Winni-pegging 

A sex position in which the female is on top on her knees. The male wraps their legs around the waist of the female. The female thrusts to simulate that she has a penis. Popularized in the city of Winnipeg.

Guy: have you ever tried winni-pegging?

Other Guy: is that when the girl pegs you with your own dick?

Guy: yeah, girl in charge missionary, total gender role reversal.

Winni-pegging by Mchashbash July 2, 2017

Winnipegging 

When a fat native chick fucks a gay guy with a strap on while either high on meth or fentanyl, drunk from drinking hand sanitizer or mouthwash, on welfare, and/or after getting jumped

Where’s Jen and Matt?

“Oh they’re Winnipegging”

Yikes.

Winnipegging by TheAlwaysCorrect1 January 8, 2023

Winnipegging 

1. Pegging with a cold dildo

2. Knifing someone in the asshole

"My ass hurts"
-Winnipegging victim

Winnipegging by hadrosore March 11, 2024

Winnepegging 

Pegging with a cold strap-on

“Manitoban i was with last night wanted to try winnepegging”
“nice dude, second best way to get stabbed in Winnepeg”

Winnepegging by paleoartologist February 15, 2024