When It Comes to Brown Shoes, I Go Dark
My taste in shoes is like my taste in humor: the darker the better.
My taste in shoes is like my taste in humor: the darker the better.
I have to admit that I think of galoshes as something worn only by old men. In some circles, galoshes are referred to as “overshoes” or “rubbers,” which is much more fun to say. But as it its with many tried and true ways and means (think safety razors, classic rules of tailoring and other rehashes of things that have been around forever), the old men are on to something.
On the quest to become as comfortable and casual as humanly possible, there is a more stylish and tasteful option.
Because well-tended shoes tell us that the wearer has self-respect, that he hasn’t lost hope and that he gives a damn.
A shoe store that not only sells superlative shoes, but they include cedar shoe trees with the purchase.
It’s confusing to watch some legacy clothing giants from Ralph Lauren to Macy’s stumble when it comes to this thing called the internet, the thing that completely changed the way people want to shop and the thing that younger and more innovative entrepreneurs seem to manipulate with more agility. It’s almost as if the thinkers behind these old brands borrow from the too-big-to-fail music industry playbook, ultimately falling behind. With staggering hubris, they expand and expand over and over with more and more new stores in cities across the globe, then ultimately pull back and close those stores because the anticipated sales weren’t there. (Google the story of Tower Records.) In the wake of disappointing sales and closing stores, the spokespeople from these companies almost invariably tell the press some version of “We’re going to start paying more attention to our online presence.” Gee, ya think?

As I’ve written before, it’s exciting to see young brands take a good idea, run with it, and execute it well with a worthwhile product, especially when the product is handsome, well-made, affordable, and workable. One such recent entry is Beckett Simonon.
My favorite dress shoes are Goodyear welted shoes. I love the way they look, I love the way they wear, I love the way they last. Aside from their superlative construction, they have a classic, masculine look that works with suits, casual pants or jeans. Sturdy and elegant.
As I’ve written before, the world on the web is filthy with new brands hoping to put a dent in the menswear universe. They’re like aspiring young actors fresh off the bus in NYC, hoping to light a spark and make their mark. Like those legions of actors, the odds of success for these bright-eyed brands become lower and lower as the market becomes more saturated (and maybe even overwhelmed) with so many options.
I’m repeating myself again by saying that no one is going to reinvent the way men dress on any real scale in our lifetimes. Suits, shirts, ties, shoes, jeans… Lapels might be wider this year, ties might be skinnier next year, fabrics might be stretchy and wrinkle-free (gross), but they’ve all essentially been perfected already. The only real new twist in this Age of Disruption is the delivery system. The new kids are figuring out ways to get it to us cheaper and faster, and the best ones do it without compromising quality.
One of those new brands doing something interesting is Toca Shoe Co. Toca Shoes was started by two college mates who decided to come up with a solution for a comfortable shoe with the luxurious look of a good-looking dress shoe. The goal was to make the shoes very comfortable, well-made, handsome and affordable, using high quality materials and ethical manufacturing standards.
I recently had a great lunch meeting with a friend who wanted to overhaul his wardrobe from the ground up. He had picked up on what I was doing, and wanted to get into a tailored look with custom suits, classic dress shirts and good shoes. To start, he wanted to keep things very simple and then expand his sartorial horizons once he got his sea legs. I was extremely flattered that he saw me as a good source for counsel. Not only was I happy to help, but I saw this as a personal opportunity to refresh my perspective on solid foundational essentials, dialing it back to the very basics.
In today’s men’s wear culture, it’s so easy to get caught up in what’s hot and so very right now while ignoring the ever-important basics. One might have the wardrobe to look super fantastic in a nightclub, at a fashion show, at Pitti Uomo or at a selvedge denim flea market packed with bearded bros, but put some of those guys at a wedding, an important business meeting or at the occasional black tie affair and they often look like they’re in the wrong room. At funerals, such sartorial illiteracy even looks disrespectful. It’s like having a collection of unique ornaments, glittering tinsel garland and flashing lights but no tree. It goes back to having the basics, which starts with shoes.
I have been – and remain – an advocate of putting plastic taps under the toes and the heels of shoes in order to preserve the soles and extend the overall life of the shoes. I’ve been doing it for years, and it has worked very well.
Every time I bring a new pair of shoes to the cobbler to get “tapped,” he points at the leather sole and asks if I want rubber, which is a thin protective layer of rubber adhered to the leather sole. When I tell him I want taps, he asks again: “You sure you don’t want rubber?”
His obsession with rubber instead of taps under the toes made me wonder: Was rubber really the right way to go?