At least I fessed up to it and apologized to her. It was what it was. I was a horny drunken asshole but I got over it.

 

Getting into an intimate relationship with one of my bosses, that were training me to be a manager. I was single, she was in a relationship. Talked about leaving her dude for me, of course it didn't happen.....one decsisde I wish I could change. it caused alot stress between us for a few years afterwards. But we still talk today and a pretty good friends.

 

Don't feel bad I was the same way growing up, even now it's hard for me to flirt correctly, I just freezing up sometimes. It's easier if I actually have something in common with a woman though

 

I think my worst regret fucking some females is that there were a few that were great at sucking & fucking that I didn't get a chance to fuck a second the 2nd time!!!

 

When they get clingy or emotionally attached afterward and start trying to be everywhere you are and it gets awkward.

 

Not sure it's a regret, just an unfortunate situation. Four years after a 3-year sexual affair ended with a co-worker, she filed a sexual harassment complaint because I wouldn't give her a glowing recommendation for an affiliated organization. I don't regret the relationship. There were two other co-workers who I had gotten together with, who didn't file against me, and we are still friends, although not sexually involved.

 

Not too long after I graduated from HS, I met a young Lady. We met at the pool. This 1 time after I left the pool, she was hanging outside the pool. So I went to talk to her. She was wasted, and was feeling horny. It took a lot to walk away, but I felt I needed to. I regret that...

 

Hahaha, my biggest regret was hitting on that woman in the first place. Some of my friends saw me with her and asked me if I lowered my standards. I'm not trying to be an asshole , but I think it was a good time for her and me. I wasn't even drunk that night. Thanks

 

I think you did the right thing. From a legal standpoint she may have been too wasted to give consent, and wasted chicks can also be careless about birth control.

 

I onow that feeling, nearly every bird i fuck starts stalking me!!

I suppose it comes to when it's good ya always want more

 

It shouldn't take a lot to walk away tho.........there's been many times Iv been in that situation and iv either tucked them up in bed, drop them at home in a taxi or got their friend to look after them. Then again im not a sad weird desperate cunt ha

 

It seems like the ones who say they don’t want a commitment the most are the ones who call or text every hour.

 

Yeah because they are probably little weirdo cunts. I'm really good at reading people and can tell the weirdo fucks. From a general perception it's usually the lad who claimed to be just a good friend, but then gets jealous when a lad (me) starts talking to her. I can see this clearly but that friend can't but give it a few weeks after iv told them and I always get proved right

Haha its a curse always being right ha

 

Fucked my neighbors cousin (who is also my ex) and they all know about it and are keeping it a secret from my current girlfriend .... talk about anxiety

 

My biggest regret in fucking someone is fucking anyone who never really knew me. It always made for regrettable experiences I didn't enjoy.

 

Decades ago, I was screwing this waitress from work when my fiance at the time was killed in a car accident

 

I regret most all of them, save for my current wife and my current girlfriend (understand I'm 80 so neither my wife nor my girlfriend get much from me). Either they got clingy or I got clingy; or they paid too little and I received too little. Or they wanted to kick the crap out of me or I didn't want the crap beaten out of me.

 

My 10th grade English teacher. I was 15, she was like 32 or something. She wasn't getting what she needed at home, her husband traveled on business a lot and was probably fucking every woman in sight. It started out easy enough, she would blow me in the closet of the classroom. Then she started keeping me for detention and asking me to fuck her and go down on her. I even taught her anal. She ended up loving it.

Why, you may ask, am I regretting this? Good question. About 22 years later I get a call from a young man who claims to be my teachers adult son. Asks to talk to me. We meet. He tells me his mother died recently from cancer. Told him before she passed that I was his true father. He spent six months finding me. Fucking internet. Shit. She told me not to worry. Free unlimited pussy and ass at 15? Yeah I didn't worry. The kid did look like me, more than my own son (hey, wait a minute...), but I was skeptical. I could feel her IUD when we fucked. And, I spent a lot of time fucking her in the ass, which she loved, and which doesn't make babies. so wtf?

So that's one I wish I had back.

 

I gave this guy 20 min of my time on after noon as a revenge fuck. He was a waste of my 20 min. But he kept calling and meassaging. Almost had a stocker.

 

My female best friend took my virginity. Needless to say. We dont talk and aren't friends anymore