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A prep is typically a well-educated, good-looking person who comes from a solid, well-established, "old-money" family. Preps lean towards conservatism, and generally are well-dressed and buttoned-down in public. A prep is inclined to wear clothes from Brooks, Lacoste, J. Crew, and Lily Pulitzer - NOT Abercrombie or American Eagle, as some non-preps believe. A prep is usually an all around good guy (or girl) and would be unlikely to brag about their status or wealth. Preps shouldn't be characterized as spoiled underachievers - if they were, where would top-tier schools like Princeton get their preppy reputations? Colleges and universites are becoming more democratic each year; an unqualified student wouldn't gain admittance on family wealth alone. People who bash preps have probably only had contact with the A & F, A & E kind of wannabe-prep - and in many cases I would agree with their comments. But a true prep is far more understated; they would drive a Volkswagen GTI over a Cadillac, vacation on the Vineyard or on Bermuda rather than on St. Bart's, favor subtlety over ostentation. The people on this site who don't like preps are either jealous or haven't actually met a real one.
Muffy and Bif spent much of the summer drinking G & T's and playing tennis at the preppy club in Old Lyme.
by Chip April 14, 2004
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Prep's dont have to come from old money or go to private schools or academy's like they usually do. Preps usually vacation on Nantucket Island, Martha's Vineyard, The Cape, Hamptons, Delray, and Maine. Prep's vacation homes are most likely on the east coast vacationing at spots such as VT to go skiing otherwise houses are at the beach.
Prep's don't buy stuff at malls, they usually stick to going to small store's maybe in Greenwich or New Caanan. If you wear american eagle, abercrombie and fitch, Hollister, or any of the "trendy and in" clothing stores you are not a prep.The only time you will see a prep shopping at stores such as american eagle is when they aren't going to be going to Murray's for a while and they need another pair of nantucket reds. True prep's shop at Lacoste, Ralph Lauren, Vinyard Vines, Lilly pulitzer, Petit Bateau, north face, barbour,birkenstocks, CK Bradley, Brooke Brothers, J. Crew, eliza b, Patagonia, L.L. Bean for their totebags which almost every prep owns. Prep's carry around their school stuff in tote bags from L.L. bean, vineyard vines, long champ, herve chapelier, and maybe a vera bradley tote. Prep's never wear short skirts or shorts. We wear patterns such as madras and seersucker, We wear khakis and jeans made by blue cult or seven but not limited to these brands. We wear usually wear light colors but tend to wear brighter ones towards the summertime.
Prep's wear very classical jewlery such as pearls and diamond studs, we wear tiffany's jewlery, such as the beaded sterling silver bracelet, we don't usually go for the most popular style's at tiffany's like the sterling silver tiffany's bracelet and necklace that advertise tiffanys on it we usually go for the initial necklace that has your first inital letter or even the starfish necklace that they have there anything cute and simple but never tacky.
Prep's never wear alot of makeup the less the better, we never look tired, even though we party as hard as we work,
our hair is always neat and straight and long, if your hair is curly we get it permantly straightened or try and staighten it everyday hair is usually worn down however, preps wear their hair up with cute grosgrain ribbons.
Prep's are usually but not always active people, we play sports such as lacrosse, field hockey, sailing, golf, hockey, baseball.
Prep's usually wear classic perfumes made by chanel or mainly perfumes by Ralph Lauren
preps own:

*birkenstock clogs and sandals
*jack rogers
*a variety of polos from lilly, polo, lacoste, and other
*pearls
*ribbon
*khakis
*ribbon belts
*cable knit sweaters
*headbands
*eliza b sandals
*eliza b belts
*crocs
*long champ bags
*sunglasses, usually big chanel or dior ones
*anything nautical
Prep's usually drive nice cars such as landrover's, discovery, range rover, and defenders, they also drive BMW's and merecedes

REMEMBER....
PREPPY IS A LIFESTYLE NOT A TREND
being preppy will never go out of style
you cant just pop your collar and be preppy
She is so preppy, I've never seen someone wear so many polos before.
by ateggs February 20, 2006
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A prep...someone who is classy and classic, not too showy or they would not be a prep, generally from the new england area, but can also be from the south, usually from a private "prep" school like Woodberry Forest or Baylor or Harpeth Hall, girls dress incudes polos, khakis, cardigans, floral dresses, cable knit sweaters, from places like polo, lilly, jcrew, and ck bradley, they carry tote bags with their monograms from llbean , wear pearls and silver monogram jewelry, wear ribbon belts from eliza b, and do not dress slutty in any way, boys wear polos, khakis, madras print shorts from banana, polo, jcrew, and nantucket reds, jackets from the north face, flip flops from rainbows, scruffed up baseball caps, the color code for both includes bright colors like pink, green, purple, and yellow, they are generally smart and nice and from a good, well-established family, they get into selective, private colleges, they sail, play tennis, golf, and swimming, as well as lacrosse and field hockey and sometimes soccer
Hey Muffy, I just bought a new lilly to wear to the club this Sunday!
by Ellie April 15, 2005
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What do people mean when they say "preppy" (and I'm not talking about the slutty Abercrombie-type prep that everyone seems to talk about here).....?

Preppy as in boarding schools and summers on nantucket. Preppy as in WASP and old money. As in LL Bean fur moccasins and ribbons in your hair, and flip-flops when it's 10 degrees outside. As in sailing and Topsiders and looking back on your house from your boat and being so, so happy. Preppy as in buying clothes not for the label but for what they look like. Preppy as in collars up and Nantucket Red shorts faded to pink. As in crew, tennis, squash, lacrosse. As in Connecticut, Massachusetts, New Hampshire, Maine. As in Ivy League and prep schools with the word "academy" in their names.

