Winnie the Pooh 

When you put honey in someone's butthole and then fuck it.

Jack asked rose if he could Winnie the Pooh, then put honey in her ass before he fucked her.

Winnie the Pooh by Methpeppers March 25, 2017

Homeschool Winner 

From www.homesterrunner.com
Homestar's brother who never became a real character.

No one knows the Homeschool Winner

Homeschool Winner by Nathan April 28, 2003

Homeschool Winner 

Homeschool Winner is Homestar's little brother. He is skinnier, and a little taller, because he was into books and computers from his wee ages and didn't get out much. He's all into technology and is a nerd. He owns a Dell. He lives a little ways outside of Free Country, and doesn't visit often. He hosts his own e-mails at www.independenthomestar.com forums. He was also the target of an enlightening interview there, too.

I am Homeschool Winner.

Homeschool Winner by Homeschool Winner September 14, 2003

Whitebread winner 

The sole provider for a middle-of-the-road, clean-cut, middle-class family.

"Carl is totally the whitebread winner for his sorry suburbanite family."

Whitebread winner by Choppermech December 31, 2018

WINNER 

someone who is cool, the can dress, they're sexy, and they KNOW they're better then everyone else around them.

samantha: hey did you see what Jewel, and Kirstin were wearing today?
sarah: yeah, they're SUCH winners, i wish i was them!!

WINNER by Jewel kirstin January 31, 2009

Winky Wink

A female that's easily persuaded in to conversation with any fuck boy that shows intrest most likely to fuck yo homies when you not around.....

That bitch for everybody she's a "WINKY WINK"

Winky Wink by The real music people September 21, 2016

Warm Winky 

When you heat up a corn dog and shove it up another man or womans ass. Resulting in a corn dog stuck in ur partners ass hole but you get to keep the stick.

I was slammin my gf and than i gave her a warm winky and she flipped but i lick the stick to this day.

Warm Winky by Muftak May 18, 2006