A guy or girl who dresses perfectly without trying to. They appear to do everything well and with ease. They are frequently the descendants of "old" money and are very well off financially. Despite this, they don't need obsequious displays of wealth (i.e. wearing Versace) to convey that they are better off than everyone else. The usual clothing of choice is Lacoste, Ralph Lauren, Lilly, L.L. Bean, J. Press, and Brooks Brothers to name a few. Abercrombie & Fitch is *not* a preppy staple, as it has been co-opted by the nouveau and hoi polloi. Connecticut has more preppies per square mile than any other state (i should know, i was born and raised there, a child of privilege). The highest concentration of them are on Connecticut's "Gold Coast", Westport, Darien, New Canaan, with smaller yet densely clustered habitations in Madison, Clinton, Guilford, West Hartford, Glastonbury, Farmington, Avon, Old Saybrook and Stonington. No, East Lyme isn't preppy, they're poseurs, simply nouveau riche trash flaunting daddy's hard-earned money. Preppies aren't snobs, per se, they simply don't wish to waste their intellect and humor on a lesser being, hence the popular notion of their being snobs. They simply have their style, mannerisms, codified behavior and traditions. One cannot be a preppy unless you are born into this station in life. Don't worry poseurs; they real preps can see through your pretenses, false as they are. They vacation in places not likely to be frequented by trash or n...

A Town on the East Coast that is extremely close to Philadelphia. Many of the kids who go there are excessivally good looking, have rich parents, and own everything they want. You do not exsist if you do not consistantly wear ralph lauren, lilly pulitzer or lacoste polos, and if you do not use the correct launguage while interacting, then nothing will make sense to the people you are talking to. (Language consists of the phrases "mad" "chill" and "straight". Often kids will be sent off to boarding school due to bad behavior, and then kicked out since boarding school suplys more drugs than a rich wyo kid can ask for. During the summer if you do not sail or travel around the world then you most likely belong to a rich summer club (or green valley) that has either golf or tennis. Depending on who you involve yourself with, you could get nice friends, or friends who will always be your enemies. (also, parties are off the hook)The most popular sport is water polo and lacrosse (mainly for boys) and most all the water polo boys are exremely gorgeous and are excessive stoners.

Hmmm... where to start? Contrary to most people's beliefs, it IS appropriate for a preppy person to wear Abercrombie or Abercrombie & Fitch. It's just the skin tight or slutty clothes from there are not acceptable. The wear 7 For All Mankind jeans, UGG boots, Lilly Pulitzer, Burberry, ABERCROMBIE (Oh yes they do. Or at least in Potomac, Maryland, which is one of the preppiest towns in America, they do), Ralph Lauren, J. Crew, Lacoste, and usually carry bags from Coach, Gucci, Prada, Louis Vuitton and various designers, including the favorite, Vera Bradley. The Tiffany & Co. heart braclet and necklace are necessary, and flip-flops are frequently worn. In winter, it is not uncommon to see a North Face sweatshirt, or waspy, bright prints. Usually seen with a pair of Chanel sunglasses. Very conservative in style and rich. Most steer far from Juicy Cotoure, as it gives off more slutty vibes.

a new &/or stylish clothing garment that impresses one's peers. the original freshie was a green, ralph lauren polo shirt, copped by craig brady.

Full of yuppies and WASPS. We figured it out once; 70% of the children our blonde. We're not as rich as Westport but we pretend we're as cool by buying all our clothes there. Some kids in Fairfield live in a section called Southport. They are richer than the kids in Westport. Then theres those kids who think they're ghetto even the cheapest house in this town costs a little more than half a million dollars. If you live here and live the lifestyle you're either going to go to an Ivy, Boston College, Loyalo, Villanova or somewhere else similar. Either your daddy is a lawyer, a doctor, in "finance", or sits on your couch all day because you inherited all your money. If you want to have friends do at least two of the five:
1) Drive a Lexus, Range Rover, or BMW while blasting Dave Matthews
2) Spend $100 on shirts with a little J zipper, an alligator, or a guy playing polo on them
3) Have keg parties at your mansion
4) Tell me where you buy your pot
5) Be neurotic about your grades and have a GPA 4.3 or higher

An upscale, predominantly preppy town in the state of Maine. Collars are popped, Polo means Ralph Lauren, North Face rules the winter, and you drive around the town in your SUV drinking your Frappucino. Saying someone is 'Freeport' is a compliment, if you like preps.

Something that metro's do. This act of popping ones collar is a sign that someone is openly metrosexual and will often sport a gelled mohawk, ben sherman polo top, deisel shorts and designer flip flops and listen to dance/trance music. Although they may appear gay, you can find most metro's hanging out at pubs or the beach scamming on young chicks or hairdressers (female). These types of "preppy" metrosexuals are found in Australia and are usually of Aussie or British descent. They also tend to drink alcoholic beverages such as Corona or Carlsberg whilst watching the Rugby or AFl, but tend not to yell or shout like normal aussie blokes. Metro's can also be found hanging out at their local university.