When Jewel was a rising star and was only about twenty years old, she was living with her mom and dad when her house phone started ringing. Her dad answered and, apparently hung up in disbelief as Penn asked to speak to his daughter. “He hung up on him several times,” she told Access Hollywood.
When he finally got through to her, it was to ask her to write a song for his movie, The Crossing Guard. Things really started to escalate from that point for the young Alaskan beauty, as she grasped the incredible opportunity that had just come her way.
Still Searching
Penn put a valiant effort into looking for someone to make a real connection with. He felt as though he kept taking a swing and missing, so to speak. He wore his heart on his sleeve during an interview with Esquire magazine, in which he said that he had “no shame,” in admitting that everyone just wanted “to be loved by someone.”
He even went so deep into his feelings that he referred to some of his past relationships as being full of “fraud.” Once he felt that he’d been cheated out of true love one too many times, he started searching for his soul, instead of his soulmate.
The Crown Jewel
Penn and his former wife Robin Wright seemed to be on a romance rollercoaster, which was full of ups and downs. This means that there were periods of time during which the two wouldn’t see much at all of each other. They ended up coming to the conclusion that it would be beneficial for both of them to date other people.
During one of these “off,” periods with Wright, Penn was reportedly dating singer and musician, Jewel. The timing of this just so happened to line up with when Penn directed one of the star’s music videos. Later, Jewel would publish a book in which she describes falling head over heels in love with Sean.
About A Boy
In her interview with Access Hollywood, Jewel describes Penn as being, “all about the business,” when they first made contact. But of course, Jewel was a young woman in L.A and Penn was, well, he was Sean Penn. She couldn’t help but to develop a crush on him, even in the beginning. She admitted that she had always admired that he was very, “sharp and sweet.”
It also doesn’t hurt when you feel like someone that you admire sees your potential and encourages you to follow your dreams, and that is exactly how Sean was with her. Not to mention, he was flying her out to all kinds of exotic locales and introducing her to other mega-stars.
Big Dreams
At a time in Jewel’s career when she was just starting out, she was understandably a little nervous and was reaching out to Sean for support. She felt very lucky to have this incredibly talented star in her corner. The relationship that these two have may not have been a life-altering or extremely impactful relationship for him, but it meant a lot to Jewel to have Sean believe in her when “no one else did.”
Jewel apparently really did love and look up to him, and he felt that which is why he enjoyed spending his time with her.