As you can probably tell, I've had a lot of experience with this sort of person...and I suppose I am one...but so what if I summer on the Cape and wear blue seersucker and play tennis? Preppy is not a trend, it's a LIFESTYLE...it can never go out of fashion. There will always be people trying to emulate the preppy clothes and thinking they are preps, but really it's about your background and your education and where you summer. Not everyone who wears Lilly is a prep-- there is certain fashion that preppies usually wear, but that doesn't mean someone can just pop their collar and pretend they went to Groton or Choate.
"Preppy is a lifestyle, not a clothing style," Bitsy sighed as she observed the West Coast girls trying to pull off Reds. Her friend Buffy nodded before they resumed their tennis game.
by Lilly April 21, 2004
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I grew up around many true preps and liked most of them. I'm 45 and when we were teens we wore madras pants, B.Bro oxfords, Izod underneath (popped)and Weejuns with 1/10 Krugerands in the penny slots, no socks. We shopped at either Belks or Collins (Bruce and Allen Collins were text book preps)drank cheap beer and and chased tale like every other guy. The tale we were chasing was very elusive prep girls. (Not party prep A&F girls like nowdays, the real refined kind)We did our partying at Ocean Drive Beach S.C. during graduation (anybody's graduation) but we summered in the OBX or Litchfield where the people like us were also summering.
Chip and Bruce are meeting us at The Pad at ten'ish. He said to stop at Hardwicks on the way, cause we were going to a party the Sigma Chi girls were throwing at Cherry Grove. Don't wear those garish sandles, wear your loafers. I'm wearing my new madras shorts and ox thats a little big on me.Don't wear that damn Rolex, you look like a pimp, you can wear my Timex if you have to know the time. Later Gator.
by Charlie January 19, 2005
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"preppy" has come to mean the opposite or "punk" or "goth"-meaning unoriginal and stuck up, which is completely unfair to the true meaning of preppy.
(so yes, those of you who define preppy as:LOVES A+F, PINK, MAKEUP,MAKING FUN OF GOTHS and CHEERLEADING!!!!! are wrong)

the definition:
"preppy" is a lifestyle; that of many well-to-do and often "waspy" families of New England and New York; most preppy teenagers have been preppy since birth; have attended private/boarding schools in New England all of their lives; enjoy sophisticated, lifelong sports such as (but not restricted to)tennis, sailing, skiing, and golf. Many live in classically preppy areas such as New Canaan, CT; the North Shore, MA; Westchester County, NY; and Greenwich, CT. Many also have second or third homes in Vermont for skiing, or Nantucket/Block Island/Cape Cod for summers.
Many are legacies at boarding schools/colleges in the North East, many are talented but party as hard as they work; Most are old money (see wasp) but there are "nouveau riche" preps who may prefer more modern customs (ie. abercrombie etc) than the timeless classics of the "wasp" lifestyle.
Preppy clothing designers include (but are not limited to):
Lilly Pulitzer, Ralph Lauren, Petit Bateau, J.Crew, Anthropologie, Patagonia, Birkinstock, Brooks Brothers, Lacoste, C.K. Bradley, L.L. Bean, the North Face, etc.
Preppy Designers do NOT include:
Abercrombie and Fitch, Express, American Eagle, The Limited, Guess, Aeropostale, etc.
HOWEVER: preppy items may be found at many of these locations (ex: nantucket red girls chinos at American Eagle)
Preppy (girls) essentials include:
ribbon belts,minimal makeup (or better, none), minimal hair styling, pearls, oxfords, polos, chinos, birkinstock clogs, sauconys, headbands, cableknit sweaters, brightly colored pants, cropped pants, jack rogers sandals, lilly pulitzer sundresses, longchamp/herve chapelier/vineyard vines/ll bean totes, patagonia fleeces, reef sandals, JCrew bathing suits, rainbow sandals,moccasins/topsiders, and many more.
preppy (boys) essentials include:
brightly colored baseball hats, rainbow sandals, Ralph Lauren polo shirts (in ALL colors- the brighter the better), nautical rope bracelets, nantucket red khakis, messy/unkempt hair (or minimal styling), other brightly colored khakis/shorts, crewneck sweaters, flannel/plaid oxfords, rope belts, striped ties, vineyard vines ties, LL bean boots, patagonia fleeces, navy blazers + khakis, topsiders, and much more.
by _Kate_ February 16, 2004
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As a person who is rather familiar with the 'preppy' lifestyle I though I should clarify some of the definations in here.
A TRUE prep DOES NOT wear Abercrombie & Fitch, American Eagle, Hollister ect. nor do they wear slutty or revealing clothes.
They DO wear Lacoste, Ralph Lauren Polo, Lilly, Brooks Brothers, L.L. Bean, North Face, Birkinstock and J.Crew. Sweaters are worn around the neck and collars are always popped. Ribbons are often worn as belts and/or in their hair. Girls wear little or no makeup. They love pearls. For boys, nantucket red khakis are a must. Some wear layerd polos.
Most preppies attend private schools (ie Tabor Academy) and then private colleges in New England.
Many live in the New England area (Massachusetts, Connecticut sometimes New York) Most people sterotype them to be rich and stuck up but this is mostly not the case. Most preps do not flaunt their money.
Sports include sailing (a must), golf, tennis, lacrosse, soccer and skiing.
Many prep families vacation in Vermont in the winter and Cape Cod, Nantucket or Martha's Vineyard in the summer.
There are many 'wannabe' preps floating around today because they think it is 'cool.' Real preppies have been so since birth. They usually come form a long line of preps.
also see wasp
Elizabeth sighed, "They think they're 'cool' with their A&F polos and AE skirts." James agreed as he adjusted the sails on their sailboat.
by jessica December 28, 2004
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