I stumbled on an interesting post which really helped me in my first time $ex with my girl friend who is equally a virgin (V fu**ks V, sounds weird huh?). This post talks more about girls, however, it gives a guy an understanding of the female circumstance which will definitely keep you informed.


First Advice:

Make sure you feel confident in your decision to have $ex.
Most people fear the unknown, and it's easy to get anxious if you don't know what's coming. Feeling nervous is normal, but if you find you feel so anxious that your whole body tenses up when you think about it, or when you and your partner are fooling around, it might be a sign that you should wait a little longer, until you feel more excited than nervous. Instead of letting anxiety take over, try to find ways to relax and become educated beforehand so you feel confident in the moment. Here are some strategies to try:

http://www.loveafrik.com/2016/01/how-to-have-first-time-sex-without-pain.html