Bad Or Embarrassing Sexual Experiences

Biggy1990

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I was getting road head from a girl in high school, and accidentally found myself driving 25 miles per hour over the limit. Unfortunately, a cop noticed this too. But even worse was that I was just about to finish and when the girl came up because she heard the cop and me freaking out, I came straight into her eye. I think the cop knew what happened, but just couldn't prove it. Funniest part was that the girl had to keep one eye shut the hole time because it was full of my cum.
 

D_Jon_Dough

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Back at her place, after going out for the night. We're kissing on a huge pillow, in front of the lit fireplace. Turned on and hard, I reach down in my pants and pull my dick upward to relieve the strain in my pants. I put my weight back on her and watched her eyes light up! We hadn't yet 'slept' together, so it was completely new to her. So we end up in her room, and by the time we get there she's completely naked. I'm still fully clothed, I barely get my belt off and she's already riding me. Shortly there after I start to go soft, cos she's smashing on my bladder.. an I had to pee! Once she was she was bouncing on me, it wasn't nothing nice at all! So now, she's thinking I came. I come back from peeing and she's crying, telling me I need to leave. I told her I didn't come, if that's what she was thinking. But that was that.. never heard from her again! I don't know if maybe she felt like, she didn't turn me on, so that's why I went soft?! I was bummed then, but I learned from it..
 

Phil Ayesho

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:frown1: I can imagine .. LOL

Getting a blowjob from my high school girlfriend... head back, enjoying it immensely... when I hear and feel something very odd...

Looking down, I see she has just puked all over me... mostly in my lap.

She's looking up at me with this embarrassed and sheepish look...

I couldn't help it... I burst out laughing...
i mean, what else can you do? She tried a little too hard and took it a little too deep...
 

D_Harry_Pitts

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Once, I hooked up with a chick from Craigslist. She wanted to go to a one hour motel.
She paid for the room, as well as 1/2 of the deposit. She decided to try to be the first to swallow it all. She always got close, but eventually she told me to just jam the rest down her throat. I did, and felt some weird (definitely not right!) feeling inside her throat. She got it, but immediately pushed me off and ran to the bathroom to puke.
She apologized as she washed her mouth, I had her finish with me anyways.
At the end, she gave me her half of the deposit upon return.
Upon trying to contact her again, I find her email listed on escorts.com
I think I took about 15 showers afterwards :/
 

YumYumCock

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So I took his word for it, and I stick it in my mouth. Next thing you know, I'm getting this rancid taste of old urine. So I take it out and pull back his foreskin, because he was still blowing me so I couldn't get up, and I see so much caked on smegma under the skin. I literally wanted to throw up, I was so horrified. I said I had to go, and left.

I learnt a new word today... smegma... eeeeeewwwwwwwwww
 

Sardonic

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This is why i prefer cut as explained on a post of mine about circumcision.. you never no what's lurking behind that skin..

Nothing to do with having a foreskin and everything to do with poor hygiene. I've had a woman walk into my office at work and I could smell her cheesy cunt the moment she walked in. Now do you suggest women have their labia and clitoral hood removed so they can't breed smegma and festy thrush infections? Or would the sensible option be to wash one's vagina regularly and treat infections?
 

cyberfox

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when i was at university dome a new student moved to next room . so i went to chat up with her . after a while we start drinking and she was well drunk by then and we started making out. while i was fucking her hard ; she cumed a few times and last one was for a long time so i was feeling happy that she really enjoyed it . after i cumed and resting on bed a weird urine smelling was hitting on my nose . so i checked the bed and it was from there . then i figured it out that she pee d while i was i fucking her . so i went to toilet and showed . next day the clean up ladies were asking how come the bed smelled of urine and she said it was the beer . lolz . still now we laugh about it .
 

joeym

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I've had a few guys in my past who just didn't have the staying power to make even the 5 or 10 min mark when it came to penetration.

I also slept with a guy once who go so nervous he couldn't get hard for a very long time. :confused:
I just looked at your pics. I don't think I'd make the 2 min mark!:tongue:
 

someone1

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one of the first bjs i recieved i got really rather into it and was pushing my cock quite far into her mouth, basically goading her to deepthroat.

then afterwards she wasn't feeling very wedl and explained to me she used to be bulimic, ive never felt so bad :/

I just looked at your pics. I don't think I'd make the 2 min mark!:tongue:

close your eyes and pretend shes ugly, then youll last longer!
or lose your hard on
 

Wrat

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1. I dated a woman who had an IUD that was sharp and hurt the head and topside of my penis. She was really nice, and I sure wanted to do her, but every time we started to fuck she stopped me about ten minutes in and just quit. She said it was because I was too big, or something, but she was always in pain when we fucked, and I got tired of hurting her. It was a real down. I just stopped going over to her house.
2. I was on a third date fucking this skinny blonde woman when she started talking, and then yelling, and then sobbing outloud...about her ex boyfriend, and about how I didn't love her. She went totally limp and stopped participating and cried and cried and cried. She didn't tell me to stop, so I just got pissed off and fucked her even harder. she sobbed through the whole thing and I came a big load on her back. She curled up in a fetal position and wouldn't talk to me after I finished so I put my clothes on and left. She tried to talk to me the next day but I wouldn't talk to her, or return her calls.
3. I dated this woman who I had known for years and she and I were newly divorced at the same time. She was a genuine beauty, but she brought all the bad experiences she ever had with her to bed. Her ex had a very small penis, and it bothered me that she was so fixated on that, but she wouldn't do it doggie style because that's degrading, man couldn't be on top because that puts the man in a dominant position, and that's degrading to the woman. Woman couldn't be on top because that's unnatural. She did'nt give or receive oral, and you had to fuck her on your side, laying on her leg, face to face, and in no other position. It sucked, and she didn't make any effort to make the physical connection any more confortable or fun, so I just stopped, pulled out, put on my pants, and left.
Not like being puked on, but bad enough.
 

