Another Disney family film veteran who has spent more time in the headlines and in rehab than in movies as of late, made her R-rated debut as a member of the ensemble of Emilio Estevezs 2006 Bobby, which explores the lives of various people inside the Ambassador Hotel on the day Sen. Robert Kennedy was assassinated in 1968. Lohan and Elijah Wood play a young couple who marry so he can avoid being sent to Vietnam but end up falling in love. Her first starring role in a R-rated movie was the golden 2007 turkey I Know Who Killed Me (pictured), in which she plays a dual role, including that of a stripper in a ticky-tacky club. Lohan even has a nude love scene, which made the rounds on the Internet. This last February, I Know Who Killed Me, which died a quick death at the box office, broke a new record when it won eight Golden Raspberry Awards, including worst film, worst actress and worst excuse for a horror movie. (Tracy Bennett / Associated Press)
Everyones favorite Batman began his career as a youngster over 20 years ago in Steven Spielbergs Empire of the Sun and headed over to Disney for Newsies and Swing Kids. He tipped his toe into the R-rated pond with the unintentionally funny 1994 film, Prince of Jutland, which was released in the United States several years later on DVD. Directed by Denmarks Gabriel Axel of the Oscar-winning Babettes Feast, this silly-billy film is actually based on the Danish legends of Hamlet. Bale bares his butt and gets to engage in some hanky-panky with the opposite sex. Helen Mirren, Gabriel Byrne and Kate Beckinsale also star in the film. (Anne Cusack / Los Angeles Times)
