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Windsor, Ontario 

A city in Southwestern Ontario Canada. Home to Ontario's most hoppin' bar scene and the best collection of drunk sluts this side of river. On weekends, great numbers of Americans flock to Windsor to get shittered and make complete asses of themselves, while the respectable Canadian kids beat their asses and fuck their women.

Windsor is home to what McLean's Magazine considers the worst university in the country, but they only think that because the editors know they wouldn't get a single ounce of trim from the girls there.

Recently, Windsor has been completely overrun with conservative tight-wad assholes who don't believe in the ideals that built and fueled the city, which has led to the rapid demise of the region's integrity, including the loss of the auto industry and the rise of assholes who vote beyond their means.

Windsor is home to the country's best hockey team (Windsor Spitfires), and also boasts Ceasar's Casino, the country's most populated bar scene, and more strip clubs than you can possibly get kicked out of in one night.

Windsor is quickly moving up the ranks as the single mom capital of the world, only rivaled by Leamington and Chatham. This is only possible because of the number of ass-hats that are migrating to the city from these two kife-hole towns. All in all, the Rose City is still home to some of the fittest trim in the country, and there's even places to get 24 hour breakfast like the Husky or Golden Griddle. mmmmmmm.....
ex.1
John: Where would a guy go to score some great pussy?

Paul: Windsor, Ontario dude, where the fuck else?

ex.2

Canadian Guy: Man, we totally scored 3 yankees for a border bang!

American Guy: Those cool, good looking mutha fuckaz from Windsor stole our women.... oh well, this picture of Delta Burke will do... fap fap fap.
Windsor, Ontario by Bejnay March 10, 2009

Windsor, Nova Scotia 

A small place in Nova Scotia Canada. About 45 minutes away from Halifax, Nova Scotia. Windsor is the birthplace of hockey
Guy 1: i live in the Quebec, which is the birthplace of hockey.
Guy 2: you are a dumbass, Windsor, Nova Scotia is the birthplace of hockey

Windsor Handshake 

A Windsor Handshake is the act of one male manually stimulating another male's penis with his hand or hands. To "Windsor" someone is to stroke there penis until they ejaculate. A proper Winsdor Handshake is completed when two males mutually maturbate each other.
Why not just give him a Windsor Handshake?
Windsor Handshake by Larry Loades September 21, 2010

Windsor, Ontario 

A small gambling city in south-western Ontario. Known for bars and strip clubs. The highest rated casino in canada is Caesars Windsor. The only city between Miami florida and montreal Quebec where you must stop at a stop light on a major highway. Much of the city is currently employed by the automotive industry, but is transitioning to green energy creation. There are lots of strip clubs in windsor. The Black-Berry Billionaire grew up in windsor. Don't make fun of asian's here. Legal drinking age is 19 unlike 21 in detroit, attracting lots of 19 and twenty year olds to the Windsor club strip.
person1: "Yo bro lets go drinking!"
person2: "but im only 19!"
person1: "LETS GO TO WINDSOR, ONTARIO!"

person1:"Hey why is there so many wind turbines here?"
person2:"It's Windsor!"

Windsor Tunnel 

Sexual act named after the tunnel which connects Windsor, Ontario, Canada to Detroit Michigan. In it a man has anal intercourse (or HRA, hot rear action) with a 19 year old girl in the alley behind _____ (insert name of Windsor bar here).

It should be noted that 19 is the legal drinking age in Canada.
“Hey bro, where you been?"

"I just fucked that drunk american girl in the ass in the back alley!"

"Ah, you just took a detour through the Windsor Tunnel my man!"

Windsor'd 

To get screwed.

When you're really looking forward to something and it ends up going really wrong.
You just got Windsor'd, son!
Windsor'd by KipOBannon April 15, 2011

Windsor Learning Academy

a school where a fat ass 300 pound lady screams at you 24/7 and shits everywhere.the teachers don’t know how to teach for shit and they smell like pure shit
Windsor Learning Academy sucks pure ass