Rihanna’s Dating History - 15 Boyfriends

Rihanna Dating History – 15 Boyfriends

Since her rise to fame, we have seen Rihanna find love in a hopeless place with Chris and work on her fling with Drake. However, most of RiRi’s love life has been kept under wraps.

Rihanna Dating History

1. Rumored Ex: Shia LaBeouf

Who is He? Actor
Dated In: 2007

Shia LaBeouf

2. Ex: Chris Brown

Who is He? Singer
Dated In: 2007-2009 & 2012-2013

Chris Brown

3. Rumored Ex: Jay-Z

Who is He? Rapper
Dated In: 2009

Jay-Z

4. Ex: Drake

Who is He? Rapper
Dated In: 2009 & 2016

Drake

5. Rumored Ex: Justin Timberlake

Who is He? Singer & actor
Dated In: 2009

Justin Timberlake

6. Rumored Ex: Rashard Lewis

Who is He? Basketball player
Dated In: 2009

Rashard Lewis

7. Ex: Matt Kemp

Who is He? Baseball player
Dated In: 2009 – 2010

Matt Kemp

8. Rumored Ex: Dudley O’Shaughnessy

Who is He? Actor & model
Dated In: 2011

Dudley O’Shaughnessy

9. Rumored Ex: Ryan Phillippe

Who is He? Actor
Dated In: 2011

Ryan Phillippe

10. Rumored Ex: Ashton Kutcher

Who is He? Actor
Dated In: 2012

Ashton Kutcher

11. Rumored Ex: J.R. Smith

Who is He? Basketball player
Dated In: 2012

J.R. Smith

12. Rumored Ex: Leonardo DiCaprio

Who is He? Actor
Dated In: 2015

Leonardo DiCaprio

13. Rumored Ex: Travis Scott

Who is He? Rapper
Dated In: 2015

Travis Scott

14. Ex: Hassan Jameel

Who is He? Toyota Heir
Dated In: 2017 – 2020

Hassan Jameel

15. Boyfriend: ASAP Rocky

Who is He? Rapper
Dated In: 2020 – Now

ASAP Rocky
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