Anon asks: Hi Isaac, I’ve been with my boyfriend for about a year now, and I know he has quite a past with the ladies. As I’ve gotten to know his friends it’s become apparent that *a lot* of his former hookups are still in his present social group. I know life happens and everyone has a past, but it’s uncomfortable when a mate of his says, ‘Oh yeah, when he and Jane were banging…’ and I didn’t know and I’m just like, ‘Oh, ok. Hi there Jane…’ Is it unreasonable for me to ask him to give me a heads-up about these things so I don’t feel like I’m always in this weird position?
Congratulations! You’re dating a playboy. But let’s get something clear: This is an entirely legitimate thing to feel uncomfortable about. Nobody wants to be put in a position where they suddenly discover something about their current boyfriend or girlfriend’s past sexploits and have to act cool about it in front of a group of their peers.Click to Continue!