First time?!

So I was sexually assaulted a wile back 4 times by the same guy so I’ve always been real s etched and not ok with the idea of sex. But recently I’ve been really confident and wanting to and feeling ready. And I want to do it with somone I’m really comfortable with! My boyfriend I’ve been with for a long time and I’ve known him since kindergarten is coming down to visit and we talked about wanting to. I told him all my worries and concerns and he assured me it would be okay. I know he would take care of me and all that but I want to hear it from a girl perspective!!! So here are my questions as i am a virgin. So will it hurt? Will it bleed? What should I expect? And what do I need to know? Help your girl out please!!!!