0 comments/ 10113 views/ 0 favorites My Time with Tom By: biwifeplaying It's 9:10 am and I'm at a fast food breakfast place, waiting to meet him. It's ironic because I don't eat fast food. But, I will have coffee, provided that I get it for myself. Also, this place is like a zoo. I don't think either of us realized it was a bus pitstop. There's more people in line for the bathroom then there was at the counter. It's crowded and a bit sceevey but, public, and safe. We chose it because of the proximity to the hotel he's staying in. I'm glad I made myself a smoothie for breakfast, it was easy and calming to sip on the drive here and I was glad to have something in my stomach. I was so nervous, I couldn't chew anything, anyway. I told him I'd be there around 9:30 and he said he'd come at 9:15. I'm glad I got there before him. It gave me time and space to leave if I had to. I purchase a coffee and sit in the opposite corner of the room, facing the door, trying not to appear anxious. I've seen Tom before, the man I'm meeting. We had also been emailing each other for a while. But my biggest fear is that he won't be the person he seems to be. I repeat the list of questions I have for him in my head, and hope it's not awkward to ask them. Still, I have to ask before we do anything else. It's the only way I can proceed to fuck a near stranger. They're tough questions but if he showed annoyance about answering, in any way, it would have been my red flag and I could leave. We agreed in advance it wouldn't be a problem to chicken out. Even through a heap of travelers lined up around my table, I still have a good view of the front door and I recognized him immediately when he walked in. He was wearing a grey, short sleeve shirt and dark jeans and really nice, leather shoes. It's a relief to see he's as well groomed as I thought. I'm wearing a sundress and rain boots. I realize, it's not the most practical outfit but the dress is pretty and I really wanted to wear it for him, rain or shine. The boots have wedge heels so it gives some added height to my petite frame. I see him come in and I'm sure he doesn't realize I'd be there first because he quickly gets in line and then, glances around the room and notices me smiling at him. He comes right over and he's smiling back excitedly. This is a good sign that I didn't disappoint his expectations of my appearance. He definitely did not disappoint me. Thinking back, maybe I should have stood up to shake his hand or kiss him on the cheek but I was so nervous, had I tried, I might have tripped and fallen over. I cautiously stayed seated and he sat down across from me and said "hi". He acknowledged the havoc of the setting and apologized for it but he was so engaging and mesmerizing, I stopped noticing everyone around and they seemed to vanish, as if it was just us two in the room. He excused himself to get a cup of coffee and asked if I wanted anything. I said "a bottle of water, please.". Whenever I'm horny, all the fluid in my body seems to drain from my mouth. Being thirsty is a good sign that I'm turned on. He came over and untwisted the bottle cap in front of me and handed it to me. "What a nice gesture" I thought. He sat down, took the lid off his coffee and raised it to toast with my cup of coffee. I thought it odd but funny and I went along with it. "Now for the hard part, the questions..." I said and he compliantly replied "Okay, what would you like to know?" with a smile. "First of all" I say, "Have you ever been arrested for anything?" "No, definitely not." He mused. "Good." I say. And add "do you have anything going on down there that I should know about?" He politely answered "No, I don't but I did bring condoms, in case you decide that's what you want to do. I will do what ever you are comfortable with." He went on to tell me a few personal things about his private life but was completely respectful when I did not divulge much about mine. He complimented me on my smile and I noted he had nice, kind eyes. Things were going really well, despite the atmosphere. Around 9:30, I suggested we get out of there and go back to his hotel room. Without hesitation, he got up with me and helped me out of the now slightly less crowded joint. He confessed he was also nervous but very excited for me. I believe him because he arranged business meetings in the area in order to stay overnight so he could see me in the little time I had. I felt that he was really accommodating, considerate and hot. Upon leaving, Tom reached his muscular arm from behind me and held the door open for me. "Lovely." I said. He walks out next to me and asks if I prefer to meet him in the lobby of the hotel or if I want his room key. I said I'd meet him at the front and he agreed, we'd walk in together. He points out his car, a pickup truck, in the lot, which I find so sexy and rugged. He tells me I can follow him if I want to. Again, a nice gesture. I drive behind and follow him in my car till we are at the hotel a few minutes later. During the short drive, I touched the outside of my panties under my dress and noticed they were already moist from my excitement. If nothing else, it's safe to say, the sexual chemistry is intense. I know it's mutual because he's seen my body and has told me how hot he thinks I am. He loves my full breasts, especially my rosy nipples. He loves my fleshy pussy lips and my inviting ass. He's told me, he really would like to play with my pussy and my ass. I told him I would love that! He parks his truck first at the hotel and I park a little ways away from him. We walk through the front doors of the hotel and he directs me where to go as the hallway is narrowed by cleaning carts. I ask him if he has gum, to get the coffee taste out of my mouth and he says "No, but I have mouthwash in my bathroom. You are welcome to use it." I can't even wait for that, because as we get into the elevator and the doors close, I go to kiss him and he puts his mouth on mine. He tastes so good and his kiss is so gentle. We