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From Leonardo DiCaprio to Drake, not a bad line-up, RiRI

cathy suhocki
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1. Leonardo DiCaprio

Leo has been spotted with a bevy of beauties lately. One of them? Rihanna. Rumors abound that the two are currently dating.

Keep clicking to see who else has worked hard for Rih-Rih's attention, sparking either rumors or full-blown relationships.

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2. Matt Kemp

The baseball All-Star, now with the San Diego Padres, hit a homerun when he dated Rihanna in 2010.

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3. Chris Brown

Rihanna and Chris Brown: a story of love and tragedy. These two have dated on and off for years, even after The Incident.

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4. Drake

Drake, also known as Aubrey, also known as Rihanna's on-again/off-again beau. A handful of Drake's songs are supposedly about Rihanna. Wouldn't yours be?

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5. Ashton Kutcher

Long before he married Mila, Ashton was rumored to have briefly dated Rihanna. A+ move, man!

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6. Dudley O'Shaughnessy

After appearing in Rihanna's "We Found Love" video, rumors flew that the two were actually dating. Ah, art imitating life imitating art.

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7. Ryan Phillippe

After he split with Reese Witherspoon, it's said that Ryan and Rihanna dated for a bit

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8. Josh Hartnett

In late 2007, these two hotties totally dated. Wonder if they even remember that...

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9. Shia Labeouf

Word is it only took Shia and Rihanna one date to realize they weren't romantically compatible.

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10. Jay-Z

There were ample rumors (and about a million headlines) that Rihanna was seeing boss man Jay-Z on the sly. Were the rumors all a ploy to sell more records? Probably. Rihanna is the hottness, but come on! Jay-Z has Beyonce at home!

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11. Eminem

There's no definitive proof, but Rihanna was rumored to be dating another heavy-hitter in the rap game. Just before they kicked off their Monster tour, Rihanna all but confirmed the relationship when she said Eminem was a "real man" in comparison to Drake and Chris Brown.

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12. Justin Timberlake

Another entertainer that Rihanna may have collaborated with in more ways than one is Justin Timberlake. The two were caught having secret meetings all around New York City in 2009 and 2010.

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13. Rashard Lewis

Rihanna doesn't only date entertainers. Aside from Matt Kemp, she's rumored to have spent time with basketball player Rashard Lewis of the Dallas Mavericks.

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14. J.R. Smith

Add J.R. Smith to Rihanna's possible ex-boyfriend roster. Rihanna and the New York Knicks star brought attention to their possible relationship when they had a public argument in 2014.