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Whitey Bulger 

The boss. Him and his Irish mob ruled Boston for 3 decades. Everything illegal that went on in Massachusetts from Lowell to South Boston, whitey got a piece of it. Was seen as a Robin Hood figure to the oppressed Irish people of Boston. Born and raised in Southie. Kept Southie Irish, killed or ordered the killing of a couple dozen rival mobsters. Kept South Boston exclusively for the Irish, and helped out a lot of people in the neighborhood. When Whitey left and his empire collapsed most of his guys were either in prison, or hiding out in Irish parts of Massachusetts such as Lowell and Tewksbury.
Whitey Bulger had power of life and death over the Irish in Boston, he decided who lived and who died. They feared him, loved him, but ultimately relied on him and his guys to keep outsiders away from the Irish neighborhoods.
Whitey Bulger by Dirty Dsteet November 3, 2013
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Whitey Bulger 

"We were just having a chat when I noticed that whitey bulger staring back at me through her fringe!'
Whitey Bulger by Kado Isuka October 29, 2016

Whitey Bulger 

A white person's erection that can be seen through their pants.
Boy oh boy John sure had a Whitey Bulger in math yesterday!
Whitey Bulger by correnter January 15, 2015

White Castle Burger 

A burger that has cheese on it and is small. People are ashamed of having it for lunch
Madison and Lawerence: Amrin, is that a White Castle Burger?!
Amrin: IT IS NOT A WHITE CASTLE BURGER!?!?!?!

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

Stink lines

As seen in illustrations or cartoons: Wavy, vertical lines rising above a person, place or thing. Denotes a foul odor.
"You didn't put enough stink lines on your picture of the teacher."
Stink lines by Athene Airheart March 14, 2004