irox19

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Whoa Wrat, your experiences sound like zero fun. I'm sorry about that!
 

B_subgirrl

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3. I dated this woman who I had known for years and she and I were newly divorced at the same time. She was a genuine beauty, but she brought all the bad experiences she ever had with her to bed. Her ex had a very small penis, and it bothered me that she was so fixated on that, but she wouldn't do it doggie style because that's degrading, man couldn't be on top because that puts the man in a dominant position, and that's degrading to the woman. Woman couldn't be on top because that's unnatural. She did'nt give or receive oral, and you had to fuck her on your side, laying on her leg, face to face, and in no other position. It sucked, and she didn't make any effort to make the physical connection any more confortable or fun, so I just stopped, pulled out, put on my pants, and left.
Not like being puked on, but bad enough.

I think I would rather be puked on than have a partner like this.
 

hawk1128

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I went home with a sexy little 19 year old in college, who I know had been around with some bigger guys (I didn't know how big their cocks were, just that physically they were much bigger). She told me how she is picky and she needs a guy who knows how to fuck, and that if he didn't she wouldn't hesitate to kick a guy out of bed. So I was up for the challenge, got her naked and we started to fuck. About 5 min in when she was starting to talk dirty she told me I was small compared to a lot of guys she had been with but that she supposed I would do for the night. After all this talk I blew my load really quick, this gave her more ammo as she laughed at me for cumming so quick and told me to leave. Kind of hot, but mostly humiliating.
 

cadehung

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Last year I messed around with a big hunky guy that was staying at the same gay guesthouse in Fort Lauderdale, FL. We went to his room. He wanted me to fuck him, which I was happy to do, but shortly after we stared he screamed out in pain and I saw that he was bleeding a bit from his anus. So, we quit that and took a shower together. Back in bed, he wanted to suck my dick, which worked for me. He started giving me a great blowjob, and I thought it would make up for the earlier negative experience. He then started deep throating me by forcing my dick down his throat. It felt even better, but shortly into this, with no warning, he vomited all over my dick and crotch and his bed. We called it a night.
 

ThongerDude

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After all this talk I blew my load really quick, this gave her more ammo as she laughed at me for cumming so quick and told me to leave. Kind of hot, but mostly humiliating.

I would have pulled out at the last second and jerked off all over her face....
 

thomas biggy

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Lol last year while having sex with at my girlfriends house after a reception party her mother stumbled in her room late at night still drunk and saw her in the middle of sucking my dick and just stopped..then she just stared and slowly walked out the room eyes still fixed on us.
Needless to say nothing awkward was brought up the following morning.
 

B_jeepguy2

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One night I met this dude on the internet who was a student at my school. He send me a pic and he was a decent looking dude so I invited him over. We started making out and suddenly after the dude took his shirt off I realized that he had really bad body odor and it was just a total turn off. Anyway he said he wanted me to fuck him so I thought of a way out. I said "let me go get a condom" so I walked into the bathroom and hit the button on my cell phone to call home so my landline started ringing and I picked it up and Said "Hey whats up? Damn, so you missed yout flight? When are you getting back? Then hung up the phone and hollared "HOLY SHIT, dude that was my roomate, he missed his flight he is gonna be here in five minutes" and started putting my clothes back on. The smelly dude jumped up threw his clothes on and ran out the door. LOL
 

bifnt4all

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I once had a guy I met on line that wanted to come over. He said he was 8" and versitle. I anm vers but really prefer bttm but figured what the hell I can do him if he is going to pay back. Well he gets lost so I have to go meet him, then he gets here and wants to get right to it, no forplay, etc. So I cover and lube up and start fucking him. Now I know what doing the dead is like. He was absolutly boring as hell. So I tell him I am getting close and he starts rubbing himself and just when I start cumming he shoots all over my sheets, no warning or nothing.

Now comes the really fucked part. I get soft and pull out, throw the condom away and turn around and he is going to the bathroom. Ok I think piss break, a wait a few and hear my tub running, I am like what the hell. I go to check on him and he is squated in the tub cleaning his ass dropping shit everywhere and washing it down the drain. I did not know what to say so just asked if he was ok and he said yea like nothing weird was going on. I go back into the bed room thinking to myself I am done here tonight when he comes in and starts getting dressed. After he dresses he says thanks and asks if we can get together again. Needless to say I never called him again.
 

Supersized

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I tried getting fucked once. He was big. We had no lube. It hurt so much my dick softened. When he wanted me to fuck him. I couldn't. I had to finger him instead. He got off. I didn't.