He sounds a lot like me, lol. I had the same issues with my girlfriend. It is actually the reason I even came to this site in the first place. She's a virgin, but she's done stuff before. I am not a virgin and I've done more than her. However, I feel so jealous and insecure when I think of her past. I can almost see someone else doing stuff with my girlfriend and it tortured me for the longest time. I still get plagued with thoughts occasionally, but it's something that I have to deal with. Your boyfriend needs to accept the fact that there are still a LOT of firsts that he can do with you. Sex is a major one. I know this sounds cliche, but what is in the past needs to stay in the past. It's best that you guys don't even mention your pasts anymore (trust me on that one). If he needs someone to talk to, I'll gladly volunteer. I've been in the same boat as him. Best of luck!