derek guy Profile picture
Nov 28, 2023 19 tweets 9 min read Read on X
Someone asked, "What's up with the rolled pant legs in each of these outfits?" So here's a thread on the history behind men cuffing pants, the meaning of cuffs, and how to think about when you might want to cuff your pants. This thread covers tailored trousers and jeans. 🧵
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As a consequence of the Second British Empire, much of traditional Western men's dress comes from England. There, men of means had wardrobes cleaved between country and city. County clothes were for sport. City clothes were for business. Hence the phrase, "no brown in town."
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No one really knows when British men started cuffing their pants, as much of menswear history is muddled with lore. But one story suggests it started with King Edward VII, who turned up his pants to prevent the hems from getting dirty in the mud or rain. Image
Regardless of who started doing it, the detail was considered casual. It was more often seen on country suits worn for sport while trudging through the muddy countryside than on slick worsteds worn for business around London's streets. Image
This was until Edward VIII came along. By all accounts, Edward VIII (also known as the Duke of Windsor) was a blithering idiot, but he was also the single most influential figure in men's fashion during the 20th century. When he wore something, others followed. Image
The Duke loved breaking menswear rules and making his outfits more casual (anyone who laments the casualization of men's style in the modern era is unfamiliar with history). The Duke's father, George V, often criticized him for wearing turn-ups while inspecting troops. Image
The Duke didn't care and made cuffs a style signature. Soon, everyone was doing it, including the future members of the Royal family. It also became common to see them on "city suits" made by some of Savile Row's most traditional tailors.
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Americans have always been about making clothes a little more casual. We popularized the single-breasted two-piece suit, the lounge suit as business daywear, penny and tassel loafers with suits, oxford button-down collars, seersucker, patchwork madras, 3 roll 2 sack jackets, etc
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So it's no surprise that Americans adopted cuffs. Flat-front pants with cuffed hems were a signature of a style imported from Britain, championed by Brooks Brothers, and spread across the US through Ivy clothiers. Note RFK's cuffed hem and 2 button sleeve (both casual details) Image
There is a somewhat concurrent history here with jeans. In the early days, jeans were made from unsanforized denim, which is to say that the fabric was not pre-shrunk. This meant that the jeans shrank a little over time with each wash. Image
To prevent jeans from being too short ("high waters"), people cuffed them so the length was adjustable.

Over time, jean production became modernized. Denim was more commonly sanforized. Shuttle looms were replaced by power looms. There was also pre-washing and -distressing. Image
But there were also people—many in Japan—who loved those original pre-1970s Levis jeans. Things made from raw, unsanforized denim that had been woven on old shuttle looms. Collectors looked for a "Big E" on the Levis tab and a selvedge stripe on the inside leg.
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As the cost of vintage jeans went up, people started to make new jeans using these old methods. That's where you get shops such as @selfedge (my favorite denim store). You may ask, "how can jeans cost $300+?" It's because these are made in small batches using niche methods.
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For people who love that vintage look, they may turn up the cuffs to show off the selvedge stripe (pic 1). This admittedly used to be a rarer detail 10-20 years ago than it is today (but it's still cool, IMO). Others wear cuffs bc they take inspiration from vintage looks (pic 2)
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So, how should you think about cuffs in relation to your outfits?

For trousers, adding a cuff can help them hang better, as you have a bit of weight at the end of your pants. They are fine on anything except tuxedos (as this is a casual detail).
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To me, pleated pants almost cry out for cuffs. Flat fronts can go either way (although the Ivy thing to do is cuff). Anything between 1.5" and 2" is fine, although narrow pant legs should be on the smaller side. I like my friend Dick Carroll's guide here (IG dick.carroll) Image
For denim, I think cuffs are good if the outfit feels classic or vintage-inspired. For a more contemporary outfit, such as what you see at Lemaire or Margiela, I think a plain hem or even a stacked leg looks better.
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A graphic designer friend once put it in very useful terms: you can think of cuffs like the serif on a font. A serif can make typography look more traditional, while a sans-serif looks more modern. So traditional tailoring? Cuff. More modern look? Plain hem.
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If you just bought a new pair of pants and you're unsure whether you should get them finished with a cuff or a plain hem, I recommend starting with a cuff. You can always take cuffs out, but you can't put them in. Image

