What are some of the weirdest things you've done or had happen to you during sex?

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I am sure 75% of these stories are made up, but they are entertaining nonetheless.

Great thread. One for the books for sure.

Nah, I believe most of them. People are weird and gross, which is pretty cool. I don't think there's really anything outlandish enough here to the point where I wouldn't give someone the benefit of the doubt.
 
In college I dated a woman who had a horse stabled on campus (she had been on the equestrian team, but quit). She was definitely an odd person, but we clicked on some interesting levels (and she was physically gifted, I'll say). I did not realize until much much later that she is a psychopath. She also fetishized my racial background (I'm black, but fair-skinned) and used to ask for help around her stables. At first, I thought it was cutesy shit. Then I realized just how often the sequence of events went: stable help => sex.

At one point, she lost her damned mind and dropped the N-word during sex. Just straight up yelling for the N-word dick. And I'm not sure how to feel on that. I mean, I'm already here. I'm gonna get mine off. That's a given. But damn.

So one night, this is going down, and I told her not to call me that or speak on my dick that way. She fucking cut me. During sex. Across my chest with a fucking piece of mirror that I'm not sure where the fuck it came from. I'm in shock, screaming "what the fuck did you just do?" Blood is everywhere, her roommate comes in screaming, roommate's boyfriend comes in and faints (bitch ass). I passed out and woke up in the hospital.

Crazy bitch moved to Virginia last I heard.
 
Once cut my balls while razoring them just before hitting it. As she went down on me she grabbed the back of my legs which where wet with blood. She looked like a fucking vampire by then but it was good so i didnt mention it until she noticed her bloody hands. She starts panicking about STDs while im lifting my bloodcaked nuts, trying to explain the source.
 
This thread is helping me realize what a normal sex life I have. My wife and I almost fell off the bed once or twice? That's about it.

Wasn't sex, but my second girlfriend was a preacher's daughter. Cute but we were hopelessly incompatible. In retrospect it was kind of a rebound relationship for me, after my first ugly breakup. We were at my house and started kissing - her first time - then led into more thorough making out. I was surprised how far she was taking things when suddenly she leaps off the couch, runs into the kitchen, and barfs her lungs out into the sink.

She was simply nervous about her first time making out, and the nerves got the best of her. The sink didn't have a garbage disposal, just one of those round metal inserts that filters out the chunks. She holds that up - it's overflowing - and asks where to dump it out at.

We were done making out at that point.

(We never had sex; broke up a couple weeks later.)
 
Mine is pretty tame.

So i go on this france trip with 4 or 5 complete strangers for a class trip. I've only known them for one semester. By the end of the trip one of the girls was reeeaaaly feeling me. The night before our last night, the furtherst i went with her was some pretty heavy kissing and grinding at a club and it was the furthest i wanted to go with an american girl in france. The night we were to leave, we were all hanging out in me and my roomates room playing drinking games.

Towards the end when everyone was tired, i was sitting on my bed and i look over to my friends bed and i see the girl lifting her shirt and just laying there bear chested staring into my soul, i almost do a double take, but i had to play it smooth so she didnt feel awkward so i just held her gaze. She reached out to me so i just gave her my hand, not really sure what she was planning. She takes my thumb into her mouth and i just remember all the blood in my body rushing as i looked around to see if anyone else was seeing what i was seeing. Mind you most everyone else is in the room sleeping. She gets up and sits next to me and we begin to kiss, i start rub her out and i have never ever felt a girl this wet. Like the more i rubbed the more wet she got and it felt like my hand was submerged in a body of water. So we keep going until i tell "jesus christ you are wet" and my roomate who was on the other bed just starts laughing. And every one wakes up. Me and the girl try to play it off.

That reminds me, had an ex that liked me petting her while her brother was asleep in the same room. So weird.
 
Never had anal sex before so when she asked me if I wanted to try it I was more than happy. But she wanted me to get a long double dildo from the sex shop before we would go for it. Only after getting one that was rather big she told me what exactly she wanted to do with it. She wanted to put the one end up her pussy while I was fucking her ass BUT only while the other end would go up my ass.
Now she had put her finger up my ass while blowing me before but that dildo had the size of my forearm so that was something else....

