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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.
#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!
well known from south park
rednecks get angrry that future folk took there jobs so they yell
They took ouare jerbs!
Them future folk took ouare jerbs!
jerb by Jimberley Kim April 7, 2005
Word of the Day on May 22, 2026
An Irish phrase meaning shit, derived from ass
(Not to be confused with the literal description of one's buttocks)
"Did you hear the song Aylek$ dropped?"
"Hardly. Her music is absolute cheeks."

"My boyfriend say LaFlame is cheeks."
"Tell your boyfriend I said it's his mixtape that's cheeks."
Cheeks by thecartisan April 26, 2020
Word of the Day on May 21, 2026