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E! Online (US) - Top Stories

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Olivia Rodrigo Steps Out With Singer Cameron Winter in Lo...
Joelle Goldstein · 2026-04-16 · via E! Online (US) - Top Stories

Where Olivia Rodrigo Stands with Sabrina Carpenter, Louis Partridge

Olivia Rodrigo may have some bad ideas, but hanging out 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 14.

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 seen in photos obtained by E! News. 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 to keep it casual, with Cameron, 24, wearing 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.

E! News has reached out to reps for Olivia and Cameron for comment on their status but has not received a response.

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.”

ALEXJR / @NIKOTYLER / BACKGRID

“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 have 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 19. “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.”

(Photo by John Shearer/Getty Images for The Recording Academy)

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.

Olivia and Cameron aren’t the only musicians whose relationships have been in the spotlight recently. Keep reading for more singers and their love lives…

Michael Buckner/GG2025/Penske Media via Getty Images

Selena Gomez and Benny Blanco

The "Lose You to Love Me" singer debuted her romance with the music producer in December 2023, writing in an Instagram comment, "He is my absolute everything in my heart."

Selena—who previously dated Justin Bieber and The Weekndhas known Benny for at least eight years, as they worked together on her 2015 Revival tracks "Same Old Love" and "Kill Em With Kindness."

They got engaged in December 2024, and exchanged vows in September 2025.

Alexander Tamargo/Getty Images for E11EVEN

Ashanti and Nelly

The "Body on Me" collaborators dated on and off between 2003 and 2013, then rekindled their romance in 2023. They tied the knot in a private December 2023 wedding ceremony, with Ashanti giving birth to the couple's first baby in July 2024.

Brian Feinzimer/Variety via Getty Images

Nick Jonas and Priyanka Chopra

The pair tied the knot in December 2018 and later welcomed daughter Malti Marie in January 2022.

"Family is a big part of my life. It's always been a part of my dreams," Priyanka told E! News' Daily Pop in January 2021, with Nick adding the next month, "We're blessed to have each other and have a full heart for the future."

Johnny Nunez/WireImage

Taylor Swift and Travis Kelce

The Grammy winner saw sparks fly with the Kansas City Chiefs football player during the cruel summer of 2023.

“This all started when Travis very adorably put me on blast on his podcast, which I thought was metal as hell,” she told TIME in December 2023. “We started hanging out right after that. So we actually had a significant amount of time that no one knew, which I’m grateful for, because we got to get to know each other. By the time I went to that first game, we were a couple. I think some people think that they saw our first date at that game? We would never be psychotic enough to hard launch a first date.”

Travis proposed to the "Enchanted" singer in August 2025 in the former's backyard.

Donato Sardella/Getty Images for Gucci

Miley Cyrus and Maxx Morando

The Hannah Montana alum has been getting flowers from the Liily drummer since 2021.

"It's official between them," a source told E! News in January 2022, with a second insider adding, "They are both artistic and creative, so they bond over being musicians."

In 2025, the couple confirmed their engagement. 

Samir Hussein/WireImage; David M. Benett/Jed Cullen/Dave Benett/Getty Images

Harry Styles and Taylor Russell

The One Direction alum seemingly kicked off his golden romance with the Bones and All actress in 2023 following his split from Olivia Wilde. Harry and Taylor were spotted holding hands in London in September 2023, and he attended her final West End performance in The Effect the following month.

The pair reportedly called it quits in May after less than a year of dating. Harry sparked romance rumors with Zoë Kravitz in September 2025 after they stepped out together several times in recent weeks.

Kevin Mazur/Getty Images for The Recording Academy

Beyoncé and Jay-Z

The music legends tied the knot on April 4, 2008 and went on to welcome daughter Blue Ivy on January 7, 2012 and twins Rumi and Sir on June 13, 2017.

"I was 20 years old when we first started dating," Bey told Jay-Z on his birthday in 2006. "You taught me how to be a woman. You taught me how to live. You taught me how to be a friend. You've given me so much in life."

Johnny Nunez/Getty Images for The Recording Academy

Adele and Rich Paul

The singer said hello to a new romance when she reconnected with the sports agent in 2021. Later that year, she praised him as "hilarious" and "very smart" during her CBS special, noting, "It's quite incredible watching him do what he does and just the easiness of it and very smooth."

As Adele told The Hollywood Reporter in December 2023, "Rich and I have always known everything about each other since the day we got together." 

Getty Images

Ariana Grande and Ethan Slater

After news broke of Ariana's split with husband Dalton Gomez in July 2023, she said "thank u, next" and started a relationship with her Wicked costar, who officially filed for divorce from his wife Lilly Jay in September 2023.

Alex Goodlett / Stringer via Getty Images

Demi Lovato and Jutes

The couple met while working on her 2022 single "Substance" and she debuted her romance with the "Too Easy" artist in August 2022.

They got engaged in December 2023 and made it official in May 2025.

"We worked really well together and we're also just super in love," the Disney alum said on The Jennifer Hudson Show shortly after her engagement. "It's amazing to find someone that you just laugh with and that you get to make music with."

Rich Fury/Getty Images for Fenty Beauty & Fenty Skin

A$AP Rocky and Rihanna

They found love after first meeting over a decade ago. The singers performed "Cockiness" at the 2012 MTV Video Music Awards and grew closer over the years. Things seemed to turn romantic by 2018, when they cozied up at a Louis Vuitton fashion show. 

The couple welcomed son RZA in May 2022 and baby boy Riot Rose in August 2023, followed by daughter Rocki Irish in September 2025.

MICHAEL TRAN/AFP via Getty Images

Jennifer Lopez and Ben Affleck

Her love didn't cost a thing—except 20 years' wait. Though they originally got engaged in November 2002, Ben and J.Lo ultimately broke up and spent years apart. Their rekindled romance took off, with a second engagement in April 2022 and tied the knot just three months later.

However, the greatest love story never told ended in August 2024, when Jennifer filed for divorce. Their divorce was settled in January 2025.

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