coolboys 

2 or more people having a funny conversation, when 1 or more person thinks the conversation is cool.. they say coolboys. so the people in the conversation are now coolboys.

( in a car, windows down, 9 at night. 4 girls sat in the car with an adult driving )
( boys walking down the road )

a - i wanna bangya (; lol :L
b - phwoarrrrrrrr!
j - FITTYYYYYYYYYS!
m - what time tonight then? :L

b - how cool are we?
a - rather coool (H)
j - we're suchh coolboys ! :D
m - (H)

coolboys by happyyyDUDE February 17, 2010

Coolboyman 

The artist who created the account Strawberry Clock as a joke and accidentially spawned the Clock Crew He now spends most of his time doing collabs with other artists.

Strawberry Clock: I'm really coolboyman, now you are going to all hate me.

Clock Crew: B for life!

Coolboyman by Connect the Dots September 6, 2005

Coolboy7676 

Copper 5 in rainbow six siege.

Oh my, that guy plays like a Coolboy7676

Coolboy7676 by Trashcan2513 November 21, 2019

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

Coolboy

One of twelve hilarious guys who roast each other on the daily

Nick: Did you see the coolboy walking down the hall?
Griffin: Yeah, I wish I was one of them...

Coolboy by Jimbo2568647 October 12, 2017

Cool Boys

An exclusive group where 12 people roast each other on the daily

I was crying when I saw what they said about me on cool boys

Cool Boys by Jimbo2568647 October 12, 2017

coolboy

"coolboy" means a boy who is "cool", "in", who likes party life but on the other hand he can´t stand being without sport and his friends and girlfriend(s). Sometimes he is cunning and arch.

You can tell to your friend: "Hey, Mark, you´re realy coolboy"

coolboy by pavelkja March 31, 2007