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Winnipeg 

Though it’s the capital of Manitoba, the noun Winnipeg is sometimes used as a general derogatory term when a person wants to insult another.

Often used as a substitute for “fuck” Winnipeg can be used to insult anyone or anything.

Known for voting NDP, the inhabitants of Winnipeg are truly lacking common sense, thus the noun “Winnipegger” was born.
Look at that fool, what a Winnipegger. Or: I am sick and tired of you bull shit, just Winnipeg off and get outta my face...you Winnipegger.
Winnipeg by Frankieoooooooooo June 29, 2007

Winnipeg 

person who loves sexual jokes and constantly is annoying people into being friends with them
hey do you know winnipeg?
yeah she loves making sexual jokes all the time!

winnipeg 

To get pegged by a Canadian guy.
I'd let Ryan Reynolds Winnipeg me anyday.
winnipeg by bussinbussinong June 30, 2021
The world capital of sorrow.

Its winter all year round, the cops are 'tarded and they have a shitty NHL team.
person 1: "I gotta go to Winnipeg to run some errands"
person 2: "Why Winnipeg? The only notable thing there is Venetian Snares"
Winnipeg by bottleofsmoke March 21, 2026

Winnipeg Check 

A process used by locals of the city of Winnipeg. The check consists of scanning any public area in the city for people you know, as the chances are good that you will know someone.
Alright guys, hold on, Winnipeg Check...Nope.
Winnipeg Check by Trrl June 16, 2011

'Winnipeg summer'

A two-day or three-day weekend.
Pamela mentions to her friend - 'Hey! When's it gonna warm up?' Angie says: Ha-ha, a 'Winnipeg summer' - that's a weekend! Guess you missed it when you went to Toronto last week. Remember, this is Winterpeg we live in. Phoenix - it's not.
'Winnipeg summer' by Century25 September 26, 2013