True Story - Craigslist JO Encounter at DC Hotel
I always enjoy and appreciate reading the TRUE stories on these erotic fiction sites, so I figure it's only fair to begin contributing my own. I changed names and omitted some place specifics for privacy, but all the rest is accurate.
On a Wednesday night I put the following ad on Craigslist (m4m):
"32yo bear who just moved to the area and would like to find a regular JO buddy for hanging out and jacking off. Like to share porn, stories, and open to trading a handjob if we're feeling it. Occasionally open to more but only really safe stuff. DDF and want to stay that way. Open to being actual buddies but discreet stuff is OK too.
"I can host most of the time, or open to traveling. I also travel a lot for work but will keep this post up to connect with you DC hotties from afar, so we can play once I'm back.
"Pics for trade. Tend to gravitate to str8 / straight / bi / bicurious guys and inexperienced guys around my age, but I'm not a dick, so if you're feeling it, write me. Good emails and nice cocks get the most attention."
I got a response from a guy who sounded promising and pretty much my type: "I'm a [mid-30s] yo, hwp, 6'2", 210, 6.5 inch thick/cut, clean, professional, ddf, good looking wm. I'm in a very nice [DC neighborhood] hotel, laid back, non- pushy guy with a good looking package (so I've been told). I'm inexperienced but really want to play. Looking at porn with a big old hard on. Any chance you can come to me in the next hour? Thanks."
I liked that he mentioned he was DDF and inexperienced but eager. And he attached two cock pics to the email. In the first his cock is spilling out of his shorts; definitely cut with a nice, defined head. In the second he's a little harder and it looks fine, too. Certainly good enough to motivate me to meet him.
So I messaged him back: "Tell me more about what you have in mind? Big bear/chub type here, normal guy, friendly. Small junk... Would be fun to rub one out together, and I'd be game to help you out, but if you don't want to recip, no prob. Let me know either way?"
I didn't expect to hear back from him to be honest. But I did: "Small is easier for me to try sucking ;) I'd like to watch porn for a few, try sucking you, and maybe JO and finish on you. How does that sound. Can you come to [neighborhood] soon?"
Sucking!? Whoa. Didn't see that one coming. But I've been in the mood for some head lately, and I don't want to look a gift horse in the mouth by asking if he's sure. So we traded a couple more quick emails while I showered up and grabbed an Uber.
Within about 15 minutes I was at his hotel. He gave me the room number and told me to head up when I arrived-and to knock softly.
You never know what you're going to get with these Craigslist encounters. I try to keep it safe and reasonable, but I also try not to get my hopes up. I figured at best this guy would be handsome, at worst he'd be an average Joe buddy to bust with, which is fine and fun in its own right. So I walked to the elevators and took a ride up. By that point I had the "Craigslist jitters" - the quickened pulse and nervous energy-butterflies, I suppose-that goes with doing something I know is naughty and sexy and a little bit dangerous (measured risk, right?). In situations like these-hookups at hotels-I always wonder if the other people seeing me meander through the hotel know what's up. Do they just assume I'm staying at the hotel? Or does the big guy with the nervous energy indicate some sort of kinky booty call?
In any event, simultaneously nervous and excited and stuck in my head a bit, I found his hotel room's door and knocked softly like he asked. There's always that worry that he'll peep through the hole and decide I'm not his cup of tea. But the door opened. I was in luck.
You should have seen this guy. Million percent my type of dude. He had a nice thick head of dark brown hair. Perfectly sized guy. Few inches taller than me and in good shape. The right size of man to have travel with you on an airplane adventure comfortably--so not enormous like me--but still big enough to make you feel proud and safe to be with him.
If memory serves he was wearing shorts and a t-shirt. You could see that he had muscular hairy legs. Thought about wanting to touch them but since he might be straight and freak out, and since that wasn't part of the Craigslist negotiation, I let it go, simply thankful to be able to meet this solid and handsome fella.
It's always a bit awkward when a new encounter with a straight bate bud starts-- never quite know their comfort zone--so I took a look at the porn he was playing while we got accustomed to one another. It was an attractive girl sucking a big/standard pornstar dick. I like straight porn, so I found it hot.
We got to that special moment when our eyes were on the porn and we both knew what we were there to do, but neither one of us quite immediately pulled the trigger to whip out our cocks. I probably made some nervous babble chatter about the porn being hot, and then we both started moving our hands toward our own dicks. We stripped off our shorts and got our cocks in our hands. Normally I try to focus on the porn and not leer--at least not right away--but this young man was so hot I couldn't help but look his way. His cock was out, and he stroked it while watching the porn. I really tried to do the same, but I couldn't help myself: I took a few steps closer to him and asked if I could help him out, while I was actually beginning to reach for his cock, not really waiting for an answer. It was as if a bolder guy--fueled by his attractiveness--had taken me over. In retrospect I actually wish I had waited longer to let the lusty atmosphere brew a bit more before taking it to the next level. But he was just too hot for me to wait another fucking second.
