Most Helpful Guy
Whelp, you'll never know until you try.
Time to own up girl, I doubt he's ever going to approach you, cause he already knows how that'll play out. Time to put your heart on the line and ask him if he's interested.
Most Helpful Girl
It's been 2 years hun. People change and grow. As long as you weren't mean to him when he liked you there shouldn't be a reason for you to be worried about admitting your feelings for him.
I had a similar situation happened but reversed I crushed on a guy all through high school. He didn't like me. I was a little chubby and had bad acne. We were friends but nothing more. He told me he just saw me as a friend. We went to college and didn't see each other for a few years. He started writing me on fb and wanted to catch up when he came home. We hung out for a few months and one day he just kissed me. I didn't even have any vibes that he felt any differently. Probably because he didn't like me like that in the past.
So I say tell him you want a date. Tell him you like him. If he doesn't feel for you the same then you'll move on. He was able to do it you can too.