Nike Air Penny 2 Sneakers White / Black / Sail / Photon Dust One of the most popular silhouettes of the 1990s: the Air Penny 2, NBA star Penny Hardaway s second signature shoe. This shoe strengthened the relationship between pop culture and sport, exploring the power of fourth-wall-breaking advertising. For example, as part of the Phone Ad series, the Air Penny 2 was displayed on a simple white background with little more than a swoosh and a 1-800 phone number to call.