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New to intercourse,experienced at foreplay

Hello everyone.Let me start this thing off by sayin that im new to this site and the info is very interesting and looks like it could really help me out.I am an 18 yr.old virgin with, I think the most foreplay experience in the world.I really do think so because my girlfriends have all said that I have "magic fingers" and that I definitly can find my way around a womans body,but I've never actually had intercourse, but when I was so very close, by close I mean I had the condom on and I was attempting to put my "manhood" in my ex g/f's vagina.She said it was painful, even though I really dont think my penis is big at all!! (5in. and about 4 3/4 in girth.) It may also maybe because before that she said she hasnt had sex in a year.But what I am worried about is when I was sticking it in,she was sayin it was hurting but I didnt feel anything at all!!I do mean nothing at all.Is that something I should be worried about?Or is it the fact that I used to whack off almost everyday more than twice a day.(Shoot,I used to go for marathons by whackin it at least 9 times a day!!!Everyday!! And I also noticed that after I only got the head in,I felt as if I couldnt push it in anymore to get the thing started.I was wondering if it was a position problem,but I had her legs to her chest and I heard that leads to the best orgasms and allows deeper entry for the missionary position,Can anyone give some advice to a young man?Please?

Hey man, I've been having sex with my girlfriend for probably 6 months now. Condoms dont really have very good lubrication so that's one problem there. A few months ago we started having sex without condoms as she is on b/c anyhow. The first few times she said it hurt when I first started because we were dry but then after a little while she bought some lube. She applied it to my penis and then it made things a little smoother...no pun intended lol. Eventually and as of late (past month or so) I just go down on her and make her wet and then we have sex. Hope that helps a little bit..

Most likely a lubrication problem. Lubricated condoms do not have much and if it has been a while, she may not have generated much - many women do not. Have her insert an applicator of vaginal jelly with some around the entrance.

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