12 comments/ 44211 views/ 27 favorites Pretend Threesome By: Steve Orshon "She said she'd do a threesome, you know, with me and another girl." Roger knew that comment would pique my interest. I don't know if he thought I my eyes were glazing over as he related his recent dating escapades and yet another conquest to me. Maybe he felt he needed to wake me up or something, and it sure worked. Roger was in a bad place after his bitch wife had left him. Thankfully the divorce wasn't too painful, at least on his wallet, but I knew his heart was hurting. The online dating he sites used provided a near endless source of available women, far more than I expected were out there, and Roger was busy playing the field; and busy telling me all about it. I wasn't actually bored, but until he mentioned the threesome thing I was feeling like I'd heard it all before. "It's like every guy's dream." he said, explaining the 'older' dating scene. "Sex is just expected by the second date. I think THEY want it even more than I do, and that's saying a lot." And it WAS saying a lot. I'd known Roger for probably fifteen years. We'd been roommates back in our single days. Comparing notes on girlfriends was just something guys did, at least until you got serious with the girl. We both had extraordinarily active sexual appetites. Back when he met his ex-wife, I never thought she was right for him and it turns out I was right. Bitch. So anyway, here is now sorta-newly single Roger out every weekend and bending my ear with all the willing women he's seeing, making me jealous I guess. It would seem that women in their late 30's are far more willing to part their legs than women in their 20's. Not so jealous that I'm ready to trade in my Paula, but there is something about new relationships, the rush of the unknown, and now he's telling me about this girl Jean he's bopping. "You know, it was the weirdest thing, we actually went to high school together. She was a couple of years behind me and we didn't really hang in the same circles, but I knew her." he explained. "So I'm back in Jersey seeing my sister and she starts talking about this girl she knows that just got divorced and was asking about me and one thing led to another..." he continued. "I figured, what do I have to lose? I called her and it was so cool, it was like we knew all the same people and places, I felt like I was back in my teens. We went out a couple of times, and like I said before, by the second date it's like expected." Roger mimics pelvic thrusts, how crude. I'm listening, dutifully nodding when it's appropriate, when he hits me with the 'threesome' line. "That's so hot." "Yeah, it's like every guys secret fantasy, I think she knows that." Secretly I was wondering if Jean was looking for a safe way to experience a bisexual curiosity, but I kept that to myself. "Is this something she's done before?" I ask. "Not really, but years ago she almost did and I think she still thinks about it a lot." "How close, almost?" "It was with her ex, back when they were married. It was after a New Years party at their house, like 3am. Everyone except this one girlfriend of Jean's had left and they were all drunk. Her ex dared them to kiss and so they did it, then he dared them to do some more stuff and it was progressing you know, until they looked up and he had his pants down and was whacking his cock! Well, that pretty much killed the moment. Jean said he was always an asshole like that and that was one of the reasons they broke up." "So, are you going to do it?" I ask, all interested now. I can't hide it. "Well, we still have to work out the particulars." he answers. Weeks go by and each time I ran into Roger he would update me on the progress of his relationship with Jean. They seemed to be very well matched. I asked if he was seeing anyone else and he said that they had become pretty exclusive. She would come out to the Island or he would go to Jersey almost every weekend. Probably a month later we were talking and I asked him about the threesome thing again and he brushed it off. I found this to be pretty typical of us guys. We'll tell you everything if the girl means nothing to us, but once it gets heavy, no more juicy details. I can't blame him, it's not like I'm spilling my guts about my sex life with Paula. So I meet Jean about a month later. Nice, blond, not thin, but not fat. She seems like a regular gal and I wondered if the whole threesome thing was designed as a 'hook' to try to snag Roger. Maybe it was all bullshit and she was just saying it. I could see why Roger liked her, she seemed so mellow and interested in him. It could be the 'new relationship' thing, or maybe she is really just cool. I miss that aspect of my relationship with Paula. Not that we don't talk or what have you, but today it seems that very little of it is about US, it's always about STUFF, or