Unlikely Celebrity Couples

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.

Awwww: Celebrity Couples With The Most Romantic Love Stories!

Kate Beckinsale and Pete Davidson

The Underworld actress was spotted getting flirty with the Saturday Night Live comedian despite their 20-year age gap in January. Kate and Pete were flirting at the InStyle party and she was following him around a bit and waiting for him,” an eyewitness told Us Weekly at the time. “People approached her and she didn’t want to talk to anyone else.” They were spotted holding hands in L.A. shortly after, with an insider revealing to Us in February, “She likes the fact that he’s younger than her.”

Matt Winkelmeyer/Getty Images for InStyle; JEAN-BAPTISTE LACROIX/AFP/Getty Images

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.

Michael Buckner/Getty Images; Alberto E. Rodriguez©Berliner Studio/BEImages; Sipa Press; Dave M. Benett/Getty Images

Channing Tatum and Jessie J

Us Weekly exclusively revealed in October 2018 that the actor is dating the British singer following his split from Jenna Dewan. “It’s new, casual and they’re having fun together,” a source explained. Tatum and Dewan — who share daughter Everly — announced their separation six months earlier after nine years of marriage. 

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Chris Pratt and Katherine Schwarzenegger

The Guardians of the Galaxy actor and the blogger were first spotted together in June 2018, nearly a year after his split from wife Anna Faris. “They’re dating. It’s new,” a source told Us Weekly exclusively. “Her mom [Maria Shriver] set them up because they’re both active in the church. Her family really likes him. They’re really into each other.” Pratt and Schwarzenegger (whose dad is Arnold Schwarzenegger) continued to step out together in the months that followed, including when they went to the Round Pond Estate winery in Napa, California, that September.

Courtesy of Round Pond Estate

Ariana Grande and Pete Davidson

The “No Tears Left to Cry” singer began dating the comedian in May 2018 just weeks after her split from Mac Miller. Davidson was also recently single following his breakup with ex Cazzie David, and the two quickly started sharing their affection for one another on social media. Us Weekly broke the news in June 2018 that the two were engaged after multiple sources confirmed their happy news to Us. “They are both constantly making each other laugh,” one source said at the time.

Theo Wargo/NBC/Getty Images for "The Tonight Show Starring Jimmy Fallon"; Janet Gough/AFF-USA.com / MEGA TheMegaAgency.com

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.

Michael Buckner/Getty Images

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.

Alberto E. Rodriguez©Berliner Studio/BEImages

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.

Pascal Le Segretain/Getty Images

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.”

Jason Merritt/Getty Images

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.

Jason Merritt/Getty Images

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.

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.”

Dave Spencer/Splash News

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.'”

Fame Pictures

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.”


Sipa Press

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].”


Dave M. Benett/Getty Images

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.”

Yvonne Hemsey/Liaison/Getty Images

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.”


James Devaney/WireImage

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.


Jeffrey Mayer/WireImage; Lester Cohen/WireImage

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.”


Gregg DeGuire/FilmMagic

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.

Kevin Mazur/WireImage

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.”


Amanda Edwards/Getty Images

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.


Jason Merritt/Getty Images

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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