2002

Sheryl Crow

February 26

Protest Songs

Beck, No Doubt, the Dixie Chicks, and Crow perform at one of four simultaneous Southern California pre-Grammy concerts to raise money for the Recording Artists' Coalition (RAC). Crow founded the RAC in 2000 with Don Henley, who she sang backup for in the late '80s. The organization funds legislation that protects copyright and compensation rights of artists against record labels. "From what I know, Don Henley and Sheryl Crow put out hundreds of thousands of dollars out of their own pocket," Beck tells EW. "To get bills written, it costs a lot of f---n' money."

December

'Picture' with Kid Rock

Crow sings with Kid Rock in his country-influenced duet "Picture" on his album Cocky and appears in the music video. The heartbreaking single hits No. 4 on the Billboard Top 40 chart, and sparks reports of a real-life romance. Crow denies anything romantic with Kid Rock, telling Blender in 2004, "No! I went to a Knicks game with him. I really love him, though. He's a good boy."

2003

October

Bicycle Built for Two?

After meeting at a Las Vegas charity event, Crow and Tour de France champion Lance Armstrong begin flirting via Blackberry. "I said I'd teach him guitar if he taught me to cycle," Crow tells Sports Illustrated. The pair begins dating and Crow, 9 years older than her new boyfriend, spends nearly every day following the Tour during Armstrong's sixth consecutive victory ride in July 2004.

2005

Sheryl Crow

September 19

Rock Star

The newly engaged singer sports a huge platinum-set diamond ring and tells PEOPLE how Armstrong proposed: "He rowed me out into the middle of a lake in the mountains and asked me to get married," she says. "It was very romantic." The duo plans a big spring wedding in the U.S. but fails to set a date.

2006

February 03

Not Strong Enough

Just before their wedding day, Crow and Armstrong call it quits. Two days later, Armstrong ends his weekly show on Sirius Satellite Radio by announcing that, "This week has been rough for us. That doesn't change the fact that I think Sheryl is an unbelievable lady [who] has shown me a love that I never knew."

Sheryl Crow

February 20

Hardest Fight

Her yearly mammogram reveals breast cancer, forcing Crow to undergo a lumpectomy to remove the malignancies. She also begins radiation therapy in March. "I am inspired by the brave women who have faced this battle before me and grateful for the support of family and friends," she says in a statement. "I am joining the more than 200,000 women who will be diagnosed with breast cancer this year. I encourage all women to advocate for themselves and their future."

Sheryl Crow

August 24

Tour Buddy

Crow goes on a cross-country tour with fellow Grammy winner John Mayer, bringing her Ping-Pong table along. "I just hope it doesn't get nasty," she says. "We've been known not to talk to the other band for winning." The friendly rivalry goes onstage when Mayer joins Crow dressed in a giant bear costume. She returns the favor, coming out during his set wearing a skimpy bikini.

Sheryl Crow

Vacationing Gal Pals

Crow vacations in Mexico with gal pals Jennifer Aniston and Courteney Cox Arquette. Crow tells Vanity Fair her friends "totally rose to the occasion and kind of held hospice at my house" when she was battling breast cancer.

2007

Sheryl Crow

April 09

Eco-Warrior

Crow begins her 11-stop Stop Global Warming College Tour with Laurie David (left), a producer of the Oscar-winning documentary on climate change, An Inconvenient Truth. In July, Crow also performs at the Live Earth concerts.

Sheryl Crow

Crow's Baby Boys

Crow, 45, adopts a 2-week-old boy. She names him Wyatt after her father. "My life is definitely richer, and he's the first thing I think of in the morning," she says, "and the first thing I think of before I go to sleep." In June 2010, the singer adds to her brood, adopting another baby boy, Levi James.

Photo Credits

BIOGRAPHY (top to bottom): Gary Hershorn/Reuters/Landov; Kevin Winter/Getty; Nancy Ostertag/Getty; Jean Baptiste Lacroix/Wireimage; Roegr Karnbad/Celebrity Photo; Paul Morigi/WireImage; Limelight Pictures

Edited by Julia Wang

Sheryl Crow

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