We're all  (duh) avid hunters of sex, I as much as most here (from what I have read).  However, has there been anytime in your life that you've had sex that you regret?  I'm not talking of the post coital depression that sometimes strikes some punters (myself included) after the act is done, but something that you regret even after a while.

I'll go first and talk about my experience; it's the first time I'm expressing it so many thanks to this board, and those who read it.  

It happened more than a decade ago.  Two friends of mine had just gotten engaged, they were really close friends both of them, and she took me out to tell me the news and to celebrate.  We started drinking - in those days I could really turn it on (I don't think I could have written this if I wasn't drunk now) - and the conversation led from her telling me the news, to my absolute delight and then went onwards.  Many hours passed and at the end of it I was absolutely hammered, as was she.  I ended up taking her home; she was quite ill from all that drinking and I had to literally carry her to her bed.

Drinking has no logic; so I stayed in the other room drinking some more as she slept.  Some time later she called out for me, she seemed ill. She was obvioulsy hammered.  As I bent over her she grabbed me by the head and planted a deep kiss on my face.  I pushed away - just alittle - and then returned the kiss.  I still remember her grabbing back of my hard, my cupping her hard between her legs, the the fumbling with our clothers, my hands running down her back, her body pale and naked as I reached around to grab her, her pushing me back on the bed and going down on her knees.  I can also remember her crying out my name and the name of the guy she was engaged to, my friend.  I can remember so many things, not the least that I also (and sorry if this comes as a 'dampener'!), spectacularly failed to perform, but tried to give her satisfaction.  And then I walked away, drove back home.

The next day we spoke of it, tried to work our way through it, and she flatly told me that she never wanted to be alone with me and also that she would find a way to tell out mutual friend (the guy she was engaged to) about what happened.   Now, more than a decade later I think she just flat out lied to him.  What that lie was, I never knew.

But it ruined a lot of things for me.  My friendship with the woman, my friendship with the guy - not what they did discuss, but I could no longer either talk to her or look him in the face.  And since then I have always had to face up to the thought that this was the one that I maybe allowed to get away from me, for she was truly and unconventionally beautiful, sexy and amazingly intelligent.


I still speak to her sometimes, less frequently with the passing of years.  But the memory of that sex (or the sex that never actually happened if you count actual penetration, which I don't)!  I just have to go back to that memory and inhale again the smell of rum, sweat, arousal and guilt.


Life is f*cked, innit?

[ Last edited by  Neithernor at 30-1-2010 11:47 ]

Bit of a story you got there, bro.

But if Bill is right, this is not sex and therefore doesnt count.

We differ in our definition, but appreciate your reply JckJr, and the acceptance.

Just got the Bill reference.

She was much better looking and classier than Monica!

[ Last edited by  Neithernor at 30-1-2010 12:03 ]

very interesting indeed. I dont think personally for me, if I were close to two friends that were about to be engaged, there would be any way that I would put myself in that situation. Sorry it happened to you and you lost friendships over that and the guilt has stayed but I've never come across it. Good story though

back circa 13 years ago, a good friend of mine and I went to a massage parlor in San Francisco.  He instantly fell in love with this one Thai/Laotian masseuse.  The next couple of days he went and saw her as well.  Went out with her as well a couple of times.  About 2 weeks later I went back to the same massage parlor again.  To be honest, I had totally forgotten that my friend had seen someone from this parlor numerous times.  Just by sheer luck I picked her, since she was the best looking one there.  For some weird reason she told my friend about her session with me.  He confronted me with this, but of course being the unfazed person that I am, I denied everything.  But what gave it away was that she had asked me some questions about my buddy, and stupid me, instead of playing dumb and not knowing who he was, I did answer her questions.

He wound up marrying the girl.  But 7 years later, they divorced.  He got off very lightly since he was a higher-up at a large company.  But I think our friendship changed a lot after that.

I'm sorry it happened as well.  I respect your statement when you say that "if I were close to two friends that were about to be engaged, there would be any way that I would put myself in that situation", but I also say that I hope you never are in that position.  Also, perhaps I am a jackass. Or, perhaps, no maybe about it.  I only know I'm 40 and it was a while ago, so thank you for reading what I had to write. I appreciate your feedback.


Believe me , I understand exactly how you felt.

JeSun: I think your friend is unclear on the concept of a prostitute.

