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Ray J Dating History

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Complete list of Ray J dates, listed in chronological order.

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Ann Hill
Ray J and Monica Leon unknown date RUMOR
Lil' Kim
Ray-J and Lil' Kim 2001 - 2002
Don’t get me wrong, these two were nothing serious, but for years, they were having an on and off again fling. People would see them holding hands, jumping into cars together (roses in her hand) and kissing in public, but Ray never looked at it as anything serious. As he told Tyra on “The ... [more]
Kim Kardashian
Ray-J and Kim Kardashian May 2003 - May 2006
While rumors of a sex tape involving Kardashian and ex-boyfriend, Ray J (left), swirl, Kardashian denies any such tape exists. "There is no amount of money that could ever convince me to release any tape, even if I had one," she tells Complex. But the tape eventually surfaces on the Internet ... [more]
Pamela Anderson
Ray J and Pamela Anderson 2006
What do Kim Kardashian and Anderson have in common? Besides both making sex tapes, they also dated Ray J, the brother of R&B singer Brandy -- although for the "Baywatch" star, it was more of a very brief fling in March 2006. [more]
Whitney Houston
Ray-J and Whitney Houston December 2006 - February 2012
Whitney Houston and Ray J began dating December 2006, the relationship ended a year later. They began dating again on September 15, 2009. The relationship ended after Whitney's sudden death. [more]
Joanna Hernandez
Ray J and Joanna Hernandez 2009
Eventually, the two broke up after the show For the Love of Ray J. Ray J was quoted saying that Joanna was a little too wild for his taste, and on his second show season, he would like to find someone just a little more conservative. [more]
Connie Deveaux
Ray J and Connie Deveaux September 2010
Draya Michele
Draya Michele and Ray J 2011 RUMOR
Sophie Monk
Sophie Monk and Ray J 2012 RUMOR
Mia Milano
Ray J and Mia Milano April 2012
Teairra Mari
Teairra Mari and Ray J December 2012

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