Well, I am not sure how long this post has been here, but I will give you my first time. I agree that it does depend on the partners skill, but at the same time there will also be a short amount of pain. If the man wants the pain to fade quickly then he is slow and gentle. If he wants it to hurt then he puts his wants and needs first there for rushes the women. According to if the women is into sports would mean the amount of blood and the thickness of the hymn, but there will always be a small amount of pain with the streching. My first time was not something to write home about. I was to young and it hurt very much. Do not forget that the feelings a women has for the man taking her first time also has a lot to do wiith how it will feel to the women. I wish you luck and do not give up on your stories. I have found that this is a great place to horn your skills. Just wanting to write is a big deal.