True adventures in cuckoldry

My first time was with my first wife. We were both about 24 years old. I'd discovered my thrill for this several years earlier when I read stories in Penthouse Forum and they blew my mind. From then on, that was my primary desire and hope to one day enjoy, although I did not think it would ever happen.

I told Lisa about it when were were dating. She resisted it a little at first, just didn't seem to want to play along. Probably afraid I wouldn't handle it well? But finally one day she told me about her ex-BF and how he had fucked her, how his sweat would drip down off his face as they fucked. When she saw how that genuinely excited me, she knew I was serious. She wasn't much for talking during sex, however, she encouraged me with her looks, her flaring nostrils and pulsating dilated pupils, not to mention her powerful orgasms, often including painfully digging her nails into my back, something she only did when I'd talk about this with her.

Sometimes, I'd ask her if she'd ever really do it. The first time, she didn't want to answer, but I persisted, and finally, she nodded. Her assent was enough to drive us both to a powerful and immediate orgasm, and after that she didn't resist agreeing. I'd often ask her if she really would, and she'd eagerly nod her head yes. Sometimes I'd ask her again. "Will you really?" Yes. Or even sometimes, I'd ask, "Do you promise?" Mmmmmph. But still...how? We ran in a conservative circle. She an R.N. and me a police officer. Just didn't seem like it would ever happen, but so what? We enjoyed the fantasy talk. And truth be told, at that time, I was still anxious about it, at least after orgasm. And would feel pangs of jealousy after cumming, even though it hadn't actually happened! Strange thing that jealousy. But without it, for me there would be no thrill. Goes hand in hand.

We had a vacation in Jamaica, and while at a party there some guy she just met was really flirting her up hard, groping her ass and probably her big tits too, although I didn't see that. I played it cool like I didn't notice or care, hoping that maybe it would progress. But nothing came of it, other than hot sex together back at the hotel.

When we returned home, I had arranged for a friend of mine from work to pick us up at the airport. We invited him in when we got home, to see our photos and brag about our vacation. I fixed us up some banana daquiris, which had become our favorite drink while on the island. Then another batch, and another.

During one of the shows at the resort, island girls had demonstrated a wrap which could be worn in all sorts of ways, from an evening dress to a headscarf and more. Of course, the main idea was to sell them to the tourists, which we obligingly went along with. I told her she should get the wrap and show Randy all the ways it could be worn. She would leave to our bedroom to try one of the styles and then return to model it for us. Sounds boring now I guess, but with the booze on board, we were all having a good time.

Then she returned with a style that was more revealing than what she had previously donned. In fact, it was so revealing that she had become shy about it and had decided to put on a swimsuit underneath. I complained that it "ruined the look", but the truth is, I was already starting to get heated up at the thought of her wearing something skimpy in front of my friend, though still not believing it would go anywhere other than ending in hot sex after he left. Still, I wanted to encourage this to go as far as it could, or until I chickened out, or she did? She looked at me curiously, was I serious? Yes! I nodded enthusiastically. She returned to the bedroom and this time was gone for a very long time. To the point it became weird, so I went to investigate.

When I walked in, she was startled and embarrassed, as if I had caught her doing something. Turns out what I had caught her doing was exactly what I had asked. She had removed the swimsuit and was looking at herself in the mirror without this modesty measure in place. I noticed and told her "Yes, that's the idea! That looks great. Come on out." She objected, saying it revealed too much. Actually, it did. This being the 80's, her jet black bush was clearly visible through the cloth, and even some strands poking out at the edges. Her big breasts also strained the fabric and you could clearly see the outline of her areolae and hard nips, but I assured her it was fine and told her to come on out. She still wasn't sure though.

I was thoroughly turned on now. She hadn't refused, just "wasn't sure she should." I moved behind her and began to kiss her neck, which she loved, and then to fondle her breasts, as I pressed my erection against her from behind to show her how hot I was at the way things were developing. I whispered to her not to worry about it and she asked me if I was really sure. I said I was very sure and not to worry, just have fun. Then I slid my hand down and inside the fabric to her pussy. She gasped as I touched her. To my amazement, she was completely drenched with arousal, even leaking an actual stream of wetness down the inside of her leg. "Oh my god, you're wet!" I exclaimed. Her eyes grew wide as saucers as she looked back at me, understanding that I now knew how she was completely aroused, and she saw that I was as well. Our hearts were pounding. We were both thinking the same thing, that the fantasy which had dominated our sex lives for the past years might be on the verge of materializing. I was still unsure where this was really headed, how Randy might react and whether she'd have the will to go through with it. I knew for sure I wanted to, despite the fact that I was quite nervous about it now that it might actually happen. I was aware that this opportunity might not ever present again, and I was hungry to have it happen.

As I continued to finger her pussy, I whispered in her ear, "I want you to fuck him!" She pulled back, again wide-eyed, her eyes darting back and forth, trying to know if I was serious. I smiled and nodded, and said it again. "I want you to fuck him. Will you?" She was nervous as hell now. Without answering, she instead just pushed me towards the door, saying, "Go, go!" then shutting the door behind me.

It was a long time before she finally did come out, and as I had hoped, she had left the swimsuit off. Randy immediately took it all in, all of it, and indicated his awareness and approval with his reaction. Actually, now that she was there in front of him, she looked pretty naked and everything was clearly visible. I was even a little embarrassed, wondering what he might think of us, and of me in particular, that I was parading my wife in front of him, with her naked body clearly visible through the thin fabric. It also made my dick harder than it had ever been in my life!

We had some reggae music on and Lisa began to teach him the dance moves we had learned. Seems goofy now, but my next proposal was to suggest that Randy and I change into swimsuits, "to make the mood more like that of the island." Of course, what I really wanted to accomplish was get us further undressed, to put less of an obstacle between her pussy and his cock. I made another round of drinks then went to the bedroom to fetch the suits and to change into mine. When I returned, I found that Randy had already skinned down to his underwear, probably with her encouragement. I casually acknowledged that this was close enough to a swimsuit, and acted as though it weren't anything more than that.

It was more than that though. For one thing, his erection was unmistakable as it pushed against the fabric of his shorts. But we all continued acting as if there was nothing more than an innocent party in the works. At one point, Lisa acted like she was firming up the strap of her wrap behind her neck, but in hindsight, I realize she was actually loosening it, with intent. As she continued to dance, her boobs were bouncing up and down, which eventually pulled the tie loose from around her neck allowing the top of the wrap to drop, fully exposing her breasts. Randy smiled broadly, as did Lisa, though she also acted as if it were and embarrassing mishap. She was not in a hurry to react to cover up, as a woman would if it were truly inadvertent and embarrassing. She took her time putting the straps back in place, giving Randy a long enjoyable look. Her willful delay made my heart pound. I understood she was showing him her boobs, that she wanted him to see them, and that she was doing her part to move things along!

