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 shit out of me. I had to have stitches. The school kicked me out, not the bullies..." As a result, Ryder ended up being home-schooled that year. "Years later, I went to a coffee shop and I ran into one of the girls who'd kicked me, and she said, 'Winona, Winona, can I have your autograph?' And I said, 'Do you remember me? Remember in seventh grade you beat up that kid?' And she said, 'Kind of'. And I said, 'That was me. Go fuck yourself.'" Ryder's experiences being bullied continued into high school, when she achieved her early success