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

Jun 5
An offhand comment about how Prince Harry doesn't dress very well seems to have stirred up his fans. So here's a thread on how both Harry and William don't dress well when compared to the older men in their family — and how this represents a broader decline in taste. 🧵 Image
I should say at the outset that I don't care about the drama surrounding the Royal family. I don't care if you're Team Markle or Team Middleton or Team whatever. I am simply talking about clothes. The following is also not meant to be personal jabs; just an honest review.
The first thing to understand is that select members of royal family were incredible dressers. Most notable is Edward VIII, the Duke of Windsor. For a time, whatever he wore, others followed. He popularized cuffed trousers, belts, and a tailoring style known as the "drape cut." Image
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Read 24 tweets
May 31
I respectfully disagree. To me, this represents a poor financial decision. Let me show you why. 🧵
When we zoom in on the wallet, we see the label "Saint Laurent Paris," a French luxury fashion house that became popular about ten years ago when Kanye started wearing the label. This was also when Hedi Slimane was at the company's creative helm. Image
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For many young men at the time, Saint Laurent was their entry into designer fashion, partly because the designs were conceptually approachable (LA rocker, Hot Topic), while the Kanye co-sign made them cool and the prices signaled status (and for the uninformed, suggested quality) Image
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Read 18 tweets
May 24
When I was on a menswear forum, navy trousers were of great controversy. Discussions about them lasted many years, resulting in long-lasting rivalries. Sometimes people refrained from speaking about them out of fear of dredging up old debates.

Here's a thread on navy pants 🧵
First, I should state at the outset that there's no way to have this conversation without, in some way, speaking crudely about certain classes of people. I make no judgements about their worth or dignity. I am only describing the semiotics of men's dress.
Second, everything depends on your goals. Dress is not a science, so there are no overriding laws. Everything is contextual to culture. More on this later

Before we start, here are two outfits involving green sport coats. Which do you like better? Please choose before moving on. Image
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Read 20 tweets
May 20
I get this question a lot. I don't have strong views on how transmasc people should dress, but since I often get the question, I've thought about it a bit. Will share some thoughts in this thread. 🧵
My general feeling is that this question often approaches the idea of style from a perspective I don't share. I don't believe in approaching dress first from the perspective of body type. For instance, there are a lot of guides online that break down body types like this. Image
I disagree with this perspective because they always seem to be about forcing the person into one narrow ideal. So if you're short, they tell you how to wear certain things to give the illusion of height. Or if you're heavy, they say how you can dress to hide your weight. Image
Read 21 tweets
May 20
I don't think people such as Hegesth are intentionally choosing to dress like this to signal they're "not like the swamp." I think we're simply in a generational change in terms of taste. Will show some examples. 🧵
A hundred years ago, men's dress was governed by time, place, and occasion (TPO). If you were of a certain social position and had to do a certain thing, you were expected to wear certain outfits. If you didn't know these rules, a tailor would tell you. Image
Over the course of the 20th century, these rules loosened, partly because society became more accepting of different social groups and their lifestyles (which is a good thing). By the close of the 20th century, the rise of business casual swept tailoring out of offices Image
Read 20 tweets
May 15
Anthony Constantino, CEO of Sticker Mule, says that he would use a US manufacturer for his company's t-shirts. However, he feels the US company doesn't meet his quality standards and they "must maintain quality."

So what constitutes a quality t-shirt? Let's find out. 🧵
For reference, I'm comparing Sticker Mule's t-shirts (made in Nicaragua) to Bayside Apparel (fully made in the US from fiber to finish). Sticker Mule charges $19 for their t-shirts. Organizations that print on Bayside blanks sell their merch for $27. Image
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I should state at the outset that to properly determine quality, I would need to send these t-shirts to a lab, which I'm unable to do because I don't own a Sticker Mule t-shirt. Additionally, quality can be subjective, as it depends on your preferences.
Read 20 tweets

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