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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
Related Words
An adjective for somone who surpasses the definition of Winning, therefore # is placed before the word.
#Winning by #Winnanator March 25, 2011
wearing the same clothing as your friend
OMG we are wearing the same vans #twinning (now you usually take a photo)
#twinning by itswhatervrs November 3, 2013
Charlie Sheen + #WINNING-
bang 7 gram rocks = # WINNING!

pints of tigers blood = # WINNING!
# WINNING by brokenglass420 March 29, 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!

Breadhead 

Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".
A breadhead is like a crackhead, but for money instead of crack.
Breadhead by 🅱️ U S 3 4 8 March 30, 2022