What I Wore: Summer Business Casual

Day To NIght Office Chic

As the temperatures rise and our schedules get busier, it’s time to give your summer office wardrobe a bit of a revamp. It’s getting hotter outside, so I thought I’d give you a little inspiration on what you might wear to the office this time of year, and likewise how to accessorize that same look to wear into the evening for post-work drinks or dinner. One of my favourite places to find pieces for the office is Winners, so naturally I went shopping at their location in the downtown core as well as Yorkville to score a selection of awesome pieces.

First off, I’m wearing a gorgeous silk abstract floral dress by Cynthia Rowley. It’s a great base piece with simple lines that makes it easily to dress up on a Friday when you’re feeling a bit fancier, and likewise softened by a light chambray cardigan jacket from Joan Vass Studio and a pair of fun flats from Spanish shoe brand Sixty Seven like I’ve done here.

Pairing the look with a simple delicate gold charm necklace and leather tote for the daytime works well so you can easily carry a change of shoes and a clutch to take you into the evening. With the simple switch of a leather jacket and a few accessories, I transitioned these pieces from feminine office appropriate attire, into a fun and edgy look for after dark. I also changed up my necklace for a different statement and popped on a cool pair of Shelley’s London platforms I scored at the Yorkville Winners (hot tip: there’s more Shelley’s London to be found at Winner too, so you’d better hurry!).

Leave your glasses at your desk, throw on a little dark plum lipstick and you’re set to go. Effortlessly shifting from day-to-night in a few quick changes. I mean come on, a girls gotta look fab, no matter the time of day.

Take a closer look at both looks below and head to Winners now to shop these looks now.


Office Day To Night Daytime Look Walking

Office Day To Night Daytime Look

Office Day To Night Fountain

Office Day To Night Sixty Seven Shoes

Office Day To Night Daytime CN Tower

Office Day To Night Daytime Crossing



Office Day To Night Commerce Court

Office Day To Night St Lawrence Market

Office Day To Night Accessories

Office Day To Night St Lawrence Walking