Once upon a time, there was a threesome between three young gay men. The pass-around bottom got a hard pounding from both of his new acquaintances, but then he decided he needed to switch positions. To make things exciting, the third guy decided to fuck himself with a dildo. He was getting really into it, shoving that rubber dick deep in his lubed-up hole. And then he realized he was all alone in the room.
No, his two tricks didn't flee the scene at the sight of his full ass. They went to the bathroom to clean up. Apparently the bottom shat all over the top's dick and torso. The third guy, butt still stuffed with a dildo, went completely soft upon hearing this.
Have you ever had an awkward sexual moment? They don't have to be of the scatological nature. In fact, we'd kind of prefer if they weren't. Tell us your favorite embarrassing story! It'll be just like those magazines where girls talk about period-ing all over their panties… only with more butt-fucking.
– Dewitt
I actually did a video about my most awkward experience!
http://www.youtube.com/watch?v=AXEFDKI09R4
Nothing as bad as that. My most awkward moment was in a University bathroom (well-known anonymous hookup spot). I met up with a hot older guy, and we started fooling around a little. Then he leaned in and whispered in my ear, with a little accent, “Do you have a good time?” “Yeah,” I replied. Then he dropped trou, turned around, and bent over.
That’s when it hit me that he had actually said, “Do you have a condom?” (which I didn’t). Scared shitless, I had no idea what to do, so I just fingered him until he came, after which he grabbed my hand, told me to wash up, and left. Definitely the most embarassing moment of my life.
Mine would be thinking the new manhunt upgrade would be a great thing. WOW what an embarassing time witnessing what they did with a good site.
One time I was blowing this guys really hot massive uncut dick but I lost control of my gag reflex and threw up a little on his dick.
The new manhunt is bullshit. Consider this member gone.
Jay you still Here????
I’m in college, and had the place to myself one night. I talked a little on webcam with some dude that I met on Manhunt. His camera sucked, but I thought he looked pretty decent. I invited him over.
When he came in, I was saddened to see that he was one of those socially-awkward- FOB-graduateschool -indians. But I sucked it up, figuring that a couple glasses of wine and a bong rip would still allow me to be pleasant and have a good time. He didn’t partake, so I flew solo.
He wanted to see my room so we went in. He started touching me really nervously. I couldn’t help but notice his thick glasses, big belly, and the fact that he was 6″ shorter.
I turned off the light.
He took off his shirt. He wouldn’t take off his boxers and got really nervous when I asked him if he wanted to. I think it was a micropenis! He started humping my leg. He smelled like curry. He kept trying to kiss me. For 20 minutes, I lay down on the bed like a statue while he snuggled up to me and felt me up and told me how pretty I was. It was creepy. He kept telling me he wanted to blow me but he never did. He was scared apparently . Clearly he hasn’t been with a guy in a long time, if ever. I felt really bad for the poor guy so, being the charitable person I am haha, I let myself be awkwardly spooned for the next ten minutes.
Finally, I made up some story about how I was too stoned to stay awake and I made him leave. You’d think he’d realize how terribly awkward! that night was. He still calls all the time.
so, I had been messing around with this guy for a couple of months. he was pretty hot and had a huge penis that I had to be careful with, because when I would suck him, he was one of the very few guys to ever trigger a gag reflex on me…
anyway, one night we were in his car outside his apartment (his gf was home…don’t ask) and we started messing around, and I ended up going down on him. well, he starts really getting into it and starts thrusting up into my mouth and I start gagging something fierce. and eventually he thrusts up just right that, boom, I throw up in my mouth. and not just a little, but like a huge mouthful. he’s not taking his penis out of my mouth, and is holding still, so I think that he’s either really grossed out or just not knowing what to do. well, I didn’t know what to do either so I decide to just get it over with and swallow it back down. so I gulp it back down and I’m like “I’m sorry, I usually don’t throw up like that, but you hit me just right and…”
well, at this point, he starts freaking out. “You threw up? You threw up???” and starts checking his car seat for any slopover that he’ll have to clean up. and I’m like “You didn’t realize?” and he was like “no! I thought…it was…well, I don’t usually cum that fast, and I thought you weren’t prepared!”
that’s right…he shot his load right in my mouthful of throw-up. and I knocked back the entire slop like it was a jello shot.
needless to say, we never hooked up again.
To start off, sorry guys this is a story of the brown variety.
This happened about 10 years ago.
I was out partying with friends, clubbing, drinking, and doing loads of coke. Well, after the night of clubbing was over I was horny as hell and decided to hit up one of my local cruising parks for some relief. I met a very hot guy and we escaped to the bushes for some fun. A little snogging, a bit of oral, and then wrapped his huge 10.5″ uncut black in a rubber. He began pounding my ass and apparently the coke I was doing was cut with a laxitive of some sort because after a 10 minute pounding I realised from his reaction that I shat all over his torso and cock and on both of our trousers and pants that were around our ankles. We had to go home like that!!!!
I have never really been into the “hookup” scene…perhaps it was just that I am too nervous, or have too low of self esteem for it. I have always been relationship oriented, from early on, but when I was in my early 20s, sometimes the hormones got the best of me.
