I played Risk too many times during high school, and I didn't discover Axis & Allies until it was too late. By my senior year of college, I had discovered strategy games and Memoir '44, and I played everything from Settlers of Catan to Power Grid for a few years.
Then I discovered Twilight Struggle, an amazing game that brought GMT and wargames to my attention. I started playing wargames, though I rarely have regular opponents. Recently, I have dived into role-playing games. I am gamemaster for a Pathfinder game.