Rihanna, 33, is officially off the market. The singer turned mogul is dating longtime friend A$AP Rocky, 32. The two have been friends since A$AP joined Rihanna’s Diamond Tour in 2013. The singer also starred in A$AP’s music video “Fashion Killa” later that year.
Rumors of A$AP and Rihanna’s romance first started shortly after Rihanna split from billionaire boyfriend Hassan Jameel in January 2020, after three years together. A source told People then that “their lives were too different, and it was hard to maintain a relationship.” Shortly after their breakup, Rihanna was seen hanging out with A$AP Rocky more often. A$AP previously dated Kendall Jenner in 2016; their relationship ended in 2017
Rihanna and A$AP have yet to confirm their relationship verbally, but their PDA-filled sighting speak volumes. Here’s everything we know about the power couple, from when they were first speculated to be dating to their recent date night in April 2021.
December 2019
On December 2, the pair walked the British Fashion Awards red carpet in London. Rihanna wore a Fenty mint green satin dress with matching gloves and wrap, paired with a diamond-studded choker necklace. A$AP sported an all-black tux with sneakers. Janet Jackson presented Rihanna’s first fashion award for her Urban Luxe nomination.
January 2020
Rihanna and A$AP sparked tabloid dating rumors days after her split from Hassan Jameel was reported. According to Entertainment Tonight, Rihanna and A$AP attended the Yams Day Benefit Concert in Brooklyn together.
A source suggested the two were dating to The Sun, telling the British outlet, “they’re really enjoying each other’s company and taking things easy as it’s still early days.”
Shortly after The Sun‘s report came out, E! shut down the romance speculation. A source told E!, “Rihanna is single. She just got out of a long intense relationship with Hassan. She’s wants to be single and isn’t going to jump into something. She’s hanging out with A$AP Rocky, but she is not dating him. They have a long history and she’s just having fun.”
July 2020
Months after dating rumors were initially denied, A$AP appeared alongside Rihanna in Fenty Skin‘s ad cameo. The ad also featured Lil Nas X, Tommy Genesis, and Halima Aden.
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Rihanna interviewed the “Everyday” rapper in a GQ YouTube video. A$AP answered questions about his skincare routine, throwback outfits, and Fenty Skin. When asked about the most challenging part of working with Rihanna, the rapper said, “I think the hardest part about working with you is not goofin’ off and laughing the whole time. Like, this shit is comedy.” A$AP continued, “The hardest part is not having too much fun. You just forget that it’s still work at the end of the day.”
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November 2020
On November 28, the rumored couple was spotted out with a group of friends at the Beatrice Inn in New York. According to Page Six, the two were “seated discreetly behind a curtain.”
A couple of days later, People confirmed that Rihanna and A$AP Rocky are officially dating. The source did not provide details about the couple’s timeline or how serious their relationship is.
December 2020
On December 1, a source gave Entertainment Tonight details about Rihanna and A$AP’s relationship.
“They have always had amazing chemistry, and Rihanna relates to A$AP, and it [their relationship] feels natural, easy and fun,” the source said. “She feels very comfortable around him since they’ve known each other for such a long time and also feels a connection to him because his dad is from Barbados.”
According to People, the couple had been inseparable for weeks. A source told the outlet that “it’s a new relationship, but they both seem very into it.” A$AP’s lifestyle as a famous musician worked with Rihanna’s. “They’ve always seemed to have a great time together,” the source said. “They have a lot in common.”
Us Weekly reported that the “Goldie” rapper “has been very into Rihanna for years and was always the instigator in their flirtatious connection,” according to a source. The source also mentioned that Rihanna “would brush off his advances and kept him in the friend zone” until now.
“Things changed over the summer, and they finally hooked up. They’ve been together ever since,” Us’s source said.
The couple became more serious as the Grammy-nominated rapper flew to Barbados to join Rihanna and her family for the holidays. According to People, the pair spent Christmas together.
Entertainment Tonight was told by a source that “spending Christmas together was an obvious step” for their relationship. The source said being longtime friends makes it easier to “get along, travel together, and be involved in each other’s lives to the full extent. They always have such a good time together and definitely seem in love.”
On December 24, the low-key couple was photographed by paparazzi in Barbados. TMZ shared a photo of the pair hand-in-hand as they walked to the pier, seemingly confirming their relationship.
Later that month, paparazzi caught more affectionate moments between the new couple. Rihanna and A$AP were spotted sharing a kiss while enjoying their Catamaran cruise, according to TMZ. The outlet shared a video of the pair jet skiing and tubing alongside Rihanna’s friends.
January 2021
On January 18, the couple and friends celebrated Yams Day, an annual celebration of A$AP Rocky’s late friend and business partner A$AP Yam, who died in 2015. E! reported details of the night as the couple arrived separately.
“Rihanna arrived with a group of friends and met A$AP Rocky there,” a source told the outlet. “They entered the restaurant through different doors and tried to be discreet. A$AP Rocky entered behind a bodyguard and ducked inside quickly. Once everyone arrived, they sat together with a group of friends.”
The source said that the group had dinner and shared stories throughout the evening: “There was lots of food passed around the table and laughter coming from inside. They stayed for over two hours before leaving separately.” Rihanna and A$AP left separately.
April 2021
The couple made a rare sighting in Los Angeles on April 12. The paparazzi photographed the pair leaving dinner at Delilah in matching leather outfits. Rihanna wore a brown leather coat, and A$AP wore a black leather jacket paid with leather pants. It was confirmation that their romance remained very much on a year into the coronavirus pandemic.
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May 2021
In a GQ interview, Rocky opened up about his relationship with the Barbadian singer for the first time. In the interview, he referred to Rihanna as “the love of my life” and “my lady.”
The rapper did not share when the two began their relationship, but he did discuss what dating Rihanna is like versus playing the field. It’s “so much better when you got the One. She amounts to probably, like, a million of the other ones,” Rocky said. “I think when you know, you know. She’s the One.”
He also spoke about their trip together to Barbados during the holidays. “It was crazy. 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, and there was something nostalgic about it. It was foreign but familiar,” he said.
June 2021
On June 23, the couple was photographed sharing a kiss at Barcade in New York City, a rare public PDA moment for them. Rihanna wore a sheer pink high-leg slit dress with a furry hot pink hat. Rocky wore a leather jacket, maroon tank, and leather pants. Later that night, the paparazzi captured the couple leaving the venue as Rihanna wore Rocky’s leather coat with his arms around her.
A few days later, TMZ posted a video of the couple depicting one of Rocky’s grand gestures for his lady. TMZ posted Rocky sweeping Rihanna off her feet as he carried her through New York City’s Lower East Side. According to the outlet, the couple spent the night and early morning partying together.
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