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15.
I lived in New Canaan for 4 years.
It really sucks because if you don't have money or you're really ugly you are pretty much worthless. Sports are like oxygen to these people- well only sports that bring home championship titles, the other ones are treated like shit. Everyone has pretty much grown up together and everyone knows everyone. If you're really unfortunate looking, you can buy your friendship with cars, clothes, booze, ect. And drugs are pretty big. Not as big as Ridgefield though. Nearly everyone drinks, many people smoke weed, and some people do coke or oxycontin or whatever. The police are all itching to search teenagers because they are just as bored. Mainly people either hate New Canaan or like it. I'm indifferent because the people are mostly very nice, just not to those that are unattractive, lower middle class, or shy. Overall its a great family oriented place. Once you're older though, there's absolutely nothing to do except drink yourself into oblivion.
New canaan is a nice place to live if you are attractive and wealthy.
by AnotherRandomPerson August 05, 2011
 
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
 
17.
Pretty nice, wealthy place in Connecticut. All the kids are taking the hardest classes possible. Lots of attractive people there. To fit in you need to be wealthy, attractive, and athletic. So many parties here in NC (like every weekend). The town is awesome with a movie theater, red mango, starbucks, j-crew, etc. The people are nice but could be snobby, probably not as snobby as New York City though.
new canaan
by business15 April 13, 2013
 
18.
EVERYONE says ohhhhh New Canaan people have nothing better to do then drive around in their porches but honestly, New Canaan might be wealthy but were just as nice as people in Stamford or Norwalk or Wilton you name it... and sure teenagers might drink but that happens everywhere! id like to say comment 28 was untrue and offensive. one of my friends actually has a half basket ball court inside her house, but other friends have normal houses just like anyone else in most of the world... i live in New Canaan and I'm not un thankful or anything I'm more than happy i live where i live but i just wish New Canaan didn't get judged as the rich town or people didn't get judged as snotty millionaires.
"oh New Canaan is so rich! I'm happy i don't live there because if i did id be snotty like the other kids that live there"

really! please don't judge by the money were just like you guys...
by lizzy4361 June 29, 2012
 
19.
New Canaan is a town in which normal people find it hard to fit in and rich people feel like they run the town. So if you wear a flat brim hat, air jordan's or wear a jersey ur considered a "poser" or "fag." Also, if you don't play lacrosse you are not allowed in the group and are completely uncool for your dad not being an all american at virginia. Dad's who made it in sports as youth's outpay the normal family's and make there child on the team and when the time is right they pounce on the original payed coach and have him fired so they can again shine in the youth athletic spotlight. So most of the time the kids on the travel teams don't really have the most talent but there dad's have the most money along with an ego. Kids typically have to wait until high school to have the best players on there team. And then of course the town wins three state championship's in a row.

All the stuff about kids being afraid of Bridgeport is only true for a handful of kids and yes the cops are way to overprotective and kids do sell drugs according to many residents. But don't hide the few good people who live in that town. Like Benko. He runs the whole recreational department by runnning back in forth from schools to parks to fields to town hall every day. And guess what he isn't paod a million dollars a year and he doesn't complain he just keeps on working and appreaciates that his kids get to grow up in such a good enviorment. The town is probably filled up with a third of people like this who keep it from falling into the OC. But don't make fun of the town because not everyone is that bad
"Oh look at that kids flat brim yankee hat, he must thnik he is a gangster"..... The kid in hat," Uh no..I'm not a gangster I live in New Canaan... I just am wearing my hat the way people through out the world do"
by that kid who is that kid May 12, 2009
 
20.
A ritzy town filled w/ spoiled kids. Most ladys who live there drive mercedees and have blond hair.
New Canaaan rules the school.
by Carry April 05, 2005
 
21.
Extremely beautiful and wealthy place. The schools are New Canaan High School, St. Lukes, Saxe, etc. Very beautiful schools. Many peoples dream to live in New Canaan. Lots of attractive, athletic, and smart people. The town is where everyone goes to hang out. The towns awesome!! Soo many parties at the high school and Saxe. The moms are usually driving there mercedes and Yukons, with blonde hair, and a perfect face. The dads are usually gone all day working in NYC, either taking a train or limo to work everyday. The kids usually party a lot (like to much haha). To be cool you have to be attractive, wealthy, athletic, and all around perfect. New Canaan is filled with nice and caring people but don't get on their bad side or soon you'll be sitting on the side of the street everyday begging for your life back. They make the O.C look pathetic, cause of the drama in the schools. The people are usually sweet but scandalous. Everyone knows everyones secrets even if you didn't tell them.. yeah word gets around. If you cross them they'll reveal them. Yeah, don't mess with them. People tend to drink a lot. Theres always a party going on in New Canaan and if you're not invited I'm sure your friends will fill you in... Don't be shy in New Canaan or else no one will know who you are, unless your the shy, pretty, attractive, athletic, wealthy, and perfect new girl or guy. Don't worry New Canaan doesn't bite.
The O.C New Canaan
by dforeffort April 13, 2013