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43.
Preppy is NOT about being a cheerleader who is very snobby. to be a prep you need to live on the northern east coast (no, preps are not from california). preps play sports but do not have to be athletic. these sports include tennis, golf, polo, horseback riding, sailing, lacrosse, baseball... etc. there is a huge controversy over the fashions that preppy people wear. preps do not wear revealing or tight clothing. polo shirt, capris, sweater sets, ribbons in the hair, ribbon belts,knee socks,and loafers are common preppy clothing styles. brands such as lily, lacoste, ralph lauren, and birkenstock are common. stores like a&f and american eagle are preppy too, but some clothes from these stores are too revealing or tight to be considered preppy. the most important thing to know is that preps are classy, put togther, and natural looking.
Pearls and a polo with a popped collar look very nice with capris.
by Rachel April 01, 2005
 
44.
adjective
This word found its start with the term "Prep School", or preperatory school, which is an elite high school where teenagers live in dormitories on campus. (i.e. Phillips Academy in Andover, Massachusetts - shout out to all my girls at PA!!!) Since these schools are populated by a particular class of people, with a particular style, the adjective PREPPY emerged.
'Preppy' can refer to members of a certain social class, but can also be more generally used as description of personal style.
In terms of style, the stereotype is a mixture of pink-and-green. Pants are typically khakis, Nantucket Reds, and, for men, often khaki-cotton-material in bright neon colors such as pink and lime green. The epitome of preppy pants are the latter, decorated by a pattern of sewn-in whales of a darker contrasting shade. Classic button-down shirts, usually solid or striped, are common, as well as solid and striped polos. The collars of the polo shirts are always "popped", or turned up instead of folded over. Often, polos of different colors are layered, the one on the bottom matching the skirt/pants, the belt, or the headband. Flip-flops are the coup de grace, no matter what the weather. However, when our toes are absolutely freezing off, we wear Uggs, with the tops folded over to expose the fur and our jeans tucked in. We wear v-neck cable-knits and argyles over button-downs. North Face jackets are a must. Pearls are best for jewelry. Excess hair products, jewelry, and make-up is frowned upon. Accessories include Nalgene bottles and tote bags.
In terms of the lifestyle, "preps", or preppy people, typically live in the New England area. They usually belong to Yacht Clubs, Beach Clubs, or Country Clubs, depending on which crowd they run with (i.e. The Eastern Yacht Club in Marblehead, Massachusetts). Their children go to private elementary and middle schools, and are attended by foreign female au pairs, to keep them out of their parents' way until they can be shipped off to boarding school (not that we mind much). They dress in preppy clothes (see above), and spend much of their time shopping to find them. The Jewish kids among them throw fabulous bar mitzvahs during middle school, and if the WASPs and Catholic kids get jealous, we throw even more fabulous Sweet Sixteens, which are similar to bar mitzvahs escept with less religion and more liquor. We all know each other. All of us. I know, it's hard to believe, but somehow we are all intermarried, or at least have some mutual friends. The women are either housewives on committees and boards and things, or they are incredibly successful professionals, like partners in a law firm or the head neurosurgeon at a hospital. The fathers make lots of money, and are always gone on business, and play lots of golf. Acceptable sports are lacrosse, soccer, crew, polo, and sometimes water polo. We are either radically liberal (like my family) or radically conservative, but we don't discuss politics unless everyone in the room is on the same side. We will all get into an Ivy League school. This is a necessity. We summer on the Cape, or the Hamptons, or Nantucket. We spend March break in Atlantis and Cancun and other trendy resorts. Contrary to popular belief, not all preppy people are wealthy - but the more money you have, the easier it is to fulfill the lifestyle and to enjoy its benefits.
The taller girl snorted out a laugh, and her nose ring wobbled a little as her face settled into a derisive sneer. "Look," she said derisively, her voice deliberately too loud, "the preps are slumming it on our side of town." The group looked up at the sound of her voice, scowling back at her triumphant smile. They looked like they had just stepped out of a J. Crew catalog, but were beginning to get the distinct impression that they took a wrong turn and ended up in hell.
by PA gal February 12, 2005
 
45.
preppy- a true prep does not wear abercrombie and fitch, hollister, or american eagle.A true preppie always looks put together,clean cut, and crisp. We would never ever put on a slutty shirt from a and f. We like to dress to impress! like wearing clothes from ralph lauren polo, l l bean ect. we always have our colars popped up and most of the time have pearls around our necks. None of us would be caught dead in anything else. You might think that the kids at your school who wear a n f and hollister are preppy....but they are not. They are just trashy looking.
omg did you see kristie today? she was looking good in her pink ralph lauren polo with her colar popped up.
by polo prep July 19, 2004
 
