Nike Air Pippen 2

Released: 1998
Complex Says: "Along with the technological advancements such as a Zoom Air forefoot and an inner sleeve, Nike designer Aaron Cooper utilized tumbled leather and the sleek and clean lines of the 1951 Mercury for the Nike Air Pippen 2. In furthering the 'It's gotta be the shoes' mantra, Scottie Pippen also went on to win his sixth NBA Championship against the Utah Jazz in 1998."