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Winnipeg Cheesecake

When you shove someone's face into the slush on the road.
I was drunk outside a bar in January when some guy tried to give me a Winnipeg handshake, so I knocked him down and gave him a Winnipeg Cheesecake.
by Beerstein_cock February 1, 2022
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Winnipeg TrailMix

The Winnipeg TrailMix is a TrailMix that is 95-99% chocolate candy M&M's with 1%-5% Skittles. it was first spoken about by Bert Kreischer and Tom Segura on 2/21/2023 popular podcast 2 Bears 1 Cave
Wait, Bert, you eat Winnipeg TrailMix on the road? - Tom Segura 2 bears one cave 2/21/2023
by Penguins Suck February 28, 2023
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Winnipegging

1. Pegging with a cold dildo

2. Knifing someone in the asshole
"My ass hurts"
-Winnipegging victim
by hadrosore March 11, 2024
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Winnipeg Syndrome

An ailment that makes a person delusional due to living in the city of Winnipeg.
“Rick Bowness has been terrible lately…”

“Yeah he has Winnipeg Syndrome.”
by mediocrejets April 28, 2024
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Winnipeg Death Star

When going to anal Poundtown, Partner #1 gives Partner #2 a Boston Redsock. Upon prolapse, they coat said prolapsed anus in Flex Seal canned sealant, thus rendering a dildo made of Partner #2's former anus. Partner #1 then proceeds to insert the Flex Seal coated anus into his own ass, completing the legendary Winnipeg Death Star.
Kyle had to spend $63,000 on surgery and medical visits due to the damage caused by letting Timmy give him the ol' Winnipeg Death Star, but says it was worth it for the once in a lifetime chance to turn his ass into a dildo.
by LongThinStrip October 18, 2024
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Winnebego

Snarky definition for da space-hogging and gas-guzzling RV dat always seemed to be urgently pleading for some (usually very costly!) resource, such as fuel, motor oil, coolant, etc.
If you converted a Winnebego into a "Whinnybego", it might not need expensive oil or gas, but you'd hafta shell out big bucks for hay and oats.
by QuacksO October 27, 2024
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Winnipeg

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"
by bottleofsmoke March 21, 2026
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