Chris Brown’s Dating History – A Complete List of Girlfriends

chris brown dating history

After a decade in the spotlight, Chris Brown has made headline news for a number of reasons, from bust-ups with celebs (that Drizzy fight) to his impeccable dance skills and killer vocals; but what’s resonated most, is his love life.

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We first became invested in Breezy’s romantic relationships when he hooked up with Rihanna, providing us with images of the fairy-tale romance that we dreamed of. Sadly, that same romance unfolded in front of our eyes (with the horrific beating), making us question Chris Brown’s capability to love.

Since then, this best-selling male artist has evolved into a man on the hunt for the one (with a few set-backs along the way). To find out who he’s hooked up with along his journey, continue reading Chris Brown’s dating history below…

Ex: Rihanna

Who is She? Singer
Dated In: 2007 – 2013

Chris Brown and Rihanna’s relationship blossomed into a real love story in 2007 (after being friends for two years). The two teens seemed like the perfect match and were very much in love – they were both at the height of their careers and seemed to have it all. Yet, in 2009, the pair got into a violent conversation where the R&B singer assaulted Rihanna.

After such a tragic circumstance, you’d think that their love story would be over for good, but it wasn’t! In 2012, the pair had seemed to rekindle the flame and even made a song titled Nobody’s Business, but the new relationship soon fizzled out when RiRi questioned his love affairs.

Rihanna’s Dating History – List of Boyfriends

Rumored Ex: Natalie Mejia

Who is She? Singer
Dated In: 2009

Natalie Mejia was reported as the rebound after Chris’ split with Rihanna when the pair were spotted at a tattoo parlor together. Although Natalie confirmed the rumors, Chris’ spokesman denied all claims, confirming that they simply happened to be in the same place, at the same time.

Rumored Ex: Erica Jackson

Who is She? Hometown Ex
Dated In: 2009

The Undecided singer was also linked to his hometown ex, Erica Jackson following his break up with RiRi. They supposedly reconnected when Chris visited Virginia, but it seems that she was just a rumored rebound.

Rumored Ex: Joanna Hernandez

Who is She? Model
Dated In: 2009

In 2009, Chris Brown was also linked to model Joanna Hernandez following a series of pictures together. However, nothing further came of it, so it was either a quick fling, or there really weren’t any romantic sparks there!

Rumored Ex: Rhea

Who is She? Singer
Dated In: 2010

In 2010, Breezy was spotted out in Miami with ex N.E.R.D. singer Rhea. Photos were taken after a party, so there’s no confirmation that they were romantically linked, or if it was a one night only, type of fling!

Rumored Ex: Jasmine Sanders

Who is She? Model
Dated In: 2010 & 2019

In late 2010, it seemed that Chris Brown had actually met a potential partner in the form of ‘Golden Barbie’, Jasmine Sanders. The R&B singer didn’t confirm if they were dating, but in 2019 when they were pictured together again, he admitted that they were “just friends”. Soon enough, Chris lost interest and was onto his next subject.

Rumored Ex: Simply Jess

Who is She? Model
Dated In: 2010, 2011 & 2012

The pair were first spotted rubbing shoulders in a Miami nightclub in 2010 and seemed to cosy up for pictures over the years, but nothing further was released about their on-again, off-again relationship.

Ex: Draya Michele

Who is She? Model
Dated In: 2011

It seems that Chris has a thing for models, but who can blame him? In 2011, he briefly dated Draya, before moving onto his serious beau, Karreuche. What shocked the nation though is that Draya, Chris and Karrueche were pictured together leaving fans confused over this threesome. Draya was quick to confirm that she’s just friends with Brown and has total respect for Karrueche.

Ex: Karrueche Tran

Who is She? Actress/Model
Dated In: 2011 – 2016

After meeting Karrueche on a set in 2011, it appeared that Chris had finally met the girl for him, but the relationship was far from stable. Filled with drama and turmoil, the couple were doomed to fail from the beginning as Karrueche couldn’t wrap her head around his friendship with ex, Rihanna (and rightly so?!).

The pair even had a public spat on social media where Chris revealed some intimate details in a post (involving threesomes and his lack of focus on his career to make room for the new girl in his life). They continued to argue publicly until 2017, but the model finally confirmed that she will never take Chris back and that although she loves him, he caused her too much pain and made her look weak.

Ex: Nia Guzman

Who is She? Model
Dated In: 2014

Chris and Nia had a one-night stand in 2014, which completely destroyed his relationship with Karrueche. But Breezy confirms that he doesn’t regret his infidelity with his baby mama, Nia as it gave him the most precious gift on the planet – his daughter, Royalty.

Rumored Ex: Amber Rose

Who is She? Model
Dated In: 2014

In late 2014, Amber and Chris were spotted getting extra cosy in a club together, when the model appeared to be twerking on the singer. Following their encounter, Amber made it clear that she wanted to be his next girlfriend, but the feeling wasn’t mutual. Chris Brown had his eyes set on winning over Karrueche Tran.

