O-skeezy Share definition Flag O-skeezy is a term used to define someone who spits hard rhymes with ease. Man that guy raps harder than O-skeezy! Man he's an O-skeezy, he can spit that flow. O-skeezy by ADUB's finest J-Money March 22, 2010 0 0 Get merch Get the O-skeezy mug. Buy Now — $32.95 See more merch