Ever hooked up with someone you absolutely shouldn’t have — like a best friend’s sibling, your boss, or an ex’s friend?

NSFWNo regrets

Not proud… but sometimes the temptation hits hard when it's someone completely off-limits.

Maybe it was your best friend’s brother/sister who made a move.
Maybe it was your boss during a late night at the office.
Maybe it was your ex’s best friend, and you both knew it was wrong — but it just happened.

I’m curious — have you ever crossed that line? What happened, and was it worth it?
Would you do it again?

Let’s hear your confessions.

Not proud… but sometimes the temptation hits hard when it's someone completely off-limits.

Maybe it was your best friend’s brother/sister who made a move.
Maybe it was your boss during a late night at the office.
Maybe it was your ex’s best friend, and you both knew it was wrong — but it just happened.

I’m curious — have you ever crossed that line? What happened, and was it worth it?
Would you do it again?

Let’s hear your confessions.

Posted Apr 15, 2025, 7:24 PM UTC

222
Loading comments…