derek guy Profile picture
Jan 19 22 tweets 12 min read Read on X
Let's talk about how trousers should be hemmed. 🧵 Image
As usual, there are no hard and fast rules on hemming. Everything depends on the aesthetic you're working within. In some aesthetics, it's fine to have a very cropped leg (pic 1). In other aesthetics, it's fine to have a stacked leg (pic 2). Depends on the look! Image
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You can't be dogmatic about hemming bc much depends on the overall silhouette (including shape of pants). These silhouettes would look wrong if you didn't have fabric pooling around the ankles. Granted, there's a fine line btw intentional pooling and sloppy—so beware. Image
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But with classic men's tailoring—meaning outfits involving suits, sport coats, tailored trousers, and such—you're pretty safe going with one of two options. These are nicely outlined in this Fantasy Explosion tee for Bloomingdale’s 150th Anniversary souvenir capsule collection. Image
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There's what we'll call a "shivering break." Or what your tailor may know better as "no break." This means the trousers just kiss the top of your lace-up shoes (e.g., oxfords, derbies). This distinction is important bc slip-ons and boots can affect the break. Image
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A shivering break is nice because it creates a clean, uninterrupted line from the top of your pants to the hem. This is particularly good if you trousers have pleats (which, if you wear high-rise trousers, I think you should consider). Image
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One problem with a shivering break is that, depending on how the trousers are finished, there can be a gap between the back of your hem and the shoes, potentially exposing your socks. You can see this *almost* happening here, but not quite. Image
One solution is to ask for a slanted hem, or what's sometimes called "military hem." This can be done to plain hem trousers or cuffed trousers (although the second requires a bit more skill). This way, the front just kisses your shoe while the back covers any exposed sock. Image
The other option is to get a single break (on the Bloomingdale's t-shirt, they divide this into "small break" or "deep break." You may annoy your tailor if you ask for this level of specificity). This just means the trouser line breaks *once* over the shoe. Image
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Stylistically, a single break is the more conservative option. The danger is that, if you wear belted trousers, your pants will slip a little throughout the day (inevitable unless you wear suspenders). This can turn a gentle break into a deeper break. Be aware. Image
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Finally, there's the question of whether you should get cuffs. According to lore, King Edward VII popularized cuffs in 1890 when he started rolling up his trousers to keep the hem dry in bad weather. This is why some tailors still call this detail "turn ups." Image
In a 1922 issue of Vanity Fair, there were these illustrations of the Duke of York, Prince of Wales, and Prince Albert. The editors wrote: “In England, fashion never overrides the practical, and when it is raining in London, the Englishman’s trousers will always be turned up.” Image
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Given this history, cuffs are considered a casual detail—most at home on country suits (where one might trudge through the mud) rather than the slick worsteds worn for business in London.

Compare: cuffed country suit on the Duke; plain hem business suit on King Charles Image
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Today, the rule is much less strict. But cuffs should never be put on the most formal trousers, such as black tie rigs. Image
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To me, pleated trousers cry out for cuffs. Americans have also historically cuffed their trousers, as we're more casual than our British counterparts. If you're an American patriot and wearing American-style tailoring (e.g., sack suits), cuff your pants. Image
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Otherwise, it's up to you. Cuffed trousers have the advantage of putting a bit of weight at the end of your trousers, helping them hang better. IMO, this is especially nice as you walk, so your pants are flapping all over the place. Image
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Whether cuffed or plain hem, you can also ask your tailor to finish your pants with a strip of durable fabric tape. Ideally, this tape should be placed in such a way that it prevents the edge from fraying. It will also add a tiny bit of weight. Image
If you want to be annoying, you can also ask your tailor to finish your cuffed trousers with a buttonhole along the inseam and outseam. This will allow you to unbutton your cuffs and brush out any debris, which can otherwise wear down the material over time. Image
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A stylish graphic designer friend of mine once put matter of cuffs in font terminology. Cuffs, he said, are like the serifs on a font. They look right with very traditional outfits (pic 1), but more modern styles are often better uncuffed (pic 2). Image
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If you're unsure, always ask for cuffs. You can always take them out, but you can't put them in once your trousers have been hemmed. In terms of size, 1.75" is considered classic for cuffs. But a 2" cuff says "I like clothes." Image
Either way, the most important thing is to avoid this. If your pants look like this, get your trousers hemmed. If they were hemmed but eventually look like this, consider how your pants may be falling down. You may need a belt, suspenders, or a tailor to take in the waist. Image
Two corrections for clarity:

— The first tweet should say "crease," not "pleats." A shivering break (or more commonly known as "no break") can help create a clean line. Useful on creased trousers (as pictured).

— Second tweet should say "aren't flapping," not "are flapping." Image
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More from @dieworkwear

Jul 4
This ended up raising $5,000 for @feederofcats, so here's a thread on whether President Zelenskyy wore a suit. 🧵
Ahead of the NATO summit last month, President Zelenskyy arrived at the Paleis Huis ten Bosch wearing this outfit: a black jacket with matching black pants and a black shirt. Many debated whether this qualifies as a suit, as there's a $50M bet on it at Polymarket. Image
To understand the suit, we must place it in history.

