1) Chris Brown

Occupation: Singer
Age: 27
Relationship Status: Single

The Story: Who could ever forget about ups and downs of Chris Brown and Rihanna. The singers began dating in 2008 before their 2009 domestic dispute resulted in them parting ways. In January 2013, the two gave their relationship a go once more before finally calling it quits in April of the same year.

2) Matt Kemp

Occupation: Professional Baseball Player
Age: 32
Relationship Status: Single

Rihanna and Matt were linked in 2009 shortly after her public breakup with Chris Brown and were going steady for about a year before calling it quits in 2010. While together, Rihanna coudn't help but gush about her feelings for the now Atlanta Braves ball player. "I'm so happy," she told Us Weekly. "I feel really comfortable and it's so easy. [The relationship] is just my peace. It keeps me sane."

3) Drake

Occupation: Rapper
Age: 29
Relationship Status: Single-ish?

The Story: During the 2016 MTV VMAS, when Drake announced he has loved Rihanna ever since he was 22-years-old--that's nearly 

8 years! The Bad Gal and the 6god have an ongoing flirtationship and who knows where it will end. According to E! News after Drake publically shared his feelings from Ri, the two reached peak PDA in the club, were going steady for a while before taking some time to see other people. Only time will tell if they're exclusive again anytime soon.

4) Shia LeBouf

Occupation: Actor
Age: 30
Relationship Status: Married--the Even Stevens child star tied the knot with girlfriend Mia Goth in a Las Vegas ceremony complete with a Haiwaiian Elvis Presley theme.

The Story: Shia admitted he and Rihanna started seeing each other in 2007 but there was no true chemistry between the two. "It never got beyond one date," he told MTV. "The spark wasn't there. We weren't passionate about each other in that way, so we remain friends."

5) Leonardo DiCaprio

Occupation: Actor
Age: 41
Relationship Status: Single

The Story: Rihanna and the Academy Award winner have been linked together for quite some time. The two are often spotted together in the club and most recently were seen in a Vegas night club "whispering into each other's ears" following a cute little flirtation during Coachella in 2016.

6) Wilmer Valderamma

Occupation: Actor
Age: 36
Relationship Status: Single (Most recently linked to singer Demi Lovato)

The story: Soon after RiRi and Chris Brown split, the singer reportedly was seen being particularly cozy with the That 70's Show star in 2009. Reports have it that the two were just "hooking up" and that their fling didn't last long.

7) Travis Scott

Occupation: Rapper
Age: 24
Relationship Status: Single

The Story: In 2015, Rihanna and Travis started on a love affair and he very quickly fell for her. "It's already very serious. He's very into her."

8) Dudley O'Shaughnessy

Occupation: Model
Age: 26
Relationship Status: ?

The Story: The boxer-turned-model appeared alongside Rihanna in her music video for "We Found Love" and the two definitely had intense chemistry both on set and in the video. Neither RiRi or Dudley said that they were an item but who knows what happened after the cameras stopped rolling!

9) Ryan Phillipe

Occupation: Actor
Age: 42
Relationship Status: Taken

The Story: After Ryan's divorce from actress Resse Witherspoon and Rihanna's break up from Matt Kemp these two reportedly found solace in one another in a hot but brief hookup. The actor attended RiRi's 23rd birthday in 2011 but the two didn't show any PDA as to not blow the cover on their little love affair.

10) Ashton Kutcher

Occupation: Actor
Age:
Relationship Status: Married

The Story: Back in 2012, Rihanna and Ashton had a hot and heavy eight week rendezvous according to The Daily Mail. The two met following Kutcher's divorce from actress Demi Moore and for a while Rihanna and Ashton's fling was steamy before the flame fizzled. Fortunately Ashton found love with wife and former co-star Mila Kunis and the two are soon-to-be parents of two.

Source: essence.com

Date Posted: Monday, October 17th, 2016 , Total Page Views: 1717