Strangest fuck ever

Sixfoot4again

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Sep 9, 2025
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Please tell us about your strangest ever fuck.
Mine..
She'd made it clear she wanted a quickie at an event where I had a room. In the room she gave her conditions...don't mess up her hair or make up. So..I doggy fucked her good then back to the event.

My secretary and I were FWBs.
I was shagging her over the kitchen table when her husbands car, a policeman, drew up.
Don't stop she said, he'll just go to the garage. Nervously I carried on pumping away. He tinkered with the car then drove off.
I came out of relief as his car disappeared.
 
I have too many stories, 😂
But... One story:

I was drinking at the bar with my BFF..
I start flirting with this man who appeared single, was alone, and within a few moments of flooring, we were in the bar parking, in his truck.. And I gave him a BJ...🥒💦

Went back in the bar, and this man introduced me to his wife!

Turns out, it's a swinging couple💗✨

I flirted with the wife there in the bar..
And soon..I also took the wife out to their vehicle.. And played with her pussy!

The whole time, my BFF having zero idea I'm slipping in and out of there for sexy times, 😜✨😎

That night, I told her the story.. And she was shocked that I fingered the wife, hahaha
 
I have too many stories, 😂
But... One story:

I was drinking at the bar with my BFF..
I start flirting with this man who appeared single, was alone, and within a few moments of flooring, we were in the bar parking, in his truck.. And I gave him a BJ...🥒💦

Went back in the bar, and this man introduced me to his wife!

Turns out, it's a swinging couple💗✨

I flirted with the wife there in the bar..
And soon..I also took the wife out to their vehicle.. And played with her pussy!

The whole time, my BFF having zero idea I'm slipping in and out of there for sexy times, 😜✨😎

That night, I told her the story.. And she was shocked that I fingered the wife, hahaha
Thank you, love it!
 
I found out later that he hated sex.

He placed all these conditions on me. No lights on. I had to wear a full length flannel nightgown with long sleeves, fully buttoned up to my chin. He could not see any part of my body at any time. If he did, it was over. Only our genitals could touch. Nothing else. I was not allowed to speak, breathe heavily or have any pleasure whatever. As you could guess…. I did not.

We tried this three times. It was over in seconds. I don’t even think he fully entered me. Just the tip of his cock touched me.

Each time, he fled the room, telling me how disgusting I was. Then he took the longest shower ever. Then left. Don’t know ehere he went, but he might be gone for two weeks.

And yet? I got pregnant.

And no. I’m no longer with him.
 
I found out later that he hated sex.

He placed all these conditions on me. No lights on. I had to wear a full length flannel nightgown with long sleeves, fully buttoned up to my chin. He could not see any part of my body at any time. If he did, it was over. Only our genitals could touch. Nothing else. I was not allowed to speak, breathe heavily or have any pleasure whatever. As you could guess…. I did not.

We tried this three times. It was over in seconds. I don’t even think he fully entered me. Just the tip of his cock touched me.

Each time, he fled the room, telling me how disgusting I was. Then he took the longest shower ever. Then left. Don’t know ehere he went, but he might be gone for two weeks.

And yet? I got pregnant.

And no. I’m no longer with him.
bizarre
 
Not perhaps strange, but unexpected:

I was in my early thirties, early days of online chattting etc, got talking to a older Scottish woman , she was in her sixties

Chatted for ages with no chance of meeting , however one night I knew she was in a hotel close by, I had just broken up with a fb that night so I messaged her

She replied with her hotel room number

15 minutes later she opened her hotel door and I was greeted by her in a corset and stockings

20 minutes later she was riding my cock

We had fun for a few hours until I left (I had to work the next day )

I still wonder about what she is doing now
 
I've posted this a time or two:

I was having sex with a woman in the front seats of her Toyota Tercel. We were straddling the console, me on top. She was REALLY getting into it. I was feeling quite proud of my performance until I realized something, she had slid the knob of the stick shift into her ass…it wasn’t all me bringing her to that level of pleasure.
 
I was at a Foreigner concert many years ago. We were passing a joint and sitting on the back of our seats. I noticed a young lady sitting on the back of the seat next to me. I passed it to her many times. She wound up gong back to the hotel with us. She and I were fooling around all over the parking lot, Fingering, sucking and whatever else we could get away with. Eventfully she went home and we all went to bed ( 4 guys).
The next morning the phone in the room rang. My friend answered saying " Room 114".
It was her. We went and picked her up and brought her back to the hotel. Another friend ushered everyone out of the room but me and my lady friend. We got naked and fucked like rabbits. I will never forget Moving in Stereo by the Cars was playing on the boombox.
After we finished , I noticed blood on the bed. I didn't realize she was a virgin. I never got her last name and never saw her again :)
 
In college we went to a neighboring college frat party. There was a card game and we were playing it with some guys and one of the guys made a new rule that whoever won a game got to pick who they wanted to sleep with. Of course there was drinking. So this one guy won one of the games and he picked me. We kept playing more games, and I was thinking is that really going to happen or not lol. So when some people started leaving and the games were over he comes up to me and asks if I wanted to go up to his room with him. I was drunk and hadn't been with anyone in some time and was horny so I bit.
We go to his room and I remember him saying "Ok, now what". I'm thinking you're the guy, you should know 😆 The whole situation was very awkward. We got undressed and I remember very little foreplay. I could sense he just wanted to get to it and after he got his condom on he got on top of me on his bed and started going at it. I felt so cheap but was trying to be in the mood. But the most annoying thing was he kept asking me when I was "going to get there". And the more he asked it put what little mood I had in the garbage. So I finally faked it so he would finish and get off of me. It was the only time I've ever faked it. And pretty much my most strange and humiliating sex experience ever :rolleyes:
 
College.. enough said. Picked up a rather large girl brought her back to the apt. Did our thing and fell asleep. Sometime during the night I woke up staggered into the bathroom to take a piss. when I turned to have a drink, I looked into the mirror my whole face was caked in dry blood then I looked over at the bed, and it looked like someone was killed on it all blood...period. Took me months to recover.

Same apt college.. Picked up this really skinny girl back to the apt again. We were getting into it pretty good her on top when she hit her head on the wall and knocked herself out. I flipped thought I killed her but there was no quit in her, she woke up and got back into it. Add on here.. Same skinny girl. A couple weeks later a buddy ran in and said lets go someone's putting on a show. We ran to the building next to us basement apt small window. There she was taking on 3 guys at the same time then the bed just dropped straight down on the floor blew the frame all to hell but again it didn't stop her she kept right at it.

I will say in both cases large amounts of adult beverages were consumed
 
We were on a second floor balcony in Acapulco one night. My wife was wearing a long black lace gown, slit up the sides and no panties. She was leaning over the balcony railing, talking to some men on the floor below us. I knew her tits were hanging out so they could see them, so I got behind her and lifted her gown. I entered her from behind and fucked her while she continued to talk to the men below. I'm sure they knew what was going on.
 
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