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Do you know of any other famous crossddressers? I'd love to hear from you.
Anne Bonny and Mary Read were late 17th century pirates. Bonny in particular gained significant notoriety, but both were eventually captured. Unlike the rest of the male crew, Bonny and Read were not immediately executed because Read was pregnant and Bonny claimed to be pregnant as well. Source: Wikipedia
Billy Tipton was a notable jazz pianist and saxophonist in the United States during the Great Depression. He was born Dorothy Lucille Tipton in 1914, but began living as a man in the 1930s. He was married five times to women, and adopted three boys. He led a full career as a musician and, in later life, as an entertainment agent. Other than his birth family, no one knew of his birth sex or cross-living until after his death in 1989. Source: Wikipedia
Bugs Bunny frequently cross-dresses in his cartoons for comedic effect or to confound a male opponent. Source: Wikipedia
Cary Grant enjoyed wearing women's silk underpants.
Charles-Geneviève-Louis-Auguste-André-Timothée Éon de Beaumont (1728-1810), usually known as the Chevalier d'Eon, was a French diplomat and soldier who lived the first half of his life as a man and the second half as a woman. In 1771 he claimed that physically he was not a man, but a woman, having been brought up as a man only. From then on s/he lived as a woman. On her/his death it was discovered that her/his body was anatomically male. Source: Wikipedia
Dennis Rodman's public appearances in varying degrees of drag are well-documented.
Eddie Izzard, a British stand-up comedian, claims to have cross-dressed his entire life. He often performs his act in feminine clothing, and has discussed his cross dressing as part of his act. He calls himself an 'executive transvestite'. Source: Wikipedia
edward hyde earl of clarendon
He supposedly took bribes, plundered the public treasury and is said to have spent half of his time dressed in women's clothes. A popular story tells how he received the official world at Albany on the Queen's birthday dressed in female attire copied from the robes of his Royal mistress. A portrait, now hanging in the New York Historical Society, is even thought by many to represent Cornbury in this costume. While contemporary evidence of such outrageous conduct is distinctly lacking and largely based on rumour, he was recalled from New York in 1708 and immediately thrown into prison by his creditors.
George Sand is the pseudonym of Amandine-Aurore-Lucile Dupin, an early 19th century French novelist who preferred to wear men's clothing exclusively. In her autobiography, she explains in length the various aspects of how she experienced cross-dressing. Source: Wikipedia
Hannah Snell served as a man in the Royal Marines 1747-1750, being wounded 11 times, and was granted a military pension. Source: Wikipedia
Hua Mulan, the central figure of the Ballad of Mulan (and of the Disney film Mulan), may be a historical or fictional figure. She is said to have lived in China during the Northern Wei dynasty, and to have posed as a man in order to fulfil the household drafting quota, thus saving her ill and aged father from having to serve. Source: Wikipedia
J. Edgar Hoover
One more example of how the oligarchs plot to keep the truth from us, you're thinking–not that this is something you necessarily want to see covered in sixth grade social studies. But as a matter of fact, the alleged transvestitism of John Edgar Hoover, director of the FBI from 1924 until his death in 1972, has never been established, and reputable historians say it's an urban legend. The story probably got its start because of much more plausible rumors that J. Edgar was gay. He and his right-hand man, Clyde Tolson, were constant companions for more than 40 years, even vacationing together, and both remained lifelong bachelors. (Hoover lived with his mom until she died in 1938.) They say Richard Nixon, on hearing of Hoover's death, exclaimed with his customary delicacy, “Jesus Christ! That old cocksucker!”
The cross-dressing thing, however, is a definite no. The story appears in Official and Confidential: The Secret Life of J. Edgar Hoover (1993), a gossipy biography by British journalist Anthony Summers, who has also written a JFK assassination conspiracy book. Summers says he got his info from Susan Rosenstiel, fourth wife of Lewis Rosenstiel, chairman of Schenley Industries, a liquor distiller with reputed mob connections. Ms. Rosenstiel claimed that in 1958 she and her husband went to a party at a New York hotel, where they met Hoover and McCarthy witch-hunt lawyer Roy Cohn. Hoover, whom Cohn introduced as “Mary,” was supposedly wearing a wig, a black dress, lace stockings, and high heels. Hoover went into a bedroom, took off his skirt to reveal a garter belt, and had a couple of blond boys–one wearing rubber gloves–“work on him with their hands.” Cohn and Hoover then watched while Lewis Rosenstiel had sex with the boys. A year later Ms. Rosenstiel attended another party at the same hotel; this time Hoover wore a red dress and a black feather boa. He had one of the blond boys, who were now dressed in leather, read to him from a Bible while the other “played” with him. Hoover then grabbed the Bible, tossed it down, and told the first boy to join in.
