<human>: I've known this guy since I was a kid but I've never really gotten super close to him. When he tags along on trips with my friends and family we always hang out a lot and generally have a great time as we have similar personalities and senses of humor. We often stay up late just talking.  However, outside of these trips we don't hang out much because in our church guys and girls can't really be friends or hang out. I've had a bit of a crush on him for a while but I know a few months ago he was really into my best friend, although now he is over her. 

I am really into him but I have no idea how to gauge whether or not he likes me :/ He's very guarded in his personal life and is very shy. I'm also nervous that if I opened up to him and made the first move he might feel uncomfortable as guys usually confess first .. We're both pretty socially awkward but I am not the type to sit around and play or get played.

Can you condense the text into three sentences or less?
<bot>: I'm into a very shy friend, and I'm not sure how to tell if he likes me or wants me to make the first move.