Jamie Lynn Spears' 17-year-old daughter, Maddie, is flying by those pivotal high school milestones - and her mom can barely cope. "But like how are we already trying on dresses for her SENIOR prom?" Spears, 34, wrote via Instagram on Friday, February 13. "Thanks to @sherrihill & @girligirl_boutique for always making these precious mother-daughter moments even more special." Maddie, Spears' daughter with ex Casey Aldridge, tried on a handful of prom dresses in her social media footage. "They sent me this huge box of dresses," the teen said in a video.