Sharing my girlfriend and my cock with a stranger from Craigslist [m/f/m] | 2016

This is a story from when me and my wife (J) were still just dating: it actually wasn’t so long ago, as it would have been about March of 2013 or so. Having invited other women into our bedroom before, we had started talking about what it would be like to have a threesome with another man.

J has always had a fantasy of being used by a number of men at once (in fact, the first porn she got off to was a gangbang DVD she stole from her brothers room), and the more we talked about it the more obvious it was that the thought of having a cock in her mouth and her pussy at the same time was an incredible turn on to her. But we knew we didn’t want to try anything like this with anybody that we knew – dealing with any sort of long term implications was not what we had in mind. We wanted a stranger, who we were relatively sure wasn’t going to kill us, to fuck.

We were, however, a little nervous about the whole thing. Well, she was – although an animal in the sack, J has always been a little shy. It can take a while for her to enjoy something new because of her overwhelming nerves: so, we figured we’d work up to it. We’d build to a full fledged threesome incrementally: first, just us with another guy in the room. After that, maybe we’d have sex with him doing some light touching. And on and on. I didn’t mind: having sex with another dude watching us was still an incredible turn on.

A few craigslist emails later, and we’d found a guy we thought sounded enough like he didn’t want to hang our stuffed corpses on a mantelpiece. He was so turned on by the idea he even offered to pay us, telling us he had had arrangements like this before: couples show up, fuck in front of him, and he pays them for their time. And he was very clear: he wanted to just watch. That’s what he got off on. A few more emails go by, and he’s booked a room at the Hilton and set up a date and time.

The whole way there we were a bundle of nerves: the idea of meeting a stranger in a hotel room to fuck in front of was sexy as hell. When we got there, we must have stood outside his door for minutes, working up the nerve to knock. We could after all back out: go home, never reply to his emails again and make dinner while we watch endless episodes of back to back Everybody Loves Raymond.

And then I knocked.

As soon as he answered the door, I knew this was the real deal. He was wearing just his boxers, visibly sporting a bulge. He smiled at us and invited us in, and the reality of this was starting to sink in. I noticed that it’s the little thoughtless things that really sell the reality of a situation to me, like the way we immediately shook hands. Sure, we had clandestinely arranged a hotel room so we could indulge in all manner of naughty pleasures, but goddamnit if we’re not going to be polite about it.

Like I said, me and J weren’t interested in much small talk or forging a connection. Thankfully, neither was he. After less than a couple of minutes of chit chat, he casually asked us, “…if we want to get started then?”

I replied by pushing J down onto one of the beds and kissing her. Our hands trailed across each others bodies as we kissed, mine frequently stroking down her leg like I know she likes. I remember what she was wearing mostly because of how excited I was to get it off: a sexy grey dress that really brought up and out her beautiful D-cup tits. I couldn’t wait to have them in my mouth, and from the soft moaning I was beginning to hear from beside us, I guessed I wasn’t the only one. I looked over to the right and our friend was playing with his cock through his boxers, just rubbing it through the fabric. His eyes were focused on our bodies, and I knew we were going to give him a hell of a show.

We went back to making out, slowly turning more and more into simulated sex. My cock had got rock hard and was brushing up against her panties – even through my jeans I could feel her warm and wet her pussy was. J loves the idea of performing and giving shows, I knew how turned on she was getting by this. She too kept glancing sideways, watching our audience and letting out a little moan every time she saw that he was enjoying herself. She was desperately rubbing up against me, her hands reaching down to my ass. She’s always liked my ass. As I was soon to learn, I guess he did too.

I ripped her dress off after not too long, and her bra soon after that. Her tits were on full display, and I went for them immediately, playing and sucking on them while moaned in joy. My tongue swirled around and around her nipple, teasing them and her – I know how to play her body. She loves to be teased and worked up – I’ll circle her erogenous zones for what seems like years before I finally give them a nice big lick.

I looked over again, and his cock was out now, standing at half-mast. He was slowly stroking it while watching us and obviously enjoying it. I realized then I had never seen another mans cock in a sexual setting; not in real life. Now obviously I don’t have a lot of real world experience to compare it to, but I thought that it looked fairly thick. “Beautiful fucking tits.” He told us, “They must feel so good.”

Anyway, I turned my attention back to J and swirled my tongue down her body, turning my teasing to her pussy. She was dripping wet, arching her back up to get whatever pleasure she could from my mouth. I gave her plenty, licking and flicking my tongue all over her pussy lips. I went around and around and around, never giving her pussy itself any relief until she was desperate and begging for it. Again, soft moans from beside us: she obviously wasn’t the only one being teased.

When I did move on to licking her pussy, she began loudly moaning. I worked her with my tongue for a while, licking her cunt more and more deeply, sometimes travelling up and flicking my tongue against the rosebud of her clit. My hands, previously firmly rubbing her tits, travelled down and joined my mouth: I put one finger in, then two, and eventually three. I was three fingers in, with my tongue on her clit, and her pussy was just gushing more fluid than ever. She was fucking loving it.

“God yes, so fucking sexy. Don’t make her cum yet…” This confused me a little, but I figured we were performers, so I backed off a little before she exploded in orgasm. I realized later than he was worried about our play session ending too soon: he didn’t have the prior knowledge that I did that J could cum again and again and again in one session, and it wouldn’t matters. He assumed she was a once and done type of girl.

