0 comments/ 14292 views/ 1 favorites A Weekend to Remember Ch. 02 By: nakedskin2000 A few months have passed since my last visit to Kelly and Jack's. What an incredibly erotic adventure that was. Since then I have reviewed the videos I took multiple times and have had multiple intense orgasms while viewing the different clips. Since my last visit, Jack and I talk just about once a week. In the course of those conversations he has told me that money has become tight and they had to take on a roommate. As boys often do, our conversation naturally turns to topics of an adult nature, namely women, and eventually to the new girl in the house. "Her name is Sarah and she 31," Jack says, "And man is she ever a cute little thing: blonde hair, blue eyes, about 5'3", and can't be more than 8 stone." "Wow, sounds hot. You're such a lucky todger!" I reply. "And the best part has been that her and Kelly have been hitting the gym lately so I've gotten to see her, actually them both, in their tiny little gym wear which is barely more than skimpy underwear." As the conversation continues, my mind drifts into hatching a plan to see this new beauty naked. The concept isn't very hard; with the video clips I have of Kelly from m last visit, a simple request will undoubtedly get her on board. The how to get the shots is the key issue. Just then Jack invites me up to watch the final of the World Cup. Bingo! There is the opening I was waiting for. I quickly extricate myself from this conversation. I need time to think; time to work this out. And with the big game just 7 days away, time is not on my side. Finally it's Friday morning and as I pack my car in preparation for the 4 hour road trip, my mind races over the details of my plan. I made sure to have a private chat with Kelly earlier in the week gently reminder her about the videos. "I thought you said that you were going to delete those," she wailed softly. "I was going to but thought I might need them for a rainy day and the weather it would appear has turned," I replied. Continuing I say, "Look, what I want is really simple. I've heard all about your new roommate and I really want to see what she looks like in all her glory. All I'm asking you to do is help me accomplish that end." Finally after a few more exchanges back and forth Kelly agrees to help me. Everything was in place now and I couldn't wait to start my trip to see them. The 4 hour drive seemed to drag on forever. It seemed that with every city the weather changed in the extreme; in the first city it would be pouring rain, the next it would be scorching heat, etc. What made it all the more uncomfortable was that for the entire trip I had a huge erection that was pressing painfully against my tight blue jeans. The pressure got to be too much for me to take so an 1 ½ into the trip I pulled into a petro station and headed straight away to the men's room. There are a couple of gents using the facility but I need relief and I need it now. Locking myself into an open stall, I quickly undo my jeans and slide them along with my underwear down exposing my rigid 8 inch member. Lubrication obviously will not be an issue seeing that my precum is leaking generously from the purple head of my cock. I lick my palm for good measure and then smear my lubrication down my stiff shaft. With a quick tempo my hand slides easily up and down my love stick. Within a few minutes I can feel that all too familiar feeling building deep within my loins. The pressure is great and the experience intense. I begin to moan softly, knowing that the other men can surely hear; but that cannot be helped; I cannot stop now. I intensify my self pleasure by quicken the pace. I struggle to keep my eyes open; with one last look I see the head of my cock begin to swell; release is impending! Placing my free hand over the top of my cock, I give myself a couple more final strokes. With a low growl, my cum explodes from dick. Each powerful spurt coats the palm of the hand covering my dickhead with my hot sticky seed. After 6 powerful ejaculations, finally my cum begins to dribble from member. Once done I quickly grab some toilet paper and clean myself up. After a quick hand wash and several snickers from the other men, I am back in my car and zooming off to my final destination, Kelly and Jack's. My quick pit stop and masturbation did little to relieve the pent up sexual energy flowing throw my body. So I decide to use my travel time wisely and reevaluate my plan. My original plan was simple to get Kelly to place two new hidden cameras that I purchased into Sara's room. I see now that that won't be enough to extinguish my lust. This primitive desire is going to make me push the envelope as far as possible. A new plan must be made and I have only 2 hours to make! I finally pull into Kelly and Jack's driveway. My car fatigue fades once I see Kelly open the front door. A wry smile is on her face. She is glad to see me but it is obvious that she is quite nervous as well considering our history and what I have asked her to do. I casually get out of the car as she slowly approaches. "Hey love, how are you?" as quip. "Fine and you?" she replies. We meet halfway and embrace is a hug that is a little too long and familiar for friends. As she pulls away I notice her quickly glance at my crotch. I am positive she felt me hard-on through my jeans. "It was a long trip," I remark. Kelly just giggles. I grab my suitcase and follow her in to her flat. She is stunning and apparently the time in the gym with Sara haven't hurt her any! I watch as her ass sways to and fro beneath her light summer dress. With the afternoon sun high in the sky, I am treated to the faint outline of her thong wedged between her plush ass cheeks. Once inside we head to where I will be camping out, the den. As I set my suitcase down Kelly shuts the sliding den door. "Ok look this is a bit awkward for me. I'm not sure I can go through with this. Can I offer you something else instead, like seeing me naked?" she nervously asks. "Hmm, maybe you should get naked and we can discuss it further." "What? Naked? Now?" "Yep. Get on with it." I watch with child like anticipation as Kelly slips the straps of her dress over her shoulders. Next she wiggles her body lightly causing the dress to slip closer to the floor. Soon her wonderfully full breasts with their tiny pink nipples are in full view. Once the dress passes below her breasts it is only a matter of seconds until she is standing in front of me in just her small lacy thong. "And...." I