RuPaul Charles is a gay man who dressses in women's clothes and performs.
by theholidayarmadillo May 7, 2020
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Chris Bosh, currently plays for the Toronto Raptors, coined by Shaquille O'Neal.
Did you see RuPaul put up 40 points but the Raps still lost?
by therajraj69 March 9, 2009
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One who enjoys dressing up as the opposite sex.
Hey have you seen Jennifer's dad without a dress on? Me neither!
by GB April 3, 2003
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A 102 years old man who has bipolar personality disorder, and thinks that he’s a 27 years ol woman.
Who’s that fine looking girl over there,dad?

Son, that’s you grandfather,RuPaul !
by mil4n00 July 4, 2022
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A sexual act where one dresses up their husband as a female and then proceeds to finger blast their husbands rectum.
Hey Erik, I’m gonna RuPaul you tonight, Big Daddy!
by Jake The Snake Robberts October 28, 2020
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A mysterious sexual act, thought to be similar to a Rusty Trombone but with more pizzazz.
“I was with my partner last night and finally experienced the legendary RuPauling.”

“Man you’re so lucky! I’d love to know what getting a RuPauling is like!”
by CF Enterprises March 17, 2023
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An ugly dragqueen.
I was shocked and rupauled when I saw Steve dressed in his sisters dress.
by FunnyFood July 19, 2010
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