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Dates With Sean Penn, A Night With Tupac & The TRUTH About Her Divorce -- Jewel Reveals Secrets Of Her Rags-To-Riches Life In Her Shocking New Memoir

Jewel Reveals Secrets In Memoir
Source: Getty Images

Oct. 13 2015, Updated 7:12 a.m. ET

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Jewel was the music world's '90s folk darling with her adorably crooked teeth and a squeaky-clean reputation. Little did fans realize her life was jam-packed with Hollywood drama! In her new memoir, Never Broken: Songs Are Only Half the Story, the native Alaskan, now a 41-year-old single mom, tells all.

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Jewel Reveals Secrets In Memoir
Source: Getty Images

Sean Penn

Jewel Reveals Secrets In Memoir
Source: Getty Images

In 1995, the budding singer began to date much older L.A. bad boy Sean Penn after he saw her perform on TV. He called her up and asked her to compose a song for an upcoming movie- but the relationship soon grew personal. Jewel, who then wore thrift store clothes, says she felt like "Cinderella going to the ball" when he whisked her away to red carpets in Paris and Venice.

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“The Crossing Guard” Westwood Premiere

Jewel Reveals Secrets In Memoir
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Though he had a womanizer reputation, Jewel insists Penn was a total sweetheart during their relationship, even flying her father in from Alaska to watch her perform as Dorothy in The Wizard of Oz at New York's Lincoln Center.

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“Moll Flanders” Westwood Premiere

Jewel Reveals Secrets In Memoir
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The romance ended before Jewel ever found true fame. "The breakup was hard for me," she admits.

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Singer Jewel is backed up by her mother, Nedra Carroll, who

Jewel Reveals Secrets In Memoir
Source: Getty Images

Momager from hell! Due to her manager mother Nedra's frivolous spending, Jewel says she became millions of dollars in debt at the height of her success. "My mom lived like a rock star," she claims. "She flew in yoga instructors from Hawaii and took jets everywhere."

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Music Therapy Foundation Honors Arif Mardin

Jewel Reveals Secrets In Memoir
Source: Getty Images

Jewel stopped speaking with her mother completely in 2003. "I can't tell you the tears I've cried to see who my mom really is," she writes. "I can't tell you about the pain, and how my heart to this day screams to have a mom in my life. But I know that is it not safe with her."

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“Poetic Justice” – Premiere

Jewel Reveals Secrets In Memoir
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At a party in 1996, Jewel met rapper Tupac. "He was apparently taken with me because he stopped in his tracks and gave me an electric stare that was hard to mistake," she says. He asked her to accompany him and his crew to Las Vegas. The singer shut him down— and he was shot and later died just days later.

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Marilyn Manson in Concert at Roseland – 1996

Jewel Reveals Secrets In Memoir
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Marilyn Manson was another big fan, Jewel claims. He went up to her and said he loved the song "I'm Sensitive." "Not a song choice I expected from a man wearing white contact lenses and plastic pants," she writes.

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American Country Awards 2010 – Arrivals

Jewel Reveals Secrets In Memoir
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The Hollywood chaos faded when Jewel met her longtime love, rodeo cowboy Ty Murray, in 1998. They wed in 2008, and welcomed son Kase on July 11, 2011.

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Jewel and Ty Murray watch fight

Jewel Reveals Secrets In Memoir
Source: Getty Images

Shocking fans, Jewel and her husband announced their separation in 2014. "We worked hard on our relationship. But it became evident to me that while we loved each other dearly, we were hurting our love, not building it," she explains in the book. "And we did not want that to be what our son grew up to see."

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Jewel at The Grand Opening of Harry Winston’s 3rd US Salon at the Forum Shops in Las Vegas

Jewel Reveals Secrets In Memoir
Source: Getty Images

She calls the split "heartbreaking" and a "loss of a dream." "The shock was staggering," she admits.

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ABC’s “Jimmy Kimmel Live” – Season 13

Jewel Reveals Secrets In Memoir
Source: Getty Images

But she is trying to move on. "Ty and I are both committed to being great parents and finding our way with love. I am healthy. I have a job that I love," she insists.

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