remark. Shooting me an angry glare Kelly quickly strips off her remaining article of clothing. Apparently she has decided on a more natural look as she is sporting a groomed yet full pubic bush. Her pubic hair is dark and stands out starkly against her creamy white skin. "Very nice," I say, "but you will still have to help me. In fact I brought some presents for her room as well. I assume the presents I brought you last time are still up?" With a defeated look she responds, "Yes they are. If we are putting something in her room we need to do it fast. She should be home from the store any minute." As I quickly rummage through my bags for my presents, Kelly starts to dress. "Leave the thong off," I say. With a heavy sigh she acquiesces. As she finishes dressing I finally find my treasures. We hurry to Sara's bedroom. I quickly open the first box and pull out another decorative wall clock. As I hang it on a side wall facing the bed, Kelly opens the second box. Inside is a small teddy bear. I tell her to place it on the dresser facing the bed. Once my "spies" are place I race back downstairs and turn on my laptop. Within seconds Sara's room is clearly visible. I call out some quick adjustments and soon the views are perfect. For good measure I quickly switch over to the cameras in Kelly's room. She was telling the truth, the cameras are still up and operational. This is going to be a great weekend! Before anything else can happen, both Sara and Jack return within minutes of each other. After some brief introductions, the party starts to gain momentum. Drinks and stories are flowing freely. Soon the sweet smell of the BBQ wafts through the open windows of the flat. However, the BBQ is not the only thing heating up. My libido is once again starting to burn. Sara is just so adorable. She is wearing very tight hip hugger jeans and a tiny skin tight halter top that accentuates her breasts while displaying her stomach. I spend as much time as possible sneaking glances at both ladies. The hour has grown late and everyone decides to call it a night. We all head to our respective rooms. Once inside the den I fire up my laptop. While the machine boots up, I strip naked. My dick is already hard as granite. I grab some lotion, position the laptop within reach and settle into the pull out bed. Soon the screen fills displaying Sara's room. Even though she is not there I start to gently slide my hand up and down the length of my 8" cock. After a few minutes she enters the room clad in some pretty plain jane pajamas. She slips into bed pull up the covers. Grabbing a book I watch as she reads for 10 or 15 minutes. My erection, needless to say, has disappeared. Quickly I change cameras and Kelly's room pops up. Once the screen fills my dick is instantly hard. Kelly is on all fours looking straight at one of the hidden cameras while Jack is fucking her doggy style. As her large breasts sway back and forth, she is licking her lips. I know she is hoping that I'm enjoying the show. My pace quickens as I stroke my cock with increased vigor. "Ugh! Fuck me hard baby. Fuck my pussy good! Give me all of that cock!" I hear Kelly say. Jack's hips loudly slapping against Kelly's ass is clearly audible as are the wet squishy sounds of her pussy. Jack is grunting like a wild beast as he plows his cock in and out of Kelly's honeypot. I match my masturbation to the frantic pace of their lovemaking. Jack announces he is close to cumming. Like a bolt of lightning Kelly is on her knees on the floor just a few feet from the camera. "Come here babe and cum on my face. Fucking paint my face with your seed!" she commands. Jack is only too happy to oblige. Standing before her, he quickly grabs hold of his piece of pork and starts jerking it furiously. Within seconds he is bellowing as thick cords of his cum erupt from the head of his cock and splash all over Kelly's pretty face. Two, three, four, five spurts land on her face. After he stops cumming, Jack uses his dick to rub his man juice across Kelly's lips. Kelly eagerly accepts her reward and scoops dollops of cum into her mouth. Seeing that cause my own climax to explode. Thick hot strands of my seed fly from my cock and land loudly across my chest and stomach. Still horny, I mimic Kelly and scoop up my own cum from my body and suck it down. The next day, as I awake, I realize that I am just as horny as the night before and that I won't be satisfied by simply seeing Sara naked. I am going to need more, a lot more! I groggily make my way into the kitchen when I hear someone in the laundry room. Peeking my head inside I see Kelly still in her nightgown loading clothes into the washer. I sidle up close and whisper in her ear. "I really enjoyed last night's show, love." "Now did you?" she replies softly. "Yes, especially when you took Jack's load all over your pretty little face." I step closer pressing my hips against her ass letting her feel my granite 8" dick. I slowly begin to grind my cock into her ass. I listen a for a few seconds as soft moans begin to emanate from Kelly. "I don't think just seeing Sara in the buff is going to cut it for me any longer. I'm going to need a lot more and you are going to play a pivotal role in it." "Go on." "Well after watching you last night it is quite obvious you like putting on a show. So you are going to put on a show but for Sara. I want you to let her 'catch' you diddling yourself with your dildo." "Oh I don't know if I can do that!" "You can and you will." After a few silent and tense seconds, Kelly agrees. We work out the details over breakfast before Jack and Sara join us. Jack announces that work has called and he has to fly out to London for a day possibly two. Within 15 minutes he is packed and off to the airport. This makes the plan just that much easier to pull off. The critical part of the plan revolves around Sara's renowned forgetfulness. She apparently is a bit of a scatter brain. The plan is for Sara to head to the gym alone only to realize when she arrives that she has forgotten her passkey forcing her to return home to retrieve it. Where upon her arrival she will undoubtedly seek out Kelly and then will innocently catch Kelly in the act of self pleasuring. Like clockwork Sara asks Kelly if she would like to go to the gym with her. Kelly politely declines and 10 minutes later Sara is out the door, without her passkey which Kelly had stealthy removed from her gym bag. The gym is 10 minutes away, which gives Kelly a 20 minute window; plenty of time for a lonely woman to begin to enjoy some alone time. I help Kelly prepare herself by making sure she is clearly visible in the hidden camera frames. In one final twist I burn onto a CD the video of Kelly and I fucking. I instruct her to have it playing while she masturbates. Reluctantly she agrees. 