Most awkward sexual experience...
- Thread starter Kosmic
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Oops, I meant to put this in the AASM sub but since it's here I can share mine!
About a year ago, my ex bf and I broke up. He was GREAT in bed and I missed him (by now, you probably know where I'm going with this). Well, I felt an "urge", an "urge" that needed to be quenched so I hit a guy up an old flame and we did the do.
In the midst of our carnal sex-capades, I slipped up and called him be ex-bf's name. He stopped, mid-thrust and let out a chuckle. I was utterly embarrassed and died a little inside but I toughed it out and let him climax once he resumed.
To this day I regret what had happened... >.>;
About a year ago, my ex bf and I broke up. He was GREAT in bed and I missed him (by now, you probably know where I'm going with this). Well, I felt an "urge", an "urge" that needed to be quenched so I hit a guy up an old flame and we did the do.
In the midst of our carnal sex-capades, I slipped up and called him be ex-bf's name. He stopped, mid-thrust and let out a chuckle. I was utterly embarrassed and died a little inside but I toughed it out and let him climax once he resumed.
To this day I regret what had happened... >.>;
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My only awkward experience was the very first time I was trying to slide my virgin cock (18+) into her waiting pussy. We had been fooling around on the couch, which was deep seating and very comfortable, but when she laid back and I tried to get inside her, I struggled with insertion while also trying to not fully collapse on top of her. We quickly realized that missionary on that couch wasn't going to happen, so we moved to the floor where she straddled me and quickly guided me inside her.
That really is the only awkward moment I can recall out of many thousands of times having sex. I never did have missionary position sex on that couch, but doggy style and her riding me while I was seated were practice quite often on that comfy couch!
That really is the only awkward moment I can recall out of many thousands of times having sex. I never did have missionary position sex on that couch, but doggy style and her riding me while I was seated were practice quite often on that comfy couch!
Once I woke up in the middle of the night and my gf was peeing right into my box fan while it running!! She was half asleep and didn't have any idea what she was doing. She was a pretty big drinker.
Brian S
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Several years ago, my partner and I knew a guy who wanted to have a threesome with us. I'd been involved in threesomes before, but not with a partner, someone I was trying to be serious with. After some careful talking and rule setting between us, we decided to invite the guy to our bed. It was after we'd gone out, so we were pretty drunk though had made the decision sober.
So here we were, finally, all three of us sucking each other and kissing, and being all sexy. My partner and I were trying to be confident, sexual men, who were showing this guy a good time. When it came time to fuck the guy, I was behind him trying to...line up my shot, and in doing so, I felt a sudden swell and came all over his ass. It completely sneaked up on me, and I was so embarrassed because I'd never had a problem with accidentally shooting or being a quick shooter. It was just a lot of build up and flirting and innuendo, just to have me accidentally spooge way before any of us were ready to. LOL I did get to redeem myself a few weeks later, though.
As for someone else being embarrassed, I went home with a couple from the gay bar once. Way before I met my partner. Things were sort of happening, but they were wasted. We ended up just falling asleep in their bed, with me sandwiched in between them. I woke up about an hour later, feeling something strange on my back. At first I thought the guy behind me had cum on me, but it kept coming and coming, and so I realized he was pissing on me in his sleep! I jumped out of bed and looked, getting confirmation that he was indeed pissing the bed. His partner woke up and played it off like it was no big deal. I didn't even ask, I just went to their en suite bathroom and took a quick shower. The partner was up and horny now, but I was seriously not and made him drive me home at 3 in the morning. When I ran into them again, the one who had done the pissing didn't even remember it.
So here we were, finally, all three of us sucking each other and kissing, and being all sexy. My partner and I were trying to be confident, sexual men, who were showing this guy a good time. When it came time to fuck the guy, I was behind him trying to...line up my shot, and in doing so, I felt a sudden swell and came all over his ass. It completely sneaked up on me, and I was so embarrassed because I'd never had a problem with accidentally shooting or being a quick shooter. It was just a lot of build up and flirting and innuendo, just to have me accidentally spooge way before any of us were ready to. LOL I did get to redeem myself a few weeks later, though.
As for someone else being embarrassed, I went home with a couple from the gay bar once. Way before I met my partner. Things were sort of happening, but they were wasted. We ended up just falling asleep in their bed, with me sandwiched in between them. I woke up about an hour later, feeling something strange on my back. At first I thought the guy behind me had cum on me, but it kept coming and coming, and so I realized he was pissing on me in his sleep! I jumped out of bed and looked, getting confirmation that he was indeed pissing the bed. His partner woke up and played it off like it was no big deal. I didn't even ask, I just went to their en suite bathroom and took a quick shower. The partner was up and horny now, but I was seriously not and made him drive me home at 3 in the morning. When I ran into them again, the one who had done the pissing didn't even remember it.