When she did finally start to refasten herself, I moved behind her and offered to help. But as soon as she turned the job over to me, I instead pulled her top back down completely, baring her breasts again. In the same motion, I wrapped my arms tightly around her, capturing her arms so that she couldn't cover herself up, and also sending her the clear message that I wanted her to display her breasts for him. She pretended to resist, but was giggling playfully, and it was clear that she was not actually resisting. She was laughing and having fun and quite happy to have her tits on display. After a minute, I reached my hands up and began to fondle her breasts sexily in front of him. She could have easily resisted and covered up at this point, although I hoped she would not do so when given the chance. That she did nothing to stop me or to hide her exposed breasts served to further affirm that things were headed in a very sexy direction. She leaned back into me, now quite comfortable in displaying her big breasts proudly to my friend. My heart was pounding furiously. Though it seems so obvious, I was still wondering what would happen next. For his part, Randy couldn't take his eyes off of them!

His dick was obviously fully hard, and I noticed her hungrily eyeing his protruding erection, which he made no effort to conceal. However, neither she nor he did anything more to make things happen. Everyone was wary of pushing. So it was up to me. Taking a deep breath, feeling more than a little bit nervous, I began to gently push against her from behind, nudging him forward towards him, while also making sure she felt my erection pressing against her, a sure signal that I was excited and really wanted this to happen. She did not resist, not even a little. As she drew closer to him, he reached up and took her breasts in his hands and began to enjoy them. When he did this, she followed suit, reaching down to fondle his cock through the fabric, while at the same time, moving in for a passionate kiss on the mouth.

I continued to encourage this development, as if it needed any encouragement at this point, by further loosening her wrap, then helping it to fall to the floor. She quickly stepped out of it, and now my wife was fully naked in front my my friend! My mind was blown! His slid a hand down from her breasts to slip a finger between her legs, now feeling that intense wetness I had just experienced. She slid a hand inside his shorts, taking his bare cock into her hand, and now it was undeniably about to happen! Right? A part of me still didn't believe it! lol

I moved to turn off lights, leaving just enough that I could still see everything that was about to unfold, but making it dim enough to promote romance and increase her comfort at being nude. They continued to kiss intimately, then suddenly, in one smooth movement, she took his shorts down to his ankles as she dropped to her knees in front of him and quickly took him into her mouth, sucking hungrily as if his cock was her only connection to oxygen. I had dreamed of this moment, and now that it was here, it didn't seem real. But it was. She sucked him for quite a while, making great eye contact with him as she looked up with her mouth full of his dick. She truly loved to suck cock and she always swallowed. She was clearly lost in her passion and desire, now having the taste of a different cock in her mouth after several years of only my dick against her tongue. I figured he'd soon shoot into her mouth, but she had other plans.

She moved backwards, dropping onto her back, onto a big sheepskin rug we had in our living room. Her legs splayed apart completely, letting me see how she unashamedly exposed her open cunt to him as she pulled him to her. He dropped onto the floor, between her legs and moved into position. I remember thinking how hot it was, how he was going to fuck her any moment, until I suddenly became aware that no, he wasn't GOING to fuck her, he had already entered her. He was already fucking her! The actual moment of penetration was lost, hidden from my view by his body, but at some point, it became undeniable that he was already inside her and that his dick was really plunging in and out of my wife!

We were young and we were all super heated up, so the sex literally lasted all night. He would fuck her, then I would fuck her, then we spit-roasted her and did it all again. I watched him cum in her mouth at least once, and yet neither of the men ever lost hardness or desire. A short break while the other man was taking a turn at her cunt was sufficient time to recharge and be ready to go again! It was all just too hot! We had never even considered DP back then and neither she nor I had never done anal, so those things didn't happen, but everything else did, several times, until the sun came up!

In the morning, she took him into the shower, where peeking into the room, I could see that she was on her knees titty fucking his soapy dick, then she sucked him off and swallowed his cum. They toweled off and he left. She had remained completely naked, and he paused to kiss her deeply and fondle her tits some more at the door where she also groped his dick again. For a while it seemed things might start up all over again, but he ended up leaving before it did. Too bad. If I had a do-over, I'd have insisted that he stay, that he join us in our marital bed, or possibly even take her alone into our bed without me. Though I was still pretty nervous about it all at that point in my life.

After he left, she looked at me sheepishly, unsure how I would be now, but she was totally happy with it, and so was I. We fell into bed and fucked some more before falling asleep. She fucked him again after that, then it ended quietly. I guess it kind of became awkward once it wasn't spontaneous. We'd invite him over, and he'd know what it was about, and it started to take on a strange quality. But it was super hot while it lasted, and one of the hottest nights of my life. One of...
 
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The second time with Randy was hot in a different way. It was already a bit awkward, because now it was clear that there was intent behind our invitation for further socializing. I was still feeling some measure of shame and embarrassment about this, especially since this was in front of my friend and workmate. I mean, evidently we were on the same page, but since that page for me was mixed feelings, including some unpleasant ones, it was natural to assume that it would be the same for Randy. I worried that after the intense experience, when his hormones cooled, he might feel some strangeness and that it could impact our friendship. But....oh well. The die was cast, and to not continue would be awkward in another way. It would essentially affirm that we wanted to forget it or ignore it. Which neither Lisa nor I were inclined to do!

As I mentioned, when it came to sex, Lisa did not generally express herself verbally. She didn't mind me talking, and asking questions, to which she would typically give a one word answer, if not simply a nod or shake of her head. Or sometimes her answer was a powerful, emotionally intense orgasm that made her answer clear.

In this case however, I was surprised and happy to find that Lisa was open to talking about it, and with refreshing candor. We talked about what happened, and our feelings about it. We both acknowledged that we loved it, a lot! I was shy about asking her if she wanted to do it again, so when she eagerly answered yes, I was relieved, as well as excited. Her eagerness thrilled me, along with the anticipation of how it would occur.

Although everyone would be a knowing and willing participant, orchestrating the event would change how we approached it, and we both already felt the awkwardness of that. Starting with how to approach Randy. He and I worked the same shift together and had always met up a couple of times per shift. Which we continued to do, but we both avoided the subject. Unfortunately, because I really wanted to talk about it, get a sense of his feelings, and generally air everything out. I tried to steer our conversations gently in that direction, but he was acutely uncomfortable and would find a way to move us on to a different subject.

Lisa and I discussed what we would do. She really wanted to do it again. She had an idea that we could invite us to join us for an overnight trip somewhere. Her thought on that was Disneyland. Where we were unlikely to encounter anyone we knew, and both Randy and I could escort her in tandem. He could sit behind her on the log ride and feel her up while she reached behind herself to tease his erection, or even find a way to put her hand inside his pants. I mentioned how we could take the gondola that traverses slowly, above the park where she could sit next to him and give him head or a handjob while I watched. She was incredibly turned on by the idea. And of course, the day would end with an overnight at a nice hotel nearby, perhaps both before and after our visit to the park.

Ultimately however, we decided the Disney adventure was more of a down-the-road possibility. We both wanted to play again soon, and with the least amount of obstacles to making it happen. As well as to confirm everyone's sustained comfort with the situation.

