Bleeding after sex?

So I had sex for the first time back in April and I bled a lot after and then we had sex again a few days later and I didn't bleed but I haven't had sex since then cause we broke up. But I've been talking to this guy recently and I think we're gonna hook up soon but I'm scared since I haven't had sex in so long I'm gonna bleed again??? I've never ever felt pleasure when having sex (only have had sex twice) and it hurt both times even tho we've used lube. but anyway, I plan on using lube and all but do you think I'll bleed again because I haven't had sex in so long? Thank you!!