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They were kids at that time, with Kylie being just 16 and Miles being 18 years old. And the couple was spotted getting cozy in Los Angeles several times.
Once Miles was about to kiss Kylie in his car, but she turned away at the last moment when she spotted the dreaded paparazzi. And for once, Kylie was the older partner in the relationship.
In 2015, the rapper claimed in a diss video aimed at then-boyfriend Tyga that he had hooked up with Kylie Jenner.
Again, it’s a claim that is not backed by any proof.
Could it be that guys are using the youngest Jenner to get famous by making headlines?
After Justin Bieber’s break-up with Selena Gomez in 2014, there were rumors of him and Kylie dating.
Starting from her first boyfriend, singer Ramsey IV, to her current beau and baby daddy, rapper Travis Scott, Kylie has been in the headlines for her numerous hookups.
Scott even performed at Kendall’s 21st birthday party in November 2016.
Now, Kylie is looking forward to a full life with Scott and their baby girl, Stormi, with her past firmly behind her.
You can’t find a better example of an on-again-off-again relationship than the one between Kylie and Tyga.
And boy has she made sweet music with them over the years, especially with her long-standing former boyfriend, Tyga.
Check out Kylie Jenner’s dating timeline and list of her boyfriends below!