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Cross-dressing

Bloomberg's Stiletto Fetish

Mayor of New York "would wear high heels...if I were a woman."

Note to the women of Manhattan: the next time you're en route to Gracie Mansion, don't forget your Jimmy Choos, Louboutins, and Manolo Blahniks—the mayor of New York loves them all. Earlier this week, Michael Bloomberg stopped by a cocktail party for Tamara Mellon, co-founder of the coveted Jimmy Choo line, and seized the occasion to mouth off about his preference for sky-high stilettos: "I like women and I think they look stunning in high heels," said the mayor, according to The New Yorker. "Not that they look bad without high heels," he added. "I wouldn't criticize anybody [for not wearing heels]."

Tell that to Christine Quinn, who confided to New York Magazine earlier this year that Bloomberg didn't exactly care for flats:

“The mayor is going to yell at me when I get out of the car because I have flat boots on. The mayor has no use for flat shoes...I was at a parade with him once and he said, ‘What are those?’ and I said, ‘They’re comfortable,’ and he said, ‘I never want to hear those words out of your mouth again.’ ” Everyone in the vehicle, including the security detail in the front seat, cracked up. “He likes me in high heels. Let’s see how long it takes before he notices.”

Perhaps Bloomberg is so fond of the lady lifts because, at 5'6'' or 5'7" (5'10" on his driver's license), he knows the difference a four-inch heel can make in the first-impressions department. "If I were a woman, I think I would wear high heels," the mayor told the crowd at the Mellon party—though he was quick to note that "I don't care if a woman is taller than me, with or without heels." (Good thing, too—his girlfriend, Diana Taylor, is a head taller than the mayor; as she recently told Harper's Bazaar, when they stand together, he comes up to her shoulder.)

Or maybe Mike is just is a discerning connoisseur of women's clothes—as The New Republic noted, this isn't the first time Bloomberg has imagined himself as a sartorial gender-bender. When an ad criticizing his soda ban portrayed him as a nanny, Bloomberg responded, "Would I wear a dress like that? No! It was one of the more unflattering dresses." He's also made it clear, in a discussion on an anti-sex-trafficking bill, that if he were "a young lady" who happened to dress "in a sporty way" (all hypotheticals, folks), he certainly would not want to be mistaken for a prostitute.

Guess he won't be going for the over-the-thigh look that's so in vogue for boots this fall.

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Mayor of New York Michael Bloomberg speaks during the opening of the Amazon Fashion Studio in the Brooklyn borough of New York on October 18, 2013. (Carlo Allegri/Reuters, � Carlo Allegri / Reuters)

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