a lot of these people are right, but a lot are wrong...I'll set the record straight...this definition comes from a TRUE prep-one who has summered in Nantucket for 12 years, and who goes to a top New England boarding school. A prep is usually waspy, but doesn't have to be. Some of the peppiest people I know live "new money" communities like Potomac, MD and Chevy Chase, MD. Preppiness is not just a particular clothing style, it is a lifestyle as well (I know everyone on here says that, but it's true). A preppy guy wears Vineyard Vines boxers, belts, and ties, Patagonia and The North Face fleeces, Birkenstock clogs, Rainbow and Reef flip flops, J Crew pants and critter shorts, Ralph Lauren seersucker/embroidered pants, Brooks Brothers ties and blazers, Ralph Lauren polo and oxford shirts in literally every color, a favorite is lime green with a pink Polo player icon, CK Bradley/CJ Laing/J. McLaughlin/Maax ribbon/needle pointed belts, Tiffany and Co monogrammed money clips and belt buckles, North Face backpacks, Ralph Lauren chino shorts and cable knit cashmere sweaters, LOTS of Lacoste shirts and Lacoste rugbys, Ralph Lauren rugbys, L.L. Bean Boots and moccasins, and Lilly Pulitzer/CJ Laing ties and bathing suits (yeah they're bright and kind of fruity, but that’s the point). Also worn are Sperry topsiders and Barbour jackets. Aviator sunglasses complete the look. Preppy girls dress basically the same as the guys, with some more designer items, like Seven jeans and Gucci sunglasses/horse bit loafers. Preps don’t always pop their collars, as now absolutely everyone is doing it in a vain attempt to be truly preppy. Sweaters are still tied around the neck, but less frequently. Preps would never go to a mall, and if that is the only shopping center near by, then Neimans and Saks are ok. Americana Manhasset is the only acceptable “mall,” if you will.
One thing that irritates me is when snotty Abercrombie wannabe preps call themselves preppy just because they wear a trashy shirt and like pink shorts. That stuff can make someone look put together, but it’s not preppy. Favorite prep activities include hunting, tailgating, playing tennis/lacrosse/sailing/squash/field hockey. Another prep pastime includes getting drunk on the vodka from Daddy’s liquor cabinet or sneaking some at the club. Preps summer in Maine, Nantucket, Martha’s Vineyard, and sometimes travel abroad. Preppy colleges include Princeton, Yale, Harvard, Dartmouth, Trinity, Colorado College, Bowdoin, etc. Preps grow up and marry other female preps who are like them. Preps are really nice, get to know some and you’ll see. They are never snobby, the snobby people are the fake preps who blast rap and drive around in heinous “tricked out” cars and wear Abercrombie, the skankiest brand at the mall. So go to a Dave Matthews or OAR concert, take a trip to Nantucket, or just walk down the street, and you will encounter some really nice preppy people.
Biff walked into class late, but he looked awesome in his seersucker shorts, Rainbow flip flops, Maax belt, and Ralph Lauren polo shirt.