Not many chances seeing real celebs up close growing up in the midwest, but I did see the two main guys from Saved by the Bell in the mid 90s when I was managing a movie theatre in Lake Geneva. I happened to be monitoring the front door when they came in and I joked "Two for Showgirls?" which cracked up the mexican guy, but the blonde douche was not amused. Prior to that, I got to hang out and Neil Gaimen's house with a friend who was doing inking for him on one of his upcomming sandman books (Gaimen was incredibly intelligent and well read, but very weird). Before that I was in the college AV department and got to run the spotlight on Meatloaf for his show at that campus, which was mostly all business but he seemed a nice enough dude. And prior to that I got to meet Gary Gygax a couple times (was a college bud of his son) which was cool and mostly talking about war gaming history.
After moving to CA, I got to meet a few celebs up close when vacationing on Catalina Island, but usually just let them be since if they are out on their personal time I don't need to be a douche and bug them. Went to a Shatner music show and got him to sign my copy of Has Been. Got the wife a close up signing photo op with Wierd Al. Went and saw a Jim Norton show and chatted a bit after (dude is very down to earth and likes talking to the fans). Knew a fair number of folks in the porn industry who were, interestingly enough, acquaintances through the Warhammer Tourney scene.
Thus is the extent of my lame claims to fame.