7. Clooney Starts Out Small - Return Of The Killer Tomatoes!
Every actor needs to start somewhere, but sadly for George Clooney, he seems to have spent the first ten years of his big screen career attempting to sabotage any prospect of ongoing future success. Eight years before his break-out role in From Dusk Til Dawn, Clooney did what most young jobbers do, and signed up to a micro-budgeted, hair-brained horror sequel. It wasn't scary, nor was it funny, and watching it now, it feels like the abortive attempt by a young actor to start a career he was horribly ill-equipped for. The fact that Lip Synching Transvestite came after this role, and thus must be considered some sort of step up from it, tells you everything you need to know.
The Low Point If you thought Clooney's ability to convincingly play a man dressed as a woman (there was no attempt to convince that he was a woman, of course,) wait til you get a load of his attempts to convincingly play a human being in this.