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  Image: @ghbass_eu 

 

 

 

 [Footwear](/style/footwear) 

 



 /  02 April 2025  

#  5 Classic Shoes You Could Wear Every Day  


 The best-heeled men have already entered their loafer era, but that’s not the only old-school style to know right now. Here are five classic options for enhancing your regular looks…  
 

 



 

  Image: @ghbass_eu 

 

 

 

All products on this page have been selected by our editorial team, however we may make commission on some products.

 



 

 

 

 

> [View this post on Instagram](https://www.instagram.com/p/DAQfQhDRFP1/?utm_source=ig_embed&utm_campaign=loading)[A post shared by @ghbass\_eu](https://www.instagram.com/p/DAQfQhDRFP1/?utm_source=ig_embed&utm_campaign=loading)

  

 

## Pennies 

  

 

‘Lads in loafers’ is a strong menswear theme. It makes sense to us: a penny loafer is a perfect crossover of casual and formal that can elevate run-of-the-mill looks into pin-sharp outfits.

 

 ![Stanford Penny Loafers from G.H.Bass](https://media.slman.com/DGycROF6KKMKwEMVloI-5pJipMA=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fg-hbass-stanford-penny-loafers-dark-brown-suede.jpg?itok=HN32SHT-)

 

[#### Stanford Penny Loafers](https://www.ghbass-eu.com/products/stanford-penny-loafers-dark-brown-suede)

 

##### G.H.Bass



 

£205

 

 

 

 ![Recanati Loafers from Geox](https://media.slman.com/Uf8s76d7Tbke-0tpSWWro8Pv_S4=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fgeox-recanati-leather-loafers.jpg?itok=EyN1jkNK)

 

[#### Recanati Loafers](https://www.geox.com/en-GB/leather_loafers-wine-recanati_man-8058192257568.html)

 

##### Geox



 

£119.90

 

 

 

 ![Bill Derby Loafers from John Lobb](https://media.slman.com/27Qn7jzV6R9daPehSUK-P02Rm4A=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fjohn-lobb-bill-leather-loafers.jpg?itok=lyoQ4Z4I)

 

[#### Bill Derby Loafers](https://www.johnlobb.com/en_gb/shoes/shoes-loafers/bill-oxford-prestige-leather-sole)

 

##### John Lobb



 

£1,700

 

 

 

 ![The Penny Loafers from Morjas](https://media.slman.com/WzHs0eLv49P5HLs00jDuzj2KX6s=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fmorjas-the-penny-loafer.jpg?itok=Hw-gj3wk)

 

[#### The Penny Loafers](https://www.morjas.com/uk/product/the-penny-loafer-medium-brown-suede-unlined/)

 

##### Morjas



 

£370

 

 

 

 ![Ruched Loafers from Russell & Bromley](https://media.slman.com/6oFAuXUlEgYMdCpUsSSvwOWk4_c=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Frussell-bromley-maltby-ruched-loafer.jpg?itok=EolBPhZn)

 

[#### Ruched Loafers](https://click.linksynergy.com/deeplink?id=etT1jgERWYw&mid=46119&murl=https%3A//www.russellandbromley.co.uk/maltby/243333)

 

##### Russell &amp; Bromley



 

£245

 

 

 

 ![Yuketen Rob's Loafers from Yuketen](https://media.slman.com/i8-afcjromcv1lAslisCL2x28eM=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fyuketen-brown-leather-robs-loafer-drakes.jpg?itok=djyqZBxP)

 

[#### Yuketen Rob's Loafers](https://clutch-cafe.com/products/yuketen-robs-loafer-w-leather-sole-tosca-g-brown)

 

##### Yuketen



 

£595

 

 

 

 



 

 

 

## Derbies 

  

 

The derby is the dapper uncle of the traditional shoe family. It’s on the formal side, but is easily built into laid-back office looks and chic weekender outfits to give a dash of elegance. Choose a moc-toe style for a casual approach.

