Definitely don't send the nude pictures. Even if you trust him 100% now, you never know what can happen with them, and it's just neve a good idea.

A lot of guys have sex at an earlier age than women do. If you are uncomfortable with the fact that your your boyfriend has been as active as he has, then it is definitely something to consider.

You are also 6 hours away - is that going to change when you go to college? Maybe you should date someone who you can see more regularly that is at the same point of discovery you are - since that seems to be important.