disengage and the elevator doors open up. Again, he directs me to his room and I feel a little silly because my rain boots are making noises as I walk with him on the carpeted hallway. He smiles and says "I'm not worried about making any noises". This makes me blush. He'd also told me he'd like me to cum so hard that it'd leave the cleaning crew a big mess. I can tell, this is someone who will let me be as inhibited as I need to be. In my sexually active years, I've had a lot of fun but I haven't had a lot of partners who I could feel this particular way with. There's been a lot of times where I've held back. We get into his room and he offers me his bathroom and tells me he'll go after I'm done. I go in the bathroom, take off my rain boots, turn the sink on, so he won't hear me pee and wash up gently. I use his mouthwash and come out, place my bag and boots near the door and then see him laying on the bed with his shirt off. His chest, shoulders, abs are perfection. (He's a bit older than me but in sexy as hell shape! I could swear, he's out of a movie.) "That looks comfy." I say, as he looks at me. He tells me "Please, come on it, I'll be back in a minute". And he goes into the bathroom. The TV is on, some silly HBO movie, but I'm glad for the diversion. He comes out of the bathroom to find me watching a sex scene in the movie and I'm masturbating, a little. He likes this. "What do we have going on here?" he asks as he spreads my legs a little wider to see my fingers rubbing above my panties. "Let's take those off" he adds and I let him. They land on the floor, next to the bed. He tells me to take off my dress and I comply. I lift it off over my head, slowly and he takes it from me, and carefully lays it over the back of the chair in his room, so it won't wrinkle. "So thoughtful" I remark. He then kneels down in front of me and checks me out, opening my legs further, to observe my flushed anatomy. While he does, I gently rub my foot on his cock, through his jeans. Then, he slowly kisses up my thigh and he does this thing, that drives me absolutely wild. He flicks his tongue between my thigh and my sex. It makes my clit swell. He then lightly touches my pussy with his nose, tongue and lips. I ask him to unbutton his pants and he does and takes them off. I see he has pre-cum on his boxer briefs. He takes those off, to reveal a smooth, yummy, stiff organ. He unhooks my bra, takes it off, and then he gets back down between my legs to worship my body even more! He sucks on and plays with my breasts, he lightly takes my nipples in his fingers and tells me to lick them with him. His tongue encircles my left nipple and hits my own tongue while he cups my chest. He then tells me he'd be so turned on to watch me squirt, and then, he inserts a finger in my cunt. He works it for a couple of minutes, then I ask him to stick another finger in me, and he does so with his middle two. He rhythmically massages me like his hand was a vibrator, but better. He makes my womb flood with wet cum, all over the bed. "Good thing he's checking out today!" I think to myself as my body quivers. I may have sprayed, but I don't know how far. He gets up and grabs a towel to wipe up a little, and he absolutely loves this. He loves how wet he's made me. I tell him I don't think I've ever let myself go that far before. I don't know if he believes me, but I don't even realize at this point how much more there is to come! After one orgasm, I could have easily been satisfied but I was so enthralled and I wanted to return the favor. We'd been talking about 69'ing. I honestly hadn't enjoyed it with others, but his smooth, shaved jewels made me reconsider. I'm glad I did because he absolutely ravished my pussy and ass in his face. I took his balls in my mouth and gently massaged them with my lips and tongue. I took his thick shaft in my mouth and trailed it down my throat and back. He probed me again with his fingers and I warned him I might cum. He begged me to please cum and my body shook as I released on him. I turned around and asked if I could lay on top of him. He told me: of course, and I mounted his muscular thigh and rode it while I jerked him off. He told me he was going to cum and then he did, as I waited with my mouth open, tongue teasing, trailing the warm spunk from his prick to my lips. He pretended to frame a picture with his hands, conveying how much he loves this sight. He pulls me next to his warm, taut body and we lay together and talk a few minutes. I know he needs to rest because, we're not done yet. He's told me he's able to cum more than once at a time and making that happen would be a dream come true! I offer him a massage and he says no, thank you, but tells me he'll give me one. I really just enjoy laying with him, naked, curled up next to him while his hand lightly rubs my back. I'm thinking, I can not believe what a generous lover he is, and then he gets up to massage my back. He's so good at it, but what I really love is his sex organs brushing up against my ass as he kneads my back and arms. He's ready to go again. He places a towel under me and then he picks up my hips and starts licking me everywhere. He sticks his fingers in my pussy and ass and makes me gyrate and squirt. I look over my shoulder and see it splatter him. I can hear the splashing through my moans. He rubs my juices all over my pussy with his hand. He turns me over and he's rock hard. He puts his face back in my pussy so I can watch him lick around my clit and kiss my pussy lips, while I spread it open with my fingers. He then kisses my mouth so I can taste my juices. I tell him to fuck my mouth so he straddles my neck with his groin and I suck him off while he moves in and out of my mouth. I am so impressed with his work ethic! Now, I want to be fucked! I beg, "please, fuck me!" and he gets up, rips a packet open and rolls the condom down his shaft. He gets his crotch between my legs and inserts himself, a little unsurely at first. I tell him I want to pick up