Prepster

Hi tops tongue out, acid wash tapered leg, short-sleeve button-up print with one to many buttons undone, long crew cut with stiff gel, swatch watch

preppy boy swag, hey!

surf prep

ivy surf
Kelly K. says to her friend Jess S. "Look at that hot guy, he looks like he just walked out of a JC Penney magazine."

Z.M. walks over and says "I noticed you ladies eyeing me, if you must know I only wear Arizona jeans."

He walks away slinging his jean jacket over his shoulder like he just left a Canadian wedding.

Jess S. says "Oh my gosh, he is the preppiest prepster I've ever seen."

Z.M. stops to let out a fart and looks around to see if anybody heard.

The girls, oblivious to his flatulence, blush thinking about how deeply embedded his jeans are into his ass.

e.g. Zack Morris (SBTB) = prepster
by dubedge July 16, 2012
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Prepster

Kelly you are not a gangster you are a prepster.
by Patrick April 22, 2005
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Prepster

A culturally confused individual. The most common example is a person who wears Abercrombie&Fitch brand clothes, and yet manages to sag their pants, wear their hats sideways and talk ghetto. In essence, a socially awkward tool.
Guy #1: "Ayo! Both my parents are lawyers and we own a huge house, and I'm thirteen, but I'm still hood yo!"
Guy #2: "Oh my God, shut the fuck up. You're not hood, you're just a Prepster."
by Dan Pierce2 October 20, 2009
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Prepster

A person who dresses very preppy, but tries to act gangster at the same time.
by ubc217a September 27, 2012
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