37. Ricky Stratton
Show (Air Dates): Silver Spoons (1982-1987)
Actor: Rick Schroder
Sure, the privileged and spoiled Ricky Stratton was 12 years old when he started shooting Silver Spoons, but young'n or not, he still had style in spades. Colorful sweaters layered up over contrasting collars, classic striped rugbies, plaid skinny ties, and varsity jackets—we wouldn't mind copping and rocking that garb today.