A town that goes the hardest when it comes to drinking and partying. Home of the Sachems and passionate singing group The Boys World Premiere. House parties are the center of the social scen, whether its Dave's week or the hiring of strippers and kegs. Everyone goes to prestigious colleges but when it comes to it, the crews at home take the cake. Everyone's down to get fucked up cause Winvegas never dissapoints. We drop our "r's, and live the life of reilley. Nothing beats it when you cross the local spots like ginn field, Norwood st., or even Nike. Winchester has that sting that makes us 4 miles north of Boston...
by Big Time Stretch July 6, 2011
White person suburban town in Mass, most of the population is white or Asian. Everyone owns either a Labrador or a golden retriever. White picket fence type town, 2.5 kids with a dog. And a prestigious public high school. Yet everyone somehow still manages to suck in Winchester. The town gets old fast once you age out of the middle school, the novelty of the downtown wears off. A lot of fake people, adults and teens. Adults bored out of their minds all they do is jog, bleach their god awful damaged hair and gossip about how they think poor Bobby has a vape addiction. And Bobby is too bored and privileged so he inhales the smoke in hopes to appeal to the sheep in his classes, as he suffocates his lungs. Meanwhile the real smokers put out blunts in silence and wallow in their depression. But it should be okay since we all get at least 3.0 GPA’s right this is fucking Winchester Massachusetts. The town where individuality dies and becomes outcasted, and creativity is thrown in the dumpsters. If your thinking of coming here don’t. But if you are an unfortunate soul living here, don’t become one of the sleepers walking through life being molded into what they want you. Be who you are, so stick your middle finger up and say Fuck you Winchester Massachusetts.
by Venusong May 25, 2020