Rihanna’s Dating History: From Her Ex-Boyfriends To A$AP Rocky

Rihanna has been in some high-profile relationships. Picture: PA/Getty

Rihanna and A$AP Rocky are one of the music industry’s hottest couples! Let’s take a look at her dating history and ex-boyfriends over the years.

Rihanna has been dating boyfriend A$AP Rocky for quite some time, keeping things low-key before eventually confirming that they were officially a couple back in May 2021!

Speaking to GQ, the 34-year-old rapper called his girlfriend “the one” and also dubbed her “the love of my life”. Now the couple are inseparable after welcoming their first baby boy together in May 2022.

Riri has definitely had a very notable dating history, with high-profile partners such as Drake and Chris Brown.

But who has she previously been linked to? Here’s what we know…

Rihanna and Chris Brown

Rihanna started dating Chris Brown in 2007. Picture: Getty

Probably her most public relationship to this day, Rihanna dated ‘Freaky Friday’ hitmaker Chris Brown from 2007-2009.

They broke up following an incident in which Rihanna was physically assaulted by the father-of-two.

They parted ways until they reconciled in 2013 for a few months, but were quick to call it quits again.

Chris has shared his love and support for his ex over the years, leaving the occasional heart emoji under her Instagram photos.

Rihanna and Drake

Riri and Drake reportedly had an on/off relationship between 2009-2016 and have released some absolute bangers together including ‘Work’, ‘What’s My Name’ and ‘Take Care’.

However, things turned sour between the pair and Rihanna famously told Vogue in 2018 the pair were no longer friends.

She said: “We don’t have a friendship now, but we’re not enemies either. It is what it is.”

However, it looks like they’ve managed to patch things up as she attended his 33rd birthday party in October 2019.

Rihanna and Matt Kemp

She dated Matt for just under a year. Picture: Getty

She dated the professional baseball player for just under a year, from January-December 2010, following her split from Chris.

Matt, who plays for the Miami Marlins, ended things with the Savage X Fenty star because her schedule apparently became ‘too much’ for him.

A source told US Weekly: “He just can’t keep up with her crazy travel schedule. Matt’s sick of always following after her like a puppy dog all over the world. He wants something more normal.”

Rihanna and A$AP Rocky

Rihanna & A$AP have been romantically linked numerous times. Picture: Getty

Riri has been close friends with A$AP since they collaborated together on their track ‘Fashion Killa’ in 2013 – the same year he remixed her track ‘Cockiness (I Love It)’ and joined her on her Diamonds World Tour.

Over the years, they have been romantically linked numerous times and it wasn’t until May 2021 he confirmed their romance.

They attended the British Fashion Awards together in December 2019, shortly after she was seen supporting him at his concert in Sweden.

A$AP has since called his girlfriend “the one” and we’re honestly so here for the power couple!

Rihanna and A$AP Rocky have made serval public appearances as a couple. Picture: Getty

Since Riri and the rapper made their relationship public, they’ve been spotted at several lavish industry events together – most notably they walked the red carpet hand in hand at the MET Gala as well as the 2023 Golden Globes.

The Fenty business mogul was even spotted supporting her beau in the crowd in September as he delivered an electric concert.

Rihanna and Travis Scott

Travis and Riri had a short-lived romance. Picture: Twitter

Travis Scott and Rihanna had a short-lived romance in 2015, which came to an end as it reportedly became ‘too much’ for the ‘Four Five Seconds’ hitmaker.

They were first seen hanging out together at New York Fashion Week in 2015, with a source telling E! Online: “Travis and Rihanna are dating, officially. It’s already very serious. He’s very into her.”

However, it was shortly over after it was reported that the relationship between Riri and the rapper, who has a baby with Kylie Jenner, fizzled out.

Rihanna and Hassan Jameel

The makeup mogul dated Hassan for three years before calling it quits in January 2020.

The pair had a private relationship, making very few public appearances together over the years.

However, the split came as a surprise to fans as she confirmed in October 2019 that she was ‘of course’ in love with her man.

In an interview with Vogue, she said: “Yeah, I’m dating. I’m actually in an exclusive relationship for quite some time, and it’s going really well, so I’m happy.”