He let me begin to stroke his cock. He said he was about 8 drinks deep so might not get all the way hard easily. I didn't care. His cock felt incredible in my hand. It was a nice length like the photos had suggested, but what I couldn't tell from the pics was that his cock head was very large and prominent, just how I like. So I cupped his balls with my left hand and stroked with my right, while he watched the porn. My belly was clenched and I was beginning to sweat a bit from the nerves of being so forward with a straight guy who was so hot. And since we hadn't communicated a ton, it was possible he wasn't super comfortable with what we were doing. But I didn't want to pry into his personal business. That said, I noticed he had a silver-looking wedding ring on. That gave me pause because I make a priority of not fooling around with married guys. But my disappointment about the ring was pea-sized compared to the overwhelming deluge of attraction I felt for this guy. I always find straight guys got (and search them out in porn), and despite the twinge of regret about him being married I actually ended up finding it kind of hot.
This was all going on in my head while I was stroking him while also trying to seem not tooooo into it. We hadn't really discussed whether I was gay or bi or whatever, and I didn't want to let my attraction spook him, so I made a point of looking at the porn. Practically hurt to take my eyes off his cock. We kept this up while having a bit of a chat about the porn on screen. He put on a clip of a girl playing with her jiggly butt. It was shaped like a heart, and it was just so bouncy...mesmerizing and hot if I'm being honest. He mentioned all of a sudden in his 30s he suddenly became a butt guy. I believe him and like the idea that people can develop new sexual appetites over time.
Suddenly he reached over and grabbed my small cock and started stroking it. Sometimes when I'm so so so attracted to someone I actually lose my boner, but my little one stayed hard while he stroked me. I was a little surprised he went for it because he gave me real straight guy vibe. But lucky me.
We stood beside each other stroking one another and watching porn. I'm not much of a butt guy but his ass was sticking out beneath his t-shirt, and I gave it a quick rub with my left hand when I took breaks from fondling his nuts. My two hands on him, mostly, with his one right hand stroking me. I could tell from his face and legs and trimmed cock area that he was a hairy, virile man--again, just my type. I was a bit emboldened by him seeming to be fine stroking my cock, so I reached up his shirt to feel his chest and see if he had sensitive nipples that would add to the sensations for him. Then two things happened: first, the good one. When my hand went up his shirt, I felt a super hairy stomach and chest that made me suck in a breath. I had never felt such a manly chest before; I wanted to tear off his shirt and rub my face on his chest. He was just such a MAN-- exemplary of all the reasons I'm attracted to men over women: the power, the strength, the hairiness, the ability to choose to be strong or gentle, wicked or kind. Touching his chest was my version of Arthur touching Excalibur: the moment of touch sends a physical and mental shudder of recognition that two separate things were meant to be joined and are connected in a beautiful way. (Probably worth explaining here that although I've jacked off with a lot of guys, I don't have all that much experience doing other stuff with guys--certainly not getting free rein to explore the body of a man I find so attractive.) (After the encounter I jacked off three separate times thinking back on the moment of touching his chest.)
Second, the bad one: I had gone too far. He said "sorry, man, I'm not really into that," so after only a moment of touching half a hand to my Excalibur, I had to let it go. I'm not a creep, so I didn't object or even let the touch linger. I pulled back my hand and, to give him some space, I went back to jacking my own cock rather than his, and he did the same. Luckily the air still felt thick of horniness and he didn't seem upset. Chances still seemed good that we would continue jacking off together and helping each other out.
But then he surprised me again. He said "want to sit on the bed so I can try sucking you?" Whoa. Mood not wrecked at all. He got a towel from the bathroom area and put it on the bed, indicating I should sit and he'd suck. And he did lick my cock, suck the head. His mouth felt so warm. And I felt so lucky to be having that moment with him. He sucked nicely; very wet and very warm. After just a minute or two he stopped and gestured to suggest we should resume watching porn and jacking.
At this point my pulse was racing and I wanted to rip his clothing off and lick every inch of him. But he still struck me as categorically straight-despite the behavior to the contrary-so we just jacked a little more while the horny mood grew. We were both beginning to perspire a bit, because the room was hot and we were aroused. Finally I mounted up the courage to ask him: "So...do you mind if I return the favor? Suck your cock a little?"
"Sorry, man, I'm not really into that," he said. Ground fell out from under me a bit, because I was really optimistic that I'd have a chance to suck the cock of a guy I found so extraordinarily attractive. So although it was a bummer, I still felt lucky to be with him and got back to jacking-alternating between jacking myself and jacking him.
We kept this up for a while. I got a little better at jacking his cock. It was always large, but it was inconsistently hard-sometimes a plump semi, other times he'd really get going and every vein would bulge and I felt like I was rubbing an intricate sculpture. Then he grabbed the base of his cock and forced all the blood into his cock and the head would get so big I was sure he was about to cum-but he held it back.
