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22.
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
67 33
 
23.
n., as used in Love Story (written by Erich Segal, made in the early '70s)-- a "preppy"/"preppie" is one who is preppy.

adj., old money, classy, conservative, tasteful. See several definitions above: private schools and first-class colleges or legacies at colleges. Philanthropy is also valued. As far as clothing goes, these days it's mainly Polo, Burberry, Lacoste, Brooks Bros., L.L. Bean, etc. Preppiness is usually found on the East Coast, most often... it seems that several people are limiting it to New England, which is not right. I have enough friends from Richmond and Raleigh and New Orleans and Atlanta to tell you that preppiness is alive and well in the South-- it's often almost exaggerated down here.
n.-- Charlotte grew up a preppy, shunning her family's new-money, money-wasting ways.

adj.-- Hunt looked rather preppy in his duck boots sans socks and his Nantucket Reds shorts.
by MFer August 03, 2004
56 22
 
24.
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
59 27
 
25.
Obviously there is much confusion on here as to what a prep is.... I suppose this is the kind of word that can be defined by where "someone sits" so to speak. However most of the definitions here are from kids in middle class towns who describe the "cool" crowd at their school. Sorry but a kid who wears Ambercrombie and drives a Civic is not a prep. It is a lifestyle. Even if you are very rich you still may not be a prep. Preps are mostly located in lower coastal CT. Parts of Mass., Southampton, and parts of Rhode Island. Most of the kids here have never seen a true prep. The clothes of choice are Brooks Brothers, J.Crew, Burberry, Lacoste and Lily Pultizer. They usually drive BMWS, Volvos, Jeeps or Benzs. They don't wear much make up.
The A&E clad jock in a middle class public school is not a prep. He is just popular

The kid driving a vintage car draped in Polo pulling up to his families equestrian country home is.
by A prep hater August 27, 2004
56 27
 
26.
a southern prep: Often will wear the same thing as any other preppy person including polos, pearls, ribbons but will also include many different colors of seersucker (never after Labor Day) and cameo hats for boys often times for their state college of choice. Conservative with a lot of southern pride! Usually don't like "yankees" too much. Might go to a New England school but will probably end up at a school like UVA or UNC (the really smart ones) or another southern school like Bama, Ole Miss, Vandy, Georgia, etc. Will join a fraternity or sorority and be very active members. Many southern preppy families are inter-related. Many of the girls will be Debs and will eventually marry a nice southern gentleman. Most likely have gone hunting before. Will probably have houses either in Mississippi (Biloxi) or Sea Island or other exclusive locales like that. Often like sailing and are part of country clubs. Love southern tradition and are very set in their ways.
Richard is always such the preppy southern gentleman, and he looks so good in his cameo hat and popped collar at the UVA football games.
by Jordan L November 14, 2005
50 23
 
27.
You may be a prep if:

1. You go to a private school on the east cost

2. you plan on attending a top private university or college

3. Your wardrobe consist of pastels.

4. you summer in Martha's Vineyard, Nantucket or the Cape, but never "The Island"

5. you drive either a BMW, Audi, Volvo, Land Rover, or a vintage Mercedes

6. you are conservative

7. you come from a WASP background

8. you are well off

9. you live in the northeast
A typical preppy line: "I took my Mercedes to Martha's Vineyard this weekend were I played polo"
by The Typical May 07, 2004
59 34
 
28.
i am really amazed by lots of these entries. a lot of them seem to get the whole jist of being preppy.. but much of them don't. there really isn't even.. a certain way you have to be which a lot of these people here are saying. preppys are just normal people. just like any person, they can be nice, mean, snobby, perfect, hideous, amazing.. you can't help how you were born. being preppy is the life you were born into. typically, it means attending a prestigious private school (usually boarding) and then continuing on to a prestigious private college. it's a priveledged lifestyle. that's really all. there are tons of preppys in the world, typically, yes they do live in the northeast but if you live in a suburb of boston and then your family needs to move to.. idk.. florida.. you are still you. your preppy family has it's ways and that's how they live. also typically preppys do wear clothes from places like polo ralph lauren, lacoste, patagonia, ll bean, vineyard vines, jcrew, and anywhere! it's all about the classics. the stores i just listed are where you can get everything preppy. but you can find a classic piece at any store. just look.
being preppy is just a lifestyle.
by guesswho2 September 08, 2004
58 34