my legs and he lets me rest my ankles over his shoulders. "Ahhhh" I moan as he goes in deep. "Damn, it feels so fucking good" I cry out. "Oh yeah, baby" he responds and starts pounding me harder. Then he adds "I want to turn you around and watch you from behind". I get on my knees and he teases my cunt by slapping it with his dick before he slides it into my hot, wet slit. He fucks me hard, doggie style. I spread my ass cheeks as I reach back and touch my asshole for him to see. It feels so good on me but drives him crazy. His hips buck, as do mine, wiggling uncontrollably I feel myself bear down and squirt again. He loves it and tells me to fuck up on him while he stays still and watches. I happily oblige and let him see me bury his cock deep in me, under my control. "Oh, you're so fucking hot!" He says, and asks, "Where do you wand me to cum on you?" I turn around, let him lay down and when he takes off the rubber, I start to fuck him with my tits and answer "here.". The look on his face is marvelous and his cum squirts out hard between my tits. Some hits my face but I don't mind. I lick it up from my lips and suck the last of it out of him. I'm so amazed at the volume, I look down at my breasts and there's a thick blanket of semen covering my chest. Again, he gets up to clean me with a fresh towel. He lays down next to me again, and it feels so good to have our naked bodies in contact. He kisses me as I look up to take in his handsome sight. "That was really nice" he said. I can barely say anything, I just smile and think, I don't want to move! Then, I look over at the clock. It's past 11:40 and I have to go now if I want to run that errand I needed to run. I think, those were the best two hours I've had with someone, in a long time. And I'm so thankful for everything he's done to make this happen! I slowly dress and tell him I'll walk myself out. I'm sure he wants to shower and finish his work stuff before check out. He's got a big drive ahead and I don't want to be greedy. Besides, I'm confident I'll hear from him again. I really can't wait. My Time with Tom Ch. 02 It had been several weeks since I'd heard from Tom. Months before, we had a wonderful first meeting. Unfortunately, soon after our meet, we had to stop talking for a while for a variety of reasons. I carried on with my life but I was hopeful he'd contact me again when the time was right. Even though I had many opportunities for sex, the thought of losing touch with him made me upset. I felt bad for his situation and I was saddened by the turn of events that led to his disconnect, but he'd apologized and explained everything as best he could before leaving. I understood and moved on, but held out a little hope he'd come back. Suddenly, about a month ago, the time came when Tom was comfortable reaching out and I was so happy to hear from him. He wrote to let me know he was sorry for having to say goodbye but could reconnect again, but cautiously. He mentioned he could even plan a trip in my area if I wanted to see him. I replied by exclaiming of course I wanted to see him again! We both got very excited in anticipation of another meeting for sex. We talked about our plans every day, which just charged me even more. It was so nice to pick up where we left off. A couple of weeks later, Tom confirmed his plans to meet up with me. In the nights leading up to his visit, I found myself dreaming about him fucking me again and again, and I'd often awaken with a wet pussy. He and I don't have romantic feelings for each other, but there is a physical attraction too strong to deny or give up on. We've just tried to respect each other's boundaries and limitations and that has worked for us. At one point, he told me, what we've been doing won't last forever. We both know that, but I'm just enjoying what it is, and what it has been. It's just been mostly perfect and exciting and safely adventurous. He's even earned a trust with me that's not easily achievable. Finally, the day came where we'd meet up again. I made special arrangements to be out for an extended period of time without having any questions asked. My hair and nails were freshly done and I got a Brazilian bikini wax for the occasion. I wore a short sun dress with blue and white stripes sans panties and I had on a brand new bra. I brought along my favorite pair of high heels to slip into right before I saw him. I looked as polished as I possibly could but still sensible enough to run my errands before and after our meeting. I also packed a small lunch, some hummus and cut vegetables, in a container, in case I didn't have time to eat before I saw him. That morning, I stuck the container in my bag along with my favorite hand blown glass sex toy. We had plans to meet at noon in his hotel lobby. I arrived early but waited in my car for a little while. I walked into the lobby about five past noon, but I was surprised not to see him there. So I calmly sat down in one of the lobby chairs and thought about the lyrics to my favorite Prince song; Darling Nikki. I always loved that song but now it felt really fitting for the event, being in a hotel lobby ready for an epic fuck session! I tried to relax, except there was no immediate way for us to get in touch with each other in case something happened. I was a little unsettled, but I knew he'd show up soon and I was hornier than anything. Luckily, I had some friends to chat with on my smart phone. They were cheering me on and kept me company while I waited. If Tom didn't show up, these friends would gladly take his place in a heartbeat. They were so sweet to let me know. About ten minutes later, I saw his truck pull up outside in the lot and he briskly walked in, carrying his belongings. I didn't realize he hadn't checked in yet. He came right up to me, looking sexier than ever but flustered. He kissed me on the cheek and whispered, "I'm sorry I kept you waiting. I had a hard time finding a pharmacy." I understood because I asked him to take care of getting condoms and lube