I think I lost any real desire to gamble when I was 12. New kid in school from a northern state. I bet a bunch of new buddies about $15 on the Yankees winning the World Series. They were playing the Cardinals.
A couple of years later FritoLay big promotional line was "Bet You Can't Eat Just One". I had a $50 bet on that one. I was 14, my parents caught wind and tried to sabotage it by stuffing several bags of chips in my foot locker for Scout Camp. I was rooming with the guy and we agreed to call it off about 6 months into it.
I've made a few bets on horse racing, I have the knack of picking one that's great out of the gate but gets lost down the stretch. Forget casinos, I feel like I just need to hand $50 to some random person and head to the bar. I come out ahead that way.