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Home to the utterly fabulous New Canaan Country School..... don’t worry that was a joke. They just think they’re cool because of those jackets saying “Mary, varsity everything because we can afford for private lessons in all sports ever created”. New Canaan is basically a civilization that thrives on Lacoste Polos and Lilly Pulitzer cocktail dresses. Throw in a couple bottles of really nice wine, probably from their privates vineyards in Napa Valley or something share of one valuing over $2 million dollars. Of course there is also the lovely town. Ah town, a peaceful place, except when all the Saxe kids and NCHS freshman get out and raid the streets, locating themselves mostly in front of Mackenzie’s. Chewing gum and drinking root beer, pay close attention to the root part, thinking 'wow we are bad, we just stole a gummi worm from the jar'. New Canaan mothers spend their mornings getting mani-pedis and the afternoons driving their children from one soccer team to another. A cocktail party and night then off to bed in their master bedroom the size of most apartments.
Fake, becuase they have all been botoxed.
by Bilbo Baggins April 07, 2005
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16
I've read every definition on my Home Town in here, and I personally think this is all a whole load of bullshit. I've had a great 13 years in NC, and i'm excited to spend my 14th and final year there. It's a town where if you call someone on a friday night, you'll probably find a whole truckload of alcohol sitting somewhere, but no house to have a party in. If you go to a dance, you'll probably find a few kids in the back of the school, in the x-pit smoking it up or the occasional coke-head in their cars snorting some of the hot white stuff.
For those of you who said it wasn't reality? You've got a lot to learn-it's much more real than anyone gives it credit for. The things you're going through here, the bullshit drugs and alcohol, the drama about your best friend hooking-up with your girlfriend, the multi-billionaire telling you you're worthless and that you'll never go anywhere in life-this is all shit that's going to happen to you in the future, i'll bet my trust-fund on it.
And there's no fucking way that the Spread shit is gonig to stop, candace is going to be made fun of for the rest of her life cause she's an ugly bitch, the gang is too fucking loud, The Fellowship and The Brotherhood are amazing, PEZ is the best candy ever created because the Pezident's son goes to our school, and we have more money than GOD. All that, though, comes with a whole lot of bullshit problems. It's lonely at the top, so don't patronize or belittle our lives cause i bet this kid here in a fucking polo shirt, wearing 500 dollar rugby shoes, with a rugby wallet, vineyard vines belt, tommy pants, polo socks, boathouse jacket, driving a 40,000 dollar car could fuck up anyone who's reading this, so sit the fuck down and shut the fuck up.
Oh, and as much as we hate Darien, they're our peers and outside of sports, there's no one i'd rather hnng out with than a D-bagger.
What do you get when you mess with the rams?!?!?!
The Horns The Horns
Haiiil NC (Hail NC) Haiiil NC (Hail NC) Haiiil Staples (HELL NO)
New Canaan is amazing
by Build Me Up Buttercup December 27, 2005
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17
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
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18
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
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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
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20
A stuck-up preppy town that is loaded with cash located in conneticut. On Friday’s after school, kids walk into town, crowd around Mackenzie’s and smoke pot, show off, and get drunk. The town has no clue what poverty is, and whenever they have fund-raisers for the homeless, some crack-dealer kids steal the friggin money and buy cigarettes. The mother’s have no clue how to drive what so ever and once in a while, they run over a poor bulimic runner in a rush to get their nails done. And sports aren’t for fun here, they’re for competition. Everyone is on a sport team, and if you aren’t on one, you are considered a gay loser. Aren’t kids nice here? All of the girls obsess about how they look and mostly spend time in the bathroom making sure their hair is perfect. Yeah, I almost became one of those, but I’m not. I’m also not emo, either, which are the only two classifications in New Canaan. And there are the butt-kissers, too, but they have no life. People in New Canaan have more then one house and brag to everyone about their money. And most of the time the parents are sitting around drinking wine while their kids run off and smoke.
On the last day of school, two stupid seventh graders got in a fight and were arressted, a kid stuck his foot in a window at B&R, and everyone wears really tight clothes. Great for New Canaan!
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21
Home to the private school St. Luke's School: the biggest drug/ alcohol associated school in the country. People from all over lower CT (and even NY) attend SLS and play many sports/arts, take hard ass courses, and get high and drunk as much as they can...and then some. Home to the fighting Crusaders.
"Dude, another St. Luke's School student got thrown out for being drunk in school!"
by Ja.Co April 04, 2005
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