15 minutes after Sara left, Kelly settles into her bed and starts to lightly arouse her body. Like clockwork 5 minutes later the front door opens and Sara pops into the house. Hearing the front door close is Kelly's cue to get on full swing. As Sara moves up stairs Kelly's moaning is quite prominent out in the hall. I rearranged one of the hidden cameras to face out the door of Kelly's room. I can clearly see Sara peek into the frame as she looks into Kelly's bedroom. As I watch Sara watch Kelly, Kelly has her head facing away from the door watching the sex CD on her laptop. She has one hand massaging one of her large breasts while the other and is furiously working her cunt with her favorite dildo. With her legs spread wide, Kelly is moaning like a bitch in heat. She begins to work the dildo faster in and out of her juicy cunt. As she rushes to orgasm she turns her head to the door. "Oh My God Sara! What are you doing there?" Kelly quickly pulls a sheet over her naked body as Sara slowly enters the room. "I'm sorry Kelly. I didn't mean to intrude. I just came home to get my gym key and well I hear some moaning and was curious. I'm sorry I peeked in on you. But I have to admit seeing you like that is a real turn on" "Really?" "Yes it is. Would you consider continuing for me?" "Maybe, if you are willing to at least join me in the buff." Without another word spoken, Sara quickly strips out of her gym attire. Her perfect breasts with their hard pink nipples bounce lightly as she makes her way towards the bed. She pulls a chair near the bed and sits in it Indian style. "So what other dirty little secrets are you keeping Kelly?" "Well you can't say anything but this porno that I am watching is of me and........Frankie." "Jack's friend? Really? Oh fuck girl!" "But Jack does not know and can never know. You have to swear never to tell him. Promise." "I promise but only if you start it over and let me watch it while you masturbate." "Deal." Kelly leans over and restarts the video. The screen is filled with the image of a bound and blindfolded Kelly getting an enthusiastic fingering from a very excited Frankie. The next scene starts with a still blindfolded and bound Kelly eagerly sucking on Frankie's 8" fuck stick. In about five minutes it is quite apparently that the on screen Frankie is filling on screen Kelly's mouth with a huge load of his man juice. Mindlessly rubbing her own bare pussy, Sara's attention is divided between watching the on screen antics and Kelly plowing her dewy pussy with her large sex toy. As the next scene starts Sara moves from the chair into the bed lying next to Kelly. Lying on her side propped up by her elbow; Sara now has the perfect view of her housemate and the screen. As she watches both Kellys get off with their respective sex toys, she allows her hand to explore the exposed skin of Kelly's stomach and breasts. As her hand roams lower, Sara leans in close and traps one of Kelly's hard nipples between her warm lips. Kelly's moans grow louder. "Here let me help you with that," Sara whispers. Sara gently pushes Kelly's hand away from the dildo. Grasping it firmly in her own delicate hand, Sara begins to slide the toy in and out of Kelly. Kelly is moaning loudly now while massaging her breasts and tugging on her nipples; all the while Sara continues to fuck her with the large plastic dick. The scene in screen changes again and this time it is of me fucking Kelly. "Good God, his dick looks so big!" Sara comments. "It is! But the best part is feeling how it fills you up." Soon the action on screen is forgotten. The action in the bedroom is heating up quickly. Sara is now slamming the dildo hard and fast into Kelly's tiny pussy while at the same time rubbing her clit with her thumb. A steady stream of moans and groans fill the air. Without warning Sara removes the dildo from Kelly and quickly slipping in between her outstretched legs. With one swift motion Sara presses her pussy against Kelly's. A couple of quick grinds and both girls explode with powerful orgasms. "That was fucking amazing, Sara" "Mmmm, yes it was. But I want one thing from you." "What's that?" "I want you to help me to get Frankie to fill my pussy with that big dick of his." "Oh, I'm sure that won't be an issue but first I want some more of your pussy!" A Weekend to Remember Ch. 02 After I left the motel I walked a few blocks down and called Mike, asking him to meet me since I had no way back to the house. While it was only ten minutes from Wildwood into the Villas by car, by foot it would take me closer to an hour and I was just too tired for a walk like that. Especially if I planned on coming back to Wildwood later in the day to walk the boards with the guys and then meet up with Amanda again that night. It was only about fifteen minutes after I made the call that Mike pulled up in his black convertible and I hopped into the front seat. As he began driving back to the house, I could tell Mike was a little hung over from last night. "So," he said, speaking for the first time, "How did it go with Amanda last night?" I decided not to mention that it turned out she had a penis, so I cleared my throat and replied, "It was great dude. We had a lot of fun... use your imagination." He laughed, shaking his head as we turned a corner. "Ryan seemed to have a pretty good time too. Amanda's friend... um... I think her name was Sarah? Anyway the two of them were like all over each other the whole night! But he's been acting... I dunno... a little strange this morning." I tried not to laugh, knowing exactly why he was probably acting strangely this morning. I had pretty much figured out that Sarah was a transsexual just like Amanda was by this point. I was pretty sure all of them were actually. The difference was Amanda seemed to be the only one interested in being the bottom in the bedroom, which meant that if Ryan and Sarah hooked up last night... I could only imagine what had gone down between the two of them if that happened. When we walked into the house, everyone else was still sleeping apparently, which made sense since it was still a little early in the day. All except Ryan, who was sitting on the couch in the living room watching TV. Mike made for the bathroom right away, and as the door closed, the sounds of