When do I say something

So I’ve been talking to this boy for about two months and everything has gotten really serious. But there’s these doubts that don’t go away. I have so many questions to ask him and I rehearse when I’ll say them and how to ask but when I get to his house it’s like I can’t say it. I feel like since I’m not technically his girlfriend it’s not my place to worry about what he does but we are always together, we stay the night with each other at lease twice a week. In fact I’m laying next to him as I type this. It’s just when do I say something? Do I wake him up now and talk about it so I can have a peaceful state of mind and go to sleep too? Or do I just not worry about it?