Alright, I am a virgin and was going to have sex with my so and while i was struggling to put the condom on I accidentally tore the skin on the bottom of the head that connects the foreskin causing some serious bleeding. Nevertheless, we didn't have sex cause I was in pain. I was wondering if any other uncircumcised men have had this problem and if so what did you do? I was thinking get bigger condoms(magnum XL), but I am only 6.5 in so i don't think that is neccessary. Maybe put some lube on to make the condom slide on easier? Anyways, i now wish my parents had chopped it off when i was a baby. I was pretty damn embarrassed, does losing your virginity ever go smoothly?