Fashion trends [1] come and go, and although their high volatility means it can be incredibly hard to keep track of what's in and what's not, I wouldn't have it any other way. While I am always the first to complain about having to constantly keep my finger on the fashion pulse, I do find these changes to be quite fascinating.
A year on from the Fall/Winter 2019 shows and all the street style looks that came with them [2], trends have undeniably changed — although an untrained eye would be forgiven to think that everything has more or less stayed the same. This season, Fashion Week attendees treated us to subtle tweaks that made all the difference, swapping their chunky sneakers [3] for chunky boots [4] and their cute barrettes for even cuter headbands. As for the latest bag trend [5]? It will fit deliciously into your closet — pun intended.
So, yes, I'm not afraid to admit that it can be incredibly frustrating to finally get your hands on the most coveted piece of the moment, only to discover that everyone's already moved on to the next best thing. But changing street style trends are like your Instagram feed brought to life: perhaps refreshed a little too quickly for you (and your financial adviser's) liking, but chock-full of beautiful inspirational images. And, as you're about to see for yourself, this season's updates on 2019's trends are well worth a little frustration.
2019 Street Style Trend: Chunky Sneakers
Dad sneakers officially became a thing in 2018, allowing us to re-live the best of the '90s and paving the way for another chunky shoe trend that's been sweeping everybody off their feet — pun intended.
2020 Street Style Trend: Chunky Boots
Edgy, chunky boots are one of the breakout shoe trends of the past few months. Loved by models [7], they look as good with a skirt as they do with a leather jacket.
2019 Street Style Trend: Wide Leg Pants
Last year, flared pants made a very welcome comeback into our lives, being more flattering than ever thanks to a higher waistband. Thought pant trends couldn't get any better? Just wait and see.
2020 Street Style Trend: Front-Slit Pants
A sneaky yet totally ingenious style update, front-slit pants allow for a shoe moment while adding dimension to your look. Whether hitting the floor or cropped, they keep things totally retro and will be a great addition to your work wardrobe.
2019 Street Style Trend: Teddy Coats
Teddy coats are what fluffy dreams were made of, and the trend quickly became everyone's go-to. But this year's utilitarian take on outerwear is proving just as comfy, and just as stylish.
2020 Street Style Trend: Puffer Coats
Puffer coats are the slickest jackets on the street. Not only do they come in every colour, they also exist in different lengths and puffiness levels. All you need to do is find the one you love.
2019 Street Style Trend: Cowboy Boots
The Western-inspired cowboy boots have been popular for quite some time now, and while they admittedly won't be going anywhere this season [8], another style has been taking over the streets.
2020 Street Style Trend: White Boots
Pristine white boots where everywhere during New York Fashion Week, and while they might look slightly intimidating, they'll add an extra dose of style to any outfit.
2019 Street Style Trend: Barrettes
Barrettes were the unlikely addition to the 2019 Fashion Week wardrobe, and this season, another childhood staple is making a comeback.
2020 Street Style Trend: Statement Headbands
In 2020, statement headbands are in and looking entirely fresh. From velvet to silk and simple designs to heavily embroidered options, there's enough to please everyone, royalty included [9].
2019 Street Style Trend: Head-to-Toe Brights
Last season, influencers and insiders went all out with head-to-toe bright outfits that packed a punch, from hot pink to orange, blue and yellow.
2020 Street Style Trend: Head-to-Toe Black
This time around, neutrals were a popular choice among fashion show goers, and edgy yet feminine head-to-toe black outfits ruled the streets.
2019 Street Style Trend: Bucket Hats
Back in 2019, bucket hats were all over the street, and while we all loved looking like we were headed on a tropical holiday, this cool and functional accessory has paved the way for another practical — if not a little unexpected — hat trend.
2020 Street Style Trend: Baseball Caps
In 2020, baseball caps are being paired with everything [10], Princess Diana style. From pared-down styles to slightly more ornate ones, there truly is one baseball cap suited for every taste, and they'll be your go-to for giving your outfits a refined yet low-key feel.
2019 Street Style Trend: Tiny Bags
Tiny bags were the biggest trend of 2019 (see what I did there?), and while they were undoubtedly cute, they've now been replaced by a style that's slightly more practical.
2020 Street Style Trend: Croissant Bags
Yes, you've read that right. Not only is 2020's coolest bag trend inspired by none other than a delicious French pastry, it's also big enough to fit all your essentials. Win win.