7. John Cusack
Once upon a very many years ago, John Cusack was one of the straight up coolest sonofaguns on the planet. I know that may seem like an alien thought, one that jars uncomfortably with what you know to be true now. But stay the course and consider the evidence, he had films like the seminal "Stand By Me", the never not cool "Grosse Point Blank"", the utterly haunting "The Thin Red Line" and bonkers film making weirdness at its very finest with "Being John Malkovich". Indeed, for further evidence consider there exists a photograph where in Mr Cusack is in an open top car alongside Johnny Depp, Hunter S Thompson and an inflatable blow up sex doll. No context needed The man's trademark pithy, mumbley, hyper intelligent, vulnerable confidence was equal parts Robert Downey Jr charm and snark as it was Johnny Depps pouting otherworldliness. He was always a pleasure to watch and you'd feel pretty secure in the knowledge that your eyes were in for an enjoyable performance. Then he just decided to stop being good apparently. Case in point, like to any recent additions to his filmography - things like "2012", "The Raven" and "The Number Stations" as tangible evidence that he's apparently decided a decisive career move would be to become awful and star in terrible movies.
Nostalgia Rating The disappointment of seeing a once suave, confident and successful friend pleadingly trying to sell second hand cars to frat boys humming Pitbull remixes of Vampire Weekend.