46.
I know youv heard it before but it is extremely true: preppy is not about what u wear it is about the lifestyle. Most preps are born preppy into a preppy family. the most preppy is “waspy” families (white anglo-saxon protestant), followed behind by catholics and jews, although i have seen many black, hispanic, asian etc preps too.
-PREPPY CLOTHING: Preppy stores are mainly the ones you can find in nordstrom or bloomingdales: lacoste, ralph lauren, and many others. North Faces are the newest jackets for preps, and abercrombie could be considered the "neo-prep" by some, but dont overbuy abercrombie. Hollister and Aeropostale is not preppy, but preps can own clothes from there. American Eagle can be preppy, but as abercrombie dont overbuy. For males, polos are a must, in many colors. Khakis, rope belts and bracelets, sandals, sweaters or north face fleeces, etc. Girls have a larger variety, included polos as well, tanks, khakis, fitting sweaters, ribbons, rope belts, sandals etc ( beleive me there are a LOT more)
-PREPPY AREAS: Most preps live in the northeast, but many can be found in California. Westchester, NY; Greenwich, CT, etc are places where many preps can be found. Most attend prep or boarding schools, yet many attend suburban public schools. They do well in school, which runs in their family, and go off to similar colleges as their parents, primarily ivy league
-PREPPY CARS: Preppy cars are important for they are the first impression in many cases. Preppy families should have at least three cars: An SUV, a sedan, and a sports car. Mercedes, BMW, Lexus ect make great SUVs and sedans, as well as sports cars. But for sports cars, its necessary to think out of the box. Porsches are popular for preps
-PREPPY ATTITUDE AND OVERALL LIFESTYLE: Preps have many friends but may not be the most popular in their school. They are not stuck up and find no need to brag, people already know they are rich. Prep dads are business executives and real estate investors. Mothers are usually working mothers, either involved in their husbands business or successful on their own (for example successful lawyers). They are NOT stuck up, as their children, but they enjoy to spend time with families similar to theirs. They are not unaware of their children's lives, yet they dont need to be too involved because their children are doing fine on their own.
-PREPPY SPORTS AND ACTIVITES: Preps play sports they can play their entire lives, tennis and golf at their country clubs with their family and family friends, as well as lacrosse or soccer at their schools. Girls can be cheerleaders, but its not necessary
-PREPPY PETS: Preps do NOT have small ugly dogs that they carry around with them. Usually preps hav medium sized white dogs (such as bichons or poodles) or large, dark furred dogs with their heads high (such as Great Danes).
-PREPPY HOMES: Preps live in large houses, with European style exteriors and neo-classic, antique interiors. They also have other houses, such as winter homes in the mountains or summer homes. Florida condos are a popular vacation spots for preps. Winter is spent skiing, in Colorado and the Alps; Spring break is spent in the Hamptons, or Florida, or other vacation spots. Summer is spent in Europe and at the country club. Family trips dominate parent trips (usually to vineyards) but they are popular too.
Overall, preps are the ideal person, in the ideal family and the ideal school. They are moderately rich, and will be rich when they grow up. Many have "old money", but still some dont. They have an attitude that is NOT stuck up, yet still hav an air of importance. Preppy Brand names, country clubs, and trips to preppy vacation spots are important. And ultimately bragging is unnecessary, if you really are preppy and rich, people will know.
Preppy Mother: come, son, your dad's out in the mercedes ready to go play golf at the club and he wants you to join us!
by the drex April 22, 2007
 
47.
Generally, the term "Preppy" is attributed to an individual who has lived that sort of lifestyle because of birth and social standing. The term "Preppy" is currently overused to describe Nouveau Riche and Upper middle- middle class fraternity/ sorority members who dress in "bright" colors hoping to symbolize that they "live" that sort of lifestyle. First off, it's a scam, it's faux. True Preppies don't event try to be Preppies, they just are. It cannot be catagorized.
The majority of people trying to pull off the preppy vibe can never hope to achieve the social standing or bank accounts of a true, blood blooded, prepster.
Peyton tries so hard to be a preppy, except he drinks bud light out of cans.
by CS Hagan September 07, 2006
 
48.
I agree with most of the definitions. Preps always have to have there collars popped, they need to wear brands such as Lacoste, Ralph Lauren polo, Lilly, Brooks Brother, etc….. But the one thing I disagree with is that all preps live in New England. I live in Michigan, but I use to live in Connecticut, and I go to a prep school and I wear all of the brands listed above and I’m very preppy, so not all preps live in New England.
Look at that really preppy girl who dosnt live in New England.
by Lacoste chick May 01, 2005
 
49.
most of the people on this site truly have no idea what preppy is. preppy is a way of life, a style, a feeling. it is NOT Abercrombie and Fitch or AE. Not classy enough.
Westfield, New Jersey
by sara March 11, 2005