New Canaan is most certainly the king of rich white people towns, we are mostly comprised of all these rich white folks who have a litter of children and own many new cars and could care less how much that extra day in the Caribbean will cost them. However there is a minority of not so wealthy (in New Canaan standards) people who take up the many smaller houses that when sold will be knocked down and a small mansion will be built on that one lot. New Canaan soccer moms may be the worst in the country for example: 1. they can’t drive the big SUV’s there husbands buy them
2. They are constantly on their cell phones
3. Any kid who is seen in town on a Friday after noon not in a preppy shirt is immediately considered a "wasted youth" or "derelicts"(that’s a trouble maker for all you illiterate d-baggers). The kids in New Canaan are mostly preppy but there is also the slackers who don’t really care and cant wait to leave this town then there is also the kids who wear black and pretend to be punks or something but face it its New Canaan that can't happen no matter how bad you're house is compared to others in NC no matter what you're situation is now it doesn’t matter its New Canaan u don’t have the foggiest idea what it would be like if u lived in others less wealthy towns(unless you have moved here from a less wealthy town were you were the cream of the crop and now are bottom of the barrel),A large chunk of the kids in this town have an inferiority complex and have a constant need to remind people they are better than them and that they have more money and such things but most others are not that they are content with just trying to be normal and not being a rich snob, As mentioned in other definitions kids in this town consume vast quantities of drugs and alcohol which to many adults goes unseen and unheard of and the cops are just as unaware. The cops can bust you for something as little as riding a bike on the sidewalk and still let many things of greater importance to pass by them, The cops in this town are kind of a joke I mean a couple of months ago some guy reported a steak missing from his grill and the cops took the time to try to track this bandit down there’s really not much crime in this town other than D.U.I's and drug busts which both are curtsey of the "troubled youth" in New Canaan .But in the midst’s of all this fakeness and soccer moms there are a few exceptional people who you would never guess would come from this town of shallow pricks these people are:
1. Mr.Anderson & offspring
2. Al g
3. Corey
4. Pat Murphy
5. Andrew
I’m not saying that their aren’t other cool people in New Canaan but these are the ones that don’t really seem like they live in New Canaan or grew up here. Any of u skeptical people out there come and live here for a while and you will understand this is my opinion of the town as I see it in my daily life so that’s pretty much it.

New Canaan is a small town about 45 min. outside NYC that is located in Fairfield County. An even ritzier lifestyle then that of the OC, people in NC are classy and of course preppy. Most likely if you live here, your family owns more then one house, has a variety of luxury vehicles to choose from and one or more of your parents commutes to NYC by train or limo. Parents make loads of money, participate in cocktail parties, play tennis and cart around their younger kids to soccer practice and such. Teenagers have nothing better to do then spend their parents money on expensive clothes, drugs and alcohol, so it's no surprise it has the highest rate of underage drinking in the country. However, they still manage to take home state championships in sports such as soccer, lacrosse and hockey and eventually go off to the Ivy Leagues. While you reside in New Canaan, there are a couple things to remember. It is Beirut, NOT "beer pong". Do not be surprised to see parents participating in drinking events right next to their kids. If the town seems deserted in the summer, you can take a short plane ride to Nantucket and discover most of New Canaan there. D-Baggers can at times be fun to party with, but at ANY sports event must always be considered the enemy. Pop your collar. And finally, don't be alarmed if kids between the ages of 12 and...well, up, closely fit the description of an alcoholic.

You know you live in New Canaan when...

You can’t walk around any of the schools without seeing at least 3 Rugby shirts

Everyone even the guys know all the names of the people from the OC

Your next door neighbor gets arrested for dealing cocaine

You’re scared to go to Norwalk because you think you going to get shot

The only time you would ever think of going to the Bronx is to go to the Bronx Zoo

Starbucks coffee is inexpensive to you

Even some of the guys wear some from of Ugg shoes

A Rams bumper sticker is plastered on every Land Rover

You still think its summer so you wear flip flops in December

Sports are not a game its life

When you turn 16 you want a Land Rover and you expect to get one

Birkenstocks aren’t for old people they’re for the teenagers

When you talk about the moose the only thing you relate it to is Abercrombie

When you can’t count the number of Hummers, Porsches, and Land Rovers in the streets on one hand

Half the people aren’t who they really are

Even though every mom is blonde and big boobed, you know it's all fake

Perfection isn’t expected its reality

A 12 year old could pass for a 21 year old and get alcohol

The police are always showing up at the school for stupid small crimes created by the students

When almost half of the population hates living here

But we are still able to look like rich and perfect people

screw that

none of it's true

A small suburb of New York city located approximately 1 hour (by car or train) NW of manhattan. New Canaan is often characterized as the home of alcoholic children and popped-collar snobs, but is in fact a great community. If you're looking to raise a family, you'll be hard pressed to find a safer, more wholesome environment for your children. The public schools (although ranked very highly) do suffer from some of the moral decay written about by previous visitors to this site. However, for younger children, there are great pre-K programs such as Toddler Time and Beginners at New Canaan Country School. The town center is friendly and alive, with a good selection of restaurants and shops. Supermarkets are close, with an even greater variety of outlets available within 20 minutes driving distance. Home styles vary from very modest residences near town to sprawling estates with sweeping lawns, pools, and tennis courts. New Canaan does lack ethnic and religious diversity, as it has long been considered less than welcoming to non-WASPs. However, all the cultural diversity New York City has to offer is only an hour away.

New Canaan is a good place to live. The people are really nice, although they can be a little snotty.True, it's hard when you walk down the street(if you actually do, instead of in an air conditioned Mercedes) to not see a Range Rover or a suburban. However, it's unfair to stereotype NC people. They are actually really nice, and before you judge you should meet the people. Also,despite the perfectly manicured lawns and huge mansions on Brushy Ridge,look on the inside and be surprised with what you find. Many women get their nails done(I was at Floris and saw a 6 year old there!!!!)as well as their daughters. To the people in Norwalk: Don't base NC people on how they act with the LINKS program-it sucks. Just because they have more expensive clothes than you or a bigger house than yours does not mean that you should be mean and say that all NC people are like that.You are just jealous. It's okay: everyone can be. You can probably tell that I live in New Canaan. just because you live in a smaller house than everyone else doesn't mean we are worse than anyone else.

a beautiful place where everyone wants to live but most likely cant afford it.

A cool place to live. Very fancy and expensive.

In response to definition 27, i think you need to go lick your own asshole. my parents, and my friends parents busted their balls so they could give me and my friends the opportunity to live here. i sure as hell dont take that for granted, and i bust my balls at nchs too. so what if i get fucking crunked on the weekend, at least i dont sit at home and wack off like you. so stop writing long ass definitions and go blame you parents for being poor. either that or start working hard yourself so you can give your kid the opportunity our parents gave us.