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derek guy

@dieworkwear.bsky.social

Menswear writer. Editor at Put This On. Words at The New York Times, The Washington Post, The Financial Times, Esquire, and Mr. Porter. If you have a style question, search: https://dieworkwear.com/ | https://putthison.com/start-here/

584,362 Followers  |  223 Following  |  2,957 Posts  |  Joined: 01.05.2023
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Posts by derek guy (@dieworkwear.bsky.social)

Two photos. The first shows Catturd tweeting: Name one US inspired regime change that hasn't ended in absolute disaster

The next tweet shows him posting an AI illustration of Khamenei turned into a pile of dust. It says "I'm eliminated."

Two photos. The first shows Catturd tweeting: Name one US inspired regime change that hasn't ended in absolute disaster The next tweet shows him posting an AI illustration of Khamenei turned into a pile of dust. It says "I'm eliminated."

Two tweets. The first shows Laura Loomer promoting her show, where she says "A message has been sent that we are not interested in going back to the way politics were prior to Donald Trump, prior to 2016. We don't want warhawks. We don't want any more Neocons. We want American First. Period. End of discussion."

The next tweet says: Today is a great day. 

Our military is amazing. 

@PeteHegseth
 is an absolute killer. 

Now you see why the Deep State worked so hard against him. 

It’s great having a Sec War who has Infidel literally tattooed on his body. 

He actually gets it. 

God bless him.

Two tweets. The first shows Laura Loomer promoting her show, where she says "A message has been sent that we are not interested in going back to the way politics were prior to Donald Trump, prior to 2016. We don't want warhawks. We don't want any more Neocons. We want American First. Period. End of discussion." The next tweet says: Today is a great day. Our military is amazing. @PeteHegseth is an absolute killer. Now you see why the Deep State worked so hard against him. It’s great having a Sec War who has Infidel literally tattooed on his body. He actually gets it. God bless him.

Two tweets. The first shows Will Chamberlain tweeting: The Republican Party is no longer the party of regime change and endless wars. If you want to be its standard-bearer that is a non-negotiable position.

The next tweet shows him posting "Ayatollah Ali Khamenei is dead." The tweet has a USA flag attached.

Two tweets. The first shows Will Chamberlain tweeting: The Republican Party is no longer the party of regime change and endless wars. If you want to be its standard-bearer that is a non-negotiable position. The next tweet shows him posting "Ayatollah Ali Khamenei is dead." The tweet has a USA flag attached.

Two tweets. The first shows Gunther Eagleman tweeting: "Warmonger Lindsey Graham just rushed to Fox to advocate for U.S. involvement as soon as he could.

He is also pushing for a US-backed regime change in Iran.

I would like to renominate Graham to get a one-way ticket to the frontlines of every war he wants America involved in." There's an attached video of Graham speaking. 

The next shows Eagleman tweeting: UST IN! President Trump is HARD AT WORK all weekend after the massive strikes on Iran!

He’s already on the phone with Saudi Arabia, Qatar, United Arab Emirates, and NATO Secretary General Mark Rutte! 

Trump is a machine!" There's an attached video of a news segment about the war in Iran.

Two tweets. The first shows Gunther Eagleman tweeting: "Warmonger Lindsey Graham just rushed to Fox to advocate for U.S. involvement as soon as he could. He is also pushing for a US-backed regime change in Iran. I would like to renominate Graham to get a one-way ticket to the frontlines of every war he wants America involved in." There's an attached video of Graham speaking. The next shows Eagleman tweeting: UST IN! President Trump is HARD AT WORK all weekend after the massive strikes on Iran! He’s already on the phone with Saudi Arabia, Qatar, United Arab Emirates, and NATO Secretary General Mark Rutte! Trump is a machine!" There's an attached video of a news segment about the war in Iran.

manufacturing consent through lowly paid influencers

28.02.2026 20:20 — 👍 6740    🔁 1517    💬 93    📌 76

this is what they said it would be like under socialism

27.02.2026 21:06 — 👍 19045    🔁 4305    💬 1070    📌 168

seems obvs to me that mamdani gets far because of his charm. why do "male self improvement" types always focus on things like looksmaxxing instead of personalitymaxxing or charmmaxxing?

