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Winsors are powerful and highly-intelligent women who you can’t help falling in love with even though they’re much smarter than you and can crush you with their minds.

Winsors are usually well-travelled, enjoy exotic foods, hold high positions at large companies, and are extremely tuned in to what makes them happy. Winsors hate to have their time wasted and are very selective in whom they keep company with. If you’re ever in a position to talk to a Winsor, be warned, you’d have better got your shit together.
Guy 1: “Bruh, why you adding all this fake stuff to your LinkedIn? You never went to Brown…”

Guy 2: “I’m trying to look smart. I have a date with a Winsor I met on Hinge.”
Winsor by Robbo4473 August 2, 2021
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The act of “Winsoring” is when you try to support a claim or argument, but you end up using a statement that completely contradicts your argument/claim.
Dogs are the absolute best, so I must make it clear to you that they are feral, and are vicious creatures that will attack you and your children, so you must get a dog.
*afterwards*
“Bro, why’d you Winsor yourself??”
Winsor by Cube11 February 14, 2019
A man in excellent physical condition that has very little athleticism.
That guy is so strong but he's such a winsor on the soccer field.
winsor by lsutigersforlife February 17, 2009
A computer-lovong freak;obsessed with Nirvana
Winsor is my Nirvana homie.
Winsor by Aliensniper101 May 19, 2003
A likeness in appearance and personality to that of Vicious from Cowboy Bebop
I was walking into the Arena when I was suddenly stabbed in the eye by a winsor
winsor by Anonymous April 25, 2003
A school full of ugly communist imbeciles with inflated egos that assume dominance over everyone else, especially men. The act superior to their brother school, Belmont Hill, when in fact almost everything they do, from athletics to extracurriculars to academics, on average, is inferior. Definitely the crappiest school in the league full of arogant, crappy women that contribute nothing to our society. Dana Hall and NCDS have far superior character among the student body.
Fucking Winsor, bunch of communist morons.
Winsor by Bigboiiiiii November 25, 2013

Winsor School 

The Winsor School is a private girls’ school that is grades 5-12. Many people who go to this school enjoy it. The teachers are very nice and once you get to know them they are not scary. The school is well known for its delicious lunches, brownies, and cookie day. Winsor girls have lots of freedom and style. The girls are well taught by the teachers. Winsor has a lot of homework. Assignments are challenging but doable with some support. Some special events are Under the Lights, a day for cheering for Winsor sports players, and Spirit Week, a week of fun dressing in costumes. Considering the high standards, the girls are nice and down to earth.
Example #1:

Girl 1- Oh no!
Girl 2- What happened?
Girl 1- I dropped my binder down the stairs and everything fell out of it.
Girl 2- Let me help you pick your stuff up.
Girl 1- Thanks! That is nice of you.

Example #2:
Girl 1- *Sigh* there are no more cookies.
Girl 2- Hey, I saved some for you in case you got out of class late.

Example #3:
Girl 1- The awesome Winsor School librarian helped me find a wonderful book. I think you will like it!
Winsor School by GirlPower April 6, 2012