I’m 24 and still inexperienced. I’ve attracted many women before but just never lost the V card even when i had the chance. Partially because i was picky partially because i was unconfident even in thise situations.

I’ve pretty much only got to first base a few times.

Anyway, there is this older woman who is interested in me. She’s probably a 5/10, just turned 40. Pretty much she wants to bang and at this point im thinking i should get it out the way.

Anyone who was in a similar situation did you regret it?