How to Style an Office to Evening Look

Playing hard and working hard is a lifestyle—one that requires quick outfit changes and well-planned looks that can do it all. When your days are tightly-packed from dawn to dusk you need a wardrobe versatile enough to keep pace. These day-to-evening outfit ideas make planning your ensemble easy.

For Casual Drinks

If your last meeting ends at 5 and you’re meeting the girls at 5:30 at your favorite spot, don’t miss a beat on your social calendar.

A woman with long brown hair wears the Lila Linen-Blend Blazer featuring gold buttons and a tie-waist, standing with one hand in her pocket against a beige background.
CROPPED LAYERS

If you have a dress code at the office, crop tops likely aren’t on it (sad, yes, but true). At the same time, heading out to a party immediately after work doesn’t call for a full matching suit. Here’s the thing: you can combine both. Consider wearing a cropped blouse or even a trendy vest under your blazer for the daytime, then remove your blazer after work to reveal a completely new, much more casual vibe. 

Detailed Skirts

Skirt suit sets are practical, classy, and professional, but they don’t need to be stuffy. We’ve brought new life to beloved skirt styles that make them versatile standouts for work to play. Consider wearing a silk tank and blazer with a faux leather skirt for work, and simply leave the blazer for your night out. A lace skirt or even one with unique details not only makes for a stylish office choice, but easily goes along with your evening plans.

For Dinner

That restaurant reservation makes for a tight schedule, but with these tips, you can be ready from the moment you leave the house this morning. Make the workwear to evening transition easy with these tips.

A woman stands on a wooden floor against a plain white wall, wearing the Jessa Bustier Jumpsuit—black bi-stretch twill with wide legs and a waist-defining belt featuring a gold buckle.
JUMPSUITS ARE A SECRET WEAPON

Jumpsuits can be found in all sorts of materials and cuts, including those made in suiting styles, which means the legs of the jumpsuit appear the same as tailored trousers. The top, meanwhile, can be fun, flirty, and embellished. For an office to dinner outfit, try wearing a jumpsuit that’s formal on the bottom and playful on top, then layer a buttoned cardigan or fitted blazer over it. Later, before heading into dinner, lose the top layer and you’re ready to go.

Trousers in Textures

Workwear has come a long way from a standard ponte pant. For a beautiful and non-stuffy work-to-table outfit, consider dressing with a relaxed trouser made of silk rather than pants of more structured fabric. Not only does silk catch the light beautifully and flow effortlessly, but it brings quiet luxury to your outfit. If you’re interested in something a touch edgier, pair of leather pants or coated jeans with your favorite blouse or blazer.

For a Date

Any outfit can be a love story in the making with a little planning.

Wearing the Sayla Sequin Gown and black heels, a woman stands against a pink wall with ornate details and a large green door, channeling vintage glamour as she gazes at the camera with a relaxed expression.
DRESS OPTIONS

A little black dress is a wardrobe necessity, but depending on the style, not necessarily for your work desk. If you have a date after work, plan ahead: Wear your favorite strappy satin midi dress under a more formal jacket, relaxed sweater, or a blazer for work. This hides the flirtier aspects of your outfit during the day and is easy to leave behind for the night. 

Fitted Sets

Fitted pieces are go-to date night styles, but can be iffy in the workplace. If you’re concerned about having little time between work and your rendezvous, try wearing a fitted dress or matching knit set under a structured blazer during the day. This will create the illusion of a fitted pencil skirt rather than revealing your more curve-hugging pieces underneath.

Frequently Asked Questions