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Pulling a Winston 

Being sick on a girls vagina during intercourse due to alcohol. Became famous during the 2014's Big Brother UK series due to housemate Winston Showan.
Person 1: "Oh my god! Was with this bird last night and I was sick all over her lady parts. She'll never see me again."
Person 2: "Bloody hell man not again. That's called Pulling a Winston that is."
Person 1: "It's because I drunk too much."

Pulling a Winston 

Getting 0 score in a video game or just sucking at life
Wow that guys totally pulling a Winston
How could you pull a Winston like that?

Pulling a Winston 

This is a phrase used to critique or make fun of someone who doesn't really know if they like Winston like that. This person feels like they are supposed to pick friend or crush but they cant tell if they even have feelings for Winston. They like flirting with Winston in a romantic way and cant tell if its leading them on or not.
Im so pulling a Winston with them right now. I feel bad.