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16.
Holy Crap. New Canaan is a very wealthy town bordering Norwalk & Wilton, But
After you cross out of New Canaan you always see a big difference but don’t know what
It is. Sometimes it seems like a lot of New Canaanites are under some sort of mind control, because a lot of people hide their true feelings about the town and such. There
Are 3 kinds of New Canaanites. The first type are it’s natives who lived here all their
Lives and have an innocence about them but at the same time pretend to be badass in
Their own attempt to stand out. These people dress in Ralph Lauren polos with
Colorful shorts along with a bright baseball cap that makes them easy to spot anywhere.
Some of these people are secretly popular but you would never know it, because of
Their wittiness. You have to watch out for these type because they are heart breakers
And they act like they are really deep with their feelings when they really don’t give
A fuck what goes on outside of their ever so busy lives- e.g beer pong in the basement
After a long Lax game, Starting a band in their 8 seater home movie theaters.
The second type of New Canaanite people are the Newcanaanites who remember
Moving here from different places. These people may appear to be very preppy with
A bit of a quirky attitude at first, but they are very deep people who have an insecurity
About them because they were rejected for alittle while because they were new.
Some of these people refuse to be labeled and refuse to get close to a lot of people
Because they don’t feel like they can relate ex. The natives) But lets face it these
People deserve credit because they know what the real world is like and it is a
Huge shock to live here after you’ve been in less loaded towns who don’t offer shit.
The last type of person are the absolute New Canaanites who are as preppy as a person
Can get – They don’t just dress it they act it 100% as well and are cocky and nice
At the same time, very boisterous in class and never fail to get the highest grades that
Can only be imagined by most. These people live on the richest roads in new canaan
And are only friends with the other rich kids in new canaan, exception to about 2 -3 kids who act the part but don’t actually live in it 100%. The Absolute new Canaanites
Have parents who own houses in many other locations, mothers who own Audi’s.
BMW’s, Jags and Range Rovers, they may have a few of their own In their heated garages. Not to say that it’s bad to be an absolute New Canaanite, but they are hard
To miss because they are very muscular and most have green eyes that may look
Mean until they light up with laughter over a small joke in A.P English.
Anyway new canaan is a very nice – looking town. Church is great, but the
Stores on Elm Street have a lot of coocky items that only an artist could love.
Don’t forget to wave to the men hanging out at the little fire station. Don’t
Forget your manners when you come here because they are appreciated always.
Have a good day, mate.
New Canaan is a place that is sheltered by walls of wisdom
by la la la la la May 28, 2006
 
1.
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.
If you don't have at least 6 friends that drive jeeps, then get the hell out.
by Prep March 31, 2005
 
2.
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
If you live in New Canaan you should know what all of this means
by live love laugh April 20, 2006
 
3.
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.
If you're looking for a safe place to raise your kids, New Canaan, CT, is a great choice.
by Parental Advice June 21, 2005
 
4.
a beautiful place where everyone wants to live but most likely cant afford it.
i wish i lived in new canaan
by Sam April 05, 2005
 
5.
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.
hi i wrote number 27, im really jealous because my dad drives a garbage truck and dint graduate from high school.
by Eric Jacobsen May 02, 2005
 
6.
A cool place to live. Very fancy and expensive.
New Caanaan is Great.
by Hailey April 05, 2005
 
7.
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.
Maybe New Canaan has its cons: but it has pros too, just like every other town.
by Sparkling Perrier May 29, 2006