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Chicago singer R. Kelly is finding it harder and harder to experience a W in 2019. New reports claim the crooner could not convince a judge this week to change his child support arrangement.

According to reports, Kells’ legal muscle pulled through in court Wednesday but didn’t come out with good news.

Kelly’s publicist, Darryll Johnson, said Kelly has no assets to sell, not even his home at Trump Tower, because he rents the condo, and paid rent in advance several years ago. Johnson said he and Kelly’s attorneys are representing him for free. Wednesday’s hearing on the child support payments was sealed to the public, but Kelly’s attorneys confirmed afterward that there would be no change in those payments, and the next hearing has been scheduled for May 8. (Chicago CBS Local)

Despite the outcome, Kelly is reportedly sticking to his music grind and putting new tunes together.

Johnson said Kelly is still recording music, even though he was dropped by his record label in January. “He’s recording every day. He has a studio in his home, so he’s always recording,” Johnson said. “All he does is sing; sing and record all day, and when he’s not doing that, he’s shooting basketball.” (Chicago CBS Local)

A few days ago, buzz developed about Kelly’s alleged child support payment issues having a direct connection to his ex-wife.

Sources close to R. Kelly tell us the singer was absolutely lashing out at Drea Kelly when he quit writing child support checks … a move that ultimately landed him in Cook County jail. We’re told Kelly feels like he tried to maintain a relationship with his 3 kids, but he blames Drea for ruining any chance of that. He’s said he thinks she brainwashed them. As we’ve reported … Kelly was supposed to be paying Drea $20,833 per month as of January 2009 — but he fell way off schedule last year. (TMZ)

Last weekend, Kelly tasted freedom after paying over $160,000 in child support days after getting put behind bars.

R. Kelly left Cook County Jail this afternoon for the second time in two weeks this morning after he paid more than $160,000 in overdue child support, according to the Chicago Sun-Times and multiple other media reports. Kelly said, “I promise we’re gonna straighten all this out. That’s all I can say right now. I love my fans,” Kelly said as he left the facility, according to TMZ, which also reported that he pulled together the bail money with help from a “benefactor.” Kelly’s attorney, Steve Greenberg, recently said Kelly has been struggling financially. (Variety)