Can't cum

My boyfriend and I have been fooling around for awhile with lots of touching and oral sex. When I masturbate, it takes me forever to reach an orgasm, literally like an hour or two. And now I'm having that same problem with my boyfriend. He hasn't made me cum once yet. I've gotten close a couple times when he goes down on me but then he gets tired and has to stop. I'm a virgin and when he fingers me it feels really uncomfortable and occasionally hurts. I want to like it but I just don't.

Any advice?