ASAP Rocky's Ex-GFs, Iggy Azalea, Kendall Jenner, And More Who Were Linked With Don't Be Dumb Rapper

ASAP Rocky is a man of many talents. Born Rakim Athelston Mayers, he is one of the most renowned rappers, producers, and fashion designers of recent years. Many might not be aware, but he started his journey almost two decades ago, in 2007, as a member of the Harlem-based Hip Hop collective, ASAP Mob. Following this, he started getting wider recognition when, in August 2011, his single, Peso was leaked online. As he released more new music, he began to build a loyal fanbase. After signing with a record label, he released his debut studio album, Long. Live. ASAP in 2013.  

Over the years, ASAP Rocky has released two more studio albums – At. Long. Last. ASAP (2015) and Testing (2018). Both of these albums were huge hits, not only with listeners but also with critics alike. As fans had been eagerly looking forward to new music from the rapper, their prayers were finally answered when, eight long years after his last studio album, he dropped his fourth studio album titled Don't Be Dumb on January 16, 2026. The album features a host of other artists like Tyler, The Creator, will.i.am, and Doechii, among others. According to reports, he has also dissed his girlfriend, Rihanna's ex, Drake, in the song, Stole Ya Flow, on the album. Amid this, have you ever wondered about who ASAP Rocky's ex-girlfriends are? If you have, keep on reading to learn about the rapper's dating history.  

ASAP Rocky dated Australian rapper, Iggy Azalea  

ASAP Rocky's first relationship in the public eye was with Australian rapper, Iggy Azalea. According to reports, the duo first met through a mutual friend. At the time, they kept their relationship low-key because both were relatively unknown artists when they started dating. Interestingly, their relationship was serious enough that Iggy tattooed the name of Rocky's breakout mixtape, Love. Live. ASAP on her finger. We got an official confirmation about their relationship in January 2021, when Iggy, during an interview with Vibe Magazine, claimed that her now-ex-boyfriend, ASAP Rocky, also got a tattoo in her honour. In her words: 

"I love him and that's all there is to it. We have our own thing going on and I'm not the only one that [got the tattoos]. I'm just the only one with it on my fingers!"

Unfortunately, despite having a great relationship, ASAP Rocky and Iggy Azalea split up only a year after getting together. This also led Iggy to erase part of her tattoo, which linked to her ex's name. In 2016, it was revealed that the rapper's stepmother, Kari Mayers and his entire family were fans of Iggy. Calling her a “lovely girl, and so down to earth,” Kari told Hollywood Life that his family were sad when things between ASAP Rocky and Iggy did not work out.  

ASAP Rocky dated model, Chanel Iman 

In early 2013, ASAP Rocky started dating supermodel and former Victoria's Secret Angel, Chanel Iman. Like in his previous relationship, ASAP kept things pretty private between him and Iman. However, this did not stop the duo from making public appearances together, whether on the red carpet or at other high-profile events. One year later, in April 2014, several media outlets reported that ASAP Rocky and Iman had gotten engaged. Apparently, when the rapper got down on one knee to propose, Iman “happily accepted.” If the reports are true, they soon called off their engagement and decided to part ways after six months due to their busy schedules. Later, ASAP recalled his relationship with Iman and confessed, “I was so in love. I would say perfect girl, wrong time.” He added that he was “not okay with losing her, but that's the way of the world.”  

Did ASAP Rocky go from friends to lovers with model, Kendall Jenner? 

ASAP Rocky and Kendall Jenner were first linked when paparazzi cameras kept spotting them together on multiple occasions in 2016. This also made fans wonder whether they had truly gone from friends to lovers, as they had known each other long before sparking romance rumours. Fast forward to 2017, ASAP Rocky and Kendall were reportedly seen being “all over each other” at Coachella, which further fuelled the rumours. Although neither of them officially confirmed their relationship, fans became sure that they were together when they attended the Met Gala in May 2017, where they were photographed in a very intimate moment, almost close to sharing a kiss.  

ASAP Rocky allegedly had an on-and-off relationship with Tahiry Jose 

Surprisingly, around the same time that ASAP was said to be dating Kendall Jenner, he was also rumoured to be in a casual relationship with Tahiry Jose. For those unaware, Tahiry starred in the television show, Love & Hip Hop: New York. According to a source close to her, Tahiry and ASAP were in an on-and-off relationship that they tried to keep secret for about 3 years. The source also alleged that when Tahiry found out that ASAP Rocky was attending the Met Gala with Kendall Jenner, and after the duo's pictures looking cosy came out, she felt “very emotional”. It is worth mentioning that neither ASAP Rocky nor Tahiry Jose has clarified their dating rumours.  

Currently, ASAP Rocky's relationship with Rihanna, whom he started seeing in 2020, still seems to be going as strong as ever.  

Also read: Sean Penn's Relationship With Ex-Wife, Madonna, Married Within Six Months, Filed For Divorce Twice

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