Mine is easy to remember. Stright 8 guy got drunk and woke up the next morning in bed with a black dude who came home with me. What do you say?
The very first time I had sex was with a virgin girl. We had petted and fondled and done oral on each other so we had some familiarity with the anatomy.
So when The Moment arrived, I was above her in missionary. A little clumsy about holding my body up while positioning my erection. I THOUGHT it was in the right place . . . I pushed, forcefully . . . it HURT as I jammed myself against some part of her pelvic structure that was NOT her vagina!
(I started to lose my erection, but quickly recovered and less than a minute later found the target.)
I was involved in a threesome with a M/F couple. It wasn't supposed to be a cuckold situation as that shit makes me cringe. During the 2nd hour of me hammering the wife (who was smoking hot), she told her husband, "Go downstairs and make us some more drinks....and stay down there for a while so you can hear what it sounds like when a real man fucks your wife"
I wanted to throw myself out of the window.
Yes, he complied.
Yes, I ghosted them afterward.
I wanted to throw myself out of the window.
Yes, he complied.
Yes, I ghosted them afterward.
Ahh good for you. Nice that you thought that way. I'd think the same.
Trevor
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Yeah was banging some chick I hooked up with at a frat party doggie style in my dorm room and my cock slipped out of her pussy and I rammed it back in, but into the wrong hole. She shrieked in pain "OW OW OW OW OW!!!" I immediately pulled out and she screamed "YOU MOTHER FUCKING BASTARD!!! YOUR DICK IS HUGE!!!" I apologized and told her I didn't mean to do it and she said "YEAH RIGHT, YOU ARE A FUCKING ASSHOLE!!" and grabbed her clothes off the floor threw them on and bolted from my dorm room. The dude across the hall apparently heard the commotion and opened his door just in time to see her bolting from my room.
He knocked on my door and I threw my boxers on and looked through the peephole and saw who it was and opened it. He said "dude WTF?"
I had visions of him calling the campus cops and reporting an attempted rape so I told him what happened. He said "damn bro that sux I had that happen once before too." Then he said "is she your gf?" I said "nah just some chick I met at a party."
I saw her on campus after that but needless to say she wouldn't speak to me. LOL
He knocked on my door and I threw my boxers on and looked through the peephole and saw who it was and opened it. He said "dude WTF?"
I had visions of him calling the campus cops and reporting an attempted rape so I told him what happened. He said "damn bro that sux I had that happen once before too." Then he said "is she your gf?" I said "nah just some chick I met at a party."
I saw her on campus after that but needless to say she wouldn't speak to me. LOL
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Wife and I were having sex standing up in the shower. She thought it would feel better to put her foot up on the little seat that is built into the wall but her leg slid and she ended up kneeing me right in the balls. Needless to say there was no climaxing. She felt awful about it.
Shower sex MUST ALWAYS have a good rubber mat on the bottom of the tub!
(And you're lucky the blow didn't send you back against the faucet handles, soap dish, or some other near-lethal fixture found in typical showers!)
had a gal riding me one night. we were both really getting into it. she leaned back. moaning, panting. I thought she was about to cum. BAM! slaps me upside the face hard! "I like it rough, you bastard!" and hits me again. I caught the 3rd blow with my hand. shoved her off me and got up as she recovered and was getting ready to swing again. I was checking my mouth area for blood cause she had a big ring on her right hand. we had a few words. I said something like, "I'm not into beating the shit out of people during sex." grabbed my clothes and left.
halcyondays
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lol... I remember trying to find a girlfriend's vagina for about ten minutes without success. She was on top of me kissing madly while I was poking around blindly under the covers in the dark. I finally said, where are you? She broke the kiss long enough to let out a small scoff, reached back, guided me right into her and resumed her attempts to suck all the air out of me. I had been nowhere close. In my defense I was really really drunk. 
Most embarrassing was the time a college girlfriend was riding me on her parents' living room floor at 2 a.m. on hot summer night and her sister walked in. My girlfriend jumped off me to hide but squeezed me so tight I came as she did. The look on her sister's face watching jizz fountain from my pulsing cock is burnt forever in my memory.
Over the years a number of people have walked in on me or I've discovered a partner and I didn't have the privacy we thought we had but nothing has been as awkward as that hot summer night... lol.
Most embarrassing was the time a college girlfriend was riding me on her parents' living room floor at 2 a.m. on hot summer night and her sister walked in. My girlfriend jumped off me to hide but squeezed me so tight I came as she did. The look on her sister's face watching jizz fountain from my pulsing cock is burnt forever in my memory.
Over the years a number of people have walked in on me or I've discovered a partner and I didn't have the privacy we thought we had but nothing has been as awkward as that hot summer night... lol.
