He May Have Been A Cross-Dresser
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It’s unclear whether Hoover actually enjoyed cross-dressing or if it was just a rumor. Some purportedly saw him cross-dressing on a couple of occasions. In 1948, two men from the gay community claimed to have seen an “easily recognizable” photo that was passed around depicting Hoover wearing an evening gown.
In another account, a millionaire’s former wife who attended secret sex parties in the late 1950s reportedly witnessed Hoover in women’s clothing. She claimed he was “dressed like an old flapper like you see on old tintypes.” This is all speculative. There is no evidence he enjoyed wearing dresses.
