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25. Britney Spears
For those of us who grew up on "...Baby One More Time" and "Oops!... I Did It Again," it was hard to watch pop star Britney Spears struggle. It's nice to see her settled into motherhood, like when she posted a video of her two boys scaring the living daylights out of her. Spears singing along to Michael Jackson is proof positive that no matter how famous your mom is, she can still embarrass the heck out of you.