My Favourite Streetwear Moments (Spring 2026)
SADIE SINK - LONDON, UK
Amidst her run as Juliet in Robert Icke’s version of Romeo & Juliet this Spring on the West End, Sadie has been ruling the streetwear scene in London. She is pictured most often at the stage door, however when caught out and about in the Capital, is always sporting a look deliciously unbothered yet incredibly stylish. Here, she is pictured opting for fashion’s favourite trousers, a pair of jorts, with a black hoodie. What makes the look however is the accessories. Miu Miu ballet flats, Prada aviator sunnies and perhaps most quintessentially, an M&S foodhall bag.
SIMONE ASHLEY - NEW YORK, USA
Playing Miranda Priestly’s first assistant comes with its own set of challenges, but for Simone Ashley, what to wear does not seem to be one of them. Pictured in New York, where Simone has spent time promoting The Devil Wears Prada 2 and her debut EP Songs I wrote in New York, she is wearing head-to-toe Prada (naturally). A mohair midi dress, Prada pumps and an effortlessly cool trench turns business casual on its head in a sexy and sophisticated look which Simone Ashley continues to step out in.
TATE MCRAE - COACHELLA VALLEY, USA
Who wasn’t ecstatic for Justin Bieber’s Coachella set this April? It seemed Tate McRae showed her own excitement by stepping out in a baby tee which read My Boyfriend is in Town. ‘Tongue in chic’ is the phrase I would use. Paired with classic lightwash boyfriend jeans, black ballet flats and gold hoop earrings, the outfit’s simplicity let her shirt do the talking - literally. What sets the look above and beyond however, is the twin designer bags slung effortlessly over each shoulder. A Chanel 25 over one and a Goyard tote over the other. Well played, Tate.
AYO EDEBIRI - NEW YORK, USA
After being on the host committee for the 2025 Met Gala, Ayo has formally established herself as a new gen fashion it-girl. Here, she is papped outside the One Show in New York, promoting her role in Broadway’s revival of Proof. Ayo is of course in head-to-toe Chanel, having just been named a global brand ambassador under Matthieu Blazy. The full black leather ensemble, paired with her cropped auburn bob offers a striking counterbalance for Chanel’s usual twee aesthetic. Sunglasses and bag both from Chanel’s Spring 2026 collection and my personal favourite - a modern take on the classic cap-toe pump.
OLIVIA RODRIGO - LOS ANGELES, USA
How much fun is this look for Olivia Rodrigo’s 23rd birthday? I mean when else can you get away with wearing a tiara in public? Well, having earned her status as pop princess back in 2021, Olivia could any day... With her 3rd studio album release pending, Liv is leaning into her feminine side and sporting many a pink, sequinned and polka-dotted look to tease the vibe of her first batch of love songs. Here she has paired two polar opposite brands in a perfectly preppy party look: a vintage Blumarine mini dress from their 2004 Spring collection and a pink Burberry trench coat with matching kitten heels.
DAISY EDGAR-JONES - CANNES, FRANCE
Where better to show off equisite streetwear than at the airport? Amidst the festivities at one of fashion’s favourite annual events, Cannes Film Festival, Daisy is papped in potentially the most elevated airport fit I’ve ever seen. While most opt for sweat sets or athleisure, Daisy wears a linen drop waist midi dress from Australian fashion house Lioness along with black ballet flats, a grey jumper slung around her neck and a Miu Miu Solitaire handbag. High low is always one of the chicest ways to dress everyday. Save money on the basics and let the special pieces do the talking.
EMMA CHAMBERLAIN - LOS ANGELES, USA
If you’re looking for a manic pixie dream girl, Emma Chamberlain takes the cake. The fashion industry sweetheart isn’t afraid to take risks with her looks and the bleach blonde crop cut she has been sporting since late 2024 is the ultimate cool girl accessory. A convergence of casual and corporate has taken the world by storm recently and pictured at the West Elm store opening in Los Angeles, Emma has mastered the look. Plain cuffed blue jeans, a cream zip-through hoodie and Maison Margelia Tabis can be seen on any informed fashionista in any city but Emma sets her outfit apart by pairing it unconventionally with a blue checkered work shirt.
ODESSA A’ZION - CANNES, FRANCE
There truly is nothing like a messy streetwear look where the wearer still exudes style and coolness. Odessa A’zion, who seems to embody her fashion forward character Tallulah in the viral HBO Max comedy I Love L.A., was pictured wearing countless luxury outfits during her time at Cannes this Spring and yet somehow, this off-duty look remains my favourite. Blue striped pyjama bottoms and an oversized brown sweatshirt may seem basic to most, but trained eyes notice the devil’s in the details... UGG mini sunburst boots, a black RIMOWA suitcase and a cap which cheekily reads ‘smoke weed at my funeral’.
22/05/26 Darcy Jones