derek guy Profile picture
Dec 30, 2023 19 tweets 9 min read Read on X
Some people asked how can they dress more like this. So here are some thoughts. 🧵

First, there are some immutable things about tailoring regarding fit. These are technical things—not having to do with style or silhouette, but just whether the clothes actually fit you. Image
The jacket's collar should always stay seated on your neck, even when you move. In the first photo, the distance between the jacket's collar and Kimmel's neck is known as a collar gap. This is bad. Aim for the second photo. It should stay like this even as you shift around.
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There are a bunch of technical things regarding fit that can be collapsed into the general advice: avoid pulling, wrinkles, and weird lines. Gaetz here is wearing a jacket that's far too trim. If you see the waist button pulling, your coat is too slim.
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Lastly, get your trousers hemmed so they either have a single break or the hem is just grazing the top of your shoes. Get your sleeves hemmed so you're showing about a quarter inch of shirt cuff. It's shocking how often you see guys with fabric puddling around their ankles. Image
This sets the groundwork for how a suit should fit in technical terms. The rest is about style—or the language of what a suit expresses. Tailoring has gone through many iterations in the last 150 or so years. Knowing that history can help you express what you want.
A lot of what you see in that original video draws from the 1970s. So we're talking big lapels, lower gorge (the seam that connects the collar to the lapel), big shirt collars, tiny belts, higher trouser rise, and sometimes a flared leg.
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This is the opposite of what we've seen in the last 20 years, which is thin lapel, tiny shirt collar, trim pants, low rise, short jacket, etc. This look, which started with designers such as Hedi Slimane and Thom Browne, is now on Main Street.
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This means you have to search for clothing made in the correct proportions if you want to channel that 1970s energy. One good starting place is Husbands Paris. They do ready-to-wear and made-to-measure.
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If you can afford to spend a little more, check out Edward Sexton (Nina Penlington is now the firm's head cutter since Edward passed away) and Kyosuke Kunimoto (a Japanese tailor). Both are really good at doing this look.
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Here is a video of Leon Bridges in velvet suit made for him by Kyosuke Kunimoto. Notice wide, slightly curved lapels (the curvature is known as a "belly") and taped edges. While fashion-forward, the collar still hugs his neck. This is the technical part of fit.
In the 1970s, suits were made from materials like wool gabardine and ribbed calvary twill. They were often made in dusty colors, such as taupe, making them look less "serious" and "business" than a navy worsted.
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Start with an understanding of how materials/ colors were used, and then ask how you plan to use the suit. **Don't buy stuff just bc it looks cool.** Ask: How do I plan to use this suit? What's the season and time of day? This informs your choice.
OK, so we've nailed

1. How a suit should fit
2. What the proportions should be
3. What materials you might want to use

Let's move on to the rest. Image
If you're wearing a fashion-forward suit, you're prob wearing this to a non-business setting. So you prob want to dress this down. Try wearing it with a snap-button denim Western shirt, rayon shirt, camp collar shirt, long-sleeve polo, or a retro-style knit (like in the vid)
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Bryceland's, Scott Fraser Simpson, Todd Snyder, Gitman Bros, and Proper Cloth can be helpful retailers here. If you want, you can try to splay the collar outside of the jacket, although I find some guys pull that off better than others. Experiment.


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Next, get the right pair of shoes. Loafers—penny, tassel, or horsebit—will be a relatively low-risk purchase, as you can use those for other things in case you move from this style. You can also try Chelseas or side zip boots. Oxfords only with suits, please.
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Finally, accessories. A thin gold chain and some large eyewear frames will give this look some umph. I like Jacques Marie Mage and Moscot's Shtarker for eyewear. Daniel Jewelry in Hialeah Gardens, Florida has nice gold chains.
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Idea is to know some basic things about tailoring, then use proportions, materials, shirts, shoes, and accessories to express what you want. Even things traditionally seen as stodgy, such as a brass button double-breasted blazer, can be made to look cool, like IG ethanmwong here Image

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More from @dieworkwear

Feb 20
Let me show you a wardrobe you can build with $1,700 🧵
NAVY SPORT COAT

If you're just dipping your toes into tailored clothing, start with a navy sport coat. This is something you can wear with a button-up shirt and pair of trousers, or something as casual as a t-shirt and some jeans. It's easily the most versatile jacket. Image
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Key is to get something with texture so it doesn't look like an orphaned suit jacket. Spier & Mackay has great semi-affordable tailoring. Their navy hopsack Moro is made from pure wool and a half-canvas to give it shape. Classic proportions and soft natural shoulder

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Feb 16
There's a pervasive belief that we no longer produce clothes in the United States. This is not true. In this thread, I will tell you about some great made-in-USA brands — some that run their own factories, while others are US brands contracting with US factories. 🧵 Image
I should first note this thread focuses on well-made, stylish clothes produced in ethical conditions. For me, producing in the US is not enough. It means nothing if the clothes are ugly, crappy, or produced in sweatshop conditions. My article for The Nation below. Image
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JEANS

Gustin produces MiUSA jeans using raw Japanese denim. "Raw" means the fabric hasn't been pre-distressed, allowing it to naturally fade with use, reflecting your actual body and lifestyle. I like their fuller 1968 Vintage Straight fit. They also do lots of other stuff. Image
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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

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