#5 How many guys have you slept with?
STOP. Do you REALLY want to know the answer to that question? Or will it forever haunt your dreams forever? IT WILL. It’s best to not even go there. First of all, you are going to seem insecure again, especially if you ask this right at the start of your relationship, and most guys do! However, if she asks you this question first, as much as you want to ask, I WOULDN’T. Because you don’t want to be the one to start this conversation, it leads to the sex questions. Then you start asking what have you done? And now you will regret asking this question!