so hard I might pass out. Finally Sara approached. She was the last one and I could tell by the look on her face that she knew I didn't stand a chance. She took hold of my right hand and looked me square in the eye as she took the two fingers I had just had up Krista's asshole in her mouth. I almost came then and there, watching her suck and lick the taste of Krista's ass off of my fingers. Once more I was pushed, gently, onto my back but unlike the others Sara faced away from me in reverse cowgirl position. I had lost count of the number of times my penis had slid into her beautiful warm snatch. It was like wearing an article of clothing that had been tailored specifically for me. As soon as I had fully penetrated her, Sara reached down and pulled up my knees. Bracing them with her elbows she pulled my ass cheeks apart, and while still bouncing up and down on my cock she slid two fingers into my asshole and twisted them until her fingertips made contact with my prostate. Just a few seconds of this and I cried out as my cock unloaded inside of Sara's pussy. I had lost the game, but I had never been so happy to lose in my life. The sweet relief was overwhelming. This time a louder burst of applause rang in my ears and I could see all the women cheering and rising to their feet as they lifted Sara off of my satisfied, exhausted organ. The other ladies immediately began feeling up my girl. Phan lifted her hand and, just as Sara had done with me, she took Sara's fingers, the ones that had been up my ass, in her mouth. Lana put her hand on Sara's cheek and turned her face toward herself and the two met in a sexy, open mouthed kiss. I rolled over on my side and enjoyed the show as these six beautiful nude women pulled my lovely Sara down onto the warm sand and proceeded to ravish her in every way, with skilled fingers and tongues. They began by taking fifteen second turns licking her pussy. Then Lana and Phan both put their faces together and licked Sara at the same time, occasionally turning to each other to sensuously French kiss before returning to pleasuring Sara's reddened sex. As my cum started to leak from her pussy whoever was between her legs at the moment just lapped it right up. No matter who was sucking Sara's pussy, there was always another one kissing her while another would be sucking and playing with her tits. The heat of the whole scene was so intense that I actually became hard again and began to slowly stroke myself to the horny show going on in front of me. After a while Sara was beginning to writhe and I knew that her orgasm wouldn't be far behind. The other women must have sensed it too because they reconfigured themselves into what I would later dub the "Grand Finale Formation". Tania straddled Sara's abdomen and pulled her ankles up in the air until her pussy and ass were fully exposed. Krista then laid down on her side and proceeded to swirl her tongue around Sara's anus before pushing it inside. Lana laid the opposite way so that her head was near Krista's and she began licking Sara's pussy lips and teasing her clit. All the while Tania was sucking and licking Sara's toes, which were flexing and squirming from all the stimulation. Phan and Joanna each took and nipple and sucked and playfully bit them while Lucy got down face to face with her and the two women made out passionately as the five other women pleasured all her most sensitive areas. Sara moaned and arched her back under the relentless assault of pleasure until Krista and Lana each pushed two fingers into Sara's ass and pussy simultaneously. As they pumped their fingers in and out Lana flicked her tongue just one more time over Sara's clit and the dam broke. Sara's whole body convulsed wildly but the girls didn't let up. It was almost thirty seconds of tortured ecstasy before Sara finally went limp and the ladies eased off. Krista pulled her fingers from Sara's ass and offered them to Lana who took them in her mouth. Lana did the same, pulling them from Sara's pussy for Krista to suck. By now I was standing directly over the gathered women and my hand was a blur, stroking my cock, though I didn't remember how I had begun. They began to cheer me on and encourage me to cum all over them. With a final, desperate roar I managed to cum a fourth time, though at this point there was little cum left in me and it oozed, rather than shot, out. Some landed on one of Sara's tits which Tania immediately licked off. I collapsed next to them. For the next five or ten minutes we all just laid there together making out with each other. Whenever I would turn my head there was another mouth to kiss, another tongue to suck. When our energy had returned Joanna suggested that we all go get lunch together. A splendid idea, I thought. The seven nude women and I all headed for the open beach showers to wash off the salt and sand and... other things. Then we walked back inland for something to eat. Paradiso Ch. 22 Day 6 Continued Every muscle in my body glowed with satisfaction after having had sex with seven beautiful women, one