beforehand, even though he's not from the area. I replied softly, "It's cool, thank you for taking care of it. It's so good to see you, but go check in." And I sat back down in the chair with my legs spread a little and waited for a few more minutes while he checked in. He looked back over at me from the reception desk and smiled. Once he was finished with the concierge, he came back over towards me and I stood up so we could greet each other properly. We exchanged a little more small talk about his trip and he told me how hot I looked. He commented on my five-inch shoes, which brought me to 5'6, next to his 6-foot frame. We walked to the elevator, got in and quickly arrived on his floor. He led me down the hall, as if he knew exactly where the room was. His hands were full from his suitcase and garment bag, but he still managed to open the door for me and he let me in first. I walked in and immediately sat on his bed. I knew we'd have a few minutes to situate before getting naked. I thought he'd want to settle in and freshen up and I felt very hungry. I hadn't eaten yet because I didn't have time after my first errand, and I didn't want to stop anywhere and risk running late. So I got up from the bed, holding my handbag and sat at the room's desk. I pulled my lunch out of my bag and opened the container. I said to him: "I hope you don't mind if I eat while you settle in." He replied: "Of course, not. I have an idea; you can eat while I eat you out!" I just smiled at his (half) joke and told him to go settle in. I really wanted to eat something before the next few hours. That turned out to be a good idea. But I did add that I was already very wet for him and he reached under my dress and touched my damp pussy to confirm my claim. He smiled excitedly and then turned to situate in the room and unpack his belongings. Tom turned on the TV for me, trying to get the porn to work but I told him I didn't even need it, I was so charged. And, I could see his boner pressing against his black slacks. It made me even more aroused. He looked good in his black golf shirt too. I could see he was also sporting a nice tan. I told him to take his time, and that I'd make myself comfortable. When he went to hang up his garments, I slipped my sex toy out of my bag and onto the nightstand, where he already put the condoms and lube. I sat back down at the desk and managed to eat a few baby carrots and some cucumber slices. I swallowed my food, and sipped on some bottled water that I also brought with me. I glanced around the room again and set my eyes on the settee couch. I sat down on it and took off my shoes and my dress and placed it over the arm. I thought, this would be a good way to get things started, for him to walk in the area and find me fucking myself. My little plot worked. Once he saw me on the settee, playing with myself, he took his shirt and pants right off to reveal that gorgeous body of his and a luscious, fat hard-on with pre-cum oozing out. He picked up my camera, which I gave him permission to use, before hand, and he took a short video of me masturbating. I reached over and grabbed the toy from the nightstand. His breathing got louder and deeper as he watched me insert the toy in myself and I started to moan from the pleasure derived from him recording me. At that point, Tom quickly put the camera down and got up close to me for a personal view. I took the toy out of my pussy and put it back on the nightstand. He got on his knees and I opened my legs wider to accommodate him. He started to lick and massage my dripping wet cunt, as his fingers went deep inside of me, which heightened my pleasure immeasurably. I soon felt the urge to cum and as I neared an orgasm I told him to stick his face under me as I came. He stayed close under me and as my clit danced in his mouth, I squirted my gushing juices in his face. He just suctioned his mouth even more firmly to me and lapped everything up! His tongue swirled wildly against my pussy lips and his face just fit perfectly in my region. When I regained composure, he came up from under me and looked at me with his clear blue eyes and wicked smile as my cum dripped down his chin. I kissed and licked his face and tasted myself on him. This was all very hot, and a good start to our time together. As we both stood up, we saw there was a big wet spot on the couch too. That was exactly what I wanted and how I wanted it to happen. He commented our mark there was his trophy to admire for the night. Next, we moved to the bed. I was reluctant to touch his dick because I knew how sensitive he is before his first cum. But I also knew he's able to maintain an erection for hours- he just likes to be in control for the most part. With this in mind, I planned on letting him make me scream, moan and cum all over the room as loud and hard as I wanted to. That's exactly what happened. He reached over on the nightstand and grabbed the camera again. He took some pictures and another short video of me licking and sucking my own nipples. He put the camera back down and joined me in my nipple suck. We'd done that before and he always told me how much he enjoyed it. I let go of my breasts with my mouth and hands and let them fall into his own. He massaged and stimulated my breasts until my nipples stood straight up in the air. We were both hard and erect. Tom moved his mouth back to mine and kissed me deeply. He then he grabbed the toy from the nightstand and inserted it in my cunt and fucked me with it gently for a while. My body started to tense and shake and he went back down to suck me again but I told him I couldn't take that stimulation right now because I was too sensitive after just having an orgasm. That smart guy came up with a good solution. He ate my ass instead, which felt heavenly. A nice little ass tease with his mouth was the perfect little distraction from my clit. Superseded by his tongue, he then stuck his finger in my ass, which he used to fuck my tight, but now wet hole and I had another