When it comes to building a versatile wardrobe, having the right shoes is essential. Unique accessories and a great pair of shoes not only completes your outfit but also sets the tone for your entire look. Whether you’re heading to the office, a formal event, or just a casual day out, there are a few classic shoe styles that every man should own.

These timeless staples provide the perfect balance between style, functionality, and versatility. Let’s explore the classic shoe styles that should be in every man’s closet.

1. Oxford Shoes: The Essential Formal Footwear

Oxfords are the epitome of formal footwear, known for their sleek, polished look and closed-lacing system. Their clean lines make them perfect for formal occasions, from business meetings to weddings. Every man should own at least one pair of black or dark brown Oxfords. I love investing in sustainable pieces that I know will stand the test of time.

Why they’re essential:

• They are a go-to for business suits and formal attire.
• Black Oxfords, in particular, are ideal for black-tie events.
• Dark brown or oxblood Oxfords can add a sophisticated touch to any dressy outfit, making them more versatile for slightly less formal occasions.

These shoes can be paired with a sharp suit, tuxedo, or even dress chinos, making them a must-have for any professional or formal setting.

2. Derby Shoes: The All-Rounder for Smart Casual and Business

Derby shoes are often confused with Oxfords, but the key difference lies in the lacing system. The Derby features an open-lacing design, which gives them a more relaxed appearance while still being dressy enough for business settings.

Why you need them:

• They offer a smart-casual option that works well in both professional and semi-formal environments.
• Brown or tan Derbies can be dressed up or down, making them ideal for a variety of occasions.
• They’re slightly more comfortable than Oxfords due to their open-lace structure, which allows for better foot movement.

Derby shoes pair perfectly with tailored suits, smart trousers, or even dark jeans for a more casual office look. They provide flexibility when Oxfords feel too formal, making them indispensable.

3. Loafers: Casual Elegance at Its Best

Loafers are the perfect balance of casual and sophisticated. With their slip-on design, they offer both style and convenience. Whether you’re dressing for a laid-back summer event or a smart-casual dinner, loafers bring a touch of understated elegance to your outfit.

Why loafers should be in your closet:

• They’re versatile, offering the option to dress up or down.
• Penny loafers and tassel loafers add a bit of character to your footwear collection.
• Ideal for warmer weather or casual work settings.

Loafers work well with chinos, linen trousers, and even jeans, making them a great option for business-casual attire or more relaxed outfits. A brown or navy pair will give you the most flexibility in your wardrobe.

4. Brogues: The Perfect Blend of Formal and Casual

Brogues are characterized by their distinctive perforations (broguing) along the edges of the shoe. While traditionally considered more casual, modern brogues can be worn in both formal and semi-formal settings, depending on their style.

Why brogues are a classic choice:

• Their unique detailing adds personality to an otherwise plain outfit.
• Available in various styles (full, half, or quarter brogues), they can be dressed up or down.
• Tan brogues are especially versatile, pairing well with anything from suits to jeans.

Brogues are a great way to add some texture and flair to your look, whether you’re wearing tailored trousers or casual denim. They’re the perfect balance between formal and casual, making them an essential for any wardrobe.

5. Chelsea Boots: The Sleek, Stylish All-Rounder

Chelsea boots have been a style staple for decades, thanks to their sleek, minimalist design and versatility. These ankle-high boots are slip-on with elastic side panels, making them both stylish and easy to wear.

Why Chelsea boots are a must-have:

• They offer a sharp, modern look that can be dressed up or down.
• Perfect for fall and winter, Chelsea boots provide warmth and style without sacrificing elegance.
• Available in leather or suede, both of which can work well with different outfits.

Leather Chelsea boots in black or brown are ideal for pairing with suits, while suede Chelsea boots can add a casual, stylish touch to jeans or chinos. Their versatility makes them perfect for everything from business meetings to casual weekends.

6. Chukka Boots: The Casual Yet Refined Choice

Chukka boots are ankle-length boots with two or three eyelets for laces, offering a relaxed yet refined look. Originally designed for desert combat, their simple design has made them a popular choice for casual and smart-casual outfits.

Why Chukkas belong in your collection:

• They’re more casual than Chelsea boots but still stylish enough for most smart-casual settings.
• Suede Chukkas in neutral tones (like tan or brown) are extremely versatile and can be paired with chinos or jeans.
• They’re comfortable and practical, making them ideal for casual weekend wear.

Chukka boots can be worn year-round, though they shine in fall and spring. Their laid-back yet polished look makes them a great go-to shoe for casual outings.

7. Sneakers: Clean and Minimal for Everyday Wear

No modern man’s wardrobe is complete without a pair of minimalist, clean sneakers. A pair of white or neutral-colored sneakers offers a stylish, casual option for everyday wear.

Why clean sneakers are essential:

• They’re incredibly versatile, easily pairing with jeans, chinos, and even tailored trousers.
• Ideal for casual, off-duty looks without compromising style.
• Clean leather or canvas sneakers can offer a minimalist, elevated look compared to athletic sneakers.

For casual days or relaxed weekends, a pair of minimalist sneakers will give you comfort without sacrificing your overall style.

8. Monk Strap Shoes: For When You Want Something Different

Monk strap shoes are a less common but equally stylish alternative to Oxfords and Derbies. Featuring a distinctive buckle closure instead of laces, they offer a unique look that can work in both formal and semi-formal settings.

Why monk straps deserve a spot in your wardrobe:

• They provide a distinctive, eye-catching look without being too flashy.
• Can be dressed up with a suit or down with chinos or jeans.
• Available in both single and double-buckle varieties for added style options.

A pair of black or brown monk strap shoes will add a touch of individuality to your shoe collection and are perfect for when you want to stand out in a subtle, refined way.

Build a Timeless Shoe Collection

A well-rounded shoe collection is a cornerstone of any stylish man’s wardrobe. Investing in these classic styles ensures you’re prepared for any occasion, from formal events to casual weekends. The key to maintaining a timeless shoe wardrobe is choosing quality over quantity and focusing on versatile, well-crafted pieces that will last for years.

By incorporating Oxfords, Derbies, loafers, brogues, Chelsea boots, Chukka boots, minimalist sneakers, and monk straps into your closet, you’ll have the perfect footwear options for every event or setting life throws your way.

*pictures shown are from the collection of the AQUILA. Step into style with AQUILA.com.au, your go-to destination for everything Aquila shoes. From timeless classics to the latest trends, we bring you the best in men’s footwear. Discover tips, reviews, and inspiration to keep you one step ahead in style.