9. Britney Spears
During a time when Britney Spears was in a highly publicized downward spiral, there was a court order for her to relinquish custody of her children to her ex-husband Kevin Federline. While there was a time when Kevin Federline seemed like the bad boy that was trying to ruin this beloved pop star, the tables definitely turned to show Federline as a more fit parent. In October 2007, the judge cited Britney’s drug and alcohol use as a reason why she should not be the sole caregiver for her two children- at the time they were 1 and 2 years old. Currently, they share custody of their children, but her mothering skills seem to be a constant headline in the tabloids. From different men coming in and out of her life to the snapshots paparazzi catch with her not wearing underwear while at a soccer game with her kids, the drama never really leaves this former Disney kid.