Most researchers, including many hostile to Hoover, say this story is ludicrous. In a 1993 Esquire article, journalist Peter Maas wrote that Susan Rosenstiel, the sole source of the cross-dressing allegations, had “been trying to peddle this story for years,” apparently because she believed Hoover had put FBI agents on her tail to help her husband during their divorce. According to Ronald Kessler, author of The Bureau: The Secret History of the FBI (2002), Ms. Rosenstiel did jail time for perjury in connection with a 1971 case. Even if she had a shred of credibility, it'd be hard to take this particular tale seriously. Hoover was an old hand at blackmail–he used incriminating information his agency collected about prominent people to maintain his hold on office and otherwise get his way. Would a man with so many enemies put himself in a position to be blackmailed by waltzing around a hotel in drag?
Summers also claims that the FBI gave the Mafia a pass for many years because mob boss Meyer Lansky had a photo of Hoover and Tolson having sex. (Apparently a photo of two men humping on a beach did exist, but one source who claims he saw it says it was too blurry to permit the men to be identified.) Though Hoover did appear reluctant to go after organized crime, most observers think that was because he preferred easy targets to bulk up his arrest records. Once ordered to take on the mob by Robert Kennedy, Hoover pursued Lansky in particular with zeal–irrational behavior if Lansky could expose him. Maas also wrote that when he asked Lansky's closest associate about the photo, the old mafioso replied, “Are you nuts?”
Which brings us back to Tolson, and to Hoover's rumored homosexuality. There were hints about this throughout the FBI boss's career, some of them admittedly a little silly. A 1930s magazine article describes Hoover's mincing step. He was a bit dandyish, favoring white linen suits as a young man; he had classical statues of male nudes at his home, and one of his hobbies was antique collecting. On the more serious side, many people sensed that his long relationship with Tolson was more than a friendship–the pair never lived together, but they're buried side by side. Today some gay activists include Hoover and Tolson in their pantheons of famous gay couples. But appearances notwithstanding, no one has found concrete evidence that the two men were anything other than buds. Given Hoover's ability to cover his tracks–his associates, with Tolson's help, destroyed many of his files upon his death–it's unlikely anyone ever will.
J. Edgar Hoover's femme name was apparently “Muriel”. rumor
Source: CECIL ADAMS
His former lover Esther Williams, in her tell-all 1999 biography, put Chandler back in the headlines after asserting that he was a cross-dresser. She told him, “Jeff, you're too big for polka dots.” Esther later admitted privately that this had no basis in fact, and was made up simply to bolster interest in the book.
Joan of Arc was a 15th century French peasant girl who joined French armies against English forces fighting in France during the latter part of the Hundred Years' War. She is a French national heroine and a Catholic saint. After being captured by the English, she was burned at the stake upon being convicted by a religious court, with the act of dressing in male clothing being cited as one of the principal reasons for her execution. A number of witnesses, however, testified that she had said she wore male clothing (consisting of two layers of pants attached to the doublet with twenty fasteners) because she feared the guards would rape her at night. Source: Wikipedia
was rumored to have enjoyed wearing women's underwear
The legend of Pope Joan alleges that she was a promiscuous female pope who dressed like a man and reigned from 855 to 858. Modern historians regard her as a mythical figure who originated from 13th century anti-papal satire. Source: Wikipedia
Mel Gibson was on Regis and Kathy Lee talking about Mel's new movie, “What women want.” Mel wears pantyhose in the movie. Regis volunteered that he enjoyed wearing pantyhose. A woman made some wierd sound in the audience and Regis realized what he just said and he qualified it with how he would dress as Kathy Lee for Halloween on the show.
Rudy Giuliani is known to have appeared on stage in full drag. As to whether this was a one time thing or simply a coming out I do not know…
Sergey Brin - founder of Google
St. Mary of Alexandria
Several tales of the Desert Fathers speak of monks who were disguised women, a fact discovered only when their bodies were prepared for burial. One such woman, St. Mary of Alexandria, died 508, accompanied her father to a monastery and adopted a monk's habit as a disguise. When she was falsely accused of having gotten a woman pregnant, she patiently bore the accusation without revealing her identity to clear her name, an action praised in medieval books of saints' lives as an example of humble forbearance. Source: Wikipedia
Willmer “Little Ax” Broadnax was a lead singer in several important gospel quartets, most famously the Spirit of Memphis Quartet. When he died in 1994, it was discovered that he was female bodied. Source: Wikipedia