Craziest sexual escapade stories?

[IloveTHIS]

Me and my old best friend had sex with two girls while only like 2 feet away from eachother

I accidentally glanced at his dick and he was packing massive heat. Like maybe a solid 9er. Good for him

 

[Thrawn33]

I was staying at an on again/off again fuckbuddy's place one night, when I opened the door to her room she was playing with herself talking to some dude on the phone (pre-smartphone days)...I tuned to leave but she invited me into the bed where everything she was telling this other guy she wanted to do/have done to her, I got to enjoy it really happening to me...while she was on the phone with whoever it was.. dude on the other line had no clue....

I gave zero fucks about it because I got some good sex out of the deal and we were just booty calls for each other anyway...

 

[Striderxdj]

My first wife was a cheating b**ch but the sex was great:

- Had a threesome with a girl we met online
- Banged her on the office conference table at work (after hours)
- Road head driving cross country
- Head in the movie theater
- Banged her in her dorm room with her roommate sleeping a few feet away (first time we slept together)

 

[Simian Raticus]

Think I told this story in a different thread some years ago. Just to be clear - I don't consider this story a source of pride. It just is what it is.

In my early 20s I'm going to school and working nights as a kitchen hand. I'm living not far from the local hospital, and my walk home at night takes me right past it.

Now, I've lived near a hospital twice in my life, and both had large mental health and drug treatment units. It makes for some interesting encounters.

So one night I'm walking home past the hospital, I have my headphones on and music up loud, and I feel a tug on my sleeve. It's not unusual to be hassled by weirds in this area, so I pull my arm away and keep walking - ignoring is always the best strategy. But I feel a tug again, and now I'm irritated. I spin around to give this person a earful, and I'm confronted with a young lady about my age. Maybe 5'6, brunette, cute. She's in a hoodie and jeans but I can tell she's got a trim body with curves. So I allow her to walk and talk with me. She's a little odd to say the least, but very interested in me for whatever reason. I'm a young guy and I'm enjoying the attention from an attractive female even if she's cuckoo.

Between the hospital and my apartment there's an old graveyard. Like really old with crumbling gravestones and shit. I don't think anyone had been buried there since the 1800s. As we're walking through, we sit down on a bench to keep chatting. She starts getting frisky. I start getting frisky back. I take her hand and lead her among the graves where it's dark. She props herself up on one of the gravestones and ............ yeah you get the point.

After that we're sitting down again, and I'm feeling super uncomfortable about the whole scenario now. She's still chewing my ear off, but now she's giving me her whole back story. Turns out she'd had a major meth fueled psychotic episode and been committed to the psych ward of the hospital, which is not making me feel any better. Not only that, she's not supposed to be able to leave, so someone is probably looking for her as we speak. And now she's asking me what we're gonna do now, and are we gonna go to my place.

So I do the only think I can think to do, excuse myself to take a piss. I walk behind some trees, but I keep walking, then I break into a run, and without looking back once I keep running all the way to the other side of the graveyard and exit there, then find my way home giving that whole area wide berth. Never saw her again.

Cliffs: banged a meth head on someone's grave then ran away.

 

[Rand M Arthur]

Think I told this story in a different thread some years ago. Just to be clear - I don't consider this story a source of pride. It just is what it is.

In my early 20s I'm going to school and working nights as a kitchen hand. I'm living not far from the local hospital, and my walk home at night takes me right past it.

Now, I've lived near a hospital twice in my life, and both had large mental health and drug treatment units. It makes for some interesting encounters.

So one night I'm walking home past the hospital, I have my headphones on and music up loud, and I feel a tug on my sleeve. It's not unusual to be hassled by weirds in this area, so I pull my arm away and keep walking - ignoring is always the best strategy. But I feel a tug again, and now I'm irritated. I spin around to give this person a earful, and I'm confronted with a young lady about my age. Maybe 5'6, brunette, cute. She's in a hoodie and jeans but I can tell she's got a trim body with curves. So I allow her to walk and talk with me. She's a little odd to say the least, but very interested in me for whatever reason. I'm a young guy and I'm enjoying the attention from an attractive female even if she's cuckoo.

Between the hospital and my apartment there's an old graveyard. Like really old with crumbling gravestones and shit. I don't think anyone had been buried there since the 1800s. As we're walking through, we sit down on a bench to keep chatting. She starts getting frisky. I start getting frisky back. I take her hand and lead her among the graves where it's dark. She props herself up on one of the gravestones and ............ yeah you get the point.

After that we're sitting down again, and I'm feeling super uncomfortable about the whole scenario now. She's still chewing my ear off, but now she's giving me her whole back story. Turns out she'd had a major meth fueled psychotic episode and been committed to the psych ward of the hospital, which is not making me feel any better. Not only that, she's not supposed to be able to leave, so someone is probably looking for her as we speak. And now she's asking me what we're gonna do now, and are we gonna go to my place.