him emptying his stomach into the toilet were hard to miss. I cringed at the sound initially, and then laughed, figuring he must have gotten pretty drunk last night. I walked into the living room and Ryan gave me a quick glance, still not saying a word. "Hey buddy," I said with a grin, "Did you uh... you and Sarah have fun last night?" He laughed, looking down for a moment and then glancing back over at me, gave me a quick head nod. "That's good, Sarah said to tell you hi." "R-Right... thanks. Uh... how was it with Amanda?" "Oh, it was really great," I replied. He looked like he wanted to ask me something, but he seemed to be hesitating, not entirely sure if he really wanted to ask or not. "Did... was she um... I mean..." "Yeah Ryan... she was. Pretty sure they all are." "Oh," he said, nodding his head. "And you still... you know?" "Yeah, we still slept together, she's not wasn't into being dominant, so it all worked out well. It was like being with a typical girl. She was hot, smelled like a girl, acted like a girl, felt like a girl... only difference was the obvious, and that her ass was a lot tighter than a vagina but that made it all the better." "Oh," he said again. "Well... Sarah's not really submissive." I couldn't help but laugh when he said that, and he shot me a dirty look, before standing up and walking out to the kitchen. "It's not fucking funny dude," he said, "I mean..." "Look Ryan, sorry... but did you like the way it felt?" He hesitated again, looking back at me and slowly nodding. "Then that's all that matters, no one's judging you man. Sarah seems like a nice person. I think if you like her, you should just look past the obvious, and see where things go with her. That's what I'm doing with Amanda." "Yeah, you're right," he said, nodding his head and reaching for his cigarettes. "I'll uh... I'll be outside." As Ryan walked outside, Mike came out of the bathroom and absolutely looked like shit. Groaning noisily as he filled up a glass with cold water and chugged it down. "Damn," he sighed, "I should be good by tonight, but I think I'm gonna catch some extra sleep now." "No problem brother," I said smiling and shaking my head. He walked into his room and a second after shutting the door, I heard his bedsprings crunch as he fell into it. I ended up crashing on the couch for a couple extra hours as well, and got up early that afternoon. I found Ryan had apparently borrowed Mike's car to go pick up a new CD he wanted, while Jon, Joe and Mike had hung back here at the house. Jon was outside in the pool, and soon I found myself out there as well. The cool water felt great, and I decided to spend the majority of the day out there before we all headed back into Wildwood to meet up with the girls again tonight. Around 3pm my cell phone rang and Joe told me who was calling as he brought it out to the pool. "Hey dude, it's Amanda!" I jumped out of the pool, quickly drying off and taking the phone from him. I sat down on a lawn chair as I put the phone to my ear, "Hello?" "Hey babe," came her gorgeous voice. "Hey to you too! What's up beautiful?" "Ugh, it's been a crazy day here since you left. The girls are driving me insane trying to get details out of me about last night." I laughed, "Well, tell them you want details on what they did last night in exchange." "Oh, Sarah already told me everything that went down with Ryan. A bit more than I was interested in hearing really." "Yeah, Ryan... he's doing alright. He was a little stressed out this morning when I got home, but I think I talked some sense into him." "Good," she sighed, sounding relieved. "Because Sarah's a very sexual person, but I get the feeling she actually really likes him for more then just the sex. Which is unusual for her but I'm happy if that's the case." "Yeah, Ryan seems kind of happy now too." "Aw, that's cool... but the girls all keep asking if I'll share you with them. Erin and Julie especially really want you." "Uh-oh," I said with a laugh. "Good thing I already have you." "Yeah... I tried explaining to them that your really not the bottom type, but they don't seem to be getting the hint. I mean, it's not like you'd be open to having sex with them, right?" I thought about it for a moment and my cock did its very familiar twitch, then started to get hard in my swim trunks. Amanda was gorgeous, and she was of course all I wanted romantically and sexually. But Erin and Julie were pretty hot too. After a few seconds, I had to admit to myself that, while I hadn't really seen this coming, I was starting to feel just a little bit curious about the other two girls. "I don't know... maybe," I said finally. "Really?" she asked, pretending not to sound too surprised. "Well I mean... it's always good to try new things, right? And who knows what you could get me to do if I have a few drinks in me. I'm a pretty adventurous kind of guy. Of course, its all completely out of the question unless you're okay with it." "Ha-Ha," she laughed. "I didn't know you were the curious type Tim. Now I'll have to keep that a secret from the other girls, so I can have you all to myself." There was a hint of seduction in her voice and I couldn't help but wonder if she was just joking about keeping me to herself... she almost seemed intrigued that I had admitted to being curious, as if she would have been disappointed if I hadn't shown interest in Julie and Erin. "I'm all yours babe," I said, "Even if you decide to share me with your friends, at the end of the night I only want you." "Aw, you are so sweet baby," I laughed and we continued talking for a little while before I decided it was time I had to get ready for tonight. I told her we would meet her at the same spot as last night around 7:00 and go from there, and we ended our phone call. I made my way into the house and decided to take a shower. I probably should have done this earlier in the day when I first got home, but I had been pretty tired and when I got up I just wanted to go right out into the pool. I made way into the bathroom and started up the shower, standing under the hot soothing water. I could feel myself starting to get hard as I stood there, just thinking about the things Amanda and I would probably do with each other tonight. I had played it off as a joke, but a part of me actually was curious to try a bit of a threesome with her and one of her friends. Maybe Erin, she was pretty hot, and if Amanda hadn't shown any interest in me I may have tried to make a move on her originally. Of course, last nights events probably would have