Olivia Rodrigo was photographed enjoying a casual dinner outing in Los Angeles with fellow musician Cameron Winter on April 14, sparking fresh speculation about her relationship status following rumors of a split from actor Louis Partridge.
According to photos published by TMZ, the two artists were seen walking side-by-side after their meal, both wearing relaxed attire and appearing to share lighthearted conversation. Rodrigo, 23, wore a white T-shirt, red cardigan, jeans, and flats, while Winter, 24, opted for a black Champion T-shirt and dark pants.
While representatives for both artists have not commented on the nature of their relationship, the sighting comes amid ongoing questions about Rodrigo's romantic life. The singer had been linked to Louis Partridge since late 2023, though neither has publicly addressed recent breakup rumors.
In a September interview with Esquire U.K., Partridge had emphasized their preference for privacy, stating, "Olivia and I choose, or have been choosing, to not be so public." He added, "It's nice to know that we can go to things together, and it's not the maddest thing in the world."
Rodrigo recently hinted at her connection to London—Partridge's hometown—in a March interview with British Vogue, saying, "I've found a lot of inspiration from being in London. I've spent so much time here over the course of making this album." Her upcoming album, You Seem Pretty Sad for a Girl So in Love, is set for release on June 12.
Rodrigo and Winter previously collaborated on the Help(2) Benefit Compilation album. Winter, frontman of the band Geese, released his album Getting Killed in 2025 and is scheduled to tour through the end of 2026.
Rodrigo's relationship history includes past links to producer Adam Faze and High School Musical: The Musical: The Series co-star Joshua Bassett. Winter has largely kept his personal life out of the public eye.