After much back and forth with various ideas (the discussion of which was itself a turn-on), we settled on a plan to invite him over for dinner. My idea, which Lisa liked a lot, was that after he arrived, we'd have some socializing to keep things somewhat normalized. Then I would order a pizza for pick-up. I'd go to pick up the pizza, and take my sweet time about it. During my absence, she would make an effort to seduce him. If he balked at this, we'd take the hint and let it go and just enjoy the evening. If he would go for it, then we could continue the fun after dinner and see how it developed. But we'd know he was DTF.

I suggested a signal that she could use to let me know when it was OK for me to return to the home. This way I would not interrupt them. I would turn off the porch light before leaving, and after either succeeding or abandoning the effort, she would turn it back on to let me know to come on in.

When the night arrived, we were both filled with jitters, uncertain how this would pan out, but in any event, knowing that it would be sexy fun for us. I made up some drinks, and we had some chit chat. Lisa brought out a photo album to show to Randy, and now it was time for me to vamoose to pick up the pizza.

I couldn't help myself though. I started to drive off and I made it as far as the parking lot of the school across the street, where I stopped, looking at my house and thinking about how my wife was in there doing who-knows-what to seduce our guest. I had to try to see! I felt more than a little ashamed of myself. Like I was invading their privacy, which I was. But I was burning with desire to see what was happening.

I walked back to my house, making my way to the big picture window next to the front door, feeling like the peeping Tom that I was as I peered into the window. On the other hand, I was also a bit startled to see how visible they were from the street. With the interior illuminated and the porch light off, anyone passing by who would look in that direction could see them clearly through the open curtains, with only a very sheer window covering. I hoped no one would pass by, in which case, they might also see me lurking suspiciously. At the same time, I hoped that she would not become aware of this exposure and close the curtain, blocking my view as well. She did not.

I watched with growing arousal as she had taken a position standing next to his chair. Her arm draped around the back of his neck, leaning in from time to time to turn a page of the album. This position, along with her plunging neckline, put her big boobs practically in his face in a way that seemed to be perfectly obvious (and it was!). Soon she moved her hand to the back of his neck and began to caress it, sending a very clear message. He responded by placing his arm around her waist. I could feel his nervousness, and it excited me.

In a while, his hand began to move around her waist, caressing her back and then dropping to her ass. After caressing it, he took a handful and squeezed it with purpose. She moved forward enough to make her boobs fully accessible and tempting, and he took the bait. His hands moved up to caress her breasts, at which she reached back to unclasp her bra to give him full access. He lifted up her top and together the removed it, after which he began to suck her breasts as he continued to fondle them. They really were spectacular. Enormous, and still in her youth, gravity had not taken any toll. They jutted out enticingly, begging to be suckled, which she loved. I'm getting hard now just remembering them and how she enjoyed to have them sucked and fondled.

She kissed his mouth. With his back to me in the chair, I could not see everything, but I could imagine. And soon, his movements confirmed what I imagined. He was unbuckling his pants and pulling them down to give her full access to his cock, which I knew that she now had in her hand. I don't mind admitting that it was a unique thrill to be secretly observing them, knowing that they were behaving as they would if alone. At the same time, their exposure via the open window, worried me a bit. But the danger and daring of that also excited me.

She dropped to her knees and it was obvious now that she was sucking his cock. Oh what a thrill! Watching her suck another man's cock. Albeit knowing that I approved and encouraged it, but still, she was doing it, as far as she understood, in secret.

I realized that time was passing quickly, and at some point I would have to go get the pizza. I toyed with the idea of abandoning the pizza, but that would be strange. It might have actually been the best move actually. To return without pizza and announce that we were going to skip right to the fun stuff!

But get the pizza I did, racing there and back again, eager to get back home and see what might be happening then. I imagined she might have taken him into our bedroom and he could be in there right now, fucking my wife in our marital bed! It was not the case however. When I returned, the porch light was on, and I made my way inside.

Randy was looking quite sheepish and guilty, but Lisa had a huge smile on her face. As soon as she could, she grabbed me in the hallway and whispered eagerly (and proudly) that she had given him a blowjob and he had cum in her mouth. She searched my face for my reaction, and she got it! I was excited and happy, and now she was all the more excited about what would unfold.

After dinner, we moved into the living room, and sat for a while chatting on the couches. It was awkward as hell. We all knew what we were there for, but we were also all too young and inexperienced to be comfortable with moving things along. Lisa tried to get him going by sitting right next to him, pressed up against him in a way that would be completely unnatural other than for what it suggested. Her hand rested on his leg, and she gently caressed him, but he was nervous and didn't know what to do. He looked to me, clearly showing that he wanted me to lead on this. But frankly, I too was feeling uncomfortable and uncertain of how to proceed.

I ham-handedly produced a deck of cards and suggested we play poker. Then clarifying that it would be strip poker. But I couldn't figure out how that would work. Who strips? The winner? Both of the losers. We clumsily tried to sort that out, during which time I realized how silly the whole charade was. I stood up and said as much as I moved over to Lisa and began to unfasten her bra. She took the cue and began to undo his pants and we were quickly all in agreement and naked.

We had fun that night. No doubt about it. But it was no where near the fun we had the first night when it had evolved unexpectedly, without orchestration and advance planning. I am sure we all felt the same way. It was anti-climactic and after that, we never had another adventure together. One night, she went out to meet him alone somewhere. She told me it was just to "talk", and I didn't challenge her on that. Doesn't seem likely, but who knows? Probably we should have stuck with the Disney plan, and let the day unfold entirely on its own.
 
A few years later, Lisa and I split amicably. In no way related to any of this. I still care about her, but we weren't a match for a long-term marriage. Maybe if we'd had more nights like that first one, we would have been! lol

After our divorce, I was single for a few years, and had a series of girlfriends. One of whom was incredibly hot. Beautiful, dark skinned hard-body. We weren't a match on a cerebral level, but we both enjoyed the sex a lot, and she was a gamer. One night, hoping to re-create the thrill I'd experienced with Lisa, I asked her if she'd share her pussy with my roommate. She eagerly agreed and the three of us went after it, but it fell far short of the thrill I'd had with Lisa, and I understood that the missing element was the loving commitment that I'd had with Lisa, and quite probably her status as my wife as well which had made it so hot. With this girl, it just felt like dirty sex and not really very hot at all.

A few weeks later, my roommate had a girl over who he'd been seeing. They emerged from his bedroom after a sex romp and somehow she ended up coming into my room to talk to me. She was very flirtatious and I returned the flirting, thinking my roommate had asked her to return the favor and share her pussy with me. She actually blurted out that she would love to do us both, at which my roommate got all pissed off and told her she was "blowing it" and really got upset. Crazy, given he really had nothing serious going on with her in the first place, but that was his response. I could tell that she was considering telling him to fuck off and then joining me in my bed, but I think she decided she didn't need the drama he was clearly getting ready to unleash, so she took off. Never saw her again.
 
