A Timeline Of Rihanna And A$AP Rocky's Relationship

Rihanna burst onto the music scene with her 2005 hit "Pon de Replay." Since then, she's become one of the biggest stars on the planet, putting "Work" into revolutionizing the fashion and beauty industry. Whether she's posing for Savage X Fenty, starring in a movie, or giving fans that Fenty Beauty glow, the mogul can never escape questions about her personal life. Rihanna has had a few highly publicized relationships, starting in 2009 when she dated singer Chris Brown. The infamous relationship ended when the two got into a fight the night before the Grammys, and photos of a black and blue RiRi floated around the internet.

Then there was her relationship with rapper and longtime collaborator Drake. Fans got the gist that the "Started From the Bottom" singer was way more into the relationship than she was when he passionately introduced her as the Vanguard Award recipient at the 2016 MTV VMAs. But in between each of Rihanna's relationship were rumors of romance with rapper A$AP Rocky. The two have always been in each other's orbit, supporting one another's music and attending industry events together, but it wouldn't be until 2020 that the pair became official. Let's take a journey through Rihanna and A$AP Rocky's relationship. 

2012: Early collaborations

Rihanna and A$AP Rocky's relationship started off professionally when he jumped on her "Cockiness (Love It) (Remix.)" The song was a deluxe single from Riri's "Talk That Talk" album. Rocky takes the first verse of the track with lyrics like "I go cuckoo for your Cou cou/ Your flying fish is my favorite dish." This may sound overtly sexual, and it probably is, but Cou cou served with flying fish is also Barbados' national dish. Leave it to Rocky to shout out the singer's home country through an innuendo.

"For some reason, she loves me," Rocky told Complex about the collaboration. "I'm not even saying in a sexual way, if that makes any sense to you. It's just like inspiration. It was Rihanna's idea. Only thing I did was a verse. That was it."

The two also opened the 2012 MTV Video Music Awards with the spicy tune, welcoming viewers to the show with some suggestive lyrics. The pair's chemistry was evident even back then when Rocky grabbed the Bad Girl's behind before she playfully pushed him away to perform "We Found Love" with Calvin Harris.

2013: A$AP Rocky enjoyed the single life

The "Cockiness" collab earned A$AP Rocky his spot as Rihanna's opening act on the Diamonds Tour. Rihanna returned the professional favor that same year by appearing in Rocky's "Fashion Killa" music video. In the song, he raps, "Her attitude Rihanna/ She get it from her mama." This bar paired with the visual of the two flirtatiously shopping around New York City had fans wondering if Rihanna was Rocky's muse for the record, but he shut that down when he told MTV News that he was enjoying the single life. "I don't have one girlfriend at the moment, so I don't have anybody to talk about. So, I'm talking about different, multiple girls because that's what's going on in life." 

But when it came to the music video muse, Rocky said Rihanna was the one. "She's a fashion killa in my eyes," Rocky said on 106 & Park. "I respect her jigginess. I respect her fashion sense so that's why I used her as a female."

Fans revisited the song in 2022 when Rihanna and Rocky announced they were expecting a child, pointing out the rapper may have manifested the pregnancy 10 years earlier when he said, "And Versace, got a lot, but she may never wear it / But she save it so our babies will be flyer than their parents."

2016-2017: Rihanna and A$AP Rocky saw other people

Rumors of Rihanna and A$AP Rocky being a couple fizzled for a few years when Riri started dating billionaire Hassan Jameel. Rihanna rarely made public comments on the relationship during its three-year run, and instead let the paparazzi narrate their worldwide travels. The couple quickly became meme-able gold in 2017 when paps caught the two in what appeared to be a heated argument while vacationing in Spain, then making out in a pool moments later. Rihanna seemingly poked fun at the photos on Instagram by posting a picture of two lions that resembled the viral shot, writing, "when u think u know more bout soccer."

Meanwhile, Rocky had his own relationship brewing with model Kendall Jenner. A source told Us Weekly in 2016 that the two were dating after they were spotted leaving Kylie Jenner's 19th birthday party together, but seemingly confirmed it themselves by showing major PDA at the 2017 Met Gala. However, according to The Sun, the two reportedly split later that year due to their busy schedules.

2018-2019: Public appearances

Rihanna and A$AP Rocky have always been in each other's lives regardless of their relationship status. In 2018, an insider told MTO News that Riri and Hassan Jameel were on a break because "she gets tired of men sometimes." During the reported split, Rihanna and Rocky attended the 2018 Louis Vuitton runway show together. The pair sat in the crowd with the likes of Kanye and Kim Kardashian West, to support LV menswear artistic director Virgil Abloh, who codirected the "Fashion Killa" video.

Back at New York Fashion Week, Rocky attended Riri's annual Diamond Ball in both 2018 and 2019. At his second appearance, Rocky reportedly had the time of his life surrounded by friends on the dancefloor when Pharell Williams performed Gwen Stefani's hit "Hollaback Girl." The two rocked looks from Rihanna's Fenty line while walking the British Fashion Award red carpet together in 2019. While this was enough to get relationship rumors swirling, Rihanna wouldn't announce her split from Hassan Jameel until early 2020.

