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15Macaulay Culkin

He was the most lovable child star of the '90s, and films like Home Alone and My Girl made him unusually famous for a boy of his age. But his fragmented relationship with his father and the turmoil brought on by his overwhelming success paved

the way for a troubled youth and Culkin eventually became renowned for his problems with the law and drug use.

In 2008, Macaulay’s 29 year old sister, Dakota, was struck by a car and killed. Dakota was the only Culkin sibling to stay out of the spotlight. The tragedy did not bring the Culkin siblings and their father together, as the damage is seemingly irreversible, but most of us are still waiting for a Macaulay comeback.

Next 14 Jennifer Hudson

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