In 2007, just months before the first episode of "Keeping Up With The Kardashian" aired, Kim Kardashian's sex tape she filmed with ex-boyfriend Ray J in 2002 was leaked to porn company Vivid Entertainment. According to The Sun, Kardashian sued Vivid Entertainment and settled out of court to the tune of $5 million, allowing the company to distribute the video as they pleased.

It seems as though Kardashian was still dating Nick Cannon at the time that the sex tape was released, and, though the tape was created before the couple started dating, Cannon immediately took issue with its existence. In a 2012 interview on "The Howard Stern Show," Cannon revealed that Kardashian had repeatedly denied that the sex tape had existed at all.

"This was my issue. We talked about this tape ...  And she told me there was no tape. If she might have been honest with me I might have tried to hold her down and be like 'That was before me' because she is a great girl. She's actually one of the nicest people you'll ever meet. But the fact that she lied and told me that there was no tape? And I still think she might have even had a part to play with [its release]," Cannon told Howard Stern, according to Huffington Post.

While Kardashian has since expressed regret about filming the sex tape, she has never spoken publicly about the role it had in ending her relationship with Cannon.