If you want a well-rounded wardrobe, footwear is a great place to start. Quality Italian leather shoes are the foundation to an outfit, so having the right selection means you’re prepared from step one of getting dressed. By making sure you have these five pairs of leather shoes in your closet, you’ll be prepared for any occasion of dress.

Brogues

Sometimes the magic is in the details—those sometimes are all the times when it comes to brogue oxfords. A beautiful piece of Italian leather doesn’t really need adornment, but when artfully applied to highlight the impeccable construction of the shoe it can create something very special. The Brando Semi-Brogue Oxford strikes a perfect balance; they’re not quite as audacious as a pair of full-on wingtips and the uniformity of the brogue placement shoes how much attention our expert craftsmen put into these Italian shoes.

Penny loafers

Our girlfriends seem to always be in search for the perfect pair of flats—the Penny loafer is the stylish gentleman’s version of that. They can be dressed up or down and always in between. Even with their preppy roots, they look modern when paired with the right city wear. Try a pair like The Stewart Penny Loafer in Cognac for loafers that will stand the test of time.

Chelsea boots

The beauty of the Chelsea boot is you may not think you’re cool enough to pull them off, but once you put them off that notion is dismissed as you see what a badass you look like in them. Their sleek design is perfect for the upcoming colder months, but you can wear them year round with your favorite jeans and tee combo. The Dean Chelsea Boot in Nero is perfect if you want a pair of boots that are tall, dark, and handsome.

Driving shoes

The beauty in a driving shoe is in its simplicity. The moccasin-style construction is as old as footwear itself; but our modern take on the classic is not only comfortable, but also expertly crafted for style and longevity. They are perfect for sliding on when running around the corner for bagels or if you need something comfortable while riding top-down through the countryside. The McQueen Driving Show in Meile is the perfect shade of light brown that goes with just about everything.

Wholecut oxfords

These are the most versatile pair of Italian leather shoes on the market. Acceptable at all formal occasions, but simple enough to dress down, the wholecut oxford is the chameleon of our collection. It’s no wonder why it’s featured in so many blogs. The Martin Wholecut in Marrone truly reflects the natural beauty of the fine Italian leather. You should also consider getting a pair in Nero, as they are the best choice for any super-formal situation you may find yourself in.