Top Definition
C-town is a place where old people go to die and college students go to drink. There's a bum named TOJO who walks the streets with a silver spitoon, a guitar, and a limp due to a terrible addiction to heroin. All stores and restaurants close by 5 p.m. with the exception of a 24-hour McDonalds and 2 RoFo's. C-town is a place where everyone is related to everyone and townies hate college students. Segregation is very much alive, whether the rich whites admit it or not.
"Hey what do you want to do tonight?"
"I don't know, everything in Chestertown fucking closes at fucking 5 p.m."
" How 'bout we get drunk and stumble to RoFo?"
"Sounds good, that's what we did yesterday, and the day before, and the day before that."
"Screw it, lets drive 4 hours to my house just to get something to do"
"Make sure you get some pot for the ride."
by TOJO November 02, 2005

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One of the most beautiful places in the world. You don't understand it unless youre from here. The people the culture and the atmosphere make it one of the prettiest places to live.
Wisteria Lane from the outside view is how chestertown is on the inside
by Local not "townie" March 31, 2009

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The Afterlife, including the Waiting Room of the Warehouse for the Pre-Dead.
We crossed the Chestertown Bridge and entered The Afterlife, abandoning all hope of finding a decent restaurant.
by Pastor Future May 19, 2006

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