Business Casual Outfits That Easily Transition From Day To Night | Advice From Our Stylists

Business Casual Outfits That Easily Transition From Day To Night

The way you dress for work, whether it is business attire or business casual attire, life is easier if you have things to wear that transition from office to night on the town. Many men’s outfits look at home in one and not the other. To help we have put together a guide for what to wear to smoothly go from office to happy hour and beyond.

The featured image is a man on the street wearing the Heath Cap Toe Oxford in Cognac.

HEATH

As the temps drop, try a pair of fitted, checkered pants and a rust colored sweater for a warm business/casual look. Our Heath Cap Toe Oxford has a sleek profile and enough design details to balance and compliment the strong pattern of the pants. Together they form an unbeatable combination for office or after hours.

Heath Cap Toe Oxford in Cognac. HEATH Cap Toe Oxford
The featured image is a man on the street wearing the Heath Cap Toe Oxford in Cognac.
The featured image is a man walking down the street in white jeans while wearing the Kingston Plain Toe Chukka Boot.

KINGSTON

Jeans with a crew neck sweater is a classic look that never goes out of style. Take that classic look with to new heights with a pair of colored jeans in a modern fit and a boot like our Kingston Plain Toe Chukka Boot. The unstructured styling of the boot provides the perfect finishing touch.

Kingston Plain Toe Chukka Boot in Mushroom Multi. KINGSTON Plain Toe Chukka Boot
The featured image is a man walking down the street in white jeans while wearing the Kingston Plain Toe Chukka Boot.
The featured image is a model wearing the Sutcliff Plain Toe Monk Strap in Black Multi whilc sitting on a bench.

Sutcliff

Wearing all black is a timeless classic. Elegant and sophisticated, it’s great for the office and a night out. As casual looks go, you can’t go wrong with a black jacket, black jeans, and black shoes. But to turn it into something really special we suggest getting a little wild with our Sutcliff. Its leopard print rubber detail adds a pop of color and flair without being too flashy to really take your look to the next level.

Sutcliff Plain Toe Monk Strap in Black Multi. SUTCLIFF Plain Toe Monk Strap
The featured image is a model wearing the Sutcliff Plain Toe Monk Strap in Black Multi whilc sitting on a bench.
The featured image is a model looking off into the distance while wearing the Donovan Moc Toe Drop Tassel in Cranberry.

Donovan

Looking for the perfect shoe to complement a classic look like a white oxford shirt, cuffed black chinos, and no-show socks? To really show off this cool black and white look it needs a focal point. Give it the right contrast with a tasseled loafer like our Donavan. The color, texture, and its casual yet dress styling adds an interesting design element to the two-tone look.

Donovan Moc Toe Drop Tassel in Cranberry. DONOVAN Moc Toe Drop Tassel
The featured image is a model looking off into the distance while wearing the Donovan Moc Toe Drop Tassel in Cranberry.
The featured image is a man sitting on concrete steps wearing the Maguire Wingtip Oxford in Brown.

Maguire

Put on a fitted pair of pants with a floral pattern short sleeve shirt, and just like that you have the perfect warm weather casual look. But the right shoes will really make this look pop. Nothing does this better than a modern wingtip oxford like our Maguire with its unique weave-like design on the vamp.

Maguire Wingtip Oxford in Tan. MAGUIRE Wingtip Oxford
The featured image is a man sitting on concrete steps wearing the Maguire Wingtip Oxford in Brown.
The featured image is man leaning against a car and wearing the Baldwin Moc Toe Double Monk Strap.

Baldwin

Finding the right shoes to wear with a t-shirt and jeans outfit is the key to giving this look your own touch of personal style. A sharp pair of double monk strap shoes like our Baldwin is sure to elevate the look. It also has the added bonus of being a versatile style that looks just as good with a suit as it does with jeans.

Baldwin Moc Toe Double Monk Strap in Tan. Baldwin Moc Toe Double Monk Strap
The featured image is man leaning against a car and wearing the Baldwin Moc Toe Double Monk Strap.
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