What is one consensual sexual experience you regret having?

Question

Do you ever look back and regret one or more of your sexual experiences? If so, which is the single biggest regret?

Anonymous · Accepted Answer

My biggest regret sexually was back about 7 years ago, I believe. I had invited my childhood friend over for some drinks and she brought her boyfriend and his friend along. I didn't realize they planned this all out until many, many drinks later. They invited their friend along with the promise of "Well Stephanie will fuck you if you come with us". They spilled the beans later on that night after this guy asked for a lap dance and I said no. He piped up with "The only reason I fucking came here was because these two told me I was guaranteed to get laid". My "friend" said "Sorry Steph, we just figured you would do us a solid and get our friend laid." And stupid naive me didn't want to let them down so I slept with him. I was grossed out the entire time. I couldn't even get wet. I didn't want to do it and I told this guy that multiple times but he kept saying "I will make it quick" and really didn't care that I didn't want to. I didn't realize until the next day how much of a piece of shit my friend was and how ignorant I was for allowing people like that manipulate me into doing something I didn't want to do. So I cut them out of my life completely and she couldnt understand why. She thought she had done nothing wrong. Which technically, I still could have out right said no and just told them to leave but I was young and stupid and I didn't. I am still so grossed out with it. The guy was fucking ugly and had zero personality.

EmoKate97 · Accepted Answer

Got drunk at a club and brought home someone who just outta prison. Like it started with him kinda dancing and trying to show off his prison tattoos to me and my friends, who then dared me to flirt with him pretending to be interested as a joke, having sex with him didn't even cross my mind. But then i drank a little too and he came back and i was pretty much i was all over him begging him to take me home since my friends left me. Next morning, i literally woke up naked with this big scary black ass thug on top of me i froze in fear about to scream for a sec until i realize he was the guy from last night.

Of course he wanted to have sex, and i did let him as i did everything i could think of to make him cum just so he can leave since i was too scared of him to straight up kick him out. Also i didn't realize until the next day that the dude didn't even wear a condom. I know i was drunk and that's no an excuse for him, but i did flirt with him and he wouldn't have had a reason to come back and talk to me if i didn't so i do blame myself partly. But for real fuck my friends for daring me to flirt with him in the first place ugggh

Anonymous · Accepted Answer

When I was like 17, I was dating a girl who was a couple years younger than me and her dad didn't want her to go anywhere unchaperoned, so we usually hung at her house. One time, we were hanging out and we started to play around, and things turned sexual. Now, by this point you're probably thinking "oh, it's because her parents caught you." No. That did happen one time and it was terrifying, but that's not my biggest regret. My biggest regret is that this particular time, her 3 year old sister came in. Again, you might be thinking that's why I regret it. No, accidents happen. We can live with accidents. The part I regret is that we were both into it and my girlfriend at the time said "She has no idea what's going on, just keep going." And so I did. In the moment, seemed fine. Afterwards, I thought "wtf did I do?" As far as I know, she has no memory of that and everything turned out fine. Haven't seen either one of them in like 8 years. Still, that's my one regret. I should have just taken the blue balls.

abc3643 · Accepted Answer

I regret consenting to NOT having sex and waiting until marriage.
I wasted 1.5 years of quality fucking at the peak of my male verility.
And because I was devastatingly heartbroken, I threw away another decade of fucking.
By the time I got back in the saddle, my wiener was in Stage 3 ED.

Breanna_nonbinary · Answer

I agreed to help a young lesbian girl experience sex. However, now I sort of regret it because she didn’t tell me she was autistic. What made it bad was the fact she was never into it. She seemed to enjoy it but I couldn’t tell because it seemed that her mind was always focused on things other than sex. Which has never happened to me. All the girls I’ve met are nervous but when the magic starts all that fades away and they become focused on the pleasure of the moment.

Quackthulu · Answer

Not sure if I would call it a regret, but I did cause a friend to lose his girlfriend when she realized she preferred women. Kinda shitty, just not sure how much of that was my fault.

Red_Dragon · Answer

Period sex. 🤢

manicmage42 · Answer

Mostly just drunken things, including stuff with a married guy who hadn't showered for two weeks.

DrippingHoney · Answer

My slut phase in my first semester of college

likelyOK · Answer

Absolutely several, I'm so glad there are laws now about women being too drunk to consent.
Also there were times when it hurt but I let it go on being young and now knowing much better, it's unfortunate but you really need to have these conversations with your kids.

MiamiMadness · Answer

I have one that comes to mind, I don't want to name her but she was seriously psychotic, still gives me chills

loveslongnails · Answer

Ummm... no, can't say that I have !!! I liked them all so far :)

moonpie89 · Answer

Certain guys that I chose to fuck

CaseyBlack · Answer

All of my regrets are things I didn't do.

MountAverage · Answer

I've had some unpleasant sexual experiences, but I wouldn't say I regret them. That's how you learn.

Hispanic-Cool-Guy · Answer

While in college.

COMMODOREII · Answer

The one i regret is going back to my fwbs for a fuck after a break up with my 2nd girlfriend. A friend told me i should get over my feeling bad and get laid. So i took her word and tried it and i didn't feel good about it. My friends with benefits didn't mind and wanted me to get with her more often but i just didn't feel right.