A$AP Rocky Girlfriends 2021: Who Is A$AP Dating Now?

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Although he never really left, A$AP Rocky made his official return to the music scene on May 25 with his experimental album Testing. Because he has been so preoccupied with mastering Testing, Rocky has managed to keep his personal life virtually under wraps for the past year. With that being said, the public has continued to speculate about his girlfriends. While no information exists about who he has dated in 2018, we can explore his former relationships.


Teyana Taylor 2004-2006

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Back when Rocky was still a teenager growing up in Harlem, he dated Teyana Taylor, a singer, actress and model, also from Harlem. The stars dated when Rocky was 15 and Taylor was 13. Although not much is known about their young love, the two seem to be on good terms now, as Rocky defended Taylor after A$AP Ferg attempted to slander her in 2013. Rocky’s A$AP Mob member and friend Ferg professed vulgar claims about Taylor and insinuated that the two dated. Rocky quickly came to her defense, asserting that Ferg was not telling the truth.


Iggy Azalea 2011-2012

Rocky began dating the Australian rapper Iggy Azalea after their mutual friend, music producer Chase N. Cashe, introduced them. The two frequently spoke highly of each other to different media publications, with Azalea highlighting the tattoo she got in his honor– the words “Live. Love. A$AP.” on her pinky finger in celebration of his 2011 mixtape with the same name. Azalea also claimed that she was not the only one with ink dedicated to their relationship, although this has never been proven on Rocky’s behalf.

Tattoo or no tattoo, Rocky announced that they had broken up in July 2012. Speaking about the end of their relationship with Complex, Azalea said, “I definitely hated his guts and he hated my guts for a few months. [Laughs.] It was a legit ‘F**k you!’ ‘F**k you!’ peace out. But once you’ve had a few months to look at things in retrospect you realize maybe you don’t hate that person, you hate whatever caused the breakup, and you both failed in the relationship. I don’t call him up and have conversations and I wouldn’t say Rocky is my friend, but there are times I’ve congratulated him on things he’s achieved and he occasionally congratulates me on shit that he’s proud of. We’re cordial and I respect him, but there’s a separation.” 

In March 2013, Azalea revealed that she crossed out the “A$AP” part of her tattoo.


Chanel Iman 2013-2014

In April 2013, Victoria’s Secret model Chanel Iman revealed that she and Rocky had begun dating. They gushed about each other to the media for the duration of their relationship but had to part ways in October 2014 after not being able to make time for each other because of their busy schedules. Rocky expressed his heartbreak in several interviews, notably saying on Hot 97, “I was so in love. To this day, it’s all good. I think for me, we’re young and it was something that was so real that it was so serious. I would say, perfect girl, wrong time. I’m not OK with losing her, but that’s the way of the world. It’s not meant to work right now.”

Although over three years have passed and Iman is now married to New York Giants Wide Receiver Sterling Shepard and expecting a baby, Rocky still seems to think about their relationship. In “Changes,” one of the songs off of Testing, Rocky raps, “Wake up to my explore page / See my exes engaged, or either gettin’ married / Or had a baby with some n***a / Or either three months, post-natal post, post-nup, that little n***a pappy / I wonder if they really happy or just gettin’ at me.”

While Rocky seems to be rapping about several past girlfriends, the clearest link seems to be with Iman as she announced her marriage and pregnancy within recent months.


Tahiry Jose 2013-2014

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Following his break up with Iman, Rocky had an on-again, off-again relationship with reality star Tahiry Jose. Jose became famous after dating rapper Joe Budden and appearing on Love & Hip Hop: New York. Their relationship was mostly secretive until Jose’s friend spoke out following their break up.


Kendall Jenner 2016-2017

Rocky’s most recent and arguably most famous girlfriend, Kendall Jenner, is a reality star and model. Neither Rocky nor Jenner ever confirmed their relationship, but several sources corroborated that they were dating. Additionally, Rocky and Jenner have been seen at a plethora of events together, furthering the speculation. According to an US Weekly source, the two were never official but saw each other as much as possible given their busy schedules. Ultimately, the lack of availability proved too much for Rocky and Jenner as their relationship ended after a year.


As of 2018, Rocky is not in a relationship, at least publicly. But with the release of Testing and the beginning of his world tour, there is a good chance we will be reading about his next girlfriend soon.


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