Ben Affleck dressed up his dark neutral look with a pair of Wodehouse Chukka Timberlands that are totally dinner-date appropriate. Call Jennifer and tell her you're on your way, Ben!
Queen Bey's whole family rocks the stylish shoe—and in the classic color, too. While Beyonce gave herself some height, Blue and Jay Z rocked a flat sole.
Cara Delevingne skips the punishment of wearing cut-out pumps in the New York City chill and styles up a pair of warm and waterproof Timberland boots with a neon green beanie.
Combined with her crisp white pants and delicate striped pullover, these comfy-looking Earthkeepers Hookset Timberland shoes are timeless.
And here's the pic you needed to see. Yep, apart from just Instagram uploads, Jay Z wears this cook shoe, too.
Kanye West wore his statement shoes to the front row of Spring 2014 New York Fashion Week. If Kanye wore 'em to the most stylish event in NYC, you might want to invest in a pair, too.
Kourtney Kardashian and Khloe Kardashian
Where do you wear your Timberland boots? Kourtney and Khloe sport them while taking pics on the tops of cars. Why not, right?
Kris Jenner may just win the award for best Timberland--enhanced outfit. The hunter green skinnies and the hue of the classic boot fit together perfectly.