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Then came the day I met Karen. Hooo boy! What a study in contradiction.

Intro to Karen:
When we met, she was a graduate student, working on her PhD in chemistry. I had left the city PD by now and transferred to the university's police department, for the higher pay and benefits. During the summer months, it was naturally quiet and slow, and one of the things I would do to entertain myself was wander through the various buildings, getting familiar with the layout. I encountered Karen as she was doing some work on a research project in one of the labs. I simply said "Hi" and kept on going, but she activated something powerful in me and within a short time I knew I had to go back and initiate a conversation. We hit it off right away, powerful hormonal attraction for both of us. She was pretty, small breasts, wide in the hips and several years older than me. She dressed very plainly and modestly. Dull colors dominated her wardrobe.

She behaved very modestly as well, even came across as a bit prudish. When we became intimate, I found out immediately that she was not at all prudish when the time came. She was enthusiastic and had a powerful hunger for sex. She loved the taste of cock in her mouth, and she orgasmed easily and powerfully. When she was ready to cum, I could consistently get her off with my tongue within a matter of minutes. She sometimes required direct clitoral stimulation to cum during penetration, which she happily supplied. She was not at all shy about sex during the act, and we did it all. She introduced me to anal sex, surprising me one night when I was about to push my cock into her and she asked me "Where do you want to put it?" It seemed self-evident! Seeing that I was puzzled by the question, she rocked her hips forward and guided my dick into her ass, which quickly brought us both to powerful orgasms.

The oddity about Karen was that immediately after sex, she became ultra-prudish, and lost all interest in the idea of continuing. She seemed almost guilty and ashamed, but in any case, made it clear that she was done completely. That was sometimes a disappointment to me, but you take the good with the bad.

Karen first acknowledges interest:
We had a robust sex life from the start. It was fairly early in the relationship that I brought "this thing" into our lovemaking. While fucking one night, I asked her to tell me her fantasies. I was hoping she'd tell me something hot and ask me about mine, but instead, she said she didn't really have any. I had been thinking about it already and was getting heated up, which my nervousness about revealing my desire to her only served as further stimulation. I decided to just go ahead and jump in the deep end, so I straight up asked her if she thought she would like to be with two men at the same time.

She reacted with shock, and quickly assured me that she would not, but her pussy gave her away. It felt to me like she had become suddenly much wetter and more aroused. So I continued, "Are you sure." She wasn't as quick to answer this time and now her pussy was rapidly becoming incredibly wet and the intensity of her fucking heightened. I told her, "I think you like the idea. I think the idea of having me fuck you while you are sucking another man's cock makes you hot." "No", she said, but without conviction, and everything else about her reaction said "YES!" So I continued to describe how it would happen and she was clearly enjoying it.

Eventually, it became so obvious that she was into it, with enthusiasm, that I stopped asking her if she would like it and just described hot scenarios that I envisioned, while she became hotter and hotter. Then I asked her again, "Would you like that?" and this time, knowing that there was no point in denying it, she hungrily responded "Yes!". The acknowledgement of her desire had a powerful effect on us both. It pushed her over the edge into a powerful and prolonged orgasm. Watching her cum so hard, knowing that it was to the thought of enjoying two men at once, pushed me over the edge as well, and I emptied into her.

As with Lisa, from that point on, it became a regular, mutually enjoyable part of our lovemaking. Sometimes I would tell her as part of our sex talk about it that I wanted her to do it for real. Unlike Lisa, she didn't mind to respond verbally, and didn't need asking. She would simply volunteer, "I will", which was hot as hell to hear. It was hard to believe, especially that she meant it, so sometimes I'd ask her to confirm. "Really?" and she would unhesitatingly and very convincingly confirm that she was going to do it.

After sex, and outside the bedroom however, it was something she was actively disinterested in discussing, so I did not. She was sometimes open to talking about it before sex, and always during, but otherwise, no way.

Bumbling attempts to get something going:
As convincing as she was in her enthusiasm and assurances that she was going to do it for real, I couldn't believe she really would. She was quite conservative, modest and down to earth except when she was horny. Sexual arousal transformed her into a very different woman.

Then one night, she did something that convinced me that she had serious intent and that given the right circumstance, it would happen. We were not yet married, and living separately, though she would very often come to stay with me. One night I got off work around 11 pm and went home where I expected to be meeting with her. She didn't show up until nearly midnight, but this was not unusual, as she had her own home and sometimes projects that needed round the clock tending in the lab.

When she arrived, she had a naughty look on her face that immediately grabbed my attention and sent my imagination into high gear. She also smelled of cigarette smoke. Neither of us were smokers and didn't typically socialize with smokers, and yet she smelled strongly of smoke. She was hesitant to spill the beans, although I could tell she wanted to, so I helped pull it out of her, by showing my enthusiasm to hear what was up (and that I knew something was!).

Finally, she heaved a sigh and began to tell her story. She had been driving down a main street of town and a trucker had pulled alongside her at a stop light. She looked over and saw that was was smiling at her and she smiled back and waved. As she proceeded, he changed lanes to pull in behind her and then continued following her, flashing his lights at her a couple of times. As she came close to my home, she decided to pull over, and he pulled in behind her.

Initially I was shocked, and a bit angry about this, because it was such a naïve and potentially dangerous thing to do. But it was also exciting, and she was ultimately safe, so I wanted to hear more.

He got out and approached her vehicle and they talked for a while, with him being very flirtatious and suggestive. He asked her for a kiss and she gave him first one, then another. This whole story sounded made up to me at this point. It was so unlike her, and seemed so unlikely in general, but she insisted it was true. And there was the smell of cigarette smoke. And now that she mentioned it, I did recall seeing a semi parked down the street and had heard the engine running while waiting for her.

Finally he invited her to get in the cab of his truck with him and she agreed. "Seriously?" I asked, again a bit angry at this reckless behavior. She noted this and pulled back a bit, which prompted me to get it under control. I assured her I was just worried about her safety. She acknowledged that it was probably foolhardy, but that she felt good about him. I thought, but did not mention, how Ted Bundy's victims also felt good about him. She was safe. But still. wow.

She said they made out for a while in his truck, and he played with her tits. He put her hand on his pants to feel his erection, and it was at this point that she realized that she just wasn't all that sexually interested in him. She said the smell and taste of cigarettes was turning her off, and she decided to bail. Fortunately, her "feel" for him proved accurate, as although he expressed his disappointment, he did not otherwise pressure her to stay or try to stop her from leaving. She told him how it had been fun and exciting, but that she really needed to get home.

We had some very hot sex after that, fueled for us both by the understanding that she really would do it if the circumstance was right. She never indicated any regret or misgivings about her first adventure down this path.

Several weeks later, she was similarly late arriving at my place, and now her lateness gave me a thrill. Along with a measure of fear, knowing how reckless she was capable of being when she got the itch. She was a couple of hours late this time, and when she arrived, it was again with a proud and naughty smile. I knew from the look on her face that she had something to tell.