I never regret sex I had, only sex i could have had

i regret having sex with the best friend of one of my ex
but the prob was i was hella drunk and was taken advantage of..
damn miss all those kinky action with my ex..

if it was a drunk sex. i certainly would have a hard time remembering anything afterwards feeling guilty about it.
I feel bad for you for remembering you had a sex with your good friend and have to relive it vivaciously over and over again.

I think many people have regretted listening to their little brothers in that moment when the opportunity arises to get back together with an ex-girlfriend....... even when you know she's not right for you.

It was my second time having sex. I was 18 and lost my virginity to her the week before. She was kind and patient with me but she was a big older woman.
I would say about 190lb. My buddies and I were out at the local cabaret and I saw her there. I acknowledge her but without my friends seeing me do
it. Half an hour later went and asked her if she wanted to leave. She agreed and we left.(we left separately she went out the front door, I went out the
back)

We went to her place and had sex. When we were finish we talk about our lives. She told me about her family (married 25 years, i daughter 17 and a son
15). I told her about a girl I had a crush on,who I was hoping to see that night. She listen to my story about the girl and how much I liked her. This got
me going again. I asked her if we could fuck again and she agreed. We did the deed and all I could do was think about the other girl. I couldn't help
but feel guilty about being with her and told her that this was a mistake and I should be at the cabaret with the girl I really wanted.

She started crying and telling me that the other girl would never have me. All I thought about was getting out of there and quickly put my cloths on and
out the door. She was crying the whole time as I was leaving. As I was walking home I was thinking to myself don't feel guilty, she had the chance to fuck
a young guy and that she should have been grateful to have been my first.

As time went by I came to the realization that I was a jerk and wrong in that situation. I wished I could turn back time and changed how I acted.

I did she her in a pub a few years later. I asked her if I could join her for a drink and she agreed. We talked about our lives and how things were going.
I had wanted to apologize for my actions from that night but as the conversation I felt it was better to not even bring up the subject. I finish my drink
and said goodbye.

190lbs?  Are you sure you've got that right?    

I've been lucky so far in avoiding any sex related trauma (well, except for that drunken night when I banged SEAJ in the ass BB ).  There have been plenty of missed opportunities to partake that I have missed.  Often I took a pass because I was trying to be a good an honorable guy.  I suppose if I had hit some of those opportunities I'd be regretting a few of them by now, but mostly I missed out because I was being dumb and misguided in those efforts to be good.  So often girls WANT a guy to be bad and a little kinky.  Turning down a one night stand just because it's a one night stand is plain dumb, but I did it many times.    I'm smarter now

I've regretted some BB sex for fears of pregnancy and STD risk, but since those never materialized, those regrets were short lived and learning experiences.

i once got high on weed and slept with a friend's ex whom he still liked.

really kinda messed up things between me and that friend...

Lesson learned that morally wrong things ... might just be as punishing as legally wrong things...

That's so true and I agree.  I hear about similar story among my friends too and how it messed up friendship.

Did your friend get back together with the girl?  Just out of curiosity.

I am relatively new to punting, and I have to say, some of the younger pretty WGs working at the saunas, which I find irresistable, often induce guilt / shame on me after I finish a session.  Particularly the shy, innocent looking girls.  I always feel guilty, as though I am taking advantage of them.  I guess, since I don't speaktheir language, I make assumptions that they have fallen into this line of work due to hardship / poverty - being from Australia, where everyone is rather fortunate and prosperous (relatively speaking), I can't help but feel guilty.  So I guess what I am trying to say is, after every sauna session in Macau, I do feel some regret / guilt.  Anyone else have similar feelings?

It is kinda funny we see this thread in these forums.  But I'm glad that you bought it up.  I too have same guilty feeling as you do, being able to understand their native languages makes your guilty feeling only stronger.  I guess we as human have a unconscious tendency to help others being unfortunate.   

There were a few times I enjoy talking to the working girls than the sex, thus the talking to get to know them as a real person rather than just a body providing service gives value than just sex itself.

That's a pretty amazing story, bro.  Sex, drink, guilt....you sure you're not Irish?   But I though it was very poignant.


Bingo.  

Except that what is legally wrong - the small misdemeanours - can often be forgotten because you can pay for them easily enough.

When I was 15 I had sex a few times with my then 19yr old beautiful nerdy niece. It was beautiful. It all came natural. And there weren't even strings attached. But after our mothers found out, and only after that, we both felt very guilty. Our mothers separated us for a few years and haven't really spoken since. Maybe I should tell her that I wasn't traumatised by it.

That's just wrong!!! Your niece!! Your her uncle !! I realized she was older than you but thats just sick!!
I know I'm a pervert but that just not right!!!