Some style lessons from Gerard Basquiat, a Haitian immigrant whose son helped define the New York art scene and neo-expressionism. 🧵
In tailoring, the term "gorge" refers to the seam that connects a jacket's collar to its lapels. This determines the shape and placement of the lapel's notch. The most classic placement creates a horizontal line running from the notch to the collar points.
As a counter reaction to 1990s Armani, which had excessively low gorges, men's tailoring has seen gorges creep up over the last 20 years. It's not uncommon to see a notch lapel almost sitting on top of the shoulder. Or peak lapels flying off the shoulder.
Something interesting about Gerard Basquiat's tailoring is that he always wore a notch that was basically level with his collar points. In this way, the notch is never too high or low; it's just classic. Compare to Ted Cruz's overly high gorge.
Interestingly, Gerard carried this proportion into the later part of his life, bucking ready-to-wear trends. This again looks very tasteful (compare to the peak lapel a bit up-thread, which was flying off someone's shoulder).
People often think about clothes just in terms of sizes (small, medium, large). But a more defining aspect is their shape. Gerard's tailoring had tremendous shape, as evidence in the lapel's roll at the buttoning point. Compare to Cruz's lapel, which is pressed flat like panini
Men are often reluctant to wear a higher-rise trouser because they don't want to look like an old man. But in a tailored outfit, the trouser rise serves a function: it covers up the bit of shirt fabric that would otherwise peek out from beneath the coat's buttoning point.
A suit is simply a garment where the jacket and pants have been made from the same cloth. This should create a coherent whole. When shirt fabric flashes beneath the jacket's buttoning point, it disrupts the line and spoils the sense of elegance.
Gerard's sense of elegance is carried into his accessories. When wearing dark worsted suits, Gerard wore small dress watches on a leather strap. This looks much better than chunky sport watches, such as Cruz's Tag Heuer chronograph, which are better for casualwear.
I suspect Gerard wore a Cartier Tank. His son's friend, Andy Warhol, also famously wore a Tank, once quoted as saying: “I don't wear a Tank to tell the time. In fact, I never wind it. I wear a Tank because it's the watch to wear.” Maybe Gerard suggested the style to him.
Gerard's sense of quiet sophistication is also reflected in his ties. This spotted one reminds me of something Gore Vidal once wore while hanging out with JFK. Very demure, very tasteful.
It's hard to talk about how to choose tasteful ties without spinning out an entire thread. But it's a generally good idea to stay away from overly shiny materials or busy designs. Jacquards, where a pattern has been woven into the silk, can also be dangerous. These are ugly:
Most men today don't wear ties; they often look for ways to dress down tailoring. When doing so, I encourage you to never wear dress shirts with black buttons or contrast linings, as these look cheap and tacky. Go for something more classic, like Gerard's skipper collar polo.
Additionally, when wearing knitwear, consider getting something that's a bit more textured. Texture is an easy way to add visual interest to an outfit, which is helpful when you can't layer with a coat or jacket.
They can also be warmer and more rugged. Here's Gerard wearing a heavy woolen Shaker knit with a collared shirt and cotton pants while feeding his son at a park. A good dad outfit.
Ultimately, you will look great if you choose clothes that fit and flatter, develop an eye for details, and add dimensions such as tasteful textures and patterns when possible.
It also helps to keep clothes clean.
To end, here are some of my favorite photos of Jean-Michel Basquiat. These were taken by Yutaka Sakano in 1983 when the artist was visiting Tokyo. As such, he's also wearing vintage items from Japanese designer Issey Miyake. Note the concept of "shape and drape" here.
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Most people approach clothing in terms of trends. If skinny or baggy clothes are fashionable at the moment, they go with the crowd. Trends certainly play a role in how we perceive things. Even Prince Philip, the Duke of Edinburgh, wore slimmer trousers toward the end of his life.
Not true! US-made clothing has always existed. However, the quality stuff struggles because people are often not willing to pay what it costs to produce these items. These items will only get more expensive with tariffs, not less.
"Tariffs will get rid of cheap, crappy clothing."
Also not true! The US makes a lot of cheap, crappy clothing, some even in sweatshops. This system is made possible because US garment factories run on the piece-rate system, where workers are paid per operation, not time.
Here's how these tariffs can affect the average American. 🧵
Although tailoring has mostly receded from daily life, it continues to be the expected uniform for some of life's most important moments, such as weddings and funerals.
Unfortunately, since these moments are few and far between, that means most cities don't have good tailoring shops. I often get emails asking: "Where can I get a suit for cheap?" Or "I'm an unusual size, where can I find a suit?" This is where online shopping comes in.
If someone has died, consider attending the funeral in black tie (also known as a tuxedo in American vernacular). Black, as we know, is the color of mourning, so black tie shows respect for the deceased and their family.
Do a little jump and dance at the funeral, so people can admire how your jacket collar hugs your neck. This demonstrates that you took the time to make sure your tuxedo is well-tailored for this somber occasion. Carry a martini around and toast during the eulogy.
When you buy ready-made tailoring, the pockets and vents are often tacked down with stitching—usually white, but not always. This stitching, known as basting, is done so that the garment moves from the factory to your closet while holding its shape.
Before wearing the garment, you'll want to remove this stitching. Especially if there's a label on the sleeve. This label is only there so that people working in the distribution and sales process can easily identify the garment. It's not meant to be worn.