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Newest Top Rated Most Viewed. She made her acting debut in Britney Spears' film, Crossroads, in after attending Parklane Academy as a basketball player and a cheerleader. She had a daughter in named Maddie Briann Aldridge with her boyfriend at the time Casey Aldridge. She married James Watson in March She made her acting debut in the drama film Crossroads, which starred her big sister Britney as well as Zoe Saldana. Search results Find out if Jamie Lynn Spears was ever nude, where to look for her nude pictures and how old was she when she first got naked.