26.02.2026 23:25 — 👍 9926    🔁 748    💬 536    📌 151

is life just a series of days where you're tired in the afternoon and wide awake at night, running behind on weekly deadlines, and seeing pants get slim and big and then slim again over the years until you die?

23.02.2026 23:51 — 👍 12544    🔁 1063    💬 613    📌 140

the year is 2030. a doctor gravely informs you that you have plastic in your testicles bc millions of people who felt bad for a monkey bought polyester plushies that shed millions of microplastics in the laundry that were were eventually consumed by the fish that you ate

22.02.2026 23:08 — 👍 3846    🔁 303    💬 111    📌 24

kind of amazing that everything trump does can be understood through the lens of narcissism and it's related needs (e.g., self aggrandizement, revenge, domination, grievance validation). i don't think any character has been so one-dimensional, not even wile e coyote or scrooge mcduck

21.02.2026 19:00 — 👍 10255    🔁 1717    💬 217    📌 93

THANK YOU PRESIDENT TRUMP 🫡 IT WOULD BE MY HONOR FOR MY SMALL BUSINESS TO DIE IN YOUR TRADE WAR 🇺🇸🇺🇸🇺🇸

21.02.2026 17:56 — 👍 2739    🔁 289    💬 50    📌 5

first time i "toured" a home on zillow, i thought it was the most beautiful home i'd seen in my life. i dreamt of one day living in such a home. after four years of browsing zillow, that home looks normal and boring. comparison is really the thief of joy.

21.02.2026 05:54 — 👍 3272    🔁 103    💬 50    📌 7
A man sitting on a leather couch while wearing a brown cabled turtleneck and a pair of charcoal whipcord trousers

A man sitting on a leather couch while wearing a brown cabled turtleneck and a pair of charcoal whipcord trousers

Two photos. The first shows a man reading a book while wearing a ochre, brushed Shetland sweater with a white button-up shirt and grey flannel trousers. The second shows a man wearing a buffalo checked sport coat with a brown cabled turtleneck, grey pleated whipcord trousers, and a belt with a Native American buckle.

Two photos. The first shows a man reading a book while wearing a ochre, brushed Shetland sweater with a white button-up shirt and grey flannel trousers. The second shows a man wearing a buffalo checked sport coat with a brown cabled turtleneck, grey pleated whipcord trousers, and a belt with a Native American buckle.

Two photos. The first shows a man wearing a gun club sport coat with tan brushed Shetland crewneck sweater and dark colored, double-needle sewn pants. He's on a couch sitting next to a man with a dark colored Shetland layered over a collared shirt. The second photo shows a man wearing a patch-pocket sport coat with flannel trousers and a turtleneck. The turtleneck can barely be seen because the jacket's lapels have been turned up.

Two photos. The first shows a man wearing a gun club sport coat with tan brushed Shetland crewneck sweater and dark colored, double-needle sewn pants. He's on a couch sitting next to a man with a dark colored Shetland layered over a collared shirt. The second photo shows a man wearing a patch-pocket sport coat with flannel trousers and a turtleneck. The turtleneck can barely be seen because the jacket's lapels have been turned up.

A photo of two men standing next to a stone wall. The first shows a man wearing a grey flannel suit with a charcoal turtleneck. A blue denim chore coat has been layered on top of the suit. The second man is wearing a golden brown corduroy jacket, cream sweater with a crossover collar, and grey whipcord trousers. He has a solid brown-colored scarf knotted around his neck.

A photo of two men standing next to a stone wall. The first shows a man wearing a grey flannel suit with a charcoal turtleneck. A blue denim chore coat has been layered on top of the suit. The second man is wearing a golden brown corduroy jacket, cream sweater with a crossover collar, and grey whipcord trousers. He has a solid brown-colored scarf knotted around his neck.

Dig this Bryceland's campaign promoting their knitwear

21.02.2026 02:54 — 👍 1823    🔁 103    💬 61    📌 21
An old black-and-white photo of Sean Connery flipping through a clothing rack.

An old black-and-white photo of Sean Connery flipping through a clothing rack.

To be clear, I don't think you should treat this thread as a shopping list. Building a wardrobe requires careful thought and consideration. But for what the average household spent on tariffs last year alone, you could build a significant wardrobe — even items made in the USA.

