Kris Kristofferson Using a Punching Bag

The Kempt 100 is our definitive list of the 100 best-dressed men of the past 100 years.

Vices: we all have a few. But these guys, your next batch of Legends in the Kempt 100… these guys knew from vices. Weed. Speed. Gypsy jazz. Imaginary rabbits named Harvey. Barbra Streisand.

Vices, man…

Anyway: the Kempt 100 soldiers on.

25. Bob Marley
The takeaway:
Slim jeans. Serious boots. The rocker’s uniform from Liverpool to Jamaica.

24. William S. Burroughs
The takeaway:
An outlaw’s best disguise: dressing “straight.”

23. Django Reinhardt
The takeaway:
When it comes to tying a scarf, there’s the right way, the wrong way and the Django way (aka the “I don’t give a fuck” method).

Actor and Musician Kris Kristofferson
22. Kris Kristofferson
The takeaway:
Sometimes best dressed and best undressed aren’t that different. If you got it, flaunt it, etc.

21. James Stewart
The takeaway:
We should all age as gracefully as Stewart’s old-school Hollywood class did.

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  • Kempt Staff