Transition seasons are the most irritating when you live in a climate where you experience all four seasons at their peak. Fall and spring generally mean that you will have no idea what to wear when you wake up in the morning because the weather could change on a dime. That being said, layering is key. Jackets that are light, yet provide warmth / a barrier from the wind are important, along with tops that can cool you down or keep you warm. So pretty much you have no idea of what you should actually wear.
However, it's still a good time of year for having fun with layers! Fun bombers, leather jackets, denim, cute skirts and jumpsuits...you can mix a lot of pieces from your wardrobe without feeling like you're wearing a 10lbs jacket lol. I put together a few layering pieces and segmented them into four different widgets for you to explore and get some inspiration while you start adding new items to your wardrobe for spring. (which hopefully for Toronto is just around the corner!)