Gabe De Sousa

I’ve got a soft spot for small, rising boot brands. They build with purpose, not ego. They listen to their customers, pay attention to fit, and actually care about materials and craft. Brands like Christian Daniel, Cordobés, and Craft & Glory are perfect examples of that. They don’t have massive marketing budgets, but they earn … Read more

There’s something about Wootten boots that feels different the moment you put them on. Maybe it’s the handmade leather, maybe it’s the fit. Either way, getting Wootten sizing right makes all the difference. Wootten uses UK/AU sizing, and their lasts can feel a bit snug or roomy depending on the model. In this guide, you’ll … Read more

With nearly a century of experience crafting some of the finest men’s shoes in America, Allen Edmonds takes fit seriously, almost as seriously as craftsmanship itself. Every pair is built with precision, from the cork-filled insoles to the Goodyear welt construction, but none of that matters if the fit isn’t right. In this guide, I’ll … Read more

Astorflex makes some of the most comfortable Italian boots you can slip on, and they’ve been doing it for generations. But the big question everyone has is about Astorflex sizing. Do you go true to size? Do you size down? That’s what this guide is here for. I’ll break down how some of their popular … Read more

What does it take to make a boot that got a Seal of Approval from The Prince of Wales, now King Charles, in the form of a Royal Warrant over 35 years ago? It takes history, craftsmanship, and a stubborn commitment to tradition, and while fashion has shifted countless times, their approach hasn’t bent much. … Read more

Justin has been building boots the cowboy way for over a century. They’re tough enough for ranch work, sharp enough for nights out, and built with that classic Western fit that feels nothing like regular shoes. And that’s exactly where most people get tripped up. Cowboy boots fit differently. They slip a little at the … Read more

I’ve always had a soft spot for the little guys. Don’t get me wrong, I’ve got the heavy hitters lined up in my closet like Red Wing, Wolverine, Allen Edmonds, and my Pacific Northwest boots could probably survive the apocalypse. But there’s something about smaller boot brands that keeps pulling me in. Brands like Parkhurst … Read more

Chippewa boot sizing can feel tricky if you’re new to the brand, but once you understand how the lasts run, which widths they offer, and how to measure your feet properly, the whole process makes a lot more sense. I’ll walk you through what worked for me, where Chippewa fits compared to other boot brands, … Read more

The first time I tried on a pair of Edward Green shoes, I thought I had it figured out. I slipped into what should have been my size… and it felt all wrong. Too much room here, pinching there, and somehow both loose and tight at the same time. That’s the paradox of Edward Green … Read more

JM Weston sizing is a bit special, especially with their iconic loafers. If you’ve been reading about their famous 180s or any of their other slip-ons, you’ve probably already heard the fit is… particular, if not weird. And you’d be right. Their loafers come in multiple widths, the leather takes time to break in, and … Read more