Yada yada yada... had anal sex with her for the first time in more than the conventional way.
 
It's actually bragging about how he has a sweet luchador mask.

200w.gif

I lost it on my move back to Saudi
 
In college I dated a woman who had a horse stabled on campus (she had been on the equestrian team, but quit). She was definitely an odd person, but we clicked on some interesting levels (and she was physically gifted, I'll say). I did not realize until much much later that she is a psychopath. She also fetishized my racial background (I'm black, but fair-skinned) and used to ask for help around her stables. At first, I thought it was cutesy shit. Then I realized just how often the sequence of events went: stable help => sex.

At one point, she lost her damned mind and dropped the N-word during sex. Just straight up yelling for the N-word dick. And I'm not sure how to feel on that. I mean, I'm already here. I'm gonna get mine off. That's a given. But damn.

So one night, this is going down, and I told her not to call me that or speak on my dick that way. She fucking cut me. During sex. Across my chest with a fucking piece of mirror that I'm not sure where the fuck it came from. I'm in shock, screaming "what the fuck did you just do?" Blood is everywhere, her roommate comes in screaming, roommate's boyfriend comes in and faints (bitch ass). I passed out and woke up in the hospital.

Crazy bitch moved to Virginia last I heard.

Lol damn.
 
In college I dated a woman who had a horse stabled on campus (she had been on the equestrian team, but quit).

That went in a (thankfully??) different direction than I thought it was gonna

Never had anal sex before so when she asked me if I wanted to try it I was more than happy. But she wanted me to get a long double dildo from the sex shop before we would go for it. Only after getting one that was rather big she told me what exactly she wanted to do with it. She wanted to put the one end up her pussy while I was fucking her ass BUT only while the other end would go up my ass.
Now she had put her finger up my ass while blowing me before but that dildo had the size of my forearm so that was something else....

Yada yada yada... had anal sex with her for the first time in more than the conventional way.

U have da best gf
 
My girl said she wanted to fake wrestle with me one time before we boned. She gets turned on by horseplay and shit. When she said she wanted to wrestle I thought she meant literally so I cut a quick promo while she looked at me and I put her in a headlock and said some shit about Wrestlemania.

Still fucked.

I can't stop laughing. This is the best story in this thread.
 
Never had anal sex before so when she asked me if I wanted to try it I was more than happy. But she wanted me to get a long double dildo from the sex shop before we would go for it. Only after getting one that was rather big she told me what exactly she wanted to do with it. She wanted to put the one end up her pussy while I was fucking her ass BUT only while the other end would go up my ass.
Now she had put her finger up my ass while blowing me before but that dildo had the size of my forearm so that was something else....

Yada yada yada... had anal sex with her for the first time in more than the conventional way.

You had me til the pussy/ass dildo with your dick in her ass because I'm trying to figure out the logistics of that and I had to draw a damn diagram cause any way I read that it didn't seem like a straight shot. Like it snakes down, past your dick and under you to your ass but the dick interference covered by a height difference of pussy to ass leads me to believe it wasn't a solid curve but a kinda ball crushing awkward angle tuck.

Hold on, lemme get my protractor.
 
In college I dated a woman who had a horse stabled on campus (she had been on the equestrian team, but quit). She was definitely an odd person, but we clicked on some interesting levels (and she was physically gifted, I'll say). I did not realize until much much later that she is a psychopath. She also fetishized my racial background (I'm black, but fair-skinned) and used to ask for help around her stables. At first, I thought it was cutesy shit. Then I realized just how often the sequence of events went: stable help => sex.

At one point, she lost her damned mind and dropped the N-word during sex. Just straight up yelling for the N-word dick. And I'm not sure how to feel on that. I mean, I'm already here. I'm gonna get mine off. That's a given. But damn.

