Bailey 'Pin up' Chelsea Boot

£445.00

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 beautifully smooth almond toe and a subtly higher stacked heel, combining classic elegance with modern presence.

Features:

• Black polished calf leather upper for a glossy, sophisticated finish

• Almond toe with plain front for timeless Chelsea styling

• Slightly higher stacked heel adds retro character and elevated proportion

• Built on the Bailey last, offering a sleek silhouette and comfortable fit

• 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 is perfect for gentlemen who know how to dress, pairing effortlessly with tailored trousers, chinos, or slim denim. A sophisticated choice for both formal occasions and elevated casual looks.

Fit Advice:
True to size. We recommend taking your usual Jeffery~West Chelsea boot size for the best fit and comfort.

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