NEED ADVICE

So I have been with my boyfriend for almost 5 months. I'm 20 and he's 25. I am a virgin and wanted to do things right and talk to him about sex, protection and all that jazz before anything happened. When we engaged in that conversation obviously it included talking about our histories and I said im a virgin and he's totally fine with it and then he told me his history and how he's had sex once before but how he regretted it so much because it was pretty much a one night stand and he was drunk and it was with some girl he didn't even really know. I felt so hurt though. Like because he doesnt have much experience in other areas I honestly didnt expect him to have had sex already. I still feel so hurt and all these mix of emotions. I'm not even exactly sure why I feel this way though. I mean in a way is because I love him so much and the thought of him with someone else just kills me, and also just jealousy and anger towards this girl who took this special thing from him that i cant ever have.  At the same time Im also really self concious about doing anything with him because i dont know if im doing it right and im always thinking he's going to be comparing me to this other girl even though he's reassured me many times that thats not gunna happen.