my girlfriend had the same problem, see the thing was, her first time she tried to have sex with someone, he had hurt her cuz he was bigger than the average man and she actually is not that tall too for a girl , and then they didnt went through with it cuz it hurt too much.a while later i became her boyfriend and she said to me she found that sex had only hurt up till then. so everytime she knew she was going to have sex she remembered the pain of the previous times. The thing is she would really cramp up down there, so i started talking about it with her and afterwards making her comfortable, you know massages kissing her caressing making her at feel ease and in the end really wet, so she could no longer keep herself from me , anyways afterwards i never had the problem again. all i can say is take your time, i just think she was too nervous at the time so youve got to make her relaxed , youll see im right and if not, the first couple of times itll always hurt for girls so dont worry about it too much

Thats a very good point and something you need to consider. Also, has she ever had anything inside her before? If she has never been fingered or used tampons, it will be very difficult to be able to get inside her. I suggest, if you havent, to finger her a few times and then try sex again. Good luck.

Hmmm...how many times have you tried? Cuase I remmeber for me first several times hurt real bad. I would say, take it really slow, be as gentle as you can be. Once you're inside, give her a little time to get used to it, and once you start moving, do it in very short strokes and very very slow in the beggining, and do use a lot of lube. Also, if you try to do it right after she had an orgasm, it mgiht be a little harder for her, since some girls get tighter right after orgasm. And soemtimes you just gotta ride it out. In worse case, you could try to get her a thin vibrator, and start her off getting used to that and work from there. Good luck

Aside from just working thru it, and being VERY patient with her, are there any other issues at play here?

Is she from a very conservative/religious family? Do her parents object to premarital sex?

You see, there may be things going on in her head that's making her resist the ACT. That dosn't mean she dosn't want to have sex, it means that her body's acting on subconscious resistance to it because her faith or family tell her what she's doing is wrong......is this a possibility?