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darien is a small town in connecticut, in fairfield county with an overwhelming population of the preppiest teenagers you can find, the most beautiful housewives and the richest men. country clubs, yacht clubs and beach clubs are abundant, and you are considered poor if you are not a member of one of these organizations where you often are not allowed without a collared shirt. darien is next to new canaan and near greenwich, westport and fairfield where the same kinds of people can be found at their waterfront mansions showing obscene wealth.

home to some of the most ridiculous house parties that would make college students jealous, darien also has some of the most worthless policemen alive, who do nothing but drive around and bust up a house party if they are in such a mood. polo, lacoste, burberry, louis vuitton, vineyard vines, gucci, and prada are some of the favorite brands of the teenagers there, many of whom must have been born with a lacrosse stick in their hands.

despite nonstop drinking and partying, darien high school students are often accepted at top ivy league and other colleges, or at least the ones who haven't already been shipped off to a boarding prep school such as Andover, Deerfield, Choate or Taft. the population of darien is arrogant as a whole, looking down on anyone with less money or intelligence or ability than they have. darieners spend their summers in nantucket, martha's vineyard, cape cod or block island at their second homes and their winters at their ski houses.
driving through darien on my way to the real world, i noticed teenagers driving BMWs, Jeeps, Audis, Mercedes Benzes and Lexuses, moms so hot that they could be in their 20s, and a ridiculous array of preppy teenagers and rich, conservative adults on their way to the golf course or the yacht.
A small town in between Norwalk and Stamford (the ghettos of fairfiled county) consisting of rich family's that own a boat, belong to a summer club and have homes in Vermont and a summer getaway such as Block Island, Nantucket, Cape Cod, the Hamptons and Maine. All the teenagers wear Juicy Couture, Polo, Lacoste, and many different brands of jeans that cost about 200$ each. The moms all have blonde or dirty brown hair and have gorgous bodies. The husbands all work in NYC as CEO's or major corporate owners. All of the toddlers wear designer clothes like polo, mini ribbon belts and little Lilly Pulitzer sun dresses. On the weekends the teens have nothing to do so they spend there nights out late on the post road at restaurants like COSI or Post corner Pizza. And after dinner witht he girls and boyfriends you would catch a movie at the Darien Playhouse where there is only 2 screening rooms. The moms are always waiting by the phone for their children to call for them to pick them up. The mothers live to serve their children and teens. Darien is 99% white and 1% black. In every grade there is only about 3 black children that have moved from either stamford, norwalk or greenwich. In the spare time of most high schoolers they will design there own jewelry and spend long hours at chikaboom, wishlist and the darien sport shop buying all designer clothes and searching through the many designs of Vineyard Vines bags. Lacrosse is a major sport in darien, you will get started playing at around the age of 6 or 7 and will go all the way to the high school team and then go to an IVEY league college to play. Other sports consist of swimming, water polo, gymnastics, feild hockey, skiing and sailing. Darien is a world of its own in the middle of the world. A bubble in the universe.
Darien= The Stepford Wives (the movie was actually filmed in Darien and was based on Darien.
by Haley Ruehle July 29, 2006
One of the wealthiest town's in the country, second only to a small suburb outside of D.C.
As in, Darien is wealthier than both Greenwhich and NC, so claiming its some "lesser" version is absurd and done by only those who are jealous of the lavish lifestyle of its residents.
by Al K. July 28, 2006
A town in Connecticut that claims they are filthy rich, preppy and the best at lacrosse. Although, if they came to Maryland (specifically Potomac) would be amazed of how they are actually just upper-middle class. The Connecticut wannabes should come a little down south and see what real wealth and class is. Also, Maryland/DC is home to the top prep schools in the US which are usually ranked 1 or in the top 5 for high school lax. Schools such as Landon, Bullis, Boys Latin, Loyola Blakefield, Georgetown Prep and Gonzaga etc.
Darien kid: I got a 2400 on my SAT and got into Princeton

Potomac kid: Did I take that test? Fuck it, I'm still going
by AnonymousPhil October 16, 2013
A city in CT (pronounced dairy anne) characterized by preppy douchebags, blonde girls with fake tans, and more wealth amassed than could ever be spent in a lifetime (though the inhabitants try very hard). Darien is NOT like every other city as some would have you believe, rather it is unique in its own self-righteous way. Teenagers in Darien usually have cars worth more than most people make in a year, popped collars, ugg boots and pink khaki shorts. Darien can't compete in any sport save lacrosse but the students are somehow under the impression that they're very good at everything. There's not much to do in Darien so weekends are mostly spent at lame house parties drinking excessive amounts of alcohol and getting high on overpriced drugs. Darienites claim to be very philanthropic but really most inhabitants don't know charity is. Living in Darien is like living in a bubble and as a high school student that moved in I find it amazing how detached from the real world these people are. Darienites can often be seen yelling things such as "GO BLUE WAVE!" or "BLUE WAVE FOR LIFE" or "IM GONNA POP MY COLLAR CUZ IM A PREPPY FUCKTARD!". Not a place that any reasonable person would want to live. If you masturbate with a lacrosse stick, own fifteen pairs of pink khaki pants, and blend money into your pancakes then Darien just might be the place for you.
Darienite: "People who criticize Darien are just jealous! BLUE WAVE FOR LIFE!!"

Everyone Else: "Shut the fuck up you self-righteous cuntsicle. Get off your high horse."
by Ab Antiquo November 26, 2011
Original name of the isthmus of Panama. One of the first ships that landed in Panama was named after Saint Daria, and the region was then named Darien. Keats wrote a poem about Balboa crossing the Mountains of Darien to view the Pacific Ocean.
"He stared at the Pacific--and all his men

Looked at each other with a wild surmise

Silent upon a peak in Darien."
by NameScholar February 03, 2010
One of the wealthiest towns in the country full of rich kids and their rich families. And not to mention all the kids are preppy, rich, fashionable, rich, rich, oh and rich! Stars such as Kate Bosworth and Topher Grace have lived in Darien. Brad Pitt and Jennifer Aniston bought a house in Darien. One store in Darien, the Darien Sport Shop, was mentioned in one of the books from the "Gossip Girl" series. RICH PERSON TOWN, I TELL YOU!
According to http://cp_lai.tripod.com/rich.htm Darien, Connecticut is the 82nd richest town in America.
by Dianne April 06, 2005