 

 ![Shannon Derby Shoes from Church's](https://media.slman.com/cQC-yC4Rc61syupOrGWYVG1ZJdA=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fchurchs-shannon-polished-binder-derby.jpg?itok=SGqT3ApR)

 

[#### Shannon Derby Shoes](https://www.church-footwear.com/gb/en/p/polished-binder-derby/EEB001_9XV_F0AMA_F_000000)

 

##### Church's



 

£980

 

 

 

 ![Apsley Glossed-Leather Derby Shoes from Dunhill](https://media.slman.com/vcNhyAhk-A5DWnQI_kbx91MnLA4=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fdunhill-apsley-glossed-leather-derby-shoes-mr-porter.jpg?itok=9EFeeFFf)

 

[#### Apsley Glossed-Leather Derby Shoes](https://MrPorter.prf.hn/click/camref:1100l4JRj/destination:https%3A%2F%2Fwww.mrporter.com%2Fen-gb%2Fmens%2Fproduct%2Fdunhill%2Fshoes%2Fderby-shoes%2Fapsley-glossed-leather-derby-shoes%2F1647597354673318%3F)

 

##### Dunhill



 

£930

 

 

 

 ![Lis Noir Derby Shoes from Paraboot](https://media.slman.com/mfLwyL_E5ZMANm_apxt44i5qFkc=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fparaboot-apprieu-galaxy-noir-lis-noir.jpg?itok=SRcvORbD)

 

[#### Lis Noir Derby Shoes](https://www.paraboot.com/en/men/derbies/apprieu-galaxy-noire-lisse-noir/?srsltid=AfmBOopr7cN833wPQ-HxsVoyED1z_sPsE9Yn4o5HxxyyVZgkVIqz1WDC)

 

##### Paraboot



 

$630

 

 

 

 ![Toe Cap Derby Shoes from Russell & Bromley](https://media.slman.com/FArOuN0Oc5vwR3PWcl3sljxXrRY=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Frussell-bromley-fulham-toe-cap-derby.jpg?itok=Ffyg1sv-)

 

[#### Toe Cap Derby Shoes](https://click.linksynergy.com/deeplink?id=etT1jgERWYw&mid=46119&murl=https%3A//www.russellandbromley.co.uk/fulham/243287%3F)

 

##### Russell &amp; Bromley



 

£225

 

 

 

 ![Woodstock Derby Shoes from Tricker's](https://media.slman.com/4KXxlP7hqY4EajcGIcRkSC_SO18=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Ftrickers-woodstock-derby-shoe-espresso-burnished.jpg?itok=WFPaFyRR)

 

[#### Woodstock Derby Shoes](https://trickers.com/products/woodstock-plain-derby-shoe-espresso-burnished)

 

##### Tricker's



 

£565

 

 

 

 ![Vinnee Leather Derby Shoes from Vinny’s](https://media.slman.com/us0gHofIfTrUt0EdyrsNU13XqP4=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fvinnys-vinnee-leather-derby-shoes-mr-porter.jpg?itok=0pbcTFJs)

 

[#### Vinnee Leather Derby Shoes](https://MrPorter.prf.hn/click/camref:1100l4JRj/destination:https%3A%2F%2Fwww.mrporter.com%2Fen-gb%2Fmens%2Fproduct%2Fvinny-s%2Fshoes%2Fderby-shoes%2Fvinnee-leather-derby-shoes%2F1647597339787537)

 

##### Vinny’s



 

£260

 

 

 

 



 

 

> [View this post on Instagram](https://www.instagram.com/p/C2SR7BtsA6C/?utm_source=ig_embed&utm_campaign=loading)[A post shared by Myrqvist (@myrqvist)](https://www.instagram.com/p/C2SR7BtsA6C/?utm_source=ig_embed&utm_campaign=loading)

  

 

 

 

> [View this post on Instagram](https://www.instagram.com/p/C9KaAsgs3AO/?utm_source=ig_embed&utm_campaign=loading)[A post shared by Sebago World (@sebago\_world)](https://www.instagram.com/p/C9KaAsgs3AO/?utm_source=ig_embed&utm_campaign=loading)

  

 

## Boat Shoes 

  

 

As a like-for-like swap with trainers, boat shoes come close in terms of comfort, dexterity and weight. Style wise, they can add splashes of boho and preppiness.

