Use lots and lots of lube. It is often hard to keep yourself moist down there the first time because you aren't used to the way it feels, and you will probably be nervous. It will also make it hurt waaaay less.That is the #1 thing I wish someone would have told me.It will probably hurt a little, but it really isn't as bad as everyone says. Don't focus on the fear of pain, focus on your love.Go slow. Do lots of foreplay and really enjoy it. Don't feel bad if you don't orgasm, and don't feel bad if he doesn't orgasm, or orgasms too soon, or loses his erection. All these things can happen because of nerves and it is completely normal.If you get halfway through and you don't want to do it anymore because it is uncomfortable or whatever, or if he needs to stop for whatever reason, it is okay. Don't be afraid to speak up.After I lost my virginity I was sore (but I didn't bleed at all) I wanted to take a shower so he went with me. He just held me in the shower and it was really nice.