She had no problem telling me all about it this time, having seen that I was really OK with it. She said she had stopped in at a Denny's restaurant to have a late night meal, and was sitting alone when she saw a table of 3 guys who kept looking over at her, then smiling and waving when they saw her looking back. They invited her to join them at their table, which she did, whereupon they began flirting and talking suggestively with her, to which she responded in kind. The flirting intensified to the point where it became flagrantly sexual in nature. Not vulgar, but unmistakably sexual and provocative. She went right along with it, and they ultimately invited her to join them at their room in a hotel across the street.

My heart was pounding as she described this, even though I again felt that this situation was rife with danger for her. I was both relieved on one hand, and a bit deflated when she revealed that she decided against it. She said she very seriously considered it, which thrilled the hell out of me. She said she knew very well what would happen if she joined them. She said it it had been just one guy, she would have (!), and that even though there were three, she seriously considered it (!!), but then decided that was just too much. She seemed to have a mild regret in her decision, and I understood that she was very much open to the idea of a four-way in concept, but that she was not ready for such a thing, at least not yet, to transpire in reality. Naturally, hot sex followed, in which I described to her how it may have played out had she gone to their room with them. She clearly had sexual misgivings about having missed this opportunity as I described it to her. I even suggested that maybe she could go knock on their door, and the only objection she had to that was that she didn't know which room was theirs!
 
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Karen's first time:
We continued playing with this during our lovemaking, which was always hot for both of us, especially now that we both understood that is was much more than theoretical. It was just a matter of opportunity. Which she then created.

Late one Friday afternoon, I dropped by her lab to drive her out to the parking lot. As is generally the case at a university, parking is difficult and often requires students and staff to walk a long way to get to their cars, so she was always happy when I'd come offer her a ride out.

She was unusually giddy when I went to pick her up and I asked her what was up. She said she was going to do something interesting that evening. The way she said it suggested to me that it may have to do with our sexual fun, and it did. She was getting more and more excited about telling me as she let the suspense build (and to gather her courage to say it out loud). Finally she told me that she was going to go to the Paragon that evening, and looked at me expectantly for a response.

Seeing my lack of understanding (I genuinely had no idea what the Paragon even was, much less what that should mean to me or what it meant to her), she nervously explained. She hesitatingly, and yet excitedly, laid it out to me that the Paragon was a bar downtown which "everyone knows" if a woman goes there alone, she is looking to hook up. Woah! My knees grew weak and a lump formed in my chest. She saw my eyes widen and laughed playfully. All of this was out of character for her, which further excited me. She was really feeling it today. I figure she had been thinking about this all afternoon, her excitement and arousal building.

"So? Are you OK with that?" she asked. "Yes! Of course!" I answered. I assured her that I was fully on board. She looked so naughty as she searched my eyes repeatedly to assess my response and to confirm that I was sincere. I told her how it excited me, and made me nervous at the same time. "Well, of course, there is no telling what will happen. If I'll meet anyone interesting, or if anyone will be interested in me." "Ha!" I chortled. There was no doubt in my mind that men would be interested in her. An attractive woman, alone in a bar, is sure to garner attention, even absent this revelation that there was a particular significant to it being the Paragon. She told me she would go home and get ready and would probably head over around 8 or so.

As she drove off, my mind was racing. Honestly, I started to experience some misgivings, which surprised me. But always with incredible hunger for things to happen, and no desire to actually stop it. The idea of stopping things did occur to me several times, but there was no way. I now understand it was cuckold angst a work, but at the time it really confused me.

It was summertime, so there was very little activity, and I had ample opportunities to cruise past the Paragon, which I found myself doing often. When 8 pm past, and I still had not seen her car, I began to wonder if she'd had a change of heart. Which made me feel at once disappointed and a bit relieved. But mostly disappointed. Then as I made one of my frequent passed through the area, I saw her car! Parked right across the street from the bar. Then I saw her, seated alone at a table by the big open windows in front. I felt embarrassed at my behavior of surveilling her, so I took off quickly before she would see me. But I could not resist returning regularly to sneak another look.

On my next visit, she had been joined by a man and was engaged in happy conversation. On the next visit, their body language told me they had definitely hit it off and that there was a mutual attraction. As I looked in, trying to grab as much of a look as I could without being obvious and weird (my marked squad car sure to be noticed, especially if I stopped or drove by too often). On my next visit, she noticed me and smiled at me as I passed by. My heart was really racing now. I was having serious misgivings, and wondering how I might stop this. This was in the days before cell phones, and I wasn't going to go strolling in there in my uniform and approach her in person!

I really started to lose it. I was hot as hell, but also having serious angst. I had half decided to go back and leave a note on her car asking her to forget about it and just come home to me. I couldn't imagine going through with that plan, of stopping this exciting development. And yet, I found myself driving back toward the bar with that in my mind. When I got there, her car was nowhere to be found! What a rush!

It was still fairly early, around 11 pm, so I wondered if maybe she too had lost her courage to carry it out. I didn't get off work until 1 am, and the next two hours dragged by. I continued to drive by the bar to confirm that indeed her car was gone, and it wasn't just that I'd missed it. Each time, finding her car gone, I found a thrill of adrenaline as I considered what that meant. While also unsure that it was happening that way.

When I got off work, I drove past her house on the way home, confirming that her car was not there. Would she be at my house waiting for me when I got there? Nope! Oh my god. Finding her not at my place really made me understand that this was happening. She was really doing it. I showered and readied myself for her to get home, figuring since she'd left at 11, she'd probably be getting home before long. Wrong! I remained nervous. Couldn't keep my hands off of my dick, but then stopping, wanting to keep my level of arousal at a peak.

When 3 am came and went, my angst hit a peak, coupled with anxiety about her safety. I had absolutely no idea where she was and with whom.

I was lying in my bed in the dark when I finally heard the door open around 4 am, and she quietly entered my room and lay down next to me. She wasn't sure I was awake at first. I was hoping she'd initiate things (I was already naked, she was clothed). When she did not, I put my arm around her and whispered, "Hi." She nervously answered "Hi" and we remained in silence for some time. I caressed her and showed her affection, but neither of us said anything.

She was very nervous, but I could not contain my desire to know and finally asked her. "So? Did something happen." "Yes" she answered, then more silence. I waited for her to continue, but she did not. "Tell me" I urged her gently. She heaved a heavy sigh, and began her story. Beginning with the part I knew, that she had been sitting alone when the guy approached her and asked if he could join her. They talked, and he began to flirt and bought her a few drinks which helped her relax. Finally leading to him asking her if she'd like to come to his place. She agreed and followed him to his apartment, where they sat on his couch and made out for a while, then he began feeling her breasts and then put his hand under her skirt and played with her pussy. Then he opened up his pants and put her hand on his cock.

She played with it for a while, but before long, she had it in her mouth. She loved to suck cock. She always made these sounds when she sucked, little moans of appreciation, which coupled with her enthusiasm made it abundantly clear that she really loved it. And she always swallowed, with hunger. So the image of her doing this to another man's cock was vivid in my mind as she related the story.

