This year has barely even started, George Strait Music Country And The Land Of Freedom 2024 T-shirt but for Who What Wear’s fashion editors, the fall/winter 2023 season is already a reality in progress—opening with January’s Copenhagen runways and keeping the team hopping on and off planes and trains in the winter weather from New York to Paris well into March. If, like me, you’re still framing your spring wardrobe somewhere between quiet luxury and lavendercore and autumn fashion is an argument yet to be contemplated with your bank account, then directing some fashion-week street style photography into your feed might be the answer you didn’t know you were looking for. One thing you can count on is that the celebrities, influencers, and editors attending the lineup of fall/winter shows over the next four weeks will have an array of answers to the many styling questions the trends of summer may pose. Everything from the utterly chic to the most audacious and high-drama interpretations will be on display as VIPs glide over the cobbles en route to the front row. As Who What Wear’s photo editor, I’ve devoted uncountable hours over the last four years to researching these street style looks, and with much help and consultation from our creative team and fashion editors, I now have a beautiful, extensive, and finely curated list of the best photographers. These are photographers who not only get the shot but also have a chic, discerning, and very WWW-approved eye for street style.

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Prada opened its F/W 19 runway show with the Monolith Boots. George Strait Music Country And The Land Of Freedom 2024 T-shirt Complete with an exaggerated chunky lug sole, mini zippered compartments for—dare we say it—storage, and the overall combat-boot vibe we all know and love, it was clear these boots were destined for fame the moment they stomped onto the runway. This shoe was not only present throughout the rest of the collection, but sister styles also debuted and later went on to evolve into several other versions including the oxford and rain-boot pairs (see shopping section below). Not that we don’t love the other iterations of this major sole moment from Prada, but the knee-high Monolith pair was really something else, and the fashion girls of the world clearly agreed. “The shape of the sole is so peculiar, and the tiny pockets create a totally new version of combat boots,” said one of our readers. Peculiar in a good way, of course, is typically what ends up encouraging the rise of any particular product, as it ignites curiosity and excitement in not only the wearer but the onlooker as well. This shoe is, according to celebrity stylist Law Roach, “so tough but so chic.” Thanks to the street style set, we’ve seen It girls and celebrities style the statement shoes in every which way, featuring, as Roach would say, looks that are tough but chic. This included easy dress-and-boot combos, styling the cool-girl shoes with jeans and a blazer, and much more. If the street style images above prove anything, it’s that 2019 was the year a new Prada icon was born.