 

 ![Princeton Boat Shoes  from Schuh](https://media.slman.com/Pz7b0_XPuSjPs2wFk0_TPWws-Jw=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fschuh-princeton-boat-in-grey.jpg?itok=me_D4Zrq)

 

[#### Princeton Boat Shoes ](https://www.awin1.com/cread.php?awinmid=2044&awinaffid=69421&ued=https%3A//www.schuh.co.uk/mens/schuh-princeton-boat-grey-shoes/3139617550/)

 

##### Schuh



 

£65

 

 

 

 ![Batto Croc-Effect Suede Boat Shoes from Jacquemeus](https://media.slman.com/BRW_CXAEopCjh2FCtYAkKAMZN-w=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fjacquemus-croc-effect-suede-boat-shoes-mr-porter.jpg?itok=KO4K92uc)

 

[#### Batto Croc-Effect Suede Boat Shoes](https://click.linksynergy.com/deeplink?id=etT1jgERWYw&mid=35663&murl=https%3A//www.mytheresa.com/gb/en/women/jacquemus-batto-croc-effect-suede-boat-shoes-beige-p00988865)

 

##### Jacquemeus



 

£450

 

 

 

 ![Merton Leather Boat Shoes from Ralph Lauren](https://media.slman.com/4qR6hYNgrGnT_BGgzO3_pwQ13eQ=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fralph-lauren-merton-deep-saddle-boat-shoes.jpg?itok=kQR2Uq4n)

 

[#### Merton Leather Boat Shoes](https://prf.hn/click/camref:1100l7A5q/destination:https%3A%2F%2Fwww.ralphlauren.co.uk%2Fen%2Fmerton-leather-boat-shoe-3616536012423.html)

 

##### Ralph Lauren



 

£179

 

 

 

 ![Authentic Boat Shoes from Timberland](https://media.slman.com/By2_KdTEOrEzK-1HDyVwYJhNqEw=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Ftimberland-authentic-boat-shoe-for-men-in-brown.jpg?itok=qbilJGWr)

 

[#### Authentic Boat Shoes](https://www.timberland.co.uk/en-gb/p/men-10029/timberland-authentic-boat-shoe-for-men-in-brown-TB030003214)

 

##### Timberland



 

£180

 

 

 

 ![Portland Martellato Shoes from Sebago](https://media.slman.com/sLiUjdUABDSCqWCAJWPk2n3fW6M=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fsebago-portland-martellato.jpg?itok=HabCQK0G)

 

[#### Portland Martellato Shoes](https://www.designerwear.co.uk/product/sebago-mens-blue-navy-portland-martellato-shoe-39880)

 

##### Sebago



 

£84.15 *(were £159)*

 

 

 

 ![Barth Shoes from Paraboot](https://media.slman.com/2eInuPZnQ2rvTYaYZGOLMNcCnWE=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fparaboot-berth.jpg?itok=gMeKHIjq)

 

[#### Barth Shoes](https://www.paraboot.com/en/men/boat-shoes/barthmarine-marron-america/?shipping_country=GB)

 

##### Paraboot



 

$310

 

 

 

 



 

 

 

## Chelseas 

  

 

Most boot styles stomp on trainers with their rugged masculinity. With fit, sole and style all working in harmony, a good Chelsea can also compete on comfort with sneakers.

