Definitions by Bill Wonka

heelin' 

The result of wearing your shoes untied or loose, in which your heel comes up from the shoe, but the shoe maintains on the ground, creating an effect of slow walking and the sound of dragging feet.

Man y'all was heelin' in them Jordans
I strictly stay heelin' in my Tims
That dumb ass rolled his ankle tryin to be heelin while he was hoopin

heelin' by Bill Wonka January 28, 2007