Rumored Ex: Anara Atanes

Who is She? Victoria’s Secret Model
Dated In: 2014

The two were pictured getting very cosy together in public, but it’s speculated that their short-lived romance was formed to get Chris’ ex, Karrueche, jealous. Whether it’s true or not, you can’t deny that the pair made a cute couple – except Anara is good friends with Karrueche, so scrap that.

Rumored Ex: Rita Ora

Who is She? Singer
Dated In: 2015 & 2018

While the famous pair claim that they’re ‘just friends’, their sexual chemistry has been undeniable over the years. From their raunchy video for Body on Me and their closeness at award ceremonies across the years, it’s hard to deny that there’s been a thing between them. In 2018, he later commented on a bikini pic, calling the British singer a ‘penggal’ (translation: beautiful girl), adding flames to the fire of a romantic relationship.

Rumored Ex: Tinashe

Who is She? Singer
Dated In: 2016

After collaborating on the song Player, it seemed the pair built a close relationship. So close, that they had a private romance without the press getting light of the situation. But Brown’s admiration for Tinashe turned sour when she didn’t defend him in public and said that it wasn’t her decision to work with him. In true Chris Brown style, he took to social media and immaturely compared Tinashe to a “hobbit”! That’s one way to end a relationship.

Ex: Vanessa Vargas

Who is She? Model
Dated In: 2017

In 2017, Chris had moved on from the drama and found a new love interest: Vanessa Vargas. However, his adoration for RiRi seemed to mess this one up, too. During his tour, Chris commented on one of Rihanna’s posts, wishing her mom a happy birthday, which made Vanessa question whether the popstars were still in touch.

Rumored Ex: Agnez Mo

Who is She? Singer
Dated In: 2018

Although Chris and Agnez got extra close in the music studio, it’s uncertain whether the pair actually dated. They may have been inseparable at DJ Khaled’s party, but it seems the relationship didn’t progress into anything further.

Rumored Ex: Cardi B

Who is She? Rapper
Dated In: 2018

Following Cardi B’s split from fiancé Offset, the media decided to speculate that she’d found a new romance with Chris Brown. He wasn’t too pleased with the comments and shared a viral video of a boy saying “he doesn’t have time for gossip now”, putting a definite end to those dating rumors.

Cardi B’s Dating History – List of Ex-Boyfriends

Rumored Ex: DaniLeigh

Who is She? Singer
Dated In: 2019

Chris and DaniLeigh were rumored to be an item back in the summer of 2019 following the release of their collab, Easy (Remix). The music video showed the pair getting up close and personal and an Instagram caption fueled speculation that they were indeed hooking up. But, like many other duet collaborators, nothing came out of this relationship.

Ex: Indyamarie

Who is She?
Dated In: 2019

Right before Chris Brown found comfort in his (second) baby mama, he was said to be dating Indyamarie, a cutie who he met on the set of the Type of Way video. The duo were supposedly together for a month, but Indyamarie broke it off when she heard Breezy had a baby with Ammika Harris.

Ex: Ammika Harris

Who is She? Model
Dated In: 2019-2020

The Undecided singer was first linked with current girlfriend Ammika in 2015 but the duo were spotted together again in 2019. But, of course, no Breezy relationship would be complete without a scandal. The following day Chris was accused of assaulting another female and was imprisoned for two days, after being released on false claims. The Karrueche look-a-like, however, stood by her beau’s side and supported his decisions. Their relationship was so tight, that they had a baby boy together, Aeko in 2020, but as expected, they also broke things off!

Ex: Gina V. Huyn

Who is She? Fitness Model
Dated In: October 2020

Chris moved on from his baby mama and fell into the arms of Diddy’s ex, Gina V. Huynh. The singer was spotted holding hands with the fitness model in October 2020 on the set of the City Girls music video and it’s safe to say they looked pretty tight! Although she’s the latest girl in Chris’ relationship timeline, we have a feeling these two ended things quickly as no more was heard of them.

Although Chris’s dating history has been full of drama and infidelity, it’s clear that he invests his entire heart into a long-term romance and is seemingly trying to find the one for him. But will that one ever compare to the love of his life, Rihanna?

Do you think RiRi and Chris should be together? Let us know your thoughts on his past relationships in the comment section below.


Tale Teller

  • Joanna Zambas

    Joanna has a history in the fashion world; having studied lifestyle and fashion journalism at BA and MA level, she then proceeded to work in the hustle and bustle of fashion PR. These days you can find her working in the marketing sphere, content writing and religiously following the ins and outs of the entertainment world. She’s obsessed with celebrity style and the Kardashians – but who isn’t?!

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2 years ago

Well done Chriszoo