A town just south of Toronto housing some of the richest people in Canada. Most of the girls are pompous with rich dads who buy them everything. Most of the guys drop of of university and leech off of their parents.
"Yo, Oakville's sort of boring. And daddy won't buy me a new Mercedes."
"That's cool. Let's do zoomers and watch the OC."
by Johnson123 May 21, 2005
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ok so many of you people think oakville is rich. not really. i live in oakville and its not as rich as you people make it out to be. yes, we do say "chate", but only the guyes do. but for the record, i drive a 1992 Dodge Caravan, yes a caravan. i do not own a mercedes. If anyone has been to Kerr street, it is a ghetto. The only REALLY rich people live in Fairway Hills, where there are freaking mansions.
i live in an average sized home. not a mansion. i dont have a louis vutton purse, (i bought mine at sears) or a cell phone. i dont get an allowance. i earn my money by working! I
I'll bet that we have just as many house parties as mississauga or burlington does.
please stop sterotyping us.
ex. oakville is not as "chate" as you think.
by oakvilleiscool June 11, 2006
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Person 1: Hey man, do you want to go to Oakville?
Person 2: Fuck yourself, Oakville sucks.
by Madore99 December 31, 2011
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An upperclass neighbourhood reflected in luxury cars, nice houses and expensive clothing.

Its not a crime to spend money, if your family has money to burn. We're just raised better.
Oakville Kid 1 - My family paid over $200,000 in taxes last year

Oakville Kid 2 - I know what you mean, but we love Oakville

Oakville Kid 1 - Yeah man, tru.
by Oakville Kid 12 November 10, 2007
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Home of some of the biggest punks, thieves and liars in the world. If you call working hard being a white collar criminal(which most of you are), Then you are in the hardest working town in Ontario.Oakville used to be good until about 2001, thats when all the sprawl and dumb rich kids moved in. Now it also full of wannbes and never has beens, especially north of Upper Middle. I know all this because I live here.
Oakville kid : I wanna be rich like Conrad Black someday!

Toronto kid: (rolls eyes) OK.
by oakville blows chunks February 14, 2009
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a town/city that is filled with lots of cokeheads- they all have loads of $$ and dont have anything better to do...there are lots of stay at home moms and rich housewives that mooch off of their husbands...everybody gets everything...there are never money issues within anybody's home...fights between people include no weapons whatsoever- there are lots of wannabe models - everybody has louis vuitoon gucci prada...entertainment is usually house parties in massive homes...unlike people in mississauga who get stoned in people's small shity garages...- our taxes are welfare for the ppl in mississauga- the guys here are obssessed with the slutty burlington girls ...our education is tougher but better. our life does not revolve around stupid mmto and t dot wire bullshit and club108 is dirt ... and yea...everybody is obssessed with the OC and guys love poker.the ghetto here is kerr street which is nowhere close to the ghettos of mississauga which are basically dumps...the buses here suck but it doesnt matter because everybody has their nice cars...the guys here look older and more mature and hotter unlike the imature guys from mississauga...overall....life in oakville is a lot better if you could afford it.oakville consists of bush parties every night over the summer...everybodys got pools, hot tubs and awesome basements
overall, there is less violence, more perfection, more success, and more fun.
it is a successful way to run away from that filth that lives down in mississauga
guy 1: yo man im madd bored
guy 2: lets snort some coke and go to that bush party
guy 1: truu, let me get my lexus

-typical conversation that happens in Oakville on a friday night-
by secret12 March 2, 2006
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Oakville is a place where white kids wanna be black and black kids wanna be white. The upper class wants to be in a Abercombie commercial, and the girls are wannabee models. Not to include the "high class" twits who suck they're parents money away and will probably not move out til they are 30. Not only that but they're parents will probably have to make the downpayment.
Life is rough when you come from the mean streets of oakville....right....fags
Mom: Son would you like a peanut butter and jelly sandwhich
Billy: Sure Ma, that would be great.
Mom: You know your 32 and unemployed maybe its time to get a job? or maybe your own place?
Billy: Well mom i'm really trying to focus on beating Donky Kong this summer and going to Sharkeys
Mom: Well okay, do you want animal crackers with your sandwhich
Billy: Do I ever....OAKVILLE
by GunShow21 September 14, 2005
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