Olivia Rodrigo may harbor some questionable ideas, but her companionship with Cameron Winter isn't one of them. Following her apparent breakup with actor Louis Partridge, the "bad idea right?" singer stepped out with the Geese frontman on April 14th. The pair, who were recently featured on the Help(2) Benefit Compilation album, walked side-by-side after a dinner outing in Los Angeles, as captured in photos published by TMZ the following day. They appeared to be enjoying their night, with huge smiles on their faces as they made their way to their car.
For their evening together, both opted for a casual look. Cameron, 24, wore a black Champion T-shirt and dark pants, while Olivia sported a white T-shirt, red cardigan, jeans, and flats. The 23-year-old also accessorized the look with a black bag and a black Chateau Marmont hat that she carried in her hand.
While it's unclear if the two have struck up a romance, the outing is certainly noteworthy as it may confirm that Olivia did, in fact, end things with Louis after months of breakup speculation. The duo, who were first linked in late 2023, had often spoken about their desire to keep their romance out of the spotlight. In fact, Louis, 22, recently told Esquire U.K. in September, "Olivia and I choose, or have been choosing, to not be so public."
"I just have no doubt that we're both in a relationship for the right reason," the House of Guinness alum explained. "I'm sure that's something you have to think about when you reach a certain level of success. It's nice to know that we can go to things together, and it's not the maddest thing in the world that you're sitting opposite who knows what. You've got a friend in those times."
And though neither has spoken about the split rumors, the Disney Channel alum—whose new album You Seem Pretty Sad for a Girl So in Love drops June 12—did allude to Louis last month when she revealed she had been spending time in his hometown of London.
"I've found a lot of inspiration from being in London," the "Driver's License" hitmaker told British Vogue in an interview published on March 19th. "I've spent so much time here over the course of making this album. It has a lot of songs that are London vibes, about experiences that I've had here."
Prior to Louis, Olivia had been linked to producer Adam Faze and her High School Musical: The Musical: The Series costar Joshua Bassett. As for Cameron, he has kept his personal life out of the spotlight. The musician released Getting Killed, his album with Geese, in 2025 and is set to go on tour through the end of 2026.
