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People Share Their Proudest Sex Moments (15 GIFS)

Posted in NSFW 28 Mar 2024 3227

"Playing Scrabble with my boyfriend in my 20’s I traded a blowjob for an ‘n’ and got ‘equinox’ on a triple world score. Proudest sexual moment, maybe not, best scrabble score, definitely!"

"More noteworthy than proud, but I pulled out and ejaculated over her head and directly into a basket full of clean laundry.

She told me she’d never let me forget what I did, and I haven’t forgotten to this day."

"My husband has ridiculous levels of stamina. Last year, on our ten year anniversary, I finally achieved getting him to orgasm with just my hand and mouth. I was so fucking proud, and he was so fucking proud I ended up having a seizure from a result of his gratitude."

"I met a friend of my girlfriend for the first time and her first reaction was: “So this is the one with the magic penis.”"

"I hooked up with a Maxim cover girl at a party where I was by far the least privileged. There were actors and actresses dressed to impress, and I was invited by a friend at 3 am. I was wearing track pants."

"Got the thigh head lock."

"Had a partner who was from another country, and English was not their first language.

They came out of a multi-orgasmic “coma” and it took me 3 minutes to get them back to English. At which point she just laughed and called me her “wonderfully dirty American boy.”"

"Having sex with my childhood crush, a guy I had a crush on for nearly 2 decades lol.

Went out drinking one night and went home, but wanted to keep drinking. Posted if anyone wanted to come over and chill, he asked if him and his friends could come. I said yes.

He came over with 3 friends, his friends were being idiots in my living room and him and I were talking in my kitchen. He ended up (gently) pushing me against the fridge and made extended eye contact with me. I crumbled lol. Eye contact makes me so nervous. Lol.

He grabbed my hand and turned me around and led me to my bedroom and well, yeah. We hooked up.

It was sadly not great. But it’s seriously one of my top hookups solely because of who he was lol.

He then wrote me a note the next morning “you are so gorgeous” and him and his friends left after they woke up.

Butterflies just thinking about it even though the sex was bad lol."

"Hooked up with the smartest woman I’ve ever met. She gave me some dick pills and she came 10 (TEN) times. I came twice. We stopped because my back couldn’t take it anymore and it was 4:30am. We had one more date then she ditched me. I was living with my parents and was miles from having my shit together, so no harm no foul.

Marissa if you’re out there Godspeed and thank you for the time of my life."

"Went on a camping trip with my girlfriend and her best friend, who was a closet lesbian.

Girlfriends car broke down on our way, and we stayed in a hotel that only had one bed.

Girlfriend dropped something that fell under the bed, she went to grab it, I was admiring her booty when I looked over at her best friend and noticed she, too, was admiring the booty.

We gave each other the head nod, and the rest is sweaty history."

"I used to work in a big box retail space with a couple hundred people. I hooked up with a coworker who told a lot of people I had a big dick. Personally I don’t think that’s true.

Anyway ended up hooking up with a dozen women there because of it. Then moved too a different store where they also had heard and did the same thing."

"It’s always a good feeling when they tap out."

"I made a girl squirt once and the next morning I woke up with a camera in my face next to her telling her friend on the other side that I made her squirt.

I went home on air that day."