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More from @dieworkwear

Jun 30
look at a photo where someone looks good in a t-shirt. what do you notice?

to me, there's often a certain ratio between their torso and legs. 🧵
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sometimes this is achieved by the person tucking in their t-shirt. sometimes the person in the photo is sitting down, so you can't really tell what's going on. but there's always a specific ratio between torso and legs: slightly cropped torso, long legs.


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sometimes a long t-shirt can look great, as long as its part of an intentional aesthetic. see rick owens, evan kinori, 90s hip hop aesthetics, skater style, etc.


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Read 10 tweets
Jun 29
Affordable stylish stuff you can find on eBay and elsewhere 🧵 Image
Note that not everything on this list is going to fit your criteria for affordability because I didn't write this list specifically for you (as I don't know you). It's for a general audience. Take what's helpful; leave what's not.
Carhartt Double Knees (~$60)

Tough, durable, and handsome. Also a little fuller through the leg, which looks better than skinny chinos. Wear with denim trucker jackets, chore coats, and bombers. Black and brown are good colors.Image
Read 18 tweets
Jun 28
Good morning!

Who dresses better? Alpha males or little dogs? Let's explore. 🧵
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Tate's leather trenchcoat has crumpled lapels and is not very practical for the rain.

Pepsi's plastic coat is both functional and stylish. The baby blue trim and little snap button keep this from looking like a tarp. The sneakers are also a nice touch!
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Pool fastened the bottommost button on his suit, thus causing the jacket's front edge to drag. Also, he's missing a tie, and most notably, wearing a beanie.

Blitz knows that beanies are for casualwear, so he wears a charcoal flannel. Black tonal coloring is very death metal. A+
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Read 19 tweets
Jun 27
this is very bad styling.

there's a theory that when you wear something bold, you have to tone everything down so that you don't look like a clown. in fact, depending on the item, you should lean into the look. 🧵
if you're going to style metallic gold sneakers, think about who would have worn such things in history. i think of guys like rick james and elton john. thus, grey suit is totally wrong—you have to go tiger striped jacket and leather pants, or short shorts with gold bomber
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reasonably, rep. nehls is not going to show up for work in such an outfit. not because it would be inappropriate, but because he doesn't have the personality to pull it off. the outfit would overpower him. he needs to keep it somewhere in the realm of tailoring.
Read 8 tweets
Jun 26
For a classic tailored outfit, the principles are the same across all body types. Look at the similarities between the two outfits:

— Comfortable shoulder, not tight
— Jacket that ends halfway from collar to floor when the person is in heeled shoes
— Enough room for shape

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Now let's compare to these jackets:

— Jacket is shorter than halfway from collar to the floor (most evident in the third pic)
— A bit too tight through the waist
— No structure inside, so the garment wears like a cardigan. There is no shape like the jackets in the first tweet

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The most egregious is this jacket. Sometimes, these short jackets can work in very casual outfits (see the Engineered Garments Bedford in the second pic). But Poilievre's jacket is still too small. Plus, the unique cut and fabric require that it be styled in very specific ways
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Read 7 tweets
Jun 23
I will explain why you shouldn't wear a shoulder bag with a tailored jacket. By shoulder bag, I mean bags suspended by your shoulders—messenger bags, backpacks, totes, and such. 🧵
A tailored jacket is made up of many layers of material, including haircloth, canvas, felt, and padding. Some of these layers stretch across the shoulder line. This is what makes a tailored jacket look good—it builds up a certain silhouette.
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If you take your hand and run it across your shoulder, going from the back to the front of your body, you will find that your body is not perfectly symmetrical. There is a hollow as your shoulder curves forward, away from your shoulder blade.
Read 11 tweets

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