cum. That was two orgasms in less than an hour. His hand had a puddle of my wetness in it and he proudly dripped it on to my body from above me. He then asked me to lay over him, facing downwards to let me suck his cock. It was sort of a 69 position but I went further down, tonguing his balls and doing the unthinkable... I licked his asshole! It was pink and fleshy and he moaned with delight as my tongue ran back and forth across it, all while holding his shaft in my hand. If Tom were not such an immaculately clean or un-hairy guy, I would never have done it. But I knew there was a reason he's worshiped my ass as much as he does. I knew he really wanted me to perform anilingus the way he'd done to me so many times. I also knew he could never just ask for it. Based on his magnificent reaction, a series of pleasurable moans and hip thrusts, I didn't stop playing with his ass. I asked him if he wanted me to touch his hole and he said "Yes, but just a little." With my manicured fingertip, I gently pushed the rim of his sphincter, which pulsed and contracted around my probing finger. I love the sensation of an ass rimming and I could tell he did too! Especially when I turned around to face him and saw his expression. It looked as though his dreams came true and I felt incredibly good doing what no one else had done for him. The next thing I knew, we'd changed positions again. He came out from under me and rolled me on my back. I scooted myself up closer to the headboard. He got up on top of me and put a condom on very quickly. He asked if I wanted him to fuck me and I said "Of course!" He inserted his cock in my vagina and we screwed each other missionary style. His hard and straight dick went right up against my G spot rhythmically and he went so deep that his groin kissed mine. Another gush came shooting out of me as my hips rocked against his. With another wet spot of mine on the bed it was time for him to cum. He got up in front of me as I sat up and I sucked his cock as deeply as I could. I bobbed my head briskly around his shaft and took him all the way in my throat four or five times for a few seconds each time. Then, with just the head of his dick in my mouth, I jerked him off with my hand. I looked up at his eyes and back at his penis. His balls tensed up and then he ejaculated ropes and ropes of his hot cum into my mouth. I took it all for him and swallowed with delight after showing him his load on my tongue and lower jaw. We were both very pleased with his emissions. We collapsed and recovered together in bed for a while. Tom laid on his back, to my right and he took me in the nook of his left arm to cuddle. I leaned my body in close towards him and my left leg lay slightly over his muscular thigh. My head rested on his sculpted pectoral muscles and my left arm draped across his chest touching his biceps. His left arm wrapped across my back and his hand tickled my arm. We lightly rubbed each other's skin with our fingers and we stroked each other's ego's with our words. I told him I was so happy to be spending this time with him. I felt so naughty but also, incredibly worshiped. We also took this time to talk and clear up the issues we had while he was unavailable. The conversation became a little awkward for a minute, but it was respectful and then over with. I didn't enjoy bringing up drama but we just needed to clear a couple of things up. I needed to make sure he wouldn't become upset again if I had another lover. There was a time or two that I did while we were out of touch but then he got jealous when I told him about those adventures. He fully admitted he had no right to be possessive in any way, but it was just the way he felt because he still desired me so much. I told him I was okay with that and we moved on after I reassured him what a fantastic, incomparable lover he is. Since we don't see each other very often, I wanted our afternoon together to be the best, most epic experience it could be. We agreed to have only one rule: to always treat our time together as if it were our last. That way, there are no regrets. We both looked at the clock and it was 2:15pm. I had to leave in an hour and we agreed we'd use that hour very productively. I got on my hands and knees, facing over Tom's crotch. I leaned my head down and kissed his penis, which immediately re-hardened in my mouth. I then moved up and put his dick in between my breasts to give him a tit fuck, which he took with a smile. He even helped me, by holding my tits around his dick, massaging them around as I licked his tip with my tongue. Then, I straddled him and he asked me if he could fuck my ass. I said "Hell, yes!" But, confessed that I wanted to be on top, to make sure it wouldn't hurt. He looked disappointed. I think he really wanted to take control so we came to a compromise. I said I'd lie down on my stomach and he could enter me from behind, if I could guide him in. He agreed that was a good idea. Tom once again moved out from under me. I lay on my stomach, but he got behind me, and picked up my hips. He grabbed the bottle of lube while I rested on my forearms and knees for my warm up. He put some lube on his finger and rubbed it all around the perimeter of my asshole. He then inserted his lubed up finger inside but I felt really tight for some reason. It wasn't painful; it just took a few minutes until I felt ready and relaxed. He was so gentle and aware and just continued with his erotic massage until he was able to stick another finger in. I grabbed the bottle of lube myself and squirted even more of it inside of me for him to spread around. It took a few more minutes, but I finally felt ready to take his cock in my ass. I lay down on my stomach and he handed me the glass toy. I inserted it in my ass while he put a condom on. Once he was ready, he took the toy out from my hand and set it aside. He spread my ass cheeks and firmly entered me, slowly to start. He butt fucked me so good! I was so enthralled in the sensation I moaned loudly. Because