Kentucky'd 

Kentucky'd/pulling a Kentucky means when one is ever so close to achieving a milestone or a great deal of success, but fails disappointingly.
Derives from the 2015 NCAA March Madness Tournament (basketball) in which Kentucky almost had a perfect season but lost to Wisconsin in the semi-finals 71-64, forcing their record to be a 38-1.

Young Jack was expected to take honors classes, and so he did. The next year, he failed every single one of his classes. I guess you could say his teachers Kentucky'd him.

Kentucky'd by Fruitsoftheworld April 7, 2015

Kentucky’d

Kentuckyin

A term used for a one date or one night stand. When your in love with the girl your with on Saturday and completely ghost her on Sunday. ( 1 & done) term originated from Coach John Calipari of Kentucky Wildcats style of recruiting athletes that would stay for one season and then declare for the NBA.

Beta Bro: Yo fam how did everything go with you and that chick last night?

Alpha Bro: I kentucky’d her brah let’s play fort nite

Kentucky’d by Jonnyeuro May 13, 2018

Kentucky’d

The art of losing in the first round of the NCAA to a far lower seed.

I’m glad our team didn’t get Kentucky’d this year.

Kentucky’d by Eatit22 March 18, 2022

kentucky dumptruck 

the act of shitting into another persons butthole, and having them shit out the shit that you shit into their ass onto your chest.

i gave jonny a kentucky dumptruck last night after we went out for coffee.

kentucky dumptruck by louie longlegs July 3, 2012

Kentucky Drive-By 

A shooting that involves moving into the passenger seat without stopping and firing at something before getting back in the driver's seat and fleeing the scene.

Craig wouldn't come with me so I had to do a kentucky drive-by on that bitch.

Kentucky Drive-By by Loothoarder53 February 22, 2017

kentucky doorbell 

To drive up to someone's house or apartment and proceed to honk the horn until they come out, rather than going to all the trouble of exiting the vehicle and going to the door.

Cletus across the street had a friend that would ring the Kentucky doorbell each morning at 5:00 am. I say "had" because me and my tire iron had a little chat with him.

kentucky doorbell by SkidMarkyMark May 28, 2006

Kentucky Derby

When performing anal sex with your female partner in the doggy style position you, upon ejaculation produce such a large amount of semen that it races around to the vagina and impregnates the woman.

I was cornholing Sara and accidentally Gave her the Kentucky derby. Now I’ve gotta pay child support for the next 18 years!

Kentucky Derby by Physically a horse June 12, 2018