Tori Spelling
As the daughter of a successful producer, it is hard to believe that Tori Spelling would be on the list. The Beverly Hills, 90210 star is the child of Aaron Spelling. Sadly, she had a hard time looking for steady work once the teen drama ended. Even though she and her husband got a reality show called Tori & Dean, it was not enough for her to pay off her loans and legal fees.
Lil’ Kim
Who would have thought that Lil Kim had trouble paying taxes? The Queen of Rap of the ‘90s allegedly failed to pay taxes from 2010 onwards. At the moment, she reportedly owes the IRS $126,000 in taxes. This is already bad enough, but her former legal counsel also sued her because she supposedly did not pay them for five years. The firm won the lawsuit, which ordered the rapper to pay them $186,217.