A girl who flirted with me at a beach party snuck off to a secluded spot for sex. In the light of the moon she was obviously shocked and disappointed at how tiny my penis was. She completely lost all sexual interest and walked off after assuring me she wouldn't gossip about how pathetic my dick was because it was embarrassing to her that she was interested in sex with me in the first place.
She lied. She quite obviously had told some of the girls.
She lied. She quite obviously had told some of the girls.
longstroke7
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I was at a girl's house late at night, she had thought she had the place to herself. We end up fucking for about an hour. After we finally finished, I got up because I wanted to pee and clean my cock off. I walk out and lo and behold, her mother, who was supposed to be at work, is in the hallway...and I'm there naked with my cock hanging out. I quickly went back in her room, shut the door and scrambled to get dressed. Her mother was outside her bedroom door pounding the door and yelling that she was going to call the cops. I climbed out the window and hauled ass.
The time I lost my virginity it was awkward after the fact. The sex itself was really good for it to be our first time. We mainly did oral sex prior so we were experienced sexually in a way at least. Plus other girls would give me head so I wasn’t that much of a virgin.
But the day me and this girl finally had sex was an afternoon that we had the house to ourself. Back in high school, my parents always got home around 5/6 consistently. So we decided to skip and do it around 1. My bros usually didn’t get home till 4 maybe 3 but that wasn’t a factor at all. Not to go too much in depth but being in pussy for the first time was life changing and when she finally was able to take me and get comfortable shit started to heat up. So we’re fucking on and off and really going at it. I’ll never forget I hear a noise and I looked my phone and it was like 3:20 so I assumed it was one of my brothers. So I decided to showoff and go harder 15-20 minutes later i bust a huge nut. Me and this girl were both sweaty and out of it. I go downstairs to get us some water. I’m naked, sweaty, still kinda hard and both my parents are there in the kitchen speechless. Although my fam is very open about everything it was very awkward to get asked so many questions when I literally just finished having fucking. My door was open and sound travels in our house And they said they heard everything. It was even more awkward when I had to be honest and say I didnt use protection and me trying to pullout was a complete fail.
BUT moving forward having sex in the house was never frown upon. The rule was just try to be respectable when necessary and be safe in whatever that meant to us
And Later on my dad shook my hand for “laying the damage down” lmfao
not cringeworthy but still kinda awkward in a funny way looking back I guess
But the day me and this girl finally had sex was an afternoon that we had the house to ourself. Back in high school, my parents always got home around 5/6 consistently. So we decided to skip and do it around 1. My bros usually didn’t get home till 4 maybe 3 but that wasn’t a factor at all. Not to go too much in depth but being in pussy for the first time was life changing and when she finally was able to take me and get comfortable shit started to heat up. So we’re fucking on and off and really going at it. I’ll never forget I hear a noise and I looked my phone and it was like 3:20 so I assumed it was one of my brothers. So I decided to showoff and go harder 15-20 minutes later i bust a huge nut. Me and this girl were both sweaty and out of it. I go downstairs to get us some water. I’m naked, sweaty, still kinda hard and both my parents are there in the kitchen speechless. Although my fam is very open about everything it was very awkward to get asked so many questions when I literally just finished having fucking. My door was open and sound travels in our house And they said they heard everything. It was even more awkward when I had to be honest and say I didnt use protection and me trying to pullout was a complete fail.
BUT moving forward having sex in the house was never frown upon. The rule was just try to be respectable when necessary and be safe in whatever that meant to us
And Later on my dad shook my hand for “laying the damage down” lmfao
not cringeworthy but still kinda awkward in a funny way looking back I guess
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Awkward, embarrassing, whatever it was I soldiered through it. I had known her for a few months before finally dating her. Our third date was it, and we were in the heat of passion when she queefed not once, not twice, but three times.
And I don't know why, my mind works like this, but an old Richard Pryor album popped into my head. He had a short routine talking about noises during lovemaking, and this one line about queefing came blazing through "Oh listen, she's talking to you, Daddy."
Well, that was it. A laugh escaped my lips. Then another, then I couldn't control it. She kept asking what was wrong, and I kept saying "nothing." "What's so funny?" "I don't know. Nothing." "Then why are you laughing?" "I don't know!"
I managed to control myself and carried on with business. I never told her why I was laughing, and she never asked.
And I don't know why, my mind works like this, but an old Richard Pryor album popped into my head. He had a short routine talking about noises during lovemaking, and this one line about queefing came blazing through "Oh listen, she's talking to you, Daddy."
Well, that was it. A laugh escaped my lips. Then another, then I couldn't control it. She kept asking what was wrong, and I kept saying "nothing." "What's so funny?" "I don't know. Nothing." "Then why are you laughing?" "I don't know!"
I managed to control myself and carried on with business. I never told her why I was laughing, and she never asked.
