Coolfest 

The gathering of a specific circle of friends. It is assumed who is coming by the use of the term. It is contrasted with other words and phrases like hanging out, session, cypher, party, which involve a varying degree of sociality and attendance.
Coolfests are reserved usually for those with a common interest or similar inclinations, like humour or music.

(in a text to a friend/s) Coolfest at my place?

We're having a coolfest

Coolfest by SKnowledge April 2, 2011

Cooliest 

Cooliest: To Be of the BEST

Me(if used on urself)
Not ur friend }
Not ur parents} if used on another the meaning changes
Not ur neighbor}

Im teh cooliest
Neighbor you teh cooliest
Mom an Dad ur teh cooliest
billy ur teh cooliest

Cooliest by Bernard Zygote April 30, 2008

Coolest kid

Coolest kid could be anyone.
You wouldn’t know who.

LAME Kid1: Hey, who’s the coolest kid around here?
LAME Kid2: Only the one and only Coolkid89!
LAME Kid3: WOW! Their name even sounds cool!

Coolest kid by Not Niki December 8, 2021

coolest 

the most "cool" or the "best"

"man, that car is like the coolest thing I've ever seen!"

coolest by Will L June 22, 2005

fucking coolest person ever 

Stephen Colbert, plain and simple.

Stephen Colbert is the fucking coolest person ever.

fucking coolest person ever by K3n7 September 9, 2008

Coolest cat in the Barn

The act of being extremly cool and amazing, yet resembling the awsomeness of cool barn cats.

Amanda: WOW, My pet fish is SO cool!

Hayley: You bet, it is the coolest cat in the barn!

Coolest cat in the Barn by KuuungPowChickeen January 14, 2010

Cooliest 

The act of being the most cool person out of a group of people.

-You are a pretty cool friend.

-Am I the cooliest?

Cooliest by FTT1 October 7, 2009