gone a lot differently if that had happened, and it probably would have been me who had been topped. That might happen anyway if we end up in a threesome. When I finished my shower, I dried off and quickly got dressed and around by seven, we were on the way out the door and heading into Wildwood. I tried not to laugh when the second we met up with the girls Sarah ran straight into Ryan's arms, throwing her arms around his neck, and crushing her lips against his. Amanda walked over to me with a smile, and we kissed, glancing over at our two friends she couldn't help but giggle at the sight. "I guess Ryan's got it all figured out now," she asked. "Seems that way, yeah." "That's good," she replied. "So listen... we were thinking about getting some food up here and then heading back to the motel and having some drinks. If you guys are up for it, we'll show you we definitely know how to party," she said with a grin. "Oh, we figured that out last night on the beach," Mike laughed, "I was sick all morning, but I'll never turn down a party, so that's cool with me. Ryan, Jon, Joe? You guys up for it?" Everyone was in agreement it seemed, and so we proceeded to one of the closest pizza shops to get ourselves something to eat. Once we were all seated, we ordered an extra large pie, half pepperoni and half plain, the size of an extra large pizza on the Wildwood Boardwalk was more then enough for our whole group. As we waited for the food, we talked and laughed, and I couldn't help but smile at how well we all seemed to get along with this group of beautiful girls. To bad I was pretty sure Erin and Julie weren't interested in Jon, Mike or Joe. Then we would almost all have a date for the rest of our weekend here. Far as I could tell, both girls seemed to only have eyes for me and were constantly glancing over at Amanda and I with a certain look in their eyes that I knew all too well. About an hour later, everyone had eaten to their stomach's content, and there were still a few slices left that we wound up getting boxed for later. The nine of us pitched in and paid the bill together. Once that was taken care of, we walked down to our car, and the girls said they would meet us back at the motel since they didn't drive and we wouldn't all fit in Mike's car. Meanwhile we would make a stop at a nearby liquor store that sold both liquor and beer to pick up some stuff. Once we got everything we needed, it was off to the girl's motel, and we found them all sitting out on the balcony waiting for us to arrive. We brought a cooler along and bought a couple bags of ice, filling the cooler with plenty of beer and a bottle of Jack Daniels and some Rum as well. The party began, and within the hour over half of our group was pretty well intoxicated. Both Sarah and Ryan were feeling no pain by then, and couldn't seem to keep their hands off of each other. At some point, Erin made the suggestion that we should all go skinny dipping in the motel pool... which, of course, could get us in trouble if we got caught. It was past 9:00pm, which meant the pool was closed, and even if it were open, I was sure the hotel management wouldn't be very happy to find us naked in the water. Especially since half of us weren't even staying at that motel to begin with... surely the girls would get thrown out if we were caught, but Erin didn't seem to care about that. We were all pretty drunk and feeling daring we went along with the idea. I followed Amanda and the others as we all snuck through the gate into the hotel's pool area trying to stay as quiet as we could with the guy's laughing drunkenly and the girl's giggling like mad. I watched as Erin, Sarah and then each of the guys stripped and jumped into the pool. Then Amanda and I stripped off our clothes, and slipped into the water last. The occasional laugh or giggle echoed around us, but we seemed to be doing a good job of not getting caught. Eventually Amanda and I wound up on the far left hand wall of the pool making out quite passionately. The water felt great on our naked bodies, and it wasn't long before we were both hard as a rock. It was only then that I wondered if Joe, Jon and Mike had realized yet that these girls were just a little different. It was dark enough that I thought they must not have spotted the extra equipment they all had yet or at least I assumed that's what was happening, considering the fact that no one seemed to be freaking out just yet. After a few minutes of making out, Amanda smiled and climbed out, walking over and slipping into a towel. She sat down on a beach chair and lit up a cigarette. As she sat there smoking, I saw Erin walking over to her and kneeling down at her side. The two friends started talking, giggling and laughing, and I realized they both kept looking in my direction. Whatever they were discussing seemed to have something to do with me. Finally, Erin stood up, walked over and dove into the pool. I jumped as she splashed water all over me, and hoped silently that management wouldn't overhear or that anyone sleeping in their rooms would not make some sort of complaint. She came back up from under water and swam over towards me, leaning against the wall and smiling. "Hey there Tim," she said seductively. "Hey Erin," I laughed, "What's up?" "Oh nothing... I was just talking to Amanda, and she was telling me how horny you were making her while you two were kissing a few minutes ago. I must say, you seem to be really good in bed from what she tells me." "Yeah," I said, shrugging my shoulders and smirking, "I try." I was being funny, trying to sound like a more macho kind of guy than I was, and Erin seemed to realize it was just a joke because she laughed and gave me a playful shove. I moved slightly away from the wall and glanced over my shoulder at Amanda who was still on the beach chair, smoking her cigarette and admiring the two of us as we talked. That's when I felt a hand under the water on my ass, rubbing up and down my backside. Erin leaned in real close, her hot breath blowing on my neck and whispered softly in my ear. "You know... you have such a sexy ass. It's a shame Amanda isn't a top. She has no idea what she's missing out on with an ass like that." "Well," I said nervously, "We all... have our preferences." "Mmm, that we do. I'd love to have a piece of that ass Tim." She was getting a little more intense now, rubbing my ass and her hand moved up and down along my crack. She slipped behind me, the water splashing a little as she moved, and wrapped her arms around me. As she held onto