Men's Retro Ankle Boots

4.6 / 5 Rated (1151+ reviews)

Men's Retro Ankle Boots

£149.95 £59.95 Save 60%

Taxes included. Shipping calculated at checkout.

Free Royal Mail Delivery Within the UK

30-Day Money-Back Guarantee

Buy 2 get 10%, buy 4+ get 20%

Sizing Guide

Men's Size Guide

These are body measurements. Measure yourself and pick the size that matches. Between two sizes? See the fit advice below.

Tops, Knitwear, Jackets & Coats

Also for shirts, polo shirts, waistcoats, blazers, suits and sets.

Size	EU	Chest (cm)(in)	Waist (cm)(in)
XS	44	86–9134–36	71–7628–30
S	46	91–9736–38	76–8130–32
M	48	97–10238–40	81–8632–34
L	50	102–10740–42	86–9134–36
XL	52	107–11242–44	91–9736–38
2XL	54	112–11744–46	97–10238–40
3XL	56	117–12246–48	102–10740–42
4XL	58	122–12748–50	107–11242–44
5XL	60	127–13250–52	112–11744–46
6XL	62	132–13752–54	117–12246–48

Trousers, Jeans & Shorts

Size	EU	Waist (cm)(in)	Hips (cm)(in)
XS	44	71–7628–30	89–9435–37
S	46	76–8130–32	94–9937–39
M	48	81–8632–34	99–10439–41
L	50	86–9134–36	104–10941–43
XL	52	91–9736–38	109–11443–45
2XL	54	97–10238–40	114–11945–47
3XL	56	102–10740–42	119–12447–49
4XL	58	107–11242–44	124–13049–51

Trousers sized by waist (28 to 40)? That number is your waist in inches, so a 32 fits a 32 in (81 cm) waist.

Shoes

UKAUUS	EU	Foot length (cm)(in)
445	37	23.39.2
556	38	24.09.4
667	39	24.79.7
6.56.57.5	40	25.310.0
778	41	26.010.2
889	42	26.710.5
9910	43	27.310.7
9.59.510.5	44	28.011.0
101011	45	28.711.3
111112	46	29.311.5
121213	47	30.011.8

How to Measure

Chest: measure around the fullest part of your chest, just under your arms, keeping the tape level.
Waist: measure around your natural waistline, where you usually wear your trousers.
Hips: measure around the widest part of your hips and seat.
Foot length: stand on a sheet of paper, mark your heel and your longest toe, and measure between the marks. Measure your larger foot.

Fit Advice

Between two sizes? Choose the larger size for a relaxed fit, or the smaller one for a closer fit.
Want to wear a jumper or hoodie under a jacket or coat? We suggest going one size up.
For shoes, we generally recommend the larger size when you are in between.

ColourBlack

Size Sizing Guide UK 5 UK 6 UK 6.5 UK 7 UK 8 UK 9 UK 9.5 UK 10

Dispatched by Thu, Nov 5Free delivery

Description

A refined two-tone finish gives these men's ankle boots a distinctive retro look that transitions naturally between casual and smarter cold-weather outfits. The warm interior lining adds cosy comfort for autumn and winter wear, while the ankle-height silhouette provides practical everyday coverage. A side zip makes them convenient to put on and remove, while the ruched upper creates subtle texture across the front. Buckle detailing and a low heel complete the vintage-inspired profile with a polished masculine finish.

Men's Retro Ankle Boots - 3

Why These Retro Ankle Boots Belong in Your Wardrobe

Warm lining for seasonal comfort
Side zip for easy dressing
Ruched upper for distinctive texture
Low heel for comfortable everyday wear
Buckle detail for retro character
Two-tone finish for versatile styling

The structured shape provides comfortable support around the ankle while leaving enough flexibility for regular movement throughout the day. A sturdy outsole gives the boots a grounded profile suited to commuting, casual outings, and everyday winter routines. Their combination of smooth panels, gathered detailing, and contrasting toe sections adds visual interest without making the design difficult to coordinate. Pair them naturally with jeans, chinos, or tailored trousers for adaptable seasonal styling.

These retro winter ankle boots combine warm comfort, convenient fastening, and distinctive vintage-inspired detailing for dependable cold-weather wear. The low-profile heel keeps the silhouette practical while the side zip makes everyday dressing straightforward. Their polished two-tone appearance allows them to move easily between relaxed daytime outfits and smarter casual combinations. Keep them ready for work travel weekend plans and regular autumn-to-winter dressing.

Men's Retro Ankle Boots - 5

Material & Care

Care: Wipe clean with a soft, damp cloth and let them air dry away from direct heat.

Free Premium Delivery

We ship every order with a tracked premium delivery service, so you always know exactly where your parcel is. Right now this premium delivery is completely free on all UK orders, so make the most of it while the offer lasts.

Quality guarantee

Every order is checked before it leaves our warehouse. If your item arrives damaged or faulty, contact our customer support team with a photo and we will find a solution with you, such as a replacement or a refund. Your statutory rights are not affected.

Less than 0.5% of buyers use our 30-day money-back guarantee.