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“Sylvia Scarlett”
In 1935, Hepburn convincingly cross dressed as a con artist’s daughter pretending to be a boy to escape the law in this George Cukor adventure-comedy. She even engaged in a same-sex kiss with a flirtatious maid who thinks she’s an eligible bachelor. The homoeroticism continue as co-stars Brian Aherne and Cary Grant also find themselves strangely attracted to “Sylvester.”
While Sylvia Scarlett was a box office dud—Cukor and Hepburn reportedly begged producers to shelve the picture if they agreed to make their next film for free—one reviewer called Hepburn “the handsomest boy of the season.”
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