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
8 more definitions
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
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
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
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
During intercourse man grabs a bucket of KFC and shoves the largest chicken leg he kind find in his partner's vagina. He then "races" to ejaculate all over his partner's face. When he is finished he pulls the chicken out of her vagina and if it is still warm he eats it.
"You finally going to get with Lequisha tonight?"

"Hell yeah! I might even go for the Kentucky Derby. Looks like I'm taking her tKentuckyo KFC for dinner."
by Quiefmasters October 16, 2009
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

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