Like the Native American donning a bear pelt, to wear celebrity-derived clothing is to share in the power of that celebrity. To exude the power of upper-middle-class '80s squareness, check out Cosby.
Started by an amateur skateboarder, the Cosby line's a fashionable reflection on an era when Reagan occupied the White House, but America was ruled by a sweater-clad obstetrician in a Brooklyn brownstone. Much of the gear looks like it was raided from the prop bin, including Cliff-ready cardigans, old-school striped tanks, and a mashed-up, '80s-style Hockey shirt that'll release that inner Malcolm Jamal that since '92 has starred in the troubled sitcom that is your soul. Other gear's more contemporary, but still clearly shouts out its Huxtableness, e.g., caps with "Cosby" under the lid, and the "Hebrew National" tee that spells out Cosby in blue Semetic-ish script -- ideal for the man who's eating street meat, but fantasizing about a pudding pop.
Cosby also stocks fashion mainstays, the standout being a plaid lumberjack shirt -- which won't call to mind any particular celebrity, but will project your powers of deforestation, and ability to take down an eight-inch stack of pancakes.