There was a TV show on the WB, which I really liked maybe five years ago, called something like American High or such and had a girl dressed as a boy, though either the reasons weren’t ever developed or I’ve since forgotten. It was ages ago.
In the film Fiesta, Esther Williams disguises herself as her twin brother (Ricardo Montalban) to fight a bull.
In one episode of Star Trek Deep Space Nine a female Ferrengi impersonates a male becauise Ferrengi laws prevent females from doing business.
Oh, and an episode of Futurama where Fry and Bender join the army, and Leela puts on a false beard to rescue them.
Whoopi Goldberg invents the alias of white male CEO Robert Cutty (yes, after the whisky) in the underrated comedy, The Associate.
Though I haven’t seen it, Cicely Tyson most probably assumed a man’s identity during the made-for-TV movie, A Woman Called Moses, since that was an actual tactic used to escape detection of the notorious Harriet Tubman, foremost conductor on the Underground Railroad.
Kudos to Walloon for all his picks.
I came in specifically to mention this, because I saw it recently (eight months ago or so). Definitely an odd, but not an unsatisfying, movie. An interesting mix of badly dated and way ahead of its time, it feels like it’s about three movies in one. Starts out as movie A, abruptly turns into movie B, and about twenty minutes before the end it suddenly changes again into movie C. Worth seeing for Katharine Hepburn’s performance.