Dawson Casting: All the high school kids, to the point that the joke about Micah being several years older than the others does not work since they all look the same age. Made more jarring since they managed to get actual 14-year-olds for the flashback sequence, making it look like the characters aged 10 years from 8th to 12th grade.
Real-Life Relative: Emma Stone's brother is a prominent extra at the party where Olive "does" Brandon.
Shout-Out: Aside from narrating her own life by talking directly to a camera, Olive references Ferris Bueller first by naming it explicitly and then playing guitar and quoting, "I only had one lesson."
The movie was initially written as a hard-R adult comedy which featured, according to the writer Bert Royal, 47 F-bombs. This gives a little more credence to Olive's response to Nina, knowing that "twat" was probably originally a case of Country Matters — it would certainly make the principal's reaction a bit more justified.
Emma Stone's audition, included as a special feature on the DVD and Blu-Ray releases, reveals that the original script had Brandon as the source of Olive's middle-school crush, and he was the boy that she lied about kissing during "Seven Minutes of Heaven."