Pretty Woman uncomfortable playing a sex worker. Winona Ryder auditioned, but was turned down because Marshall felt she was "too young". Jennifer Connelly was also dismissed for the same reason. Emily Lloyd turned it down as it conflicted with her shooting for the film "Mermaids". Meg Ryan, who was a top choice of Marshall's, turned it down as well. According to a note written by Marshall, Mary Steenburgen was also among the first choices. Diane Lane came very close to being cast (the script was much darker at the time); they had gone as far as costume fittings, but due to scheduling
Winona Ryder Christian Slater agreed to come back and make an Obi-Wan-type appearance. It's very funny." Ryder appeared in David Wain's comedy "The Ten". The film centers around ten stories, each inspired by one of the Ten Commandments. The film debuted at the 2007 Sundance Film Festival on January 10, 2007, with a theatrical release on August 3, 2007. Ryder played the female lead opposite Wes Bentley and Ray Romano in Geoffrey Haley's 2008 offbeat romantic drama "The Last Word". In 2009, she starred as a newscaster in the movie version of "The Informers". Ryder appeared in director J. J. Abrams's "Star