Here's the deal. Tell him, and you will know for sure, one way or another. Best scenario, he feels as you do. Worst scenario, he doesn't and feels less comfortable so doesn't want to continue the casual friendship.

In the first scenario, you win big. In the second, you lose, not much.

Not just yet. I would suggest maybe trying to hang out in person before doing all that because honestly college changes people. You don't know if he's the same person he was in high school. Talking to someone on the phone is way different than talking to someone in person.

Time sometimes makes the heart grow fonder. Since the two of you are talking more lately, suggest the two of you get together. Just a simple, hey, I've really enjoyed talking with you, it's been a long times since we've seen each other. Do you want to get together?

Simple. Chances are he'd say yes. If he didn't like you, why would he spend the time talking with you so much? If he says no, which I doubt, then years down the road you won't be wondering what if I did ask.

I guess take it slow and show a mild interest , talk about the random , but meaningful things you shared back in school , the messages will be clear . Either way

Just tell him. Tell him it would be nice to meet again and see how he reacts.

put yourself in his place, ask yourself how would feel? 🙂

Yes.