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.
Anne Heche was paid $65,000 for her performance in this movie. Heche was divorcing Coleman 'Coley' Laffoon at the time, and the amount became known from her financial declaration.
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.
Anne Heche revealed David Mackenzie would often keep the camera distant so as not to interfere with 'the intimacy of a moment.' "There's one thing that's all one take, from when I walk in and find him getting a blow job from another girl, and her leaving, and Nikki and I get into a huge argument, all the way to when I throw him down on the couch and we start having sex. That's all one shot. You're never being told who to feel for or how to feel about it. The camera was literally out the window for that entire thing," Heche said.