we were in a hotel, I wasn't concerned about controlling our volume either. I didn't care if anyone heard us. The only restraint I used was grabbing the sheets around me so that we didn't slide off the bed. I stretched the fabric of the bedding as we grasped ourselves in the throes of passion. And, orgasm number four quickly ensued. Then, to my surprise, Tom fulfilled one of my all time fantasies. He came out from my ass, and stuck the toy back in it, as he reentered and fucked my pussy. I finally got DP'd! I've always thought of myself as kinky but this was a first for me, and it felt so incredible! All that pressure rubbing against my G-spot and bowels made me orgasm yet again. More cum came squirting out of my pussy. Tom took the toy out of me, went back in my ass with his cock and pounded me some more as he lay down on top of my back. He gently touched my head with his hand and kissed my face, which was turned toward his. My body shook wildly as it reached another climax. We disengaged and I rolled onto my back to face his front. I thought I was truly tapped out after five orgasms, but this day was like nothing I've ever experienced. I could tell he was ready to cum a second time, which I found just as exciting as my own orgasms. I was getting worked up again, just from his energy alone. I once again sat up and put his dick to my mouth. This time, he jerked himself off for me. He came so hard he actually huffed and puffed and moaned and groaned like a sexy beast. Having him cum so hard was a pure, unadulterated prize for me and I was rewarded with a giant spray of his ejaculate in my mouth and on my face. My pussy and ass shuttered and convulsed instinctively at his release. We were done. And the room smelled like sex. I was spent and I had to wash up and go home. I asked to use his tub, which he easily permitted. I filled it up half way with water, so that I wouldn't get my hair wet. I quickly washed with a lathering of the hotel's shower gel. I then played a naughty but harmless trick on Tom. I asked him to come in and hand me a towel, even though it was well in my reach, just so I could steal another look at him again. He found that amusing. When I finally redressed, I checked the time on my phone and saw I was almost running late for the rest of my day. I almost didn't care. I was so satisfied. And I was so glad we maximized our time together. This was the way to go. My Time with Tracy My time with Tracy. Thanks to Sexnovella for the editing. * "You need to fuck someone...and fuck them hard." My buddy Dave always had a way with words. I'm Steve by the way. My Fiancé left me about 3 months ago. This was Dave's response when he asked me if I had gotten back on the horse yet and I told him no. It's not that I am a bad looking guy, but I am no Adonis either. 28 years old standing a solid 6'1 weighing about 210lbs. Still have a full head of hair with a nice goatee and a few tattoos. I am no head turner but when you add in my charming personality I am quite the catch (if I do say so myself). I said to Dave "I don't even know where to look for women. I have been in a relationship for so long I forgot how to be single." "Dude, you don't even have to leave your house nowadays. You can put up an ad on a site and just put down that you are looking for some casual no strings fun. I have a few sites I can give you." And that's how it came to be that three days later (three straight days of Dave busting my balls...but more on him later) I posted an ad that would later change mine...and Tracy's life. My ad was simple enough. It basically read "Just out of a long relationship. Not looking for another one but looking for the physical aspect of it...to please and be pleased. I am straight and just looking for a fun erotic adventure." It took three weeks to get a response. I had just come home from work at about 5am (I work the night shift) and I popped open my laptop to see an email from an address I did not recognize with the title "feeling adventurous huh?" I opened it and read the following. "Feeling adventurous huh? Are you feeling adventurous enough to sleep with my girlfriend? She is a hot Latina woman, 22 years old about 5'4 150lbs 34B chest with a nice luscious ass and legs. There is a catch that is probably best discussed over the phone so I can explain it better. If this intrigues you then just email back your name and a number where I can reach you and a good time to call. Bill." He included a few pictures. Her face was kind of plain for a Latina. I guess I was just expecting something more exotic. Her 34b's had big areolas which I am not a huge fan of but weren't a deal breaker. Then I got to picture number 3. Holy crap. She had the kind of ass and legs that you see in a rap video. I could definitely picture doing her doggy. Watching her ass ripple and I pounded into her. I was a bit worried about the "catch" that Bill spoke of, but I was intrigued. I dug through all the junk on my desk and found the "play phone" that Dave had given me to use for responses to my ad. I found the number and shot Bill a quick email. It said "Hi Bill, Not saying yes but I am definitely intrigued by your girlfriend's ass. Call me at xxx-xxx-xxxx. I am free until about 11am and then again after 7pm. I am Steve by the way." My play phone rang about 7 am and when I picked it up a meek barely audible whisper of a voice asked "Is this Steve?" "It is. You must be Bill. What's up?" I talked to Bill for about 15 minutes. He told me that he and Tracy have been dating for about seven months and that about a month ago, one night in bed, they decided to share fantasies. He told me he loved her with all his heart and that he wanted to make her number one fantasy come true. The only trouble was that he didn't think he could pull it off. "She has only had sex with 3 guys. All 3 guys were her boyfriends. She told me that she has been such a good girl her whole life that she wants to be the bad girl. She wants to be the sub, the slut, the whore. She wants to