After being released from the hospital in 2008, Spears began spending more time with her paparazzo boyfriend Adnan Ghalib and manager Sam Lutfi. She was photographed running errands to drugstores and Starbucks, and missing depositions and custody hearings.
Britney's cousin Ali Simms briefly served as her assistant and has come to Spears' defense in the press, telling reporters that her friend and former employer is "not crazy."
Spears and fellow Mouseketeer Christina Aguilera were painted as rivals by the press for years. The two collaborated with Madonna at MTV's VMAs in 2003, where they each famously shared a kiss with the Material Girl.
Spears dated Justin Timberlake from 1999 to 2002. The two had proclaimed they would abstain from sex until marriage under the advice of Britney's handlers.
Spears met future husband Kevin Federline in 2004. The two quickly married and had two sons, but Spears grew disillusioned with their relationship and informed her husband she wanted a divorce via text message in November 2006.
Britney can be considered the heir to Madonna's legacy of major dance pop hits and media controversy. The two famously crossed paths when they kissed at the MTV Video Music Awards in 2003.
Britney's brother Bryan has largely stayed out of the spotlight, unlike his siblings and parents.
Spears fired former assistant Carla Ruiz for allegedly leaking information about the star's life to the press.
After her breakup with Timberlake, Spears began a series of quick relationships with high-profile men, including Colin Farrell.
Illusionist Criss Angel was supposed to collaborate with Spears on her big comeback performance at the 2007 MTV Video Music Awards, but Spears missed rehearsals and the elaborate plan was abandoned.
Producer Nate "Danja" Hills was largely responsible for assembling Spears' 2007 album Blackout, a record that received mostly positive reviews and was well-received despite the fact that Spears did virtually no promotional activities.
Spears' longtime assistant and friend Felicia Culotta became well-known to fans via her appearances on the reality show Britney & Kevin: Chaotic. Culotta (or Fe, as she was known to Spears), worked with the star for ten years and quit when her boss started to unravel.
Spears had a brief affair with Fred Durst, who betrayed her confidence by speaking out about their relationship on Howard Stern's show.
Britney's sixteen-year-old sister Jamie Lynn, the star of the Nickelodeon show Zoey 101, announced her own pregnancy in December 2007. The family sold the story to OK! magazine for $1 million.
Britney's father, Jamie, has been temporarily put in charge of his daughter's estate following her most recent hospitalization.
Spears married childhood friend Jason Alexander in a quickie Vegas ceremony in January 2004. The two quickly got an annulment, and Alexander later cracked under the pressure of his sudden infamy and dropped out of college.
Britney's two sons with Kevin Federline, Sean Preston and Jayden James, were born two days shy of a year apart (September 14, 2005 and September 12, 2006).
Spears' manager Larry Rudolph carefully guided her career from the time she first signed to Jive in 1998. The two split following Britney's marriage to Kevin Federline, but reconciled briefly when she announced her divorce. Their relationship dissolved once again after Spears got out of Promises in 2007.
Britney's mother, Lynne Spears, is famous for having written two books about her relationship with her daughter. The two stopped talking (per Britney's request) after Spears' trip to rehab in 2006, but now Lynne has re-entered her daughter's life.
After filing for divorce, Spears rehired manager Larry Rudolph (he took her ice-skating in New York for a clean-cut photo op), but Spears wanted to explore her new freedom to its fullest. She hit the Los Angeles hotspots with party girls like Paris Hilton, and was photographed without her underwear three times. The Britney/Paris friendship didn't last long, and Hilton nicknamed Spears "The Animal" because she doesn't think before she acts.
Other than the paparazzi that trail her every move, there are perhaps more Starbucks employees in Britney's universe than anyone else.
Ke$ha repaid her stylistic debt to Britney by co-writing Spears' massive 2011 radio hit "Til the World Ends."
Britney has been dating her manager Jason Twawick since 2009. The duo teamed up to appear in her music video for the Femme Fatale single "Criminal."