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The Most Unexpected Leading Men

Move over, matinee idols! From Jason Segel to Owen Wilson, see the actors who've made their own unique mark on Hollywood (24 Photos)

Nisha Gopalan on Apr 27, 2012 at 9:50AM

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Adam Sandler

Adam Sandler hooked us with his mischievousness Billy Madison -- and continued that improbable streak, by virtue of his mischievous-boy-next-door appeal. Somehow the comedian spun his schtick into a full-fledged assault on the box office, with his movies' combined gross adding up to nearly $2 billion. While his acting range may not rival Johnny Depp's, his breadth of roles manages to fill our voids -- be they whimsical (Billy Madison, Happy Gilmore), sentimental (The Wedding Singer, 50 First Dates), or emotional (Punch-Drunk Love, Funny People).