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Coolness 

rather than deciding for themselves what theyre into, townies decide to "like" what their mates like and what the charts tell them to like. this is for 2 reasons: 1. theyre afraid they will lose friends, and 2. theyre afraid that if they make decisions for themselves they will be uncool.

And then there are emos, who, instead of making decisions for themselves, they try to be as different as possible from the crowd, and end up looking and being exactly the same as eachother.

the only true route coolness is to be unique and decide for yourself what you like, and have reasons for liking that and being able to accept other peoples opinions and not have arguements
townie 1: i like 50 ceny
townie 2: me too!

cool person 1: i like kaiser chiefs!
emo 1: i hate them!

emo 2: i like dashboard confessional
emo 1: i prefer taking back sunday
emo 2: me too!

cool person 2: i like coldplay
cool person 1: yeah, theyre quite cool.

townies and emos have not achieved coolness
goths, grungers, roodbois, etc have NEARLY achieved coolness

people that are unique but listen to other peoples opinions have achieved coolness

if everyone in the world achieved coolness, then people would be able to use the above labels without being hated by people without that label. labels are a way of trying to be unique, but they often fail due to the human obsession with rivalry.
Coolness by joeeeeeeeee April 15, 2006

gang of coolness 

A group of peeps in E-town, alberta which are "gangsta's"
they all have gangsta names like
sarizzle(sarah), p-diddy(paulina aka inka), j-bott(julia), gee gee unit(georgia), ebo(erin), a-split(alyssa), m-straight(mary), c-dog(courtney,and j-slut(joyce). These people may think that there gangsters, but there not even close =)
person one-aw that sarizzle is one biotch!

person two-oh dont even go there girl! shes in the Gang of Coolness!!!!!
gang of coolness by guess? March 15, 2005

cooliopesidaisies 

A one word phrase meaning, cool, neat, interesting etc.
Joe: "Hey, I saw your favorite band live!"
Susan: "Cooliopesidaisies."
cooliopesidaisies by Vi S July 5, 2008

Coolboyness 

Is when a person is worthy of the name cool or cooly, If you think your cool and you know your cool, then you can do whatever you want and when people, say its a cringe title, their just jealous of you.
Im so cool, but saying im cool is getting boring now, hmm, i now its 2023, so i identify as Coolboyness, and with my power of awsomeness,i will protect my pride and plant and goku doesn't have nothing on me.
Coolboyness by CoolX096 July 7, 2023

coolnessadoodles with pie 

very very cool!
The cheese was very coolnessadoodles with pie.

The Coolness 

None other than the absolute cool.
An (at the time) original, descriptive term. During the years of Ultima Online's prime, an MMORPG developed by OSI (Origin Systems Inc - though later taken over by EA), there was a player by the name of "the Sickness".

This character caused great distress to many people, so in response, the great Boba Fett/Magneto/Seifer/GM Cool Guy along with Spymaster, Ad Avis, Ice Trey and Mad Monk decided it was about time to fix his little red wagon.

Thus, The Coolness was made in a satiric attempt to poke fun at "The Sickness" and his brother "The Illness".

This was, of course, before "coolness" was even a viable word for internet or real life usage. Years down the road I hear it all of the time. It caught on very quick. While I don't think I can claim origination of the word, I can definitely say I spread it to a large portion of people on Lake Superior. Especially that wonderful, Y-Wing shaped town of Moonglow. :-)