Britney Spears began a relationship with dancer Kevin Federline in 2004. They became engaged to be married in July, 2004, just 3 months after meeting. The wedding took place privately September 18, 2004. Britney announced that she would take a break from her career to start a family. The couple's first child was born in September, 2005. The couple became the subject of a short-lived reality TV series Britney and Kevin: Chaotic in 2005.

Britney Spears filed for divorce from Kevin Federline November 7, 2006 less than 2 months after the birth of their second child Jayden James Federline.