23. Craig Sager's Suits

Debuted: 1972
Famed Appearance: On the sidelines, in the dugout and on the court

The venerable reporter's style is reminiscent more of New Jack City's Nino Brown, than that of a trusted source of information on professional ball courts across the country. Sager has been in the business since 1972, and a keen eye will catch a glimpse of him waiting to greet Hank Aaron at the plate after breaking the Babe's record. With an estimated 118 different suits to choose from in a cacophony of colors, and amply prepared to be paired with a pair of ostrich or stingray loafers, his suits truly are a cultural phenomenon.