Discover why Sheryl Crow never married despite three engagements, including her high-profile relationship with Lance Armstrong. Exclusive insights, quotes, and social reactions inside!
Sheryl Crow Has Never Married – Now We Know Why
Sheryl Crow, the iconic Grammy-winning singer-songwriter, has captivated fans for decades with her soulful music and candid personality. Yet, one aspect of her life has remained a mystery to many: Why has she never married? Despite three engagements—including a high-profile relationship with cyclist Lance Armstrong—Crow has walked down the aisle. Now, in interviews and her documentary Sheryl, she’s opening up about love, loss, and why she’s grateful things turned out this way.
Sheryl Crow’s High-Profile Engagements
Crow has been engaged three times, but none led to marriage. Her most publicized relationship was with Lance Armstrong, whom she met at a charity event in 2003. They got engaged in 2005 but split just five months later. Crow later revealed that their breakup stemmed from differing life goals—particularly Armstrong’s reluctance to have more children .
“We really loved each other a lot, and still love each other a lot,” Crow told Good Morning America. “It’s about what he wants and what I want. And where the two don’t meet, there’s definitely a fissure.”
Before Armstrong, Crow was engaged to a born-again Christian boyfriend in her early years, who questioned her career path, telling her: “If you’re not going to sing for the Lord, maybe you shouldn’t sing at all?” 10. She also had a brief but intense romance with actor Owen Wilson, inspiring her song Safe and Sound .
“I Pick People Who Don’t Want to Get Married”
In a 2008 Glamour interview, Crow admitted:
“There are definitely reasons why I’m not married. I think a large part of it is due to the fact that I pick people who don’t want to get married.”
This pattern became clear in her relationships, where even when proposals happened, her partners weren’t fully committed to marriage.
Breast Cancer and a Turning Point
Crow’s 2006 breast cancer diagnosis came shortly after her split from Armstrong. Surprisingly, she credits this hardship with giving her clarity:
“I got breast cancer at the end of one relationship, and it was horrible. But when I came through it, I was like, ‘You know what? I’d still be in that relationship had I not had breast cancer.’ So in a weird way, I’m grateful.”
Instead of marriage, Crow chose motherhood, adopting her two sons, Wyatt and Levi. “I just never didn’t think I would have kids,” she said. “It was much more about the wonder of getting to raise a person.” 2
Social Media Reactions & Documentary Insights
Fans have weighed in on Crow’s love life, with some expressing shock and admiration:
“Sheryl Crow never married? She’s a queen who doesn’t need a ring!” – @MusicLover2025
Her documentary Sheryl (available on Showtime) dives deeper into her personal struggles, including depression and industry challenges. In one clip, she reflects:
“I was always kind of an outsider… I had real jobs—I was a schoolteacher, I waited tables. There’s a whole life there that isn’t just ‘All I Wanna Do’ and happy songs.”
Watch: Sheryl Crow on Love & Life
For a deeper look, check out this interview snippet from The Howard Stern Show where she discusses her past relationships:
Sheryl Crow on Why She Never Married (Video)
Conclusion: “Thank God I Didn’t Get Married”
At 63, Crow is content with her life’s trajectory. “I go, ‘Thank you God. Thank you. I didn’t get married,’” she told Howard Stern. “I’ve had amazing relationships, have loved and been loved… I don’t have any terrible feelings about anyone.”
While she hasn’t ruled out love entirely, she’s proof that marriage isn’t the only path to fulfillment. As she sings in My Favorite Mistake—sometimes the best lessons come from the roads not taken.
Want more Sheryl Crow? Follow her on Twitter for updates on her music and life!
Sources: The List, Fox News, Variety, E! Online, AS Entertainment
