when someone does something that is not acceptable, "Not cool man!" is usually an appropriate phrase to inform them that what they did was not nice, cool, funny, or tolerated by society, or just you.
Uncool guy: My butt is so awesome....
Cool guy: Not cool man!
A phrase derived from Samuel L. Jackson's character Jules in Pulp Fiction, generally used when a bad motherfucker is going through a transitional period and just wants to calm a bitch down.
Jules: Tell that bitch to be cool! Say 'bitch be cool'!
Pumpkin: Be cool honey!
Jules: Say bitch be cool! Tell that fuckin' bitch to chill!