Awesome question. Ah the memories . . .
At least a score while gaming in high school and previously.
Another 30 or more playing in college.
About 15 in groups after college.
Then, with the RPGA and other conventions, DMing six slots per convention, with 6 player at a table, times about 60 conventions judged at since 2000. Figuring 50% of the convention DMing is overlap, that comes out to, er, a darn lot of players.
Shawn
(They say there is at least one freak at every convention, but I've never seen him.)