According to Kelly's lawyers, the artist was initially unable to pay the $100,000 required for him to be released on bond.
Michael Avenatti, the lawyer for two of the alleged victims, said that over 10 associates of R. Kelly could be exposed to criminal liability for being staying silent or helping Kelly in his alleged sex crimes.
Kelly's $100,000 bail is catching major heat and her business is now in jeopardy.
Greenberg blamed "mismanagement, ' 'hangers-on, ' and 'bad deals" for the financial situation of Kelly, who will remain in custody at the Cook County Jail until he pays off his bail.
Photos posted to Instagram show Kelly - wearing a coat, hood and sunglasses - eating French fries with his posse at the fast-food joint in downtown Chicago after being released.
Kelly, whose legal name is Robert Kelly, was acquitted of child pornography charges in 2008. A trial looks set to occur later this year.
Train to nowhere: 183 passengers stuck on Amtrak train since Sunday
What next: The train was originally stuck about 45 miles southeast of Eugene, Oregon , according to the Oregonian . They reiterated Amtrak's decision to keep passengers on the train, noting there was limited lodging in Oakridge.
The lawyer says he has learned of a third tape but did not provide details about it.
His next court appearance will be on March 22. Questions about Kelly's dwindling finances surfaces after he couldn't manage to post bail following his arrest Friday night.
In an interview with The Daily Beast on Tuesday, Avenatti says that this tape depicts Kelly urinating on the victim's face, as well as other body parts. The witness turned a tape over to authorities and identified the girl, who repeatedly stated her age on the footage, according to the documents.
Nearly immediately after Kelly posted his $100,000 bail late Monday and headed to an iconic McDonald's in downtown Chicago, social media lit up with reminders of allegations in the documentary "Surviving R. Kelly" that the R&B star would search for teen girls at McDonald's restaurants.
Each count of the new charges carries up to seven years in prison, making it possible for him to receive up to 70 years. Kelly, through his attorney, has denied the allegations.
"We haven't seen any evidence, any reason to believe these allegations are credible", Mr Greenberg said.