after another, in my first ever reverse gangbang. Their beautiful bodies and tight holes had brought me off again and again and as we walked inland I just tried to hold onto that feeling for as long as I could. We soon found a little Greek place that wasn't too crowded and the eight of us talked and laughed as we enjoyed spicy lamb gyros and iced tea. Since everyone at the table, by lack of their anklet, was openly bisexual, we all talked about our first experiences with the same sex. Some of the women had enjoyed other women for years while others, like Phan and Lana had their first taste of girl sex right here in Paradiso, just as I had tried cock for the first time only a few short days ago. After the meal ended and we had all said our goodbyes with a final kiss from each lovely woman Sara and I departed to find the next adventure. For a time we just walked, hand in hand, enjoying the fresh air, sun, and of course the sexy sights all around us as people of all shapes, colors and sexualities gave one another erotic pleasure, out in the open for all to see as though it were the most natural thing in the world. Suddenly Sara stopped dead in her tracks. When I turned to see what she was looking at I saw her staring intently at a small building, about the size of a one story ranch house surrounded by flowerbeds with a single sign fixed to the wall next to the front door. Couples Massages, it read. When I saw her smile I knew that we had found our next destination. The front door opened into a small waiting room that had about half a dozen empty chairs. There was a small desk with a tent folded cardboard sign that read 'Ring for Service' next to a small desk bell. I rang it twice and a moment later a door across the room opened and two fit, attractive people appeared. The first was a man, about my age, with a Nordic appearance to him. He was tall and fair skinned with blonde locks, an impressive hunk of meat hanging down between his legs and a white band around one ankle. Right behind him was a woman with a Mediterranean look to her, olive skinned and almond eyed with bombshell D-cup tits and luxuriously thick dark hair tumbling about her shoulders and a thick but well-manicured bush atop her mound. She too wore a white anklet. "Good afternoon." the woman said with a bright smile. "Welcome to our massage parlor." The man continued. "My name is Grant and this is my wife Bella." Sara and I made our own introductions and then got down to business. We were given the choice of many different massages, most of which were of the sort that you might get from any massage therapist. But that's not why we were in Paradiso, so when Bella reached the point in the list where the term "erotic" was used, Sara didn't wait for her to finish the list. "That's what most people choose." Grant said with a chuckle that we all shared. "So," Bella said "I see that neither of you wear anklets. Do you have a preference as to who partners with whom?" It was an interesting question. Truth be told I was just as turned on by the thought of sucking Grant's sexy prick to full hardness and feeling it slide up my asshole as I was to bury my face between Bella's round, tanned D-cup tits and slide my own cock into her warm snatch. Sara saw the indecision on my face so she spoke up. "Well, why don't I start with you, Grant, and you can start with Gary, Bella, and we'll see where it goes from there?" "Sounds good." Grant agreed. They took us through the door that they had come through and the next room was small and simple. The walls were painted a faded lavender color and on each was hung a tasteful nude painting. In the corners were small tables atop which sat burning candles filling the air with a subtle floral scent. In the center of the room there stood two cushioned massage tables. "I've never seen massage tables like those before." Sara declared. She was right. There was something about their construction that was unlike any other massage table I'd seen. There seemed to be extra parts tucked down underneath the tabletop and when I got closer I saw that there were seams running across the length and width of the table that separated the cushions into six inch by six inch squares. "These are special, state of the art massage tables." Bella announced. "They're specially designed for the kind of massages that we give." "You'll find them quite comfortable, though." Grant added. "Please lie face down and we'll begin." Sara and I both took our places face down on the cushioned tabletops and she stopped just long enough to flash a smile and a wink at me before putting her head down through the special headpiece that supported the weight of the head but had a hole for the face to let you breathe. A moment later I heard a click and then soft music began to play; a dreamlike tune by a string quartet. A few moments later I felt feminine hands, slick with massage oil begin to knead and caress the muscles of my neck and shoulders. She was very skilled at her craft and I could feel tension I hadn't even known was there begin