Well, When i had sex for the first time with my ex girlfriend we were both virgins. She first tried to sit on it to go in, but it couldn't go in, so we just change positions to missionary. I put it in slowly so I wouldn't hurt her because since it was my first time I realized how big my penis was compared to a vagina. So we had sex for a good little while and after if was over she told me it was too big and it hurt. The next time we had sex, we did a little more foreplay so she would be wetter and would go in better. That seem to work, But It was still kinda hard for me to out it in. After a while she loosened up a bit and it became easier. Ha! those were good times. I remember when she first saw my penis; she was scared of it because of how big it was!