Tyga's relationship with Kylie raised eyebrows since the pair were romantically linked when the makeup mogul was still a minor. In August 2014, Tyga hosted Kylie's 17th birthday, and the two were seen getting close at the bash, according to video obtained by TMZ. At the time, Kylie's mom, Kris Jenner, denied the two were more than just friends, however. "Kylie isn't dating anybody," Kris said in an interview with "On Air With Ryan Seacrest" (via People). "[Tyga is part of] this whole little group of kids who have been around forever — and I call them kids because relatively speaking, they kind of all travel as a pack and they enjoy each other's company."
In February 2015, Tyga also denied he was dating Kylie in an interview with "The Breakfast Club" (via TMZ). However, that March, the two continued to spark dating rumours when Tyga shared a photo of Kylie on Instagram along with the caption, "Certain things catch your eye, but only few capture the heart," per Billboard.
Following Kylie's 18th birthday, she and Tyga appeared to be officially on when they were spotted holding hands while vacationing in Mexico that August, in photos obtained by People. Shortly after those pictures surfaced, Kylie appeared in Tyga's "Stimulated" music video, which featured the two kissing. That October, she also starred in Tyga's "Dope'd Up" music video.
After TMZ reported Tyga and Kylie had broken up in November 2015, Kylie hinted they were still together by seemingly posting a photo with the rapper on Snapchat with the caption, "Everyone needs to chill," per the Daily Mail. But after dating on and off for two years,Tyga and Kylie broke up for good in April 2017.