gnarlygninja
Hero
Dialogue not feeling natural is imo a criticism that gets painted with too broad a brush. There are definitely movies/shows where it's a sign of bad writing (usually the ones where it doesn't seem like the writers were aware of it) but there's nothing wrong with choosing otherwise. Aaron Sorkin still gets work and no one talks like that in real life.Yes, the cringe is real. Either thinking about young people we've known, or ourselves as clueless youngsters.
I appreciate that by the end of the movie Tom's actually tried out Jane Austen and found he likes her.
I was just thinking about how formal and kind of unnatural the dialogue in the movie is, especially for folks of that age, but I can absolutely suspend my disbelief given my recollection of how I (and others) wanted to show off my vocabulary and knowledge whenever I could. I suspect part of my enjoyment of the dialogue springs from the same place as my enjoyment of Jack Vance's dialogue. Stillman isn't quite as funny as Vance can be, but he's pretty great.