Winkerpack refers the legendary wallstreetbets shitposter u/winkerpack himself. He is best known for making too much money but sometimes his moneys go down. Often times he proclaims his wish to expose himself sometime, but never actually does.

Winkerpack just bought more Waste Management shares to help stop his moneys going down

Winkerpack by SantaAnaRockstar August 14, 2021

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wackertastic

Something that would be owned by, done by, or related to someone who would be considered a Wacker.

Wacker: "Dude, i drove with the lights and sirens on and used the air horn; it was sweet."
Non-Wacker: Wow that's wackertastic.

wackertastic by Wacker #1 August 12, 2009

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WICKED

The Boston meaning derived from the movie " West Side Story" in 1961. The meaning came from the movie in which the gangs of NYC would use the word " cool ". In Somerville, Ma. in the hub of Boston, Jim Labadini orchestrated the use of this word through out the Somerville school system over 4,000 students. This was intended to be a word that would be unique to kids in Somerville to use to express " how cool" something is in their own terminology. It quickly caught on through out Greater Boston.

Somerville is the most wicked city in Boston.

WICKED by Wicked Cool Jay May 2, 2013

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