So I do the only think I can think to do, excuse myself to take a piss. I walk behind some trees, but I keep walking, then I break into a run, and without looking back once I keep running all the way to the other side of the graveyard and exit there, then find my way home giving that whole area wide berth. Never saw her again.

Cliffs: banged a meth head on someone's grave then ran away.

This is how horror films starts. Don't they teach you youngbluds anything anymore?

 

[Garnet_StrongerThanYou]

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.

Let them keep underestimating you. That’s how you’ll keep winning.

 

[GearSolidMetal]

Met this one hot-as-fuck girl at a club and it the music was so loud that when I asked her name I couldn't hear what she said. Just went along with it rather than having to shout in her ear "WHAT?" And then her shout into mine.

Anyway within a few hours we leave and we're getting hot and heavy in my backseat and while I'm going down on her she starts laughing suddenly.

"You don't even remember my name" she says.

I pause, and hum while my mouth is on her pussy "What's your name again?"

"Angela," she says. I reach my right hand up to shake her hand.

I hum "Pleased to meet you, Angela."

 

[Law Talkin’ Guy]

When I was 18 my then girlfriend and I went over to her mom and step-dads for Sunday dinner every weekend (at that point in time she was living with her Dad as his house was closer to the university campus) and one Sunday afternoon her mom asked us to go to grab something from the basement, might have been canned vegetables or something stored in the undeveloped part of the basement where her step dad had a workshop set up. Anyway, she gave me a blowjob while we were down there while her mom and step-dad were upstairs cooking with the door at the top of the stairs still open, and her 13 year old brother was in the developed part of the basement just around the corner playing GameCube.

She never liked me finishing in her mouth so when I came it landed on the concrete floor next to her step-dad’s table saw and she wiped it up with her sock, but it left a weird discolouration or stain on the concrete that never went away.

 

[ClubFoot]

Paid for a threesome with two Thai hookers in Wakefield.

I was outside their apartment and sharted.

I went up there and they cleaned my bumhole with wipes before we got down and dirty.

I also boned a amazingly morbidly obese fat lass once and it made me ill.

 

[freakroor]

I used to do live sex shows with my girlfriend in college. We posted ads on craigslist and random guys would pay us $200 hr to come over and watch us fuck. we made a lot of money. She was a stripper so didnt mind being watched. The whole thing was actually her idea..

I have much kinkier stories than that but dont feel like sharing here on a karate forum. Seems like most of you guys arent very adventurous and i wouldnt want to shock you.

 

[Mattola]

Well kind of got semi raped by two girls at a party where we had taken loads of cocaine and Snorted it off the girls who were naked. I kind of wanted to sleep but they didnt and both fucked me (they were both fairly Pretty, else i would probably have stopped it, even in this state).

 

[The_Renaissance]

I once cheated on my girlfriend twice in one night, in the space of around 4 hours (fucked both of them, both were separate pickups) then felt guilty and went round hers and fucked her too, I was 21 don't judge.

Here's my favourite, I'll try keeping it brief.

Me and my oldest mate went out in Cardiff randomly (I wasn't living here then). We both pulled, his was awesome, mine was not attractive but whatever. I went home with her and we fucked. I vaguely remembered telling her that she needed to wake me up in the morning when she went to work, because we were way out in the middle of nowhere. I wake up, she's gone, she hasn't woken me up. No idea where I am, no idea what her name was.

I see a VHS (this was like 2002 or something) on the sideboard with 'Jenny's tape' written on it, made a mental note, got dressed and went downstairs. I get intercepted by her mother. "Who the fuck are you and what are you doing here?"

"I'm a mate of your daughter's, she let me stay coz I lost my keys".

"Which daughter, I have two"

"Ummmm.......Jenny?"

Phew, it works, she is called Jenny.

Mother starts absolutely lambasting me, proper giving me a dressing down, the phone rings and she says "you wait here, I'm not finished with you....."

I think, fuck this I'm not being scolded by a stranger, so I run. Next thing I know, I'm being chased down the garden by two massive chow chows. I leap over the gate but I get stuck and these chows are ripping my jeans down (I was a metaller at the time so had baggy jeans on). Somehow manage to get over the gate and out of their jaws, cabby randomly pulls up "You alright mate?"

"Does it look like it mate?"

legend gives me a free ride to the city centre to get a train home, I had no cash on me, turns out I was around 30mins drive away from the city.

 

[315MMAFighter]

-When I was 12 or 13 I woke up to my gay cousin Corey giving my best friend a BJ while we were sleeping out in the woods.
-I got really drunk at a party when I was 15 and had to go lay down. I passed out for awhile, I was awoken to this really ugly girl giving me a BJ.
-I had threesome with my buddy and his girlfriend, we actually had several over the course of that summer.
-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

That's enough for now, I've had a bunch of fucked up sexual encounters.