be called names and basically just be used for your pleasure. I just don't think I have it in me to treat her that way. We both have led pretty vanilla sex lives so I don't want to disappoint her if I am not sure what to do. I do want to be there. I want to be there for her safety and to share in the experience with her. I think it will make our relationship stronger." I told him that I wanted to speak with her, just to make sure it's what she wants and that she wasn't doing it just for him. He said that was cool, and that she would call me later. That night I got a phone call from Tracy. Tracy was nowhere near as shy as Bill was in describing what she wanted. What Bill said was true, she wanted a dominant man to treat her like a whore, degrade her and basically use her for his pleasure. I told her I was game and we made plans to meet Saturday night at her place. She and Bill did not live together and she lived closer to me than he did. He did not want to go to a hotel since he figured that the home field advantage would make her (and him) much more comfortable. Now, I am going to let you in on a little secret. I have never been a Dom before. Sure I have been dominant in bed but not to the extent she was looking for. I wasn't going to tell her that since after thinking about it, I realized my friend Dave was right. I need to fuck someone... and hard. I figured I could just make it up as I went along. I rang the bell not sure exactly what to expect. I realized about 3 seconds after I rang the bell that I never asked, not did I care what Bill looked like. The door opened and he looked absolutely nothing like I thought a guy who would share his girlfriend would look like. He was about 5'7 about 150lbs, wearing a dress shirt with a tie (yes...a tie!?!) and had glasses. He shook my hand, invited me in and told me that Tracy was in the kitchen. I pulled him aside before we stepped into the apartment any further "Not to blow my chance here, but you sure you're cool with this? The whole treat her like a whore thing? Not to mention sharing her?" He reiterated that he loved her with all his heart and all he wanted was for her to be happy. He felt if she got her fantasy that it wouldn't be the 800lb gorilla down the road in their relationship and what he hoped would be their married life. I said ok and told him to lead me to the kitchen. Well she looked exactly like her pictures. When I walked into the kitchen she was bent over getting a corkscrew out of the drawer. Her ass looked phenomenal. She was wearing nice lace black panties with a matching bra and some high heels. Her hair was done up nice and made her plain face a bit more attractive as did the deep red lipstick she was wearing. We exchanged a quick no fun hug and hellos before Bill said: "Why don't I get the wine and you show him to the living room." Tracy said "right this way." I followed her voluptuous ass all the way to the living room. They had a nice couch set up across from the love seat so that they faced each other with a coffee table in the middle. Tracy and I sat on the couch together. I leaned in and asked her "You sure you ok with this? I just want to make sure that no one changed their mind." She assured me that she was more than ready to do this. Bill walked in and handed us each a wine glass and we toasted. Bill asked "so how do you think you should get started?" Tracy said "well we should..." I cut her off with "This cunt is going to suck my cock." I was out my seat with my zipper open and my cock out while she sat there I think both shocked and incredibly turned on by my choice of words. My dick isn't the biggest. It tops out at about 6 inches but it has a prominent upward upward curve and a big mushroom head. I jammed it into her mouth causing her to choke a bit and she pulled her head back off it. I grabbed a handful of hair and told her "You don't pull your mouth off my dick. You take it all the way down like the little fucking whore you are." Surprisingly she did. She immediately relaxed her throat and started bobbing her head up and down the length of my cock. Her saliva was overflowing out of her mouth and onto my balls which I told her " "Lick it up and make sure my balls didn't smell like her cock sucking mouth." I pulled my cock from her lips and told her "maybe you would like it better this way." I dipped my cock in her wine glass before shoving it back into her mouth. She was doing a good job playing with my balls with her left hand, scraping her long manicured nails along them while using her right hand to hold my cock straight while she slammed her mouth up and down on my dick. I pulled my cock out again and told her that I wanted to see how much of a slut she was. I pulled off my pants and then I led her off of the couch and made her sit on her ass with her back and the back of her head against the wall. I spread my legs and crouched a little and told bill: "Come get a good look at this." I proceeded to fuck her mouth like a pussy. With the back of her head against the wall she couldn't pull back. There was spit and saliva flying from her mouth and tears streaming down her face. I pulled my cock out and told her she didn't deserve my cum just yet and jerked off my first load into her wine glass. Bill sat there stunned. He hadn't said a word. I couldn't tell if he was upset at how I was treating her or hoping that my treatment of her had gotten is out of her system. He just sat there. Without any input from him...I decided to keep going. I laid on the couch and threw my feet up saying things like "that whore wore me out", and "fucking pigs give the best head". She had moved herself and was about to sit next to Bill when I said: "Whoa whoa whoa...what are you doing? Dirt goes on the floor, not on the love seat. You want to sit, you will with your own kind. The dirt and the filth. In fact why don't you sit on the floor over here by me?" She sat on the floor right at my feet. She spent the next few minutes wiping off the saliva and the tears from