Most of the world knows him as Troye Sivan, but for those who grew up chronically online during YouTube’s peak, he’ll always be TroyeSivan18.
In 2007, a then–12-year-old Sivan launched his now-iconic channel under that username, uploading earnest covers of songs like Declan Galbraith’s “Tell Me Why” and Jason Mraz’s “I’m Yours.”
Three years later—after a short break from regular posting—Sivan re-entered the cultural conversation, this time on the big screen as the lead in “Spud,” the coming-of-age film that followed his character John Milton through his first year at an elite South African boys’ school.
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Though his profile was steadily rising, it wasn’t until around 2012—when Sivan released a YouTube video titled “Introduction”—that fans truly met the real, raw Troye.
From there, he began uploading a broader mix of content, ranging from waxing his legs with British YouTuber Zoella to documenting his heartfelt coming-out moment, all of which helped solidify him as one of early YouTube’s most influential voices. And as fans became increasingly immersed in his life and watched him evolve into the superstar he is today, they also witnessed Sivan’s style evolution play out in real time.
Skinny jean fever
While the internet got to watch Sivan build his identity throughout the early to mid-2010s, one thing stayed remarkably consistent during his YouTuber-to-pop-star transition: his devotion to sprayed-on skinny jeans.
In fact, in the years leading up to (and following) the release of his debut album “Blue Neighbourhood”—which topped iTunes charts in 66 countries and debuted in the Top 10 of the Billboard 200—in 2015, Sivan practically lived in them.
Black skinnies, in particular, became his unofficial uniform.
Onstage, he’d lean into the signature 2015 “It boy” look with a simple white T-shirt paired with the black skinny jeans. For meet-and-greets and radio interviews, he’d dial it back, swapping in an oversized denim jacket or a classic hoodie to keep things casual (yet consistent with his look at the time).
The silhouette even popped up throughout his music videos from this era, including “Heaven” and the “Blue Neighbourhood Trilogy,” which remains one of his most celebrated bodies of work among fans.
And while this obsession eventually started to fade, Sivan still brought back his go-to silhouette from time to time.
In 2019, for instance, he arrived at the BAFTA Tea Party in his infamous black skinnies, pairing them with a royal blue sweatshirt—a look that leaned fully into a “Star Trek”–esque vibe.
Wider reach, wider fit
As Sivan continued securing his place in pop culture—releasing era-defining tracks like “Rush,” “Bloom,” “Strawberries & Cigarettes” and “Dance to This,” and taking on starring roles in films like “Three Months”—his style (naturally) began to evolve.
Instead of the ultra-skinny silhouette that became synonymous with his early years, the 30-year-old heartthrob gradually gravitated toward a more relaxed, loose-fit aesthetic.
That shift became impossible to miss in 2024, when he embarked on his sold-out “Sweat” U.S. co-headline tour with British rule-breaker Charli XCX. Onstage, Sivan performed almost exclusively in Acne Studios, cycling through looks that felt stripped-back.
Beyond the rotation of loose-fit blue jeans, studded briefs and black leather chaps, his tour wardrobe also featured cropped tanks, open-knit tops, slouchy low-rise trousers, sheer layering pieces and the occasional micro-short moment.
Some nights, he even doubled down on the ’90s-inspired grunge of oversized denim, while other nights he leaned into a more club-kid silhouette with graphic belts and exposed underwear.
That push toward looser, more expressive denim didn’t stop once the tour wrapped either.
While performing alongside longtime friend Charli XCX at Primavera Sound Barcelona 2025 for a final “Sweat” tour moment, the pop star wore a custom Levi’s look designed specifically for the festival—constructed from vintage 501 jeans with repurposed leather detailing.
The baggy blueprint
This go-around, Sivan is giving fans a clearer look at the denim that has come to define his current style era.
In 2023, Calvin Klein tapped the singer for its gender-fluid Australian Pride collection, “This Is Love,” starring Sivan in a campaign that spotlighted his evolving denim preferences. Throughout the shoot, he wore some of the collection’s standout pieces, including relaxed blue jeans and oversized jorts—silhouettes that mimicked the shift already happening in his personal wardrobe.
Building on that momentum, Gap unveiled its fall lineup of baggy and loose-fitting jeans in 2024 alongside the accompanying “Get Loose” campaign, with Sivan front and center.
The partnership felt especially fitting seeing as Sivan has become known for pairing slouchy denim with shrunken T-shirts, a styling formula that became a signature during his “Something to Give Each Other” (aka his third studio album) era.
In the 30-second campaign film, Sivan and the dance group CDK Company recreate the viral choreography from his “Rush” music video, moving to Thundercat’s “Funny Thing.”
Shot by Dan Martensen, the film features Sivan in dark-wash baggy jeans styled with a relaxed Supima tee. His second look showcases the ’90s loose cargo jean in brown, layered with a heavyweight zip hoodie and a corduroy jacket (an elevated nod to off-duty, dance-ready dressing).
Meanwhile, CDK’s dancers appear in a range of Gap’s fall denim, including women’s baggy and extra-baggy fits, slouchy cargo pants and utility-inspired styles paired with tees, shirts and classic workwear silhouettes.
“Being part of the Gap campaign and wearing their denim feels like a perfect fit. Dance has become a staple in my life, giving me confidence and a sense of timeless cool,” Sivan previously said. “I’m honored to be part of something that embodies such effortless style and self-expression.”
Check out the gallery above for a full visual look at Troye Sivan’s style evolution.
