Ashton Kutcher prepared for his role by speaking with Warren Beatty who played a similar character in Shampoo (1975). He also read Neil Strauss's non-fiction book "The Game", which is about pickup artists. (imdb.com)
Jennifer Jason Leigh was originally cast as Samantha. (imdb.com)
The party scene very early in the movie that introduces Anne Heche is an impressively orchestrated long take (no cuts) lasting more than three and a half minutes. (imdb.com)
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