How to Wear Chukka Boots | 8 Styles For Every Guy

Chukka boots are strange beasts. With their unstructured toes, low-cut uppers, and thin soles, at first glance they are more like a high-top sneaker than a burly boot. Many brands describe them as half boot, half shoe. And to many customers, that makes them the ultimate piece of footwear. When it comes to styling chukkas, … Read more

The 10 Best Desert Boots for Men in 2023

Let’s face it: summer is not boot weather. As much as those Vibergs will go well with your chinos, we’d rather not have a swamp forming in our boots. In comes the desert boot, a charmingly crude, very light, and casual staple in any man’s wardrobe.  What Is a Desert Boot? The desert boot is … Read more

What Are Crepe Soles?

You’ve likely seen, or owned, hard rubber-soled footwear — you know, something with Vibram or Dainite stamped on the bottom. But if you’ve ever shopped for Clarks Desert boots or Oliver Cabell’s Chelsea, you’ve come across crepe soles. The crepe sole is a bit controversial: some guys love it, others hate it. We’re going to … Read more

Chukka vs Chelsea Boots: Which Are Right for You?

I wear a lot of boots and I’m often asked about specific styles, like what’s a Chukka boot or what’s a Chelsea Boot. Which is better for the office? Is one more comfy? Brother, you’re in the right place. Here, we’re comparing and contrasting two completely different styles of boots so you can know which … Read more

The 11 Best Stylish White Boots for Men

For many, finding a pair of boots that work with their style is an easy task. A majority of guys just want a black or brown boot that can carry them through a rainy day. But for those of us who are tired of the classics, finding that perfect boot can be a bit of … Read more

I Can Only Fit 10 Pairs of Boots in My Apartment; Here’s How I Chose Them

Unless you are exceedingly wealthy or ridiculously lucky, a person living in Manhattan — indeed in most of New York City — must confront the reality that there is never enough space. I ran out of places to put more books sometime in the late 1990s, and ran out of space to store clothes and … Read more

Review: Why Clarks’ Desert Boot Is the World’s Most Popular Chukka

Clarks is a monumentally successful shoe company that was founded in England in 1825 and slowly became one of the most influential brands in Britain and even many of its colonies — I actually used to wear little leather Clarks shoes to school every day when I was growing up in Australia. It’s hard to … Read more

The 5 Best Chukka Boots You Can Wear With Shorts

Snugly nestled in the spot between work boot and dress shoe, the chukka is the perfect shoe when you can’t decide between dressy or casual. Plus, it’s the only boot you can wear with shorts. (Never forget this. If I see another pair of Iron Rangers with denim cutoffs I’m going to lose it.) Because … Read more