Elizabeth Hurley and Billy Ray Cyrus Make Red Carpet Debut a Family Affair

Elizabeth Hurley and Billy Ray Cyrus Make Red Carpet Debut a Family Affair

E! News·2025-05-26 06:02

Elizabeth Hurley and Billy Ray Cyrus' official public debut as a couple may warm your achy, breaky heart.

The pair stepped out together at the Orizzonti | Rosso exhibition opening dinner at Palazzo Barberini in Rome, Italy May 24, and made the special occasion a family affair. Miley Cyrus' dad and the Austin Powers actress were accompanied by her son, model Damian Hurley, 23.

Elizabeth, 59, wore a hot pink, V-neck Safiyaa gown with cape sleeves and silver platform heels as she made her way down the brick pathway alongside the step-and-repeat wall with her boyfriend. Billy Ray, 63, sported a black jacket and matching pants, boots, sunglasses and a feather-adorned hat. Damian—whose father is the Royals alum' late ex Steve Bing—arrived in a red Valentino suit.

Billy Ray shared a photo of himself with Elizabeth on Instagram. She commented, writing, "Roma," adding four emojis of revolving hearts. He also commented with two red heart emojis.

Elizabeth and Billy Ray went public with their relationship in April on Easter Sunday, three years after they filmed the movie Christmas in Paradise together. The pair shared a joint Instagram post showing the country music star kissing his former costar as the two lean against a wooden fence on a farm.

Billy Ray, who has a farm in Tennessee, wore a blue denim shirt, striped pants and a pair of green bunny ears in the pic. Elizabeth—sporting a blue plaid button-down shirt, jeans and straw hat— captioned the post, "Happy Easter," adding a red heart emoji.

Damian commented with emojis of a partying face and a red heart. He also expressed support in a similar way for a pic Billy Ray shared of himself kissing Elizabeth later in April.

The former costars were friends before they began their relationship. They bonded while filming their 2022 movie after the Hannah Montana alum separated from his ex-wife Tish Cyrus, with whom he shares Miley, 31, as well as kids Brandi Cyrus, 37, Trace Cyrus, 36, Braison Cyrus, 31, and Noah Cyrus, 25.

"We did very few scenes together but the couple times we were in the same scene there was a chemistry there," Billy Ray said on the April 24 episode of Apple Music Country's The Ty Bentli Show, per People. "We just laughed, and it was at a time I wasn’t laughing a lot."

He continued, "The oddest part was first, how much we laughed. Second, I figured we were so different but in some very strange way we had way more in common than we had different."

Their romance, Elizabeth said, "was unexpected."

"But we’re very happy together," she told E! News at the Breast Cancer Research Foundation’s Hot Pink Party May 13. "And hopefully we’ll have a great life."

The pair took many fans by surprise when they went public with their relationship. Look back at more surprising celeb couples...

They played doomed lovers twice, in 1990's Too Young to Die? and 1993's Kalifornia, but in real life they had a perfectly lovely relationship.

"I still love the woman," Pitt, who was Lewis' date to the 1992 Oscars when she scored a Supporting Actress nomination for Cape Fear, told Vanity Fair in February 1995. "There's some real genius there. I had a great time with her...It was one of the greatest relationships I've ever been in. The problem is, we grow up with this vision that love conquers all, and that's just not so, is it?"

It wasn't just a Gen X fever dream, they really closed out the 20th century as a couple after, legend has it, being introduced by Gwyneth Paltrow (who famously dated Damon's best bud Ben Affleck). They split up in 2000.

After the fact, Damon called Ryder a "great woman" in a 2004 Playboy interview, while Ryder told Black Book in 2009, "Matt couldn't be a greater, nicer guy. I'm really lucky that I'm on good terms with him."

There was something about their chemistry at the 2003 Nickelodeon Kids' Choice Awards, where Diaz presented Timberlake with the award for Best Burp—because they dated for almost four years, seriously enough to issue a statement when their relationship ended in 2007, "mutually and as friends, with continued love and respect for one another."

