While Rihanna and A$AP Rocky started as music collaborators, their connection blossomed into something more.

A$AP confirmed in a May 2021 interview with GQ that he was dating Rihanna and called her “The One.” One month earlier, a source told Us Weekly that the pair were spotted “holding hands and laughing” during a night out in Los Angeles.

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“It’s obvious they’re a couple and also are each other’s best friend,” the insider added. “They kid around a lot [and] laugh a lot. They have private date nights together a lot and have a blast hanging out together.”

Since turning from friends to lovers, the couple have faced their fair share of highs and lows, from expanding their family to A$AP’s 2022 arrest in Los Angeles. A$AP and Rihanna welcomed their first child, son RZA Athleston Mayers, in May 2022 and their second baby in August 2023.

Keep scrolling to take a look back at Rihanna and A$AP’s complete relationship timeline:

September 2012

The pair made their professional debut at the MTV VMAs, where they performed a remix of Rihanna’s song “Cockiness (Love It).”

December 2012

After A$AP’s father died, the Barbadian pop star offered him her sympathy via Twitter. “My most sincere condolences bro,” she wrote, adding the hashtag, “#BajanBlood.

March 2013

The rapper joined Rihanna as an opening act on her Diamonds world tour from March to May and again for a handful of dates in October and November.

September 2013

The Battleship actress appeared in A$AP’s music video for “Fashion Killa.” The song included the line, “Her attitude Rihanna, she get it from her mama.”

May 2015

In an interview with NYC radio station Hot 97, the rapper denied ever having been in a romantic relationship with his colleague. “It never happened,” he said. “If it happened, then it would have happened. We didn’t do that. … That’s not what I’m looking forward to. I’m looking forward to the friendship that I already have with all these females.”

June 2018

The pair sat together in the front row at Virgil Abloh’s debut show for Louis Vuitton.

September 2018

A$AP attended the Diamond Ball for Rihanna’s Clara Lionel Foundation, named in honor of her grandparents. The organization funds education initiatives and natural disaster response programs in the Caribbean.

September 2019

The rapper attended the fifth annual edition of the Diamond Ball.

Credit: Anthony Harvey/Shutterstock

December 2019

The pair made a stunning red carpet debut at the Fashion Awards, sparking romance rumors once again after their many years of friendship.

Keep scrolling to take a look back at Rihanna and A$AP’s complete relationship timeline:

Credit: YouTube

September 2012

The pair made their professional debut at the MTV VMAs, where they performed a remix of Rihanna’s song “Cockiness (Love It).”