The coolest (and only) thing I ever won, I won at Chuck E. Cheese when I was about 12. They used to do "Teen Night" once in a while, it was like $10.00 to get in, with free games, pizza, and soda for a few hours. The first time I ever went, they had a raffle. We all put our names in the box and forgot about it. A couple hours later, we were camped out on the Frogger cocktail, with a giant pile of paper plates, napkins, soda cups, and pizza crusts covering everyplace but the screen, when this dude wandered by. My buddy said "Dude, that guy was calling your name!". I was sure my mother had them paging me because she was gonna pick me up early or some crap like that, I had totally forgotten the raffle. I chased dude down, and he told me I won. I asked him which prize, figuring on a stuffed Chuck E. Rat doll or something. But instead, it was the Donkey Kong Jr. cocktail sitting right next to the Frogger I was on!
And that's the story of how I got my frist cab. Nope, I don't still have it- wish I did, though.