I am a virgin and I have never been able to pull back my foreskin over the head of my penis. I think that the hole is too small. I can get it about halfway with some discomfort but it looks like it's being squeezed. I can masturbate with no problem but I'm worried about having sex because I heard a guy in my school tried to have sex without pulling his foreskin back and it ripped and he had to go to the hospital. Can I put on a condom with my foreskin pulled up and have sex without this happening? I think I may have an opportunity to have sex this time next week so if anybody can help me I'd really appreciate it.