Troye Sivan’s path to fame has been decidedly modern. Although he started out as a child actor (he famously played the younger version of Wolverine in 2009’s X-Men Origins: Wolverine), he didn’t really come into prominence until he launched a YouTube channel during the platform’s golden age of vlogging. Not content with a career limited to just doing things like the cinnamon challenge, Sivan began expanding to music in 2015 and has slowly won over a legion of new fans for whom the word “Troyler” (a nickname born from Sivan’s friendship with fellow YouTuber Tyler Oakley) means nothing.
Likewise, Sivan’s style has undergone a similar evolution. In his early red carpet days, the Aussie kept to a uniform of slim suits and button-ups like he was either a circa-2003 Hedi Slimane muse or an NME-approved indie rocker. Though, in recent years Sivan has grown into one of fashion’s most adventurous male risk-takers. Inspired by queer history and his own growing confidence, the 28-year-old is often amongst the first to bring some of men’s fashion week’s edgiest outfits to the red carpet.
We had predicted the imminent arrival of “No Pants Trend” for men a few weeks before, and Sivan really delivered on that promise while sitting front row at creative director Jonathon Anderson’s Loewe menswear show. He paired an oversized pale yellow shirt with a pair of glittering brown Chelsea boots (and did in fact have a pair of tiny shorts on underneath).
Sivan’s Ferragamo number for the amfAR gala in France was a visual representation of the power of versatility: it was almost evening gown-inspired up top, with a more traditional black pant on the bottom.
2023: Cannes Film Festival
This custom Valentino look really deconstructed the idea of a traditional suit and tie look.
2023: The Idol Premiere After-party
This Alexander McQueen cut-out tank is equal parts “tank” and “cut-out,” but Sivan pulled it off well for an after-party in Cannes.
2023: Vanity Fair Oscars Party
If the “Rush” video is any indication, Sivan takes his “afters” seriously and he showed up to Hollywood’s biggest “afters” of the year, Vanity Fair’s Oscar party, in a full leather look from Diesel.
Working with stylist Mel Ottenberg for the night, Sivan’s 2021 Met Gala look proved to be a breakthrough moment for the singer’s personal style. He paired a halter dress from Joseph Altuzarra’s gender-fluid Altu line with a pair of Rick Owens’s signature Kiss boots, Cartier jewels, and a leather cuff around his arm. The full look also included Luar’s Ana bag and a jockstrap underneath it all.
2021: MTV Video Music Awards
Sivan became an honorary leader in the nascent “male crop top” movement when he opted for this ab-baring Fendi set at the 2021 VMAs.
2020: Elton John Oscars Party
Marking his last major red carpet appearance before lockdown, this all-blue Sies Marjan fit echoes his previous all-red Met Gala look.
2018: Variety Pre-Emmy Party
When not in a full suit, a pair of skinny jeans and oversized button-up was also once one of Sivan’s go-to event outfits.
Mind you, Sivan does look good in a relatively simple black skinny suit.
While still sticking to his skinny suit comfort zone, Sivan’s Valentino suit for the 2018 Catholic Imagination-themed Met Gala proved a taste of things to come with its unapologetically bright color and mesh shirt layered underneath.
2016: MTV Music Video Awards
A simple, well-executed outfit that also leaves little doubt that Sivan was once a circa-2014 Tumblr user.