1. Simon (The Inbetweeners)
In all fairness, I could put every member of The Inbetweeners cast on this list. But Simon, for all his pining and bizarre declarations of love, should never have ended up with a girlfriend. I can take this from two perspectives: ending up with Carli at the end of season three, or ending up with Lucy at the end of the first film. Regardless, it shouldnt have happened. Throughout the three season run of The Inbetweeners as a television show, we saw Simon do anything for a chance to be with girl-next-door Carli DAmato, including spray paint their names in a heart on her drive way and wear urine-stained shoes for the chance to stand next to her in a club. Everything he does reeks desperation. Through a classic game of Ill take your phone and text whoever I want (Im not sure if theres an official name for that) it was revealed that Carli reciprocated those feelings... Or so we thought. At the opening of the film, Simon gets unceremoniously dumped and then travels to Malia in search of Carli, completely ignoring potential love interest Lucy whilst doing so. Now I know Lucys not a real person, but does that girl need a back bone. And fast. All of the abuse and rejection she endured at the hands of Simon and she went crawling back to him... that makes it sound much worse than it actually was, he just rambled on about Carli for ninety minutes and still got the girl. Its hardly deserved.