Jon Gosselin (Michael Lohan and Erin Muller)
As the father of eight children, Jon Gosselin proved himself to be superfluous as a parent. Indeed, in 2007, the OctoDad was seen partying with Lindsay Lohan’s father, Michael, and his fiancée, Erin Muller, in the Hamptons. But a few years later, after Gosselin had divorced his wife, Kate, and Lohan had split from Muller, the Lohan patriarch began dating Gosselin’s ex-girlfriend, Kate Major. Lindsay will soon have a new half-sister by Major, meaning Gosselin is once again the odd man out.