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2.
A swindling gangsta!

A no good cheating player who pays no mind to the rules. He owes you money and has the nerve to call you "Honey". He's no good. Someone who takes advantage of the disadvantage, for his own advantage.
He's trying to front, but I peeped his game. He still owes me money and he's gonna pay! Old Swankster!
by Classy Bear January 22, 2012
 
1.
someone who's really fashionable, modern, smooth

(takeoff on gangster without the negative connotation 0_o)
She's such a rad swankster!
by Amaranth yea yea whoa! May 18, 2005
 
3.
So awesome, cool, hip, in-style, classy and enigmatic that you automatically become a bad-ass, in other words a swankster. No one can help but gaze and admire your mysterious awesomeness and class, you don't get into fights, the girls come to you and you always get what you want. Everyone considers themselves to uncool to talk or interact with you and you consider yourself to cool to interact with the rest of the world.
'Hey you heard about that new kid in school? I heard he got into a fight with a guy and won without hitting him, what a swankster.'
by Kalnox October 21, 2011