The guy who was donated 92 Bitcoin for standing on a busy street with a hat and a sign that read "Stop The Fed! Use Bitcoins!!!"
Discussion
How about this StarCraft tournament from 2011 where 5th through 8th place got 25 Bitcoins. While first place got $500.
Of course you can't forget a classic like the Bitcoin Pizza. Where in 2010 a guy paid 10,000 Bitcoin for two pizzas.