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The drama never ends. Kim Kardashian and Ray J may have split in 2006, but their relationship continues to haunt them almost two decades later.
The former pair met in 2002 amid the KKW Beauty founder’s divorce from ex-husband Damon Thomas . Kardashian was relatively unknown at the time and was working for Ray J’s sister, Brandy , as a stylist.
The two hit it off immediately, and the “Sexy Can I” singer wasted no time in saying that he knew his girlfriend was destined for the spotlight.
“It was so many different things about her,” the artist confessed during a Vlad TV interview in 2003. “But let me say that beyond the love, I felt like she had star quality. And I felt like she could be really big. So it happened. I got a lot of respect for Kim.”
While the two split in late 2006, a sex tape of the former couple emerged in February of the following year. Adult entertainment company Vivid allegedly paid millions of dollars to obtain a copy of the video, with Kardashian suing them for $5 million for copyright rights.
During his time in 2017 on Celebrity Big Brother , the Love & Hip-Hop Hollywood alum opened up about his breakup with the Kardashians star.
“We loved each other. Every relationship I was in, I loved the girl. It’s just the moral standards and values were off. I was loving and lying,” he confessed during the 2017 episode of the show.
Trouble brewed again during an April 2022 episode of The Kardashians when the Skims founder claimed she was trying to access another explicit video amid allegations that there was previously unreleased footage. The following week, Kardashian revealed that estranged husband Kanye West delivered the entire tape to her after meeting with Ray J.
“So Kanye flew home last night, and he came back this morning. I want to show you guys what he got me. He got me all of the sex tape back,” the reality star explained. “He flew home, and he got the computer it was on and the hard drive. He met with Ray J at the airport, and he got it all back for me.”
The Mississippi native instantly retaliated against Kardashian’s claims, speaking with the Daily Mail in a May 2022 interview.
“I’ve sat in the shadows for over 14 years allowing the Kardashians to use my name, to abuse my name, make billions of dollars over a decade and a half talking about a topic I’ve never really spoken about,” the songwriter said. “I have never leaked a sex tape in my life. It has never been a leak.”
Ray J added: “I never had a single one at my house — she had them at her house. She’s always had all the tapes in a Nike shoe box under her bed. That’s how it all came about. Once I pitched the idea to her, just playing around a little bit, that’s when she jumped on the idea, talked to her mom and it was out of my hands from there.”
The “Wait a Minute” singer accused both Kardashian and Kris Jenner of orchestrating the leak. He also revealed alleged DMs between him and Kardashian that claimed everything shown on The Kardashians regarding the tape was a lie.
“Now I realize this is another promo stunt for you — unless you reach out to me soon I’m gonna take it to the level where it shows all of what we did,” Ray J wrote, per the screenshots. “All of the meetings and convos about the plan — date and times of our meetings and the whole lie you and Kris planned this since the beginning.”
Ray J went on to beg the reality star to “help him stay in a positive light” for his children.
“Please don’t make their dad look like a loser when you know me more,” he pleaded.
Kardashian allegedly replied with an apology , agreeing that “moving on” from the sex tape was best for everyone.
“I completely understand — and I appreciate hearing this from you,” she appears to have written. “I want you to know that I wish nothing but the best for you. This has hurt us both in so many ways and I know we are aligned in wanting to move forward in our lives. … Thank you for reaching out and my hope is that after next week when everyone sees that the computer was given back to Kanye that this story will be dead and done.”
Kardashian allegedly added : “I’m sorry to hear how this has affected you — that wasn’t my intention.”
The “Another Day in Paradise” singer has been vocal about his struggle with mental health following the sex tape leak telling the Daily Mail in May 2022 that he “felt suicidal because when you know something’s real and it’s true and you’re watching a whole family create an empire from a lie they’ve created, it’s heartbreaking and disrespectful.”
Scroll down and relive the former couple’s tumultuous relationship that has spanned two decades.
Kardashian — who was still married to Thomas at the time — met Ray J when she was working as a stylist for Brandy.
The two dated for three years, with Ray J calling the reality star “one of the great loves of his life.”
Credit: Willy Sanjuan/Invision/AP/Shutterstock; MediaPunch/Shutterstock
A tape of the former couple having sex while on vacation in Mexico surfaced and was obtained by Vivid Entertainment. Kardashian sued the company for $5 million to gain rights to the tape that same year.
