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.
Damn Winchester MA sucks
by Venusong May 25, 2020
Get the Winchester MA mug.
When a girl is so impressed with your ability to pop clays with your shotgun, she gives you oral on the spot.
The gutter slut was amazed by my skeet shooting puff clouds so she gave me the Winchester Bust right there on station 8.
by Kliney101 February 24, 2021
Get the Winchester Bust mug.
1)Character from CW series Supernatural. The younger brother of Dean Winchester, Sam has only two expressions: 'smug smile' and 'intense stare into far distance.'

similar in type to Michael Scofield of Prison Break.

2) a self-absorbed hypocrite.

Teenaged girl: I love Supernatural, Sam Winchester is sooo HOT!!

Sensible person: Supernatural is cool but shut up.
by Etta Love September 12, 2006
Get the Sam Winchester mug.
a sex position which involves the man pouring hawaiian punch on a woman's tits and blowing the hawaiian punch off her tits.
single man - "hey man, how'd your wedding night go?"
married man - "it was great! we tried lots of different things. my favorite was the hawaiian winchester though, because it pleased her tits."
by n3rd.hall April 30, 2012
Get the hawaiian winchester mug.
A very hot man and is the best brother you could ever have. He would go to hell for you. He loves pie and porn. He would die (and he has multiple times) for the people he loves. He has a good since of humor (most of the time).
Girl 1- what are you watching, it looks scary
Girl 2- Supernatural, and it is sometimes

Girl 1- why are you watching it then
(Dean Winshester comes on the screen)

Girl 2- That is why, Dean Winchester the beautiful perfect human is why I watch this show oh my God I mean Chuck do you see what you made like that is not possible.
Girl 1-Let me watch it if that beautiful is there
by SamAndDeanAreHotAsHellLitterly December 26, 2019
Get the Dean Winchester mug.
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
Get the Winchester, MA mug.
A small town in Ohio. Has outstanding sports program but lacks in the brains side of everything. Schools are ran by hot girls, gays, and jocks.
Who won the Mid State League?
Canal Winchester
Again?
Yes for the 8th time in a row
by Mexskimo February 13, 2011
Get the Canal Winchester mug.