Famous Crossdressers

Quiz by HelveticaBold
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Last updated: January 22, 2018
First submittedJuly 17, 2017
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Daniel Hillard disguises himself as this nanny to see his children
Mrs Doubtfire
French hero and warrior in the Hundred Year's War
Joan of Arc
Rocky Horror character portrayed by Tim Curry
Dr. Frank 'n' Furter
British ceramic artist
Grayson Perry
Chinese legendary warrior who took her father's place in a war, refusing any reward for saving China
Hua Mulan
English pirate in the 18th century, partner of Anne Bonny
Mary Read
Swedish Queen who converted to Catholicism
Christina
Crossdressing Chinese spy who deceived his husband for 20 years, inspired the play M. Butterfly
Shi Pei-Pu
A crossdressing woman who became pope, according to legend
Pope Joan
Queen of Egypt who dressed and posed as a male pharaoh
Hatshepsut
Soldier who fought in the American Revolutionary War under the name Robert Shirtliff
Deborah Sampson
French spy who posed as the handmaided of Empress Elizabeth of Russia
Chevalier d'√Čon
Ukrainian entertainer who made Belarussian dictator Lukashenko get up and dance
Verka Serduchka
Lebanese Christian saint who posed as a monk, and was accused of impregnating a girl
Marina the Ascetic
English journalist who posed as a soldier to write about the frontline of WW1
Dorthy Lawrence
Dustin Hoffman's character reinvents himself as Dorothy Michaels in this film
Tootsie
The nemesis of Little Red Riding hood
Big Bad Wolf
A theory exists that this famous queen actually died as a child and was hastily replaced with a farmboy who looked similar
Elizabeth I
+1
Level 68
Jul 19, 2017
Tootsie? - I think Madame Butterfly has nothing to do with the Chinese spy story. The opera is about Japanese girl, who marries an American officer - and is betrayed by him (and the society).
+1
Level 69
Jul 19, 2017
I'm sorry you're quite right, I got mixed up because the spy was himself an opera singer and inspired the play M. Butterfly. And thanks for the suggestion.