Contrary to other definitions, Cheshire is in fact a well-heeled and well-to-do county in the North(ish) of England. It is where people own Range Rovers, cows and occasionally large expanses of land. Also home to many Manchester United footballers.
"Cripes! Look how flat it is and how many cows there are. We must be in Cheshire."
by Whippet May 29, 2005
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(n):
1. One who mimics others for social attention or personal benfit

2. One who is deceitful in their use of style theft from another individual for sake of social attention or benefit

3. One who robs ideas from another to further themself in social ranking and/or status

4. a social parasite
"{persona} said that exact same thing only two minutes ago, and now {personb} is already recycling it?"
"I know, he's such a cheshire."

"No one is ever going to like you if you continue to be a cheshire."
by push.tyber March 19, 2005
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County in England, mostly rough "scallyville" type area, given a bad rep cos of it's scenary and stupid rich people. Frequented by footballers as a place to live, but most people want to leave Cheshire as it's crap.
Home to moulton and northwich. And winsford!!!!! say no more, that place has dee bees, the club equivalent of bleach drinking , glass chewing and man-bear fighting
see (northwich) and (moulton) and avoid winsford as reasons for cheshire being "great"
by Dust E Bin September 13, 2006
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the classical belief was that cheshire was a type of smile. However, urban slang used in the bad ass suburbs of hertfordshire uses the expression to express their distaste for someone. It becomes a derogitary term usually used for a snitch, e.g. a grass, rat, tatletail, fibber or ragbag
Don't cheshire on me, or i'll tell veryone your a cheshire
by mad ali May 12, 2005
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cheshire or as the gay people of cheshire like to call it "the shire"...wow thts gay... any way cheshire is a little town next to hamden and southington ct. ..theres one way in and one way out of cheshire. there is absolutley nothing to do there. it is probably the most depressing boring town you will ever see ....besides prospect....the sports in cheshire are absolutley terrible...there town basketball leagues all play in the same place at the same. wichis in the mighty fine gym of the cheshire academy institute .. i think there mite be about 4 and half black people in the town of cheshire..... It is moslty rich white kids, and arrogant ass licks. thers a little gay skatepark were all the little white kids go to fall on there asses for everyone on route 10 to wach and laugh at. theres also a place called cheshire academy theres alot of asians and pot heads there ...dont get involved with them.....if u ever meet anyone tht brags about living in cheshire or tries to defend it .....punch them in throat and tell them to get a fuckin life u fuckin poser ... kids tht live in cheshire live the most shelterd life known ct... i think there is maybe a mcdonalds and a subway in cheshire and tht about does it for resturants ...no movie theatrs.....all kids in cheshire dream of one day moving to hamden so they can one day go to notre dame west haven or play hockey so u can go hang out and the hamden rink were all the white trash hangs out and watches the elite hockey team play ....and go ride your bike to ray and mikes and the high school thinking your cool ....thank you for ur time
"let's go to cheshire "
"no let's not "
by P thing April 26, 2006
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Cheshire is a rich town in CT. Half of cheshire is owned by the Bowmans, a overly-rich family who isnt afraid to show off their money. In total, there might be 4 black families in cheshire, who make more money than the rich white families. Almost everyone in CHS smokes weed, and drives some kind of expensive car. Cheshire does have some nice parties though, and most people arent greedy with their bud, so over all cheshires alright.
Cheshire Black kid: Hey, my parents made 1.2 million this year, how much did yours make?

cheshire White kid: around 700,000.

Hamden kid: uhh.......mine only made 60,000.

Cheshire kids: thats ok, you can come with us, were gonna buy lots of bud with our parents money

Hamden kid: Cheshire kids own!!!
by Teh bishz0r July 11, 2008
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Yes it is a wealthy town in Connecticut, but nothing compared to fairfield county. Contrary to what most believe, most residents do no flaunt there money, but some do. There are plenty of large expensive homes, but there are alot of small, medium sized homes. Many people do, in fact, have second homes (the cape, vineyard, vermont, florida) and many vacation any chance they get. But you have to understand that this is not the case for everyone in town. The stereotypical cheshire kid is polo popping and has a nice car, but again, its not everyone. College is big...very big. A schools reputation goes a long way in this town. Ivies and mini-ivies are common, but a ton of kids go to uconn. 98% of CHS students go on to college.Schools in town are very competitive, if u have a B average (3.0gpa) you almost always in the bottom half of your class.Parties are also a big thing because theres nothing else to do. BMWs, Mercedes, Lexus, Land Rovers, and so on are not uncommon, but there are plenty of chevys, fords, and jeeps.Snobbery is something you have to get used to, but not everyone is a stuck up. My point is is that cheshire is not filthy rich. There are plenty of average familys who work hard and live modestly. Its a great town.If you wanna see rich go to fairfield county.
Cheshires the place to be
by mtopps March 23, 2009
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