derek guy Profile picture
Apr 5, 2024 12 tweets 7 min read Read on X
Style Lessons from George Costanza

In this thread, I will talk about some dos and don'ts of men's tailoring using one of my favorite style icons, George Costanza. 🧵Image
1. Don't wear suit jackets by themselves

If you do, make sure the jacket can convincingly pass as a sport coat. DeSantis' is obvs wearing a suit jacket bc the fabric is smooth and shiny. George is wearing a slightly textured jacket with brass buttons (making it a blazer).Image
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2. Formal suits should be worn with ties

By formal suit, I mean something you'd wear to a business meeting. Navy or grey, made from a smooth, sometimes shiny wool. These really benefit from having a bit of decoration between the jacket's front edges.Image
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3. Always tuck in your shirt

Casual outfits can go either way, depending on the outfit and the shirt. But outfits that involve traditional tailoring don't look right with an untucked shirt, even in casual iterations such as with chinos or jeans.Image
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4. Don't wear jackets that are too tight

A lot of guys nowadays are wearing jackets that are too small for them. You can check this in a few ways. First, see if you can comfortably fasten the coat. Second, see if you can comfortably hug someone. Should have room for movement.Image
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5. Beware of low-rise trousers

Low-rise pants can work in some aesthetics, but they are rarely good for tailoring. This is partly because you never want your shirt to show beneath the coat's buttoning point when your coat is fastened. Consider high-rise pants—trust me.Image
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6. Don't wear shirts that are too slim

Again, there should be room for movement. An easy way to see if your shirt is too small is to look for lines where the fabric is pulling, especially across the placket. George's shirt here is perfect.Image
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7. Dark top; light bottom

While not a hard rule, you will have more success if you buy dark jackets and light pants. Black or charcoal trousers can be hard to wear in a classic tailored look. Stick to trousers in light grey, mid-gray, and tan, then jackets in brown and navyImage
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8. Beware of collar gaps

A tailored jacket's collar should always hug your neck, even when you're moving. When shopping, if you see the collar lifting off your neck, move on.Image
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9. Check for balance

When trying on a jacket, check to see if the jacket hangs evenly from front to back. Tailors call this "balance." The front can be lower or level with the back, but it should never be higher than the back. This can be a challenge for barrel-chested guys.Image
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10. Don't wear black dress shirts

Especially in dressy materials like a very smooth poplin. If you want to wear a black button-up, try a casual material like a black denim Western shirt or needlecord. Or better yet, a knit like George here. It's more tasteful.Image
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If you enjoyed these looks, it's perhaps worth pointing out that they appeared on television nearly thirty years ago. The fact that George Costanza remains a style icon is a testament to the timelessness of these guidelines. Ignore them at your peril. Image

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Sep 9
Although it's rarely expressed in outright terms, people often use a very simple heuristic when solving fashion problems: they wish to look rich, which is often disguised as "respectable."

I will show you why this rarely leads to good outfits. 🧵 Image
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Sep 6
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This bias, of course, stems out of the 1960s and 70s, from which many of our contemporary politics also spring. I don't need to belabor this point because you already know it. The framing is neatly summed up in this Mad Men scene — the rag tag hippie vs man in a suit.
Thus, people assume that men in suits must always be part of the conservative establishment. But this was not always so. The suit was once a working man's garment. When Keir Hardie, founder of the Labour Party, arrived for his first day in Parliament, he wore a suit. Image
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Which of these two jackets do you prefer?

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In men's tailoring, the area below the jacket's buttoning point is colloquially known as the "quarters" among menswear enthusiasts. Or the "front edge" by actual tailors. These terms refer to the edge of the coat, connecting to lapels. Image
Some suit jackets have very closed quarters, such as you see on the left. In this way, the jacket forms a Y-shaped silhouette.

Other suits have open quarters, such that the front edge sweeps back on the hips, as you see on the right. This forms an X-shaped silhouette. Image
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Aug 30
Here are ways to dress up in the summer if you wear menswear. 🧵
We will start with the most formal and work our way down, so that you can adjust things in ways that make sense for you.

The first and most obvious choice is to wear a soft-shouldered suit rendered in a material such as linen or seersucker. Seersucker can even be tonal (pic 4) Image
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However, when it comes to dressing for the heat, it's important to remember that the fabric's weight and weave are more important than fiber. A 10oz tropical wool — known for its open weave — will wear cooler than a densely woven 14 oz linen because it allows air to pass through Image
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Aug 26
I will tell you why I think the split-toe derby is the greatest dress shoe of all time. 🧵 Image
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On the left, we see an oxford. On the right, we see a derby. Image
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I believe that men wore tailored clothing best from the 1930s through '80s. If you share this premise, there are certain ideas about how an outfit should be put together, such as how oxfords look best with suits, while derbies go with suits or sport coats

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If you want to reshore US manufacturing in apparel, you have to move up the value chain. Look at other successful countries: France, Italy, and Japan. They don't make crappy t-shirts. They make high-end leather goods, suits, and denim. Requires skills that can't be automated
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