Pop star Olivia Rodrigo waits to speak as White House Press Secretary Jen Psaki holds a press briefing
Olivia Rodrigo Spotted Cuddling With New Boyfriend Julian Croonenberghs at New York City Park Outing

Olivia Rodrigo was photographed getting close with a new romantic partner this week, as the singer was seen cuddling with private equity associate Julian Croonenberghs during an outing at a New York City park.

Photos obtained by the Daily Mail show Rodrigo, 23, and Croonenberghs sitting close together at the park, both wearing sunglasses and baseball caps. In one image, Croonenberghs is seen kissing Rodrigo's hand. The outing marks the latest and most affectionate sighting yet in a series of appearances that have fueled speculation about the pair's relationship in recent months.

Rodrigo was first publicly linked to Croonenberghs in June, when photos surfaced showing the two having dinner together in Brooklyn. Those images were shared on the celebrity gossip platform Deuxmoi, sparking early dating rumors. The speculation intensified earlier this month when fans posted a photo on social media showing Rodrigo and Croonenberghs together at an airport, adding to the growing body of public sightings connecting the two.

The "Drop Dead" singer's last widely reported relationship was with actor Louis Partridge, whom she began dating publicly in October 2023. The pair first drew attention when they were spotted spending Halloween together in London that month, followed shortly after by a series of paparazzi photos showing them together in New York City. Rodrigo and Partridge made their first official red carpet appearance as a couple at the 2024 Venice Film Festival, where they attended the world premiere of Partridge's limited series "Disclaimer." The couple was later seen together at Wimbledon in July 2025.

Reports that Rodrigo and Partridge had ended their relationship began circulating by December 2025, though Rodrigo did not directly address the speculation at the time. In an April cover story with Cosmopolitan, when asked about her current perspective on love, Rodrigo offered a response that avoided confirming or denying any specific relationship status. "I'm in the most important phase — the friendship love that I'm sitting right across from," she said. "Best friend, community love. Dating is just the cherry on top." That same month, Rodrigo was also spotted publicly with musician Cameron Winter of the band Geese, though no confirmed relationship between the two has been reported.

Rodrigo has continued to draw on her personal relationships as source material for her music. In a June cover story with Dazed, the singer discussed how her new album, titled "You Seem Pretty Sad for a Girl So in Love," reflects what she described as her first experience navigating an adult relationship. "It's me discovering what romantic love looks like in real time," Rodrigo said. "I've been in relationships before that were really exciting and tumultuous in a teenage way, but this was my first time being in a real, 'big girl' relationship."

Rodrigo went on to describe how being in a serious romantic partnership had shaped her songwriting process for the new record. "When you're in an intimate relationship, it holds up a mirror and shows you parts of yourself that you would never normally see," she said. "That was an endless source of inspiration — something that I'm still mining."

Neither Rodrigo nor representatives for the singer have publicly confirmed the nature of her relationship with Croonenberghs, and details about his background beyond his career in private equity have not been widely reported. The recent photos mark the most physically affectionate public sighting of the two to date, following months of more casual appearances that had largely been limited to shared meals and travel sightings rather than overt displays of affection.

Rodrigo has built a career defined in part by candid, emotionally direct songwriting about relationships, dating back to her 2021 debut album "Sour," which drew heavily on her early romantic experiences and turned her into one of pop music's most closely watched young stars. Her subsequent albums have continued to explore themes of love, heartbreak and personal growth, with fans and critics alike frequently attempting to trace connections between her lyrics and her personal life.

The singer's dating history has drawn sustained media attention throughout her career, in part because of the frequency with which her music appears to reference specific relationships and experiences. Her camp has generally declined to confirm or deny direct connections between specific songs and named individuals, a pattern that has continued even as speculation about her personal life persists across entertainment media.

As of this week's sighting, Rodrigo has not commented publicly on her relationship with Croonenberghs, leaving the extent and status of their romance a subject of continued speculation among fans and entertainment outlets tracking her personal life alongside the release and promotion of her upcoming album.