other people, or places to go and things that need to be done. Another month goes by and Roger invites Paula and I over for a barbeque. Jean will be there and I'm guessing it's time for the girls to meet since Rog & I are friends. It's July and Roger has a pool, so we are to bring our bathing suits. This is fine with me, but of course with Paula this presents a challenge. "I'm too fat to wear this." she states dejectedly as she holds up her bikini. Actually, I'm not sure if it qualifies as a bikini, since while it is two pieces, it's not stringy. "You're not too fat." I counter. And truly, she's not. I've seen people on the beach that were too fat and they still wore racier stuff than that, but I digress. "You're just saying that." "No, really. It's not like Roger and Jean are Mr. and Mrs. America. Nobody's skinny." "Well, I'll bring it and the one piece and I'll have to see." So off we go. The kids are big enough now to watch themselves. I bring a couple of bottles of wine. The house is in a fairly rural area. There are neighbors, but at a distance. The day is bright, sunny and damn hot by Long Island standards. Roger and Jean are in the back yard when we arrive. "Hey, glad you could make it." Roger greets us. He's already in his bathing suit. "Thanks for inviting us." I counter. I'm already in mine too since I didn't have to decide which one to wear. Holding Jean's hand, Roger walks up to us, "This is Jean." Everyone except Rog & I share a polite kiss on the cheek. "Nice to see you again." I say to Jean. I had met her previously. She seemed to always have a smile. The women busied themselves in the kitchen as I helped Roger move some of the outdoor furniture into a shadier part of the deck. In the heat, it didn't take long for us both to be sweaty. "Enough work, pool time." he declared, and we both dove in. Roger has what they call a "mountain lake' style pool with a waterfall dumping into it. Pretty cool. "Beers are in the green cooler." Roger offered. "Get you one?" I asked. "Sure." We hung out in the pool, sipping the beers. I've worked with Roger for years so the topic became work of course. "No shop talk!" demanded Jean as she and Paula came out with chips. I was pleased to see that they both were now in bikinis or at least two-piece bathing suits. "Well, now that we have you two lovely things to distract us, that won't be a problem" I added. The women waded into the pool, careful not to spill their glasses of wine. The conversation was varied and stimulating and maybe even a bit risque as the beer and wine flowed. Roger and Jean filled us in on their history and chance re-acquaintance. They seemed very happy together and it was nice to have Paula by my side. As evening approached we fired up the grill for some excellent steaks. So everything seemed like a very typical afternoon barbeque with friends until we went inside. We had just finished cleaning up the dishes and I was mentally debating if we should start heading out. I had been careful to not drink too much since I had to drive, but everyone else seemed semi-plastered, including Paula. "Do you want to change before we go?" I asked Paula since she was still in her bikini. "Do you want me in my polka-dot dress?" she whispered in my ear. Now for the benefit of my gentle readers: This is essentially Paula's code for sex. Our history of the polka-dot dress is that it has evolved into something Paula wears when she is feeling extra sexy. Asking if I want her in her polka-dot dress really means do I want her naked under her polka-dot dress for some teasing before taking her home and fucking her silly. So, this was essentially turning into a fantastic night for me. "You know I can never say no to the polka-dot dress." I quietly answered, holding her close and kissing her. From the looks of things, Roger and Jean were heating up too with some not too subtle kissing going on, so perhaps this was a good time to say good-night. I had a hot wife that needed a good fucking and there was no reason to delay it. "You're fresh!" stated Jean rather suddenly to Roger, drawing our attention. "You LIKE me fresh." he replied, perhaps a little sheepishly. "Not in front of company." she countered. "How about in front of the whole bar?" "That was different. We didn't know those people." "So, you can proposition me in front of two dozen strangers, but I can't even hint about it here?" Paula and I looked at the two of them, and then back to each other. "Maybe we should scoot, looks like something is brewing here." I whispered to her. Paula started to get her stuff together. "Maybe we should say our good-nights." I stated to our hosts. "No, no, disregard this. There's no problem. Have another drink." Roger pleaded. "Yes, ignore us. I'm sorry, it's nothing really." Jean added as she got up and took our glasses to refill. "Well, maybe just one more, I've still got to