Tyga (L) and Kylie Jenner attend Boohoo X Jordyn Woods Launch Event at NeueHouse Hollywood on August 31, 2016 in Los Angeles, California. Photo / Getty
But it's all turned around now as the rapper's lawyer appeared in court on Tuesday and told the judge that Tyga is making progress on the debt.
His lawyer reportedly said the entire debt will be paid by November 17.
Kylie Jenner and Tyga seen on the streets of Manhattan on September 6, 2016 in New York City. Photo / Getty
And what's more is Tyga is paying the bill himself without help from the Kardashians.
The man with the vendetta is Jason of Beverly Hills, who claims Tyga stiffed him in a 2013 jewelry deal for a watch and chain.
Jason eventually went to court and got a $200,000 judgment against Tyga.
Kylie Jenner and Tyga attend The Worldwide Editors of Harper's Bazaar Celebrate Icons by Carine Roitfeld at The Plaza Hotel on September 9, 2016 in New York City. Photo / Getty
Meanwhile Tyga and Jenner have been celebrating the Halloween season with several parties.
His girlfriend went for a very daring outfit as she channeled pop queen Christina Aguilera.
The reality star went for a specific look, that being XTina from the 2002 Dirrty video.
Tyga didn't make as much of an effort, simply opting to dress up as Juelz Santana, a rapper.