where it hurts 

In a boy's / man's case, then nuts / balls, head or asshole.

In a girl's, / woman's case, that can be her titties / boobies, head, or asshole.

Boy 2: Girl 1 kicked Boy 1 where it hurts! What a bitch-ass mothafucka!
Girl 1: I kicked Boy 1 where it hurts because he kicked me where it hurts.
Boy 2: Oh ok.

where it hurts by RetroGalacticGamer April 5, 2020

Rub Your Paycheck Where It Hurts 

Response given to someone who is annoyed at all the extra time they've been putting in at work even though they are being compensated for it.

Rob was whining about putting in a 60 hour work week so I told him to "rub your paycheck where it hurts"

Rub Your Paycheck Where It Hurts by Calihog July 27, 2009

hit him where it hurts 

To hurt someone where you know it'll be painful the most

Ima hit him where it hurts, his family.

hit him where it hurts by John Williamson September 13, 2017

jerb 

well known from south park
rednecks get angrry that future folk took there jobs so they yell
They took ouare jerbs!

Them future folk took ouare jerbs!

jerb by Jimberley Kim April 7, 2005

Cheeks 

An Irish phrase meaning shit, derived from ass
(Not to be confused with the literal description of one's buttocks)

"Did you hear the song Aylek$ dropped?"
"Hardly. Her music is absolute cheeks."

"My boyfriend say LaFlame is cheeks."
"Tell your boyfriend I said it's his mixtape that's cheeks."

Cheeks by thecartisan April 26, 2020

sans sheriff 

Lawless use of fonts or typography, with no regard to aesthetics or legibility

I'm putting this CV straight in the bin. Written totally sans sheriff.

sans sheriff by Jamarley July 3, 2019

Breadhead 

Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".

A breadhead is like a crackhead, but for money instead of crack.

Breadhead by 🅱️ U S 3 4 8 March 30, 2022