"You know, you came all the way here," he said. "I guess it's only fair to let you return the favor if you want."
"So I can..." I said.
"Yeah, you can suck it if you want."
Forget the bed and forget a towel. I dropped right to my knees and stroked his cock with my tonsils before he had time to reconsider. He was straight enough that I could tell he wasn't super turned on by the act of getting sucked by a guy, but I was so turned on that I really gave some Olympics grade head. (To be honest I don't have a ton of experience sucking, but I'm so damned cock-crazed and have watched so many thousands of hours of BJ videos that the few guys I've sucked have told me I have a knack for it. And I believe them, because I'm passionate about it-and they told me pretty bluntly that I'm not a very good kisser yet.)
I'm on my knees sucking the hell out of his cock, and I look up at him. He's clearly enjoying it, even though I'm a guy, and it's also clear he's surprised that I can take his cock all the way to the base over and over. I swear my throat loosens up when I'm turned on enough. Or somehow my horniness intimidates my gag reflex.
I suck his cock for a few minutes, but then he gives me some type of gesture to indicate he's had his fill and wants to return to jacking. "It's getting pretty late and I should get to bed soon," he says. "Early flight."
I'm not sure at this point whether he wants to call it a night or go for the cumshot. But he doesn't show any sign of quitting the jacking. In fact, he picks up the pace quite a bit. His breathing gets more audible, and we're both beginning to sweat outright at this point-me more than him. We're standing right by his laptop-still showing the chick with the jiggly butt-both jacking furiously. I get close to cumming but show down and stop intermittently in order not to bust without him.
I got a little worried that he'd lose his boner or not want to cum-but I couldn't bring myself to go home without seeing his spunk. So I said, "you know what would be kinda hot-but I guess gross or bad to do? What if we both came on the hotel's black desk chair?"
"It would show up well," he said.
He resumed jacking, as did I, and I fondled his nuts a bit. Things continued on this way for a few more minutes, when we both begin to pick up our breathing more, alongside the pace of our stroking.
He takes a step closer to me, and I inch closer to him. "Getting close," he said.
"Me too."
Then he spun the black leather desk chair toward the two of us, and we both start jacking toward it. Within moments of each other, we both start shooting gobs of cum all over the chair. His cock head is throbbing and engorged-at least the size of a plum-and reddish purple from the furious beating. He squirts creamy, thick white jizz in several distinct shots-at least 5 or 6 short ropes. I shoot a looser load but with enormous volume-the leather chair is strafed with loads-probably at least 8-10 big off-white shots from me, plus his pearly goo.
We both start laughing and look at each other with a smile of "We are men. We did that." The same kind of satisfaction you can get from peeing your name into snow, but with the enormous benefit of pent-up sexual energy being released with a bud. I live for those special moments.
We have a little friendly chit-chat while we clean up. I figure since he's straight he might feel spooked or get weird, so I make it clear I'm ready to leave and I offer to clean up the cum for him so that he doesn't have to. He said he can take care of it, which surprised me. I offered again in case he was being polite, but he seemed relaxed about the cum-soaked chair and was talking about having fun with me. I've noticed that sometimes, after what's meant to be a one-time NSA encounter with a hot guy, I push too hard for repeat encounters or keeping in touch. So since I really like him, I force myself to keep it light, suggesting he should give me a heads up if he comes to town again. He agrees immediately in a way that sounds sincere. Win of a night.
I go home, clean up, and then jack off again thinking about the encounter. Two days later I sent him an email, not expecting a reply, saying "Had a good time, man. Thanks for having me over. My email is mystery1984man@gmail.com - hit me up next time you're in town?"
To my surprise he responded quickly: "I forgot to say that you cum like a beast! It's awesome to see. Keep that shit up." And then a little while later he sent me another email, this one with a link to some erotic stories he's written. I'm flabbergasted he seems open to keeping in touch-but delighted.
I read the stories, and they're well written-thousand times better than this quick story that I'm thumb-typing into my iPhone while stuck on the tarmac at DCA. Some are MMF, some bi-delightful mix that I'm trying to savor rather than binge.
I email him asking if it's cool with him for me to capture our encounter. He agrees as long as I don't use his real name. So we agree to call him James. And I'm optimistic that our stories won't end here.
So, reader, what do you think of this encounter and this story? (It's my second ever.) If it turned you on or if you have similar stories you'd care to share, I'd love to hear about them (or see the evidence!). I know this one doesn't have the standard pacing of erotic fiction-but I tried to take a crack at sharing my real experience. Always wonder what's going on in other guys' heads (and on their Grindr/Scruff/Craigslist/whatever apps and in their beds)--but I figure it's only fair to ask/pry if I'm willing to share. Ergo the story. (And please forgive the tense switches-going on 4 hours on the tarmac here and editing for tense just ain't happening.) Anyway, feel free to contact me: mystery1984man@gmail.com.