Credit: Stephen Lovekin/Shutterstock; Mediapunch/Shutterstock
Ray J released a single titled "I Hit it First," allegedly aiming the lyrics at Kardashian and West, who tied the knot three months earlier. The former spouses, who share four kids, split in February 2021.
Credit: Matt Baron/Shutterstock; Broadimage/Shutterstock
Ray J opened up about his relationship with the Skims founder during his time on Celebrity Big Brother . The songwriter alleged that the two mutually cheated during the time they were together.
“She was a player, though," he claimed. "You don't really know what happened. Put it like this — we were both players. We were both cheaters, you know?"
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Shannon Power
On 9/2/22 at 5:22 AM EDT
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Kim Kardashian 's ex Ray J has once again accused her mom, Kris Jenner, of orchestrating the leak of their infamous sex tape .
The singer, whose real name is Ray Norwood, featured in the 2007 video which shot Kardashian, 41, and her family to fame.
Ray J, 41, decided to throw in his two cents during a family beef between Jenner, Kardashian and the latter's former husband, Kanye West .
The rapper went on a since-deleted Instagram rant about the incident, with Kardashian begging him to stop dragging her mom into their drama.
Newsweek has reached out to Kris Jenner for comment.
West also lashed at out at his former wife and her mom about their conflict over where to send their kids to school.
"Don't let Kris make you do playboy like she made Kyle and Kim do ... Hollywood is a giant brothel ... Pornography destroyed my family I deal with the addiction instagram promotes it ... Not gonna let it happen to Northy and Chicago," West wrote alongside a screenshot of Kylie Jenner's former assistant, Victoria Villarroel.
Kardashian then reached out to Kanye with a message from Jenner begging him to stop harassing her, which West also posted to Instagram.
"From my mom - PLEASE," Kardashian's text to her estranged husband began.
"Tell him to please stop mentioning my name. I'm almost 67 years old and I don't always feel great and this stresses me to no end."
Ray J commented on that post where he accused Jenner of being the brains behind the sex tape leak.
"What about my mom Kris? You telling people false stories about me, making the black man look horrible, for your gain," he started.
He then accused Jenner of introducing him to Steven Hirsch, the CEO of Vivid which was the company that released the 2007 sex tape.
Newsweek is still trying to verify these claims.
The former couple (Ray J and Kardashian) dated from 2002 to 2006 and reportedly filmed the sex tape during Kardashian's birthday celebrations in Cabo San Lucas, Mexico in 2004.
The tape, Kim Kardashian, Superstar, was released in March 2007.
This is not the first time Ray J has accused Jenner of leaking the sex tape, but admitted he suggested the idea to Kardashian as a way to boost both their profiles.
"I've never leaked anything. I have never leaked a sex tape in my life. It has never been a leak. It's always been a deal and a partnership between Kris Jenner and Kim and me and we've always been partners since the beginning of this thing," Ray J told the Daily Mail .
He said he had seen how Paris Hilton's sex tape with Rick Salomon boosted her profile and spoke to her about releasing their sex tape.
Before the release of the tape in February 2007 Kardashian sued Vivid Entertainment for invasion of privacy and for the profits from and ownership of the tape. However, she dropped the suit in April and settled for $5 million.
In 2017, Hirsch confirmed the deal was not brokered by Kardashian or Jenner and maintained that Kardashian fought against its release.
"It was that these people had the footage and were looking to sell it," he told Page Six but never revealed the identity of the party looking to sell the tape.
He called rumors that Jenner orchestrated the release "nonsense" but author and another ex of Ray J, Karine Steffans, also quoted in the same article said both Kardashian and Ray J would have had to sign off for the tape to ever be release.
"In order for that tape to come out, Kim would have had to have signed off on it, period. That's just the way that works ... Steve Hirsch would never have gone against that if he didn't have signatures."
Ray J is no stranger to calling out the famous reality family, and earlier this year slammed them for allegedly using him to create drama for a storyline about the sex tape in the most recent season of their Hulu show, The Kardashians .
Even though the sex tape no longer defines Kardashian's career, the 41-year-old was seen grappling with the prospect of her four children being exposed to the tape online.
Viewers watched Kardashian in tears after West delivered her a hard drive said to be from Ray J , which allegedly contained unreleased footage of the reality star's infamous sex tape.
The singer disputed the events in the episode, calling them "a lie."
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