Hi ~ Since you say that HE's shy too, I don't think it would be a bad idea to send him an e-mail and just talk to him. I DON'T think that I'd tell him how I feel immediately though.
Perhaps in the first e-mail you could just chat a bit, to get re-acquainted. Then you could get SOME idea as to how he felt, and if he might be open to a meeting.
Then you could e-mail him again and ask him to meet you for lunch or coffee, etc., where you could talk a little more. THEN perhaps you could tell him how you'd always liked him and see how he takes it.

That will tell you whether or not you have to try to get over him, or if you two have a chance.
I hope it turns out well for you. I wish you ALL the best, my friend. Let us know how things go, okay? God bless and please take care. Hugs, Lee