In advance of the Kentucky Derby, menswear website Kempt dove deep into the archives of sartorial inspiration. But not just any type sartorial inspiration. Particularly that which has taken place... atop a horse.

To invigorate Derby-goers, the website's discerning writers assembled “the most handsome equestrian moments in style icon history,” borrowing from famous films’ most striking scenes. The result is an arsenal of style that transcends generations. 

Take a look at the post and spin through photographs of Steve McQueen, Paul Newman, Elvis Presley, Montgomery Clift, James Dean, Clark Gable, Cary Grant, Marlon Brando and more.