Do men regret their sexcapades/sexual adventures?

Like, do men have moments like women where they regretted giving themselves away to someone, or regret the sexual choices they made in their lives?

Do men regret their sexcapades/sexual adventures?
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Most Helpful Guys

  • Actually, I have had 5 one night stands in my life - if you can call that "sexual adventures." I never regretted any of them. They were great sex - though they can't replace the sex that I have with my girlfriend now.

    That said, one of those night has stayed with me. So to speak. I met this gal at a business event, I did not know her and had never met her before but for whatever reason we hit it off. Things got sort of "flirty" - for lack of a better term - and just escalated.

    So we went back to her place, originally just for a drink - or at least that was the theory - and we ended up having sex. Important note, as it was not planned it was unprotected sex. So I spent the night, we had some more sex in the morning and I left. We never spoke or saw each other ever again. In my mind - and I guess her's - it was just a really good night.

    Flash forward to about 2 1/2 years ago. I get a phone call. It was the same woman. It turns out that I had gotten her pregnant. She decided to have the baby but decided to raise him - a boy - without me, and so did not tell me she was pregnant.

    Then she decided - again about 2 1/2 years ago - that our son needed his father in his life. So she tracked me down - which probably not that easy - and informed me that I was a father. A test confirmed it and so now I have a son in his early teens in addition to the three children - two boys, one girl (10, 9 and 7) - that I have with my girlfriend.

    That said, I don't regret that night one bit. I am not going to lie - it was awkward at first getting to know my son. However, I have to give his mom credit. She raised a good kid. He is well mannered, treats his younger half siblings and my girlfriend like gold and we have developed a warm and - dare I say it - loving relationship. I am wildly proud of him, and while he still lives with his mom - whom I confess I still don't know that well - he has stayed with us at holidays and summer breaks and he means the world to me as much as my three other children.

    My only regret is that it does hurt that I was not part of his life till now. I would have loved to hold him as a baby - yes, when it comes to my children as my girlfriend will tell you, I am the biggest milksop - and see him grow. Still I am blessed to have him in my life and part of my family.

    All I can say is that I guess it was the best one night stand I ever had.

  • Yes and no. My biggest regret ever was letting myself being exploiting via the friéndzone because I was a nice guy. I wasted my chivalry more than once on the wrong woman.

    It is easy to point at guys like me and say “oh you should of known you poor sap”. But there are two major hurdles I encountered:

    1). I was raised in a very conservative family where chivalry was pounded into my head since a young age. For example I remember getting in trouble at school for punching a girl in the stomach because she was bullying me. My dad yelled at me saying “boys are open season to hit but girls aren’t”. He was raised in a time where women actually respected chivalry

    2). I was constantly told that “oh some other girl will like you for being a nice guy”. For every girl who did romantically like me for that there were 10 women who “said” they liked that and just used it to exploit me.

    I then went through a manwhore phase in my 20s and early 30s. That in itself has drawbacks and left feeling empty. But it was better than feeling like complete shit from being exploit via friéndzone bs.

    Then I got in my mid 30s and figured older women would grow out of that bs. I was wrong. I encountered 3 grown ass women in their 30s who were confident they could friéndzone me (I didn’t accept it). But that severely depressed me. I started messing around with escorts occasionally. THAT I feel guilt and regret over. But in my angriest and most frustrated moments I find myself self justifying it. It was better than wasting time/money on a selfish bitch who doesn’t respect me. But still I wish I never hired an escort but I got pushed to a brink more than once.

    • Oh about the gut punch school bully incident. That happened in the 1st grade. I remember that being my first childhood “lesson” to never hit a woman. But the girl was bullying me and I was standing up for myself.

    • I'm sorry that women suck 😔

    • @Anonymous A lot of this hits home for me because of the gentleman thing. Spot on points.

