Can You Name All 15 Men Rihanna Has Dated In The Last 9 years?
Bad Gal MemoRihs: A Look Back At Rihanna’s Complete Dating History - Page 14
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Rihanna’s Dating Resume´ Is Extensive And Interesting
Where is your album Rih Rih???
While we sit around and wait, we may as well meddle into her dating history. It feels like the singer was just making headlines about her tumultuous relationship with her R&B ex yesterday, but that relationship seems to just be a smear in her dating history. If any woman in entertainment can show a girl how to move on and live her single life, it’s Rih Rih.
Let’s take look back into Rihanna’s dating history after the jump.
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Shia LaBeouf 2007
https://www.instagram.com/p/BR0n2vtBXOw/?taken-by=shialabeouf&hl=en
The actor opened up to Playboy about the one date he had with Rihanna. He also said a spark wasn’t there, they remained friends.
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Josh Hartnett 2007
Rih Rih must’ve had “type” during the Umbrella era, because she was also seen out and about with Josh Hartnett the same year she had the date with Shia.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
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Jay Z 2006

J
Don’t read this is your name starts with “Bey”. Unfortunately, rumors to have been circulating about the two from 2006 – 2013.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
- Special Girls, Real Good Girls! A Gallery Of Spelman Stunners Who Set The Standard At SpelHouse Homecoming 2025
Chris Brown 2007 – 2009, 2014

These two-years may have been the longest of Rih’s life.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Wilmer Valderamma
Wilmer was there to comfort the singer after her breakup. They had a rebound fling.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
- Special Girls, Real Good Girls! A Gallery Of Spelman Stunners Who Set The Standard At SpelHouse Homecoming 2025
Drake 2010 -2014

These two’s dating relationship seems to be on or off whenever they feel like it.
Youtube
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Matt Kemp 2010

Rihanna’s first public boyfriend after splitting from Breezy.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Ryan Phillipe 2011
https://www.instagram.com/p/5DSgDqBLTE/?taken-by=ryanphillippe&hl=en
Yes, this was a thing. The hook up happened.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Dudley O’ Shaughnessy 2011
https://www.instagram.com/p/BEGYOfuliKT/?taken-by=dud__ley&hl=en
The boxer turned model. Remember this guy?
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Ashton Kutcher 2012
Rih was seen leaving his home for several nights in a row by paparazzi.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
- Special Girls, Real Good Girls! A Gallery Of Spelman Stunners Who Set The Standard At SpelHouse Homecoming 2025
JR Smith 2013
https://www.instagram.com/p/BPiWUoyBx4z/?taken-by=teamswish&hl=en
What was she thinking???
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
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ASAP Rocky 2014
https://www.instagram.com/p/BRb24fAjAf6/?taken-by=asaprocky&hl=en
The two were spotted together on several dates at the end of 2013 and beginning of the 2014.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Leonardo DiCaprio 2015
https://www.instagram.com/p/BR4cbFCg_S4/?tagged=leonardodicaprio&hl=en
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
- Special Girls, Real Good Girls! A Gallery Of Spelman Stunners Who Set The Standard At SpelHouse Homecoming 2025
Lewis Hamilton 2015
https://www.instagram.com/p/BR3nnb2gFLG/?taken-by=lewishamilton&hl=en
The singer and Formula One racer were spotted partying up together more than once last month.
- Extremely Private Papa Aaron Pierre Opens Up About His Son & Teyana Taylor Swoonship–‘Being A Father Is My Greatest Joy’
- Masika Kalysha Speaks Out On Her Husband Jamar Champ’s Passing—’Please Pray For Me And My Girls’
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Travis Scott 2015
Rih’s most recent boo-thang. How long do you think they will last?
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- Special Girls, Real Good Girls! A Gallery Of Spelman Stunners Who Set The Standard At SpelHouse Homecoming 2025
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