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Coolguy

A douchebag who frequently posts on urban dictionary.
He practices douchebaggery in every post and ultimately fails in every sentence. His "diss" on blink-182 for example was cleverly titled "Blink 180". Probably in the age range of 1-11 and with the musical and mental capabilities of a goat. He cant even spell and enjoys eating his disgusting little abused features when he's home alone :)
Coolguy on "Blink 180": "worst band ever, it is so crapy I whant to eat my ears when I hear it
almost as bad as u2, greenday, and all thos crapy emo bands"

'Nuff said.
by CoolguySucksAss July 28, 2009
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coolguy

jeez what a coolguy (nigger)
by based9 May 27, 2021
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internet coolguy

n. An internet coolguy is often annoying and extremely disrespectful on the internet, but hilarious. Internet coolguys don't play by the rules, piss off internet toughguys, and use the internet for one thing and one thing only: to make other people feel worse about themselves. The internet coolguy will ask you questions about your personal life in order to feel out how important the internet is to you. Upon discovering significant importance, the internet coolguy will proceed to call you derogatory and hateful names until you either cry, get mad, fight back, or report them. The only way to defeat an internet coolguy is to either ignore him (no matter how difficult) or come to realize just how funny he actually is.
internet victim: "I'm on the phone with xBox support right now reporting your gamertag."

internet coolguy: "You think I care? Do you have any idea how many people have reported me? Tell ya what, call the person on the phone a fag too for me. And then tell them how much of a pussy you are for being a little tattle-tale."
by JimChach January 23, 2006
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henbo the sexy coolguy

Oml henbo the sexy coolguy is soooooo fucking sexy
by Kehdkshhdid December 20, 2017
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cool guy sydrome

Got diagnosed with cool guy sydrome...now I take adderall
by turtlekid7 December 18, 2017
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Cool Guy Kai

"Cool Guy Kai" or "CoolGuyKai" is a term coined by the LGBTQ+ community that refers to a specific dynamic in polyamorous relationships used to identify any adult straight person that pretends to be bisexual so they can lure teenagers in a relationship with them with the goal said teenagers also have sexual intercourse with their adult partner, who is an ephebophile. It is a term created to condense predatory behavior towards minors within the LGBTQ+ community.
"Don't be such a Cool Guy Kai. She just turned 18. We should date someone older."

"Why would we have a threesome? I don't like women like that. Besides, they are underage. I'm not a Cool Guy Kai."
by ango gobblogian September 25, 2019
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CoolGuyKai

CoolGuyKai
CoolGuy -

A "CoolGuy", followed by their name, is a term/nickname used for a person who has been caught or is known to be a predator of underage girls.
They are generally in their mid 20s to early 30s yet have the mentality of a 14 year old, which matches their taste in little girls.
They use the term CoolGuy as it helps lure in impressionable teen girls, making them them think they're a nice person they could totally be best friend with.
CoolGuy's are perpetually stuck in High School and refuse to grow up or date people of their own age, particularly because anyone with a fully developed brain can see that it's morally wrong to date underage girls when you're an adult (especially if they also happen to be parents themselves and/or have guardianship of an underage girl).
CoolGuy's tend to specifically target girls who have a troubled home/family life and/or suffer mental health issues because CoolGuy's know that the more broken a teenage girl is, the easier they are to manipulate and groom till they reach the legal age of consent in their state so they can then persue a sexual relationship with the teen.
"Hey, did you hear about that YouTuber who sent nudes of himself to 16 year old girls when he was 24? Then had sex with one of them within weeks of them turning 18, after having befriended them at 14 and even taking on a guardianship role!? what a sick bastard!"
"Yep, that's CoolGuyKai AKA Laineybot, apparently they even used the poor girls virginity as a bargaining chip with their husband, CoolGuyJames AKA Onison, then accused the girl of raping them both, at the same time!".
by deadendjustice93 October 1, 2019
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