At the Beach With...Your Ex?!

Simon Cowell, Demi Moore & More Stars Who Vacation With Their Exes (PHOTOS)

From Russell Simmons to Pippa Middleton to Hugh Grant, celebrities who take their R&R with old flames.

AP (4)

AP (4)

Simon Cowell just went on holiday with his former fiancée. From Russell Simmons to Pippa Middleton to Hugh Grant, celebrities who take their R&R with old flames.

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Simon Cowell

Simon Cowell may be dating Carmen Electra these days, but when it came to his Christmas vacation, the X Factor impresario turned to an ex. The 53-year-old Cowell was photographed Jet-Skiing in Barbados last week with his former fiancée, Mezhgan Hussainy.  The two got engaged in 2010 but called off their wedding in early 2012. And though Cowell later described himself as “a hopeless boyfriend,” he’s apparently a very good ex. In addition to the Caribbean getaway, Cowell reportedly gave Hussainy a £5million mansion in Beverly Hills after ending the engagement.

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Russell Simmons

In 1998, Russell Simmons married Kimora Lee on St. Bart. And while the couple divorced in 2009, they were spotted together on the Caribbean island last week—where the 55-year-old Simmons was vacationing with his 26-year-old girlfriend, German model Hana Nitsche. But Simmons found time to juggle both women: he did some sultry yoga moves on the beach with Nitsche and shared some photos of his children and Lee. “Christmas in hollis!!!!!!!!” he tweeted. “I mean st barts.” 

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Pippa Middleton

A few weeks after Pippa Middleton (and her bum) became famous at her sister Kate’s wedding to Prince William, the world’s most renowned bridesmaid was seen on vacation in Spain with ex-boyfriend George Percy, despite having a new boyfriend. Several months later, Pippa had broken up with her boyfriend and was photographed taking a holiday with Percy again. Should Pippa end up marrying Percy, she would become a duchess like her sister—Percy is the heir to the duchy of Northumberland—and would inherit Alnwick Castle, better known as the exterior of Hogwarts.

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Two years after Pink married motorcross racer Carey Hart, the couple separated—but it didn’t last long. “One never knows the future, but mine and Carey’s just might involve beach babies and sunshine one day,” Pink confessed on her website after their breakup. “Just not right now.” The pair were soon spotted hiking in Los Angeles and spending New Year’s Eve 2009 in Las Vegas, and eventually reconciled. In 2011, Pink’s prophecy came true: she gave birth to their daughter, Willow.

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Charlie Sheen

Given Charlie Sheen’s louche lifestyle, taking a vacation with an ex-wife seems relatively vanilla. In 2011, the Anger Management star took a tropical Christmas vacation with ex-wife Denise Richards and their young children. Sheen even tweeted a photo of the harmonious holiday. “Just when we thought the trip couldn’t get any better,” he wrote, “we met Nuna..!!” Despite the stripper name, Nuna actually is just a dolphin.

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Demi Moore

“It’s hard for people to understand,” Bruce Willis told Vanity Fair in 2007 about his relationship with ex-wife, Demi Moore, “but we go on holidays together. We still raise our kids together.… Demi is the mother of my children and Ashton is the stepfather of my children. I’m thrilled that Ashton turned out to be such a great guy. I love Demi, and I know she loves me.” Four years later, Willis offered Moore and Kutcher his vacation home in Turks & Caicos as their marriage was falling apart. But several weeks later, Kutcher joined Willis in Moore’s ex-husband club.

Chris Pizzello/AP

Hugh Grant

In 2007, seven years after he had split from longtime girlfriend Elizabeth Hurley, Hugh Grant vacationed with his ex and her then-husband, Arun Nayar, in the Seychelles. Three years later, Grant went on another holiday with the couple—and Hurley’s son (and Grant’s godson), Damian—to the south of France. And just last year, when it came time for Grant’s daughter with Tinglan Hong to be baptized, it was Hurley who arranged the christening near her country home in England. “One of my ex-girlfriends is extremely bossy,” Grant told Kelly Ripa about the experience, “and she called me and said, ‘You are having a christening.’ And I said, ‘I don’t think so…’ and she said, ‘No, it’s happening, I am her godmother.’”

via AP

Arianna Huffington

In a 2009 essay, Arianna Huffington wrote about taking a summer vacation with her two daughters and her ex-husband. “This kind of concentrated together time can often prove to be stressful,” she wrote. “But we are having a fabulous time, hanging out as a foursome, eating breakfast, lunch, and dinner together, and exploring the exquisite beauty of Crete.” In addition to sightseeing with her ex, Huffington admitted, “What we are doing more than anything, though, is talking. About anything and everything. We have spent a lot of time strolling down Memory Lane, and also taking mental journeys into the future…. I only hope that, for the sake of the over one million children a year whose parents get divorced, it’s a journey more and more families take.”