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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Vendor:ParabootWomen's Orsay NoirRegular price £385.00 GBPRegular priceUnit price per- 
                                    
Vendor:AstorflexDark Chestnut GreenflexRegular price £205.00 GBPRegular priceUnit price per- 
                                    
Vendor:AstorflexWhiskey GreenflexRegular price £205.00 GBPRegular priceUnit price per- 
                                    
Vendor:AstorflexStone GreenflexRegular price £205.00 GBPRegular priceUnit price per- 
                                    
Vendor:The Original PlayboyBurgundy Dallas Polido Leather LoaferRegular price £180.00 GBPRegular priceUnit price per- 
                                    
Vendor:The Original PlayboyBlack Dallas Polido Leather LoaferRegular price £180.00 GBPRegular priceUnit price per- 
                                    
Vendor:SebagoDolphin Waxed Leather LoaferRegular price £100.00 GBPRegular priceUnit price per£150.00 GBPSale price £100.00 GBPSale
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Vendor:The Original PlayboyBrown 64 Chukka BootRegular price £270.00 GBPRegular priceUnit price per- 
                                    
Vendor:The Original PlayboyBlack 64 Chukka BootRegular price £270.00 GBPRegular priceUnit price per- 
                                    
Vendor:ParabootAdonis Marron Lis-CafeRegular price £385.00 GBPRegular priceUnit price per- 
                                    
Vendor:Shoes Like PotteryWomen's Off White Canvas SneakersRegular price £95.00 GBPRegular priceUnit price per£140.00 GBPSale price £95.00 GBPSale
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Vendor:KlemanPadror MarronRegular price £160.00 GBPRegular priceUnit price per- 
                                    
Vendor:KlemanPadror NoirRegular price £160.00 GBPRegular priceUnit price per£160.00 GBPSale price £160.00 GBP
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Vendor:OrtigniGibsonelli Ivy GrainRegular price £395.00 GBPRegular priceUnit price per- 
                                    
Vendor:ParabootMichael Grainé EbèneRegular price £385.00 GBPRegular priceUnit price per- 
                                    
Vendor:SebagoBurgundy Classic Dan LoaferRegular price £210.00 GBPRegular priceUnit price per- 
                                    
Vendor:SebagoBlack Classic Dan LoaferRegular price £210.00 GBPRegular priceUnit price per- 
                                    
Vendor:Rancourt & Co.Chocolate Beefroll Grain Leather LoafersRegular price £295.00 GBPRegular priceUnit price per£420.00 GBPSale price £295.00 GBPSale
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Vendor:Rancourt & Co.Burgundy Pinch Penny Calf Leather LoafersRegular price £295.00 GBPRegular priceUnit price per£420.00 GBPSale price £295.00 GBPSale
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Vendor:Rancourt & Co.Black Pinch Penny Calf Leather LoafersRegular price £295.00 GBPRegular priceUnit price per£420.00 GBPSale price £295.00 GBPSale
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Vendor:Rancourt & Co.Black Horse Bit Calf Leather LoafersRegular price £295.00 GBPRegular priceUnit price per£450.00 GBPSale price £295.00 GBPSale
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Vendor:The Original PlayboyBlack Chukka ShoeRegular price £250.00 GBPRegular priceUnit price per- 
                                    
Vendor:The Original PlayboyDark Brown Chukka BootRegular price £270.00 GBPRegular priceUnit price per- 
                                    
Vendor:The Original PlayboyBlack Chukka BootRegular price £270.00 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.
 
              

 
              



 
              


 
              

 
              

 
              

 
              

 
              


 
              


 
              

 
              

 
              


 
              


 
              


 
              



 
              


 
              


 
              

 
              

 
              

 
              

 
              

 
              

 
              

 
              
             
              
            