derek guy Profile picture
Dec 11, 2023 14 tweets 7 min read Read on X
Let's talk about this because you may get invited to a party this holiday season that calls for "cocktail attire." What is cocktail attire? And how can you do it well? 🧵 Image
The term "cocktail attire" comes from a time when people went out and mingled at cocktail bars. In these physical spaces, there were two groups:

1) People just getting off of work
2) People on their way to another evening event, such as seeing a show Image
As such, cocktail attire refers to the things that people naturally wore during this period, given where they had just come from or where they were heading.

Office workers wore suits.

People on their way to an evening show, such as the opera, wore black tie.
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We don't really live in that world anymore, but if the invite says "cocktail attire," you will never be wrong showing up in a dark business suit or black tie.
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However, in doing so, you should aim to dress elegantly. That means wearing dress shoes instead of sneakers, black calfskin instead of brown suede, dark worsteds instead of rustic materials like brown corduroy. Maybe a bit of velvet. Think: fancy evening attire. Image
Many in these situations will feel tempted to ditch the tie, fearing that they'll look overdressed. If you are wearing a dark business suit, I encourage you to not do this. A dark business suit without a tie is like the night sky without stars. It looks sad and defeated. Image
If you're not going to wear a tie, I encourage you to put more thought into the rest of your outfit. Don't just ditch the tie and assume you look like George Clooney. One solution is to wear a thin merino turtleneck. This looks more thoughtful and stylish.
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Another easy solution is to wear a long-sleeve polo, but not like the ones you see at Lacoste or Fred Perry. You want a polo with a collar band, so that the collar stands up better. This will make it behave more like a dress shirt. @ProperCloth sells some nice MTM ones
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If a suit feels too formal, then try a sport coat. To me, sport coats lack the elegance of a suit, but they're still a great option for evening events. They are also easier to wear without a tie, as the whole ensemble now looks more casual. Image
Since this is an evening affair, consider how to make this look elegant. Something like this black/ white houndstooth from Besnard will look better at night than a brown sporting tweed (which, while wonderful, is better for the afternoon).
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If you have room in your wardrobe, you can also get a wool-mohair suit (60/40 blend is my preference). Mohair is a stiff, slippery fiber that has a slight sheen. I think it looks amazing under artificial light (dim bars and restaurants). Outfit can be conservative or wild
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An easy way to make an outfit look more chic in the evening is to rely on the same color and get your contrast from fiber, texture, or sheen. For example, a navy merino turtleneck can look amazing with a navy suit in hopsack or twill. Again, black shoes in the evening. Image
If you have the personality for it, you can also pull off something a little more colorful. My friend @toneloki73 here is wearing tartan trousers with a velvet jacket and red turtleneck. The whole outfit feels very celebratory, perfect for drinking cocktails. Image
The point here is to use history as a guide. Once you know the origins of cocktail attire, you can get a sense of how you should dress. Then use the parameters to express yourself. Aim to create an elegant party outfit. Make the night feel special.
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More from @dieworkwear

Jul 1
Here's an explanation of when you can wear a suit jacket on its own. 🧵
But first, let's play a game. Here are two men wearing gray tailored jackets with blue pants. Which outfit looks better to you? Ignore physical attributes of the people underneath and focus on the outfits. Then reply with your answer. Image
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If you said the right looks better, then we have the same taste. In this case, we can again go back to history to understand our views.

As I've said before, our notions in traditional men's tailoring largely derive from Britain, where suits and sport coats were invented.
Read 16 tweets
Jun 28
If you're looking for fabrics that you can wear in the summer, it's useful to consider three things: weight, weave, and fiber. If you only pay attention to one of these dimensions (say, linen), you will miss the bigger picture.

Let me show you. 🧵
If you're shopping for shirts, then some of the better summer materials include linen, seersucker, madras, and very lightweight, open weave cottons. In the photo below, you can see a swatch of voile, which is a featherweight 2/3oz cotton that's so open, it's almost sheer. Image
You can see here why most men don't wear it. Without a jacket, the material can almost be indecent (although it's more forgiving in non-white colors like light blue). For this reason, some tailors double up the front, like you see on the right, but this limits the breathability. Image
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Read 18 tweets
Jun 26
As a general matter, my advice isn't really "go to this store" or "buy this brand." Rather, I encourage people to think about clothes in a certain way.

Let me show you how to shop for a good suit. 🧵
My advice isn't really about brands or stores because everyone has unique fit challenges they have to solve. Perhaps you have forward pitched shoulders or a barrel chest. Or maybe you have big thighs and a prominent seat. No single suit will work for everyone. Image
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When shopping for a suit, it helps to know how they're made. Suit jackets and sport coats are unique in that they're made from layers of haircloth, canvas, and padding, which are shaped through darts, pad stitching, and ironwork. This is how you get the 3D shape. Image
Read 18 tweets
May 26
A lot of attention is paid to craft traditions in Western Europe and North America, such as handsewn Hermes leather goods and bespoke Savile Row suits. But the uneven focus leads some to believe that things made outside of these places are low quality.

This is not true. 🧵 Image
When I was on a menswear forum, there was a guy whose style I greatly admired. Like others on the forum, Niyi Okuboyejo loved men's tailoring. He had a technical understanding of how a jacket should hang from the shoulders. He also knew how to put things together in a classic way Image
At the same time, he also knew how to do things in his own voice and style, but in a way that looked good and not haphazard. Sometimes this was about adding a funky tie; other times, it was playing with materials and silhouette. All of these are still suits and sport coats! Image
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Read 17 tweets
May 11
I think "fun socks" should be used judiciously, as a lot of what's worn today feels more childish than whimsical. IMO, most men should avoid them entirely.

But if you insist on wearing them, here are some suggestions on how to make them look less bad. 🧵
Any time this topic comes up, people invariably bring up George HW Bush, who was known to wear fun socks later in life. While I wasn't a fan of those socks, I agree that Bush was well-dressed. I also think when you reach a certain age, you have license to wear whatever you want Image
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There are a few reasons why most outfits look bad with these sorts of socks. First, most men are not at that senior age where these socks become charming.

Second, most of these socks look like something you acquire by sending in a proof-of-purchase from a cereal box. Image
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Read 17 tweets
May 1
I respectfully disagree. This sort of outfit can be beautiful, but it has to be done well.

IMO, the problem with Vance's outfit — along with many others — is that the work has been influenced by fashion designers, rather than tailors.

Let me show you. 🧵
Most people think of black tie as the most formal kind of menswear, but technically speaking, it's semi-formal evening attire. Historically, men wore this kind of outfit to dinner or evening shows, such as going to the opera or ballet. Or celebrations such as NYE parties. Image
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White tie is true formalwear. It differs from black tie primarily in how it requires a long tailcoat (black tie originated when men cut the tails off their coats to create a more casual garment for dinner). Also requires a white waistcoat, white tie, and wing collar. Image
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Read 17 tweets

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