derek guy Profile picture
Nov 29, 2024 16 tweets 8 min read Read on X
I'll explain what these are and why they're great. 🧵
Sometime during the early 20th century, American outdoorsman Leon Leonwood Bean faced a problem: how do you keep your feet dry while hunting in wilderness of western Maine? Waders are fine in the water but you don't always want to be wearing those on dry land. Image
So he came up with a hybrid: a hunting boot that had the flexibility of a traditional leather upper but with the water-resistance of rubber footwear. First made in his basement, the two parts were combined with triple-line stitching to ensure they'd never separate. Image
Leon Leonwood Bean debuted his Maine Hunting Shoe through his company LL Bean in 1912. They were a hit with sportsmen; even Babe Ruth was a fan. "Thank you for those wonderful shoes, they fit perfect," Ruth wrote Bean in a letter. "I remain your friend." Image
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Over the next 50 years or so, LL Bean—much like other outdoor clothing brands—expanded and became more of a lifestyle company, a dynamic that environmental and cultural historian Rachel Gross brilliantly explores in her book Shopping All The Way to the Woods. Image
That means the boots were no longer just part of the standard kit for Maine hunters, but rather preppy students across the Midwest and Northeast. In his book Ametora, David Marx calls this style Rugged Ivy, as it was the outdoorsy counterpart to academic tweeds and blazers. Image
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Yes, much of this look was based on outdoorsy apparel built for function, but the styles were now about semiotics. They were worn for cultural identity, often signaling that the person aspired to have a connection with the outdoors. LL Bean boots were part of this look. Image
After about the 1980s, a lot of classic American style died in the US. I'm talking about classic tailoring, workwear, 1970s outdoor style, Rugged Ivy, and the like. Americans moved on to other trends. But the style lived on in Japan, where it became part of menswear culture. Image
So it's no surprise that the best Americana brands nowadays are not based in the US, but rather Japan. That's where you find both a true commitment to the original spirit of that mid-century look, as well as innovation. See how Engineered Garments riffs off American workwear. Image
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Visvim, the company that made the boot in the original tweet, is one of the many Japanese brands focused on heritage American styles. To be honest, sometimes I think the brand runs a little on how cool the founder, Hiroki Nakamura, looks. Everyone wants to look like him. Image
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Visvim's prices are a running joke in menswear circles because prices seem to go up every year. They are stratospherically high and seem to only be getting more out of reach. But I will say: when you actually get to handle the items, there's a lot of impressive detailing. Image
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Some fabrics are handwoven, hand-dyed, and hand screen printed. One can squabble about the value of these methods. I've argued on forums that their "handmade Goodyear welt" doesn't add much bc it still has gemming. But there's still a craft element in their collections.
So yes, these shoes are "ugly." They look alien, bulbous, and bulky. But they're an offbeat Japanese version of a classic American hunting shoe. To me, they tell a story about how classic American style has been preserved by enthusiasts in Japan who love the look more than us. Image
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I also think they can look great in the right outfits: chore coats, deck jackets, fatigues, wide legged jeans, duffle coats, and Cowichan knits. The chunkier proportions play better if all the other things in your outfit are similarly riffs on classic Americana. Image
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For guys who love that style but don't want to look preppy, Visvim's decoy duck boot can be a fun alternative to the original (pic 1). Their have more of a streetwear/ workwear/ fashiony feel. They also do a version with a thicker sole, although that's more directional (pic 2) Image
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someone trying to be friendly at a party: "what are thooossee?"

me: "i'll tell you what are these. 🧵"

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More from @dieworkwear

Feb 7
Your suggestions are shit ass.

Let me tell you about backpacks. 🧵 Image
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Let's first establish good vs bad ways to think about style. The first pic is correct — style is a kind of social language and you have to figure out what type of person you are. The second pic is stupid bc it takes style as disconnected objects ("this is in" vs "this is out"). Image
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I should also note here that I'm only talking about style. I'm not here to argue with you about ergonomics, water bottle holders, or whether something accommodates your Dell laptop. I'm am talking about aesthetics.
Read 18 tweets
Feb 5
It's true that Canadian Prime Minister Mark Carney has a rounded back and forward pitched shoulders. But let me show you something. 🧵
Watch these two videos. Then answer these two questions:

— Which of the two men is better dressed?
— How does each come off?
I think Carney is better dressed, partly because his clothes fit better. Notice that his jacket collar always hugs his neck, while Pierre Poilievre's jacket collar never touches him.

Why do Poilievre's jackets fit like this? Image
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Read 11 tweets
Jan 18
The level of craftsmanship that goes into a lot of Japanese menswear simply doesn't exist in the United States. You can do this for many categories — suits, jeans, hats, etc.

In this thread, I will show you just one category: men's shoes 🧵
For this comparison, I will focus on Japanese bespoke shoemaking vs. US ready-to-wear. The level of bespoke craftsmanship shown here simply doesn't exist in the US, so a Japanese bespoke vs. US bespoke comparison would be unfair. US bespoke is mostly about orthopedic work.
So instead, I will focus on the best that the US has to offer: ready-to-wear Alden.

On a basic level, top-end Japanese shoes are better because they are handwelted, whereas Alden shoes are Goodyear welted. The first involves more handwork and can be resoled more often. Image
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Read 24 tweets
Dec 18, 2025
A story I found about Haiti:

In 1999, a group of Haitians were tired of political disorder and dreamed of a better life in the United States. So they built a small, 23-foot boat by hand using pine trees, scrap wood, and used nails. They called the boat "Believe in God." 🧵 Image
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In a boat powered by nothing but a sail, they somehow made it from Tortuga Island to the Bahamas (about a 90 mile distance). Then from the Bahamas, they set sail again. But a few days and some hundred miles later, their makeshift boat began to sink. Image
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The men on the boat were so dehydrated this point, one slipped in and out of consciousness, unable to stand. They were all resigned to their death.

Luckily, they were rescued at the last minute by the US Coast Guard. Image
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Read 5 tweets
Dec 1, 2025
After this post went viral, I called Caroline Groves, a world-class bespoke shoemaker, to discuss how women's shoes are made. I normally don't talk about womenswear, but I found the information interesting, so I thought I would share what I learned here. 🧵
First, who is Caroline Groves?

Footwear is broadly broken into two categories: bespoke and ready-to-wear. In London, bespoke makers, including those for women, are largely focused on traditional styles, such as wingtip derbies and loafers. Emiko Matsuda is great for this. Image
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In Paris, there's Massaro, a historic firm that has been operating since 1894, now owned by Chanel. Their designs are less about creating the women's equivalent of traditional men's footwear and more about things such as heels or creative styles. Aesthetic is still "traditional." Image
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Read 18 tweets
Nov 29, 2025
Earlier today, Roger Stone announced his partnership with a menswear company, where together they've released a collection of tailored clothing items.

Here is my review of those pieces. 🧵 Image
The line is mostly comprised of suits and sport coats, supplemented with dress shirts and one pair of odd trousers (tailor-speak for a pair of pants made without a matching jacket). Suits start at $1,540; sport coats are $1,150. One suit is $5,400 bc it's made from Scabal fabric Image
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Let's start with the good points. These are fully canvassed jackets, meaning a free floating canvas has been tacked onto the face fabric to give it some weight and structure. This is better than a half-canvas and fully fused construction, but requires more time and labor. Image
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Read 24 tweets

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