derek guy Profile picture
Apr 2, 2024 11 tweets 6 min read Read on X
To me, Ralph is above the law, so even if I don't care for many of his outfits, I think he's beyond reproach because he's Ralph Lauren. But I'll explain why DeSantis' outfit doesn't work with chinos. 🧵
As mentioned in another thread, when people think of tailoring today, they often think of these suits they see at the mall. These dark worsted suits are what you wear for weddings, funerals, and court appearances. Image
The term "dark worsted" here refers to these smooth, silky wool fabrics, which sometimes have a bit of sheen. These fabrics should be reserved for suits, which means the jacket should be worn with matching pants.
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However, there are more casual fabrics. They can be casual bc of fiber (e.g., linen is more casual than wool); texture (e.g., tweed is more casual than silky wool); pattern (e.g., larger patterns are more casual than fine patterns); color (e.g., brown is more casual than black)
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DeSantis here is clearly wearing a suit jacket. You can tell bc the fabric is very smooth, silky, and shiny. Jacket also has tonal buttons, flapped hip pockets, and no edge stitching. These on their own aren't a big deal, but together they form a sentence that says "business"
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What he needs is a more casual jacket (a sport coat). The most important element here is fabric. A navy jacket with more texture would have swung this more into sport coat territory, allowing it to be easily worn on its own. Zoom in and see how this fabric is matte and textured
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Other things could have swung it more into sport coat territory. In the first photo, we see someone wearing a jacket with contrasting buttons (here being metal). In the second photo, we see a lapel with a swelled edge and patch pockets. These are both very obviously sport coats
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The second problem is his trousers. Setting aside the wrinkles around his lap, these chinos are double-needle sewn, which results in the puckering you see along the inseam and cuff. This makes them very casual, more at home with trucker jackets than tailored jackets.
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What he needs are single-needle chinos, which are basically pants built like wool trousers, except they're made from cotton. This particular pair has not yet been hemmed, but a proper tailor will know that these should be hemmed like dress pants, not casual pants. No puckering.
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The higher rise, clean cut, single needle sewing here will make the cotton trousers look more dressy, bridging the gap between the formality of the tailored jacket and the casualness of the pants. You want to aim for coherence.
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The problem with DeSantis' outfit is that it's too dressy up top (this is a suit jacket, not a sport coat) and too casual down bottom (the most casual iteration of chinos). He needs a more casual jacket (a sport coat) and dressier chinos. These details make all the difference.
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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

Price: $358 Image
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Read 16 tweets
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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Read 17 tweets
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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