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1* AlternativeCharacterInterpretation:
2** Is Ducky EntitledToHaveYou or a DoggedNiceGuy? Some ValuesDissonance is at play here. There's also Molly Ringwald's theory that Ducky was gay and ArmoredClosetGay (at least to himself).
3** Steff, a misogynistic, [[EntitledBastard stuck up]] prick ''or'' an ArmoredClosetGay whose self loathing and unrequited love [[HoYay for his best friend]] is causing him to lash out at the wrong people? You'll notice his constantly [[CrazyJealousGuy following Blaine around and interference with his romantic relationships]] isn't ''that'' dissimilar to the smitten Ducky's behavior. James Spader has his own WordOfSaintPaul that all of Steff's stuck up classicism and abuse toward Andie is due to the fact that he liked her but she didn't like him.
4* BrokenBase: It has been a subject of decades of debate whether Andie should end up with Blaine or Ducky or neither.
5* DirectorDisplacement: It was directed by Howard Deutch, but it's viewed as a Creator/JohnHughes film.
6* DracoInLeatherPants: Creator/JamesSpader at his smarmiest.
7* EnsembleDarkhorse: Ducky, despite being simply a supporting cast member, is considered by many to be the most memorable character in the film. In fact, a version of the movie was released on DVD as a "more Ducky" version, restoring many deleted Ducky scenes and featuring ''only'' Ducky on the cover.
8* FanPreferredCouple: An interesting example; the test audience disliked the original ending, where Andie ended up with Ducky, because they felt it created a BrokenAesop about not crossing class lines (which was arguably what the film was about). When the film was released, it had a new ending in which Andie ended up with Blaine, but this was ''also'' met with a poor reaction, and Ducky/Andie has been a FanPreferredCouple ever since.
9* HilariousInHindsight: In the record store, we can clearly see a line of records labeled for an alternative rock band named "Hole" - [[Music/{{Hole}} No, not that one]]. They didn't become active until 1989 and Music/CourtneyLove was instead pursuing an acting career when this movie was made.
10* SugarWiki/MomentOfAwesome:
11** Ducky beating up Steff was a little ''too'' [[CatharsisFactor satisfying]] to watch.
12** Towards the end when Blane ''finally'' stands up to Steff, culminating in TheReasonYouSuckSpeech
13* RetroactiveRecognition: You know the kid who almost gets hit in the eye with a staple? That kid grew up to be [[Music/TheAquabats MC Bat Commander]].
14* StoicWoobie: Andie is this when you consider the fact that her mother left the family and that she always knew her mother didn't love them. SINCE SHE WAS FIVE.
15* UnintentionalPeriodPiece: Even by 1980s teen dramedy standards, this is pretty damn 80s. So much that if people showed up dressed like these people in a movie today, the audience would assume the characters were satirizing the 80s. There's also a lot of Duckie's dialogue (such as him saying "bogus" unironically).
16* ValuesDissonance:
17** Ducky is a complete ''creep'' by modern standards. When he's not insisting that Andie and he are in a relationship, he's often making crass and sexist remarks towards other female students.
18** Jack smoking at the breakfast table. Smoking in movies gets a warning label now, while in the 80s it didn't raise an eyebrow.

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