Well i think you should just email him and ask him out some day (it's been a while, i miss speaking to you!! Let's hangout this week sometime,if you aren't too busy!!). Now hopefully if he agrees to meet up, see if he is excited or not (that's prob the first thing). If he is excited to meet you then just have fun(keep hinting!! subtle hints!! With this you have nothing to lose, even if he tells his mom). All you have to do is to see how he reacts. If all goes well then in the next meeting(if you feel comfortable) ask him I was just wondering do you share everything that I tell you with your mum (You have nothing to lose even if he tells this to his mum).
Depending on his answer you can decide what you might want to do after that!!
I say tell him about your feelings for him if you feel after the meetings that he might have something too..
Its been 2 years people change (they miss old fun times too!!), so it might a good time to tell them that how much you have missed him.
If you feel comfortable I think you should tell him about your feelings but first you would have to take him into that boat where you kinda are!!( by hinting him, making him think about you) whilst doing this tell you don't want to be around him as just a friend..
See how you go and tell us too!!