The next thing I knew, she was pushing me down to the bed. “Your turn.” She smiled, her hands running over my jeans. I leaned back and comfy on the pillows, and felt her tongue move down my shirtless chest. She unzipped my pants and I helped her get them off me. I don’t think they had even hit the floor before her mouth was on cock, her tongue now having its turn to swirl around it while she took me deep in her mouth and into her throat. I groaned and my toes curled, my arms flopping against the pillows in pure pleasure. She looked up at me from the foot of the bed, and gave me a sexy grin. I felt her mouth close in around my cock again before I had time to register it, bobbing up and down, stopping just to lick down my shaft and suck on my balls. Whenever she did so, her hands came up and tugged on my cock, and with all her spit coating my shaft it isn’t easy to imagine how great it felt.

“Don’t make him cum…” He teased, but we could tell he was dead serious. He was enjoying himself and didn’t want this to end anytime soon. She didn’t. She just sucked and jerked me, going down on my cock just how she knows I like it. She made eye contact with our observer once, took a pause and deep throated me, going all the way down to my balls. Between her legs, her pussy was dripping onto my toes: showing off was driving her wild. This is around about when he started to get more involved, and was the first hint we got that maybe he was into more than just watching.

As she was sucking my dick, he began to pinch my nipples and stroke my body, letting his hands flow all over me. His bigger hands were an odd sensation, as I was afterall used to the more feminine stroke of a woman. I quickly however decided I liked it. I also liked his cock, just inches away from me, constantly being stroked while he couldn’t help himself but to play with me.

The exact order of events following this is a little hazy, but somewhere along the line I decided that if I was here I may as well try something new. I’ve never at all been attracted to a man, in fact I still am not. Men are just not at all an attractive thing for me, I have no way of distinguishing which men are more attractive than other ones.

However, for whatever reason, sucking a cock seemed like a giant turn on. J and I had discussed it before, and she had always thought the idea of two guys playing with each other incredibly sexy.

I realized then that while I don’t find guys sexy, if I’m in the right mood a cock can be some fun. And now that I realized he hadn’t been able to help himself and then we had been too much for him just to watch, I figured now was the time.

“I’ve never sucked a dick before, can I try yours?”

J’s eyes went wide, but there wasn’t the slightest hint of disapproval. Indeed, she took her mouth off my cock and stared at me dumbfounded, but very obviously pleased with this abrupt change of place. He nodded yes, and I shifted so I could lean in and feel another mans dick for the first time. I stroked it, from the base to the circumcised head. He moaned appreciatively, and I leaned in for my first taste.

It wasn’t as hard as I thought it would feel in my mouth, and never really was. The taste was something new I had to get used to too, but it wasn’t unenjoyable. The novelty of it was enough to keep me going, and I enjoyed the idea of having something in my mouth. Especially when J got back to work on me, sucking my cock while I sucked his.

I put my hands at the bottom of his shaft to steady his cock like I knew I liked doing for mine, but he couldn’t take that for long. I was getting into the rhythm of having a hard cock in my mouth, and the presence of my hand there too was too much for him. “I’m going to cum if you keep doing that.” He warned me, and removed my hands. He wanted to enjoy this for longer.

Eventually I laid back down, my head against the pillow and had him fuck my mouth from the side while J kept sucking on me at the foot of the bed. I’d love to say how long this went on for, but again I can’t: it went as long as it did, and could’ve gone on for far longer, if not for the collective spirit in the room to switch it up and try something new.

So we did. For a little while, they both went down on me, but I think he got scared away when he tried to peel back my foreskin to suck on my head and quickly discovered that doing that was just painful for me. Then I pushed her down on the bed, gave her a hard spank on the ass and put it in her pussy, fucking her doggy while watching our observer stroke his hard cock next to us. Every now and again I’d lean over and lend a hand.

All the co-ordination was hard to take, but I managed. I fucked her slow at first, enjoying the feeling of her wet pussy around my cock. We’ve never used a condom before, and we didn’t start now. Her pussy knew what it wanted and clamped down on me, and I thoroughly fucked it, building speed until she came in a screaming orgasm. I turned, and noticed he seemed disappointed. Again, I think he thought that meant we were nearly over.

Not even close.

“Go stand by her head” I told him, and he quickly complied. She didn’t need telling what to do, and quickly took him into her mouth while I continued to pound her from behind (something I had never stopped).

This was definitely the sexiest image of the day: fucking my beautiful girlfriend from behind like the wild animal she was while she sucked on another cock, and I imagine a big part of the thrill is knowing how much she loved it. She was finally getting two holes filled at once, just like she wanted to. In fact, he repeatedly tried to fill a third: he had been infatuated with both our asses since we had got there, and leaned over to put his fingers in her ass. That, she seemed to really enjoy, even more than the way we were both calling her a dirty cock loving slut while she took our cocks.

After a while of this, I went down on him again, still enjoying the thrill of the new. She also took a turn jerking off both our cocks while we lay next to each other, one cock in each hand, a big smile on her face. I wasn’t lying when I called her a dirty cock loving little slut. And much more.

He didn’t fuck her because that wasn’t something we had ever discussed beforehand, but after a while I settled down to just enjoy watching her suck him off. It was a good show: she really is an expert cocksucker, cradling the balls while she took his shaft all the way down her throat. She has great rhythm with hands too, stroking and teasing. I played with my own cock while she played with his, and eventually he yelled that he was about to cum.

“I want you both to cum all over my tits.” She said, and we were quick to oblige, stroking ourselves off to a finish all over her boobs, making a nice big mess for her to enjoy. She took it on her fingers and licked some of it up, rubbing the rest into her skin while he and I relaxed and enjoyed the peace after a long and glorious fuck session.

There wasn’t much to it after that: he offered us a beer, but we opted to quickly shower up and leave. The conversation was nice and casual, and we left to go about the rest of our day, satisfied and excited to try something like this again.