So one night, this is going down, and I told her not to call me that or speak on my dick that way. She fucking cut me. During sex. Across my chest with a fucking piece of mirror that I'm not sure where the fuck it came from. I'm in shock, screaming "what the fuck did you just do?" Blood is everywhere, her roommate comes in screaming, roommate's boyfriend comes in and faints (bitch ass). I passed out and woke up in the hospital.

Crazy bitch moved to Virginia last I heard.
Lol, wtf. I have no idea how i would react if a girl said those things during sex. Good on you for confronting her, even if she was already off her rocker.
 
Got a bloddy nose while going down on an ex-girlfriend. Lights were off and I was wondering why it was so much wetter than normal. It was hard to breath, kept getting up my nose. I kept going though and eventually we realized what happened. My whole face was covered in blood.

Another time a different girl choked on my dick and threw up on me. Lights were off and she was really quiet when she did it so I was confused as to what was on my leg.
 
Had the infamous bent dick happen with m girlfriend in college. She was on top and took too low of an angle. Felt real bad, heard an audible pop noise and it bled for a few days and swelled up.

it healed at least. But makes me super nervous about trying any weird angles or positions that put a lot of tension on the penis.

giphy.gif
 
Damn, OP. Epic stuff.

I've had some fun ones, like sex in public, lots of waterworks (read: pee) situations (it's one of my kinks,) but one that always stands out to me as the freakiest was when I was having some pretty wild, sorta rough sex with an older woman (she was in her 40s, I was 26) and at one point she was riding me while choking me. She started choking a bit harder at one point and put her face close to mine while she was going at it and said:

"Once you're inside me, you're inside me forever."

Freaked me out. Still finished tho :P

Another time I was fucking this girl on tour (we were both part of the tour) who was a heroin addict and really liked anal sex. So I was in the booty and pulled out at one point and she shit all over the bed. Like, emptied her bowels. We had like 6 rooms between the whole tour entourage, so we just stayed with some others that night and left the shit bed for the staff :( Still feel bad about that.
 
Oh shit...

Ex wife was into bondage, pain, clamps... Cock jails... Those things are a nightmare. Had to wear it to work once cause she wouldn't give me the key. Then she sent nude photos and short videos all day while I'm working... Extremely uncomfortable to say the least.

She would send videos of herself fucking fruit... After we had our first she would squeez her tits and spray milk everywhere during sex...

She was also into getting pissed on... :/

She was wild.. and crazy.. Legit crazy...
 
U have da best gf

Actually not a GF just a sex friend. We did not really work out on a personal level but the sex was great... till this day I haven't found a woman that was so much fun in bed. Men on the other hand...

You had me til the pussy/ass dildo with your dick in her ass because I'm trying to figure out the logistics of that and I had to draw a damn diagram cause any way I read that it didn't seem like a straight shot. Like it snakes down, past your dick and under you to your ass but the dick interference covered by a height difference of pussy to ass leads me to believe it wasn't a solid curve but a kinda ball crushing awkward angle tuck.

To be perfectly honest, and the reason I yada yada yada'ed the story is that it did not really work. While the dildo was very long, I guess 70 cm (27"), it constantly slipped... it also took quite some time for me to go from finger size to a dildo in my ass. But what I learned was to take your time when doing anal and made me appreciate a woman doing it even more.
 
One time during foreplay a girl decided it would be hot to put a clothespin on my nipple. It hurt a lot, a lot a lot. Not unbearable but still shocking enough for me to go what the fuck. Now I lean pretty far into M territory but there's procedures for this Shit and special things you buy.

Another time a girl wanted to poor hot wax on me from a regular ass candle. At least she asked.
 
In college I dated a woman who had a horse stabled on campus (she had been on the equestrian team, but quit). She was definitely an odd person, but we clicked on some interesting levels (and she was physically gifted, I'll say). I did not realize until much much later that she is a psychopath. She also fetishized my racial background (I'm black, but fair-skinned) and used to ask for help around her stables. At first, I thought it was cutesy shit. Then I realized just how often the sequence of events went: stable help => sex.