During the Regency period (early 1800s), British men in high positions wore a long fitted garment known as the frock coat, which had a waist seam and full skirt. These garments were often quite colorful and expressive! Image
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Read 19 tweets
Jul 1
Any time I talk about a wealthy person's outfit, someone in the comments is quick to reply: "They're rich, you think they care?" No one has to care about my opinions or clothes, regardless of net worth.

But let's talk about the connection between wealth and aesthetics 🧵 Image
About a year ago, Tucker Carlson told Chris Cuomo that "postmodern architecture" is intentionally designed to deaden the spirit. The clip was widely circulated online by people such as Benny Johnson, who seemingly agreed.
Postmodern architecture was actually a very brief movement that emerged in the 1960s as a counter-reaction to modernism's austerity and uniformity. Examples of postmodernism include Michael Graves's Portland Building and Guild House. Also Phillip Johnson's PPG Place. Image
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Read 17 tweets
Jul 1
Trump released a $250 fragrance (one for women, one for men).

Sometimes a fragrance can be expensive because it contains certain ingredients or involve artisanal, small-batch production. But with no note breakdown or even a description of the scent, what justifies this price? Image
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I'm reminded of this 2016 blog post by Luca Turin, one of the best writers on fragrances. Even for niche perfumery he warns: "Niche perfumery stands a good chance of disappearing up its own rear end if it merely becomes yet another golden opportunity to rip off the customer." Image
If you're into fragrances, as I am, I encourage you to not support celebrity bullshit like this. Go to real perfumers. Some of my favorites include:

— AbdesSalaam Attar: He's a self-taught Sicilian Sufi perfumer who only uses natural ingredients. Many of his perfumes feel like you're walking through a Middle Eastern bazaar or spice market. Milano Caffe, Cuoio dei Dolci, and Tabac are worth a sniff. He can also do bespoke perfumes using your favorite notes.

— DS & Durga: David Moltz describes himself as doing "scent travel." He has an uncanny ability to transport you to far off places. I like Cowboy Grass, Debaser, Amber Kiso, and Burning Barbershop. If you can get a sample of his Pale Grey Mountain, Small Black Lake Sample (made part of his Hylands collection), it's really good with tailored tweeds.

— Anything by Jean Claude Ellena: One of the most famous perfumers in the world. His scents have been likened to watercolor paintings and chamber music because they're light, airy, and have a transparent quality. This makes them particularly good for spring/ summer. Check his scents from Hermes, such as Terre d'Hermes and Un Jardin sur le Nil, which are easy to find on discount. L'Eau d'Hiver for Frederic Malle is also great, but a bit more expensive.

— Tauer Perfumes: Andy Tauer is a chemist and self-taught perfumer who specializes in dry, spicy, woody scents. L'Air du Desert Marocain makes you feel like you're in the middle of the desert at night. Lonestar Memories is like being next to a crackling campfire while picking up on the scent of tobacco and leather. IMO, a must try if you're exploring niche perfumery.

Always try to get samples before buying a bottle. Check shops such as Luckyscent, Surrender to Chance, and The Perfumed Court. Also pick up a copy of Perfumes by Luca Turin and Tania Sanchez.Image
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Read 4 tweets
Jun 29
People think I'm biased against Jeff Bezos, but here's F. Caraceni Sartoria, widely considered one of the best bespoke tailoring houses in the world, commenting on Bezos's wedding suit.

"The most terrible, frightening, horrible tuxedo ever seen in my life. I'm really suffering" Image
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Nothing to do with politics, only quality tailoring. F. Caraceni made suits for Silvio Berlusconi, who was hardly beloved by progressives. Many people don't know much about tailoring, which is fine, but this doesn't mean that rich or expensive = good.

Caraceni's work: Image
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Here is a dinner suit F. Caraceni made for Yves Saint Laurent. Image
Read 4 tweets
Jun 28
Since my tweet about Jeff Bezos, I've been getting a lot of replies such as these. "Where do these dress rules come from?" "When do they change?"

These are very good questions, so let me answer them. 🧵 Image
Let's first run through some experiments. Please make up your mind at each step, so you are not influenced by what I'm about to say.

Here are two men wearing tailored jackets with jeans. Which do you think looks better? Image
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Here are two men wearing a tuxedo. Which outfit do you think looks better? Image
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Read 23 tweets
Jun 27
Let me make the case for why the NHL should abolish its dress code, which currently requires players to wear a suit and tie while heading to and from games. 🧵
The arguments I've seen for the dress code fall into one of two categories: players look better in a coat-and-tie (some use descriptions such as "classy"). Others say that requiring players to dress in this way shows respect for the game. I will address each argument in turn. Image
It's true that tailoring once played a larger role in sports. Basketball coaches, for instance, used to wear tailored jackets pretty regularly, even at games. Some even looked quite good in these outfits. Image
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Read 24 tweets

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