1 definition by anonymous472389

Winchester is a town in Massachusetts about 8 miles north of Boston. The kids who live in Winchester usually have very rich parents and therefore they can get away with anything. People from Winchester are actually more obnoxious than the richer towns surrounding it (Weston, Wellesley, etc...) and try to make it seem like they are much better. They like to brag about how close they live to Boston because they think it's cool. And when they are around people from out of town they often say "wicked" more than they usually would -which is never- just so that people will know their proximity to Boston.
"Hey where are you from?"
"Oh, I live wicked close to Boston. Like, closer to Boston than Weston and Wellesley and a lot of other towns. I'm actually like wicked rich and I have a lot of parties, and they're always wicked fun. People always have a wicked good time."
"Oh. You're from Winchester."

If they use the word "wicked" multiple times in one sentence then they're from Winchester, MA.
by anonymous472389 April 12, 2010
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