Unknown spectator dons White Hat and Pink Striped Suit
Star Jones Usher Smooth Dr. J and wife Dorys at 2006 Derby
Muhammad Ali Sports a nice Windowpane Sportcoat at the 2006 Kentucky Derby
Tyrese and Michael Jordan at the 2012 Derby
Tito Jackie and Marlon Jackson at the 2006 Derby
Star Jones and Chef Herb Wilson at the 2009 Derby
Gabrielle Union and Shaun Robinson at the 2007 Derby
D-Wade at the 2009 Derby
Michael Strahan and Nicole Murphy at the 2008 Derby
Smoky Robinson and wife Frances at 2010 Derby
In terms of what men should consider wearing to the derby it's been said that the derby is the unofficial kick-off of the Seersucker suit season. This cotton or cotton blend puckered striped suit comes in a variety of colors:
Red Seersucker Suit
Traditional Navy
EJ Samuel Lavender Vested Seersucker Suit
Double Breasted Seersucker Jacket
Another colorful option is the cotton Madras Suit:
Brooks Brother Madras Sportcoat
Brooks Brothers Madras Shorts
Brooks Brothers Madras Bowtie
Another smart option are cotton poplin suits:
The above suits, which come in a variety of colors, are practical in that they're cool, breathable and relatively inexpensive. In regards to shoes the Buck shoe, which comes in a variety of colors, work very well with these suits.
Buck Shoes by Assunta
San Antonio Shoes
Bass Buckingham Shoes
Of course you'll need a hat to complete your outfit. There are many from which to choose from:
Derby Hats
Former Piston John Salley sports a Fedora Straw with MJ
Tom Brady Sports a Straw Fedora at the 2006 Derby
Unknown Spectator dons Flat Top Straw Hat with White Buck Shoes
As I alluded to earlier this is the one major event where one can just "let their hair down" and wear what they want to wear without feeling "out of place". However:
Hot Mess at the 2008 Kentucky Derby
So put on your zaniest outfit and party on!