Started playing checkers competitively in 1972.
With my babysitter, Mrs. Brown. Never won. ALways looked forward to the next Saturday.
Taught poker by my dad at the age of 5. Started beating my dad. We stopped playing.
Liked playing Othello with my mom; she didn't get mad when I won.
Played war and made up solitaire games to hide the fact I didn't fit in.
Around the age of 14, Started playing chess. Started the wonderful wacky world of competitive chess at 16. Dropped it after I graduated.
As a teenager, I played D & D with my mom, brother and stepfather. Dropped out after the revelation that my stepfather Joe was letting my mom live as my brother and I struggled and died. AH, the trials of RPGing.
In the late 90's I remember spotting an abstract (GIPF maybe?) and thinking....hmmm, that looks nice but not for 40 bucks....
In the hospital awaiting gall bladder surgery in '02, I read Games magazine, found a local Eurogroup and the rest is HIS-tory.