melting away under her expert touch. Slowly she worked her way down my back, taking time to pay attention to each individual muscle until a mellow warmth enveloped my whole body as I sank into deep relaxation. Next to me I could hear soft, contented sighs as Sara's own body was worked in what I assumed to be a similar fashion. Eventually Bella reached my buttocks and spent a long time working her fingers into the deep muscle tissue. After a while, though, I felt those deft fingers pull my cheeks apart and expose the puckered hole to the cool air. With each pass of her fingers their tips grew closer and closer to the sensitive orifice. I thought she would stick a finger inside but abruptly her massage came to a halt. For a time I just felt her hand resting motionless on my lower back. I was about to speak up when the hand moved again and pulled aside one but cheek. A moment later I felt something make contact with my asshole. It was too cold and hard to be a finger. I guessed that it was a toy of some sort, but didn't raise a protest. I could feel the cool thing, plastic, I guessed, sliding gently up and down my ass crack from the sensitive patch of flesh just below my scrotum, up over the ridges of my anus and up to the tailbone before retracing its path back down. This pattern repeated a few times until the object came to rest on my opening. I then felt pressure and the tip of whatever it was slid in with little resistance. The toy must have been slick with oil and not terribly big and I was very relaxed, so it glided into my rectum easily. I could feel that its surface was covered in ridges and bumps, causing added stimulation with each inward and outward motion. Bella rotated the angle with which she held the toy so that with each inward thrust it stimulated an as yet untouched part of my insides. The most oft touched part, though, was my prostate. She knew exactly where it lay and I could feel a spasm of pleasure each time the slippery probe made contact with the sensitive gland. I wondered how many men, either from fear of being thought a fag or just sheer ignorance went their whole life without ever knowing the pleasure that could be had through the stimulation of that special little spot. Sara helped me become well acquainted with that pleasure and since coming to Paradiso the many cocks and toys I'd had in there had only deepened my appreciation. My cock was growing stiff and Bella, ever attentive, sensed this, so she slowly removed the toy and asked me to turn over on my back. As I rolled over I glanced toward Sara and saw that Grant was working over her ass with a toy, just as Bella had been doing to me. She squirmed and rotated her hips, as if to swallow up more of the probe into her tight, sensitive rectum. When I was on my back, my now fully erect penis pointing straight to the ceiling, Bella leaned over me and smiled. She was a striking woman. Grant was a lucky man, I thought. "How are you enjoying the massage so far?" she asked. "I'm in heaven." I smiled back. Her own smile broadened. "Not yet." She replied with a wink. The massage then continued, beginning at my neck and shoulders, then working its way, an inch at a time down over arms and chest, down my stomach and hips, thighs and finally down to my feet where she spent a good deal of time. There are more nerve endings in the feet than in the genitals, I heard once. That is why massaging them feels so good. When finally Bella began working her way up the insides of my legs I knew she would soon arrive at the sweet spot. Oily fingers glided over the smoothly shaven skin of my groin. Being shaved, Sara had shown me, made the whole area more sensitive and every touch more pleasurable. This lesson was reinforced as Bella gently fondled my scrotum and rubbed the skin around the base of my erect cock with little circular motions. I took a quick glance over at Sara and saw that Grant had done something to the massage table. The lower third of the tabletop had split in half and it was now supporting Sara while letting her lie with her legs spread apart. The tall, blonde masseur stood between them and was working two fingers in and out of her pussy. By the way he held his hand palm up, and the motions he made, he must have been rubbing Sara's g-spot. I would have been happy to watch Sara and Grant for a while but my attention was drawn back to my own massage. Bella must have thought that I was sufficiently warmed up because she took hold of my prick at the base and tightened her grip before slowly moving her hand upward until the red-purple helmet disappeared inside her fist. Rather than stop and then reverse her stroke back down my shaft, Bella closed her other hand around the now exposed base of my cock and continued the upward motion. When the first hand slipped off the tip of my cock she wrapped it around the base again and proceeded to massage my aching manhood in a continuous upward motion. Without willing it I began to rotate and thrust my hips as my sensitive member was pleasured by Bella's soft hands. The sensations