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

Here we are: the Legends portion of the Kempt 100. From here on out, we’re counting down the 40 best-dressed men of the past 100 years, five at a time. The first batch includes a bluesman, a rock star, an underrated leading man, a properly rated clothing designer and one corduroy-loving film director. (Oh, and disagree? Let us know on Twitter by using the hashtag #Kempt100.)

0116hundredANDERSON40. Wes Anderson
The takeaway: No matter the occasion, you can’t go wrong with Wes’s signature shoe: suede Clarks Wallabees.

0116hundredLAUREN39. Ralph Lauren
The takeaway: It doesn’t matter where you’re from, dress for the lifestyle you want to have. No one in the past 40 years has had a bigger impact on the way American men dress.

0116hundredWATERS38. Muddy Waters
The takeaway: Even if you’re a super-sharp dresser, people might forget that when you’re also an amazing blues musician. So we thought we’d remind everyone: Muddy had his mojo working every damn day.

0116hundredPECK37. Gregory Peck
The takeaway: If this were the only photo ever taken of this man, he might still have made the list. Because even the right clothes on the wrong guy somehow don’t quite work.

0116hundredJAGGER36. Mick Jagger
The takeaway: See that picture way up there? That’s Sir Mick in a Tommy Nutter suit. See this picture? That’s Mick in some crazy-ass trousers. Notice how he looks great in both? That’s what you’re aspiring to.

NOTE: Click here for the previous installments.


  • Kempt Staff