 

 ![Boots from Blundstone](https://media.slman.com/rYPYwsGWdIUs5dwYq2KvC7sA_50=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fblundstone-2340-brown.jpg?itok=Mzfzzvm0)

 

[#### Boots](https://www.blundstone.co.uk/products/blundstone-2340-brown-leather)

 

##### Blundstone



 

£195

 

 

 

 ![Newmarket Full-Grain Leather Chelsea Boots from Edward Green](https://media.slman.com/6I6ZIGa1Iut17pirBbLs4sevDhE=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fedward-green-newmarket-full-grain-leather-chelsea-boots-mr-porter.jpg?itok=QeHK7796)

 

[#### Newmarket Full-Grain Leather Chelsea Boots](https://MrPorter.prf.hn/click/camref:1100l4JRj/destination:https%3A%2F%2Fwww.mrporter.com%2Fen-gb%2Fmens%2Fproduct%2Fedward-green%2Fshoes%2Fchelsea-boots%2Fnewmarket-full-grain-leather-chelsea-boots%2F1647597351318355)

 

##### Edward Green



 

£1,390

 

 

 

 ![Camion Ankle Boots from Our Legacy](https://media.slman.com/xJ3vNGHSQiJlUdKeaPfxvVP4Aos=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Four-legacy-camion-boot.jpg?itok=8HYcrchu)

 

[#### Camion Ankle Boots](https://prf.hn/click/camref:1100l8te6/destination:https%3A%2F%2Fwww.farfetch.com%2Fuk%2Fshopping%2Fmen%2Four-legacy-camion-ankle-boots-item-16134393.aspx)

 

##### Our Legacy



 

£422

 

 

 

 ![Craftsman Boots from R.M. Willams](https://media.slman.com/6OEaDHqfeiOHPoYuB3tTgZO-mY8=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fr-m-williams-craftsman-boot.jpg?itok=-Y8rRGe3)

 

[#### Craftsman Boots](https://www.rmwilliams.com/uk/craftsman-boot-black-yearling-leather.html?lang=en_GB)

 

##### R.M. Willams



 

£425

 

 

 

 ![Crofton Borg Chelsea Boots from Russell & Bromley](https://media.slman.com/cKSt2CQD81yJ74YFHk3HPQDWVZk=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Frussell-bromley-crofton-borg-chelsea-boot.jpg?itok=7XrOS68o)

 

[#### Crofton Borg Chelsea Boots](https://click.linksynergy.com/deeplink?id=etT1jgERWYw&mid=46119&murl=https%3A//www.russellandbromley.co.uk/crofton/243323%3F)

 

##### Russell &amp; Bromley



 

£245

 

 

 

 ![Suede Chelsea Boots from Schuh](https://media.slman.com/eLyXVOsHyParZkcTjxXMffoATvQ=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fschuh-dawn-suede-chelsesa.jpg?itok=4qmQ74Zk)

 

[#### Suede Chelsea Boots](https://www.awin1.com/cread.php?awinmid=2044&awinaffid=69421&ued=https%3A//www.schuh.co.uk/mens/schuh-dawn-suede-chelsesa-taupe-boots/3210129750/)

 

##### Schuh



 

£70

 

 

 

 



 

 

> [View this post on Instagram](https://www.instagram.com/p/Cy52cVwsFFu/?utm_source=ig_embed&utm_campaign=loading)[A post shared by Myrqvist (@myrqvist)](https://www.instagram.com/p/Cy52cVwsFFu/?utm_source=ig_embed&utm_campaign=loading)

 

 

 

> [View this post on Instagram](https://www.instagram.com/p/DDeuB_doLd-/?utm_source=ig_embed&utm_campaign=loading)[A post shared by Jacques Solovière Paris (@jacquessoloviereparis)](https://www.instagram.com/p/DDeuB_doLd-/?utm_source=ig_embed&utm_campaign=loading)

  

 

## Strap/Belt Shoes 

  

 

Brands are experimenting again with strap and buckle design, using chunkier metals, larger buckles and even adding buckles to styles that have never had them before. The monopoly of the double monk strap is over, and men’s footwear is all the better for it.

