Unlikely Celebrity Couples
They dated?! From Tom Cruise and Cher to Taylor Kinney and Lady Gaga, some celebrity couples don’t always make sense to the untrained eye. Check out these unexpected celebrity romances.
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Kat Dennings and Josh Groban
When the hot (and unexpected) new couple stepped onto the red carpet together in October 2014, many were surprised by the pairing. Singer Groban, who previously dated Mad Men actress January Jones, told Entertainment Tonight, “I do have such a lovely date tonight,” calling the 2 Broke Girls star his girlfriend.
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Julie Bowen and David Spade
Claire Dunphy and Dennis Finch?! Back in 2002 Modern Family’s Julie Bowen and David Spade dated for about a year. Now she’s happily married with three kids, both on-screen and off.
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Sandra Bullock and Jesse James
After relationships with actors Tate Donovan, Matthew McConaughey, and Ryan Gosling, Sandra Bullock pulled a wild card when she married famed motorcycle builder Jesse James in 2005. The couple attended public events together for years, including the 2010 Oscars when Bullock took home the Best Actress award for her role in The Blind Side. Shortly after, news of James’ infidelity came out and the couple divorced, leaving Bullock to raise her adopted son Louis as a single parent.
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Christina Hendricks and Geoffrey Arend
Christina Hendricks’ curvy figure has made her into a sex symbol ever since her role as Joan Harris on Mad Men, which her actor husband (since 2009) Geoffrey Arend, thinks is funny. "It's incredibly flattering and surprising, and I didn't think for a second when I started Mad Men that people would talk about me as being sexy or a pinup," she told Cosmopolitan UK in 2012. "My husband has a good laugh about it, of course."
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Amber Tamblyn and David Cross
Holy age difference, Batman! Despite being 19 years his junior, The Sisterhood of the Traveling Pants star Amber Tamblyn tied the knot with comedian David Cross in 2012 while wearing a marigold yellow dress. “There’s nothing really traditional about me,” she told Us Weekly in 2012.
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Lady Gaga and Taylor Kinney
Mother Monster found her mate! Lady Gaga is known for her over-the-top costumes and wild on-stage antics, but she found a relatively normal match in hunky Chicago Fire star Taylor Kinney. Despite being a powerful woman, Gaga said she’s submissive in her relationship. "He's totally in charge. I mean, when I am home, I am like, shoes are off, I'm making him dinner. He has a job, too, and he is really busy!" she told SiriusXM’s The Morning Mash Up in March 2014.
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Cameron Diaz and Benji Madden
Us confirmed the actress and Good Charlotte rocker were dating in May 2014, and the two stepped out several weeks later holding hands in NYC. The couple's mutual connection? Nicole Richie. "She's happy to have someone to do boyfriend/girlfriend stuff with," a source told Us. "They're both diving straight in."
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Chelsea Handler and 50 Cent
"He's a sweetheart and he's so cute," Handler told Oprah Winfrey of her rapper ex, whom she was reluctant to cozy up to. "It wasn't the most serious relationship. He came on my show [in 2010] and he sent me flowers. And I was like, 'I'm not gonna date somebody whose name is a number.'"
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Tom Cruise and Cher
"It was pretty hot and heavy for a little minute. He's a great guy," Cher has said of her early '80s ex, ranked by the "Woman's World" singer as one of her top five lovers. "The person that I knew was a great and lovable guy."
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Justin Timberlake and Fergie
Long before Timberlake married Jessica Biel and Fergie welcomed her first child with Josh Duhamel, the musicians dated one another while Fergie's girl group Wild Orchid toured with 'N Sync. "He was 16 and I was 23," Fergie told Australia's Courier Mail. "It was before he got real heavy with Britney [Spears]."
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Brooke Shields and Michael Jackson
In 1984, the actress was the late singer's date to the Grammy Awards. He wrote about their romantic involvement in his 1988 autobiography, but Shields claimed they were just friends. "We grew up together," she told the AP. "He trusts me."
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Mary-Kate Olsen and Olivier Sarkozy
Though the former Full House actress is 17 years his junior, she said yes to the once-wed millionaire Sarkozy in February 2014. "He tried about a year ago, and she wasn't ready," an insider told Us at the time. "She didn't need to be wined and dined. She wanted to make sure he would be good to her."
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LeAnn Rimes and Tiger Woods
Currently linked to skier Lindsey Vonn, Woods previously romanced the blonde country star. "They hooked up and everything," a source told Us of the golfer and Rimes, now married to Eddie Cibrian. "Tiger was really into her. He likes those blondes!" Rimes' father is said to have protested their relationship because Woods was seven years her senior.
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Hugh Hefner and Crystal Harris
Two years and one broken engagement later, Playboy founder Hefner and his 60-years-younger girlfriend made it official in a New Year's Eve wedding ceremony at the Playboy mansion in 2012. "When the wedding didn't work out the first time, it was because of me. I needed to explore out there and take the time away [from Hef and the Mansion]," Harris told Us. "The time away really helped make me realize that where I'm meant to be is here with Hef."
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Brandi Glanville and Gerard Butler
"It was a one-afternooner, but it was fun," Butler told Howard Stern of his fling with the Real Housewives of Beverly Hills star, whose name the actor admitted he forgot. "She is wild." Glanville's take on Butler as a lover? She rated him an 11 out of 10.
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Olivia Wilde and Jason Sudeikis
"I thought, 'He won't be interested in me; I'm not a contender,'" Wilde told Marie Claire of her now-fiance, whom she began dating after meeting at the 2011 SNL finale. "He was so cool, so funny — I was such a fan of his and had always fancied his speed and his intelligence. He's a brilliant actor with a brain like lightning...I thought, 'I'm not beautiful enough or his type.'" The couple welcomed son Otis in April 2014.
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AnnaLynne McCord and Dominic Purcell
"What I like about an older man is that they tend to be your rock," the actress tells Us of her lasting bond with husband Purcell. "Whenever I have my crazy [moments], like, 'Ah, this is never going to work out!' Then he's there. "I need a guy who's confident and is secure in himself, because we're always apart."
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Chad Kroeger and Avril Lavigne
Kroeger was so sure the "Complicated" singer was The One that he proposed to her with a 14-carat diamond — without even introducing her to his parents. "My mom is a huge fan of Avril's, so putting her on the speaker phone and telling her the news was hilarious and equally embarrassing." The couple tied the knot in July 2013 during a weekend of partying in the south of France. Sadly, Us Weekly broke the news that the couple was heading for a split one year later.
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Carole Radziwill and George Clooney
During a 2012 episode of The Real Housewives of New York City, Radziwill's costar, Sonja Morgan, spilled the beans about her fling with Clooney. As Radziwill showed off her sexy bod in a tiny bikini on the beach, an impressed Morgan quipped: "Look at the ass on Carole . . . No wonder Clooney did her for a year."
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