City Style

Tailoring, sneakers and the smart-casual line nobody explains properly.

GuideTobias ReedNov 5, 20265 min

The one pair that gets you from the train to the boardroom

Skip the dress sneaker and the leather-soled loafer. A plain derby on a rubber sole handles the walk, the weather and the meeting.

Theater Nights and Gallery Openings Need Different Clothes

From the City Style archive

Older stories

GuideTobias ReedSep 22, 20265 min

Build One Wardrobe Instead of Two

GuideTobias ReedSep 22, 20265 min

Dressing for an office that never tells you what to wear

GuideTobias ReedSep 22, 20266 min

What to wear when the invitation says smart casual

GuideTobias ReedSep 23, 20265 min

Buy the Same Shirt Five Times

GuideTobias ReedSep 23, 20265 min

Dressing for a City Winter Without Looking Like a Tourist

GuideTobias ReedSep 22, 20266 min

Getting to work dry when the weather turns

City Style on video

Worth an hour of your evening

From channels we rate. Plays on YouTube.

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Full Windsor Knot in 15 Seconds

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How To Wear Black Sneakers | Men’s Shoe Style Advice | Men’s Shoes

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The ONLY Smart Casual Sneakers You Need After 40 (Stop Buying the Wrong Ones!) | 40+ Men's Fashion

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City Style quizzes

Quiz yourself, then your friends

All quizzes

GuideTobias ReedSep 23, 20266 min

Bike to work and still walk in looking pressed

Ride slower, pack smarter, and keep half your wardrobe at the office. The rumpled part of bike commuting is fixable.

GuideTobias ReedSep 23, 20266 min

Wear a Trench Coat Without Looking Like a Detective

The coat isn't the problem. The length, the belt buckle and whatever you've got on underneath usually are.

Ask BRO

Pressure-test my business idea

Ask it

GuideTobias ReedSep 23, 20265 min

How a white shirt goes gray, and how to stop it

The collar ring isn't dirt, the yellow under the arms isn't sweat, and chlorine bleach is making both of them worse.

CancerDefying.com — The research, protocols and reading in one place

PartnerCancerDefying.com

5 min read

The Saturday wardrobe that isn't sportswear

Four swaps that get you out of the technical half-zip on days you're not training, without buying a blazer you'll wear twice.

Poll

Where does your phone charge overnight?

GuideTobias ReedSep 23, 20265 min

Match the belt to the shoe and the socks to the trousers

Two rules cover most of it. The rest is knowing when a 35mm belt is wrong, why your socks fall down, and when to break both rules on purpose.

GuideTobias ReedSep 23, 20266 min

Three straps and one watch will cover your whole year

Buy the right case size, check the lug width before anything else, and learn to change a strap without scratching the lugs.

Shirts.com — Design it with AI. Wear it this week.

PartnerShirts.com

GuideTobias ReedSep 23, 20265 min

Black tie, charity dinners and what the invitation means

Decode the line at the bottom of the card, then get the six details right that everyone in the room will notice.

Quiz

Does your wardrobe actually fit you?

Five questions, honestly answered, and a plan for the next two weeks.

GuideTobias ReedSep 23, 20265 min

How to stay sharp when the city hits thirty degrees

Heat doesn't just make you uncomfortable, it makes you slow and short-tempered. Shift your day and your kit before it does.

GuideTobias ReedSep 23, 20265 min

What to wear to an interview at a company with no dress code

"Come as you are" isn't an instruction. It's an unwritten code, and you can read it in about ten minutes.

Ask BRO

Rehearse the raise conversation with me

Ask it

GuideTobias ReedSep 23, 20265 min

Four days of meetings out of one carry-on

Pick the shoe first and the rest of the trip packs itself. What to take, what to leave, and where the plan falls apart.

Delicious.com — Nine thousand recipes and a plan for tonight

PartnerDelicious.com

GuideTobias ReedSep 23, 20266 min

Most men need one tie knot, not five

The four-in-hand covers almost everything, the width matters more than the pattern, and there are days when the tie makes you look worse.

Poll

How often do you see your closest friends?

GuideTobias ReedSep 23, 20265 min

Dry clean less, brush more, and the suit lasts years

A clothes brush, a proper hanger and a day off between wears will keep a suit sharper than any dry cleaner, and cost you about two minutes a day.

GuideTobias ReedSep 23, 20265 min

The sale rack only rewards people who came with a list

Second markdowns, final-sale traps, and the one question that kills a bad buy before you get anywhere near the register.

Names.com — The name is the first thing you sell

PartnerNames.com

GuideTobias ReedSep 23, 20265 min

Oxfords, derbies and loafers, and when to wear each

The difference is in the lacing, and it decides everything else. What to wear to a funeral, an interview, a wedding in August and a Tuesday at the office.

Quiz

Is your money actually in order?

Six questions. No email required, no sales pitch at the end.

6 min

Dressing well out of a three-foot rail

5 min

What merino, cashmere and cotton actually do in an office

Ask BRO

Build me a revision plan that I will actually stick to

Ask it

GuideTobias ReedSep 23, 20266 min

Rain gear that doesn't look like hiking kit

What to wear in the wet when you've got a desk, a meeting at nine, and no interest in arriving dressed for a mountain.

GermProof.com — An invisible germ barrier on your skin for hours

PartnerGermProof.com

6 min read

Chinos that fit, and how to spot the ones that never will

Most chinos fail in the seat and the rise, and no tailor can save them. Learn to check both before you get to the till.

Poll

When did you last ask for a raise?

Older articles

Older City Style stories

City Style

The one pair that gets you from the train to the boardroom

Dress for the vent over your desk, not the weather outside

Dress for the client, not for the restaurant

When to Carry a Briefcase and When to Carry a Backpack

Dress Once for the Camera and the Conference Room

Theater Nights and Gallery Openings Need Different Clothes

From the City Style archive

Build One Wardrobe Instead of Two

Dressing for an office that never tells you what to wear

What to wear when the invitation says smart casual

Buy the Same Shirt Five Times

Dressing for a City Winter Without Looking Like a Tourist

Getting to work dry when the weather turns

Worth an hour of your evening

Quiz yourself, then your friends

Bike to work and still walk in looking pressed

Wear a Trench Coat Without Looking Like a Detective

How a white shirt goes gray, and how to stop it

The Saturday wardrobe that isn't sportswear

Match the belt to the shoe and the socks to the trousers

Three straps and one watch will cover your whole year

Black tie, charity dinners and what the invitation means

How to stay sharp when the city hits thirty degrees

What to wear to an interview at a company with no dress code

Four days of meetings out of one carry-on

Most men need one tie knot, not five

Dry clean less, brush more, and the suit lasts years

The sale rack only rewards people who came with a list

Oxfords, derbies and loafers, and when to wear each

Dressing well out of a three-foot rail

What merino, cashmere and cotton actually do in an office

Rain gear that doesn't look like hiking kit

Chinos that fit, and how to spot the ones that never will