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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!
Spidey sense for evading poop on the street, canine or otherwise.
When walking in NYC or LA, you need shitdar.
Shitdar by Sickomonster June 3, 2026
Word of the Day on June 6, 2026

Shackteâu

A Shackteau is a humble, weather-beaten, structurally questionable shelter located in a spectacular or highly coveted place—Wales, Jackson Hole, Sun Valley, Crested Butte, coastal Maine, the Alps—where the building itself may be worth almost nothing, but the dirt, view, access, and mythology make it absurdly valuable.
In use:
Shackteâu - We thought it was an abandoned shed until the realtor called it a rare alpine Shackteâu with unobstructed views and listed it for $2 million.
Shackteâu by ez-dog June 4, 2026
Word of the Day on June 5, 2026