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16. 2010: Sandra Bullock Wins The Best Of Both Worlds
... if you can call it that. The actress won both an Oscar (The Blind Side) and a Razzie (All About Steve) in 2010. Don't know what a Razzie is? The Golden Raspberry Awards honor the worst the film industry has to offer in a given year. If anything, we're sure Bullock had to laugh at the irony.
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