I have been there for a girl's first time twice (one girlfriend and my wife on our wedding night). The experiences were completely different. On my girlfriend, it broke quickly, there was a little bleeding, and sex was pretty comfortable for her quickly. There was actually very little drama (but I really didn't know much about women at that time). With my wife, it was completely different. She had never been fingered before let alone having a penis inserted. There was actually a large amount of blood (happens to about 10% of women per the doctor in the hospital later that night). She was in pain and bleeding. That pretty much killed the honeymoon and helped her to associate sex with pain for a little time. It got better in a month or so. I remember being pretty sensitive to her that night, but given the situation, it was hard to be as good as I know I could have been. I had been celibate for a year, etc.
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