Since the days of The Squire Shop, our shoe collection has always been a focal point at John Simons. Explore our range of Ivy League classics, including suede chukka boots from Astorflex and Original Playboy, iconic penny and beefroll loafers by Rancourt, and robust workwear options from Paraboot, as well as much more. Our collection ensures you’ll step out in 4/4 style, wherever your journey takes you.
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SaleVendor:Astorflex
Ecru Montflex
Regular price From £114.00 GBPRegular priceUnit price per£200.00 GBPSale price From £114.00 GBPSale -
SaleVendor:Astorflex
Mattone Sadelflex
Regular price £135.00 GBPRegular priceUnit price per£225.00 GBPSale price £135.00 GBPSale -
SaleVendor:Astorflex
Ecru Sadelflex
Regular price £120.00 GBPRegular priceUnit price per£225.00 GBPSale price £120.00 GBPSale -
Vendor:Astorflex
Dark Chestnut Nuvoflex
Regular price £205.00 GBPRegular priceUnit price per£295.00 GBPSale price £205.00 GBPSale -
Vendor:Paraboot
Chambord Marron
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Chambord Noir
Regular price £385.00 GBPRegular priceUnit price per -
SaleVendor:Paraboot
Arles Whiskey Suede
Regular price £295.00 GBPRegular priceUnit price per£385.00 GBPSale price £295.00 GBPSale -
Vendor:Paraboot
Arles Lisse Ecorce
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Avignon Noir
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Avignon Dark Brown Suede
Regular price £230.00 GBPRegular priceUnit price per£385.00 GBPSale price £230.00 GBPSale -
Vendor:Paraboot
Avignon Marron
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Women's Michael Marron
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Women's Michael Noir
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Michael Noir
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Paraboot
Michael Marron
Regular price £385.00 GBPRegular priceUnit price per -
Vendor:Ortigni
Plain Toe Shoes
Regular price £375.00 GBPRegular priceUnit price per -
Vendor:Ortigni
Gibsonelli
Regular price £395.00 GBPRegular priceUnit price per

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.