SO has NEVER seen me without makeup

So I've always been very, very self conscious about my appearance. I'm not sure where it all began, but around middle school I started to cover up my little acne spots with dots of my mom's foundation. Suddenly I was doing a full face! And teenage hormones took over and made sure I always had at least one acne spot (more like 15, on most days). My OCD combined with my confidence issues led to me having a mild to moderate case of dermatillomania (picking at the skin). I have to pick at every uneven bump on my face until suddenly it's a battlefield of red blotchiness, even if the bump is just a bit of dry skin or a tiny clogged pore. 

ANYWAY. I've been dating my boyfriend for almost 2 years, and because of my redness and scabs and open wounds and blemishes, I've never let him see me without at least my face makeup on (foundation, concealer, powder). He recently got upset with me because when we sleep over, I have to go check and fix my makeup before he wakes up in the morning (yes I know, sleeping in makeup is making my skin issues worse). What should I do? I know he loves me but I don't even let my parents see my bare face. 

TL;DR: I have horrible skin and I've never gone without makeup around my serious boyfriend.