How Long Have Rihanna And A$AP Rocky Been Dating? The History Of Their Relationship/Friendship Explained

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How Long Have Rihanna And A$AP Rocky Been Dating? A Timeline Of Their Relationship And/Or Friendship
Entertainment And News

Are Rihanna and A$AP Rocky dating again (again)? And if so, is he the reason she and billionaire Saudi boyfriend Hassan Jameel, 31, broke up?

These questions and more have been on everyone's minds since the "Disturbia" singer and "Fashion Killa" rapper were spotted together backstage at the the Yams Day Benefit concert in Brooklyn on January 17, soon after sources confirmed she and Jameel called it quits after three years of dating.

How long have Rihanna and A$AP Rocky been dating (if they are)? Is it possible they're really just friends?

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Rihanna's longtime fans — sometimes known as the Rihanna Navy — thought that she and Jameel were a sure thing. Despite keeping their relationship on the low, rarely courting paparazzi attention and doing their best to keep any drama out of the papers, things between the duo were thought to be getting so serious that Rihanna was rumored to be moving to Paris to be with Jameel full-time.

And even though Jameel was reportedly not a fan of LA and the Hollywood scene Rihanna, 31, rolls in so deeply, the pair appeared happy and affectionate with each other when he met up with her at a Grammys after party in 2018

Now that Rihanna and Jameel are no more, rumors are flying as fans speculate that she and A$AP Rocky may be making another go at a relationship.

How long have Rihanna and A$AP Rocky been dating again (if, in fact, they are)? Let's take a look at a brief timeline of their relationship history.

1. Rihanna and A$AP Rocky were first rumored to be dating in 2013.

ASAP Rocky (stylized as A$AP Rocky), 31, whose real name is Rakim Athelaston Mayers, was first rumored to be dating Rihanna in 2013, when the two posted a series of pictures "doing cute, couple-y things together" on Instagram.

As it turns out, however, the photos were really images from the video they were shooting together for his song "Fashion Killa."

2. Sources continued to say Rihanna and A$AP Rocky were "just friends" ... with benefits.

While one insider insisted, "“He’s like a brother to her, they’re cool,” another said, “There is no dating relationship happening between the two, but they are definitely sleeping with each other. So that can obviously lead into things more romantic."

And yet another source who claimed to have witnessed their interaction on the "Fashion Killa" set got even more descriptive.

"They came out arm in arm and kissed," the source said. "Then they moved locations to a bodega in Soho. A$AP and his boys were like, cat calling, as Rihanna walked in. Then they talked [at the] end of scene. The cameras stopped rolling, they got closer laughing and whispering and then they made out."

3. A$AP Rocky insisted he and Rihanna were "just friends" — period.

While gossip continued to spread about their onscreen chemistry being even hotter offscreen, A$AP Rocky, who was in a relationship with model Chanel Iman at the time, shot that talk down.

'I don't even look at her like that. She's sexy, but I'm good," he told MTV News.

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4. And after breaking up with Chanel Iman, A$AP Rocky denied dating Rihanna yet again.

In a 2015 interview with MTV News, Rocky said of his breakup with Iman (who went on to marry New York Giants’ wide receiver Sterling Shepard in March 2018), "Me and Chanel broke up in June and I got really depressed, because I knew that she deserves better than me, And that's the truth. Everybody knows it. And I don't wanna be the guy to Lauryn Hill her, if you know what I'm saying. I love her so much that I would rather not be with her, than hurt her."

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But when asked in an interview with Hot 97 two months later why he and Rihanna weren't an item he replied simply, "Because that never happened. If it happened, then it would have happened. We didn’t do that. You know? ... To be honest with you, that’s not what I’m looking forward to, I’m looking forward to the friendship that I already have with all these females, because life is so complicated."

4. But in 2019, Rihanna and A$AP Rocky started hanging out more and more.

Even though the rumors of Rihanna and A$AP Rocky's relationship seemed to be put to rest back in 2015, they revved up with a vengeance again in October 2019, when Rihanna was spotted at the Rolling Loud festival hanging out with A$AP Rocky after his performance.

Then in December 2019, they infamously attended the British Fashion Awards together, and just weeks later she was spotted in Sweden at A$AP Rocky's first performance back in Stockholm following his arrest and subsequent jail there that summer.

5. Just a few days after her reported split from Jameel in 2020, Rihanna was seen supporting A$AP Rocky at yet another concert.

The A$AP Mob — the rap collective whose moniker stands for "Always Strive And Prosper" and includes A$AP Rocky, A$AP Ferg, and other mainly New York-based rappers — puts on what they call Yams Day every year in celebration of the life of Steven "A$AP Yams" Rodriguez, a fellow member of the A$AP Mob who died in 2015 of an accidental drug overdose.

And while the January 17, 2020 concert brought out the likes of Tyler, The Creator and Lil Yachty, it was Rihanna's appearance that made headlines, because she was seen getting cozy with A$AP Rocky backstage.

You can check out some of the pictures from their cozy hang below.

6. Neither A$AP Rocky nor Rihanna has confirmed that they're dating.

For the most part, Rihanna keeps her private life private — in fact, she has yet to make a public statement about her split from Jameel.

So it's little surprise these latest rumors about her dating A$AP Rocky again have been met with silence from both camps.

It will be interesting to see if either makes an official comment anytime soon!

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Bernadette Giacomazzo is an editor, writer, publicist, and photographer whose work has appeared in Teen Vogue, People, Us Weekly, The Source, XXL, HipHopDX, The Los Angeles Times, The New York Post, BET, and more.