In Honor of Lady Gaga's VMA Drag Show, Here are the Best Gender-Bending Fashion Editorials, Covers and Campaigns

At the VMAs last night, Lady Gaga spent the entire evening as her "male counterpart" Jo Calderone (which she first broke out on the September 2010 Vogue Hommes Japan cover, left) vehemently refusing to break character. Perhaps she felt she'd exhausted all womenswear options? Ran out of Versace? Couldn't get to the costume store because of Irene? (I'm done now). Whatever the reason, it made us think of some other famous gender-bending moments in fashion. Take a peek at who passed the best as the opposite sex (hint: there's one designer who really loves his drag).
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At the VMAs last night, Lady Gaga spent the entire evening as her "male counterpart" Jo Calderone (which she first broke out on the September 2010 Vogue Hommes Japan cover, left) vehemently refusing to break character. Perhaps she felt she'd exhausted all womenswear options? Ran out of Versace? Couldn't get to the costume store because of Irene? (I'm done now). Whatever the reason, it made us think of some other famous gender-bending moments in fashion. Take a peek at who passed the best as the opposite sex (hint: there's one designer who really loves his drag).
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At

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Marc Jacobs in Harper's Bazaar

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Victoria Beckham in Harper's Bazaar Beckham doesn't smile much anyway, so it was easy for her to do the cold businessman shtick in the January 2009 issue of Harper's Bazaar

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Raquel Zimmerman for Jean Paul Gaultier Zimmerman played the man to her woman for JPG's Fall 2009 campaign.

Agyness Deyn

image via Harper\'s Bazaar

image via Harper\'s Bazaar

[/caption] [caption id="attachment_151680" align="alignleft" width="260" caption="image via Oh No They Didn\'t!"]

image via Harper\'s Bazaar

image via Harper\'s Bazaar

Aggy is another crossdresser extraordinaire. In the September 2009 issue of Harper's Bazaar she paid homage to the King of Pop in a glitzy Terry Richardson photo shoot, reinterpreting iconic Jackson looks from his most famous videos. She did it again for Elle's July 2011 issue, this time channeling James Dean with

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Andrej Pejic in Tush Andrej Pejic is perhaps the

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Candy Magazine #2, Fall/Winter 2010 Candy, "the first transversal style magazine," is dedicated entirely to transexuality and cross dressing and thus has its fair share of drag spreads. Perhaps the most striking is the cover of its second issue, with jack-of-all-trades James Franco looking like a heavily-made-up cougar. Although inside there's a pretty great spread...

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Candy Magazine #2, Fall/Winter 2010 ... of the mag's editor Luis Venegas as Anna Wintour and model Andrès Borque as Grace Coddington in a totally amazing homage to The September Issue.

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Love Issue #5 Kate Moss makes a very beautiful punk rock guy, and I will admit I am jealous of Lea T. I would lock lips with male Kate Moss any day.

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Marc Jacobs for Industrie Magazine Marc's next editorial foray into womenswear modeling was for Industrie, which shot him looking very ladylike not once but twice. He covered the magazine's second issue in December 2010...

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...and then appeared in Prada and other demure lady's looks for their June 2011 issue.

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Freja and Arizona in Numero 121 This Karl Lagerfeld editorial in Numero 121 has purported couple Freja Beha Eriksen and Arizona Muse as a steamy tangoing duo--wonder if this was where their

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Karolina Kurkova in Viva! Moda Kurkova makes a surprisingly convincing Bowie in the magazine's Summer 2011 issue.