me from behind, I felt something hard and stiff pressing against my ass crack, probing my hole gently. I shivered as I felt her hot breath on my neck again and groaned softly. "I talked to Amanda," she said, "I asked her permission... and she said if your okay with it, we could go up to the room and have a little fun... all three of us. And that again, if your cool with it, I could be the one to pop that cherry of yours." She pushed forward gently, threatening to pierce my hole as she said that last bit and I groaned again. I could barely hide my erection, even through the darkness and under the water she knew I was aroused. "Amanda... said that?" "Mmhm, it's fine with her, if its okay by you." I looked back over my shoulder at Amanda again, as if asking her if it was true with my eyes. She knew what was up, and smiled, nodding her head. She leaned back on the chair, letting the towel fall down slightly, revealing her own hard cock to let me know for sure that she really was cool with it. "Okay," I said excitedly, "I'm down with it." "Good," Erin said happily, slipping out from behind me. She climbed out of the pool and wrapped a towel around herself. After getting out of the pool myself, I was looking around and realized my other three friends still had no idea that these two girls were packing some extra equipment. We walked towards Amanda, who stood up and secured her towel before putting out her cigarette. "So, are you sure you're okay with this Tim?" asked Amanda. I smiled, stepping close to her and gave her a kiss on the lips. "I am if you are babe," I said. "Umm... I'm no top... but the thought of seeing Erin ram you is starting to really turn me on. So it's perfectly fine with me." "Great," Erin chimed in. "Then let's get up to the room, the three of us and get things moving along. God, I'm so hard!" We laughed, and started walking from the pool area to the nearest set of steps and up to the room where they were staying. Once inside the room, Amanda closed the door behind us and Erin walked ahead stopping in the middle of the room. She let her towel fall to the floor, exposing her ass and then turned around slowly to reveal to me for the first time her cock. I had felt it in the pool, but I hadn't quite realized it would be this big, she had to be at least nine inches. And on the thick side too. "I'm going to have so much fun with you," she said seductively. "Hey," Amanda cut in, "We're sharing, remember? I saw him first... I just agreed to let you have some fun too. But that doesn't mean you get to have ALL the fun." Erin laughed, "Yes I know Amanda. Don't worry... I'll respect your boundaries. What would you like to do?" Amanda thought about it for a moment, and then walked over and sat down at the kitchen table, dropping her towel and leaning back. Her cock was soft at the moment, but it slowly started rising to attention. "I think for now, I want to watch you two mess around a little bit... I'll jump in later." "You're sure your okay with just watching," I asked. "It's totally okay," she said, winking at me. Erin walked over to me and started walking around me, circling me like a shark in the water. She pulled her hand back, and struck my ass hard, a loud slapping sound echoed through the room as I jumped in surprise. "Mm... I can't wait to be inside of you," she said. "Turn around." I obeyed, turning around to face her and she smiled, forcing me down onto my knees in front of her. Here I was, kneeling down with her huge cock just inches from my face. It was a bit awkward, but I was definitely very aroused at the moment. I wanted it as much as she did, I just was trying to figure out if I would be able to even fit that big of a cock in my mouth, let alone my ass. I was after all just a newbie when it came to sucking dick, and Amanda wasn't quite as big as her. I didn't have much time to wonder about whether or not this was going to work, before Erin grabbed the back of my head and shoved her cock straight into my mouth. I gagged a little, as it was definitely a bit big for me to handle. She pushed my head down a little further over her cock and held it there for a few seconds, before I gagged again. Then, she let go and let me pull up for a gasp of air, a little bit of spit running down my chin. "I guess I'll let you take you're time," she said, almost sounding disappointed that she couldn't be more forceful with me. I was relieved that she was willing to be patient with me though. I took a deep breath, and leaned in close, taking her cock back in my mouth and started sucking. I didn't go as far as she had pushed me the first time. I just went down to about the first five inches and worked with that for a few seconds. Once I started warming up a little more, I started taking some more of her into my mouth. It actually didn't take long at my own pace, before I had managed to take her entire cock in my mouth. A Weekend to Remember Ch. 02 I gagged a few more times, but with a little bit of work I was soon sucking Erin's cock to what I figured was her satisfaction, judging by the sounds that she was making. "Mm, now we're talking," she muttered. "Amanda... your boy here really does know how to suck cock... good." Out of the corner of my eye, I could see Amanda laying on the couch on the other side of the room. Her hand was slowly moving up and down the length of her own cock, as she watched me go down on her best friend. As I adjusted more and more, Erin seemed to feel like she could finally get a little rougher with me. She grabbed the back of my head again, and started forcing her cock down my throat as she had done at the start. This time though, I was able to take it and although I gagged a few times, I did a pretty good job. Within minutes, Erin was basically mouth fucking me, brutally. Amanda moaned, stroking her cock faster, as she watched. "That's enough," I heard her call from across the room, and Erin sighed in disappointment, glancing over at her. "What's the matter," she asked, sounding a little annoyed. "Nothing... you just got me so turned on by watching all this that if I watch for any longer, my jism won't end up where I want it to go." Erin laughed, and pulled her cock from between my lips and stepped to the side. Amanda got off the couch, and walked across the room towards us, her cock swaying back and forth between her smooth legs. She stopped right in front of me, and alongside of Erin who was still smiling at her. "Mind if I play with his ass while you have your fun?" "As long as it's okay with Tim, it's okay with