Dill headed Winkertoss 

An artistically compelling character in the slideshow of life.

"That Agustus Gloop is a dill headed winkertoss

Dill headed Winkertoss by snrod June 20, 2011

Winnie 

A girl that you would fall in love after you've know how amazing she is. She is a hard worker that always does her best in everything, she cares alot about what other people think about her, although she doesn't show it on her face. Winnie is a girl that doesn't show her feelings on her face, she hides every sadness and things that people talk about her behind her back. She always carry her smile on her face so that she doesn't makes anyone sad. She is also a caring person that can make other people from sad to happy by words and smile, but she doesn't know how to do it to herself.

"She is such a hardworker!" One of her friend said
"Yeah, yeah she would even risk her life for it" 'friend' said
"Is that what they think about me..." said Winnie (her heart stings)
Walk in with a smile "Morning!".....

Winnie by SkyHigh167 December 12, 2018

squiggle winker 

NOUN - a person that winks a squiggle (often used as an insult)

ADJECTIVE - used to describe a person as needing of approval, attention-seeking and rather pathetic

Hey, squiggle winker - come over here

Wow, Donald Trump is great - he isn’t a squiggle winker - thank god

squiggle winker by zooknookie July 19, 2019

Winkies 

Noun (plural). It means the sort of assholes who try to get their advert accepted as an Urban Dictionary definition. The sort of people who try to get a flattering definition accepted, of themselves if they haven't got any friends, or of some female if they think it will help them get into her knickers. These are the same sort of people who will attempt to get an unflattering description of someone accepted as a definition because that person has pissed them off and they are too weak or chicken shit to do anything else about it.

In short they are people who are weak, ineffectual and friendless, a failed evolutionary experiment that should be consigned to Mother Nature's rubbish dump. Incidentally the noun singular (Winky) is also the name given to a minutely small penis - says it all really.

"Some wankers are try to get a plug for their website on Urban Dictionary as a definition ."
"What a crowd of winkies!"

Winkies by AKACroatalin March 18, 2015

Ripping a van winkle 

To intend to take a short nap, but end up sleeping for a much longer period. Refers to the story of Rip Van Winkle who fell asleep for a hundred years.

I meant to take a quick nap before my next class but I ended up ripping a van winkle and missing my midterm.

Ripping a van winkle by TheBleedingPen March 2, 2009

Winklejane 

The act of using one's eyelashes to perform butterfly kisses on a vagina.

Yo, baby girl. Trust me. You won't be disappointed. I've been known to Winklejane a boo all damn night.

Winklejane by Massive Sigh July 25, 2011

Winnie the Pooh 

When you are completely naked except for a shirt

“I winnie the Pooh in the winter sometimes when I sleep because it’s too cold to sleep in the nude but not that cold where I would wear pants too.”

Winnie the Pooh by MattBussin November 18, 2022