Have you ever regretted sleeping with someone?

Not a relationship with someone just someone you had sex with?

Yes
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No
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Most Helpful Guys

  • Yep, recently
    I had a woman break up with me for a really fucked up reason. I mean this was so freaking vial that I was in shock. But I guess better to find out she was a scumbag quick.
    so I went on a date and met this woman. She was nice, fairly attractive, very sarcastic sense of humor like me. we met the next day for date 2. I knew dropping her off that if I went in the house we would end up having sex. I was leaving for vegas the next day so I was hesitant since I would not see her for about a week. But my dick talked me into it. We did end up fucking. I went to vegas. But the whole time I was there I didn't think of this woman even once. All I thought about is how much I wanted to share the experience with the woman I dated before her. I could not figure out what the issue was. She had everything I was looking for. Sure she was not truly beautiful in my eyes so I guess that kinda killed it. she was also a little too short at 5' (I am 6' 3"). So I just texted her that it would not work out. Problem is, I know she is going to try and blame it on us sleeping together. and honestly that almost made me stay and see it out a little more. SInce we both enjoyed it I don't have regrets about sleeping with her, but I would have if I slept with her any more knowing it would never work out. But I don't want her thinking just because I got some pussy so fast I bailed. I respect women a lot more when they sleep with a guy when if feels right rather then waiting for some stupid XX date or certain amount of days. I have zero respect for those kind of women. but in hindsight, I wish I had held off and taken it a little slower with her so I would not have hurt her.

    • What was the really fucked-up reason, if you don't mind?

  • Yeah, a couple of times.

    One was a girl who seemed fun and friendly at first, but that's just because she was really good at hiding her crazy for short periods of time. It didn't take too long before her true self was revealed. Fortunately, some other women in my life ended up dealing with her craziness more than I did, and while they didn't exactly "set her straight", it did make her give up and direct her craziness elsewhere.

    The other was another girl who was pretty fun and not crazy or anything - but she legit had the hugest vagina I have ever encountered. We're talking 1 girl in a million, and she was that girl. She could EASILY take a fist or a can of soda, and having sex with her was like ringing a dinner bell.

    image.sportsmansguide.com/.../126555i3_ts.jpg

    I don't know what the story was, but I know she had never had kids. She would have been a good match for some of those porn stars that have horse cocks, but us average guys couldn't do much. Ugh. I felt bad for her, but even worse for me. Never encountered anything like it before or since.

    • Lol totally been with a dinner bell girl hahaha

    • YESSSS ME TOO! Girl was super friendly at first. By second date she paid for the taxi ride to my place and it was not long before she was begging for the D. I really didn't want to have sex with her so soon (I was inexperienced) and when I finally caved in she was CAVERNOUS

Most Helpful Girls

  • Nah.

    I've had less-than-earth-shattering sex, and I've had more than my share of boys turn excessively clingy and/or possessive (including one or two whose possessiveness held a genuine threat of turning violent, although I had enough street smarts to ward off that sort of thing).

    But... I mean.
    ... boys.
    Are fucking hot.
    And just way too fun to play with.
    <3
    Even in the "worst" cases -- which honestly still weren't THAT bad (news flash: selfish bitches are MUCH less likely to be mistreated / abused than "nice girls" are!) -- I'm still down with why I originally went there.
    ... because mmhmm boys.

    Also because I've literally never been drunk in my entire life, so, THAT particular aspect of owning my own actions is a non-issue for me, too. (Common-sense life tip, kiddies: If you make regrettable decisions when you drink, then, STOP DRINKING. Is it that hard? No. No, it isn't.)

    • 😂 😂 😂 that will do it

    • I don't go near that stuff anymore. lol

    • highly unlikely , you dont look like the kind of girl who regrets sex

    • Show All
  • That has never happened for me but I would regret it if it did.

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What Girls & Guys Said

3 25
  • I sort of regret sleeping with my ex (when she was still my girlfriend)

  • i'm happy to say i have no regrets in terms of sexual partners

  • Yes, a few one-night stands that didn't do anything for me! :p

  • Yeah because it sucked... Note to all : even if a girl says she's good, she could be not too... Head game wack. Puss stank. Clean up ladies...

  • I don't think that's possible by me. I do, however, regret not having slept with anyone yet.

    • I guess I would probably regret sleeping with a guy. But maybe not, what do I know.

  • Once.

  • Honest to goodness yes, especially when i was drunk.

  • I regret having sex with my ex. She wanted to wait, and, well, I didn't mean to pressure her, but she felt like she had to have sex with me because it was what she was supposed to do. We were really good friends before, and it ruined our relationship. She resents me, and I feel so bad about it.

  • Every single woman I slept with outside of a LTR.

  • Specific sexy times yes. But i think when i rejected her the last few times it made her feel terrible.

  • No, but I've only slept with one man, so I have nothing to regret.

  • Can't regret it if I never slept with anyone.

  • Im a virgin but any girl that slept with me would instantly regret it, Im ugly and gross :(

  • I polled No but I suddenly remembered this really ugly girl I fucked when I was desperate. I always lied saying I never had sex with her. Wished I never did it.

  • I... just wanted more

  • only because she cheated. im a same sex partner guy. its disgusting if my partner or I sleeps with a 2nd person

    • That's fair enough did you tell her that before hand? Was it friends with benefits or similar situation?

  • No but I have regretted not sleeping with someone

  • When you get an STD from someone, that is a bad day.

    • :-p I knew someone would bring up because of an STD yep that would definatly make you regret it

  • Never slept with anyone lol

  • no never but I regrett to hadn't sex with a girl who wanted to have sex

    • Why did you turn her down?

    • she wasn't in love with me and it felt wrong because I was horrible in love with her

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