1 / 11
2008 - 2011: Ramsey IV - Leave it to Kylie to land her first boyfriend at just 12 years old. The pair dated for three years and were oh-so-adorable on social media.
2 / 11
2011: Cody Simpson - Pre-Gigi Hadid, Cody dated the youngest of the Kardashian-Jenner klan.
3 / 11
2013: Jaden Smith - Kylie's first love was the son of Will & Jada Smith.
4 / 11
2014: Austin Mahone - While they made multiple red carpet appearances together, we can't be sure these two were a fully-fledged item.
5 / 11
2014: Justin Bieber & Kylie - A rumour, but we want it to be true.
6 / 11
2014: Lil' Twist - The pair hung out in the same crew, so this was brief at best.
7 / 11
2014: Miles Richie - Sofia Richie's older brother was linked to Kylie for a hot minute thanks to a few telling social media selfies.
8 / 11
2014: Shamari Maurice - Kylie reportedly got with Shamari to get back at Jaden Smith.
9 / 11
2015 - 2017: Tyga & Kylie - only recently coming to an end, #Kyga caused much controversy going on and off again over two years. Oh and Tyga also having a child with Kylie's half brother Rob's baby mama. Wrap your head around that one.
10 / 11
2016: Partynextdoor - Possibly just a marketing ploy for his new single, we still thought this fling was FIRE.
11 / 11
2017: Travis Scott & Kylie - Kylie's rebound from Tyga or could this match be something more? Stay tuned...