Craziest sexual escapade stories?

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-My sister's friend once snuck into my bed when I was 15, she was pretty lit, and we had sex. She was 17 and had a boyfriend, and for some reason felt the need to tell him. Later that week I got jumped in the park in front of everyone. I still think it's messed up since I didn't ask her to get in my bed, and didn't know she had a boyfriend.

Man you got to live my number 1 fantasy.

My older sister had a hot best friend and every time she spent the night I couldn't fall asleep because I kept fantasizing about this girl sneaking into my room after everyone else was asleep and crawling into bed with me.

Sadly, she never did
 
I woke one morning with a girl I knew in my bed, she told me she had a good time last night........I asked her what do you mean?........she said we had sex......I'm like really.......she said yes.....you woke me up by going down on me and then fucked me for an hour or so.......I was sleep fucking her I wasn't even awake and I had only had 2 drinks with dinner.......

I've done that with my wife a few times over the years, and then she realised she really liked it and now has a fetish for it. So a couple of times a week I have to wake her up my fucking her at like 3am.
 
I remember a friend of mine setting me up with this girl that was a model (honestly she wasnt all that good looking, probably went down on photographers for her to be a model) anyways, the little sister also tagged along as we went to meet with some sort of producer guy, we all had a nice little dip in the pool. I could tell the girl wasnt really into me and was on her phone most of the time, likely with some guy she was off/on with. Eventually got back to their apartment, everyone left except me and the little sister, relax guys she was of age, one thing led to another and clothes came off

Unfortunately during handjob she changed her mind, I remember having a terrible case of blue balls driving home :( she had a pretty nice body, despite the cuts on her arm. Yea she was one of those, weird day
 
Got a BJ while going through a car wash.

Got a BJ while driving on the freeway but didn't get to finish because every time I got close I would almost crash. This is stupid, don't ever do it. Maybe an isolated country road but not the freeway.

Parked out way out in the woods to bang my girl and right in the middle of it, this big truck full of rednecks pulls up. They were whooping and hollering, clearly drunk. I've never been so scared in my life. I thought they were going to beat the shit out of me and rape her. Help was miles away.

But they just laughed and had fun watching us scramble to put our clothes back on, then the driver said, "ok we'll leave you alone so you can fuck now" and they drove away.

I guess they were just buttheads, not criminals.
 
Personally it was probably banging my colleague/coworker over like a 3 month period with zero strings attached. I'm a asian manlet is she is a cute blonde that is about 2" taller then me. Not sure how I pulled that off, but it was good times.
 
Man you got to live my number 1 fantasy.

My older sister had a hot best friend and every time she spent the night I couldn't fall asleep because I kept fantasizing about this girl sneaking into my room after everyone else was asleep and crawling into bed with me.

Sadly, she never did

It was all good up until I got beat up for it. I was always hitting on my sister's friends but most them viewed me a little kid.
 
I was 23 and I went to a night club with my cousin and three girls. TBF...one was a 6, one was an 8 and one was a female. Well, I'm crushing Henny like it was a rap video, and I'm triple kissing and grinding on the 8 and 6 while my cousin jumped on that grenade. I say, in straight Red Beard fashion, "Let's explore each other's bodies." We did. I gave a rodeo-quality performance and they put on a show for the kid while I contemplated Priesthood.
<FutbolThink>
Does that mean you gave her a hard 8 seconds?
 
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- I fucked 6 different high school friends in a three week period. They were the Ashleigh's of their highschool. The last one actually came on to me with, "All of my girls have had a go, I don't want to be the loser who got left out"

- Fucked one woman under the stage at a Trivium concert

- Fucked one woman on a fire escape less than 90 seconds after crossing eyes with her

- I fucked one woman, then my buddy couldn't get it up with her roommate, so I stepped in a fucked her too.

- Fucked one women who I kept having a go at me because I was stopping after shd said, "I'm too drunk, I'm not sure about this" between moans. Then after I respect her wishes, "why did you stop? Carry on".

- I apparently got rode like a bronco by some woman whilst I was completely passed out.

- I fucked my wife on my chest freezer in the store room, whilst parent's where two meters away in the adjacent room, with the door open. Her idea, not mine.

- I fucked my wife over a pool table in the summer house at her parent's place whilst they were walking around outside in the garden.

- I got a blowjob off by my wife outside the front door of a club in the taxicab arra, whist I was sat with my back to the crowd on a wall. I pulled my phone out to pretend I was having a conversation incase anyone looked over. There must have been hundreds of people about 10 meters behind me.

- I unzipped, pulled her dress up slightly and thong to the side, put my dick inside her on the dancefloor of the same club. We vertically gyrated to EDM whilst everyone else was busting shapes. Yes, I finished.

- I've fucked her in pretty much every single hot tub we've been in, and a few different steam rooms.


You sound like a regular fucker!
 
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