I'm glad you turned out to be a cool guy bruv. Some fkd up shit happened in them
stories

 

[Diogenes of Sinope]

Tenderloin area in the evening or night, chances are you'll be propositioned by sex.

Happens to me every time I drive through the Tenderloin at night. I used to go to the 24 hour Fitness on Bryant street super early (5am) sometimes it would be closed, so Id have to drive to the one on Montgomery, every time I rolled through the Tenderloin I was getting yelled at by prostitutes in the tenderloin when stopped at a red light. Not an enjoyable drive

 

[The_Renaissance]

Had a threesome in an open, public area in a hostel in Nicaragua also, with a chick I'd been kissing (but hadn't actually fucked) on and off during a backpacking route, and a chick that I'd met that day. French and French-Canadian. Was very awkward the following day, they were no longer friendly with each other. I think the receptionist of the hostel was watching and wanking, but that's just a suspicion.

Actually, here's a random one that doesn't actually involve sex. I was in Paraguay in 2019, backpacking, and was sat drinking at an outside bar in this pretty quiet city. Car pulls up, hot chick gets out to buy takeaway cocktails while her fella is at the wheel. I acknowledge them both. Same couple turns up again around 1 hour later, they just loiter a bit.

I move to a different bar, same couple turns up again, this time, matey gets out of the car and comes over with his phone - he's basically typed into 'google translate' (word for word) - "I would like if you fuck my girlfriend, you want to come to our place?"

I politely declined. I could never, ever get it up with another man in the room whether watching or getting involved.

 

[NoGoodNamesLeft]

one time I loged2 into sherdog and opened a thread a rou about abotu sex and stuff and finvers my own booty hole qmd jerked off while I read it just now

 

[Diogenes of Sinope]

one time I loged2 into sherdog and opened a thread a rou about abotu sex and stuff and finvers my own booty hole qmd jerked off while I read it just now

reading this post is what a stroke feels like

 

[Atomic 187]

reading this post is what a stroke feels like

You can almost smell burnt toast

 

[Hanz_Blitz]

Girlfriend started fucking me in cancun on the beach with a whole family playing in the sand like ten feet away, said there’s little kids right there, she said fuck it they don’t know who we are, likely gave them kids their first glimpse. She was always wanting to get caught but alas she was a trifling whore and had to get rid of her

 

[Bacco]

- back to previous long relationship i was around 19-20 i got caught by her older sister spying on her while she was taking night bath, at that point after freezing i entered the bathroom we kissed and gave her finger while she was still in water but she cut it there, we fucked around one year after. We ever eyefucked each other even before the start of relationship and essentially she ever had bit of grudge on her younger sister because she told her that liked me, but her sister just outplayed her and asked me out first

-one spanish girl stopped me from tie my condom after, took it and drank it smiling

- back when i was early 20s we had home party and right after people split in rooms, i sleep in one big bed with one my friend, his gf and one younger girl 17/18.
My friend started silent fuck his gf, i started fucking the other girl. Like one hour after my friend's gf pulled the girl, tool her place at my side and grabbed my dick, a moment after my friend hugged the girl and talked her to try get her fuck him. End up me and his gf fucked, while he was trying to kiss and touch the other girl, but at some poin she had enough and left the room... he chased her out, we keept fucking. He returned like 15 minutes after and we were done, both half sleeping
Morning after he was cool wirh me but angry at her because she should have stopped when she seen other girl was'nt dtf him

-one sidegirl wanted to be took by force including slaps and "punches to the body or legs"(wtf), i refused to strike her in any way, we end up with grappling only forced fuck LOL
She would also pick a place like "living room floor" and i had to drag her there before grapplefuck her... fun crazy shit, but i still refused strike her wich asked many times

-as teen in mountain summer holydays we was in a park at night for a party, i fucked this local girl in the butt and as result once i was out i got invested by a geyser of hot liquid shit

-another sidegirl wanted me to jizz inside her while she was on top and after she refused to detach i had to push her with arms and hip toss her away so far she fallen from the bed lmao.
She made an hysterical scene for half hour with next door people punching wall and screaming at her to shut up lol

-one afternoon girl insisted to take pics together doing stuff, something i normally disagree with as i have relationship. Not only we got pics of giving oral each other and of her doggy, she wanted me to jizz on the bed and pillows. After we gone to pizzeria she told me that was her ex home (she lived with till few weeks before) and that she sent him the pics

-early 20s been asked to give paid home lesson of personal defense to this 45-50s woman of my class, things became weird mid lesson and we fucked. She swear she did'nt planned it (i don't believe) but still got paid

-during a home party i had to go early so gone to the room where all jackets were left, found this drunk chubby girl with boobs out giving bj to these 2 pants-down guys. I whipped out mine too and said to let me get one before leave, they laughed and agreed. Got my bj, took my jacket and left while she restarted bj them

These the most bizzarre i think, but seen been into plenty of other drunk shit working in clubs lol