drive." I replied, I didn't want to exit on a bad note. "Give me a hand bringing in the cooler Sean." Roger asked. Not that it was too heavy for him, but I think he wanted to talk to me outside. It turns out I was right. "Sorry about that in there. I didn't think she was gonna freak." Roger explained as we walked outside. "Yeah, she always seems cool, you must have struck a nerve." "Well, how do I say this, she's been in the mood for sex all afternoon. She's hinted and hinted, you know, and I was just teasing her about we couldn't do a threesome since you were here, that we could do a foursome." I think my mouth may have dropped open. "Just kidding, you know." Roger continued. "I was just getting even with her because last month when we went up to Vermont we were hanging at this bar we always go to when we are up there skiing and there was a good crowd, even in the off-season. She was drunk and horny and right out in the open she asks me if I see any good prospects for a threesome. I was floored, I mean people overheard her and these slimy-looking guys are now trying to hang with us. It was embarrassing and nerve-wracking, I thought I was going to have to fight the one guy he was so so drunk and obnoxious." "Wow. I could see how that could be trouble." I replied. "Yeah, well I got us out of there about as fast as I could. She was all like 'It's no big deal, nobody took me seriously' and I'm all like 'It IS a big deal, you can't just say shit like that and not expect trouble.' Thankfully the evening wasn't ruined, she was still horny when we got back to the condo and I really made her pay for it in bed." he added, smiling. "I reminded her it was supposed to be another girl with us, not some weird, drunk guy." "So the threesome thing is still alive, or do you guys just tease each other with it?" "Well, technically it never died, but we never worked out the actual mechanics of how it would go down. Like you know, do I fuck the other girl while she eats Jean or vice-versa, or do they both blow me, or what." "I can see where the details could be important." I added. "Yeah, plus I'm not sure who is supposed to find the girl. Am I supposed to and then just spring it on Jean, 'Hey, here's the babe I want to take to bed with us tonight.' I mean, that could blow up in my face, or do I pester Jean, 'Hey babe, have you found the other chick yet?' How do you do it?" "Man, I sure as shit don't know. On Sex in the City, the babes all figured it out and the guy just had to show up. But that's just BS TV you know." "Yeah." By then we were back in the house with the cooler and opened up a couple of beers. The women were still in the kitchen talking quietly. They each had another glass of wine in hand. Roger and I had just sat down in the family room and I was contemplating going for another dip in the pool. We were all still in our suits and it was still very warm. Roger hadn't put the a/c on yet. The girls walked in. "I suppose Roger told you all about my indiscretion in Vermont." stated Jean, looking slightly embarrassed. I looked at Roger, who rolled his eyes. Now I was in the hot seat. Do I rat him out that I know? Do I play dumb? "Yeah, I heard you guys went up there the other day, how was it?" I thought I deflected that well. "Fine until I got too drunk and embarrassed us at the bar." "Well, that drinking stuff can do that." Then in a surprise move, Jean walks up behind Paula and gently puts her arms around her. "I was supposed to find a nice girl for a threesome with us, instead some creepy guys thought I wanted them to join us." I'm quite sure my mouth dropped open again. I know Paula's did, but she smiled so she must not have been too shocked. "Well, I guess you have to be careful just who you may accidentally invite." I replied in a perplexed tone. "Weren't there any nice chicks there?" "You mean like this one?" as she patted Paula. This actually heated me up a little. My thoughts started running on how I could get this to go a little further. Paula had the 'deer in the headlights' look going, but she didn't pull away. "Well obviously I've always thought she's a nice one." "Umm-hmm." as Jean leaned over and gave Paula a kiss on her neck. "Uh, maybe we should pack up." Paula seemed a little panicky. "You still have a glass of wine." I replied. "Yeah, at least finish your wine." Jean added, keeping an arm draped around Paula's neck. Paula took a long sip of her wine, I think intending to finish it in a hurry. I, on the other hand saw an opportunity. "So, if you'd seen a nice chick like Paula there in Vermont, you would have invited her back to the condo?" I asked Jean. "Oh yeah. Right Roger?" "Oh, yeah. It would've been great." he replied. This got my wheels turning. How could I advance this? Unfortunately, my mouth started running before my brain was in gear. "I'd be willing to volunteer Paula for you to play