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 model wearing a business casual outfit and dress shoes at dusk.

Platon

As the temps drop, try a pair of fitted, checkered pants and a rust colored sweater for a warm business/casual look. Our Platon Moc 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.

The featured image is a model wearing a business casual outfit and dress shoes at dusk.
The featured image is a model wearing jeans and a sweater walking at night.

Maury

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 Maury Cap Toe Chelsea Boot. The unstructured styling of the boot provides the perfect finishing touch.

The featured image is a model wearing jeans and a sweater walking at night.
The featured image is a model looking into the distance wearing animal print shoes.

Madison

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 Madison Plain Toe Boot. Its croco print leather detail adds a pop of color and flair without being too flashy to really take your look to the next level.

The featured image is a model looking into the distance wearing animal print shoes.
The featured image is of a model wearing a white oxford shirt and the Donovan Moc Toe Drop Tassel Loafer in Cranberry.

Reginald

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 loafer like our Reginald Moc Toe Bit Loafer. The color, texture, and its casual yet dress styling adds an interesting design element to the two-tone look.

The featured image is of a model wearing a white oxford shirt and the Donovan Moc Toe Drop Tassel Loafer in Cranberry.
The featured image is a model sitting on a stoop wearing wingtip oxford shoes.

Kitt

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 Kitt with its unique weave-like design on the vamp.

The featured image is a model sitting on a stoop wearing wingtip oxford shoes.
The featured image is a model leaning against a car wearing monk strap shoes.

Dunbar

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 oxford shoes like our Dunbar Wingtip Oxford 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.

The featured image is a model leaning against a car wearing monk strap shoes.