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People Reveal Their Riskiest Sexual Encounters (2 PICS + 15 GIFS)

Posted in NSFW 13 Apr 2022 3059 2

"Got pulled up on stage at a strip club in Thailand while the strippers jerked me off in front of a packed crowd."

"Spent over $1K on hookers for a threesome…then my dick didn’t work. Don’t drink kids, kids."

"Linked up with a stripper from a bottom of the barrel establishment. Went to her hotel room later. Once in the room, a strange man exits the bathroom and begins playing a hentai type of flash video game on a laptop at that desk in all hotel rooms. She is laying on the bed and asks if I mind her husband watching as I place a beer bottle in her ass. I obliged."

"I invited a guy over from Tinder, complete stranger, I blindfolded myself and let him tie me up, use my mouth and fuck me. Scariest and also best experience of my life. We’re very close now."

"Car sex with an ex gf in a Denny’s parking lot on a Sunday morning, while the after church brunch crowd filtered in. We tried to be discrete, but anyone looking our way probably knew what was up. Not my proudest moment."

"When I was 18 my bf took the train in to see me for my birthday. I had him and my best friends over that evening but he wasn’t allowed to spend the night. My parents insisted on driving him/us there so we couldn’t have car sex, and as a horny teenager, my friends were okay with us having sex behind the couch they were sitting on. I hope they don’t remember that."

"Back in school, my then girlfriend jerked me off and finished me in class, mid-lecture. It felt thrilling till I came and then I had to sneakily wipe off."

"Met this girl online. I am a straight arrow accountant and I knew she was into drugs or something. Very tiny and thin. First date, didn’t expect sex but I did her bareback. Next date I pick her up and she said her aunt was home so we had to hang/fuck in my car. I am tall and I had a small Infiniti sedan at the time so I told her that wouldn’t work.

She takes me to this guy’s house she knows and who she owes money too. It is an old run down house. We walk into the house thru the kitchen and the guy is feeding his kid at the kitchen table. We head to this dingy basement. I found some old patio furniture cushions without covers on them. I fucked her on those nasty cushions. We leave and she tells me she is high on coke. I think the house was her dealer’s house."

"I wasn’t invited to my best friend’s bday party so out of sadness I went to a strip club, it was a dead Sunday so I got a bunch of private lap dances and one of the girls ended up taking my dick out and proceeded to raw dog it! Felt amazing and because of alcohol and feeling down, I didn’t stop! Fortunately no STIs."

"Was at a friend’s house watching a movie and his cute neighbor was sitting really close next to me. She pulled a throw over us and said she was cold, moved my hand under it onto her thigh. I got frisky and started rubbing between her legs.

She got up and left then came back wearing a short skirt. I put my hand back and she wasn’t wearing panties. It was fine until she got really wet and everyone could hear me finger banging her. I should’ve taken it easy and just went to her place after the movie."

"I once spent $300 for a threesome with two hookers. They gave me a very aggressive blow job and I came in 2 minutes. After that, they said it was done. One nut only. Even though I had paid for an hour."

"Girl was giving me road head as I drove her home from an okcupid date. A cop pulled up next to us at a red light. I told her not to bob her head, and I played it cool like I was just enjoying my music.

You’d think I might lose my wood but honestly I got harder. As soon as the light turned green and we were in motion again, I came in her mouth from the adrenaline. I feel like the cops knew what was up otherwise they’d have gone through the red light."

"High school gf and I brought a blanket on a flight and I fingered her/she jacked me off with her brother in the seat next to us."

"Fucking an escort bareback. I’d seen her a couple of times before, so on this occasion as I’m getting ready to fuck her doggy style, she tells me she has condoms. “You can use one or not, it’s completely up to you.”

The chance to go raw was too much for my little head to resist. As soon as I came, I knew I’d made a mistake, and didn’t rest easy again until I’d had a couple of negative STD panels. The only good thing is I was single at the time, so I didn’t risk anyone else’s health."

"I have raw dogged several strippers in clubs. Usually leads to a hungover panic attack the next morning."

"Met a casino game host and she kept licking her lips so I kept playing excited for what would come next. Her coworker walks over about 20mins later handing me a piece of paper with the host’s phone number and what time she was going to get off shift. I made about $800 at the table and feeling lucky…I sent a text to the host.

She wanted me to meet at her car, little did I know she was going to undress me and put me in her mouth. I’m really tall, so it was tough to climb into her car but she kept saying how wet she was and how she wanted my dick. We broke her back seats and smashed some glass bottles…awkward orgasm but was a highlight since I was a single Dad at the time and had been sexless for years."

"When I was 18 my girlfriend’s family invited me with them on a trip to Disney World. By about Day 4 of having no time to ourselves our hormones got the best of us and we quietly had sex in the hotel room while her parents slept on the bed next to us. Her dad was built like a brick shithouse and would’ve pummeled me if he woke up. Thankfully they were heavy sleepers!"

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