Singer Ray-J was issued a major loss in his ongoing legal battle with Kim Kardashian and her mother, Kris Jenner. The Ray J Takes A Huge Loss Amid Legal Battle With Kim Kardashian And Kris Jenner first appeared on The Blast

Ray J might be feeling down on his luck today, as he was issued a massive loss amid his legal battle with Kim Kardashian and her mother, Kris Jenner. Legal documents released by various outlets confirm that a judge tossed out his request to block Kim and Kris’ defamation lawsuit against him.

Ray J Dealt A Bad Hand From Judge Amid Legal Woes With Kim Kardashian

New court documents obtained by TMZ and Us Weekly state that a Los Angeles Superior Court judge denied Ray J’s request to dismiss the defamation allegations brought forward by Kim and Kris some time ago.

In his filing, Ray J rejected the allegations that he defamed both Kim and Kris, stating that the comments heard on his Twitch livestream were “hypothetical statements” and that they were made when he believed he was off camera.

The LA judge didn’t buy into Ray J’s claims, noting that “a reasonable person” could conclude that Ray J made the statements about Kim and Kris as fact. The judge also said that Ray J knew the livestream camera was still on.

Ray J will face off against Kim and Kris in court; however, they won’t meet face-to-face and in front of a judge until May 2028.

Kim Kardashian And Kris Jenner Sued Ray J In October 2025

Kim and Kris sued Ray J in October 2025, claiming in their lawsuit that the singer’s then-remarks have created “substantial and ongoing harm to their personal and professional reputation.”

Kim’s lawyer, Alex Spiro, also noted in the court documents that Ray J, who had a highly publicized relationship with the reality star in the early 2000s, was “unable to accept the end of his fleeting relationship with Ms. Kardashian over 20 years ago.”

For those who may be unaware, Kim and Kris filed the lawsuit just weeks after the “One Wish” singer made headlines for suggesting the iconic mom and daughter duo took part in serious crimes.

“The federal RICO I’m about to drop on Kris, and Kim is about to be crazy,” Ray J said about them. “I’m talking about, I’m on the news every day. I’m gonna say a lot of sh-t. Anybody that is cool with Kim, they need to tell her now, the feds is coming. There’s nothing I can do about it.”

To make matters worse, Ray J said that Kim and Kris’ alleged legal woes would be “worse” than Sean “Diddy” Combs, who is currently serving a 50-month sentence after being convicted in federal court of two counts of transportation to engage in prostitution.

Ray J Countersued Kim Kardashian And Kris Jenner A Month Later

In a dramatic turn of events, Ray J turned around and countersued Kim and Kris, accusing them of breach of contract for allegedly violating a $6 million settlement agreement they reportedly signed in 2023.

Ray J said in his documents, first reported by TMZ, that the two “Kardashians” stars were suing the 45-year-old to feed their ego and garner more attention to “support their various media enterprises.”

In addition to asking that Kim and Kris’ suit be tossed out, the “Sexy Can I” singer asked for $1 million in damages plus interest, attorneys’ fees, and additional relief that might be “just and proper.”

Kim Was Previously Accused Of Invading Someone’s Privacy Over Past Social Media Post

Kim has had her fair share of legal troubles over the last few years. According to a recent report from The Blast, the mother of four was previously sued by a man after Kim wrongly posted a picture of him on her Instagram and claimed he was on death row.

“Social media is a powerful force. It can be used for good: to spark social change, to warn of danger, and to foster relationships. But, when abused, social media can also inflict pain, suffering, and tragedy,” Ivan Cantu’s lawyers said in the suit.

“As a result of the Kardashian abuse, Mr. Cantu’s privacy was destroyed at a most critical and sensitive time, and he has suffered very real trauma that will last a lifetime,” they continued.

Kim Did Cantu A Solid After A Judge Sided With The Reality Star

A judge sided with Kim in the legal matter just weeks ago and actually ordered Cantu to pay Kim’s $167,000 legal bill. After Cantu told Kim’s team that paying such a huge fine would crush him, the SKIMS founder decided to spare him by waiving his debt.

“This is a lawsuit that should never have been filed. The court agreed and threw it out and ordered that [Cantu] pay Kim’s legal fees. Kim agreed to waive those fees and so [Ivan] has dismissed his case with prejudice,” Kim’s rep revealed.

The Ray J Takes A Huge Loss Amid Legal Battle With Kim Kardashian And Kris Jenner first appeared on The Blast