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winter hill 

The Winter Hill Gang is a structured confederation of Boston, Massachusetts-area organized crime figures, predominantly Irish-American and Italian-American. It derives its name from the Winter Hill neighborhood of Somerville, Massachusetts north of Boston. Its members have included notorious Boston gangsters Howie Winter, James "Buddy" McLean, James J. "Whitey" Bulger, and John Martorano and Stephen "The Rifleman" Flemmi. They were most influential from 1965 under the rule of McLean and Winter until the takeover led by Bulger in 1979.
The Winter Hill Gang was given its name in the 1970s by journalists at The Boston Herald, although the name was hardly ever openly used as a reference to them. While Winter Hill Gang members are alleged to have been involved with most typical organized-crime-related activities, they are perhaps most known for fixing horse races in the northeastern United States. Twenty-one members and associates, including Winter, were indicted by federal prosecutors in 1979.

They were heavily involved in illegal activities including racketeering, armed robbery, horse-race fixing, illegal gambling, drug trafficking, murder, extortion, prostitution, weapons trafficking, loan-sharking, hijacking and, corruption. Their allies are the Mullen Gang and their rivals were the Charlestown Mob and the Patriarca Crime Family.
The Winter Hill Gang was the baddest gang in Southie. The Member were real gangsters!
winter hill by asapbrainb December 1, 2015
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winterholler 

a unique son of a bitch. Typically a baby left on a bridge in china. She/he's cool and classy. humourous even. #she/hewasafosterkid
Damn, look at that Winterholler all traumatized and shit.

or...
Have you ever talked to a Winterholler? cause fuck their humor is dark.
winterholler by phartlard April 15, 2023

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

schmegegge 

Yiddish slang word meaning bullshit, baloney, hogwash, nonsense, crock of shit or hot air.
I don't buy the schmegegge about Morty sleeping with Moira.
His version of the story was pure schmegegge.
The whole schmegegge was made up to get Liz a little bit of attention.
schmegegge by budsbabe February 1, 2008

eye bleach 

Looking or experiencing something nice after witnessing something horrid like a disgusting gif or a disturbing video. Typically used as eye bleach are nice images of whatever makes the disturbed person happy.
"Bleach my eyes! Why is that woman's face ripped off!?"
*Looks up images of puppies and kittens.*
"That's good eye bleach."
eye bleach by Rini2012 November 29, 2016