Jewel Reveals Secret Relationship With Sean Penn

Here’s a couple you’ve never heard about — Jewel and Sean Penn. Currently the singer is promoting her new memoir Jewel — Never Broken: Songs Are Only Half the Story, which is currently available. The book reveals very personal stories, and among them is a revelation that Jewel dated and fell in love with Sean Penn.

Jewel dated the Academy Award winner when she first started becoming famous. It was during 1995, when she was a newcomer on the scene, and before Sean Penn was involved with Robin Wright.

So how did Sean and Jewel meet? Well, according to the “Foolish Games” singer, it was an appearance on Conan O’Brien that got Penn interested in her, “Around this time, in 1995, I got my first TV break. I think I was wearing purple polyester pants with a black T-shirt and a tacky belt with a rainbow buckle that I loved. The performance was a huge break for me.”

After the TV appearance, Jewel got a call from none other than Sean Penn, who allegedly asked Jewel if she could write a song for his film The Crossing Guard. Jewel explained, “I told him I would and he said he would meet me anywhere to screen the movie, I could name the day. I gave him my cell number and figured I would never hear from him again.”

That said, even though Jewel resisted, their professional relationship became romantic after Sean Penn pursued her. “We spoke on the phone a lot and he was a fantastic flirt and I did not mind one bit. But I was no fool and knew I was most likely a trifle to him. I intended to give him no such conquest. I put that man through his paces and he took it in stride. He began to court me in earnest, following me around on tour, acting as my de facto roadie.”

She continued, “I moved very slowly with him but he was a persistent and inventive suitor, and I enjoyed it immensely. I kept our burgeoning relationship very quiet.”

Jewel expressed that after a trip to the Venice Film Festival, she knew that she had fallen in love with Penn. She said the actor “took me to see the sights in Montartre and wrote me in notes that he hid in my pockets…I enjoyed Sean and would eventually fall in love.”

The two parted ways in the same year and Jewel went on to marry and split with Ty Murray. Penn met Robin Wright and the two had two children together, Hopper and Dylan.

[Photo by Frazer Harrison / Getty Images]