“I’ve Had Just The Greatest Lovers Ever”: Stars Reveal Celebs They Had Flings With Back In The Day

December 2, 2015  |  
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These celebrities may be grandparents now, but they weren’t always so tame. You won’t believe the celebrity affairs they’re willing to admit to now that they’re too old to care about the tea they’re spilling.


At 69, Cher isn’t keeping any more bedroom secrets. On Watch What Happens Live last year, she told Andy Cohen that not only did she sleep with Tom Cruise back in the day, but he was one of her top five lovers. As Cher put it, “I’ve had just the greatest lovers ever.”

Jack Nicholson

Jack Nicholson’s newest biography claimed that he slept with Meryl Streep back in the day–despite the actress being married at the time.

Shirley McClaine

Shirley McClaine may play a grandmother now, but she told Oprah that not only did she do her thing while married back in the day (they reportedly had an open marriage), she once slept with three men in the same day.

Kirstie Alley

After actor Patrick Swayze had passed away, actress Kirstie Alley revealed that she and Swayze had fallen in love during the ’80s while married to other people. Alley told Entertainment Tonight that Swayze’s widow was unaware of their relationship.

Bettye LaVette

Motown legend Bettye LaVette revealed that Otis Redding was one of several celebrities she slept with back in the day. It was right before Redding became a star. LaVette claimed that while she looked at their situation as a simple tryst, he wanted to marry her.

Berry Gordy

Berry Gordy and Diana Ross were the worst-kept industry secret for years. But we were still shocked when Gordy got really personal and revealed that he failed to perform on his first night with Ross. And that’s not the only tea Mr. Gordy spilled…

Diana Ross

Berry Gordy also suggested that Diana Ross dated Smokey Robinson back in the day too, and was with him before she gave Gordy a chance.

Yoko Ono

You’ll never believe who Yoko Ono said she had a romantic fling with back in the ’70s — presidential hopeful Hillary Clinton.

Do you believe her?

Sharon Osbourne

Sharon Osbourne and Jay Leno? Apparently so. Sharon Osbourne recently revealed to the ladies of The Talk that she and the famous comic had a “flingy wingy” back before she and rocker Ozzy Osbourne made things official.

Oprah Winfrey

Did Oprah Winfrey have an affair with John Tesh back in the day? A new biography not only claims that these two were in love in the ’70s but that the social stigma of interracial dating back then caused Tesh to call things off.

Barbara Walters

Barbara Walters shocked her fans when she told Oprah that she had an affair with Edward Brooke — America’s first elected Black senator — back in the ’70s.

Carly Simon

Carly Simon and Marvin Gaye? Something like that. The music legend recently revealed that the soul legend stuck his tongue down her throat in her new biography. And he’s not the only famous name when it comes to men she dated (or simply had flings with) in her book. There was also Jack Nicholson, Warren Beatty, Kris Kristofferson and Cat Stevens, men she dealt with before marrying singer James Taylor in 1972.

Susan Sarandon

Did you know she and David Bowie had a fling in the ’80s? Very few people did until she finally spilled the beans to The Daily Beast.

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