The Windsor Short - Tailored five-point cut with rolled cuffs in a drapey wrinkle-resistant blend
The flagship staple
★★★★★4.9 / 5 · 2,184 verified reviews

The Windsor Short - Tailored five-point cut with rolled cuffs in a drapey wrinkle-resistant blend

  • Reads senior. Cut and cloth that signal experience the moment you walk in.
  • Seasonless. Built for a decade, not a drop — it never dates.
  • Grown-man fit. A clean line with real weight, never boyish.
  • Quiet luxury. Substance you can feel. Respect, not logos.
$46.99$59.99Save 22%
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Color : Brown

Size : 29

SINGLEStandard price $46.99$59.99
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The Windsor Short
The Windsor Short
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Built to last

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Product details+

A short that read the dress code and improved on it. The Windsor is cut to the five-point length — just above the knee — with rolled cuffs that finish the leg deliberately, the way British tailoring does casual.

The polyester-viscose blend drapes rather than hangs, with enough spandex to move and an anti-wrinkle finish that keeps the line crisp through hot days.

  • Five-point length — tailored, grown-man proportion
  • Rolled cuffs for a deliberate, finished hem
  • Slim cut with a smooth, flowing drape
  • Wrinkle-resistant with medium stretch
  • 78% polyester, 18% viscose, 4% spandex

Light Green, Black


Size & fit+

Size To fit waist (cm / in)
29 74 / 29.0"
30 76 / 30.0"
31 79 / 31.0"
32 81 / 32.0"
33 84 / 33.0"
34 86 / 34.0"
36 91 / 36.0"

How to measure: Waist — around your natural waistline. The cut is slim: between sizes, take the larger. Allow a 1–3 cm variance.

Materials & care+
78% polyester, 18% viscose, 4% spandex — summer weight, anti-wrinkle. Machine wash cold, hang to dry. No ironing needed.

Shipping+

Every order is dispatched within 24 hours on business days. The moment it ships, you receive a confirmation email with your tracking number — follow it door to door. Delivery typically takes around 7 days, up to 10 for some countries. Shipping is free on every order, worldwide. Optional shipment protection in your bag covers loss, theft or damage in transit. Full details in our Shipping Policy.

Returns & exchanges+

You have 30 days from delivery to decide. Exchanges are free — if the size or colour is not right, we swap it at no cost. Returns are straightforward: contact us, send the piece back unworn with tags attached, and we refund you once it arrives. Read the full Return & Refund Policy.

Seasonless design
Built for a decade, not a drop.
Grown-man fit
A clean line that reads senior.
Cloth with substance
Weight and recovery you can feel.
Quiet luxury
Respect, never logos.
Reviews

Customers love BEARING.

★★★★★ 4.9 · 2,184 verified reviews
D
Daniel M.
Verified buyer
★★★★★
Didn’t expect much at the price but it looks twice what I paid. Wore it to a work dinner and three people asked where it was from.
T
Tom B.
Verified buyer
★★★★★
Fits properly and doesn’t cling in the heat. I’m 28 but always got mistaken for a student — not in this.
M
Marcus L.
Verified buyer
★★★★★
Best-fitting piece I’ve owned. Holds its shape after a wash. Already ordered a second.
O
Olu A.
Verified buyer
★★★★★
Heavier cloth than the usual stuff and it sits really well. Smart enough for the office under a jacket.
J
James P.
Verified buyer
★★★★★
Quality you can feel — the buttons, the stitching, the collar sits right. I’ve stopped buying cheaper.
H
Henry K.
Verified buyer
★★★★★
Plain, no logos, just looks expensive. Exactly what I wanted.
A
Amir T.
Verified buyer
★★★★★
Runs true to size. I’m a straight medium and the medium fit spot on — no guessing.
C
Chris D.
Verified buyer
★★★★★
Breathes brilliantly in the heat. Full day out and no clinging, no sweat patches.
S
Sanjay R.
Verified buyer
★★★★★
Washed it a dozen times now and it still holds its shape and colour. Zero shrinking.
L
Leo V.
Verified buyer
★★★★★
Ordered Monday, arrived Thursday with tracking the whole way. Faster than I expected.
N
Nathan W.
Verified buyer
★★★★★
Needed a bigger size and the exchange was free and painless — the new one came in two days.
G
George H.
Verified buyer
★★★★★
Sized up like the guide suggested and the relaxed fit is exactly right.
E
Elliot P.
Verified buyer
★★★★★
Half the price of the designer one I nearly bought, and honestly it’s nicer.
R
Ravi S.
Verified buyer
★★★★★
Dressed it up for the office, down at the weekend. One piece that does both effortlessly.
C
Callum B.
Verified buyer
★★★★★
The weight of the cloth is the giveaway — it feels expensive the second you pick it up.
D
Dominic A.
Verified buyer
★★★★★
Second order in a month. It’s my go-to now — I’ve stopped scrolling other brands.
The difference

Why men switch to BEARING.

 
BEARING
Fast fashion
Typical 'match'
Reads senior, not boyish
✓
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Grown-man cut and fit
✓
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✓
Cloth with weight and recovery
✓
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No logos, no noise
✓
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✓
30-day returns & free exchanges
✓
✓
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Seen on

Worn by the people like you.

Real men, real fit.

BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
BEARING worn by a customer
A blend that drapes.
The cloth

A blend that drapes.

A polyester-viscose blend that drapes well, stretches with you and keeps a crisp line in the heat thanks to an anti-wrinkle finish.

Tailored, above the knee.
The cut

Tailored, above the knee.

A tailored short cut just above the knee. Smart enough for a lunch reservation, easy enough for the walk there.

Rolled cuffs.
The make

Rolled cuffs.

Rolled cuffs give the hem weight and a finished look. Brown and black.

Questions

Frequently asked questions

Are the cuffs sewn?+

The rolled cuffs are part of the design and hold their shape through wear.

How do they fit?+

Tailored with stretch. Order your usual waist size, 29 to 36.

Do they wrinkle?+

Very little. The anti-wrinkle finish keeps them crisp.

How do I care for them?+

Machine wash cold, hang to dry.

When will it arrive?+

Dispatched within 24 hours with tracking sent by email. Typically about 7 days, up to 10 for some countries. Shipping is free on every order.

Can I exchange for another size?+

Yes — free exchanges within 30 days of delivery. If the fit is not right, we will make it right.

Is there a discount for buying more than one?+

Yes. The pair and the wardrobe sets save you 10%, applied automatically at checkout.

Is checkout secure?+

Every payment is encrypted, with Shop Pay, PayPal and Apple Pay supported for a faster, safe checkout.

30-day returns
Decide at home, risk-free.
Free exchanges
Wrong size? Swap it, on us.
Secure checkout
Encrypted payment, every time.
Built to last
Made to outlive the trend cycle.
The Windsor Short
The Windsor Short
$46.99$59.99