Chris Brown’s Dating History: Photos

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April 8, 2022 2:10PM EDT

Chris Brown has had various high-profile relationships over the years. Here are some pics of him with some of his previous lady loves.

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Chris Brown and Rihanna courtside

Chris Brown and Rihanna courtside — Who is Chris Brown dating? It’s a question Breezy fans are constantly asking themselves as, over the years, the rapper has known the love of several fine women. As he remains one of the more beloved rappers by his fans, the interest in his love life stays constantly in-demand — so we are here to provide the tea.

Some of Chris’ romances are too infamous to forget, like his explosive relationship with Rihanna, which ended abruptly and violently when he assaulted her ahead of the Grammys in 2009. Others had more positive outcomes, like with Nia Guzman, who gave brith to his first child, Royalty, in 2014. And now, there is Ammika Harris, the new lady in his life — and the mother of his second child.

Check out the slideshow to learn more about these women and how they were romanced by Chris Brown.

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Chris Brown & Ammika Harris in a car

Chris Brown & Ammika Harris in a car — Ammika Harris and Chris Brown were first linked back in 2015, but it’s been quite the roller coaster since then. What started as a kiss on the forehead in the club has evolved into rumors in 2019 that she was pregnant with his second child. Here, the pair enjoyed a romantic trip away in Paris in January 2019. Could the City of Lights have been the start of a grand new chapter in their relationship?

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Chris Brown & Agnez Mo walking

Chris Brown & Agnez Mo walking — In Summer 2018, Agnez Mo and Chris Brown sparked rumours they were hooking up after posting very cozy pics in the the studio together. Then came the kissing Instagram videos, which riled-up fans. And this was all after the two were sending each other cryptic, flirty messages online, which lead to a Disneylate date at the start of 2018. Still, things seemed to have fizzled out.

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Chris Brown and Karrueche Tran pose and amile

Chris Brown and Karrueche Tran pose and amile — Chris Brown’s most notable relationship, apart from Rihanna, was with actress/model Karrueche Tran. Dating for around 5 years, on-and-off … and on-and-off, the two went public in 2011 with their romance and stayed public about it, for better and for worse. They endured Chris’ reconnection with Rihanna, which led to the women fighting on Twitter; Karrueche being friendly with Drake; and the reveal that Chris had a child with another woman. But whatever connection they had wasn’t strong enough to endure it all, so the time finally called it quits for good in 2015.

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Rihanna and Chris Brown at a basketball game

Rihanna and Chris Brown at a basketball game — Here, Rihanna and Chris Brown sit courtside as they attend the Los Angeles Lakers vs. New York Knicks NBA game at Staples Center in Los Angeles on Christmas day, 2012. It was a momentous occasion for the pair, who have had perhaps one of the most notorious romances in pop music history. What began as a cuddly friendship in 2008 bloomed into a full blown romance almost overnight and between touring together and dating, they were rarely seen apart. That is, until Grammy night 2009. Their infamous fight over another girl texting him left Rihanna badly beaten by Chris, who smacked her head against the passenger window and continually punched her while driving. The pair split, and she put a restraining order on him. But sometimes, time does truly heal all wounds as the pair rekindled there relationship years later. In February 2012, Rihanna shocked the world and asked Chris Brown to appear on the remix of her song ‘Birthday Cake’ and for the next year, the pair remained very close. Ultimately, they split, deciding it was better just to be friends.

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