were deliciously pleasurable but the motion was too slow to bring me to a quick orgasm. She was going to make this last a good, long time; the mark of an expert. My eyes slid shut and I just lost myself in those warm, soft, slippery hands as they pleasured every inch of sensitive cock-flesh. After a time she reversed her stroking motion and her hands slid down my cock running from the head to the base, one after the other. A satisfied moan rolled up from my throat and a moment later I felt a soft, wet mouth close down over a nipple and a warm tongue swirl and tease the stiffening tip. The massage continued like this for a minute or two before Bella suddenly stopped and said "I'm going to reposition you. Just relax and let the table do the work." I heard a few mechanical clicks and then the lower portion of the table was spreading apart and my legs were going with it. I opened my eyes in time to see Bella positioning herself between my legs. She looked me in the eye and smiled seductively as she caressed massage oil into the skin of her beautifully round breasts. My dick twitched in anticipation as she stepped forward, then bent down and took it between those gorgeous tits and began to slide them up and down my length, all the while looking at me with a leering smile. I have always liked tits to be on the smaller side. I prefer a perky shape that fits nicely in my hand to the huge melons that some guys seem to prefer, but seeing those two beautiful, soft mounds of flesh envelop my manhood and then feel them slide up and down every sensitive inch made me think that I might have to reconsider that policy. I was so engrossed by the horny tit-fuck that I barely registered Sara's moans and only looked back to her when I heard her suck in her breath and then cry out. Grant had his prong stuffed into Sara's dripping pussy and was fucking her slowly with shallow, little strokes. The massage table's leg supports had her legs spread wide so I had a clear view. Grant buried his tool in her and left it there for a few moments and then pulled all the way out. If his meat had been impressive when we first met and it hung limp in front of him, now it was truly remarkable. It jutted out before him at no less than nine inches and thick, very thick. But the most impressive thing about it was the enormous purple head. It was as big as a plum and nearly as dark. While the sum total of his cock was slightly smaller than Jessie's had been, that transsexual minx who had shown me the pleasures of being fucked in the ass by a real cock, the head was easily as large as that of Jessie's likewise transsexual friend Leah, which was the biggest one I had ever seen. The fair skinned masseur applied some more slippery oil to his engorged cock and slid it back into Sara's willing hole, eliciting a deep purring noise that rumbled up from her throat. Bella must have sensed that I was ready to take things to the next level because she pulled away from me, my cock sliding out from between those gorgeous boobs, and asked; "Do you want to me to massage your cock with my pussy now, Gary?" She didn't need to hear my answer, just see the look in my eye and the smile on my face to know that I couldn't wait to feel that beautiful little treasure between her legs slip down over my prick. She leaned in close and pressed her lips to mine. They were full and soft, and after a few moments they parted to let her tongue and mine pass through. I could have lost myself in that kiss. I have always been oral and loved making out, and I would have been content to let it go on for hours, but Bella pulled away and as she climbed on top of the massage table and straddled me, I braced myself for the even greater pleasure that was to come. I could feel her heat before her flesh ever touched mine. Wet warmth and a soft, but tight grip enveloped my hard penis as she lowered herself, very slowly, until her ass came to rest on my hips. I watched intently as the smooth shaven lips slid sensuously down my manhood until every last inch was inside her and was concealed behind her own flesh, topped by a soft, thick triangle of dark brown fur. Both of us ground our hips against one another, savoring the smooth friction of skin against skin, of cock against pussy, of me inside of her. Bella put her hands, still warm and slippery with oil on my chest and began a slow, shallow up and down motion. The silky sensation was delicious, and the sight of her lovely face and form spurred me on. I let my hands move freely over her hips and ass, and those lovely big tits. A familiar squeal drew my attention and I turned to see Sara, red faced and shuddering with an orgasm as Grant thrust away inside of her while sucking one of her nipples. Bella turned my face back to hers and kissed me once more while she increased her pace, riding me faster. Her tongue in my mouth and her pussy wrapped around my cock were doing their work and I felt the orgasm building within me. Her inner walls were like slippery silk around my stiff column of meat and her juices were overflowing