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Sean Preston's mother, 7 letters
She did it again! (in pop music), 7 letters
She shaved her own head in 2007, 7 letters
... Baby One More Time singer with innate hearing ability?, 13 letters
Former Mouseketeer on The All New Mickey Mouse Club, 13 letters
Four-time winner at the 1999 Billboard Music Awards, 13 letters
Fruits of Oops!... I Did It Again singer?, 13 letters
Oops!... I Did It Again singer, 13 letters
Popular teen singer, 13 letters
Singer who at age 22 got married in Vegas, then filed an annulment 55 hours later, 13 letters
Singer who kissed Madonna at the 2003 MTV Video Music Awards, 13 letters