Office To Evening Wear
When your calendar is packed from 9-to-5 and beyond, you need outfits that can keep up with your hustle! Office to evening wear is all about effortlessly transitioning from power meetings to happy hour cocktails without missing a beat. Picture this: you're slaying it at work in chic blazers and tailored pants, then swapping out those pumps for strappy heels as you head out for a night on the town. It's all about mastering that day-to-night magic, and we've got just the right pieces to help you shine through it all. So go ahead, conquer that boardroom and own the dance floor—because you're unstoppable, babe!
$59.90
A glamorous burgundy satin wrap midi dress featuring a cowl neckline and adjustable spaghetti straps.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$59.90
A glamorous black glitter knit dress with a cowl neckline, cross back, and high front slit.
$59.90
A red satin midi dress featuring a pleated cowl neckline, spaghetti straps, and a high side slit.
$34.90 - $42.90
A black crepe halter jumpsuit with a plunging V-neckline and flattering straight-leg pants.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$34.90
A sleek black knit mini dress with a cowl halter neckline and sultry open-back design.
$39.90
A sleek black satin midi dress with a cowl neck and faux-wrap silhouette for elegant occasions.
$69.90
A black lace mesh formal dress featuring a plunge V-neckline, high side slit, and empire waist.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$54.90
A chic black formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$39.90
A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$46.90
A chic black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$36.90
A sleeveless black bodycon mini dress with a crew neck and playful tiered ruffled hem.
$30 $42.90 30% off
A black satin bodycon midi dress featuring a scoop neckline, waist cutout, and thigh-high slit.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$49.90
A black faux suede long blazer with a lapel collar, side pockets, and back slit detail.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$42.90
A black mesh mini dress with a plunging V-neckline and ruched details for a bold look.
$9.97 $52.90 81% off
A chic black chiffon midi dress with an off-the-shoulder neckline and flattering front slit.
$9.97 $44.90 78% off
A black crepe midi dress with sheer chiffon sleeves, open tie-back, and a flattering front slit.
$9.97 $59.90 83% off
A chic wine velvet formal dress featuring an off-the-shoulder neckline and high side slit.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$44.90
A chic taupe bodycon midi dress with button accents and stretchy rib knit fabric.
$44.90
A chic pair of high-rise palazzo pants in natural chiffon with a pleated wide-leg silhouette.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline and alluring cutout back.
$42.90
A black velvet mini dress with an asymmetric one-shoulder neckline and ruched bodycon silhouette.
$32.90
A high-rise sage crepe trouser pant with a flattering wide-leg silhouette for a polished look.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$9.97 $59.90 83% off
A sultry black formal dress with a plunging V-neckline, ruched waist, and high side slit.
$59.90
A white satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$34.90
A chic pair of ivory crepe trousers featuring a high-rise waist and straight-leg silhouette.
$39.90
A natural-colored skater dress featuring a tiered pleated skirt and a sleek faux leather belt.
$84.90
A stunning black mermaid dress featuring a glitter knit fabric, strappy open back, and high slit.
$146.90
A stunning black formal dress featuring beaded sequins, off-the-shoulder sleeves, and a slim silhouette.
$59.90
An oversized black faux leather blazer with a collared neckline and hidden side pockets.
$49.90
A chic black woven blazer with striped cuffs and a relaxed silhouette for polished style.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$79.90
A chic green bodycon dress with an off-shoulder neckline, side ruching, and high slit.
$69.90
A glamorous gold satin midi dress with floral applique, faux pearls, and a lace-up back.
$64.90
An elegant black mermaid dress with an off-the-shoulder neckline and ruched bodice.
$38.90
An olive knit midi dress featuring an off-the-shoulder neckline, long sleeves, and back slit.
$59.90
A chic black strapless bodycon midi dress with a front slit and flexible boning.

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Office To Evening Wear
Ready to serve main character energy from your desk to the dance floor? The office-to-evening vibe is all about looking like you mean business at 9AM and then—without missing a beat—turning heads at happy hour or that last-minute dinner invite. Whether you’re the boss babe in the boardroom or the queen of after-hours, these looks are designed to flex with your schedule and your style. Think polished silhouettes that make you feel unstoppable in every meeting, with just enough edge to keep things interesting once the clock hits five. It’s all about those versatile pieces that work overtime—sleek blazers, tailored trousers, curve-loving midi skirts, and tops that layer like a dream under a blazer but shine solo when the lights go down. If you’re gifting, these pieces are a total win for the friend who’s always on the move, the coworker who’s leveling up her style game, or anyone who deserves a little confidence boost before their next big presentation or night out.
Let’s be real: The Windsor girl isn’t about to settle for a look that’s only halfway there. She wants that office windsor energy—put-together but never predictable, with details that make her stand out for all the right reasons. Picture this: You’re powering through a day packed with meetings, your fit is on point, and your vibe is straight-up unstoppable. Then, as the sun sets and the city lights come up, you ditch the work tote for a clutch, swipe on some gloss, and suddenly you’re the life of the party. These pieces are for the woman who says yes to last-minute plans, who keeps a pair of heels under her desk just in case, and who knows that confidence is the best accessory she can wear. If you’re eyeing these styles for yourself, think about how each piece can play double duty—can you layer it, dress it up or down, or add a little sparkle for after hours? And if you’re shopping for someone else, you can’t go wrong with a gift that makes their day-to-night transition effortless. After all, the best outfits are the ones that keep up with your wildest plans and boldest dreams.
When you’re curating your office-to-evening wardrobe, it’s all about investing in those MVP pieces that make you feel like you can take on anything. Look for fabrics that hold their shape (no one has time for wrinkles), necklines and hemlines that are work-appropriate but still flirty, and details like statement buttons, chic belts, or a hint of shimmer that can take a look from professional to party-ready in seconds. Don’t forget about accessories—they’re the secret sauce that transforms your look and lets you express your mood, whether you’re feeling classic, glam, or a little bit rebellious. If you’re craving more inspo or want to level up your power-dressing game, check out our curated collection of Elegant Office Outfits for even more ways to slay from AM to PM. Whatever your plans, remember: You’re not just dressing for the job—you’re dressing for the life you want, and every moment is your runway.