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In February 2002, Spears made her acting debut in the Paramount Pictures drama film Crossroads which starred her sister, who portrayed the central character Lucy Wagner.Spears made a cameo, playing the younger version of Britney's character.After two years of on and off dating, they announced their engagement in March 2013.Jamie Lynn Spears’ ex, Casey Aldridge, gushed over daughter Maddie on social media.Spears made a guest appearance at Stars, Stripes and Skates skating gala at Madison Square Garden in September 2002.
Following Spears's move to Nashville, she began working on a country music album with a number of local music producers.
The series finale, "PCA Confidential", aired on May 2, 2008.
Nickelodeon issued a statement shortly after the announcement of Spears being pregnant at the age of 16 stating that the network respected Spears's decision to take responsibility and noting that its primary concern was for her well-being.
The series went on to be titled Zoey 101 and Spears portrayed the role of Zoey Brooks.
The series centered on Zoey and her friends who attend a fictional boarding school, Pacific Coast Academy (PCA).