 

 ![Thomas Cap-Toe Leather Monk-Strap Shoes from George Cleverley](https://media.slman.com/awZTCN2H-LB6DxyTmrna-OGBOYU=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fgeorge-cleverley-thomas-cap-toe-leather-monk-strap-shoes-mr-porter.jpg?itok=zg6YleBy)

 

[#### Thomas Cap-Toe Leather Monk-Strap Shoes](https://MrPorter.prf.hn/click/camref:1100l4JRj/destination:https%3A%2F%2Fwww.mrporter.com%2Fen-gb%2Fmens%2Fproduct%2Fgeorge-cleverley%2Fshoes%2Fmonk-strap-shoes%2Fthomas-cap-toe-leather-monk-strap-shoes%2F3607804571948070)

 

##### George Cleverley



 

£660

 

 

 

 ![Tommy Lug Ebano Grained Shoes from Jacques Solovière](https://media.slman.com/Iy_I6a2sl5uYg2_LqZ6B7SAHauM=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fjacques-soloviere-tommy-lug-ebano-grained.jpg?itok=Ce0HuDyk)

 

[#### Tommy Lug Ebano Grained Shoes](https://jacquessoloviereparis.com/products/tommy-lug-ebano-grained?srsltid=AfmBOopuZT8NtnGcDGBBV7lnl3Z3wdMJgf_9JTyJwxxGy17Wc6NM4rwQ)

 

##### Jacques Solovière



 

£336.17

 

 

 

 ![Sergio Derby Shoes from Loro Piana](https://media.slman.com/sWVPmasmC65HPTgYW0yiTfni9u8=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Floro-piana-sergio-derby-calfskin.jpg?itok=h9qn13tb)

 

[#### Sergio Derby Shoes](https://uk.loropiana.com/en/gifting-idea/man/shoes/sergio-derby-FAP2435_H252.html)

 

##### Loro Piana



 

£945

 

 

 

 ![Vadstena Shoes from Myrqvist](https://media.slman.com/6WhlJBrlXVNs2PMb454YjSIGf_U=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Fmyrqvist-vadstena-black-calf.jpg?itok=keyTTbNY)

 

[#### Vadstena Shoes](https://myrqvist.com/en-gb/products/vadstena-black-calf)

 

##### Myrqvist



 

£299

 

 

 

 ![Sean Buckled Full-Grain Leather Penny Loafers from Tom Ford](https://media.slman.com/Om3FjKdJq14kuArzkk3kRSWZGiE=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Ftom-ford-sean-buckled-full-grain-leather-penny-loafers-mr-porter.jpg?itok=l42dW7Kr)

 

[#### Sean Buckled Full-Grain Leather Penny Loafers](https://MrPorter.prf.hn/click/camref:1100l4JRj/destination:https%3A%2F%2Fwww.mrporter.com%2Fen-gb%2Fmens%2Fproduct%2Ftom-ford%2Fshoes%2Floafers%2Fsean-buckled-full-grain-leather-penny-loafers%2F1647597337236743)

 

##### Tom Ford



 

£1,250

 

 

 

 ![Maltby Ruched Loafers from Russell & Bromley](https://media.slman.com/gYTtIyj0uErEpQjmLYcepGdRiso=/600x0/smart/https%3A%2F%2Fsw18.sheerluxe.com%2Fsites%2Fslman%2Ffiles%2Farticles%2F2025%2F03%2Frussell-bromley-croome-double-monk-shoe.jpg?itok=_-D1hgHC)

 

[#### Maltby Ruched Loafers](https://click.linksynergy.com/deeplink?id=etT1jgERWYw&mid=46119&murl=https%3A//www.russellandbromley.co.uk/maltby/243333)

 

##### Russell &amp; Bromley



 

£245

 

 

 

 



 

 

 

 

All products on this page have been selected by our editorial team, however we may make commission on some products.

 

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