I'm sure she would have sucked him to completion, she loved it that much, but he wanted to fuck, and pushed her back on the couch. She said he very quickly pulled off her panties, threw one of her legs over the back of the couch and without hesitation began to fuck her. "No condom?" I asked. We had always discussed how she would use a condom if she did this, but she sheepishly acknowledged that they had not used a condom. Although I was mildly perturbed at this, I immediately realized that this was so much more thrilling to me, and that I was actually delighted to hear that she had broken our agreement and that he had pushed his bare naked cock into her. And, as she soon revealed, had cum inside her pussy (she was on the pill).

I was so hot as she continued the story. She said they has sex 3 more times, and that each time, he had cum fairly quickly. He was so excited to be with such a hottie. When she told him that she needed to go, he was very disappointed, at it was at this point that she developed some unpleasant feelings. He told her how he knew he would never see her again, and expressed how unhappy he felt about that. She felt bad for him, and like she was responsible for hurting him. He begged her to stay, but she insisted she had to leave. He implored her to at least let him fuck her one last time, and feeling bad for hurting him, she relented and he filled her pussy again.

I could smell the sex on her. Her face and neck retained the faint scent of cock. I buried my face in her neck and inhaled the scent, smelled it on her face, and enjoyed kissing her mouth deeply, knowing she had been pleasuring another man's cock with it just shortly before. I realize now that I didn't go down on her. Hadn't ever done that before and still a bit gun-shy of that, although during sex play, where it was merely theoretical, the thought excited me and I had talked to her about how I would lick the cum out of her. But when the opportunity to actually do it arose, smelling cock on her and kissing her mouth were as far as I wanted to go, and that was plenty hot already! I came quickly inside her. Probably more quickly than he had!

That experience served to fuel our sex play, but it wasn't something that she was eager to repeat. She still felt badly about having "hurt" him, and I didn't push it. In fact, I didn't reference the event very often during our sex play, and just talked of generic abstract men fucking her. In our sex play, they were doing it with me there, and joining in.


Karen tempts a contractor with her married pussy:
We married later that year. The sex play continued, but nothing more happened. It was a regular part of our playtime adventures.

We moved into a new home together, which led to her next move. Various follow-ups were required by the construction staff to address issues that we had uncovered, one of which was some issue with the master bathroom. One day when I returned home from work, she had that naughty look on her face that I recognized, and she confirmed that she had a story to confess.

The worker who had come over to fix the master bath was an attractive man, and he also showed signs that he was attracted to Karen. She decided to try to seduce him. This was really hot to hear, because of how outside of actual sex play or immediate prelude to it, she was so restrained, modest, even borderline prudish.

While he was in fixing the bath, she put on a sheer night gown and hung around the master bedroom, busying herself with make-believe tasks. When he finally emerged, he was startled to find her there with her smallish but beautiful tits peeking out from behind the sheer fabric and her bush clearly visible. She smiled at him invitingly, and he took it all in. She said he was clearly considering his actions, but ultimately turned and said he needed to get back to work. She walked him to the door where she paused before opening the door for him to leave. "Are you sure you have to leave?" she asked him. Disappointingly, she said that yes, he had to go and he took off.

I was glad she didn't seem to feel any sting of rejection. The only disappointment she expressed was that it hadn't come to pass, but she wasn't upset or anything. More hot sex as we contemplated what might have happened, as well as how she had displayed herself to this other man in our bedroom. I asked her, knowing her answer of course but wanting to hear her say it, whether she would have fucked him if he would have gone for it. "Absolutely" she said sexily and without hesitation. "Why not? He was cute, and you like it?" It was all such a strange contradiction from how she portrayed herself 99% of the time!
 
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Las Vegas Pizza Dare:
Our next adventure came a couple of years later. Since getting married, nothing had happened other than the failed attempt to seduce the contractor. It felt to me like it was probably going to remain in the fantasy realm. Neither of us were interested in hunting it aggressively by placing ads, visiting lifestyle events, etc. And waiting for it to happen comfortably and organically hadn't led anywhere. But that was OK. We enjoyed the fantasy talk, which was made hotter by the awareness that she had done stuff when there was an opportunity. It just seemed that as a married couple, we were going to have to be happy with that, and we were.

We took a vacation to Las Vegas one summer, and returned to our room late in the evening after a day of gambling, a show, and several men flirting with her and giving her the eye. We played blackjack a lot, both being adept at counting cards, which made it a close to being a fair game. We generally won more than we lost, which made it more fun of course. She even got barred from playing at a casino in Reno one time when they tumbled to her act. I liked to have us play at different tables. Both because her act had already proven vulnerable and I didn't want for us both to be barred, which would happen if they knew we were together. But my bigger reason was that alone, I knew men were likely to flirt with her and hit on her and maybe it would lead somewhere. It didn't, but she did get plenty of attention, which excited her.

When we got back to the room, we were hungry and decided to order a late night pizza delivered. After placing the order, I half-jokingly suggested that she should try to age-old gambit of seducing the delivery guy. I expected her to laugh at the idea and blow me off, and was surprised when she jumped at the idea without hesitation. She was clearly excited, and began immediately to get herself ready for the role, and to discuss with me how it should go.

She donned the lingerie she had brought, which in this case consisted of thigh-high stockings, crotchless panties and a baby doll. This was an outfit I had chosen for her, which she was uncomfortable wearing. Much too racy for her comfort, and I don't think she'd ever worn it for me actually. She preferred long gowns that she could better hide in. But on this occasion, her latent high libido had kicked in and she excitedly put it on without prompting.

She nervously asked me what she should do and how it should happen. I told her that when the knock came, she should look out the peep hole, and if she liked what she saw, to open the door to reveal herself, and assuming he showed any interest, to ask him to bring the pizza in and set it on the table. She should let the door close behind him, and at that point, if things didn't take their natural course, she could go ahead and pay him, while giving him every opportunity and motivation to engage, and if he went for it, to pull down his pants and get his dick out, then do whatever they felt like doing together.

She was crazy hot now. I'd never seen her this hot before, she was quite literally "in heat". In fact, she uncharacteristically could not wait and pulled me to her in the bathroom, kissed me hungrily and pulled out my cock to suck on it, then hopped up on the sink and urged me to penetrate her. Which I did, but then quickly pulled out, because I knew I'd cum if we continued. The plan was that I would wait in the bathroom with the door closed while she enacted our plan, and wait for him to leave, then come out and continue the fun.

Finally the knock came, and she looked at me excitedly and wide-eyed. She took a look out the peep hole, then turned to me disappointingly shaking her head. We traded places, and she concealed herself in the bathroom as I opened the door to receive the pizza. I understood immediately. The delivery guy was a short, old, and unattractive man. I quickly paid him, after which we fell on the bed and fucked like crazy as the pizza got cold. It was so hot, as we both realized that we genuinely were prepared to engage in some serious fun, but fate had dealt us a different hand. Fun though, and very hot night.
 