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Most Helpful Girls

  • Giving my two cents. I think it depends on how they were raised. If they're parents were strict on them and encouraged them to value sex as a serious thing or to just have fun. My brothers were raised to do whatever they wanted. I was raised in a religious house I say was because my parents aren't really that religious anymore, but back in the day they were. Well my dad is old school and he raised me to wait for marriage and my brothers could do whatever they wanted. I think my brothers lost their virginity at a early age like 13 or 14. I only know because I overheard. We are all 90s kids so I think dating and sex was easier to come by back then. Compared to now I always read about guy's being virgins well into their 20s and upset about it. But I know my brothers don't regret it. One of my bros is dating 5 women at once and I'm pretty sure he's sleeping with all of them. While my other brother is looking for something serious and he's being picky on who he wants to date.

    I know this isn't real life but just wanted to mention it. I used to watch this tv show called 7th heaven. If I remember correctly, the father in the family was a reverend or a priest. He raised I think it was 5 kids and he also adopted some other kids later in the seasons. He raised them to wait until marriage to have sex. They all waited except for his youngest son. The youngest son almost got a dangerous std from sleeping around. He learned his lesson and decided to wait for marriage after that. He seemed to regret it lol. I know comparing a tv show to real life is stupid but I feel like maybe some strict religious men out there who had sex probably regretted it.

    Also I read a lot of articles about men saying they regretted having sex and not waiting for marriage. Saying that you come with baggage into a marriage. But if you wait, you don't come with baggage at all. Anyway those are my two cents.

    • 13 and 14 is pretty young to lose virginity. Damn. 7th Heaven was almost my siblings' favorite show growing up but I never could get into it lol, although I remember that episode where the son gave it up and regretted it, yeah. Seems tough on both sides. I don't regret my decisions, except for maybe a few. But those are about the person and not really about the sex itself. I wonder if it's maybe more painful for a man to never have had sex than to have done a lot of it.

    • I wonder that too. Maybe it depends on what his values are? Can I ask why you regretted sleeping with a couple of those women in the past? I'm curious 😆

    • Because they ended up being mistakes. When you meet somebody you want it work out, you hope they don't turn out to be garbage.

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  • This is so interesting. And I'm not entirely sure, maybe the lower intelligence guys since they probably feel they don't have anything else. There sexual prowess is probably I massive factor to winning in some respects.

    As for the average guy I think they think about their choices.
    I think unless they're young new to it all and maybe had too much to drink they want to know the person they are with is compatible on some level or another and at least attractive.

    So I can't imagine very many men regretting their flings not unless it cost them their reputation or livelihood /peace.

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What Girls & Guys Said

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  • I have some regrets, for the way somethings turned out. But just because I have some regret for how it turned out, I can't really apologize for anything either.

    I mean we are not talking any type of bloody rape or anything... but I mean she played her part and made her choices, if she believed it was more or was going to be more... I don't feel responsible, because I never lied or promised it would be. I just understand why or how she has hurt feelings after the fact. Because on some level she expected a different result. Even though she never should of expected that, I understand how she could... and regret the fact that she got hurt.

  • Yeah sometimes I regret that I had a threesome. I did it with my fiancée and my best friend. I am very in love with her and the threesome complicated things. Now we both also love this guy we had the threesome with. Although this led to a more adventurous sex life, I d be just as satisfied having a simple one with my fiancée.

  • Much the opposite.

    I regret those instances in which I did not take the hint, missed the clue, feared this, feared that, due to inhibition, shyness, whatever.

    Those times have passed, never to return.

    • Good points.

    • 👍👍

  • I regret getting played by a psychotic narcissist. Who led me to believe some total fairy tale about her, to hide that she was a superfreak and a predator.

    What I don't regret, was solving some questions for myself that no one else would give me satisfactory, concrete answers to. I wanted to kill my curiosity, because it was consuming me.

    • And what did you find out?

    • Temperatures. Textures. The effect on sinuses. The physics of different positions. Scents. What being accepted in a woman's embrace truly felt like. I'd never gotten that far with anyone else before that. "The greatest sensation you'll ever feel," some would say, and no specifics. They refused specifics. "Like a hot dog between two warm salmon fillets" would have been useful information. No one would say that. Why is a simple texture analogy so impossible to extract, unless you finally do the deed yourself?

