From Astorflex’s suede chukka boots to robust mountaineering boots by Paraboot, stay winter ready with our Boots collection.
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SaleVendor:ParabootAvoriaz Écorce
Regular price £229.17 GBPRegular priceUnit price per£354.17 GBPSale price £229.17 GBPSale -
Vendor:The Original Playboy
Taupe Suede Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per -
Vendor:Astorflex
Dark Chestnut Nuvoflex
Regular price £162.50 GBPRegular priceUnit price per£245.83 GBPSale price £162.50 GBPSale -
Sold outVendor:ParabootClusaz Écorce
Regular price £229.17 GBPRegular priceUnit price per£329.17 GBPSale price £229.17 GBPSold out -
Vendor:Astorflex
Dark Chestnut Greenflex
Regular price £170.83 GBPRegular priceUnit price per -
SaleVendor:ParabootClusaz Noir
Regular price £229.17 GBPRegular priceUnit price per£329.17 GBPSale price £229.17 GBPSale -
Vendor:Astorflex
Whiskey Greenflex
Regular price £170.83 GBPRegular priceUnit price per -
Vendor:Astorflex
Dark Chestnut Greenflex Rubber Sole
Regular price £216.67 GBPRegular priceUnit price per -
Vendor:Astorflex
Stone Greenflex
Regular price £170.83 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Brown 64 Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Black 64 Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Dark Brown Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Black Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
x Steve McQueen Bullitt Cognac Chukka Boot
Regular price £266.67 GBPRegular priceUnit price per -
Vendor:The Original Playboy
x Steve McQueen Dark Brown Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per£266.67 GBPSale price £225.00 GBPSale -
Vendor:The Original Playboy
x Steve McQueen Black Chukka Boot
Regular price £225.00 GBPRegular priceUnit price per£266.67 GBPSale price £225.00 GBPSale
VINTAGE COLLECTION
Selected vintage, deadstock and one-off pieces curated through the discerning eye of John Simons. From classic Ivy League pieces of yesteryear to exquisite British tailoring, shop our one-off items and stand out from the crowd.
Journal
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John Simons/Since 1955 Book Signing and Launch ...
Bebop meets books. What a fantastic night at 46 Chiltern Street. A big thank you to everyone who joined us for our signing event on 6th November 2025. It was...
John Simons/Since 1955 Book Signing and Launch ...
Bebop meets books. What a fantastic night at 46 Chiltern Street. A big thank you to everyone who joined us for our signing event on 6th November 2025. It was...
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Customer Spotlight: Adam Soffe
In this Customer Spotlight, we introduce Adam Soffe. Based in London, his life revolves around music, family, sport and style. He’s a father of two young boys and, by day,...
Customer Spotlight: Adam Soffe
In this Customer Spotlight, we introduce Adam Soffe. Based in London, his life revolves around music, family, sport and style. He’s a father of two young boys and, by day,...
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Customer Spotlight: Shirley Au
After years in the fast-paced agency world, Shirley finds it rewarding to be part of a business where craftmanship, quality, and sustainability set the pace. We spoke with Shirley to...
Customer Spotlight: Shirley Au
After years in the fast-paced agency world, Shirley finds it rewarding to be part of a business where craftmanship, quality, and sustainability set the pace. We spoke with Shirley to...
