4. Mike Ditka's Sweater Vest

Debuted: 1982
Famed Appearance: On the Chicago Bears' sideline, Super Bowl XX

In the city of Chicago, the social hierarchy revolves around football and food, falling in this exact pecking order: Ditka, beer, deep dish, Ditka. While the Miami Dolphins have been lauded for their perfection back in 1972, it was the 1985 Chicago Bears who were undoubtedly the most dominant football team of all time after running through the playoffs with a 91-10 point differential. Ditka's block letter sweater vest was the filet-mignon of athletic fashion because it conveyed the perfect amount of elitism. It said, “We're good, and we know it.”