Girl, your new boyfriend just told you that he's healthy and "safe" and that he only had a girlfriend before you. You have to trust him. PERIOD
In Real Life their relationship wouldn't have survived this conversation. Not Mine For Sure.
I found his hesitance on this to be completely out of character with a CHICK MC who would get anywhere with Jill. I mean, honestly, if you want to be raw dogging any girl, YOU should be bringing up the conversation, and anyone who would break up with a girl for wanting you to take the most simple of precautions doesn't deserve her in the first place. And OK, these days, with PREP, HIV isn't a big concern (as long as you are
on PREP, of course, but honestly, they should just be putting it in the water, especially at a college), but there are plenty of other concerns out there.