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Cary Grant in I Was a Male Order Bride — With a wig made of horse's hair, Cary Grant crosses Europe as a wartime bride trying to go stateside. It's the only way to get around the crazy military bureaucracy, he assures his wife, Ann Sheridan — who is not so amused.

Victor/Victoria — Andrews masquerades as a male actor in the 1930s who is internationally renowned as a female impersonator. Only her manager, James Garner, knows the truth. But he's conflicted over his romantic feelings for her/him.

Patrick Swayze, Wesley Snipes and John Leguizamo in To Wong Foo, Thanks for Everything, Julie Newmar — Three professional drag queens drive from New York to Los Angeles in a convertible. Their car breaks down in a small town and they do their thing. Except for one brief moment with Swayze, none of the macho stars are seen in anything but women's clothing. Forgive me for saying this, but Mr. Dirty Dancing actually looks pretty good in drag.

Nathan Lane in The Bird Cage: At a cabaret nightclub in Miami, the owner (Robin Williams) is involved with his star attraction, a drag queen (Lane). All is well … until Williams' son by a heterosexual fling comes home to introduce his fiancée, the daughter of a conservative U.S. senator. Lane agrees to pose as Williams' wife. But he finds it's not so easy to be a woman — offstage.

Martin Lawrence in Big Momma's House: Some jokes never get old. Or do they? Lawrence scored a hit movie portraying a skinny male FBI agent who goes undercover as a large woman called Big Momma to catch a bank robber. Momma takes over a basketball game, brandishes a pistol and might be the most marketable potty-mouthed granny among Hollywood's leading men.

Buck Wolf is entertainment producer at ABCNEWS.com. The Wolf Files is published Tuesdays and Thursdays. If you want to receive weekly notice when a new column is published, join the e-mail list.