Chris Brown’s Reflection on Dating ‘Trashy Girls’ Raises Questions About How He Views Rihanna

Chris Brown and Rihanna’s relationship remains one of the most discussed romances in pop culture, blending music, fame, and controversy. The pair first connected in 2007, quickly becoming a high-profile celebrity couple celebrated for their chemistry and collaborations, including hits like “Umbrella” and “Birthday Cake.” However, their relationship took a dark turn in 2009 when Brown assaulted Rihanna. Now, we’re taking a look at what Brown said in 2023 about how he used to date “trashy girls.” It’s raising questions about how he viewed his romance with Rihanna.

Chris Brown admitted he used to date ‘trashy girls’

Chris Brown’s dating history has been closely followed by fans and the media, thanks to his high-profile career and often-publicized relationships. Among his most notable romances was his relationship with pop superstar Rihanna. It began in 2007 and ended dramatically in 2009 after a widely reported assault incident drew global attention. Beyond Rihanna, Brown has been linked to several other celebrities over the years, including Karrueche Tran, Ammika Harris, and other public figures.

In 2023, he spoke on Real 92.3 about the types of women he used to date and what kind of woman he looks for now.

“When I was younger, I used to go for the trashy girls,” Brown said. “Like, back in the day. Like, man, I like that little attitude, blah, blah, blah. You know what I’m saying?”

Brown’s interests changed over time. As he aged and became more mature, he noted that he now seeks tight friendships with the women he dates.

“But, you know, for me now, it’s just more about friendship, you know what I’m saying?” he continued. “I think I want to be able to continue a journey with somebody that I can be friends with, like, best friends. We kicking it. I like kicking it with them more than I like kicking it with my homies.”

Chris Brown and Rihanna had real love for each other

Chris Brown publicly expressed deep remorse for the assault on Rihanna in 2009, emphasizing his sincere apologies and commitment to change. In a video posted on his YouTube page, he stated, “I have told Rihanna countless times, and I’m telling you today that I am truly, truly sorry,” acknowledging the gravity of his actions and the impact on those around him. Brown further explained that he had been advised by his attorney not to speak out earlier. But he felt it was important to address the situation directly. He committed to seeking help to ensure such an incident would never occur again and expressed his desire to live a life worthy of being a role model.

In his 2017 documentary, Chris Brown: Welcome to My Life, he delved deeper into his feelings for Rihanna. He explained how he developed an attraction to her when he was just 15. After establishing a friendship, they entered a relationship.

“‘Let’s just do it. Let’s be boyfriend and girlfriend,'” Brown said in the documentary, according to Revolt TV. He recalled the beginning of his romance. “‘I’m ready for real. I think I love you.'”

Brown also noted he fell so hard and fast for Rihanna that he hoped to marry her. But they both struggled with fame at a young age. Ultimately, this led to his physical assault on Feb. 7, 2009. He later pleaded guilty to felony assault charges.

Is Breezy dating anyone now?

It’s clear that Chris Brown wasn’t referring to Rihanna when stating he once dated “trashy girls.” And now that he’s looking for true companionship, who is he dating now?

As of 2025, rumors suggest Chris Brown might be dating Jamaican model Jada Wallace. According to Grazia Daily UK, the couple was first linked in December 2024 after spending time together at an afterparty in South Africa. Since then, fans spotted them at Brown’s birthday party in May and a nightclub outing in Paris.

Despite their public appearances, neither Brown nor Wallace has officially confirmed the nature of their relationship.

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