Ever Fuck Someone That You "Shouldn't Have"?

Now since then there's a lot more I probably shouldn't have but this is the main one as far as I'm concerned.
Because you love your sister. Makes sense. Perhap the occasional lapse in judgement but your heart is in the right place.
 
Yeah. One guy (for months, but it was good😂); and there was a girl I never ever shoulda been involved with- thankfully both were a long time ago.
Mine was an older coworker who was married (for 8 months) we always flirted just playful but soon her flirting got more intimate and me being a young guy only thinking with my dick went along. Looking back I know it was wrong but the sex was incredible. It was like a drug
 
Mine was an older coworker who was married (for 8 months) we always flirted just playful but soon her flirting got more intimate and me being a young guy only thinking with my dick went along. Looking back I know it was wrong but the sex was incredible. It was like a drug
I have a friend who did that; it takes two, though. She's responsible too.

The guy I regret was a rebound from the girl also mentioned above; I was spiraling after her.
 
I have a friend who did that; it takes two, though. She's responsible too.

The guy I regret was a rebound from the girl also mentioned above; I was spiraling after her.
I was just young, dumb and full of cum 😆
 
Maybe it is my personality but I regret more the situations where sex could have happened and then for some reason it didn’t. But not the reverse. Maybe just once, in a swingers club.
 
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