A stand-up shitting contest with a photo finish (to avoid disputes, of course). Two or more individuals partake in a standing defecation where winners are determined by the longest unbroken "tail" at any given point.
I heard the DC Talk roadies used to crunk up the groupies and hold Kentucky Derbys to decide which ones got to hang with the band.
by Mung the Merciful August 25, 2008

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Top Definition
An amazing party that consists of horse racing, gambling, beer drinking, and tit showing. One of the best parties in the country.
"Damn man, I won $500 at the Kentucky Derby this year and saw at least 80 sets of tits!"
by hexum July 13, 2005

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When perfoming sex in the doggy style position, begin to pull on the mate's hair. When the time is right, yank a sufficient amount of hair out and begin to intertwine and create a rope. Stick this in her mouth, as if it were a reign. Use this to maneuver and ride your partner around the track of sex.
This piece of hair must be from last night's Kentucky Derby.
by Claytonreednc May 01, 2015

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In a college setting, when two couples compete in having sex in the same room. The bed must rock like you're riding a horse. The couple that finishes first raises an arm to signal that they have "finished."
"Hey man! Who won the Kentucky Derby last night?"

"It was close, but I beat my roommate by like 2 seconds!"
by Wilshire89 May 02, 2010

The Urban Dictionary Mug

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The Urban Dictionary Mug

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

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The Urban Dictionary T-Shirt

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Sex lasting as long as The Kentucky Derby (approximately two mintues).
"Me and the 'ol lady did The Kentucky Derby last night."
by Indian Charlie May 05, 2006

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The Urban Dictionary T-Shirt

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When a female has a penis in every hole on her body possible. Like the pussy, asshole, left nostril, right nostril, mouth, left ear, right ear, and possible in her both eye sockets if you,re into that kinda weird shit. So all in all, its one girl and 9 guys. Enjoy it and utilize it to its full extent.
(Group of guys talking)
Guy #1"Fuck last night was the shit"
Guy #9"Yea we Kentucky Derby'd that bitch good"
by slkni August 28, 2009

The Urban Dictionary Mug

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

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The Urban Dictionary T-Shirt

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While receiving oral from your girlfriend, she is getting fucked by a horse. (You may or may not choose to film it and/or take bets to who will bust first.)
We were doing the kentucky derby and her mom walked in.
by boss ton pan cake January 12, 2009

The Urban Dictionary Mug

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The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Your favorite word on a white mug.

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The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt