These Radical Suiting Legends Make the Case for the Freaky Suit

André 3000
New York City, 2009
The OutKast icon yanks the corduroy suit off the professor's armchair by owning the rumpledness, turning up the sleeves, and jamming in a wilted pocket square.

Warren Beatty And Diane Keaton
New York City, 1978
Here you get two extremes of the wild-suiting spectrum. See-through shirting or lipstick-red standing collar with a ribbon tie? Silk-wool fabric or wide wales? One belt or two? Go Beatty-esque for the nightclub, Keaton-ish for the country club, or mix their codes for a little bespoke mélange.

Robin Williams
Los Angeles, 1999
This is what they dreamed would eventually happen when making the switch from gas lighting to electric on Savile Row all those decades ago: Robin Williams in screaming white pinstripes with a knit tie in bonkers blue.

Dennis Rodman
New York City, 1996
Basketball's most mythical fashion madman brings his freakitude to the tailoring universe by pairing textures, not colors. He has also elevated his finest silk gauze haberdashery into a knotted belly shirt and transcended the plebeian button-or-zipper-fly dialectic: Rodman is a lace-up man.

Pat Riley
Baltimore, 1988
Sometimes the most mundane thing creates the tweakiest vibe, like this tweedy single-pleat deal from the coaching legend. Every detail, down to the gold belt buckle and red cashmere tie, is by-the-book trad but hits like Technicolor velvet.

Prince
West Hollywood, 2007
This buttery look is a glorious collision of centuries and moods that creates a signature lightning bolt sexuality: the Edwardian frock coat and the bell-bottom hip-huggers, with the shirt undone just so—and Prince piece a-swingin'.