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Leo DiCaprio: Cross-Dressing for Clint Eastwood?

Actor signs on to play J. Edgar Hoover, late FBI boss rumored to have enjoyed wearing women's clothing

By Marc Malkin Apr 21, 2010 7:25 PMTags
Leonardo DiCaprio, J. Edgar HooverJon Kopaloff/Getty Images

Ever wonder what Leonardo DiCaprio looks like in a dress?

We may find out, because he's set to star in a Clint Eastwood-directed biopic about J. Edgar Hoover, the late FBI director who was rumored to have had a particular fondness for women's clothing…

"We all have these assumptions about Hoover," says Dustin Lance Black, the Oscar-winning screenwriter of the Hoover movie. "Was he this or was he that? Was he a cross-dresser? Was he gay?

"Was he as villainous as we all think he might have been? Was there ever any light to him?"

Black, who spent eight months researching the project in Washington, D.C. (yes, the FBI cooperated), says it's up to Eastwood whether the movie will address the rumors. Cross-dressing or not, Black thinks DiCaprio is "absolutely perfect" for the part because a lot of the film focuses on Hoover's younger years: "It's the right time and moment for him to play this role. It's the right intersection of his age and his wisdom."

Yeah, but can he walk in heels?

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