14. Lauryn Hill
The former member of group The Fugees was one of the hottest solo acts in all of music after her The Miseducation of Lauryn Hill catapulted her to stardom. SEE ALSO: 40 popular celebrity sex-tape you didn’t know – You will be shocked to see this! (With Pictures)
She found herself reporting to prison in 2013, however, after she was ordered to serve three months behind bars due to a failure to follow proper tax returns. U.S. Magistrate Judge Madeline Cox Arleo scolded Hill during the sentencing process, saying the following to Hill: “This is not someone who stands before the court penniless. This is a criminal matter. Actions speak louder than words, and there has been no effort here to pay these taxes.”
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