Troye Sivan's been juggling a lot lately: a wine partnership, a standout red carpet moment, and unwanted comments about how he looks.

Expanding Creative Horizons with Penfolds

Australian pop sensation Troye Sivan recently stepped into a significant new role, becoming the Global Creative Partner for Penfolds, one of Australia's most revered wine brands. This collaboration sees Sivan, an Australian native, tasked with bringing a fresh creative perspective to the 180-year-old legacy company. It's an honor, he says, to infuse his artistic vision into a brand so deeply embedded in his home country's heritage.

During Paris Fashion Week, Sivan hosted an exclusive dinner party to celebrate this partnership. The event transformed a traditional brand unveiling into an intimate gathering of his creative circle, including fashion figures like Gabbriette, Tish Weinstock, and Lila Moss. It marked the launch of “Bin 389 Designed by Troye Sivan,” a limited-edition release of one of Penfolds’ most beloved wines.

He's done design work before. He also helms Tsu Lange Yor, his own fragrance and homeware label, which operates in a parallel creative world. His fingerprints were all over it—from the bottle design to how the whole thing felt, which was way more casual than your typical brand event. For Sivan, this Penfolds gig is just another outlet for the creative direction he already does.

A Bold Statement in Hollywood

Weeks later, Sivan showed up at the 2026 Vanity Fair Oscar Party looking unforgettable. The party, held at LACMA, basically marks the end of awards season—and it's where celebrities go to take real fashion risks.

Sivan arrived in a notable white tuxedo jacket from the Haider Ackermann by Tom Ford collection, a look that had already caught the eye of fashion critics at Paris Fashion Week. He paired the jacket with a silk scarf and tantalizing black trousers, notably opting for a minimalist approach underneath, held only by a tiny leather strap. It was a gutsy move that cemented his reputation as someone willing to push boundaries when the whole industry's watching.

Navigating Public Scrutiny and Body Image

But there's more to his public life than just creative projects and fashion. Recently, people online started talking about his appearance in ways he didn't ask for. A cosmetic doctor posted a TikTok video critiquing the singer's facial features, sparking a broader conversation about celebrity scrutiny and body shaming in the digital age.

The doctor apologized, recognizing how damaging those kinds of comments actually are. He stressed that people with big platforms need to push body positivity and let people age naturally.

It's a reminder that Sivan's juggling real ambitions alongside real struggles—and they're all connected.