when I gagged her with my dick. She sat there, not with a smile but just a content look on her face. I told her "I hope you don't think you are done. I will have my cock in your ass before I leave here tonight. Have you ever had a cock in your ass?" She told me she had done it a handful of times on only the specialist of occasions. I heard a mumble from across the room. I said "Speak the fuck up Bill. I don't speak mumble." He said "I never had sex with her in the butt." "Well you aren't going to tonight either. Unless you want to sword fight me in there." I waved my flaccid dick trying to lighten his mood. I failed miserably at that. He just continued to sit there very stoic and stone-faced. I turned to Tracy and said "Why don't we get this show on the road. You know what always makes my dick hard? When a chick sucks and tongues my balls. Why don't you do that now so I can nice and hard? Hard enough to get it in your ass." Without a word she lowered herself down and starting massaging my balls with her tongue. It took a few minutes but I got rock hard again. She asked how I wanted her. I told her "Let me start off in that pussy. Why don't you sit on the couch with your feet on the floor?" I pulled a condom from my pants and put it on while she got into position. When she had done that I put my hands under her knees and pulled her down so that her back was on the cushion where her ass should have been. I rested her legs on my forearms and I grabbed the tops of her thighs. She removed her bra while I moved her panties to the side. I rubbed my cock head up and down her soaked pussy lips. I slid the tip in and pulled it out just as quickly. I did that over and over again till she said: "I want you to fuck me." I told her "Since when do I give a shit what a whore wants?" She remembered her place and just bit her bottom lip while I teased her for a few minutes more. Without warning I slammed into her hard cause a loud slapping sound of our bodies hitting each other's. I fucked her hard and fast. The room was filled with sounds of her moaning and screaming, the squishing noise every time I buried my cock deep into her and the slap slap slap of our bodies hitting each other. I could tell her orgasm was fast approaching. Just when I was about to send her over the edge I pulled out and yelled "Don't you dare fucking touch yourself?" I sat there for a full two minutes while she whimpered and her body shook...just aching for a release. I told her to go ahead and she immediately buried three fingers from one hand into her pussy while the other hand rubbed her engorged clit. She came almost immediately and yelled loud enough for all her neighbors to hear. After she came down I told her "It's time for your ass. Let's give Bill a nice view." I put her down on her knees and bent her body over the coffee table. I made her turn her face sideways and pressed her face against the table as well. My cock was still well lubed from her pussy but I used some spit to get her ass ready. It slid right in with almost no resistance. I grabbed her hips and started to pound her while she worked one hand underneath playing with her clit and occasionally rubbing her nails along my balls. I fucked her ass like that for about ten minutes when I heard those noises from her indicating an orgasm. Bill reached for his wine glass and she grabbed his hand with hers. Squeezing it tightly with every thrust I made. When I saw that I started in. "You like having your ass filled don't you little bitch. Bet you gave your ass to every dick with a letterman jacket in high school. You dirty little fuck slut. Oh you like that huh? Fuck slut? That's your new name then. I am going to make you cream like the fucking pig you are you little fuck slut." I reached down and grabbed a handful of hair. Just before she came I pulled her head up and she was face to face with Bill screaming out her orgasm. "OH MY FUUUUCCCKKKKIINNNNGGGGG GOD!" Again I waited for her to come down. I pulled my cock from her ass, pulled off the condom and told her to just lie there. I tossed the condom on the table and jerked my cock till I shot rope after rope of cum on her back and ass, landing as high as between her shoulder blades. I sat back on the couch with a "Whew." Tracy said "I think I might need a towel." "I'll get it" Bill said. When he came back with a warm wet washcloth Tracy said "Think you can give a girl a hand. I don't think I can reach it all." And Bill did it. While he cleaned her up I started to get dressed. She said "I could go for a drink right now." Bill said "I will get it honey." before starting for the kitchen. To this day I don't know what made me do it. I said: "No need. She has a drink right here." Bill said "But there is semen in there." I said "It's no problem." I put the condom that was in her ass a few minutes ago on my fingers and used them to stir the drink. I handed it to her. It was at that moment that I realized that I didn't care if she enjoyed herself or not. I realized that because I got to see the wicked smile that crept across her face as she grabbed the glass stared right at me and swallowed every last drop. Then she licked her lips. I turned to Bill and he was loosening his tie. It wasn't a get comfortable loosening of the tie. It was an oh my god, I am so nauseous that I am going to puke kind of loosening of the tie. I felt it was time for me to leave. I emailed them both separately the next day. The first one said "Hey Bill. Hope last night wasn't too rough for you. Thanks for sharing your hot little girlfriend with me. It was all in good fun and she was a great fuck. Hopefully for you she got it out of her system and you two can move on to bigger and better fantasies." To her I had written "hey fuck slut. You were good. Hope I can drop my cum on you again sometime." I checked my email for the next week and didn't get a response from either one. I figured it was a one and done type of thing and that I wouldn't ever back from either of them. God how wrong I was...