coolioness 

the act of trying to be cool, but endibg up looking like complete ghey douche bag

a word people try to used to make them sound but it jusy really annoys the fuck out of people

douche: hey guys wasnt that movie just coolioness?!!

guy: did you just fucking say "coolioness"?!

douche: yeah!!!!

guy: dude your a fucking douche!! get the hell away from me!!

coolioness by crAnk_[lynn marie] February 11, 2009

Coolioness 

Coolness, but cooler.

“Bro you have so much coolioness today”
“Thanks bro!!!”

Coolioness by snellie January 1, 2023

perceived coolness whore 

The annoying individual who claims to be interested or expert in almost any topic that anybody else in a group refers to as cool, often to the extent that their involvement in so many activities and interests, or in a more oscure pursuit or fetish, may seem dubious.

"Hangliding looks cool" eliciting the response "Oh, I LOVE to hanglide, I'm an experienced hangliderist!"

or

"I have a friend who is into CBT" followed by "Ooo, CBT is the coolest - I do it all the time!" leading the original speaker to ask the perceived coolness whore to define CBT in semi-polite company.

At their worst, a perceived coolness whore might stumble, late, into a conversation about female contraceptives or male pattern baldness and, upon hearing a prescription drug name, will claim to have once done lines of the afore-mentioned drug off the back of a hooker at a Hollywood party.

perceived coolness whore by Anthony Sheppard July 31, 2006

Coolioneosis

Coolioneosis: adjective. Coolioneosis is the coolest form of the word cool. Awsome above all other varieties, Coolioneosis will one day rule the world.

I just got this awsome new CD.
Coolioneosis!

Coolioneosis by Leah Coiro September 24, 2005

Maintain Coolness 

(main~tane kewl-ness)
adj. Keep it real, Be Cool, Shit wired tight, Maintaining, Maintained Coolness
1. An extreme state of Maintaining
2. When one is in a troublesome situation and does not give in to the pressure, temptations, or does not let negitive chance effect them.
3. To keep a high level of bad assery at a club/bar/party/home alone.

Eventhough that lying bitch cheated on Boxhead, he maintained coolness and obtained his first booty call one week after he shunned that slut. He later obtained his Grey belt at a second-degree level two weeks following. He definitely can Maintain Coolness.

Maintain Coolness by Boxhead January 19, 2006

Coolness 

Being fricken rad.

The level of coolness in Christian is super high.

Coolness by JazzlingJ September 30, 2020

Coolness 

is having courage - courage to do what's right.

coolness is having courage
courage to do what's right
just try to remember always
just to have a good time
good time good time good time
goo time goo thime goo thime
doo dime doo dime ooo im ooo im

Coolness by brotherbear February 3, 2009