with." "WHAT?" exclaimed Paula. "You know, just pretend. You'd have to keep your bathing suits on, but, just to see how it would've have worked out." Jean and Roger looked to each other and both broke into wide smiles. "I didn't agree to this." stated Paula. "It was never discussed, so you never disagreed either." "I can't believe you'd volunteer me." "You'll keep your clothes on, it's just pretend." I scrambled to try to minimize the situation. "Touching? Kissing?" "As much or as little as you can handle, just keep your clothes on, and I stay in the room." "I can't believe this." "C'mon, it will be fun. Sorta like playing doctor when you were a kid." "Clothes didn't stay on when I played doctor." "I always knew you were a wild one, well then this should be a piece of cake." "Shit! Me and my big mouth!" Pulling Paula along with her now, Jean walked up to Roger. "Look what I found! Can we play with her?" she asked in a little-girl voice. "Oh, I can think of a lot of fun things to do." Roger answered, taking both women's hands and guiding them to the sofa. "Let's see if we can figure this out." He had to pull on Paula a bit, but she didn't resist too much. He sat Paula down in the middle, positioning Jean to one side and himself to the other. "Let's start with a few kisses." as he began kissing the left side of Paula's neck, Jean began kissing the right. Paula seemed stiff and uncomfortable. "You're dead." She scolded me. "Relax and play. You may only get one chance." This seemed to relax her a tiny bit. "Lower" Roger instructed, and both he and Jean began working their kisses lower, down Paula's shoulder and across the top of her chest until they were at the top of her bikini. "I think we are going to need more room." Roger stated, as he pulled Paula onto the carpet in front of the sofa. She didn't resist. He and Jean resumed their steady stream of kisses now onto Paula's top. The material wasn't overly thin, but thin enough that I could see Paula's nipples were erect. Finally, in unison Roger and Jean took each bikini-covered breast into their mouths. It was so erotic to see my wife being stimulated and especially to see another woman a part of the stimulating. "Ooooh." quietly escaped Paula's mouth as they suckled. After a moment they both moved back up to Paula's neck and finally braved a brief kiss on her lips which she returned hesitantly. It bothered me just a little watching Roger kiss her, whereas it heated me more to watch Jean do the same. Then they were both working their way south, pausing again for a moment at each breast before working still lower over her tummy and then onto the tops of her thighs. Jean and Roger then paused for a brief, but very heated kiss between themselves before each taking one of Paula's legs in their hands and pulling them apart. My wife was laying on the floor, looking flushed and aroused. Her nipples showing prominently through her bikini as another man and his girlfriend spread her legs. "Match me." Roger instructed Jean as he began kissing the inside of Paula's knee and started working his way up. Jean followed exactly, moving ever further up until their heads were side by side and their mouths were on Paula's bikini-clad sex. It was hard to know just what they were doing with their mouths from my angle. Were they just kissing or were they chewing, gnawing, pressing, licking? Another sigh escaped Paula. They paused again briefly to share a very French kiss before Roger pushed Jean's face down onto Paula's sex again. Jean didn't resist, working her mouth enthusiastically against Paula. Roger moved behind Jean and began thrusting against her as if fucking her doggy-style. Each time he pushed forward Jean's mouth would press harder against Paula's pussy. This went on for a few moments and Roger's hardon was quite evident tenting out his bathing suit. In fact, it was so tented that he could actually rub it between Jean's legs and along her covered pussy. This was really heating up. "Switch." Roger stated, and laid on his back on the floor, pulling Jean onto his crotch. She began riding him. Paula sat back uncertain of what to do. I could see that the crotch of her bikini was wet, whether from the inside or the outside I didn't know. "Sit on his face." Jean instructed as she rode his crotch. Paula hesitated. "C'mon." Roger encouraged, reaching over to her. Slowly Paula moved over him, finally spreading her legs onto each side of his head and settling onto his mouth. The two girls faced each other, Jean moving up and down as she rubbed Roger's tented cock against her pussy while Paula was mostly still. Getting into the spirit of the threesome, Jean reached over to Paula and once again nuzzled her breasts. I was getting the feeling that Roger didn't need to encourage her too much to have another girl along. "You should ask Sean if you can ditch your top." Jean stated. Paula