Kendall Jenner and Harry Styles:
Kendall and Harry were always super hush-hush about their relationship that no one even knew when they were officially together and when they were definitely dunzo. However, it was around the holidays two years ago that they were caught kissing on a yacht. Since then, sources say things fizzled out, but Kendall and Harry have been caught hanging out together in L.A. The One Direction crooner even attended her birthday party this year!