    • Maybe that's the mystery and beauty of sex. To be something you really can't put into perfect words until you've experienced it.

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  • no they don't. they might regret the damage they've done to the women but that's about it. for themselves that's rarely if ever the case.

  • is this question about going around with casual sex? because I have never done that before

    but I think that if I would have done it, I would have done it right and smart... and not for reasons to later regret in life, lol

  • No, if anything the opposite. I emtionally regret my restraint even when logically I am absolutely certain that it would have been a bad idea. Its like sorrowful, almost nostalgia-like feeling of lack.

  • Definitely.

  • I really don't know how to answer this one. My wife of 50 years is my one and only. A fairly odd situation for a couple that grew up in the "Summer of Love". It was not that I was not interested. I had been scared to death by my mom. She never equated sex to anything positive. I , on the other hand, was intensely interested. but became very suspicious when in my senior year the offers started to roll in on a subject I thought was taboo. So here I am, 72 years old with no sexcapades to remember. Only the ones that did not occur. So to answer your question""Do men have regrets"? Yes , they do. You only live once, You are only young once. Spend it wisely.

  • Not exactly regrets, but learning experiences about what or who not to do.

  • I've been with quite a lot of women and they have been different experiences, but I dont think I've really regretted many, if any, of my escapades. Thinking about it now, I think it might be because Im a man.

  • I don;t have a big body count. I do regret cheating on my girlfriend with a total stranger however.

  • Eh... casual sex is almost never a great feeling. I don't know that it's something to regret though.

  • I regret ejaculating in my girlfriend’s - now my wife’s mouth. I told her she could spit it out if she wanted to but she chose to swallow. She nearly threw up and well after that she wasn’t very stimulating when she sucked my penis in future for fear I would fire in her mouth again. If I hadn’t fired in her mouth back then, who knows - she might have enjoyed sucking my penis more and with more enthusiasm today. 😞

    • Lol. Sorry to hear that, man.

  • I do. Everything before I was 21. I was a total pig in my youth. By some miracle I avoided ever catching anything despite banging any willing adult female. Do not remember most of their names and would not even recognize them.

    • Damn. Wow.

  • Definitely. I'm sure most of us have had those bar beer Goggles nights.

  • I was taken advantage of by a couple of older girls when I was too young to know how it might affect me negatively. I guess regret might not be the right way to describe how I felt later, but I wish I wouldn’t have experienced certain things as early in life as I did.

    Other than that I don’t really have any regrets because I feel like any mistakes I may have made helped me become wiser.

    • I definitely agree with that. Without those experiences we wouldn't be where we are.

    • Sometimes it just comes down to which type of attitude we decide to have everyday. Wallow in it or learn from it and move forward. 👍

  • Another confusingly phrased question on GaG. What do you mean by "do men..."? You mean like any men, out of the hundreds of millions out there? Well, yeah, obviously? So, that can't be your question. Or are you asking us individually if any of us have regretted stuff like this before? Then why not ask "do YOU guys..."? Or do you mean to ask how common or uncommon it is? Then why not just ask that?

    So, what is it? Or what am I not getting here? Help me understand.

    • Lmfao. You are literally the only person on this post who doesn't understand, lady.

    • Yes, that is always the case on here. It must be something I personally do not understand. That's why I was asking you to explain it to me. So, will you please explain it to me, ma'am?

    • We all know you're not a guy.

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  • Nope.

    Women regret the ones they slept with, men regret the ones they didn't sleep with.

  • There was a point in my life where I let pornography consume my day and even my sleep. I've regretted even ever encountering porn, but on the flip side, if I do manage to find a SO who's into sexual adventure, I can most certainly communicate that.

    • Porn is poison. A woman once told me that, and she herself was once an addict. It's not a coincidence that it hits your brain in a similar fashion and pattern to heroin. Thus, easy to relapse, and hard to stay clean for more than a few months, with cravings able to come back and haunt out of nowhere. Slightly less likely to get you killed, but just as likely to make life not seem worth living.

    • @ObscuredBeyond No doubt, it took me years to recover.

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