Prior to her relationship with Armstrong, Crow dated the likes of Eric Clapton (viaE!
Online) and Josh Charles from “The Good Wife” (viaThe Sun).
In between those romances, you may not have known that she briefly dated actorOwen Wilsonas well.

The pair became an item in the early noughties, only dating for two years before breaking things off.
But how did the two stars initially cross paths, and what caused them to ultimately part ways?
His first victim is Casper, played bySheryl Crowin her film debut.

Shortly after first meeting on the set of the movie, the couple started dating.
However, a year later, Crow and Wilson decided to call it quits.
Wilson also highlighted how high-profile relationships are almost destined to fail.

“You want a break when you come home.
However, that didn’t necessarily apply to his relationship with Sheryl Crow.
The lesser-known track “Safe and Sound” also appeared on the record, which according toE!

Online,she wrote about her relationship with Wilson.
Crow continues to sing about her regrets and what she could have done to make their relationship work.
“I wouldn’t let anyone take care of me.

I wouldn’t let anyone nurture me.
I was the fixer in all my relationships,” the singer-songwriter explained.
“You eventually become part of the shadow around them and it’s extremely lonely.

That’s not to say that she didn’t appreciate the loves of her life, including Owen Wilson.
“Every person I have loved, I love [and] still love,” she said.
“I don’t have any terrible feelings about anyone.
That sounds really woo-woo.
There was a reason why I loved them.”
She found this especially hard while dating Lance Armstrong.
“It was a challenging terrain,” she told theAmerican Association of Retired Persons(AARP).
“Hey, I would love to get married I’m still old-fashioned,” she said.
“But I don’t think marriage is the be-all and end-all.
It’s better to have three broken engagements than three divorces.”