Friends with Benefits

I was friends with benefits with this guy last term and we only tried having sex twice before I ended up dating someone else.

I bled a lot the first time we tried having sex (like for 36 hours) and because he stopped when I started bleeding the first time, I bled again the second time we tried so he stopped. After those two times he told me “Can you like make it so you don’t bleed next time? Like finger yourself or something?”

We aren’t really friends, he only messages me when he wants to hook up and clearly I received no benefits the last two times.

But he started talking to me again last night and knows I’m single now. And I would have most definitely ended up in his dorm room last night if I wasn’t not at work.

My friends say not to hookup with him now because I’m doing it to cope with a recent family issue and they say he’s not good for me.

I like what I do with him since he was the first person I ever did anything sexual with but also he only really cares about himself.

Should I hookup with him again and see what happens??? Or should I just move on completely???