Bailey 'Pin up' Chelsea Boot
£425.00
Introducing the new Bailey last shape — a sleek Chelsea silhouette with a stylish retro-inspired feel. Handmade in Italy, this refined ankle boot features a plain front with a smooth almond toe and a subtly higher stacked heel, crafted in luxurious black suede for a softer, textured finish.
Features:
-
Black suede upper for a rich, velvety texture and sophisticated look
-
Almond toe with plain front for timeless Chelsea styling
-
Slightly higher stacked heel adds retro character and refined proportions
-
Built on the Bailey last, providing a sleek silhouette with comfort and support
-
Fully handmade in Italy by expert shoemakers
-
Leather sole and full leather lining for durability, breathability, and luxury comfort
-
Designed for men’s luxury footwear, smart-casual ensembles, and contemporary tailoring
Style Notes:
The ‘PIN UP’ Chelsea Boot in black suede pairs effortlessly with tailored trousers, chinos, or slim denim, offering understated elegance with a modern, tactile twist — perfect for formal or elevated casual occasions.
Fit Advice:
True to size. We recommend taking your usual Jeffery~West Chelsea boot size for optimal fit and comfort.
Other Styles
You May Also Like
Explore kindred creations - carefully chosen companions to tempt, complement, and complete your style.







