"Wait, When Did Role Model Get Hot?" The words plastered across a Los Angeles billboard when Tucker Pillsbury dropped his first album Kansas Anymore in 2024.
As someone who steamrolled that tracklist, I’ll tell you this much: there’s no single moment you can pinpoint to answer that question. Between exclusive fashion shows and his latest promotional outing for new album Chuck Timely & The Hourglass, Role Model has firmly cemented his status as fashion’s latest It boy.
His TikTok-approved discography (Sally, When The Wine Runs Out was the musicians first Billboard No.1 single) coupled with his fledgling relationship with Hollywood sweetheart Dakota Johnson, has all eyes on the Maine-born creative who has cultivated a loyal fanbase across the globe.
© Getty ImagesAfter releasing his aforementioned second studio album, Role Model was catapulted into the limelight. With records including RX and Coachella performances already under his belt, Tucker had been on the scene for quite sometime - but it wasn’t until his viral hit, colloquially known as 'Sally,' took the internet by storm, that he found himself front and centre of the pop culture agenda.
The fashion industry took note - swiftly folding the musician into its tightly curated male talent pool, which spans a host of household names including Louis Vuitton star Callum Turner and Prada poster boys Tom Holland and Harris Dickinson.
The designers soon came calling, with Tucker receiving coveted front row tickets to VIP shows and fronting Stella McCartney's ‘Generation Falabella’ campaign in early 2025. He was later lensed for the limited-edition capsule collection and attended the British designer's Met Gala after-party. Spreads in Rolling Stone, People, Paper and Nylon soon followed - plus a tripartite appearance on close friend Jake Shane's podcast Therapuss with Jake Shane.
© Getty Images for Christian DiorSaint Laurent remains Tucker’s strongest backer, which, as the chronically online understand, is likely because of his now-departed TikTok alter-ego, Saint Laurent Cowboy. Saint Laurent Cowboy, AKA Role Model’s biggest troll and so-called impersonator, was rarely seen without his Western-infused designer garb and frequently airs his ongoing obsession with Hermès Birkins - demonstrated most patently on social media and in his music videos. Since releasing his new album and starting a new chapter however, Tucker has publicly parted ways with his fictional sworn enemy.
More recently, Tucker attended the Dior Cruise 2027 show at Los Angeles County Museum of Art, taking his place on the illustrious FROW alongside Miley Cyrus, Sabrina Carpenter, Anya Taylor-Joy and Mikey Madison. He sported a buttery leather bomber jacket in green for the event, which was teamed with mid-wash blue jeans and sand-hued suede loafers.
Armed with a low-key arsenal of cropped tees, baggy jeans, khaki trucker caps and hefty leather outerwear, Role Model continues to fly the flag for aspirational yet intentional menswear. With a growing roster of brands taking interest in the American singer-songwriter, its only time before his fashion arc reaches full It-boy status. Watch this space.
