Here are some of my favorite "writer" movies...
Stranger than Fiction is quirky, funny, and the scene where Dustin Hoffman plays an English professor trying to determine the genre of the novel taking over Harold Crick's life is one of the funniest things I've seen in years. Will Ferrell as you've never seen him and Emma Thompson is classic as the off-balance writer who always kills her characters.
Sideways is funny in the way we find humor in bleak recognition. When hapless, unsuccessful writer Miles shakes his pill bottle to indicate he's properly medicated (in the hysterical "I will NOT drink any FUCKING merlot" scene, when he describes himself as a piece of excrement floating out to sea, when his happily clueless friend gives him utterly unhelpful reassurance, when Miles douses himself with spit-bucket wine after getting bad news from his agent... The familiarity of Miles's misery is uniquely funny to writers.
Adaptation is one of those movies where I like to imagine the pitch meeting. "OK, so there's this book we want to adapt about orchids, only not totally, because the film will be about a writer trying to write this story about orchids, only he can't, oh, and there's this twin brother, and ..." I'm sure it didn't really go like that. I was laughing with recognition as Nicolas Cage wrestles with writer's block.
The Big Chill is maybe a stretch to include, but the Jeff Goldblum character is a writer for People magazine (soulless sellout!) and the JoBeth Williams character, now a housewife, once wrote poems and stories, and the deceased character whose funeral brings the whole bunch of yuppies together was a journalist in college. I love the dialogue in this film, and in a way it's about how many of us have big (literary) plans but few ever carry them out.
What are your favorites, and which obvious ones am I missing?