looked at me, a mixture of dread and excitement showing on her face. I wasn't sure if she wanted to get naked or not. I wasn't sure if I wanted her to. Pretend Threesome This was turning into something more than I originally envisioned and I was nervous about how far it would go. I think if I told her to ditch her top she probably would have, but then I worried it might not stop there. "We'll see." was all I said. Paula let out another small moan, it would seem that the attention to her breasts and pussy was having an effect, even through her bikini. "Switch again." Roger ordered, muffled by Paula's sex. The girls got off of him. "Paula, on your back." This time Roger positioned himself on top of her, between her legs. Paula was a sport and spread wide, allowing him against her. Jean laid alongside, running her hands over her. Roger held his tented hardon and began rubbing it across Paula's sex before finally thrusting against her. There may have been two thin layers of cloth between them, but the overall effect was of pure sex. Roger was thrusting hard enough against Paula to make her boobs jiggle in her top and they both grunted with pleasure. I was starting to wonder if somebody would actually cum. Jean next kissed Roger deeply, then turned and kissed Paula. Paula returned the kiss, perhaps not as enthusiastically as Jean, but mouths were open. Then Roger and Paula kissed and there was no mistaking that it was pretty real. The whole thing was starting to make me uncomfortable, as hard as my cock was, having Roger kissing her and this close to really fucking Paula was starting to bother me. It wouldn't take too much for some clothing to 'slip' and for him to sink right into her. Given her obvious state of arousal, I don't know if she would have stopped him. "Whoa, I'm getting too close." Roger stated as he pulled away, sitting in front of the sofa. Jean took this as her cue and kneeling next to his right side, took his tented cock into her mouth. "Oh, yeah." Roger panted. Jean bobbed up and down on him. She had gathered the material of the bathing suit together so that the whole of his cock was now fully evident, not just a tent but encased. Jean sucked on him, the material now soaked. "Paula?" Roger asked. Paula looked at them, then at me, uncertain of what to do. It was pretty obvious what Roger was asking. It seemed Paula was seeking my approval. Part of me wanted her to and part of me didn't, I was every bit as torn as she was. Ultimately, I didn't want to be a punk. "The clothes stay on, but you should pretend some more." I instructed. Obtaining my approval, Paula moved to Roger's left side on her knees. Jean looked over at her with Roger's cock in her mouth. Moving up off of it and holding the base in her hand, she pointed it at Paula. The swim trunks material was soaking wet. Encased or not, there was no mistaking what was about to happen, Paula was going to take a stranger's cock into her mouth. Again, she looked at me, waiting for me to forbid her, seeking approval as she leaned forward. His cock was now directly in front of her face, would she do it? Jean pushed his cock against Paula's lips and she took it in, pushing as much of it as she could fit into her mouth. Roger moaned, maybe because it felt so good, but probably because another woman was now sucking him. Paula bobbed a few times before the girls began taking turns: a dozen sucks for Paula followed by a dozen sucks for Jean. During the transition from one to the other, the women ran their tongues together and over his cock. Roger now had his right hand on Jean's pussy and his left on Paula's, rubbing the girls through their suits. Everyone was starting to moan. I wondered who would cum first. My cock was tenting my suit and aching. As they grew more and more excited, the women were really working to get as much of his cock into their mouths as they could. Jean, knowing Roger best, began stroking him between sucks, really working to get him off. Roger began panting and it looked like he was very close. Paula matched Jean on her turn, stroking as well. My cock was really aching and now dripping pre-cum. Jean began moaning loudly as she continued to suck and it was then that I noticed that Roger had slipped his hand under her bikini bottom and was fingering her pussy. Was he doing the same to Paula? I couldn't tell from my viewpoint, so I moved over to Paula's side. She looked at me, perhaps wondering if I intended to stop her or to join in. I noted that while Roger was rubbing Paula's pussy, his hand was outside of her suit. From here I had a close-up view as the women took turns sucking Roger. Striving to include me, Paula reached over and stroked my tented cock with her left hand, her right still holding the base of Roger's cock as Jean sucked. "This is so naughty." she said. "Yes, you now have one in each hand" I countered. In