Dawson Casting: Literally, in the case of James Van Der Beek playing Rick Sanford. As for the other main characters, only Chris Owen (Troy) and Arianna Richards (Melissa) could pass for high school freshmen.
Keep Circulating the Tapes: There has never been a commercial DVD release because New Line Cinema sold the rights, and no one knew who had them! Warner Bros. seems to have wound up with them, though, as they are making the film available as an unofficial DVD.
Unintentional Period Piece: Angus favors the flannel-and-jeans "grunge" look that went out of fashion shortly after the movie debuted. The soundtrack is also full to bursting with 90's Alterna-Rock (and Peter Gabriel).
What Could Have Been: Weezer were asked to write a song for the movie, and they had come up with two - "You Gave Your Love To Me Softly", which appeared in the film, and "Wanda (You’re My Only Love)", which didn't. "Wanda" was rejected due to following the plot a little too closely, and even ended up mentioning a plot point that was in the short story but eventually dropped from the film script ("My mom drives a big rig / and my dad is gay"). Rivers Cuomo's solo demo of the song appeared on his compilation "Alone: The Home Recordings of Rivers Cuomo.