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Have you had sex with someone you not suppose to,e.g wife of a friend,married co-worker etc ?

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Yes, a few times. The first two times I cheated on my wife was with two of her best friends. They were gay men. A few years later when I was a professional musician I had sex with a woman who was friends with the band. Then a few groupies on the road.
With my flatmates guy friend who was visiting. they weren't close enough to describe him as a boyfriend but they were close and it was shitty but I had an impulsive way back then.
Guess it's confession time, yes with a married co worker, and several times with single and married mom's on teams I've coached. Even a few clients from time to time.
Yes. This morning. With my ex boss. We've not seen one another for 20 years. It was fan-fucking-tastic. I came hard, and then he shot his cum in my face.
Quote by BritAlex
Yes. This morning. With my ex boss. We've not seen one another for 20 years. It was fan-fucking-tastic. I came hard, and then he shot his cum in my face.


Wow! Must've been an intense experience after all that time?! Were you lovers when you worked for him before and will you seem him again?
Had sex with an employee of a close friend.
yes:
coworker at a conference
friends wife
college professor
son's friend's mother
Of course I have.
Who says who I'm supposed to or not? When my wife would bring coworkers home for me to work over, it kind of knocked down the lines. Know what I mean?
A business partner. It blew up in our faces six months later when it led to me feeling for her. I think the mistake was me made out for two hours first instead of just fucking. Thought it was the dumbest decision of my career life but she turned out to be a psycho with borderline personality disorder (she told me the diagnosis). We parted ways then she ended up filing for bankruptcy a year later after burning bridges with some clients and almost all her employees.

So I guess my one night stand actually saved me a future bankruptcy

Yes

Co-worker, several

Pastor’s wife

Friend’s wife

Girlfriend’s sister

Yes more then once

Buddy’s daughter half my age.

A married coworker. She had my head messed up. We would have sex every other day at work. Best sex I've ever had. No drama. I was so fixated on her that I didn't know that we'd gotten paid til three days later. Her cum was like mayonnaise and I loved when she'd sit on my face and explode. God I miss her.

My best friends girlfriend was incredibly hot. Gave me a blowjob while he was asleep. She had been trying to hook up all summer.

Does oral count? If so, yes. I had an fwb relationship with a gay male coworker many years ago.

Yes, with the brother of a friend.

Yes I have. I met a stranger on a clothing optional beach and we hit it off. We talked about our sexual desires and at the time I was curious about giving another man oral. Well, he accommodated me and I sucked him off.

Yes, wife of a friend, coworkers and some girls that worked for me.

Yes , my moms boyfriend