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These chocolate-brown leather penny loafers from Tod's are a sleeker, more elevated take on its iconic Gommino driving shoe. Hand-crafted in Italy using the label's signature pebbled rubber sole, this pair offers all the polish of a loafer, with the added bonus of unrivalled comfort and practicality.
Tod's Leather penny driving shoes £270 £162
These are an extremely popular pair of men's penny loafers from Rockport. They are made from premium full grain leather and have an adiPRENE shock absorption sole unit for additional comfort. These shoes are lightweight and have a breathable textile lining. These penny loafers are a great pair of smart casual shoes as they look great with jeans and smarter attire. Currently part of our Rockport sale promotion!
John Lobb's brown penny loafers exude casual luxury. Handcrafted from supple suede, they are the height of comfort and style. Team them with jeans or chinos for an assured weekend look. Shown here with a PS by Paul Smith shirt, a MP di Massimo Piombo coat and scarf, Gucci trousers and a Mulberry bag. Brown suede penny loafers Bridge detail, leather lining and soles Handmade in Northampton, England Come in branded dust bags Available in other colours
"Design to me is the end product, and it should be perfection," says John Lobb's creative director Andrés Hernández. Each style is meticulously crafted in a 190-step, several weeks-long process that produces hard-wearing shoes of impeccable quality. The dark brown leather Ashley penny loafers are a handsome addition to your wardrobe. Wear them to the office with a grey check suit, or team them with jeans and a cashmere sweater for a smart weekend look. This item is small to size, take the next size up. Shown here with a Boglioli shirt, Loro Piana sweater, Slowear trousers and Swaine Adeney Brigg briefcase. Dark brown leather penny loafers Bridge detail, leather lining and soles Handmade in Northamptonshire, England Come with dust bags
Officine Creative's 'Anatomia' penny loafers have been entirely made by hand in Italy using over 100 painstaking processes. The supple suede has been carefully dyed so that each pair is unique and original. Inside you'll see the inscription 'Duca Del Nord' - meaning Duke of the North - in homage to the label's Italian workshop. They'll work well with smart or casual attire, so try them with a blazer and tailored trousers. Shown here with a The Elder Statesman sweater, Massimo Alba blazer and Maison Martin Margiela trousers. Brown suede penny loafers Leather linings and soles Made in Italy Come with a dust bag Available in other colours
Lightweight and comfortable, the Magnanni penny loafer is crafted with a smooth and supple leather upper and XL Extralight® rubber sole. Stride with ease without sacrificing quality and timeless style. European sizing Heel measures: 2.5cm Presented in a Magnanni box
Each pair of shoes from Parisian label Adieu is infused with off-beat attitude, and these penny loafers are not your average slip-ons. Crafted from high-shine black leather with tonal crepe rubber soles, they contrast form and texture to rakish effect. The specialist lightweight construction ensures easy comfort. Shown here with a Wooyoungmi sweater, Our Legacy blazer and Acne trousers. Black high-shine leather penny loafers Leather linings, black crepe rubber soles Comes with a dust bag
The 'Ludlow' is J.Crew's version of a bench-made dress shoe. The rich brown leather has been selected some of the finest Italian tanneries and then finished with a hand-sewn vamp and Goodyear-welted soles. The insoles contain a steel shank which helps this pair keep its shape, a practical measure which is encased in a soft layer of cork with PORON® footpads on top for comfort. This item is small to size, take a half size larger than normal. Shown here with a J.Crew shirt, jacket and trousers, Marwood tie and Drake's pocket square. Brown leather penny loafers Bridge detail, leather lining and soles, Goodyear welting
Expertly crafted in England using super-smooth leather, these Lopez Penny Loafers by John Lobb are a true wardrobe staple. Showcasing a sleek round toe and cut out detailing alongside a polished finish, they are perfect for day-to-night wear. Team with tailored separates or dress up chinos and a shirt to channel a dapper look. UK sizing Heel measures: 2.2cm approx Pure leather Presented in a John Lobb box with dust bag Made in England
Scrubbed to a high shine, these leather loafers from Paul Smith are designed with a penny cut-out front band for a timelessly classic silhouette. Embodying a Moccasin construction at the toebox, this pair morphs casual slip-ons into a revamped style that can be worn on many occasions.
Paul Smith 'Webb' leather penny loafers £340 £240
Paul Smith's 'Casey' penny loafers will make a handsome addition to your wardrobe. This classic dark brown pair is meticulously crafted in Italy from impeccably smooth leather that is sure to age gracefully. Team them with tapered trousers and a light-coloured blazer for a smart weekend look. Shown here with a Polo Ralph Lauren T-shirt, Boglioli shirt and trousers and an Incotex blazer. Dark brown leather penny loafers Bridge detail, leather lining and soles Made in Italy
Details Featuring a handsome penny loafer constructed from rich suede material. With contrasting stitch detail and a rubber treaded sole. Complete with leather lining, padded insole and debossed side logo. product information Material: suede Colour: navy Code: 0603011 Brand: POLO MENS Lining Material: leather Sole Material: rubber Heel flat Heel Height: 15 mm Heel Shape: flat
Enter the world of Fratelli Rossetti, one of the major "Made in Italy" shoe producers since 1953. In a perfect mix between style and tradition with a touch of unpredictability, this model in black calfskin features penny strap and detailed stitching. Made in Italy Warranty 2 Years Warranty Material Calf Leather Color Black Heel Height 1.10" / 2.8 cm Sole Leather Weight gr 790
Fratelli Rossetti Black Calf Leather Penny Loafer Shoes £318.08 £191–318
Each pair of Quoddy shoes is hand-sewn by a single craftsperson in Maine, resulting in lasting quality. These supple leather penny loafers embody the ethos with classic rustic stitching and resilient yet springy crepe soles for the utmost comfort. Wear them from town to the country with a field jacket and corduroy trousers. Shown here with a J.Crew shirt, Barena gilet, Polo Ralph Lauren trousers and Anderson's belt. Designed exclusively for MR PORTER Chestnut-brown leather penny loafers Leather footbeds and welts, crepe rubber soles Lace-up Handmade in Maine, USA Come with dust bag
Slip on Swims penny loafers with camouflage print strap detailing across the mesh front. These shoes feature a rubber sole and logo detailing on the heel and strap. British sizing (European sizing) True to size Upper: Textiles and other materials Lining: Textiles and other materials Sole: Other materials
Swims Camo Penny Loafers £105 £55
From Santa Monica. Classic Penny loafer perfect for casual wear, whatever the weather. A holiday must-have. Standard Fitting. Also available in an Extra Wide fit and up to size 15. Upper: textile. Linings and sock: textile. Sole: other materials. Product available in sizes: 7, 8, 9, 10, 11, 12, 13, 14, 15 Available in: Black, Navy
Enter the world of Fratelli Rossetti, one of the major "Made in Italy" shoe producers since 1953. In a perfect mix between style and tradition with a touch of unpredictability, this model in dark brown calfskin features penny strap and detailed stitching. Made in Italy Warranty 2 Years Warranty Material Calf Leather Color Dark Brown Heel Height 1.10" / 2.8 cm Sole Leather Weight gr 790
Fratelli Rossetti Dark Brown Calf Leather Penny Loafer Shoes £318.08 £191–318
Church's Pembrey Suede Penny Loafer adds the dapper touch to day and casual evening looks. Crafted from brushed suede, the slip-on style features a classic cut with a rounded toe and a crimped trim at the tongue. Bring off-duty looks to life by pairing this shoe with designer jeans and pop colour cashmere knits. UK sizing Heel measures: 2cm approx. Pure leather Presented in a Church's dust bag and box Made in England