When It Happened: 2015
How “Patrick Bateman” Is It?: 9.5/10
 
In the summer of 2015, Scott cheated on Kourtney in the most public way he possibly could. While Kourtney was in Calabasas taking care of their kids, Scott was chilling poolside in France with his ex-girlfriend, Chloe Bartoli. Scott's indiscretions were photographed in July, but he and Kourtney didn't officially call it quits until October that same year.