Popsugar Celebrity Asap Rocky Who Has A$AP Rocky Dated? A$AP Rocky's Dating History, From Iggy Azalea to Rihanna 2 February 2022 by Hedy Phillips View On One Page Photo 5 of 6 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 5 Kendall Jenner (2016-2017) A$AP Rocky and Kendall Jenner were friends before they reportedly started dating in summer 2016. They were reportedly together for about a year. Previous Next Start Slideshow ASAP RockyRelationship TimelineIggy AzaleaRita OraCelebrity CouplesKendall JennerRihanna