At one point, she lost her damned mind and dropped the N-word during sex. Just straight up yelling for the N-word dick. And I'm not sure how to feel on that. I mean, I'm already here. I'm gonna get mine off. That's a given. But damn.

So one night, this is going down, and I told her not to call me that or speak on my dick that way. She fucking cut me. During sex. Across my chest with a fucking piece of mirror that I'm not sure where the fuck it came from. I'm in shock, screaming "what the fuck did you just do?" Blood is everywhere, her roommate comes in screaming, roommate's boyfriend comes in and faints (bitch ass). I passed out and woke up in the hospital.

Crazy bitch moved to Virginia last I heard.
So she liked fucking slaves or something? Was that her thing?
You had me til the pussy/ass dildo with your dick in her ass because I'm trying to figure out the logistics of that and I had to draw a damn diagram cause any way I read that it didn't seem like a straight shot. Like it snakes down, past your dick and under you to your ass but the dick interference covered by a height difference of pussy to ass leads me to believe it wasn't a solid curve but a kinda ball crushing awkward angle tuck.

Hold on, lemme get my protractor.
I need a diagram
Oh shit...

Ex wife was into bondage, pain, clamps... Cock jails... Those things are a nightmare. Had to wear it to work once cause she wouldn't give me the key. Then she sent nude photos and short videos all day while I'm working... Extremely uncomfortable to say the least.

She would send videos of herself fucking fruit... After we had our first she would squeez her tits and spray milk everywhere during sex...

She was also into getting pissed on... :/

She was wild.. and crazy.. Legit crazy...
Wow. That's uh...that's something
To be perfectly honest, and the reason I yada yada yada'ed the story is that it did not really work. While the dildo was very long, I guess 70 cm (27"), it constantly slipped... it also took quite some time for me to go from finger size to a dildo in my ass. But what I learned was to take your time when doing anal and made me appreciate a woman doing it even more.
Still need a diagram
 
Oh shit...

Ex wife was into bondage, pain, clamps... Cock jails... Those things are a nightmare. Had to wear it to work once cause she wouldn't give me the key. Then she sent nude photos and short videos all day while I'm working... Extremely uncomfortable to say the least.

She would send videos of herself fucking fruit... After we had our first she would squeez her tits and spray milk everywhere during sex...

She was also into getting pissed on... :/

She was wild.. and crazy.. Legit crazy...
Goddamn that's like the perfect girl to me other than the toiletplay.
 
Oh shit...

Ex wife was into bondage, pain, clamps... Cock jails... Those things are a nightmare. Had to wear it to work once cause she wouldn't give me the key. Then she sent nude photos and short videos all day while I'm working... Extremely uncomfortable to say the least.

She would send videos of herself fucking fruit... After we had our first she would squeez her tits and spray milk everywhere during sex...

She was also into getting pissed on... :/

She was wild.. and crazy.. Legit crazy...

Wat? And you split up with her. You're the cray one bro!
 
In the middle of the act it felt like something was touching my leg, didn't think too much of it. A few second later I have a dog's nose up by ass. Pretty weird. Another few seconds later the dog gets kicked out of the bed by my girl. I actually felt a little sorry for the pug.
 
Where is the guy from the anonymous confession thread who bangs his sister?

Boy, my life is tame. Was going to say the time after my sister's wedding that I was with one of the bridesmaids and we fell off the bed. And then I found out years later she was a virgin at the time (she was 6 years older than me). I remember thinking to myself like "This is more awkward than it should be..." and then my sister spilled the beans to me about 4 or 5 years later that I was her first. But boy that's no match for this thread.

Another time my dog got into our bedroom and I was willing to tolerate his presence as long as he didn't jump onto the bed. Well he jumped onto the bed, being an obsessive licker, starts licking one of my butt cheeks/thighs. It was too weird and I stopped, had to wrestle him out of the room.

VGQ3S5B.gif
 
I said the wrong name once.

I used to have a shirt with a picture of my ex on it. A while back I found out I still had it so my wife put it on while we had sex. That was wierd.
 
