Get Out 
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Billy Madison
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In real life, during any interaction with Josh Malina.
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@WhitfordBradley Adventures in Babysitting...#socool - 1 more reply
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The correct answer is Adventures in Babysitting.
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First five seasons of The West Wing. I mean, how clueless do you have to be about Donna?
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How has almost everyone forgotten Sisterhood of the Travelling Pants
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He didn't tell his daughter about his surprise fiancé & wedding in Sisterhood of the Traveling Pants and it was supposed to be THEIR summer together so I hated him in that.
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Adventures in babysitting
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Billy Madison honorable mention?
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Definitely Bicentennial Man.
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Oh my God, I'd blocked that he was in that movie from my mind because I couldn't stand hating Bradley Whitford. Fucking Lloyd.
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