Tameka Raymond first worked as Usher’s stylist before their working relationship turned into something much more. After their romance became public, Raymond was thrust into the spotlight and her once private life was under the microscope. Their lavish 2007 wedding ceremony was cancelled at the last minute soon after her criminal past was revealed. The “National Enquirer” broke the story and we all found out that the “Atlanta Exes” star was arrested twice, one for petty theft in 1991 in which she served 20 days in jail. The other time was for welfare fraud and she was ordered to perform community service. Allegedly.