and dripping down over my balls, mixing with the massage oil. Though she had a thick brown bush of hair on her mound Bella's lower lips were shaved bare, and the smooth skin glided over my own shaved groin. The erotic sensations built until involuntary spasms began deep inside me. I relaxed my muscles and let the sweet climax take me, like a twig swallowed up by a river. The orgasmic ecstasy crashed into me and I moaned with delight as a stream of hot cum was carried by my flexing inner muscles up through my cock and into Bella's clenching pussy. "That's it." She cooed. "Let it all out. Give me all of your cum." Expert that she was Bella slowed her bouncing up and down on my cock to draw out the moment and rather than ending almost as suddenly as it began the pleasure of the climax slowly ebbed into a warm contentment that spread like a blanket over my whole body. A satisfied grin spread across my face and Bella smiled back. "Good boy." She purred as her pussy milked the last few drops from my satisfied shaft. She made no immediate move to get up off of me but just rocked back and forth on my cock while massaging my chest, shoulders and arms with fingers still slippery with oil. I turned back to the side to see Grant slipping his lovely big tool out of my red-faced girlfriend. "How was she?" Sara asked breathlessly. I reached up and began caressing Bella's big, round tits. "Tasty." I replied with a smile. "Not fair." Sara responded with a playful pout. "I want a taste." Bella smiled broadly and Grant took two steps back, his still hard cock bobbing, as though to make way for his partner. I watched Bella's shapely ass sway from side to side gently as she strode over to the other massage table. She walked around to the opposite side so I could have a nice view as she began tracing oily fingertips around Sara's nipples and then bent down to give her a languid French kiss. They broke the kiss after a minute and Bella repositioned herself between Sara's legs, which were still wide open. She began by massaging her stomach and hips, then down to her outer thighs and finally to her inner thighs before lowering her head and slowly, lightly lapping at the swollen bud of flesh where her pussy lips met. Sara moaned and squirmed as the tension once again built and Bella occasionally dipped her head down to catch some of Grant's cum which was oozing from Sara's well used cunt with her expert tongue. The room smelled of fragrant oils spiked with the sharp tang of sweat and sex. I chanced to look over at grant who was watching the show while stroking his massive hard-on. I felt my own tool begin to rise once more. I thought Sara might cum any moment but before she could Bella pulled her face away and adjusted the massage table so that her legs were no longer splayed so far apart. She then climbed up onto the table near Sara's head and straddled her face with those sexy tanned legs. The two lovely women settled into a sixty nine with Bella spreading Sara's lips apart with deft fingers while Sara ate Bella's pussy eagerly with both hands kneading her buttocks. I craned my neck and could see Bella's ass over Sara's mouth and I could see my own warm load ooze from the Mediterranean vixen's heavenly snatch and onto my girl's tongue. Soon, Sara had Bella squirming and moaning as well and both women added fingers to their sexual play, with each woman sliding the first two into the pussy of the other while they licked and sucked at each other's clits. Moans and squirming turned to high pitched squeaks and shudders as first Sara came and then Bella not a minute later. The two lay there for a few moments, panting and sweating. Then Bella dismounted from the table and offered her fingers, still slick with Sara's pussy juices to my girlfriend. She took them eagerly and returned the favor. I stroked myself slowly to the sight of these two beautiful women looking one another in the eyes as they sucked their own wetness from each other's fingers. Is there nothing in the world more beautiful than two willing people giving one another such pleasure, I wondered. The two women stroked and fondled one another for a minute and then turned to us; Bella standing and Sara rolling onto one side. "I think we gave them a good show." Sara announced. "Yeah," Bella agreed "but maybe they should return the favor." Sara smiled at the suggestion. Paradiso Ch. 22 "Mmmmm..." she purred. "Gay sex is Gary's new favorite flavor." "Really?" Bella asked. "So he's never been with a guy before coming to Paradiso?" "Nope." Sara said with a shake of her head. "Straight as an arrow until this week." Bella shrugged. "Well, a little more than half of the men who visit the resort for the first time wear pink anklets to start, but by the end of their week here maybe one in four leave that way." I looked over to Grant who was now facing me with a slight, leering smile. He was stroking his thick member and I felt my own cock twitch as I thought of that big slab of meat shooting a load of cum in my mouth or sawing in and out of my ass. Grant