Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Discover Jewel's intriguing dating history, which includes high-profile romances with Sean Penn, Ty Murray, Kevin Costner, and more notable figures Unveil the captivating love stories that have shaped her personal life

Jewel has won the affection of numerous celebrities throughout her career. During the peak of her fame in the 90s, she was romantically linked to Sean Penn and Chris Douglas. But Jewel believed she had found her soulmate when she married Ty Murray, a rodeo cowboy, in 2008 after a decade of being together.

After six years of marriage, Jewel and Murray divorced in 2014. Instead of turning to destructive behaviors, the Grammy winner channeled her heartbreak into her work.

In September 2015, she told Time, "Most people go through a divorce and are like, 'Why didn't I just get drunk and have meaningless sex?' And I write a memoir and a heartbreaking record, peel off every scab I've ever healed and stick my finger in them and write about it. That's how I dealt with it. But I think it was the best thing I could have done."

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

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Continue scrolling to see Jewel's relationship history:

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Credit: Tommaso Boddi/WireImage

Jewel’s Dating History: Sean Penn, Ty Murray, Kevin Costner and More

Jewel has captured the hearts of many stars over the years.

During the height of her career in the 90s, the singer famously dated Sean Penn and Chris Douglas. However, it was with Ty Murray that Jewel thought she had found The One. They wed in 2008 after almost a decade of dating. In 2014, Jewel and Murray divorced after six years of marriage. After the breakup, the Grammy winner decided to channel her heartbreak into her work.

In September 2015, she shared with Time, "It's interesting, most people go through a divorce and are like, ‘Why didn't I just get drunk and have meaningless sex?’ And me? I wrote a memoir and a heartbreaking record, uncovering every old wound and writing about it. That was my way of coping and I truly believe it was the best decision I could have made."

After separating from quarterback Charlie Whitehurst in 2017, Jewel began dating Kevin Costner in 2023 following his divorce from Christine Baumgartner.

Keep scrolling to see Jewel's dating history:

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Credit: Tommaso Boddi/Getty Images

Sean Penn

Penn first encountered Jewel in 1995 when he saw her performance on Late Night with Conan O'Brien. Impressed with her singing, he contacted her team and asked her to compose a song for his film The Crossing Guard, which resulted in the creation of the track "Emily." During their collaboration, Penn developed feelings for the talented musician. In her memoir, Never Broken, Jewel recalled their frequent phone conversations, describing Penn as a charming flirt. However, she was aware of the possibility that she was just a passing fancy to him and was determined not to give in to his advances. Despite his persistence, she made him work for her affection, leading to him actively pursuing her while she was on tour, even taking on the role of her roadie.

Their romance fizzled out within the year. 

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

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Chris Douglas

Jewel was briefly linked to the soap star in the late ‘90s. He went on to wed wife Darcy Douglas in 2007.

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Credit: Arnaldo Magnani/Liaison

Ty Murray

In 1999, Jewel and Murray met and eventually got married in the Bahamas in 2008. Their son Kase was born in July 2011. However, three years later, they announced their decision to divorce. "Ty and I have always strived to live authentically, and we wanted our separation to be as loving as our coming together," she wrote on her blog in July 2014. "We have been going through a private and difficult, but caring process of redefining our relationship with love, rather than hostility."

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

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Charlie Whitehurst

Two years after her separation from Murray, Jewel found love with an NFL player. The pair publicly announced their relationship at the 2017 Pro Bowl in Honolulu, but unfortunately, they went their separate ways the following year.

Jewel's Love Life: A Closer Look at Her Dating History with Sean Penn, Ty Murray, Kevin Costner, and More

Credit: Kevin Mazur/Getty Images

Kevin Costner

During a Caribbean vacation in December 2023, Jewel and the Yellowstone actor were seen getting close. According to an exclusive source, their relationship developed "naturally" due to their mutual passion for country music.

The insider explained that there's no pressure of expectation in their bond. Kevin and Jewel both just want to go with the flow, and there is a consensus that he's found a real keeper in Jewel. This has the potential to be something very special.