AS POSTED BY NAEEM GAMING 
Rihanna: The Queen of Hearts & Hitmakers 
From island girl to international fashion icon and billionaire mogul, Rihanna’s love life has been as headline-making as her chart-toppers. Let’s take a romantic stroll through the unforgettable men who captured the heart of the Diamonds singer at various points in her fabulous journey: 
Jay Z – 2006–2007 The early whispers of Jay Z mentoring Rihanna sparked rumors of a brief romantic spark, though both remained tight-lipped. It was the start of her industry dominance. 
Omarion – 2007 In her post-Pon de Replay glow-up, Rihanna was linked to R&B singer Omarion for a short time, adding to her growing star power. 
Chris Brown – 2007–2013 Rihanna’s most infamous and heartbreaking relationship. Their chemistry was undeniable, but the fallout in 2009 made headlines around the world. Despite brief reconciliations, their story remains complex and controversial. 
Shia LaBeouf – 2007 Rihanna went on a date with Shia LaBeouf, though both later said there wasn’t much of a spark. Still, fans were intrigued by the potential. 
Josh Hartnett – 2007–2008 Hollywood hunk Josh Hartnett and Rihanna were spotted getting cozy after being introduced at an event—brief but definitely buzzworthy. 
Wilmer Valderrama – 2009 The That ’70s Show star was rumored to have shared a short-lived connection with RiRi in 2009. 
Soulja Boy – 2009 It was a fleeting, rumored connection during Rihanna’s experimental, post-Chris Brown era. 
Josh Henderson – 2009 The Desperate Housewives star and Rihanna had a short romantic moment, again showing her taste for handsome, charismatic actors. 
Matt Kemp – 2009–2010 Baseball star Matt Kemp was Rihanna’s first public rebound post-Chris Brown. They had a stable, affectionate relationship that ultimately fizzled. 
J.R. Smith – 2012–2013 NBA baller J.R. Smith and Rihanna shared a playful connection that made headlines, though she later distanced herself publicly. 
Lewis Hamilton – 2015 Formula 1 champ Lewis Hamilton was linked to Rihanna during the summer of 2015. Their chemistry had global buzz—even if it was short-lived. 
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Rihanna’s love life has been as iconic as her music, with many high-profile relationships capturing the public’s attention. Starting in 2006–2007, she was linked to Jay Z, sparking rumors of a romance as he mentored her. In 2007, she briefly dated Omarion and had a rumored fling with Shia LaBeouf. Her most famous and tumultuous relationship was with Chris Brown (2007–2013), which ended after a public assault, though they briefly reconciled.
In 2009, Rihanna’s love life included short flings with Wilmer Valderrama, Josh Hartnett, and a public rebound with baseball star Matt Kemp. She also had a rumored romance with Drake, which lasted on and off from 2009 to 2016, alongside other brief connections, such as with J.R. Smith and Soulja Boy. In 2015, she was linked to Leonardo DiCaprio and Lewis Hamilton before quietly dating Travis Scott for a time.
Since 2019, Rihanna’s most significant and enduring relationship has been with ASAP Rocky. Their friendship blossomed into love, and they are now parents together, becoming one of the most adored celebrity couples. Rihanna’s love life proves that, like her career, she marches to the beat of her own drum.