turned to Sara. "How does he like it?" he asked. It was a bit of a turn-on to hear them discussing my sexual tastes like this as though I weren't there. "He's discovered is inner cock-slut." Sara giggled. "I always knew I'd help him find his bi side, but I never knew he would be such an enthusiastic bottom. He's taken to sucking cock and taking dick in the ass like a regular adult bookstore, back room gloryhole fag." Bella stifled a bark of laughter. Sara was an incorrigible tease, but she had me dead to rights. The thrill of sucking a guy off was surpassed only by the sexy feeling of him thrusting his stiff rod up into my asshole and letting loose his hot, sticky load deep inside me. I had known from the start that, with Sara's encouragement, once I was in Paradiso I would try gay sex. But now that I had indulged the forbidden pleasures it had to offer I knew I'd never give up man to man sex. It wasn't something I had done a few times just to say that I had. I had discovered a real taste for cock and knew that Sara would be all too happy to indulge me from now on. Grant turned back to me and the look in my eye was all he needed to know. He approached the massage table and I scooted back a bit to give him room. My feet now hung over the edge as he sat down astride the head of the table with his legs dangling over the sides. With his legs apart his hard cock and balls were right there on display for me. Now that I had a closer look I could see that he was just like Bella in that he had a thick triangle of fur just above the erect manhood jutting out from his groin. Aside from that he was shaved smooth, like me, and I began by running my fingertips over the smooth, oily skin of his balls. After a minute I took a hold of his prick and where my fingers had been I now caressed him with my tongue. For a couple minutes I stroked his shaft with my hand while tonguing his balls, occasionally sucking one into my mouth. Then I began to lick up the length of his shaft, ending each upward motion with a kiss to the underside of his head. It was an impressive tool. Though not the biggest I had taken; that honor belonged to Leah, the sensual t-girl goddess who had stretched me to the limit, Grant's cock was probably in the top five. I looked over to Sara. Bella was lying on the table behind her, one arm draped over her while she idly circled a nipple with a slender, oily finger. Sara's eyes locked on mine and were wild with lust. Seeing me like this, pleasuring another man after all those sweaty fuck sessions we'd had over the last two years, all that twisted pillow talk about seeing me fucking and being fucked by other men, she was enraptured. Knowing that I had the audience's attention, I turned back to the stiff prick in front of me and dove in. It was big and thick, but I had managed to take at least seven inches of Jessie's cock before so I was up for the challenge. When I felt the spongy head press at my throat I pulled back a couple of inches and began to stroke the hot meat with my tongue. I could feel his pulse in the veins that ran along the length of his shaft and taste the light, salty flavor of pre-cum as it oozed out of him. Grant groaned and grunted and thrust his hips in and out a little and I thought I was going to get a mouthful of cum soon, but he pulled back and with a gentle hand on my shoulder he rolled me over on my back. Grant climbed onto the table by my head and straddled me with a knee next to each ear. He leaned forward and once more I took his cock in my mouth and he lowered his own head to take me in his mouth. He must have been quite experienced in the fine art of fellatio because without a moment's hesitation I felt his lips lock around the base of my penis and my head slide effortlessly in and out of his throat. "God, I love watching men sixty-nine each other." I heard Bella say huskily. "Wait until Grant slides that big cock of his up Gary's ass." Sara replied with a chuckle. "Yeah, you said he was an anal freak." "I love getting ass fucked. Why shouldn't he?" I knew their banter was as much for me as for each other. Grant's prick in my mouth and his mouth wrapped around my prick, combined with all the sexy talk were making me squirm. "Actually," said Sara "he's taken to bottoming for men more than I ever thought he would. I've been into anal for years but even I've never taken two cocks up the ass before." "He did that?" Bell asked with a shocked tone. "Hell yeah. Yesterday he got with a bunch of guys right out on the grass where everyone could see. Like, six or eight guys just fucked the shit out of him and at one point he was taking two in his ass while sucking off a third." "Damn. I know full on blue anklet gay guys who've never taken two in the ass at the same time before." By now a steady stream of pre-cum was dribbling onto my tongue and Grant must have sensed that the time was ripe. He pulled his mouth off of my cock and his tool slipped out from between my lips. A few quick adjustments and my legs were spread apart and up in the air as the table was rearranged