2020: A$AP Rocky and Rihanna work together

A$AP Rocky helped Rihanna break skincare stereotypes by posing alongside the beauty revolutionizer in the introductory Fenty Skin campaign. Lil Nas X also appears in the brand's promotional video to "the new culture of beauty."

The pair showcased their dynamic in two Q&A style interviews with Vogue and GQ to promote the line. When Rocky gets to ask the questions, RiRi gives a detailed response about her skin type and the trouble areas she works with. When she asks Rocky about his skin type, he sums it up in one word: "Handsome," he said, making Rihanna roll her eyes. The pair weren't an official couple when the video was filmed, but the chemistry between the two of them was impossible to ignore.

RiRi also playfully revealed that the hardest part about working with her beau on the campaign was him being a bit of a diva on picking the usable photos. "I can't pick which one of my pores are smaller in each image," Rihanna mocked Rocky to his delight. "I'm just playing, but yeah, it's not hard working with you," she said, smiling.

2020: Rihanna and Hassan Jameel split

Rihanna and Saudi Arabian businessman Hassan Jameel broke off their three-year relationship in January 2020, Us Weekly reported. Although the singer's rep had no comment on the split, a source told People "their lives were too different and it was hard to maintain a relationship." That was the only explanation the public ever received on the split, and it was seemingly never brought up again.

Maybe Rihanna saw the signs that the relationship was failing in 2019 when she was asked by her "Ocean's Eight" costar Sarah Paulson in a Interview profile about getting married. She reportedly paused before giving her answer. "Only God knows that, girl," Rihanna said. "We plan and God laughs, right?" "Do you want to be a mother," Paulson asked. "More than anything in life," the singer replied. After the breakup, Rihanna was spotted reuniting with former boyfriend Drake and of course, her good friend A$AP Rocky.

2020: They're officially an item

After years of professional collaborations, photographed dinners, and rumored romances, People reported that Rihanna and A$AP Rocky were finally an item in 2020. An unnamed source told Us Weekly that the two formed a close bond over years of friendship and their shared connection to Barbados. Many people know that Rihanna hails from the Caribbean island, but Rocky's dad was also born a Barbadian before his family emigrated to the United States.

The pair jetted off to the motherland for their first Christmas as a couple. TMZ caught the stars sealing their love with a kiss in between jet ski and inner tube rides. Rocky later talked about the trip with GQ in 2021. "It was like a homecoming thing ... I always imagined what it would be like for my dad, before he came to America. And I got to visit those places, and believe it or not, there was something nostalgic about it. It was foreign but familiar."

2021: A$AP Rocky calls Rihanna 'the One'

A$AP Rocky gave fans a rare glimpse into his relationship with Rihanna in a 2021 GQ interview. Rocky revealed that "his lady" is "the One," and reportedly grinned ear to ear while talking about the "Kiss It Better" songstress. The rapper shared details of the cross-county road trip in which he and RiRi traveled in a tour bus, listening to classic rock, stopping at national parks, and tripping acid. "Being able to drive and do a tour without feeling like it was an occupation or an obligated job agreement, I feel like that experience is like none other," he said.

Life on the road also gave Rocky some time to work on new music, which he said Rihanna "absolutely" influenced. "I think it's important to have somebody that you can bounce those creative juices and ideas off of."

When asked if he was ready to be a father, Rocky used the same lingo he used to describe his future child in "Fashion Killa": fly. "I think I'd be an incredible, remarkably, overall amazing dad," Rocky told GQ. "I would have a very fly child. Very."

2021: Magic at the Met Gala

Making iconic moves comes naturally when you're Rihanna and A$AP Rocky. The two unknowingly created magic when they showed up to the 2021 Met Gala. "We weren't even sure if we were going to go, so separately, we were planning our looks just to be prepared," Rihanna told E! News at her Savage X Fenty fashion show. "We ended up getting ready together and going, and I didn't even realize we were on the carpet together until somebody said, 'You're making your debut,' and I was like, 'Oh, s***.'"

Even if they had realized the history-making moment they created, Rocky in a bright yellow quilt and Rihanna rocking 267 Bulgari diamonds would have never gone unnoticed. What's even more impressive than their outfit choices is the couple's arrival time. The two-hour carpet event was nearly wrapping up when the power couple graced photographers with their presence, sticking by the age-old adage of saving the best for last.  

2022: Get ready for one fly baby

Rihanna and A$AP Rocky nearly broke the internet on January 31, 2022, when they announced that they were expecting their first child together. Fashion photographer Diggzy snapped shots of the couple walking through Rocky's hometown of Harlem with a pregnant Rihanna wearing an unbuttoned pink coat to show off her bump. The photos, also published by Shutterstock and People, feature solo shots of the "You Da One" singer and a sweet moment of Rocky kissing Riri's forehead.

Rihanna shared a more candid picture of her growing belly a day later on her Instagram account, writing, "how the gang pulled up to black history month." Fans and celebrities went bananas over the announcement on social media, with industry giants and fellow mothers Nicki Minaj and Cardi B sending their congratulations. However, Drake reportedly unfollowed both Rihanna and Rocky soon after the couple broke the news, according to The Sun. There's always one bitter ex, huh? This could be the first of many kids for the couple, as Rihanna told British Vogue in 2020 that she wants "three or four of 'em."