Lookbook
Chukka & Desert Boots: Crepe-Sole Smart Casual
An exploration of the timeless ankle-high suede chukka boot and natural crepe rubber sole. Bridging the gap between rugged workwear and refined tailoring with effortless two-eyelet simplicity and supple comfort.
From $142Utilitarian Khaki Quilted Liner Jacket and Waffle Henley With Olive Fatigue Pants
Oct 17, 2026
From $149Stone Grey Safari Jacket and Cream Waffle Henley Minimalist Monochrome Look
Oct 11, 2026
From $106Tobacco Brown Safari Jacket and Waffle Henley Rugged Workwear Outfit
Oct 11, 2026
From $98Charcoal Shawl Cardigan Navy Waffle Henley and Olive Chino Pants Look
Oct 10, 2026
Shop pieces for these looks
From $112Camel Shawl Cardigan Cream Waffle Henley and Grey Chino Pants Look
Oct 10, 2026
From $115Rugged French Chore Jacket Cream Waffle Henley and Olive Chino Pants Look
Oct 10, 2026
From $131French Casual Blue Cotton Chore Jacket Oatmeal Sweater and Brown Pants Look
Oct 10, 2026
From $144French Workwear Olive Cotton Chore Jacket Burgundy Knit and Grey Chinos Look
Oct 10, 2026
Shop pieces for these looks
From $176Autumn Ivy League Burnt Orange Shaggy Dog Sweater and Corduroy Look
Oct 9, 2026
From $156French Workwear Moleskin Chore Jacket and Breton Stripe with Suede Chukkas
Oct 9, 2026
Smart Casual Olive and Green Earth Tones Outfit
Jul 17, 2026
Cozy Cream Ribbed Turtleneck and Olive Cargo Pants Weekend Look
Jul 11, 2026
We consider the suede desert boot the single most versatile footwear bridge in a modern man's rotation. Originally popularized by British officers and perfected by Ivy League icons, its unlined ankle profile pairs effortlessly with everything from olive fatigue trousers to tailored chinos. We recommend tobacco, sand, and chocolate suedes that develop rich character with every step.
— The Editors
All curated searches
- Men's Khaki Tan Quilted Collarless Liner Jacket
- Men's Cream Waffle Knit Henley Shirt
- Men's Olive Green Cotton Fatigue Pants
- Men's Tan Suede Chukka Desert Boots
- Men's Silver Stainless Steel Link Watch
- Men's Natural Stone Beaded Bracelet
- Men's Grey Cotton Safari Jacket
- Men's Light Grey Slim Jeans
- Men's Beige Suede Chukka Boots
- Men's Oatmeal Waffle Knit Henley Shirt
- Men's Dark Indigo Slim Jeans
- Men's Brown Cotton Safari Jacket
- Men's Dark Brown Suede Chukka Boots
- Men's Charcoal Grey Shawl Collar Cardigan
- Men's Navy Blue Waffle Knit Henley Shirt
- Men's Slim Fit Olive Chino Pants
- Men's Dark Burgundy Leather Chukka Boots
- Men's Camel Brown Knit Shawl Cardigan
- Men's Cream White Waffle Knit Henley Shirt
- Men's Slim Fit Grey Chino Pants
- Men's Blue Cotton Chore Jacket
- Men's Cream White Waffle Henley Shirt
- Men's Slim Fit Olive Green Chino Pants
- Men's Oatmeal Beige Crewneck Sweater
- Men's Slim Fit Dark Brown Dress Pants
- Men's Olive Green Cotton Chore Jacket
- Men's Burgundy Red Crewneck Sweater
- Men's Slim Fit Charcoal Grey Chino Pants
- Men's Burnt Orange Brushed Wool Crewneck Sweater
- Men's Cream Tattersall Check Button Down Shirt
- Men's Olive Green Wide Wale Corduroy Pants
- Men's Tobacco Brown Suede Chukka Boots
- Men's Dark Brown Woven Leather Belt
- Men's Vintage Brass Diver Watch Tan Strap
- Men's French Blue Moleskin Chore Jacket
- Men's Breton Stripe Long Sleeve Shirt
- Men's Ecru Relaxed Carpenter Pants
- Men's Snuff Suede Chukka Boots
- Men's Natural Veg Tan Leather Belt
- Men's Regular Fit Green Corduroy Blazer
- Men's Regular Fit Beige Long Sleeve Crewneck Sweater
- Men's Slim Fit Olive Green Flat Front Chino Pants
- Men's Regular Fit Cream Long Sleeve Turtleneck Ribbed Sweater
- Men's Regular Fit White Short Sleeve Crewneck Cotton T Shirt
- Men's Slim Fit Olive Green Cargo Pants
- Men's Brown Suede Chukka Boots
- Men's Classic Silver Case Leather Band Dress Watch
- Men's Brown Leather Weekender Travel Duffel Bag