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The problem may not be your penis size at all. There are, in fact a couple medical and psychological conditions that cause painful intercourse (dyspareunia) or vaginal spasm (vaginismus). Your girlfriend may want to think about talking about this problem with her OBGYN or a psychiatrist with a specialization in this field. Some women go so far as to treat it with botox injections, which relaxes the vaginal muscles and allows for easier penetration, although this is an extreme action to take.
In terms of dealing with this problem on a personal level, I suggest maybe having her play with herself and stretch herself out with her own fingers, and then allow her to guide you in. This will give her a feeling of being in control. I don't mean to pry into your personal life, but has she suffered a sexual trauma in her life? This sometimes can create a psychological hang-up about sex.
However, this may not be a major medical issue. I have a similar (although it sounds like, less severe) situation with my boyfriend, who is very girthy and long, lol. Sorry to say, ther are certian positions which you may have to give up or at least modify. Doggy style? Great position; VERY painful. If you do doggy style, don't go ll the way in, think of it as dipping, and allow her to slide backwards as opposed to you thrusting forward. Her on top is difficult too, I imagine? Have her lean forward over you, as opposed to riding you, more like a reversed missionary position. This might make it a little more comfortable for her, and yet again, gives her a little more control.
So...I hope this helps.
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