Worst sexual experience ever

Wide-Illustrator2906 · 2022-01-01T08:10:10+00:00

Its 2:00 A.M on a Tuesday night and I get woken up by a call from my good friend. He says that he's drunk and needs a ride home. I tell him to take an uber but he says he's too scared that he's gonna puke in the uber(🤭somehow him puking in my car is okay, though). He texts me the address and I head down there. When I pull up he's literally laying on the floor in front of a hookah lounge with his girlfriend at the time( today his wife) and an absolutely beauitiful woman that I'd never seen before. My friend's girlfriend introduces me to her and she smiles and says her name. We get in my car and head to my place , since he doesn't want his parents to know he got wasted ( he lives at home). Him and his girlfriend crash on my couch while the beautiful woman( we'll call her Janet) crashes on my recliner. I give them some extra pillows and sheets and we all go to sleep. About an hour later Janet knocks on my bedroom door and asks to come in. She tells me that she can't sleep alone and usually sleeps in the same bed as her roommate. She asks if she could share my bed and makes it clear three times that this is non-sexual and that she is not trying to hookup. We talk for a little bit about how she met my friend's girlfriend, her job, and hobbies and then we both lay down to go to sleep. We spoon and cuddle for a bit and out of nowhere she starts kissing me .Those slow kisses turn into a full out makeout session, which later turns into touching and grabbing. She starts grabbing my dick through my pajamas, unbuttons them, pulls out my dick and starts playing with it. 🤭 Like a fukking idiot, I cum in like 2 minutes. She doesn't make a big deal about it because I get hard again really quick, she starts playing with it some more and asks me if I have a condom. I get the condom out of my drawer, put it on while she starts taking off all her clothes. She tells me to lay on the bed and she gets on top of me and starts slowly riding me. She looked fukking amazing and it felt so fukking good. When she starts riding faster I just couldn't hold it in any longer so I cum again. It couldnt have been more than a couple of minutes she was on top of me and this time I went totally limp after it. She says "wow" with a disappointed look on her face, gets off of me, puts on her panties, covers herself with the sheets and goes to sleep. The next morning I wake up and she's already gone( she took an uber home early in the morning). I get out of bed, head to the living room where my friend is watching TV and when I turn to look at his girlfriend she literally busts out laughing and says "30 seconds, really Peter". Till this day she still calls me "Pistol Pete" because he had the fastest draw in the west just like me. Worse than that, I never saw Janet again and a couple of months later when I finally got the courage to ask about her, my friend's girlfriend told me that she has a boyfriend (she's now married with kids).

Urbantexasguy · 2022-01-01T05:40:07+00:00

Well, you know that clit can be hard to find! I mean….it’s not like the entire vulva practically points to it!

Initial_Chemical7121 · 2022-01-01T05:54:25+00:00

The second time I ever had sex my fiancé hit my cervix so hard I physically kicked him out of me and cried in a ball for like two minutes.

baresquad · 2022-01-01T05:40:26+00:00

I once hooked up with a woman that lived in the building next to mine and it was literally the worst sex ever. Rhythm was off, she seemed really inexperienced. I repressed it and we never spoke again nor saw each other after that night ever again

Pastelitomaracucho · 2022-01-01T08:45:20+00:00

Period sex. I ended up covered in slimy blood and uterus lining chunks. The smell was something else.

Never had period sex again.

social_mule · 2022-01-01T13:28:59+00:00

A ONS with a skank I met at a bar outside Ft Bragg. I was 21 or 22. This bitch was batshit crazy but unfortunately not the brand of crazy that usually accompanies good pussy. I saw the red flags but ignored them.

She asked me to buy her two shots of tequila and a double shot of Tanqueray. Red flag number one.

She talked about how sad she is and how often she cries. Red flag number two.

She lived in a trailer with an old man who was on an oxygen tank. Red flag number three.

She bragged about how she burned the old man's house down and that's why they're currently living in said trailer. Red flag number four.

Anyone with half a brain would have cut his losses by now and just left but not my dumb ass. So we go back to her bedroom and we're undressing each other and she says with a straight face....well, I'm not gonna repeat what she said but trust me when I say her comment alone could qualify for red flags five, six AND seven.

So we get down to business and she's laying there like a dead fish saying some of the most disturbing shit my 21 year old ears had ever heard. Double turn off. I didn't even cum.

The old man eventually hooked up his oxygen tank, made his way back to her room and demanded I leave but she didn't want me to. I was happier than a pig in shit and actually wanted to thank him for kicking me out.

flapperfemmefatale · 2022-01-01T06:20:51+00:00

Devirginizing an incel. Sorry, is facts. I have nightmares about his facial structure to this day

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crazyjesus6_9 · 2022-03-25T07:21:32+00:00

I was so desperate, I fucked a guy that was ugly, I needed to get the dick appointment out of the way, I regret it so much. He lasted 5 minutes, IT WASNT EVEN THAT GOOD.He was sucking on my chest for a good 5 minutes and idk I feel so gross. I was sucking his dick, and I felt so miserable, I wanted to cry. I feel guilty. After I left I rinsed my mouth with an entire bottle of water, not even wanting to drink the water due to how disgusted I felt afterwards.

Title	Worst sexual experience ever
Author	flapperfemmefatale
Upvotes	11
Comments	18
Date	January 1, 2022 5:05 AM UTC (4 years ago)
Subreddit	Posted in /r/PurplePillDebate
Original Link	https://old.reddit.com/r/PurplePillDebate/comments/rtc253/worst_sexual_experience_ever/
Archive Link	https://theredarchive.com/r/PurplePillDebate/worst-sexual-experience-ever.1093561 https://theredarchive.com/post/1093561

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