It's great that you're planning to have a conversation with him about it. The decision to lose your virginity can be a big one, for the relationship, for you as a person. It is really important to consider what emotional affects that will have. Only you can figure out what to do, though people on here have given some great advice as usual.

I don't know what to tell you but 2 things stick out from the post-

Decide what your heart wants, independently of what is going to happen next year with college. You might not even be together by then (I know it's hard to imagine but it's at least possible). Would you still be ok losing your virginity to him if that were the case?

Second, as a not-so-long-ago teenage boy, he will say pretty much anything that he needs to say in this situation, to make the sex happen. Just going by the fact that he asked you to send nude pics, it seems he is eager to move things forward! And that in itself is not a sign someone is untrustworthy. But I think you can tell if you feel safe with someone, if you look at their actions. So I would just go by how you feel about being together, and not just what reassurance you get.

Good luck!