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Apparently Charlie Sheen is doing a lot of it and tweeting about it constantly.
Banged another two hookers and snorted 5 lines of coke. I really am #winning.
#winning by celebrator1975 March 24, 2011
Related Words
#winning #WinningOnPurpose # :# #:( #! #%@! #_# #& #!@*
During Charlie Sheen's "reinvention" of himself as a tiger-blood-dripping warlock, one of his favorite mantras is "WINNING!" This particular usage is most common on Twitter, where the pound symbol (#) indicates a trending topic to follow.
Face it folks, you just feel better when you say it. #WINNING

#WINNING! #teamsheen

RT @ParisHilton @CharlieSheen Hey Neighbor, I think I might have #Tigerblood ;) and I'm definitely #Winning! Can't wait for #Sheen's-Korner
#WINNING by jimmyjohnbrown March 26, 2011
An adjective for somone who surpasses the definition of Winning, therefore # is placed before the word.
Charlie Sheen is #Winning
#Winning by #Winnanator March 25, 2011

#WinningOnPurpose

Having a attitude that you will accomplish, achieve, elevate!
I passed my math test today. #WinningOnPurpose. Yes!

No matter what comes my way. I'm going to have a #WinningOnPurpose Attitude!

Hate Sink 

A person you hate intensely not because they deserve such hatred but because they serve as a focus for your general hatred. A healthy way to dispense with excess animosity.
Jake's not really that big an asshole. He just serves as my hate sink.
Word of the Day on July 26, 2026

funiosity 

The art of being peculiar, but in an amusing fashion.
"Wow, look at that dog running on three legs"
- "Yeah, that sure is a funiosity"
funiosity by Supersonic Stevie November 23, 2007
Word of the Day on July 25, 2026