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the crookedest street in the World 

Lombard St. in San Francisco, California, USA. It's a 1~way downhill steep street with many switchbacks, is lined by several homes, the speed limit is 5 MPH & it goes from Van Ness to Leavenworth. The views are outstanding!
You won't believe this but I accidentally drove down the crookedest street in the World & didn't find out it was that street until a month later! I swore I'd never drive it again but a week later I did. The views are phenomenal.

Crooked Serbian 

When you're fingering a girl and break your finger inside of her.
"Hey Dusan, what happened with you and the girl last night? Why is she complaining about her ruptured vagina?"

"Man, I gave her a Crooked Serbian. I have to see a radiologist today."
Crooked Serbian by Tricycle January 23, 2013

Crooketry 

(crook-uh-tree) Noun

a troubled, secretive, hot ass mess situation (most commonly in blacks)
Jaquan hadn't paid the child support bills so Zonequiesha knew some crooketry was going on.
Crooketry by Yoncé October 10, 2014

Hit a straight lick with a crooked stick 

Overcoming incredible difficulties and doing remarkable things.
Ex: When a kid grows up in a bad situation without any guidance, but somehow rises above it and has a successful life; that kid hit a straight lick with a crooked stick.
Something said in surprise. Generally said by white kids that look like the Walmart yodeler.
Me: North Korea is nuking us!
Walmart yodeling kid: CROIKEY!
Croikey by ZML Definer June 4, 2018

crooked as a Florida election 

Inspired by the incompetence and blatant corruption, often both at the same time, seen in Florida elections since the year 2000.
Our city council is as crooked as a Florida election.