- 2005


Simpson's Operation Smile
Simpson takes a 10-day trip to Kenya as a goodwill ambassador for Operation Smile, an international charity that provides free reconstructive surgery to children born with facial deformities. Lachey does not accompany her on the trip. In the November 2006 issue of Jane magazine, she pinpoints this trip as the beginning of the end. "I went there on our three-year wedding anniversary," she says to the magazine. "He stayed home."


Newly Separated
After denying reports of a marital rift for several months, Simpson and Lachey announce their separation. "This is the mutual decision of two people with an enormous amount of respect and admiration for each other," they say in a statement. Simpson files for divorce in December, and it is finalized the following June.
- 2006


Work & Love
Simpson's second film, Employee of the Month, hits theaters. Playing the hot employee at a warehouse superstore opposite Dane Cook, Simpson gets the chance to showcase her comedic chops. A month later, Simpson also seems to have moved on romantically as she is seen with singer John Mayer at Paradise Cove Café in Malibu and other L.A. nightclubs.
- 2007


The New Year With Mayer
Simpson and Mayer spend New Year's Eve together in New York, and then Simpson visits the musician on tour in Miami. When Mayer is asked by Ryan Seacrest about his frequent companion, Mayer responds in Japanese saying, "She's a lovely woman and I'm glad to be with her." The pair date until May 2007.


Jessica Supports Her Cowboy
Simpson, 27, supports her new man 27-year-old quarterback Tony Romo at a Dallas Cowboys game. With a miniature Romo jersey, a dolled-up Simpson proves to be a distraction for Romo, who throws three interceptions and fumbles the ball twice before losing the game. With her attendance spawning negative headlines, she opts for a vacation with her boyfriend instead of cheering at his games.
- 2008


'Can You Feel' The Love?
"I love this guy," Simpson tells Glamour. "Can you feel it?" The guy in question is Romo, her steady since Thanksgiving. Simpson, who recently fed the QB cake at his birthday bash and danced with him at her sister's wedding, says, "What he's done for me is irreplaceable. He reintroduced me to myself." In 2009, Romo breaks up with Simpson the night before her 29th birthday.


Country Music's Next Blonde
Simpson returns to music with a new single, "Come On Over," off of her country album, Do You Know. When the LP debuts in September, it hits No. 4 on the Billboard album chart, selling 65,000 copies. "She's a singer from top to bottom," Simpson's father tells PEOPLE. "And everything in the music business, especially pop music, has moved away from singers. And I think country is the only pure, storytelling kind of genre left."
Photo Credits
BIOGRAPHY (top to bottom): Joe Simpson; amazon.com; Splash News; LM Otero/AP, Dave Einsel/Getty Images; Flynet; amazon.com
- Name
- Jessica Simpson
- Date of Birth
- July 10, 1980
- Birth Place
- Dallas, Texas
- Relationships
-
Tony Romo, ex-boyfriend (2007 to 2009)
John Mayer, ex-boyfriend (2006 to 2007)
Nick Lachey, ex-husband (1999 to 2005)




