Bailey 'Pin up' Chelsea Boot

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

Bailey 'Pin up' - Chelsea Boot Bailey 'Pin up' - Chelsea Boot Bailey 'Pin up' - Chelsea Boot

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