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Most Awkward Moments During Sex
- Thread starter rareboy
- Start date
P
peeonme
Guest
Leg cramp, I had to get up and walk it off. Got caught topping my friend many years ago in school.
heir-to-the-wind
JUB Addict
I wanted to suck off this big, blond hot guy. When he exposed his cock, it was tinier than my little finger. Huge disappointment.
luckynumbah7
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Sliding off the bed. Sliding off the bed is pretty damned awkward. Also once tried to ride someone and my back locked, had to sort've... roll off. Oh, and then there's a whole 'men who are frightened of novelty items' subgroup so to avoid their awkward moments most things are stored out of easy sight. Plenty of awkward moments there.
Peloso
no, really, I'm fine
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Arranged a hookup with this guy. He looked a little like my father in his pics, but everything else was in the right place, so I figured it wouldn't matter much.
Everything was going fine until I got on my back. From this angle he looked almost exactly from my dad, and in that exact moment of discomfort he used my name with the same Queens accent my dad had. This was too much. Reflexively, I slid out from under him and said "I'm sorry, I can't do this." For some reason telling him he looked like my dad sounded dumb, and also would have driven home the fact that I had been sucking his cock for the past fifteen minutes, so I just said "I'm not ready for this, I'm really sorry."
I practically ran out of his apartment. I remember shaking my head the whole way home, as if trying to dislodge the experience from my memory.
When I got home I had a nasty email from him. I responded with the truth but never heard back. I have a feeling he didn't believe me.
.
I used to meet up with this guy who liked to blow me. He was quite talented.
He had a husband and was always paranoid. He was also a slave to his phone, which was annoying.
He came over late one night. I had been reluctant at first because I was on medication that zapped my hard on, but I knew he had to get home so I figured we could fit in a quickie.
Everything was going swimmingly. He was driving me nuts with this edging skills when his phone rang. I said, "Don't answer it! Don't answer it!"
But he did.
I was incensed. I had been on the cusp of what promised to be a really great orgasm and now he was sitting on the edge of my bed talking to his phone. I realized that the meds were kicking in and I was about to lose my sexual function, so in my anger I jerked off while he had his back to me, talking.
The look on his face when he turned around was so sad. I considered trying to hide the fact that I came so I could blame my floppy on the meds, but I knew he's be able to tell. I felt like a total shit.
In my defense, however, I do get blue balls quite easily, and I knew if I hadn't come right then I might have not been able to at all and would have had to spend the next day walking bowl-legged on my tippy toes.
Everything was going fine until I got on my back. From this angle he looked almost exactly from my dad, and in that exact moment of discomfort he used my name with the same Queens accent my dad had. This was too much. Reflexively, I slid out from under him and said "I'm sorry, I can't do this." For some reason telling him he looked like my dad sounded dumb, and also would have driven home the fact that I had been sucking his cock for the past fifteen minutes, so I just said "I'm not ready for this, I'm really sorry."
I practically ran out of his apartment. I remember shaking my head the whole way home, as if trying to dislodge the experience from my memory.
When I got home I had a nasty email from him. I responded with the truth but never heard back. I have a feeling he didn't believe me.
.
I used to meet up with this guy who liked to blow me. He was quite talented.
He had a husband and was always paranoid. He was also a slave to his phone, which was annoying.
He came over late one night. I had been reluctant at first because I was on medication that zapped my hard on, but I knew he had to get home so I figured we could fit in a quickie.
Everything was going swimmingly. He was driving me nuts with this edging skills when his phone rang. I said, "Don't answer it! Don't answer it!"
But he did.
I was incensed. I had been on the cusp of what promised to be a really great orgasm and now he was sitting on the edge of my bed talking to his phone. I realized that the meds were kicking in and I was about to lose my sexual function, so in my anger I jerked off while he had his back to me, talking.
The look on his face when he turned around was so sad. I considered trying to hide the fact that I came so I could blame my floppy on the meds, but I knew he's be able to tell. I felt like a total shit.
In my defense, however, I do get blue balls quite easily, and I knew if I hadn't come right then I might have not been able to at all and would have had to spend the next day walking bowl-legged on my tippy toes.
TickTockMan
"Repent, Harlequin!"
Being painted.
luckynumbah7
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Like an art thing, or...?
Vannie
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LeicsDom
JUB Addict
Yeah I've had that, too
LeicsDom
JUB Addict
In our town we have a guy nicknamed Poo Boy
He got the name because he was in the local park touting for some beer money and found a gullible punter who fucked him. In appreciation PB pulled away, turned round and sucked him off.
Thsi, of course, was long before regular condom use
He got the name because he was in the local park touting for some beer money and found a gullible punter who fucked him. In appreciation PB pulled away, turned round and sucked him off.
Thsi, of course, was long before regular condom use
luckynumbah7
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I'm surprised that's actually called something in particular.
I thought he might've had an erotic body painting mishap or something.
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m1thousand
JUB Addict
cum landing in my eye. It was a good shot by him but I could have done without it
Vannie
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Yea...I had no clue what painting was. I googled "painting sex act" and seen urban dictionary. I should have just left it alone.
TickTockMan
"Repent, Harlequin!"
luckynumbah7
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See, I would've pegged anal as one of several reasons why the phrase 'Shit happens' was originally coined, brain flew right by it as a possibility.
Many years ago i was having sex with this "straight" guy he was a total freak, it was sexy and i had a hard time cumming it was there and it quickly went away. The poor guy was so upset about it.
Having sex with a guy while he was having a casual conversation with his gf on the phone. I was pounding his ass and he kept making grunting sounds idk how she didn't pick up on anything.
Having sex with a guy while he was having a casual conversation with his gf on the phone. I was pounding his ass and he kept making grunting sounds idk how she didn't pick up on anything.
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