We couldn’t agree more – the penny loafer should be a staple in any gentleman’s wardrobe – and so, when investing in the perfect designer penny loafer for your wardrobe, it should fit three criteria: quality construction, classic shape and use of the best leather. The following designer penny loafers for men all fit these criteria in different ways and are worth every penny (pun fully intended).

Tod’s Pebble Grain Leather Penny Loafers

Tod’s has long been associated with men’s shoes – especially of car shoes – for a many years, but their penny loafers have only recently attracted attention for their quality construction. In this instance, this Italian loafer comes in a shade of midnight-blue with pebble grain leather to play up the texture. Pair these with slim jeans or white pants, or even your favourite patterned socks for added flair.

Hender Scheme Slouchy Washed-Leather Penny Loafers

Based out of Tokyo, Hender Scheme is a progressive purveyor of artisan footwear and leather goods. Designer and owner Ryo Kashiwazaki focuses on recreating familiar footwear silhouettes that will stand the test of time. These slouchy washed-leather penny loafers does exactly that, and are crafted to have the perfect lived-in look. Pair these with tapered pants and a simple t-shirt and you’re good to go out the door.

Cheaney Hudson Suede Penny Loafers

Cheaney has long been the designer choice among discerning gentlemen. With this pair of penny loafers, it’s easy to see why: it’s carefully hand-finished, uses top quality leather and possesses an ageless style. Don’t let the suede construction put you off, penny loafers are the perfect chance to introduce suede leather to your wardrobe. This pair is versatile with light chinos or dark denim.

Gucci Stripe-Trimmed Leather Penny Loafers

There are only a handful of Italian fashion giants that everyone can name and Gucci is one of them for good reason. This pair of leather penny loafers is crafted in Italy in quality burgundy leather and polished to create a glossy lustre. There’s nothing flashy with this pair of penny loafers, but the label’s signature stripped webbing at the heel adds a subtle flair to a classic design.

Gucci Horsebit Burnished-Leather Loafers

Fashion trends come and go, but there’s nothing that stands the test of time like a pair of Gucci horsebit loafers. While strictly speaking these are not penny loafers, this designer loafer belong in every gentleman’s wardrobe for good reason: it is a classic menswear item. Crafted in Florence from burnished-leather for a unique patina, and combined with the iconic horsebit detail, completely finishes this timeless design.