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The Night it Finally Happened
I had kinda gotten used to the idea that it wasn't going to happen with Karen. We had a lot of fun with the fantasy though. You'd think that since she'd done it before our marriage, and made come genuine efforts since we'd been married, that I'd have had faith. But it just seemed like it was going to stay in the fantasy realm, right up until the night it happened.

We went out to dinner one night, and on the way home, she suddenly pointed to a restaurant / night club and told me she wanted to stop in there for a drink. It was a place called Charley Browns, and I recognized it as the place she'd gone out one night with her girlfriend from work. She'd come home with some interesting stories. How guys had hit on them, but her friend could be kind of a bitch and certainly played the role in how she spoke to the guys that night. In hindsight, I reckon my wife was ready to fuck that night and would have if her friend hadn't thrown a wrench in the works. Anyway, she was already familiar with this place and that it was a likely spot. I see that now.

We pulled into the lot and after I parked, I started to get out, but Karen instead grabbed me and looking straight into my eyes with a sexy, wicked gleam, she pushed my hand up under her dress where I discovered she wasn't wearing any panties, and was quite wet! She had never done anything like that before, and I was instantly hard and wanting to take her home. But she insisted we go inside, so I reluctantly agreed.

It was pretty crowded, and we didn't find anywhere to sit in the bar, until a group of guys noticed us and invited us to join them at the couple of empty seats that had at their table. It turns out these guys were in the same line of work as I was, and were in town for a training seminar. So we found it easy and comfortable to get friendly, and were having a nice time.

There was a lot of dancing. Not my thing, so it worked out for everyone that she was there to dance with the guys, and I didn't have to. One of the guys remained on the floor with her as a slow dance began. When they returned to the table, he playfully announced that he had "dibs" on all the slow dances with her from then on. Although he said it jokingly, he held to it, and every time there was a slow dance, he'd take her onto the floor. Meanwhile, plenty of drinks were had, and between the drinks and the increasingly suggestive vibe I was picking up, I was starting to have some really naughty thoughts. Still, didn't think it was doing anywhere, other than probably some hot set when we finally did get home.

Then during a slow dance, I looked over and she was really snuggled in close to him, her head pulled in tight at his shoulder and they looked very much like a couple. So much so in fact, that despite the booze, I felt rather awkward and not sure how to behave in front of these guys. So I just acted like I didn't see it. Then I looked back and woah! Right there in front of everyone, he was running his hand over her ass, and took a big handful. Which, since I knew she wasn't wearing any panties, I understood that he now also was aware of that fact. I was stunned honestly. As I was trying to figure out where to look or how to behave, I saw that she was looking at me, and smiled naughtily as she caught my eye.

In order to try to avoid the awkwardness, I made my way over to the bar and ordered more drinks and brought them back to the table as the song was finishing. I sat down to wait for them to return, but instead, I watched as they walked, hand in hand, out to the lobby area. I waited a moment or two, and then went out to investigate. By now, my mind was racing, and I was really wondering what was happening here.

When I got to the lobby, they were standing there, his arm around her as if they were a couple, and she was beaming at me. I walked over to them, and "John" (that's actually the name he gave, but I doubt it was really his name), said to me, as cool as can be, "Your wife says she wants me to take her back to my room, and that you would be OK with it. So, is that OK with you?" I tried to hide my surprise, but Karen was delighted to see the look on my face, I'm sure of it. I said yes, of course, but was still trying to piece this together. "So, how will she get home?" I asked stupidly. I really was still trying to sort this out. He looked at her, and she whispered in his ear. "Oh," he said. Clearly now he was trying to figure this out himself. "Uhm, she said she wants all of us to go back to my room." He looked at me, not sure what to think I guess.

"That works for me," I answered. "Are you OK with that?" He smiled, suddenly confident that he had figured out what was happening. "Sure!" he said, and we made arrangements. His hotel was right across the street. He gave us the room number, just in case, but the plan was that we'd follow him there and go in together. As we nervously drove there, I asked her if she was feeling OK about it all (dumb question, I know, she'd been the one to make this happen!). She assured me she was. We joined him and walked together to his hotel room, where he excused himself to use the restroom.

Karen took a seat on the bed and began kissing her, and undid her blouse and bra. She continued removing them as I slid down and pulled down her skirt, leaving her in nothing but her thigh-high hose and black pumps, which she left on. I lifted up her legs and began to kiss her pussy, which was thoroughly drenched, and that's what John saw when he emerged from the toilet.

"Oh, I see the party has begun without me," he commented, as he began to quickly pull this clothes off. Karen slid back onto the bed, spread her legs and fingered her pussy while she waited for him. I undressed and took a seat to watch. You have to understand how this was a departure from her normal behavior. Despite how she had done some hot stuff in the past, whenever she wasn't worked up, she was really quite the conservative woman. But here she was behaving like a porn star who was used to doing this every day!

John slid onto the bed and Karen opened her legs wide, ready to receive him. He moved right into position, then stopped, his dick pointed right at he waiting, open cunt, turned to me, and said, "I'm going to fuck your wife now, OK?" That was really hot, and of course I eagerly nodded, as if my rock hard dick in my hand didn't already convey my endorsement. With that, he quickly slid into her bareback and began fucking. She grabbed his ass and pulled him into her and they fucked for a while, I don't know how long, but I'm sure it wasn't too long before he shot his load into her.

He got off her and I quickly took my turn inside her. Only the numerous drinks saved me from cumming instantly. Thanks to the alcohol, I was able to fuck her for a while, looking into her face as she smiled proudly at me. Then she looked over to him and beckoned him towards her. He was already hard again, and she directed him to come to her, then took his cock in hand and pulled him in towards her. He knelt on the bed near her mouth and she guided his dick into her mouth and began sucking. It was something I hadn't experienced before with Lisa. Being so close to her mouth like that, his dick pushing into her face right in front of my face. She really shocked me when she started doing that porn-star move where she would push his dick out against the inside of her cheek as she sucked. I figure she had watched more porn than her puritanical demeanor suggested, as she really knew how to behave like one!

We ended up fucking in various configurations for a few hours. Both John and I came a few times each, and as the sun was coming up, we decided it was time to go. But John wanted one last fuck before we left. He got on her and fucked her good and shot another load into her. At that point, it occurred to me that this may be my one and only opportunity to actually do something that I had talked about to Karen during our hot sex talk in bed. If I didn't go down on her cummy pussy now, not only might I never have another chance (who knew if this would ever happen again?). Moreover, our future hot sex talk would ring hollow if I didn't do it now. But to tell the truth, I really didn't want to. It's one thing to talk about in theory, but now that another man's sperm was leaking out my wife's cunt, it just didn't seem that hot in that moment.

