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1.
Stealing somebody else's ways, copying their swagger. Popularized by Juelz Santana.
Newer rappers are always swagger jacking artists like Tupac and B.I.G
by Shelaya November 28, 2005
 
2.
Copycating done by a motherfucker (usually bitchmade) who has no original sense of style, genuine charisma, or game of their own, who in actuality tries to hide their lameness by copying the style of "fre$h"/popular individuals that he/she hates on the low. (orgin NYC)
That swaggerjacking ass nigger tried to hate on my whole style last week and this week u would of thought this bitchmade nigga my fucking twin!
by FRESHPRINZEYPC/WHOREMONGER8 August 09, 2008
 
3.
A person who jacks or steals someone else's swagger. When someone that is not very cool takes feels the need to take someone else's swagger or awesomeness.
Raul: Oh my god I'm so awesome! And i think I'll take the Spanish name Cristobal!

Josh: Oh my god that Raul kid is sooooo awesome and cool! The only way I can be as cool as him is to Swagger Jack him and take the name Raul.

Raul: Stop Swagger Jacking me, you will never be as awesome or cool as me.
by rcar31 October 07, 2009