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Preppyness (yes, a its a word) is not a theme or fad, its a lifestyle, one that has been passed down in well to-do families along the east coast. Primarily these states are Maryland and Massachusetts. In Maryland, the most preppiest cities are; Bethesda, Potomac, and Chevy Chase. The preppies are only considered preppy if they attend the following schools: The Heights School, The Oakcrest School, Holy Child, Visitation, The Landon School, Bullis, Georgetown Prep, and Stone Ridge. Other schools are public and shitty. The guy preppies always wear their collars up, plaid shorts crisply ironed, and their j.crew flip flops. For the girls, their collars are also flipped up, their 8" Abercrombie & Fitch skirts low on the waist (revealing their hip bones)and their designer flip flops. In their hair they usually wear a plaid or striped bow. When traveling, preppies usually drive in the following makes of cars (nothing older than a 1995, seriously now) Mercedes, Land Rover, Jaguar, and of course, Jeep Wrangler. For the weekends, the preppies usually congregate at ones large palatial estate and discuss how great our life and friends are.
That girl isnt wearing her collar up, she must go to public school
by Matthew June 02, 2004
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79
People aften say these things about preps:
They are snobs
They think too much of themselves
All they care about is their looks and shopping
They love pink, A&f and making fun of goth/punks
They are the popular,dumn sluts.

All of these things are not true.
Here are some that are:
They are often very good at school
They are not sluts and do not dress slutty at all; in fact,most of them dress conservative (the ones that don't aren't true preps)
They do not love A&F, they wear clothes by:
Lily Pulitzer, Ralph Lauren, Tommy and so on.
THey often play sports like tennis, golf and field hockey.
They do NOT have to live in the north-east or go to a private/ boarding preppy school
I am a REAL prep (one of few in in my school) and I attend a public school.

But I do play tennis and wear some designer clothes.
I dress like a full-on prep and people at my school do not like that.
It's weird that I'm not even that popular and people still spread nasty rumors about me just because of my personality and style:PREPPY.

Not often are preps as rich as people say they are, but most of them are well-off, as some would say.
My father is a successful shipbuilder and my family is what you would call 'well off', but us preps don't flaunt it.
We're not very public or rowdy and loud.

The preppy thing generally started in the late 70's and it had never went out of style.

Preps are also good people; good grades, good families, they do good things for their communities.
Preppy=Good!
Preppy Style Essentials:
Polos (bright colors, please, and collars always popped.)
Oxford Shirts
Birkenstock Clogs
KHAKIS!!!!!!!!
Stripes and ribbons
Pearls
Tennis skirts
Topsiders
Bright Pink and Kelly Green are a must!
Jules and Alex were headed to Williamsburg to shop after they were done volunteering at Historic Yorktown.
Jules was wearing her favorite green oxford shirt, collar popped and Alex was wearing an almost identical outfit. Jules also had a stripes ribbon belt and a ribbon watch on to accessorize her look.
by Jules February 14, 2005
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80
A gorgeous, rich girl who plays golf and tennis and who skis in the winter. They belong to country clubs just for playing golf and belong to other clubs just for playing tennis because the tennis lessons at the country club are not foccused on tennis. She has attended a private school since the age of 3 and has goals in life such as being a Lawyer, Doctor or CEO of a medium to large company. She wears ribbons in her hair from Burberry, Coach, Louis Vuitton etc... and is extremely nice. She is beautifull but might not be popular. She is always clean and always brushes her teeth. In the summer, they have a BMW convertible and in the winter they have a Poarshe or Mercedes-Benz. When people look at them they smile unless they are looking at their new-never-before-seen car because she has always had "old money" and is used to being rich and having the best cars ever. She has her own luxurious bedroom and is again, extremly nice to everybody. She gets great grades and has Britney Spear's body. She is super cute and super nice. She has a ton of REAL friends. She doesn't care about popularity unless, she can't do anything about it. She has a preppy car (BMW, etc...) as well as a preppy "coat and tie) boyfriend.
A prep is hard to be, but anybody can be it with a little of hard work
by Jen February 16, 2004
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81
Intelligent, Sophisticated, Stylish, Often Popular; Sometimes Well-Off, but not always, as thought in the general stereotype. Abercombie and Fitch, American Eagle, Gap, etc. are not expensive, as some people think. The aforementioned brands are not really significantly stylish, but are of good quality, nevertheless. And not all preps are stuck up, as thought in the general stereotype. There are variations of preps, just as there are of any other social category of people.
Go to school, the mall, etc., see for yourself.
by Stockton August 30, 2003
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82
a preppy person is what a UK ya would be in america. A preppy gains their name from going to prepatory school, while a ya is called that due to the way they speak (oh, ya, super dahling)-it is taken for granted that a ya went to private school. The main similarities are that they both tend to be affluent (note, they do not have to be mega-rich), they both tend to be old money with big old houses (ya in south east of england, preppy, north east coast of usa), they both tend to have traditional summer houses that have been in the family for generations (ya in highlands of scotland, preppy in places like marthas vineyard), they both have a fashion uniform (a female ya has to wear a pastel pashmina and have long blonde hair, a male ya has to have a gilet and a pink rugby shirt, a preppy basically has to wear ralph lauren with the collar up).
However there are differences, a ya tends to be much less overtly snobby since they belong to an overtly class loving country that will do it for them. a preppy will probably have more money since inheritance tax is destroying the upper class in the UK and therefore the ya culture.
a ya will tend to think of themselves as better than a preppy since they beleive they dont really count because they are not part of an aristocracy, and basically because they are american. a preppy will think they are better than a ya because they probably know they are richer and because they beleive they made their money and did not inherit it (even though it is in fact daddy that made it)
Ya: Oh, dahling,you simply must come over here and see the estate. its simly wonderful at this time of year!
Preppy: ok, sir/lord/countX il get my dad to prepare the jet.
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83
Okay, just to get the record straight a prep is someone who likes, polo, lilly, lacoste, ect. They do not like a & f, or age, they are wannabe stores, preps like ribbons, in their hair and around their waists. They are not stupid nor slutty instead very classy. The are not mean either, they are nice and respect all groups (Goth, punk, ect.) They come from well off family’s and usually belong to nice country clubs. They like playing tennis, golf, field hockey, ballet ect. And they do not have to come from new England that is just a popular place for them. Most go to expensive private day schools, or boarding schools. Get good grades. And will end up going to a good collage. It does not matter what color their hair is it can be blond, red or brown! They like polo’s, bright colors (pink and green) nice jeans, sevens, or citizens, they enjoy wearing juicy couture and uggs to be comfy. They tend to shy away from malls but will go to nemins and saks and nords, as well as stores the the Polo store ect. They love pearls and lofers!
Preppy people are nice, kind caring and respectful.
by Polo lover September 12, 2006
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84
I can't agree more with all of you, who talk about conservative dress, traditional style, and class.
I found this grat website with preppy "rules" if you will. www.ctpreppy.com check it out.
Bitsy is so cute with her lacoste polo and cashmere sweater around her neck, what an adorable prep!
by muffie August 28, 2004
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