an example of true debauchery, as Jean rose off of Roger, I pushed Paula's head down onto his cock. "Don't miss your turn." Paula sucked deeply. "Oh, man, I'm gonna cum!" Roger moaned. Paula quickly rose off of him. Jean briskly pulled Roger's trunks down, exposing his now naked, red and throbbing cock. She immediately went down on him, sucking and stroking vigorously. It was quite obvious she was working to get him off. Jean came up for air only long enough to order, "Cum in my mouth." before returning to her sucking. Pulling Roger's trunks down was unexpected. I didn't know what would happen if Jean wanted Paula to take another turn. Would Paula suck his naked cock? Would I want her to? It was just too much to consider. For her part, Paula stayed right next to the action and looked ready to go back to it, bare or not. We were all in a bit of a tangle, Jean sucking Roger with Paula right there, Roger with his right hand fingering Jean and his left rubbing Paula's crotch, Paula rubbing me. It turns out we never had to cross that bridge as moments later Roger came with a roar, filling Jean's mouth with his spunk. Jean pulled back, trying not to drown as she swallowed rapidly. Still, one small glob of cum snuck out of the corner of her mouth and clung to her face. Seconds later, Jean came loudly on Roger's fingers, pushing back against him. We all breathed a collective sigh. "Holy shit, that was fantastic." was all Roger could say. Paula turned around towards me with a mixture of excitement, shame and dread on her face. "How are you?" I asked. "Hot, wet. I need you to fuck me." "I won't last a minute I'm so fucking turned on." "You won't have to." Pushing her gently onto her back, I positioned myself above her and pulled my straining cock out of the leg-hole of my suit. Paula pulled her bikini bottom to the side, revealing a very aroused pussy. There was no need for any additional foreplay, she was drenched. I pushed my cock into her, reveling at the sensation. She gasped. Roger and Jean now both satiated, remained near the sofa, perhaps ten feet away. They held each other as they watched us. Paula felt soooo good as I pistoned in and out of her soaked pussy. To my surprise, I didn't explode immediately as I expected, but was able to fuck her good. This was just too good and Paula was really heating up, moaning loudly as she fucked back against me. This started to bring me closer and closer to orgasm, hearing her turning on. As much as I wanted to get her off and unload into her, I was greedy too and wanted to prolong this just another minute. "Sit on it." I instructed, as I pulled away and laid down next to her. My very wet cock now stood at attention sticking out of my suit. Paula immediately climbed on top, again moving her suit again to the side as she settled herself onto me. In this position, I could control myself better and Paula could control the angle and depth of my cock. She didn't seem to concerned about either as she rode me hard, fast and deep! I think she was a little pissed that I had changed position when she had been so close to cumming and she was working to get herself there again. Reaching between us, I rubbed her clit as she rode me and this was all she needed to finally reach her release, cumming loudly. As much as I would have liked to have had her finish me in her mouth in front of our friends, ultimately I couldn't hold off when she came and I exploded into her. It felt sooo good, it felt like I came a gallon. Paula collapsed on top of me, catching her breath. "Oh, I needed that." she gasped. "Me too." "I can't believe we did this." she said in a quieter tone. "I know, pretty wild." "Who said you could volunteer me like that?" "Hey, I didn't see any gun pointed at your head." "You're bad." "I know. And if you were equally bad, you would have finished me in your mouth like Jean instead." Paula made her 'yucky' face. "That's what you wanted?" "That's what I always want." "I know, you men. Just sex isn't enough?" "Variety is the spice of life and I'm feeling a little bland here." Paula seemed to think about this a moment. She then slid up off of me. I was still hard, and now very wet with a mixture of our juices all over me. Paula's bikini captured what I'm sure was a ton of cum leaking out of her now well-fucked pussy. Getting on her knees next to me Paula scolded, "Since you're done, you'll just have to settle for this." Roger and Jean were watching intently from in front of the sofa as Paula took my cock into her mouth, sucking me deeply. I swear I think I shot a little more. Paula only sucked for a minute or two and while I never truly went all the way down, I also wasn't going to cum again so soon. Oh to be eighteen again! After that there isn't a whole lot more to tell. We soon packed up and headed out. Please vote, comment or write to me. I love to hear from my readers.