VH1: A Rihanna Hookup Rumor Timeline: From Drake To J.R. Smith To Drake (Again)
Trying to keep up with Rihanna’s relationship rumors is like trying to keep track of the most complex soap opera in human history. The “We Found Love” singer seems to find new love about as often as the rest of us change socks. Barely a week goes by when a story of Riri’s new alleged hookup comes spiraling out into the gossip universe, and this long weekend wasn’t any different.
Rihanna was spotted at the Miami club LIV on Sunday getting their swag on in the Florida heat along side long-rumored flame Drake. But they can’t be together because the New York Daily News says she hooking up with bad boy New York Knicks player J.R. Smith. But how can that be if she’s seducing the recently legal Justin Bieber!? No, you’re all wrong: She’s actually entered into a lesbian relationship with her dear friend Melissa Forde. But is Ashton Kutcher involved!? If so, HOW!??!
It’s all too much! So to help you make sense of the swirling vortex that we call Rihanna’s speculative love-life, we’ve assembled this helpful (and very thorough) timeline of all her hookups and relationships, both real and imagined. Enjoy!
Negus Sealy: 2003-2006, 2009?
Negus was reportedly Rihanna's first boyfriend when she was growing up on Barbados. The pair met when she was 15, and following her breakup with Chris Brown they were rumored to rekindle their romance for a brief time.
Jay-Z: 2007?
Rumors of Rihanna hooking up with her mentor Jay-Z have been swirling for years, especially after their 2007 collaboration on "Umbrella." However, we're pretty sure that Jay's wife Beyonce would disagree.
Omari Grandberry: 2007
Rihanna dated the hiphop star better known as Omarion in early 2007.
Shia LaBeouf: August 2007
The Beef apparently went on a single date with Riri back in the long hot summer of 2007.
Josh Hartnett: October 2007-November 2007
Rihanna enjoyed a brief fling with the heartthrob in the fall of 2007.
Chris Brown: November 2007-February 2009, (2012)
We have a feeling you've heard about this one...Three years after their relationship ended in a tragic assault case, Rihanna controversially resumed contact with her former lover.
Wilmer Valderrama: March 2009
Following her breakup with Brown, Rihanna reportedly rebounded with none other than...Fez from That 70s Show? Say what!?
Andrew Bynum: April 2009
Rihanna was linked to the Lakers star in early 2009.
Kanye West: May 2009
Gossip bloggers flew into a tizzy when Rihanna was spotted leaving Yeezy's apartment.
Drake: June 2009, 2010, 2011, 2012
Rumors of Rihanna hooking up with her frequent singing partner Drake have been running rampant since 2009.
Pharrell Williams: July 2009
Rihanna reportedly left a club with the N.E.R.D. front-man at 3AM.
Justin Timberlake: September 2009
Really!? JT!? Dubious British reports have Riri stealing Justin away from longtime girlfriend Jessica Biel.
Tristan Wilds: September 2009
Did Rihanna hook up with The Wire and 90210 actor?
Matt Kemp: May 2010-December 2010, 2011
OK, this one's for real. But did Rihanna reunite with her MLB-BF in 2011 for some QT at a strip club?
Siva Kaneswaran: July 2010
Was The Wanted singer wanted by Rihanna? He claims she texted him a few summers back.
Ryan Phillippe: December 2010-February 2011
Following her breakup with Matt Kemp, Rihanna supposedly rebounded with Ryan Phillippe.
Nicki Minaj: January 2011
Did Rihanna have the hots for Nicki Minaj? It sure sounds like it, but we're still not sure if they were actually ever more than friends.
Travis Barker: February 2011
Next Rihanna was linked with Blink-182 drummer Travis Barker, even posting a drum tutorial on youtube. No word on whether they banged any more than a drum...
Colin Farrell: March 2011
After appearing together on an English chat show, Rihanna was rumored to be sexting Colin Farrell.
Usher: April 2011
Although they did kiss, the relationship between Usher and Rihanna has been described as nothing but platonic.
Joe Jonas: July 2011
In the summer of 2011, Rihanna reportedly began sexting the middle Jonas brother.
J. Cole: August 2011
Hustler circulated reports that Rihanna made a sex tape with her backing musician J. Cole. We're thinking it was just a negotiation tactic, because it soon sank without a trace.
Dudley O'Shaughnessy: October 2011
For a little while we thought Rihanna found love with her "We Found Love" video costar. But that ended pretty quickly because apparently (amazingly?) he just wasn't that into her.
Rob Kardashian: February 2012
Did Riri keep up with Rob Kardashian?
Ashton Kutcher: March 2012
We never saw this one coming. Paps caught Rihanna making a late night solo call to Ashton Kutcher's house.
Melissa Forde: April 2012
Rihanna basically live tweeted her "date" with close friend Melissa Forde.
Zac Efron: May 2012
Our condom-dropping hero was rumored to be hooking up with Riri.
Justin Bieber: May 2012
No way. Just...no way.
J.R. Smith: May 2012
New York Knicks bad boy J.R. Smith is her latest hookup rumor.
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