to allow Grant easy access. As he stood between my legs rubbing more massage oil onto his big, juicy prick he looked me in the eye and smirked. "Do you want me to fuck your ass?" Grant asked, knowing full well what the answer was going to be. I slid down the table a bit more and propped my ass up a little, then reached down with both hands and pulled my ass cheeks apart, presenting the tight hole for his use and our mutual pleasure. The sexy blonde masseur needed no more invitation than that. He pressed the swollen head to my tight pucker and swirled it around, spreading the oil that would ease the coming intrusion. I relaxed my muscles and, being that I'd had quite a bit of practice over the last few days, I felt practically no pain or discomfort, only a delicious feeling of being stretched, as his fat dome became lodged inside me. I let my head fall back to the padded tabletop and moaned as my eyes slid shut. "I'd better be careful." Sara teased. "If you keep it up with all these guys they're going to fuck the straight right out of you." While I admit that all this gay fucking had awoken in me an attraction to men that I'd never known was there before, I doubted that any amount of cock would ever cure me of my desire for women. "Don't worry." I replied as I felt another couple thick inches sliding up my anus. "I'm still as hot for tits and pussy as I ever was." That got a laugh which relaxed me even more and a few more inches made their way into my bowels. Soon I felt Grant's thighs press into my ass cheeks and his soft blonde patch of fur tickling my balls. A few days ago this cock would have given me a real challenge, but now I was skipping over the pain and going straight to the pleasure. An equally slow withdrawal followed and when just the head was still in my stretched asshole he began to fuck me for real. All the while, as grant slowly thrust up into my bowels, his hands were working over the muscles of my arms, chest and stomach. He was, first and foremost, a masseur, and it was as if I was getting a simultaneous internal and external massage. He varied all of his techniques, alternating his massage between light touches and firm kneading of the muscles, as well as alternating long, deep strokes with short, shallow ones, though at all times he was angling his cockhead upward, so that with each stroke it met my prostate. My own cock was rock hard and leaking pre-cum. Finally Sara couldn't take it anymore and appeared next to the table. She climbed up just as Grant had when we sixty-nined each other and sat astride my face. I immediately reached over her hips and grabbed a handful of ass flesh and dove into the steamy, wet pussy before me. Fuck the straight out of me, huh? I thought to myself. What gay guy ever ate pussy like this? I went at Sara's snatch like a drowning man going for a life preserver. My lips glided over hers and my tongue flicked over her clit until she was panting with excitement. Warm, salty wetness filled my mouth, which only spurred me on. I teased and caressed every sweet inch of her delicate folds and teased her little puckered asshole with a finger. "Come get some of this, Bella" said Grant as he pistoned his thick member in and out of my stuffed ass. I heard footsteps and then my prick was engulfed in a warm mouth. All the stimulation was too much. My girl's smooth, bare pussy dripping juice over my lips, Bella's talented mouth working over my prick with her tongue swirling around the head and Grant fucking my tender ass came together in a perfect storm of pleasure. Every muscle in my body convulsed as a hot load of cum spurted from my cock and into Bella's throat. She sucked my prick hard, milking every last drop from me until I collapsed, breathless. I kept up my oral lavishing of Sara's beautiful, hairless slit and a minute later she shuddered with her own orgasm. She ground her hips for a few moments before dismounting the table. Grant, meanwhile fucked me faster and faster until I thought he would cum, but at the last moment he wrenched his cock free of my ass with a pop and came around to the head of the massage table. He stroked his oily cock hard and fast for about thirty seconds before unloading on me. The first spurt drew a line of cum across the bridge of my nose. The second made a wet smack against my cheek and the third hit my chest and neck. Before he could cum any more Sara took his prick in her mouth, tasting the insides of my bowels mixed with the last drops of his semen. Bella leaned over me and began licking the cum from my body. Once she had swallowed all of it she kissed me and I could still taste the salty jizz on her tongue. I just lay there for a few minutes, glowing with the satisfaction of sexual release. Then I climbed off of the table and the four of us went to a shower room where we washed each other off slowly. Fingers teased cocks, pussies and assholes and we all made out with one another for a bit, but soon our hour was up and we thanked the sexy couple for a splendid time before departing to find some more fun.