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 wearing a bright Orange suit with the Rupert Plain Toe Lace and Gore Boot in Brown.

Rupert

Wearing an attention-grabbing suit, white shirt, tie, and a fedora shows the world you are both fashion-forward and self-confident. Because of its modern design and unconventional color scheme, this suit is cool enough for any business casual office attire and, of course, is an instant hit after hours. Make it even more exciting by adding a sleek pair of dress boots like our Rupert and your guaranteed to leave no head unturned.

The featured image is a man wearing a bright Orange suit with the Rupert Plain Toe Lace and Gore Boot in Brown.
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.

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.

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.

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.

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