My girl said she wanted to fake wrestle with me one time before we boned. She gets turned on by horseplay and shit. When she said she wanted to wrestle I thought she meant literally so I cut a quick promo while she looked at me and I put her in a headlock and said some shit about Wrestlemania.

Still fucked.
I just hope this is true because it's so funny.

Boy, my life is tame. Was going to say the time after my sister's wedding that I was with one of the bridesmaids and we fell off the bed. And then I found out years later she was a virgin at the time (she was 6 years older than me). I remember thinking to myself like "This is more awkward than it should be..." and then my sister spilled the beans to me about 4 or 5 years later that I was her first. But boy that's no match for this thread.

Another time my dog got into our bedroom and I was willing to tolerate his presence as long as he didn't jump onto the bed. Well he jumped onto the bed, being an obsessive licker, starts licking one of my butt cheeks/thighs. It was too weird and I stopped, had to wrestle him out of the room.
Where is the guy from the anonymous confession thread who bangs his sister?



VGQ3S5B.gif
"Spill the beans"
VGQ3S5B.gif
 
I've been involved in the kink scene since I was 18, so I've seen some pretty crazy shit. Once, I got hit so hard on my ass that the paddle broke in half. The next week was so fucking painful. Another time, I had just gotten into using whips and ended up hitting myself in the face instead of her.
 
Oh, I once had a guy start trying to choke me during sex and I very plainly and seriously told him if he tried it again, I could not be responsible for his safety or well-being because it would likely set me off.

I had the opposite happen once. A girl wanted me to choke her and I didn't want to so she started slapping me and cursing me out until I gave in. She was a strange one. It was just fucking and we were clear on that. I found a girlfriend and she broke into my dorm while we were sleeping and clawed the fuck out of me. Be mindful, I told her we couldn't fuck no more before this so its not like she got surprised.

She slashed my tires and stole my license plate.
 
After we had our first she would squeez her tits and spray milk everywhere during sex

Lactating tits are so hot though. I hooked up with this girl after she had a kid mostly because she lactated.

She was crazy and I probably shouldn't have hooked up with her, was very much worth it though.
 
Never had anal sex before so when she asked me if I wanted to try it I was more than happy. But she wanted me to get a long double dildo from the sex shop before we would go for it. Only after getting one that was rather big she told me what exactly she wanted to do with it. She wanted to put the one end up her pussy while I was fucking her ass BUT only while the other end would go up my ass.
Now she had put her finger up my ass while blowing me before but that dildo had the size of my forearm so that was something else....

Yada yada yada... had anal sex with her for the first time in more than the conventional way.

I need a diagram

Seriously, where is the MS Paint diagram, Ogni-XR21?
 
Lactating tots are so hot though.

Please tell me this wasn't a typo so I can have it written on my tombstone as the reason I died laughing.

Not NSFW for Work (why are you in this thread at work get back to your 9-5 hamster wheel)

Welp, there we go. I will say that that still creates problems 1. in the dildo slapping up into your balls, taint and grundle and 2. most dildos of that nature that can do that due to flexibility are really hard to keep where they're supposed to be.

Woulda just gone with two separate buttplugs. The double-ended approach kinda only helps things if you're like, focusing on that on a straight ass-to-ass/pussy sitch. Otherwise the thrusting dislodges it or does like...nothing.
 
I was fucking this bird once who was really into body sculpting ect and was on a shitload of supplements....great body but the side effects were she got acne on her back....one doggystyle session she asks me to start popping her pimples on her back....I'm like wtf but go along with it....4 or 5 in she starts getting off on it and begs me to keep going....find a big red one on her shoulder and squeeze it....bang..hits me in the eye and cock immediately goes limp......end of sex.
 
Was having freaky kinky gay BDSM sex with a friend. Decided to try out cock binding. He was super into it and was moaning the whole time, I was having fun... Till I noticed the blood. Apparrently I bound a little too tight and I popped a vessel in his cock! No permanent damage, and no pain, thankfully. But yeah, we ain't doing *that* again!
 
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