In 2012, Rihanna and A$AP Rocky performed their hit "Cockiness" at the MTV Video Music Awards, and their number was so good it deserved a trophy. This wouldn't be the last time the two shared the stage as they went on tour together in 2013.
Fans had this song on replay after Rihanna and A$AP Rocky released the music video for "Fashion Killa" in 2013.
As the years went on, they remained friends. In 2018, they attended the Louis Vuitton Menswear Spring/Summer 2019 show as part of Paris Fashion Week and, of course, they totally slayed.
They also attended The Fashion Awards in 2019, with Rihanna dazzling in a mint Fenty dress and A$AP Rocky looking sharp in a black suit.
Met Gala official! Rihanna and A$AP Rocky attended the 2021 Met Gala together in style, with the "Umbrella" singer wearing a black Balenciaga gown and the "A$AP Forever" artist donning a custom ERL quilt and a tuxedo.
After announcing they were expecting their first baby, Rihanna recalled keeping her pregnancy a secret from her friends. "It was harder for me to keep it from my posse, because they're around me, they know my habits," she told E!'s Justin Sylvester. "They're like, 'You don't want something to drink? You're not smoking?' And I'm eating all the things I'm not used to eating. They know I hate sweets and I'm all of a sudden asking for cookies and donuts. But finally, I just had to let it all out, and they were all shocked, of course, as the world was shocked as well."
SOS! These photos are so sweet! As Rihanna and A$AP prepared for their bundle of joy, she continued to show her incredible pregnancy style.
While fans wondered if A$AP Rocky had proposed to Rihanna after seeing them sport the words "Marry me?" and "I do" across their teeth in his "D.M.B." video, sources close to the couple told TMZ in May 2022 the two aren't engaged.
May 2022
And baby makes three! Multiple outlets report that the couple welcomed a baby in Los Angeles.
She debuted her second pregnancy during the 2023 Super Bowl halftime show.
The pair take the 2023 Met Gala together in honor of Chanel designer Karl Lagerfeld.
Rihanna accompanied A$AP Rocky during his performance at a Spotify party in Cannes, France.
August 2023
The couple welcomed their second child, son Riot. One month later, they shared their first photos as a family of four in a rare photoshoot.
April 2024
Rihanna confirmed her romance with A$AP began at the end of 2019.
"I've seen him in relationships. He's seen me in relationships," she explained of their long history. "We knew what we're capable of, and the trouble that we could bring to each other's lives. We can make or break each other's hearts. And so, we started dating with a lot of caution."