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* AngstWhatAngst: Betty and Margaret don't seem particularly shocked to learn that "Bud" and "Mary Sue" are from another universe and that "Bud" is leaving to go back to his own reality.
%%* {{Anvilicious}}: The movie isn't exactly subtle.
* AwardSnub: Creator/JoanAllen won several critics awards for Supporting Actress yet didn't receive an Oscar nomination.
* SugarWiki/AwesomeMusic:
** The Dave Brubeck Quartet's "Take Five", then Music/MilesDavis' "So What" playing as David explains that there is a world outside of Pleasantville.
** Etta James' "At Last".
** Music/BuddyHolly's music is used in the movie to good effect.
** Music/FionaApple's cover of [[Music/TheBeatles "Across The Universe"]] was particularly good ending music.
** Music/RandyNewman's breathtaking score. It captures the feeling of world-changing wonder that the introduction of color in Pleasantville brings perfectly.
* EnsembleDarkHorse: Skip Martin, due to him being played by Paul Walker.
* GeniusBonus: The first two books that David fills in by explaining the plots of are ''Literature/AdventuresOfHuckleberryFinn'' and ''Literature/TheCatcherInTheRye'', the two most banned books in American history. Likewise, the book that Jennifer reads after David starts his "stunningly dorky fad" is ''Literature/LadyChatterleysLover'' by D. H. Lawrence, an infamously banned book that was the subject of a notorious lawsuit in Britain.
* HilariousInHindsight:
** The TV family’s surname is Parker, 4 years before Tobey Maguire played his [[Film/SpiderManTrilogy most famous role]].
** Watching Creator/ReeseWitherspoon play a bad girl who ReallyGetsAround can be amusing knowing her wholesome RomCom star persona in more recent years.
* OneTrueThreesome: Many fans consider this an answer to the question posed in the final scene between Betty, Bill and George.
* RetroactiveRecognition:
** Creator/PaulWalker, who later became well known as one of the stars of ''Film/TheFastAndTheFurious'' franchise, plays Jennifer/Mary Sue's boyfriend Skip Martin.
** A handful of actors from ''Series/BuffyTheVampireSlayer'' play small roles, like Jonathan (Creator/DannyStrong) as one of the teens asking about books in the diner, Pat (Joyce's friend in one episode) who plays one of Betty's friends playing cards, Ford (Buffy's friend from her old school) who plays one of the friends of Jennifer's crush at the start at the movie, and Creator/MarcBlucas as one of the teens terrified by the first rain ever to hit Pleasantville out at Lover's Lane.
** Music/JennyLewis is one of Jennifer's friends at the start of the film.
** Jennifer's and David's mom is Lois from ''Series/MalcolmInTheMiddle''.
* UnintentionalPeriodPiece: Because it sets the present day so thoroughly in the late 90s, in order to contrast with the 50s setting of Pleasantville, the movie's setting is iconically and unrepentantly 90s.
* SugarWiki/VisualEffectsOfAwesome: The effect used to pull off film's gradual shift from black-and-white to color, [[SplashOfColor especially the falling-flower-petal sequence]], were groundbreaking. In fact, this film was, at one point, the most effects-heavy movie ever made.
* TheWoobie:
** George [[spoiler:after Betty leaves him]].
** Bill. Especially when [[spoiler:the greyscale mob destroys his diner and art, leaving him crestfallen]].
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