In a dramatic escalation of an already contentious legal feud, Ray J, the R&B singer and former boyfriend of Kim Kardashian, has suggested that Kris Jenner, the matriarch of the Kardashian-Jenner clan, might be capable of ordering a hit on him. During an appearance on The Jason Lee Show, which aired May 13, 2025, Ray J stated that he is “on alert” that Kris “might try to do something” as the dispute moves toward arbitration.
When host Jason Lee directly asked if Ray J believed Kris would “drop a bag to have a hit done,” the 45-year-old artist did not rule out the possibility. “I wouldn't put it past her,” he replied, referencing the high-stakes legal war that has been brewing for months. The comments have sparked widespread media coverage, though sources close to Kris Jenner have dismissed them as baseless. A representative told TMZ that Ray J is spreading inaccurate information and that Kris is not interested in responding to the allegations.
The legal battle began in October 2025 when Kim Kardashian and Kris Jenner filed a defamation lawsuit against Ray J. The lawsuit stemmed from public statements made by Ray J in which he claimed that the Kardashian family was under federal investigation. Kim and Kris vehemently denied these allegations, asserting that there was no such investigation and that Ray J's remarks were damaging to their reputations. In response, Ray J countersued, alleging that Kris Jenner was responsible for leaking the infamous sex tape of him and Kim, which first surfaced in 2007. According to his countersuit, the trio entered into a confidential agreement in 2023 that required Kris and Kim to pay Ray J $6 million in exchange for his silence regarding the tape's origin and distribution. Ray J further claimed that Kim and Kris breached that agreement by discussing the tape on an episode of their Hulu reality show, The Kardashians. He subsequently sought to have the agreement entered into court records.
The legal maneuvers have not been without controversy. When Ray J indicated he was open to submitting the 2023 agreement as evidence, Kim and Kris's legal team attempted to block its public release, arguing that it contained highly sensitive personal matters that the parties had agreed to keep confidential. However, a judge denied their motion to seal the documents, ordering the mother-daughter duo to provide unredacted versions, with the exception of bank account information. This ruling has forced the terms of the agreement into the open, potentially exposing details that both sides had hoped to keep private.
The feud dates back to the early 2000s, when Ray J and Kim Kardashian were in a relationship. The release of their sex tape in 2007 catapulted Kim into mega-stardom and sparked decades of speculation about whether the leak was orchestrated. Ray J has maintained that Kris Jenner was behind the release, a claim that has resurfaced repeatedly over the years. The 2023 agreement was reportedly an attempt to end such public disputes, but it appears to have only deepened the animosity.
Ray J's recent comments were made during a broader interview promoting his appearance in the TMZ documentary United States V. Sean Combs: Inside the Diddy Trial. In that documentary, Ray J discussed his knowledge of Sean “Diddy” Combs's legal troubles, but the conversation quickly pivoted back to his ongoing feud with the Kardashians. The singer's willingness to publicly accuse Kris Jenner of potential violence has raised eyebrows, but legal experts note that such statements could be part of a broader strategy to apply pressure in the arbitration proceedings.
Background on Ray J: Born William Ray Norwood Jr., he is a singer, songwriter, and actor who rose to fame in the late 1990s with hits like “Another Day in Paradise” and “One Wish.” He has also worked as a television personality, appearing on reality shows such as Love & Hip Hop: Hollywood. His relationship with Kim Kardashian ended in 2006, but the sex tape has ensured that their names remain linked in the public consciousness. In recent years, Ray J has become increasingly vocal about his grievances with the Kardashian family, claiming that they have used their influence to suppress his side of the story.
The Kardashian-Jenner family, meanwhile, has faced numerous controversies over the years, but this legal battle represents one of the most direct challenges to Kris Jenner's authority as the family's manager and matriarch. Critics have long speculated about the extent of Kris's involvement in orchestrating publicity for her children, but the current case could provide concrete evidence of alleged misconduct. The court's decision to unseal the 2023 agreement is a significant development, as it may reveal the true nature of the deal and whether any party violated its terms.
As the arbitration hearing approaches, both sides are likely to intensify their public relations campaigns. Ray J's suggestion that Kris Jenner could order a hit is likely to be seen by many as hyperbolic, but it underscores the depth of hostility in this ongoing saga. The outcome of the legal proceedings could have far-reaching implications for the Kardashian-Jenner brand and Ray J's reputation.
The cultural impact of the original sex tape cannot be overstated. It transformed Kim Kardashian from a relatively unknown socialite into one of the most famous women in the world, launching her reality show Keeping Up with the Kardashians and subsequent business empire. However, it also left a stain that Ray J has used to memorialize himself as a victim of exploitation. He has consistently argued that the tape was never meant for public consumption and that the leak was a calculated move by the Kardashians. Whether or not that is true, the narrative has persisted for nearly two decades.
In other recent developments, the Kardashian family has also been dealing with unrelated controversies, including a supposed feud between Lara Trump and Melania Trump, as well as criticism of Donald Trump's appearance during a 60 Minutes interview. But for Kris Jenner, the focus remains on the arbitration with Ray J, a case that threatens to expose private family dealings to the public eye.
Legal analysts have noted that Ray J's countersuit could be a long shot, as defamation claims require proof of false statements made with actual malice. However, the breach of contract claim regarding the 2023 agreement has more legal traction. If Ray J can prove that Kim and Kris breached confidentiality by discussing the tape on their Hulu show, he may be entitled to damages or even a termination of the agreement. The unsealing of the documents will likely provide the evidence needed to resolve this point.
The public reaction to Ray J's latest comments has been mixed. Some fans see him as a whistleblower willing to take on a powerful family, while others view him as a bitter ex-boyfriend seeking attention. Regardless, the drama is far from over. The arbitration date has not yet been set, but when it occurs, it will be closely watched by both the media and the public. For now, Ray J remains on alert, and Kris Jenner remains silent, leaving the world to speculate about what secrets the 2023 agreement might hold.
Source: MSN News