me." Both girls looked at me, as though waiting for me to answer the question that they had not even directly asked me. "It's okay with me," I replied. I had known the moment would present itself, so I had sort of mentally prepared for it. In a sense, a part of me was pretty curious and wanted to see what might happen. Erin smiled seductively, happy to hear my response, and walked around us slowly until she was behind me. Amanda ran a hand through my hair and started rubbing her cock against my lips. I started to lick the head as she moaned and leaned her head back. Then I took her in my mouth and immediately deep throated her. As I worked on Amanda while Erin stood behind me and spread my ass cheeks. I moaned around Amanda as Erin examined my hole, gently rubbing it with her index finger. She got down on her knees, and I felt her hot breath against my backside, as she now buried her face between my cheeks. I stopped and gasped, then groaned against Amanda's cock before continuing, as Erin started performing a rimjob, licking my asshole. She lubed my ass up nice and good with her tongue, before inserting her index finger and pushing it in all the way to the knuckle. I tensed up a little, gripping the carpet underneath of me as I tried to focus on sucking Amanda's cock. I could feel her balls against my chin as she shoved herself down my throat and held her position for a few seconds before pulling back. Erin's finger was moving in and out of my asshole, massaging that sweet spot within that had never been touched before. Once she felt comfortable enough, she slowly and carefully inserted a second finger, stretching my hole a little bit further. I groaned, feeling myself stretch around her fingers. It wasn't exactly painful to be honest... it just felt a little strange. Erin withdrew both fingers, and stood up behind me. She walked off to the bedroom, leaving Amanda and me alone for a few seconds. I wondered where she was going, but Amanda didn't seem worried so I figured she must know. A few moments later, the Erin returned with a bottle of Astroglide lubrication. I felt my heart start racing as I realized what that was more than likely intended for. Sure enough, she got behind me again, and with a slap on my ass I heard the cap on the bottle snap open. "You sure he's ready back there," Amanda asked. "I'm pretty sure. As long as I take it slow and easy, he should be alright. Trust me Tim, you're going to love this." I heard the bottle squelch as she squeezed it, and I jumped in surprise when I felt the cold lube being poured on my ass. It ran down the crack and over my hole and she slipped her fingers back inside of me, smearing it all over my hole and getting my insides nice and slippery too. She applied a little bit more, repeating the process and then an extra bit to her cock. She started stroking herself with one hand, lubing up her cock nice and slick, while using the other hand to finger fuck my ass again for a few seconds. I had slowed down a little on the blowjob I had been giving Amanda, so that I could focus on what this was probably going to feel like for the first few moments. Amanda seemed to be pretty aware that I would need a minute or two before I could focus on sucking her cock again. "We're all ready," I heard Erin whisper and then I felt the large bulbous head of her thick cock probing at my hole. She ran her hands up and down my back, her fingers wet with lube as she probed my ass for a few moments. Then, with a little bit of pressure, I felt a hot searing pain as the head pushed into my tight virgin asshole. I gasped, biting my lower lip, and tried not to scream as Amanda ran her hands loosely through my hair in an attempt to keep me calm. I grunted, lowering my head as Erin stayed perfectly still for a few moments and applied a little bit of extra lube, before she started to slide forward, deeper inside. Inch by inch she slowly pushed herself inside of me, until she was up to her balls, before she then held still for a few moments. I breathed a heavy sigh, and felt myself relax a little more. The pain was subsiding, and my cock was actually starting to get pretty hard too. It was a strange feeling of fullness, but it wasn't disturbing in any way... it was just... different. Erin sensed that I was ready, and so she pulled slowly, halfway out and then thrust balls deep back into me. I grunted, as she slammed all the way in, and then pulled back again, before repeating the same move. She started thrusting, in and out, harder and faster. I grunted and moaned each time that she slammed into me. At this point Amanda grabbed my head and forced my mouth down over her cock once again, gagging me for a moment. I eagerly restarted deep throating her cock, while Erin started to get a little more aggressive with my ass. Both girls were pounding me from both sides, and as strange as it was to admit... I was loving it! My moaning was starting to get louder and my cock was probably harder then it had ever been before. Erin reached around and took hold of it, and started jerking me off while she continued to ram my ass. At some point, both girls withdrew and flipped me over onto my back. Erin slipped her cock back into my asshole, and started fucking me missionary. Amanda stood over top of me and knelt down, her cock right in my face and I continued sucking her off as I had been a few minutes earlier. At that moment, the two girls did something that I found incredibly sexy, and added to my arousal. They both smiled at each other, and leaned over me, and started making out with each other right above me. It was like a man's dream come true, two beautiful girls, totally naked, making out with each other over top of him... except these two girls had dicks, but other then that, yeah it was like a man's dream come true. "Mm, you know," Erin said sexily. "As good as Tim's ass feels... I think I want a piece of your sweet ass Amanda." I couldn't believe my ears. Erin had slowed down fucking my ass now, and Amanda had pulled her dick from between my lips. The look on Amanda's face matched Erin's, with the same hint of heat in her eyes as the other girl had. "Well, it certainly wouldn't be the first time. I think I have an idea though on how we can make it different." "Oh? What idea might that be?" Erin giggled. "I think I want to try fucking some ass of my own," Amanda said, winking down at me and I knew what she meant. "Hmm, getting adventurous now, aren't you," asked Erin. "A little. But I think while I'm fucking Tim, you can have your way with my