City / Tailoring

Square Mile

Modern City dressing. Sharp, but easy.

Square Mile, styling reference one
Square Mile, styling reference two

Tailoring for someone who has somewhere to be. All the authority of the City, none of the stiffness.

Central line to boardroom. The shoulder stays sharp, the fabrics get softer and the styling loosens, so everything moves, breathes and still looks completely considered. Premium basics under relaxed tailoring, nothing that reads as interview wear.

Mood
Capable, quick, composed
Silhouette
Relaxed tailoring, clean and mobile
Palette
Navy, charcoal, black, stone
Fabric
Tropical wool, cotton twill, fine knit
Key piece
A soft-shoulder blazer
Suggested season
All year
Good for
tailoring, trousers, shirt, polished, modern, sharp

Tailored ease

  • A soft-shoulder blazer over wide or fluid trousers, with a premium knit or tee underneath
  • Button only what the outfit needs, so it reads as modern workwear, not formal suiting
  • A clean, substantial shoe with enough weight to carry the trouser volume

High and low

  • One formal piece against one properly casual one, a tailored jacket over a heavyweight tee, or sharp trousers with a clean trainer
  • Texture and cut keeping the casual piece premium, never sporty
  • A structured bag or folio, so the outfit keeps its professional centre of gravity

  • Relaxed construction that still gives a defined shoulder and a clean trouser line
  • Premium basics that look intentional under tailoring
  • One smarter piece against one more relaxed piece
  • Proportions that make sense while walking through a city
  • Minimal branding and restrained accessories
  • Shiny, stiff corporate suiting that reads as interview wear
  • Running shoes, neon accents or anything gym-led
  • Graphic slogans and large brand marks
  • Oversized streetwear that removes the professional shape altogether

Top

  • A fine-knit polo buttoned high
  • A premium heavyweight tee under a blazer
  • A minimal mock-neck knit for colder days
  • A crisp poplin shirt, collar open, no tie

Legs

  • Fluid wide-leg tailored trousers
  • Drawstring-waist trousers in tropical wool or heavy twill
  • Straight dark trousers with a clean break over the shoe
  • A tailored pencil skirt with a slit, worn with flat shoes
  • Pleated trousers in stone, the lighter summer version

Footwear

  • Minimal leather trainers in white or black
  • Chunky leather derbies
  • Modern penny loafers on a slightly heavier sole
  • A clean black Chelsea boot

Hair

  • A clean ponytail or bun, for a more precise silhouette
  • Natural hair with deliberate shape and minimal flyaways
  • Loose hair tucked behind the ears for a more open line

Makeup

Clean Base

Fresh skin, brushed brows and a muted lip, polished without looking made up

Sharp Brown

Soft brown liner and a controlled brow on otherwise clean skin

Modern Flush

A soft wash of colour on the cheeks and a neutral mouth, a little life under office light


Jewellery

  • A minimal steel watch
  • Small hoops or simple studs
  • One signet or plain ring
  • A thin chain tucked under the collar

Other Accessories

  • A structured leather folio
  • A shape-holding leather backpack
  • A compact shoulder bag with minimal hardware
  • A mac coat carried over the arm
  • A slim black umbrella, because it is London

For when you want to go all out, pull out every stop and make it yours.

  1. 01Wear a full suit with trainers and let the shoe be the only clearly casual decision
  2. 02Swap the shirt for a fitted knit and roll the sleeves for a softer version
  3. 03Go tonal from navy through blue-grey instead of black on black
  4. 04Swap the blazer for a clean mac coat and keep everything else extremely simple
  5. 05Make the most formal outfit you own feel relaxed through posture and movement alone
  6. 06Build one look that could go from Canary Wharf to dinner without changing anything


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Outfit Guide