Break-Up Sex

I'd been dating this guy (aka That Guy) for a little over a year, but that ended -- not, as they say, with a bang but a whimper -- late yesterday morning. I always figure there are two sure ways of getting over a guy: ice cream and other guys. I was out of ice cream, so I posted to craigslist.

I haven't been posting to CL much lately because That Guy had said that if I was going to have sex with other guys (which he wasn't doing), I needed to be discreet to avoid embarrassing him. So I'd cut down on my online presence (and my hook-ups, alas) significantly. I was still fooling around, mostly with guys I'd played with before, but rarely more than once or twice a week.

Anyway, I only had until about 3:30 to play, since the girls were coming over around 4, but I got a live one pretty quickly. He was a smooth, blond sub in his mid-thirties, and he wanted the usual treatment: call him a slut, and he's yours. I let him in the door, closed it, and pushed him against it, took his lower lip between my lips, grabbed his hand and put it on my crotch, grabbed both his nipples, and took his breath away for a bit. I turned him around, pushed him towards the stairs, and grabbed the back of his waistband and pulled his jeans and boxers down over his ass as he walked up.

I bent him over the bed and smacked his ass a few times, then told him to strip. When he was naked, I grabbed his nips and backed him onto the bed, lying on top of him and kissing him while I kept twisting. Then I straddled his chest and started to feed him my cock, but not many guys can really suck cock in that position, and he wasn't one of them, so I pulled him up, lay down, and pushed his head towards my crotch.


The whole thing seemed very driven, so rather than let him just go down on me for a while, I pulled his ass around and started to eat and finger it. He was really tight, and getting two fingers in took a bit of effort, but it was all fun. I told him not to stop sucking me as I reached between us to tweak a nipple.

A few minutes later, he came up for air, and I told him to sit on me. I handed him a condom and the lube, he gloved me up, slicked his ass, and had a seat. Well, tried to have a seat, at first, anyway. Really tight, and it took him a while to open up, but before very long he had managed to pull my whole cock into his ass, and he rode while I played with his dick. He was pretty worked up, and it looked like he might be getting too close to shooting, so I grabbed his thigh and lifted, which he correctly took as a sign to get off my cock, then I put him on his back, bent him in half, and slid back into him. I took it easy for the first few strokes, but I knew he'd love it hard, so I started thrusting away. That's always such a great position: it's very intense for the bottom, it's an easy position for me to fuck really hard in, I never shoot that way, and sometimes the bottom will cum without me even touching his cock. This guy didn't, but he appreciated the hard fuck, and I occasionally got to reach down and pinch his nips.

This guy had said that he liked bondage, but I wasn't really feeling into full-tilt tie down, so I put one of his wrists in one of the restraints that I keep tied to the bed, and that seemed to be enough. The advantage of one wrist only is that I could (and, in fact, did) move him from on his back to on his side to on his belly without untying him. But after that, I did untie him and had him mount me again so that I could jerk him off while he bounced up and down on me. I knew I had another guy coming over in less than an hour, so I didn't really want to cum, and I wasn't so sure I'd be able to pull that off, so to speak, because this guy was really tight, and his ass was really working my cock. But I did make him shoot on my chest before I was on the last leg to orgasm, and I was even able to let him climb off, wipe up, pull off the condom, and stroke me for a while before I stopped him and told him that was enough. Then he got dressed and headed back home to his partner (he didn't say, but I'm pretty sure).


When Brian didn't show at 1:30, I emailed him, and it turned out he'd been waiting for me to contact him again. I'd gotten a text from Ken saying that he'd like to play, and Ken always likes groups, but Brian really didn't seem like the type. I'm usually pretty comfortable with just telling everyone to show up because when I do that one of three things happens: a)somebody doesn't show up (20%), b) one person gets a little freaked out and leaves (5%), or c) the more the merrier (75%). But Ken always takes a little while to arrive, so I told Brian to come on over, and Ken said he could be there by 3 and gone by 3:45, so it all should have worked out.

And it did.

I'd only hooked up with Ken once before, but he it was a real fun time, and he was a real nice guy, so I felt a little sheepish about just grabbing him without chatting on the couch for a bit, but deadlines are deadlines, and once we started kissing in the living room, his reticence to just get into it (which had been palpable on first lip lock) melted pretty quickly. I also pretty quickly got him upstairs and naked, and he said, "Damn, you're horny." I said, "We don't have all that much time, and, yes, I'm definitely horny." I was somewhat gentler and less rushed with Ken than with Sub 1, but most of the same things happened. Ken's a black guy with fabulous lips, so there was more kissing, and he has very reactive nipples, so there was more nip play, and there was not -- alas -- time to eat his ass, so we moved more directly to the fucking, but we did most of the same things in most of the same positions, and in the end, he came (I had him on his back, and jerked him to climax while I latched onto one of his nips), and I didn't. I know that description sounds a little bit dismissive, but it was definitely grrrrreat sex, and I hope that I'll have him again soon for a more protracted session. He lives not far away, but he's still in his bi phase, and it takes a while for the hunger to overcome his reticence. Guys like that can be frustrating, but they're a lot less frustrating when you have a lot of them stored in your contacts list.


Ken showed up a minute or two after 3, and he knew we had a deadline, so he wanted to get right upstairs and undressed. Ken's cute, and he has big soft lips, and a really nice ass, but he's mostly just into frot, and the last time he was over he freaked out a little because he'd started dating someone and was feeling really guilty. He's still dating the same guy, but apparently he's moved past the guilt phase, and we've exchanged a number of texts recently. I reckon he saw the CL ad and contacted me directly.

Anyway, we got right into the kissing and frot, with us alternating who was sucking on whose lower lip and who was on top. And I sometimes worked his nips a little or kissed his neck, but mostly it was just half an hour of naked making out with frot. Or, I guess, from his perspective it was naked frot with making out. Either way, he got increasingly excited from the rubbing of our dicks together, and he eventually shot. Then he said, "We have to get you off," so I sucked on his lips some more, grabbed my cock, jerked for a few minutes, and, well, apparently I hadn't actually cum in a few days because I ended up with semen all over me. But I keep towels by the side of the bed for a reason, right?

Anyway, he was gone by 3:45, and by that time, That Guy was pretty much washed right out of my hair. There's a tiny bit of residual melancholy, but only because I still haven't had any ice cream.