ass at the same time. Sound like fun?" "It sounds good to me," I admitted, and both girls laughed. "Alright then," said Erin, "I think the best way to do this, would be for Tim to go to the couch and lean over the arm. So get moving you dirty little slut," she said, slapping my ass as I stood up to move towards the couch. I bent over the arm like she had instructed me to do, and Amanda came over behind me. She rubbed my ass and my back for a few moments, while kissing me on the neck. I turned my head a little and we started making out for a few moments. My asshole was already gaping from Erin's dick, so when Amanda spread my cheeks and gently pressed her cock against my hole, it didn't take much effort for her to slide right into me. I heard her moan, probably as loud as me, as she slipped into me balls deep. This was the first time she had ever tried fucking someone in the ass, so I knew it must have felt good for her. She seemed to adapt pretty easily though, and soon she was fucking me with long hard strokes, as I continued to bend over the arm of the couch. After a minute or two, Erin came up behind Amanda and the two girls started making out while Amanda continued fucking my ass. From behind me, I could tell Erin was attempting to prepare Amanda's ass for her cock. I heard the bottle of lube being squeezed again, and Amanda moaned as Erin applied some and slipped a couple of fingers into her. Erin spread Amanda's cheeks and pressed the tip of her cock against her hole. Erin kissed Amanda on her neck, before reaching around with both hands to take hold of her breasts. She started to massage Amanda's breasts, tweaking her nipples and stroking them as well. Amanda moaned at the feeling of the two hands on her tits, and started pounding me harder at the same time. She slowed down briefly then suddenly pushed deep inside of me, causing me to gasp for air. She held her position, as Erin proceeded to carefully slide her own cock into Amanda's asshole. Amanda moaned loudly right next to my ear, and Erin groaned as she now slid her cock into her friend's asshole. Amanda gripped my hips fiercely, digging her nails into my sides as Erin slipped the rest of the way inside. I felt an extra bit of weight against me, as Erin started pounding Amanda against me, causing Amanda to start fucking me deeper and a little harder too. It was funny how the extra bit of weight actually made it feel even better. Both girls were slamming deep inside of me. Every time Erin slammed deep into Amanda, she would moan loudly, and push deeper inside of me, causing me to cry out in pleasure. Soon, the three of us were all fucking in perfect harmony, moaning and panting. Within minutes, the pace had increased, and it was obvious that all three of us were approaching orgasm. It made it a little more intense to know that the three of us were probably going to cum all at the same time. Erin was first, pounding harder and harder at Amanda's ass, before slamming deep into her and pushing her hard up against me. Both girls cried out pretty loud, and I could feel them shaking against me, Amanda's tits pressing hard against my back. Erin exploded, pumping her load deep into Amanda's asshole and at about the same moment I felt Amanda's cock start to pulsate as she screamed in my ear and unloaded her cum deep inside me. My body started to shake, a little violently, and I gripped the sides of the couch feeling my asshole clamping down around Amanda. I moaned loudly, perhaps more wail than moan, in any case I wasn't making much of a man's sound at that moment, as I felt my dick explode, spewing cum all over the side of the couch and the floor. I was too caught up in the whirlwind of emotions and pleasure to really think about the mess I was making on the hotel room floor and couch. When it was over, all three of us slowed down and eventually stopped moving all together. I was slumped over the arm of the couch, with both girls on top of me, pushing me down hard into the cushion. While I was able to deal with it for a few seconds, it soon became a little uncomfortable. I pushed my ass back against Amanda, giving her a little nudge to snap her back to reality and let her know that she and Erin were both crushing me. Erin slowly withdrew from Amanda, and Amanda followed suit by sliding out of my gaping hole. Her warm cum leaked out of my ass, and down the back of my leg, as I slid forward to lay the proper way on the couch and sank comfortably into the cushions. Both girls dropped to the floor, exhausted and laid there for a few moments, making out with each other. I could see them kissing over the side of the couch, and if I hadn't been so tired, I might have gotten up and joined in with the two of them. Eventually, Erin drifted off to sleep, at which point Amanda crawled up onto the couch with me. We didn't bother to pull out the bed, we just laid like that, with her on top of me, making out and caressing each other. "Did you enjoy what we did honey," she asked finally. "It was fun," I said... she gave me a look as if expecting me to say more then that, and I laughed nodding my head, "Okay... it was fucking awesome sweetheart. It felt really great." "I'm glad you liked it," she whispered, kissing me on the lips. "What about you," I asked, "This was the first time you've tried the topping, isn't it? How did you feel about that?" She smiled, and reached down, taking my hand and placing it on her flaccid cock. "I had a lot of fun. But I'm probably not going to go full-on Dom or anything. I love having my ass fucked too much to swap roles permanently. But I think I might enjoy being a switch, and swap things around every now and then." I was glad to hear that she didn't have any sort of regrets. We didn't have much else to say after that, and in a few minutes, Amanda had drifted off to sleep. I could feel her warm breath on my chest slow down, indicating that she was out cold. I ran my hands through her hair, enjoying the feeling of skin on skin. But as I held her close, my thoughts drifted to the fact that this weekend was almost over. I didn't know what would happen with Amanda and I when we had to go our separate ways. She and her friends were all from New Jersey, and I was from Philly. I had never been a fan of long distance relationships because I'd seen so many fail, and so incredibly quickly, for my friends who had tried it at some point in the past. I had always tried avoid any serious situations with anyone living too far away. But I hated the thought of never seeing my Amanda again...