9 to 5 & 5 to 9 Outfit Transitions

9to5-office-outfit-guide-torontoStep into the spotlight of versatility with Gotstyle's latest mantra: '9 to 5 & 5 to 9'. Spin your workwear into party wear, proving that true style knows no bounds. From boardroom brilliance to evening elegance, let's redefine your wardrobe for every hour of the day.

Client Meeting to Dinner

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Matt begins with a sleek Christopher Bates Shooting Star Pinstripe Jacket and matching Pants, elevated by a crisp Desoto Jersey Shirt for that 9 to 5 polish. As dusk falls, he ditches the shirt, embracing the boldness of a shirtless suit look. It’s chic, it’s contemporary, it’s Matt’s fashion-forward formula for after-hours.

9 to 5 

5 to 9

  • Loose the shirt

Office Hours to Happy Hours

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Frankie’s day starts in a sophisticated Christopher Bates Linen Blazer, paired with Shadow Checks Pants and a pop of color from Desoto Textured Shirt. Nightfall sees him swap the shirt for a relaxed white tee beneath a light grey Christopher Bates Waistcoat, and switching into Jude Neale’s Blade Slim Denim for that effortless transition to evening.

9 to 5

5 to 9

Blazing Through the Day & Night

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For Melissa, it’s all about the power of a blazer. By day, she pairs a Sofie Schnoor Double Button Blazer with Stripe Jersey Kick Flare Pants and a playful Rails Lynx Print Blouse. Evening calls for an edgy swap to Oval Square Leather Crop Tank and Generation Love Vegan Leather Leggings, proving power suits can indeed party.

9 to 5

5 to 9

Neutral Tones to Nighttime Glam

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Lindsay embraces light, neutral tones with a Sofie Schnoor Blazer and Seductive Sequin Wave Pants, topped with a Rails Cream Asymmetrical Top. For transition, she adds drama and texture with a Lamarque Feather Cropped Bustier, perfectly blending sophistication with a touch of evening excitement.

9 to 5

5 to 9

More office-to-social transitional outfit ideas? 

Our Gotstyle stylists are here to tailor your wardrobe to seamlessly transition from professional poise to evening elegance. Book a Free Personal Styling Session with our fashion stylists in Toronto to get started.