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 30
Disagree with some of the reactions to this tweet.

Will offer what I think is a better framework for understanding when you should cuff your jeans. 🧵 Image
Prior to the 1970s, most men cuffed their jeans. This was not, as it has been suggested, because they were poor and needed jeans they could grow into. Rather, it has to do with how denim, as a fabric, was made. Image
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Most jeans today are sanforized, which is to say that the fabric has been put through a mechanical process to remove shrinkage. Sanforization was invented in the 1930s, but sanforized jeans weren't broadly popular until after the 1960s. Image
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Let me tell you about them. 🧵
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Style becomes a lot more interesting when you stop thinking of clothes as a way to look younger, hotter, or richer. Or as a way to gain status and advance your career.

Let me show you. 🧵
The internet is full of people who post photos like these and tell you where you can buy the clothes shown. Often, this requires subscribing to their Substack or clicking their affiliate link, so they earn some money on the backend. Image
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This can be fine, but sometimes there's a not-so-subtle suggestion that you can transform your life by purchasing something. You can be happier, younger, richer, and more handsome by wearing a polo. In reality, you will continue being who you are and living your regular life. Image
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I will tell you how to find a tailor. 🧵
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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.
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