21.02.2026 00:08 — 👍 915    🔁 61    💬 19    📌 1
A pack of Buck Mason's Toughknit t-shirts.

A pack of Buck Mason's Toughknit t-shirts.

A man wearing one of Buck Mason's t-shirts.

A man wearing one of Buck Mason's t-shirts.

So far we have:

Navy sport coat: $358
Oxford cloth shirt: $125
Casual pants: $133
Dress pants: $283
Shetland sweater: $157
Sweatshirt: $99
Pair of shoes: $205
Casual jacket: $250

That's $1610, leaving us with $90. Personally, I'd spend that on a pack of Buck Mason's MiUSA Toughknit tees.

21.02.2026 00:08 — 👍 657    🔁 15    💬 8    📌 0
A faded Lee 101 trucker jacket.

A faded Lee 101 trucker jacket.

Bruce Boyer wearing an olive Alpha Industries field jacket with an olive sport coat, grey trousers, brown split toe shoes, light blue shirt, and pale colored tie.

Bruce Boyer wearing an olive Alpha Industries field jacket with an olive sport coat, grey trousers, brown split toe shoes, light blue shirt, and pale colored tie.

Simon Crompton wearing a navy Gloverall duffle coat with a grey sport coat, grey trousers, navy scarf, and red beanie.

Simon Crompton wearing a navy Gloverall duffle coat with a grey sport coat, grey trousers, navy scarf, and red beanie.

A man wearing an olive waxed cotton Barbour with a blue denim trucker jacket underneath. He's also wearing tan chinos and a blue ball cap.

A man wearing an olive waxed cotton Barbour with a blue denim trucker jacket underneath. He's also wearing tan chinos and a blue ball cap.

CASUAL JACKET

Again, there are limitless options. A Lee 101 trucker can cost anywhere from $50 for vintage to $325 for something brand new. A field jacket can be $50 vintage to $225 for Alpha Industries. A used Gloverall Monty duffle or Barbour can be had for about $250 on eBay.

21.02.2026 00:08 — 👍 247    🔁 7    💬 3    📌 3
A man wearing a red Freeman's Sporting Club jacket with a grey hoodie, black pants, and black Blundstones.

A man wearing a red Freeman's Sporting Club jacket with a grey hoodie, black pants, and black Blundstones.

A pair of faded light blue Van's Authentic sneakers.

A pair of faded light blue Van's Authentic sneakers.

Suede chukkas offer a similar level of formality and thus versatility (Meermin again has some for $235). Blundstones are better if you want something more casual ($210). And there's no shortage of classic sneakers: AF1s, Vans Authentics, GATs, etc (~$150)

Avg cost: $205

21.02.2026 00:08 — 👍 231    🔁 5    💬 2    📌 0
Two pairs of Meermin's loafers — one pair if black, the other is brown.

Two pairs of Meermin's loafers — one pair if black, the other is brown.

SHOES

Unfortunately, there are too many footwear options to cover and much depends on your climate and lifestyle. If you want something you can wear with tailoring and casualwear in a warmer climate, Meermin has Goodyear welted loafers for $230.

21.02.2026 00:08 — 👍 252    🔁 6    💬 2    📌 0
A man sitting on a car while wearing a blue Bosie Shetland with big blue pants.

A man sitting on a car while wearing a blue Bosie Shetland with big blue pants.

A man on a basketball court wearing a grey sweatshirt and blue shorts, both from J. Crew.

A man on a basketball court wearing a grey sweatshirt and blue shorts, both from J. Crew.

KNITWEAR

Let's now get you some knitwear. Bosie's Shetlands are more textured than the basic smooth Merinos you find everywhere, so they'll add visual interest ($157). J. Crew's Heritage 14oz sweatshirt is stout, easily washable, and adds something for casualwear ($99)

21.02.2026 00:08 — 👍 352    🔁 8    💬 4    📌 0
Video thumbnail

Many of the companies mentioned above will have nice tailored trousers. Spier & Mackay ($148), J. Press ($295), O'Connell's ($345), and Proper Cloth ($345 for custom). Pictured below are O'Connell's trousers on @bigfits.bsky.social

Average price: $283

21.02.2026 00:08 — 👍 341    🔁 7    💬 4    📌 1
A stack of grey wool trousers in different materials.

