Also can mean someone who deliberately disobeys rules in a bid to look cool. Mainly used at school i think.
Boy1: Have you done any revision this holiday?
Boy2: No i just went out every nite
Boy1: Oooo...too cool for school
by flashermonkey April 13, 2004
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People who think they are above joining facebook or believe they have better things to do that go on facebook.
Mark: Hey Bill you the only one from from our graduaitng class without a facebook?

Bill: I guess, I'm too cool for facebook

Mark: Whatever...loser
by top rat April 11, 2010
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Commonly known as Bree.
One who is unbelievably awesome and cannot be compared to anyone else.
I cannot believe you just did that! You are so too cool for words!
by Bree April 6, 2004
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The ock in your typical local community college class who resists (in the classroom) expressing himself or liberally speaking to people unless called on. He is typically sleepy-eyed with perma-frown/stance and at any and every alloted break, this guy will jump on the cell phone and become a totally different person. see also total dick and indistinguishable.
Sally: That guy in our Chem class seems shy, I wonder if I should go talk to him?
Alex: I killed some vagrants last Tuesday.
by Fiesta Facelift August 13, 2005
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What you feel about you and how others may perceive you. If you have faith in yourself and others have it in you, you sre too cool for school!
Your freind hit how you are feeling on the button. They are now too cool for school because they know more than anyone else!
by The entirety of my heart June 19, 2009
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This describes someone who is constantly judging everyone and everything to be less cool than they are, because in their mind they're a true rebel in the know about everything. This kind of person mocks or rolls their eyes at anyone who they judge to be uncool, but only because they imagine that other "cool" people would hold such a view, and they feel they're in the know about how all the "cool" people think, and want to feel accepted by the cool crowd. They're simultaneously insecure and worried about maintaining their image at all times, and in case anyone might see them, they won't let themselves get really into or become enthusiastic about anything, lest that thing be thought of as uncool.

Also applies to hipsters on the excessively surly and douchey end of the hipster spectrum.
As an example of the too cool for school thought process:

**Sees someone being enthusiastically into science (or history, or literature, or math, or a movie, etc etc)....

Thinks subconsiously: "All the cool people think science is lame, and I want to be accepted by the cool people, so I should agree with them, so therefore, science must be lame, and I had better not have any interest in science."

Thinks consciously: "Pfff, what a dork!" Rolls eyes.
by phillybagel June 17, 2017
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believing that you are good for spurs
cowboy 1: do you think youre ready to earn your spurs?
cowboy 2: yes because i know i am too cool for my boots
by ilyatinycdai December 18, 2019
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