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 prepster is a hood version of a prep, its like Prep+ Gangster =PREPSTER!! prepsters are like super prepy while still having their gehtoness but a hipster appeal. their happy and hot!! they want to make the world a better more fashionable place. they shop at pac sun hollister and areopostale as well as hot topic and delihas. they are the like the hottest of the preppy kids and walk around with smiles or other random faces their like more a more normal version of scence kids
prepster kids that always wear pac sun and areopostal or hollister all at the same time.
by logan low March 06, 2009
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prepster

A childish, spoiled man between the ages of 18 and 30 who exhibits the following characteristics:
1. uses Axe body spray
2. shops at Hollister, preferably, or at Abercrombie & Fitch. If these are not available in his locale, he will shop at Macy's as a last resort.
3. wears his hair in a "bed head" (messy, uncombed) style.
4. aspires to attend a private college, join a fraternity, and one day live like the losers on the "Friends" TV show.
5. hangs out at Starbucks and the mall.
6. would not be caught dead wearing jeans and a t-shirt.
7. comes from a middle-class/upper middle-class family.
8. will become an accountant or office drone after graduating from college and marry a bitch, but will pretend that he is a wild success.
9. listens to adult contemporary of Top 40 radio.
10. when he turns 40, will complain incessantly about his taxes, his kids, and will wonder where his life went wrong.

Origin: Cleveland OH suburbs.

Distinguished from "preppy" in the sense that a preppy is now considered outdated in some circles, and a prepster is a more derogatory term.
At my high school, all the cool kids are either jocks or prepsters.

or

He must be a prepster. The odor of Axe body spray is overwhelming.

or

Can a guy be both a minority and a prepster? Yes, my best friend is a Jewster. I know a couple of blacksters.
by slickbillie August 16, 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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