75. Real Deal
Year Introduced: 1997
Before he got a signature shoe (and a max contract), Tracy McGrady looked to be one of the high-school-to-pros guys who chose poorly. But at least the skinny Raptor had a sneaker deal. He endured those early years in the adidas Real Deal, an ironic name at the time since he decidedly didn't look to be one himself. Little did we know.