Terrell Owens
Earlier this year, Terrell Owens, who is already in a world of debt, faced jail time for $20,000 in unpaid child support for one of his four children. Terrell reportedly pays nearly $45,000 in child support a month. Terrell was then confronted by three of his babies mothers on an episode of Dr. Phil. Terrell eventually made payments, but then claimed he was too broke to continue.