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Rounded toe styles

57 pairs
Curator's note

The most traditional shoe shape of all is the rounded toe. This allows for more space for the toes and is therefore very comfortable, especially if you have broad or wider feet.
 
But just because the shape is simple, a rounded toe shoe can be overlooked as rather unexciting.
 
We think these shoes and boots have their place in every gentleman’s wardrobe…and there is nothing boring about comfort!
SS · 2026
Product image for Herring Surrey II in dark brown suede
Wide fitting
№ 01
Last Newcastle
Surrey II
Herring · Brogue Shoe · Suede · Leather sole · Dark Brown Suede
£145.83
Product image for Loake Sedbergh in dark brown grain calf
Wide fitting
№ 02
Last Loake 026
Sedbergh
Loake · Lace Boot · Calf Leather · Dark Brown Grain Calf
£274.17
Product image for Cheaney Alfred in black calf
F/G fitting
№ 03
Last Cheaney 125
Alfred
Cheaney · Toe Cap · Calf Leather · Leather sole · Black Calf
£412.50
Product image for Herring Exmoor in moorland green tweed and chestnut calf
№ 04
Last 12508
Exmoor
Herring · Lace Boot · Calf Leather,Tweed · Rubber sole · Moorland Green Tweed and Chestnut Calf
£412.50
Product image for Loake 202 in black polished
Wide fitting
№ 05
Last Loake 3625
202
Loake · Brogue Shoe · Polished Leather · Leather sole · Black Polished
£162.50
Product image for Loake 747 in black polished
№ 06
Last Loake 3625
747
Loake · Toe Cap · Polished Leather · Leather sole · Black Polished
£207.50
Product image for Loake 205 mens Derby shoes in black polished
№ 07
Last Loake 3625
205
Loake · Plain Laced · Polished Leather · Leather sole · Black Polished
£162.50
Product image for Herring Herald in bitter choc suede
№ 08
Last 12508
Herald
Herring · Lace Boot · Suede · Rubber sole · Bitter Choc Suede
£379.17
Product image for Herring Birchwood mens brogues in santalum brown polished
Sale
№ 09
Last 12508
Birchwood
Herring · Brogue Shoe · Polished Leather · Leather sole · Santalum Brown Polished
£354.17 £229.17
Product image for Herring Burntwood in brown waxy
№ 10
Last 12508
Burntwood
Herring · Monk shoe · Calf Leather · Rubber sole · Brown Waxy
£379.17
Product image for Herring Braybrooke mens double monk shoes in dark leaf grain
Sale
№ 11
Last 125
Braybrooke
Herring · Monk shoe · Calf Leather · Leather sole · Dark Leaf Grain
£354.17 £229.17
Product image for Herring Herald mens rubber-soled Chukka boots in maracca suede
Sale
№ 12
Last 12508
Herald
Herring · Lace Boot · Suede · Rubber sole · Maracca Suede
£379.17 £151.67
Product image for Herring Burghley II in dark leaf
№ 13
Last 125
Burghley II
Herring · Lace Boot · Calf Leather · Rubber sole · Dark Leaf
£379.17
Product image for Herring Burford R in brown waxy
№ 14
Last 12508
Burford
Herring · Brogue Shoe · Calf Leather · Rubber sole · Brown Waxy
£354.17
Product image for Cheaney Jackie III Rubber in dark leaf calf
№ 15
Last Cheaney 125
Jackie III
Cheaney · Lace Boot · Calf Leather · Rubber sole · Dark Leaf Calf
£412.50
Product image for Cheaney Godfrey D in plough suede
№ 16
Last Cheaney 125
Godfrey D
Cheaney · Chelsea Boot · Suede · Rubber sole · Plough Suede
£412.50
Product image for Cheaney Arthur III in dark leaf
F/G fitting
№ 17
Last Cheaney 125
Arthur III
Cheaney · Brogue Shoe · Calf Leather · Leather sole · Dark Leaf
£412.50
Product image for Herring Burntwood mens rubber-soled boots in brown waxy (second)
Sale
№ 18
Last 12508
Burntwood
Herring · Monk shoe · Calf Leather · Rubber sole · Brown Waxy
£379.17 £189.58
Product image for Herring Slaney mens Derby shoes in santalum brown polished
Sale
№ 19
Last 12508
Slaney
Herring · Plain Laced · Polished Leather · Leather sole · Santalum Brown Polished
£354.17 £191.67
Product image for Herring Langdale II in mahogany grain
№ 20
Last 125
Langdale II
Herring · Lace Boot · Calf Leather · Rubber sole · Mahogany Grain
£379.17
Product image for Herring Kirkby R in brown waxy calf
Sale
№ 21
Last 125
Kirkby
Herring · Chelsea Boot · Calf Leather · Rubber sole · Brown Waxy Calf
£379.17 £265.42
Product image for Cheaney Jackie III Rubber in pony suede
№ 22
Last Cheaney 125
Jackie III
Cheaney · Lace Boot · Suede · Rubber sole · Pony Suede
£370.83
Product image for Cheaney Tweed C in almond grain
№ 23
Last Cheaney 12508
Tweed C
Cheaney · Lace Boot · Calf Leather · Rubber sole · Almond Grain
£445.83
Product image for Herring Badminton in bronze rub off
№ 24
Last 12508
Badminton
Herring · Lace Boot · Calf Leather · Rubber sole · Bronze Rub Off
£412.50
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