A stack of grey wool trousers in different materials.

For accounting purposes, I will take the average of all these models and say you'll spend about $133 for a pair of casual pants.

DRESS PANTS

OK, so then what about slightly more formal pants? Start with mid-gray trousers made from wool, as these will go with any kind of tailored jacket.

21.02.2026 00:08 — 👍 299    🔁 7    💬 2    📌 0
A man wearing a tan pair of Buck Mason's chinos with brown suede shoes, cream sweater, and dark jacket. He's leaning against a car.

A man wearing a tan pair of Buck Mason's chinos with brown suede shoes, cream sweater, and dark jacket. He's leaning against a car.

A man wearing a tan pair of Buck Mason's chinos with brown shoes, olive shirt, and brown belt.

A man wearing a tan pair of Buck Mason's chinos with brown shoes, olive shirt, and brown belt.

For something that splits the difference between rugged raw denim and preppy chinos, check out Buck Mason's Paperback Twill Full Saddle Chino. These bring the style back to their military origins (yes, chinos derive from the military). Mid-rise with classic straight leg. $168

21.02.2026 00:08 — 👍 432    🔁 7    💬 4    📌 1
A man wearing J. Crew's chinos with a green sweater.

A man wearing J. Crew's chinos with a green sweater.

A pair of tan O'Connell's chinos.

A pair of tan O'Connell's chinos.

J. Crew's classic chino ($98) avoids the calf-hugging, low-rise, Saran Wrap fit that more people realize looks unflattering nowadays. It's a bit young and preppy. Older guys who want something that feels a more trad, may want to check J. Press and O'Connell's (both $150).

21.02.2026 00:08 — 👍 359    🔁 9    💬 3    📌 1
A man wearing Gustin's 1968 Vintage Straight jeans with a white sweater.

A man wearing Gustin's 1968 Vintage Straight jeans with a white sweater.

A faded pair of Gustin's jeans.

A faded pair of Gustin's jeans.

CASUAL PANTS

Most men are either Denim Guys or Chino Guys, rarely both to equal degrees. Figure out which you are first. Gustin's 1968 Vintage Straight Fit is the strongest value at $99, as it's made in the USA from US-woven raw denim that will naturally fade with use.

21.02.2026 00:08 — 👍 422    🔁 11    💬 13    📌 0
Spier & Mackay's white oxford button-down shirt.

Spier & Mackay's white oxford button-down shirt.

A man wearing Proper Cloth's light blue oxford button-down shirt.

A man wearing Proper Cloth's light blue oxford button-down shirt.

The key is to get something with a full collar roll (no skimpy collars!). Once again, Spier & Mackay is a particularly strong value at $78. Move up to Proper Cloth ($125) if you want something custom-made (choose their Soft Ivy collar).

For accounting, I'll do the $125 here.

21.02.2026 00:08 — 👍 427    🔁 7    💬 2    📌 0
Bill Blass standing next to a brick wall while wearing a tweed sport coat and white oxford button-down shirt.

Bill Blass standing next to a brick wall while wearing a tweed sport coat and white oxford button-down shirt.

William Eggleston standing outside in a white oxford button-down shirt and white pleated pants with a brown belt.

William Eggleston standing outside in a white oxford button-down shirt and white pleated pants with a brown belt.

Brian Davis of Wooden Sleepers wearing a light blue oxford button-down shirt with a navy overshirt, brown belt, and faded blue jeans.

Brian Davis of Wooden Sleepers wearing a light blue oxford button-down shirt with a navy overshirt, brown belt, and faded blue jeans.

Jason Jules wearing a brown field jacket with a light blue oxford button-down shirt, tan chinos, brown suede shoes, and a blue baseball cap.

Jason Jules wearing a brown field jacket with a light blue oxford button-down shirt, tan chinos, brown suede shoes, and a blue baseball cap.

OXFORD BUTTON-DOWN

If you get a sport coat, you will naturally need some button-up shirts to wear with it. Oxford cloth button-downs in staple colors (white, light blue) are a versatile option you can wear with tailored jackets or casualwear.

21.02.2026 00:08 — 👍 431    🔁 10    💬 4    📌 0
A photo of Spier & Mackay's navy sport coat hanging on a hanger.

