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double winner 

A double winner is a person who is afflicted with both mental illness and substance use disorder.
Hi, my name is Brooke and I’m an alcoholic and have bipolar disorder. I’m a real double winner!
double winner by Brooke Hilton November 29, 2017

The winner is Rocky 

This phrase is a reference from the Spongebob SquarePants episode "The Great Snail Race" where after fighting from Squidward and Spongebob happens for a while, the winner ends up being Patrick and his rock, "Rocky".

This term can be used when two people are focused on doing something before the other, and the person who ends up doing it wasn't in focus as the ones bringing attention.
(Someone knocks on door)
Tyler: I will get it first!
Sarah: I am faster!
(Tyler trips Sarah and bolts off. Only to find Jerry already opening the door)
Jerry: Oof. I guess the winner is Rocky

My Winner 

The 'n' word for white people. It's also conveniently a positive thing to describe your mates.
"What's up my winners?"
"Take the strap-on off my winner"
My Winner by SonicFanLegend August 30, 2019

Real Winky Hours 

That time of night (historically past midnight) when the mind starts to stray, often resulting in much more suggestive messaging between two individuals. Said messages will often end with a "winky face".
I'm starting to feel a tingle, we must be approaching Real Winky Hours babe
Real Winky Hours by thomaspott3r December 27, 2019

Urban winner 

To fill a vagina/ass with an object or food and have sex with the person with the objects or food in them.
Juan: I love doing the Urban Winner....

Mark: Have you done it with ice?
Juan: Have you ever tried a Popsicle at the same time?

Pinky Winky 

Its what you have to do to train your girl to become a anal master, you gotta finger her with 2 in the pink and one in the stink and that one is the be the pinky.
Ana:Last night Darrel did the pinky winky on me and I think I ready for his whole 2 inches!