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cooler than the other side of the pillow 

This phrase is an adjective used to describe someone who's demeanor is so cool that if you don't like them, there is something wrong with you; a literal description based on waking up at night, flipping your pillow, and the coolness making you feel so good you fall back to sleep.
Chris? Oh that dude is the shit! He's cooler than the other side of the pillow.
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cooler than the other side of my pillow 

Something that is cool, neat, or nifty.

Ever notice how when you sleep with a pillow, that if your neck gets hot you can just flip your pillow over and the other side feels cooler than the side you were previously laying on?
Wow I really like that new tractor you got there, Bob! That thing is cooler than the other side of my pillow!

ghetto cooler 

(n.) plain brown paper bag used to cover an alcohol container. Often used to consume alcohol in public where open containers are illegal.
I'm gonna put my fo'ty in a ghetto cooler so the cops don' bust me.
ghetto cooler by MDM September 3, 2005

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!

Polish Cooler

A plastic bag one my use to carry any beer or liquid that a person might proceed to drink in the following night.
Connor: Fuck, why did we get rid of the case? now we have nothing to carry are beer in when we go out.

Babs: Don't worry, i got a polish cooler in the impala that we can use.
Polish Cooler by apollotheapache November 2, 2010

Cooler Picker

Someone who steals beers from cooler that is not their own.
Damn, I got cooler picked, again. Cooler Picker took my Bud Light.
Cooler Picker by EricJC December 9, 2008