A$AP Rocky's Dating History, From Iggy Azalea to Rihanna

Iggy Azalea and A$AP Rocky dated from 2011 to 2012, before either of them had really hit it big. The relationship was mostly low-key since both were smaller artists at the time, but Iggy did get an “A$AP” tattoo, according to MTV.

A$AP Rocky reportedly had something going on with Rita Ora in 2012, though not a whole lot is known about the relationship. However, he dissed her pretty hard in his song “Better Things,” rapping, “I swear that b*tch Rita Ora got a big mouth / Next time I see her might curse the b*tch out,” seemingly in reference to Ora reportedly going public about their fling. A$AP later told “The Guardian” in 2015 that the lyrics were “tasteless” but oddly still stood by the diss. “Who gives a f*ck about who I’m f*cking? Nobody really cares,” he said. “It’s fun to hear, but who really gives a f*ck about who Rita Ora’s f*cking?”

A$AP Rocky and Chanel Iman reportedly started dating in early 2013 but broke up in June 2014 after their busy schedules got in the way. They parted on good terms, with A$AP telling MTV in 2015, “That’s my best friend. You’ve gotta be mature, to be in this type of predicament and have a relationship. I never really talk about these kinda things, about her, and she never really talks about me so I’m not really gonna say much on the subject but she’s happy and that’s all I want – I want her to be happy.”

A$AP Rocky dated Tahiry Jose for a few years, but it was another low-key relationship. It was reportedly casual, for the most part, and went on until 2017, overlapping with A$AP’s rumoured relationship with Kendall Jenner.

A$AP Rocky and Kendall Jenner were friends before they reportedly started dating in summer 2016. They were reportedly together for about a year.

Rihanna and A$AP Rocky met years before they started dating. They collaborated on music and stayed friends after the fact. They sparked dating rumours in 2020 and confirmed their romance soon after. The couple shared the happy news of Rihanna’s first pregnancy at the end of January 2022.