Rihanna » Dating History

Historical look at Rihanna relationships, listed in date order.

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  •  On-Screen

Jay Z
Jay-Z and Rihanna 2006 RUMOR
Rumors in Hollywood indicate married rapper, Jay-Z, had sex with his new artist, Rita Ora. Jay-Z is married to singer, Beyonce Knowles, who has been putting up with his extramarital affairs, with other singers such as Rihanna, whom he signed to a deal in exchange for sex. [more]
Shia LaBeouf
Rihanna and Shia LaBeouf April 2007
Rihanna and Shia LaBeouf went out on one date in 2007, after they texted a couple of times and decided to meet up. He later said, "The spark wasn't there. We weren't passionate about each other in that way, so we remain friends." [more]
Chris Brown
Rihanna Fenty and Chris Brown May 2007 - March 2013
Dated Firstly: (May 2007 - March 2009) Dated Secondly: (October 2012 - March 2013) Rihanna and Chris Brown began dating in 2007, but broke up March 2009 after the assault case. They began dating again October 2012, but broke up again five months later. [more]
Justin Timberlake
Rihanna and Justin Timberlake May 2009 RUMOR
Rashard Lewis
Rihanna and Rashard Lewis June 2009 RUMOR
Aubrey Graham
Aubrey Graham and Rihanna 2010 - May 2014
We love to know every little thing a celebrity does especially when it comes to their love life and our addiction to noseyness has kept us interested in Rihanna and Drake this week. The pair have been spotted out together on a number of occasions suggesting they may actually be an item. And it now ... [more]
Matt Kemp
Rihanna and Matt Kemp January 2010
Rihanna and Matt Kemp finally confirmed they were an item in May, after months of speculation about their couple status. He has said, "I love to be around her." [more]
Dudley O' Shaughnessy
Rihanna and Dudley O' Shaughnessy September 2011 RUMOR
Ryan Phillippe
Ryan Phillippe and Rihanna December 2011 - April 2012 RUMOR
Back when Ryan Phillippe was linked with Amanda Seyfried, he was rumored to also have a short fling (hookup) with Rihanna. Sources said they'd been "very casual" and "discreet," but had been hooking up for a few months since December 2011. After a supposed sleepover after a February ... [more]
Ashton Kutcher
Rihanna and Ashton Kutcher March 2012 RUMOR
The 'You Da One' singer - who was seen leaving the 'Two and a Half Men' star's Hollywood home in the early hours of Wednesday morning (21.03.12) - is said to be smitten with Ashton after meeting him at a party of a mutual friend in December. And friends says she is so taken with ... [more]
Leonardo DiCaprio
Leonardo DiCaprio and Rihanna January 2015 RUMOR
Rumors are swirling about the nature of Leonardo DiCaprio and Rihanna's relationship after the two were spotted partying twice together in recent weeks. The 40-year-old Oscar nominee was seen partying with the 26-year-old Grammy winner at the Playboy Mansion on Saturday. According to a source at ... [more]

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