Well, one time I had met this guy online who was moderately attractive from his pictures, and who wanted to hook up. We decided one night to meet at Burger King (yes, I was young and broke), and on my way there, I chickened out. I called his cell phone and told him I couldn’t meet him, because I was really too relationship-oriented, and hooking up didn’t feel right. He was already there waiting for me, and I felt bad, but I knew I had made the right decision for me.
The next night, I was online in an AOL chat room, and started talking to a guy that I was sure was a cute coworker of mine. He was older than me, and neither of us was out at work (but not really hiding it either). We started talking and discovered we were both horny, and started talking about hooking up. However, he would only do threesomes, so for he and I to hook up, we had to find a third.
We both started scouring the chat rooms to find a third, and I found a guy who was a local college kid who was into the idea. We set it up to meet at my coworkers house, and I got there first.
I was nervous, but we waited for Mr College Kid to show up to get the party started.
The doorbell rings, and the door opens, and it turns out, it was the guy who I had rejected the day before because I didnt want casual sex! Awkward! Here he had used a different screename, and knew who I was through the whole exchange online setting up this rendezvous, but never revealed who he was. In person, he was quiet, and seemed like he was having some kind of inner psychopathic dialogue, not really saying much outloud but saying everything with his freaky eyes.
So, we started trying to get this threesome up and running. My coworker, the older more experienced of us, started things out, and before too long, he was the star of the show and we were his cock and ass worshippers. However, after a few minutes, I realized while I was rimming him, that I was working alone.
My coworker and I looked down at the end of the bed and Mr College Kid was down at the end of the bed just staring us down while jerking off. He just stopped participating, and was staring us down with those pyscho killer eyes (one was a lazy eye!)
So, my coworker and I tried to keep things going, and he and I agreed (without words) to just jerk off and get this party over with to get psycho boy out of the room.
The problem was – have you ever tried to cum while being watched like you were going to be murdered? It wasnt the fun kind of exhibitionism, I can tell you that. My coworker and I, both virile relatively young males, couldnt cum. We were so freaked out. We furiously jerked off to finish off and try to make this nightmare end. After at least 10-15 minutes of furious jerking, and rubbing our now flaccid cocks raw raw, neither of us could cum because of how freaked out we were.
The most awkward thing I have ever had to do was just stop in the middle of jerking off, cum free, and just end the threesome without a word. Not being able to make eye contact with the psycho who I had just stood up 24 hours before for not wanting casual sex.
Not an exciting story I know, but when you dont really engage in a lot of causal sex, you dont have many stories to share.
Manhunt: johnrossiv
What I hate about being a bottom (and what I envy girls, aside from their ability to have multiple orgasms) is that there really is no possibility of fucking randomly and spontaneously because it takes a lot of preparation in order for it not to end up like those disgustingly embarrassing moments. And what is more deplorable is how NOT ALL bottoms seem to realize this simple fact!
See examples above and this story that was (or should have been) more embarrassing for my hook up partner than for myself: We had been chatting on another sex site for weeks and had not been able to find some time to finally meet up. So he just decided to call me in the middle of the night after clubbing one Saturday and picked me up to go to his place. His pictures made him 5x more good-looking than he really is in person and his place was appallingly filthy. Because it was a spontaneous event, nothing was discussed about what exactly we were gonna do but he knew I was more of a bottom so I was surprised when he suddenly grabbed my dick, quickly slid on a condom and sat on it. After a short time, my cock slipped out and I jerked it off to stay hard and realized due to the smell – to my horror – that I was using his shit (the really soft and super-smelly kind) like it was the lube. I ran to the bathroom and washed my hands about 3 or 4 times and then took a long, hot shower. The 30-minute journey home must have been the longest and most awkward silence of my life, which he punctured with the most awkward comment saying,”You know it’s not always good, right?” When I got home, my hands STILL smelled of a disgusting mix of rubber and grade-10 shit. I don’t even remember how many times I washed them and I took another hot shower. And STILL there was that hint of anal perfume so I just gave up and finally went to bed. Needless to say, we never heard from each other again. I believe he deleted his profile soon after our encounter.
Ok so this one time I hooked up with a guy outside the local coffeehouse-hoopup area…I thought I had seen or heard it all until this…So we are at his place and everything seemed pretty normal. He was a hot 35+ atractive man. Hairy, but not to hairy( im not that into body furr), so after a while we start making out and things start to get really sexual. We both are sucking each other off and he interupts me to tell me that he wanted to FEED ME MANGOS….yes…mangos! he pulls out this plate with little peices and begins to try to force feed me….If things wernt weird enough i decied to play it cool and kindly reject his offer( his cock was thick and i was horney what can i say)….so we keep fucking for about 40 minutes and he goes…im cumming …louder…IM CUMMING…LOOOUDER…im cummig!!! and right in the money shot he begings to howl…not a small or loud mown to which im acustomed to, but a full blown LYCAN howl..that needless to say lasted long and pretty much scared the shit out of me…i couldnt cum cuz i was so turned off by the howling that i made up some story about how i had to get home fast….Totally thought I was in a special episode of BUFFY…. 🙂
Cyrus, got his number?
One of my most awkward was when I was riding my boyfriend’s cock when we were in high school, and his parents came home early from a movie and walked in on me taking it like a screaming girl! On the plus side, he then was able to come out to them more easily, and a few years later, his brother hit on me because he knew I loved dick!