"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 s****y 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"
"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/topside rs, 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."
Answered By: Mark - 1/27/2008