Rick,Like you, I was an outsider thru most of high school. I had a few guys I spent some time with, but for the most part I was doing other things. Went to a reunion — 30th or 35th, I can't remember — a few years ago with some trepidation. I didn't have much to say to those people back then and was afraid I still wouldn't. That part proved true, but it WAS interesting to see what people looked like and find out a little about who had done what in the intervening years.
That said, I'll just add that I've watched you watch people and seen how much of a kick you get out of it. Go! By all means! You'll surely be able to find one or two people who — even if they weren't then — are interesting to talk to now and at least as many who seemed to have horseshoes up their asses then but are now just burned-out wrecks you'll be glad you're not.
Besides, just a trip to check out Montreal's music scene couldn't be all bad....
cheers,
david