kaili: I've had sex several times with a new boyfriend who has a large penis (both length and width). I'm fairly small, and the first time we had sex, it was painful getting it in (even well lubricated) and I bled afterwards, and the bleeding lasted thru the next day. Since then, we've had sex a few more times, and its still painful (a little less so) when he enters, but I'm still bleeding afterwards--not as much as the first time or as long. I think its the friction--we've tried a couple of different positions. Its fine once its in, but it just hurts getting it there. Any advice or insight to the pain and/or what is going on with the bleeding? I've never had this problem before.