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The Scandal star appeared on the cover of InStyle Weddings in 2005 when she was engaged to the Big actor, but they split up in 2007.

Madonna never addressed the story that she dated the rapper, who was killed in 1996 when he was only 25, until 2015. When Howard Stern brought up her infamously feisty 1994 chat with David Letterman, she explained, "I was dating Tupac at the time, and the thing is...he got me all riled up on life in general."

After her divorce from Ryan Phillippe and before marrying agent Jim Toth, Reese starred with Jake in the 2007 thriller Rendition and they dated for a couple of years.

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Before marrying Livia Giuggioli in 1997 (they separated in 2019), Firth had a five-year relationship with Tilly that produced son William Joseph Firth, who was born Sept. 20, 1990. The younger Firth is also an actor who appeared with his father in Bridget Jones's Baby.

This was them: The U.S. Open champ courted the A Walk to Remember star between 2003 and 2004, but ultimately it wasn't a love match.

"He broke my heart," Moore told Howard Stern in 2018. "I was a kid, he was a kid. I started dating him when I was 18."

You oughta know by now that one of the most enduring mysteries in music history is who exactly inspired Morissette's iconic 1995 single—and the Full House star is at the top of the list of maybes! Morissette denied it in the 2021 documentary Jagged, but that's a tough pill to swallow.

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The music stopped for the Canadians in 2007, but their breakup after four years together was very polite.

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The Good Will Hunting stars paired off in real life, too, but they didn't drive off into the sunset together.

"Well, I'm single," Damon said on The Oprah Winfrey Show in January 1998. "I was with Minnie for a while, but we're not really romantically involved anymore. We're just really good friends, and I love her dearly….I care about her a lot. We care about each other a lot. It wasn't meant to be, you know? And if it's not meant to be, then it's not meant to be."

The pronouncement was a bit too public for Driver's taste. "It's unfortunate that Matt went on Oprah," she told the LA Times later that year. "It seemed like a good forum for him to announce to the world that we were no longer together, which I found fantastically inappropriate."

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Finding love in Jurassic Park? What a meat cute.

The co-stars began dating after filming the 1993 blockbuster, with Goldblum telling The Chicago Tribune at the time, "I was struck, I'd been a big fan of hers. I think she's an amazing actress, and a spectacular person. I was struck from the beginning. But after the movie we realized we liked each other."

They got engaged in 1995 but ultimately split two years later. They reunited on-screen for the first time in 2022's Jurassic World: Dominion, the sixth installment in the franchise.

The X-Files alum was in a relationship with The Crown creator between 2016 and 2020. Anderson won an Emmy for her turn as Margaret Thatcher in the Netflix hit in 2020.

According to Arquette, the two dated while filming their 1995 Western Wild Bill.

The Clueless actor confirmed a little-known rumor during a Reddit AMA chat in November 2015, revealing that he used to date the actress. The two had starred in the 1992 TV movie Desperate Choices: To Save My Child.

"She was my first actress girlfriend," he said. "We had a long distance relationship for a long time. I was so into her."

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The duo reportedly started dating after meeting on the set of the 2005 film Brick, but they only stayed together for six months.

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The man who now rocks the Iron Man suit for Marvel admitted that drugs and alcohol were to blame for the end of his seven-year relationship with the Sex and the City star. "I liked to drink, and I had a drug problem, and that didn't jibe with Sarah Jessica," he admitted in an a 2008 interview with Parade, "because it is the furthest thing from what she is. She tried to help me. She was so miffed when I didn't get my act together."

The late Friends alum and The Hangover star supposedly had a fling 2003, but it didn't last long enough to be more than a little blip on the Hollywood hookup radar.

The 2 Broke Girls actress dated her Thor costar briefly in 2010, appearing very cozy while attending Comic-Con to promote the Marvel film. But their relationship fizzled by the timethe movie premiered the following year.

In 1999, way before he wed Blake Lively, Reynolds dated the 3rd Rock From the Sun star. The duo even attended the premiere of The Green Mile together.

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