A photo of Spier & Mackay's navy sport coat hanging on a hanger.

A close up of Spier & Mackay's navy sport coat. It's a slightly textured hopsack wool.

A close up of Spier & Mackay's navy sport coat. It's a slightly textured hopsack wool.

Key is to get something with texture so it doesn't look like an orphaned suit jacket. Spier & Mackay has great semi-affordable tailoring. Their navy hopsack Moro is made from pure wool and a half-canvas to give it shape. Classic proportions and soft natural shoulder

Price: $358

21.02.2026 00:08 — 👍 498    🔁 13    💬 6    📌 0
A man is sitting outside of a cafe. He's wearing a navy sport coat, white dress shirt, grey wool trousers, navy dress socks, and black tassel loafers

A man is sitting outside of a cafe. He's wearing a navy sport coat, white dress shirt, grey wool trousers, navy dress socks, and black tassel loafers

Peter Zottolo is standing outside in a navy sport coat, white t-shirt, and blue jeans.

Peter Zottolo is standing outside in a navy sport coat, white t-shirt, and blue jeans.

Simon Crompton is standing outside in a navy sport coat, light blue oxford cloth button down shirt, blue jeans, and brown suede shoes.

Simon Crompton is standing outside in a navy sport coat, light blue oxford cloth button down shirt, blue jeans, and brown suede shoes.

Avery Trufelman is sitting down while wearing a navy sport coat, green Shetland sweater, oxford button-down shirt, tan chinos, and brown loafers.

Avery Trufelman is sitting down while wearing a navy sport coat, green Shetland sweater, oxford button-down shirt, tan chinos, and brown loafers.

NAVY SPORT COAT

If you're just dipping your toes into tailored clothing, start with a navy sport coat. This is something you can wear with a button-up shirt and pair of trousers, or something as casual as a t-shirt and some jeans. It's easily the most versatile jacket.

21.02.2026 00:08 — 👍 575    🔁 11    💬 5    📌 1

Let me show you a wardrobe you can build with $1,700 🧵

21.02.2026 00:08 — 👍 4767    🔁 694    💬 51    📌 47

if trump wants to raise tariffs, why doesn't he just go through the republican-controlled congress?

20.02.2026 22:15 — 👍 3708    🔁 275    💬 116    📌 20
New York Times headline reads: Live Updates: Supreme Court Strikes Down Trump’s Sweeping Tariffs

The ruling is a major setback for President Trump, and he is said to have called it a “disgrace.” The White House has said it will use different authorities to reimpose many fees on imports quickly.

New York Times headline reads: Live Updates: Supreme Court Strikes Down Trump’s Sweeping Tariffs The ruling is a major setback for President Trump, and he is said to have called it a “disgrace.” The White House has said it will use different authorities to reimpose many fees on imports quickly.

will the prices that went up because of tariffs now go right back down? or are we now living with higher prices on some goods because of this unconstitutional decision?

20.02.2026 17:33 — 👍 4055    🔁 553    💬 192    📌 62
Pete Hegseth walking up some stairs to board a plane. He's wearing a mid-blue suit, tan dress shoes, and navy socks with small USA flags on them. The suit is slightly too small, the pants slim, and the inseam is a bit too short.

Pete Hegseth walking up some stairs to board a plane. He's wearing a mid-blue suit, tan dress shoes, and navy socks with small USA flags on them. The suit is slightly too small, the pants slim, and the inseam is a bit too short.

A dapper brown horse wearing a three-piece gray checked suit with a white shirt and blue necktie. He also has a grey flat cap. His inseam is too short, but he looks happy.

A dapper brown horse wearing a three-piece gray checked suit with a white shirt and blue necktie. He also has a grey flat cap. His inseam is too short, but he looks happy.

this is what your inseam looks like

19.02.2026 00:17 — 👍 7070    🔁 701    💬 268    📌 78

you need to MOGG (Meditate On Great Genres of literature)

18.02.2026 19:42 — 👍 2087    🔁 176    💬 12    📌 5

some of you are looksmaxxing when you need to be booksmaxxing

18.02.2026 19:41 — 👍 14683    🔁 2448    💬 212    📌 194