Today, I just won an iPod shuffle as part of a raffle held at my campus for a delayed Mardi Gras celebration. All I had to do was play some Blackjack and get really, really, really fucking lucky. Combine that with my XBox 360 and the tickets I won to see Mystery Men (Ben Stiller movie a long time ago), and I've won quite a bit. =o
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Mo0, didn't your mom win a RAV4 last year too.

Your family is full of win.
The only thing I've won from the internet is money from playing online poker. My biggest wins from tournaments were $500 first place prizes that I won twice (out of four times, since I didn't enter such expensive buy-in ones too often; the other two I still placed in the money at one and failed in the other). But I suppose those don't count since it's not really luck; I'm just awesome.
I won $50 from an ATM as a local bank here's promotion. You spin a wheel, and one of the spaces to land on was to "withdraw" a random amount from the nearby ATM (they give you a PIN). Most people got $1-$5, but I got the highest amount they were giving out.
There's probably some more I can't remember right now, but that's it for now.
This thing is sticky, and I don't like it. I don't appreciate it.