It may be August, but it certainly doesn’t feel like it. Let’s face it…this summer in Toronto has been a bit of a bust weather-wise, which really makes me want to start buying fall clothes ASAP. Right now I am looking for chic pieces that can be worn on cooler summer days and through early fall and the below four trends will make it super easy to inject some effortless cool into my summer/fall wardrobe.

If any of the items below catch your eye, you can get an additional 15% off your first Shopbop purchase by shopping on the mobile app and using the special promo code APP15 (more details here). Happy Shopping!

1. Ruffles
As someone who’s not very girly, I am usually not into super frilly things, but this time around, I am loving how fresh ruffled tops feel, especially when paired with raw-hem denim or leather culottes.

2. Fancy Footwear
This season’s hottest shoes are either on-purpose-ugly, all-white, or mules, so choose your poison (or perhaps all three!). I’ve been loving the simplicity of slides, and I am also starting to see the appeal of some of the clunkier heels too. These convertible shoes by JAGGAR are at the top of my list at the moment. None of the sex appeal, but comfort and cool appeal for days!

3. Flares
After years and years of skinny jeans, our thighs can finally breathe a sigh of relief, because flares and culottes are in and are here to stay for another season or two. Whether you invest in a pair of Re/Done jeans or wear a pair of dramatic flares to the office, you can finally give your skinnies the boot (for now).

4. Round Bags
Straw bags and baskets were huge this summer, but for fall, round is in. Don’t be a square and go for a ladylike clutch or a vintage CHANEL shoulder bag – the rounder the better.