But I decided I better, just to say I had. She started to get up off the bed, but I stopped her. She looked at me a little puzzled, then her eyes widened as she saw me start to head down between her legs. I think she was still wondering if I really would, and I guess I was too, at least a little bit. I decided to just hold my breath and touch my tongue against the general area. Just to give the appearance of having done it. That's what I did. Touched against her clit and sort of flicked my tongue around a little. But she gasped as I did so and then moaned. She was loving it. And that was enough encouragement to me that I decided to give her a bit more, and I kept at it. She began bucking her hips, and grabbed hold of my head holding me at her pussy.

At first, I was just acting, to give her a thrill, since she was clearly loving it. I grabbed her ass and began to flick my tongue around, but as I did so, it also started to get good to me. I began digging in, dipping my tongue well into her cum filled pussy and kept at it until she came so loudly I worried the house detective might come knocking at the door!

We finally said our goodbyes and made our way home. Once there, I was already hot again, and the thought of what I had done was making me wild. i wanted more! We got into bed and I ate her to another orgasm, digging all I could out of her, then emptying my cock into her pussy. Then we both fell asleep, but within an hour or so, I woke up, hard as ever and hungry for more. So again, I went down on her and ate her to orgasm, emptied myself into her and fell asleep. This repeated 2-3 times more before she finally told me she couldn't take any more, she was too sore. But the memory continued to trigger intense arousal for us for the remainder of our marriage, even though she never again gave up her pussy for another man like that.

In fact, even after we were in the process of divorce, she would urge for us to get together, right up to the end, and we'd have hot sex, which always revolved around the hotwife theme.

I truly believe if she hadn't been so conflicted between her total wanton hunger for wild, hotwife sex, and her uptight, guilt-ridden detachment from her sexuality outside of the bedroom, we could have made it work. But between that and her even more uptight bitch of a sister, whom I suspect she confided in, and if so, would have only encouraged her to feel guilty and ashamed...that's what led to our demise. It sure as hell wasn't our sex life!
 
Crazy Linda:
After Karen, I wondered if I'd ever have that kind of hot fun again. I dated a couple of different women. One of them, Linda, was really pretty and loved to fuck. Once she found out I was into it, she even told me some hot stories about how she used to pick guys up at a local hotel. bar She'd flirt and then get a big kick out of watching their reaction when she'd reach under the table and grab their dicks. They'd invite her up to their room and she'd have her hand down their pants in the elevator and would unzip them as they walked down the hall to the room and start blowing them in the hallway while they fumbled with the key. I thought she was the one I'd been looking for, and then she agreed to go to a Lifestyles convention with me, and I was elated.

We met a couple there who invited us to their room. I had to retrieve something from our own room so I told them I'd meet them there. When I walked into their room, there was Linda sitting on a comfy chair, buck ass naked, her legs spread showing them her pussy. The husband fucked the shit out of her and she loved it. The wife got her feelings hurt because I wanted to watch Linda fuck. I didn't mean I wouldn't fuck the wife, but I was digging watching Linda get fucked. Anyway, the wife started crying, so I got Linda's attention, and her response blew my mind. This was our first experience doing anything like this. She went over to the wife and started making out with her, went down and ate her out to orgasm, and then returned to the husband to finish fucking. At one point, they (husband and Linda both) motioned to me, indicating that I should come over and DP her. I was hot to do it, but every time I'd start to move my dick up to get close, I'd feel it that I was gonna cum, and I knew if I so much as touched my cock to her ass or pussy, that I'd blow my load. The thought of that embarrassed me enough to keep me from doing it. Dammit, because knowing what I know now, I wish I would have just shoved it up Linda's ass and blown my load in her.

I say that because when we finally left their room and headed back to ours, Linda suddenly became furious. Yelling and crying and even hitting me. Full on crazy time. She told me I had "ruined" her and degraded her and all kinds of weak-ass victimy accusations. I pointed out that she was already naked when I got to the room, but she insisted that I had pushed her into it, that she never would have done such a thing if I hadn't forced her. Hmmm...I guess I forced her to get crazy slutty with strangers before I even met her too huh?

The next morning, she had calmed down a bit but was still acting strange. Then out of the blue, she said she wanted to fuck that guy again, and asked me to try to find him. It was so strange. I think she thought I would be hurt by it or something, I have no idea what her deal was. Well, I do actually. She was crazy, I get that now! lol

Our relationship never recovered and just went down the tubes from there.
 
Then Came Tammy:
I really liked Tammy. A lot. I felt comfortable around her in a way I didn't with anyone else. Like, I felt "at home" and very cozy when I was at her place. She was fun, and sweet. She lived next door to me, and from the day she moved in, I had a crush on her. She was married though. Her husband was a real asshat. I tried to make friendly with him a few times and he would just glower and mumble something and stomp off.

I can't say it came as a big surprise to me when he moved out. Tammy and I got to talking, and she told me he was a total jackass, and that the reason he acted like that towards me was that he was jealous, and was always accusing her of flirting with me, even though we'd only said hi a few times in passing.

One day, we were chatting out in front of her home and I noticed that she wasn't wearing a bra. She had small titties and it was easy to imagine that it was just her way, being comfortable. But I was loving the sight of her nipples getting hard and pressing against the cloth. Then at some point, I noticed that a couple of buttons on her shirt had "somehow" come undone, and then she started accidentally allowing the shirt to blouse open to the point where I could full-on see one of her nipples. I was hooked! They weren't big, but they were beautiful. Firm, with puffy areolae and little BB nips that hardened from time to time, like when she saw me looking at them. I invited to to go out to dinner, very casual, and when we got back, she invited me in and it was on!

She had the wettest pussy I've ever encountered, and she just loved to fuck and suck dick. As time went on, we became open with each other about stuff. She told me she'd always wanted to try DP, but never had. And also, that she'd always wanted to fuck a guy with a strap on. The latter kind of turned me off. I think in time, I would have been game, but at that point, I wasn't quite ready for it. Strangely, her eagerness to do stuff had the effect of tempering my ardor a bit. I guess that's not strange, but it's unfortunate that it can be like that.

I put an ad in AFF and met a couple, alone but with Tammy's knowledge, for check them out. They were game to play, but for some reason, it never came together with them both. However, the guy did end up meeting with Tammy and me and he fucked her. He couldn't keep his dick hard though. He could in her mouth, but as soon as he got in her pussy, he'd go soft. I even left them alone for a while, thinking maybe that was the problem, but it wasn't. She finally sucked him off and he left and that was that.

The thing of it is though, it wasn't as hot as when I'd done it in the past with women I was married to. For me, I understand that is an important element. With Linda, it had been hotter, but we'd been dating for a couple years already and it was semi-serious. Actually, I probably could have gotten serious with Tammy, but she was crazy jealous. Usually with no reason whatsoever. If we'd pass by a cute woman, I would have to be very sure I didn't even glance, and god forbid I should smile or anything. She'd be watching me like a hawk as soon as she'd see that the woman was likely to be of interest to me. The other issue was her crazy ex-husband, and their daughter, who was emotionally damaged by the dad and the divorce. Altogether just too much baggage. Shame, because it could have been hot otherwise.
 
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