Dress to Impress: 5 Dressiest Business Casual Shoes for Men

by Staff

The world of business and office culture has changed significantly in recent years. Lately, the lines between business and casual attire have become more blurred than ever with remote work setups and informal office dress codes. With that, it became more challenging to find the perfect balance between professionalism and comfort, especially when it comes to footwear. Is it okay to wear sneakers on hump day? Are loafers too casual for a client meeting? Common questions in today’s working world but crucial ones.

Dressing appropriately for work is not only a matter of good taste but also enhances your confidence level and boosts your professional image. And if you can put together a look that combines elegance and functionality, you’re bound to leave a lasting impression on your colleagues and clients.

The key to business casual attire is to allow formality and laidbackness to co-exist — an outfit that means business but not too business and casual but not too casual.

Keep reading, and let’s tread the tricky path of business casual footwear for men together.

Blundstone Boots

It doesn’t matter what industry you’re working in. Blundstone boots will always have your back when it comes to style and function. They are ideal for men who want to project a rugged, outdoorsy vibe without sacrificing refinement. These boots are made for more than walking; they are also perfect for office settings with their sleek, versatile design and durable construction.

How to Style:

To achieve the everyday put-together look, pair your Blundstone boots with slim-fit trousers or chinos, a button-up shirt or a knit sweater for a polished yet relaxed vibe. Add a blazer during nippier days for a dressier appearance than your everyday business casual outfit.

Gucci 1953 Horsebit Leather Loafer

When it comes to style and luxury, Gucci always delivers. Their 1953 Horsebit Leather Loafer for men is quintessential business casual footwear that exudes sophistication and posh. These loafers are crafted from supple Italian leather and feature the iconic horsebit detail on the front that instantly elevates any outfit.

How to Style:

Match your Gucci loafers with a crisp button-up shirt in a plain color, slim-fit dress pants and a tailored blazer for an ultra-refined outfit. If you want to dress it down during Casual Fridays, switch the dress pants to chinos.

Cole Haan Original Grand Wingtip Derby

Everything about Cole Haan’s Original Grand Wingtip Derby screams versatility and contemporary elegance. With its sleek design, comfortable cushioning and flexible rubber soles, it’s perfect for men who need to commute or walk to and from the office or go about their daily activities while still looking dapper.

How to Style:

It’s best to get the iconic Cole Haan Derby shoe in brown, as it is the easiest to dress up or down in a business environment. Pair it with navy, gray or black dress pants and a light blue or white button-up shirt, and you have the perfect business casual attire for meetings or events where you want your footwear to make a statement.

Morjas Oxford Shoes

Timeless and high-quality are synonymous with Morjas. Their men’s oxfords are a testament to their pristine craftsmanship and use of premium materials. Featuring a clean and minimalist design, these Spanish-made shoes are proper formal shoes that you can confidently wear to work and on special occasions. Their round toe and full-leather lining give them a classic and charming appeal that remains in style.

How to Style:

Try pairing your Morjas Oxford shoes with dark wide-legged khaki dress pants and a cream or caramel-colored sweater for a rich, autumnal feel. Cinch the waistline with a brown or black leather belt for a sophisticated touch.

Crockett & Jones Monk Strap Shoes

For the classic English style, your go-to would be Crockett & Jones’ Monk Strap shoes. Their rich scotch grain leather composition, classic buckle strap and sophisticated design make them the perfect shoes for men who value tradition and timeless style. They come in various colors, from classic black to rich browns, making them versatile enough to wear with different outfits.

How to Style:

For capturing the true smart casual essence, match your brown Crockett & Jones Monk Straps with slim-fit blue denim and a striped Oxford shirt, untucked or tucked. You can also add a vest on top to amp up the style factor for a dressier look.


Your shoes are just as important as your clothing when going for a business casual look. Whether you opt for a classic loafer or a modern Chelsea boot, choose a pair of shoes that reflect your style and boost your confidence.

In the corporate world, no matter how much we deny it, first impressions last, and how you present yourself will determine how people perceive you. However, dressing yourself is not always about impressing others. Above all else, it’s crucial that you feel comfortable and confident in what you’re wearing. It’s also a way of grooming yourself to look presentable.

So, as you climb up the corporate ladder and attend more in-person meetings and business events, it’s essential to invest in high-quality, versatile and dapper footwear that you can take in and out of the office.

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The New Jersey Digest is a new jersey magazine that has chronicled daily life in the Garden State for over 10 years.

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