Men’s Dress Shoes – Monk Straps, Brogues, Wingtips

Let’s talk about my favorite and what I consider the best men’s dress shoes for Fall and Winter – Monk straps, Brogues, and Wingtips. Quick note: Wingtips are technically Brogues, so I’ll be lumping them together throughout this article. Just know when I refer to Brogues that I also mean Wingtips. I prefer these during…

The 5 Shoes Every Man Should Own

In my Men’s Wardrobe Essentials Series, as well as my Summer Essentials Ebook, I touched on shoes a little bit, but the most-requested video/article for a while has been the number and type of shoes every man should own. So here it is: These are the quintessential shoes that every man should have in his closet…

How Should Dress Shoes Fit?

I’ve seen so many articles and videos taking how to get the proper dress shoe fit that are completely unnecessary and just create more useless work and steps for the poor readers. Of course, if you ask a shoemaker or shoe salesperson about what goes into fitting for a pair of dress shoes, they’ll tell…

How Should Shoes Fit?

When I’m fitting my clients in sneakers or casual shoes for the first time, they can easily tell me when shoes are too tight or too loose, but outside of the super obvious, they have a hard time figuring out if they fit properly or not. So I came up with two ways to tell…

Chambray Shirt, Sport Coat, Chinos, and Dress Shoes

The casualness of a chambray combined with the sharpness of a sport coat is a guaranteed to turn heads in the office or at any wedding. Wear an indigo button-down chambray shirt, a grey wool sportcoat, blue chinos, and black oxford dress shoes. Spice things up with a lively pocket square and a simple plaque…

H&M Sweater & Seersucker Shorts, Next Oxford Shirt, Sperry Boat Shoes

Overall, with minor adjustments, this is a great summertime outfit. The shirt looks like it’s an excellent fit in terms of collar and cuff. The seersucker shorts are awesome with the white oxford button-down shirt. Pair the outfit with some navy or tan Sperry Topsiders and you’ve got the perfect “keep it simple” summer outfit. My…

Men’s Holiday Gift Guide 2020

This year is a little bit different because… pandemic. So these choices are more geared toward sending directly to the receiver instead of handing to them in person and they’re also options that will work for everyone (including yourself!) regardless of age, size, budget, location, etc. We hope you have a happy holiday season! Cashmere…