Ray J » Dating History


Historical look at Ray J relationships, listed in date order.

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  •  "Encounter"
  •  On-Screen

Karrine Steffans
Ray-J and Karrine Steffans unknown date
If there are any holdouts for Ray J’s love, they haven’t read the 2005 book Confessions of a Video Vixen. In it, author Karrine Steffans details her passionate relationship with Ray J. “When Ray and I made love, we would go for hours on end, each hour more satisfying than the las ... [more]
Ann Hill
Ray J and Monica Leon unknown date
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 West
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 July 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 July 2006. [more]
Tila Tequila
Ray J and Tila Tequila September 2006
Teairra Mari
Teairra Mari and Ray J December 2006 - November 2014
The couple have broken up multiple times throughout the years. Their most recent break up was in 2013. They recently got back together in 2014. It was announced on the Love and Hip Hop Hollywood reunion that they broke up again. [more]
Whitney Houston
Ray-J and Whitney Houston 2007 - February 2012
Dated Firstly: (2007 - 2008) Dated Secondly: (15 September 2009 - 11 February 2012) Whitney Houston and Ray J began dating in 2007, 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 2008 - 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 2009 - January 2010
Sophie Monk
Sophie Monk and Ray J 2012 RUMOR
Mia Milano
Ray J and Mia Milano April 2012
Princess Love
Princess Love and Ray J March 2014

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