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1* AbilityOverAppearance: Blane was written to be a {{Hunk}} with a HeroicBuild. Creator/MollyRingwald however had a say in the casting and picked Creator/AndrewMcCarthy due to his attitude - claiming he's the type of guy she would fall in love with.
2* ActorInspiredElement: Creator/JonCryer suggested "Try a Little Tenderness" by Music/OtisRedding for his dance. His original suggestion was "State of Shock" by Music/MickJagger and Music/MichaelJackson, but the filmmakers couldn't get the rights.
3* BreakawayPopHit: While the movie isn't exactly obscure, it has been eclipsed somewhat by its soundtrack.
4** "Left of Center" by Suzanne Vega. She launched her songwriter career at the same time (and the video shows some traces of Ringwald's clothing and hairstyle).
5** "Shellshock" by Music/NewOrder was a considerable success even without the connection to ''Pretty in Pink'', in part because it was treated as a standard non-album single by the band rather than tying it specifically to the film (though the fact that it appears on the film's soundtrack album means that it isn't regarded as a ''true'' non-album release). Hell, the single's UK packaging provides zero indication that it was written for the ''Pretty In Pink'' soundtrack, likewise with ''[[Music/SubstanceNewOrderAlbum Substance]]'' and other compilations that include the song. Releases of "Shellshock" outside the UK ''do'' feature indications on the packaging that it's a tie-in with the film, though largely because Creator/AAndMRecords owned the rights to the film's soundtrack album-- and consequently the distribution rights to the New Order single outside the UK (though this only extended to the single release, not any appearances on later compilations).
6* CastTheRunnerUp: Creator/JamesSpader was offered the role of Blane, but he chose to take the role of Steff instead. He finds it more fun to play the villain.
7* CreatorsFavoriteEpisode: Creator/MollyRingwald named this as her favourite film of her own.
8* DawsonCasting: Averted. Creator/MollyRingwald was seventeen, and turned eighteen when the film was released. Creator/JonCryer however was twenty, Creator/JamesSpader twenty-five, Kate Vernon twenty-four, Creator/AndrewMcCarthy and Alexa Kenin twenty-three. Creator/KristySwanson however was a teenager.
9* FocusGroupEnding: Andie originally ended up with Blaine because test audiences favored the bad boy over the childhood friend—although cast members assert this happened because they complained that Duckie came off as too AmbiguouslyGay. ''Film/SomeKindOfWonderful'' came out the next year and essentially followed the original plot and ending with the genders reversed.
10* HostilityOnTheSet: In spite of their chemistry on-screen, Creator/JonCryer has stated that both Creator/MollyRingwald and Creator/AndrewMcCarthy found him "irritating" from day one. Cryer, who describes himself as a "very outgoing person" believes his attitude was the reason he never got along with the very reserved Ringwald and [=McCarthy=].
11* HeyItsThatPlace: The movie was filmed at the same Los Angeles high school, where ''Film/{{Grease}}'' was shot.
12* InMemoriam: The movie is dedicated to Alexa Kenin and Bruce Weintraub. Kenin, who played Jena, died in New York just before the movie was released. Set decorator/production designer Weintraub died of AIDS at age 33.
13* InspirationForTheWork: The genesis of this project emerged when Creator/MollyRingwald asked Creator/JohnHughes to write a movie based on The Psychedelic Furs song "Pretty in Pink", which was her favorite song at the time.
14* MethodActing: Creator/JamesSpader shocked everyone with just how heavily he got into the character of Steff.
15* RealitySubtext: Creator/JonCryer claims that he didn't get along with Creator/AndrewMcCarthy or Creator/MollyRingwald, lending subtext to his conflict over their relationship.
16* RealLifeWritesTheHairstyle: When the ending was re-shot, all of the principal cast members had to be called back. Creator/AndrewMcCarthy had already lost a substantial amount of weight and shaved his head for a new role in a New York City play called ''The Boys of Winter''. Although he wore an auburn wig, he's noticeably more gaunt in the re-shot scenes.
17* RomanceOnTheSet: Creator/MollyRingwald was dating Dweezil Zappa (son of Music/{{Frank|Zappa}}), who plays Simon.
18* StarMakingRole: For Creator/JamesSpader, and Creator/JonCryer.
19* ThoseTwoActors: Creator/JamesSpader and Creator/AndrewMcCarthy would work together the following year in ''Film/LessThanZero'' and ''Film/{{Mannequin}}''. [=McCarthy=] also directed several episodes of Spader's show ''Series/TheBlacklist''.
20* ThrowItIn: When Duckie gets thrown into the girl's bathroom, he says regarding the tampon machine, "We don't have a candy machine in the boys' room". This was ad-libbed by Jon Cryer. He also ad-libbed the line, "His name is Blane? That's a major appliance, that's not a name".
21* WhatCouldHaveBeen:
22** Creator/JodieFoster was the first choice for the part of Andie before Creator/MollyRingwald was cast, but turned it down due to scheduling conflicts.
23*** Creator/JenniferBeals, Creator/DianeLane, Creator/TatumONeal, Creator/SarahJessicaParker and Creator/BrookeShields were also considered for the role of Andie before the casting of Ringwald.
24** Creator/CharlieSheen auditioned for the part of Blaine before the casting of Creator/AndrewMcCarthy.
25** Creator/AnthonyMichaelHall and Creator/RobertDowneyJr were considered for Duckie before Creator/JonCryer was cast. Hall turned down the offer due to his fears of being [[{{Typecasting}} typecast]] as the geeky best friend, plus he felt that the overall plot was too similar to ''Film/SixteenCandles''.
26* WordOfStPaul:
27** Creator/MollyRingwald told ''Time Out'' in 2009 that she believed Duckie was gay:
28--->Duckie doesn't know he's gay. I think he loves Andie in the way that [my gay best friend] always loved me. That ending fell so flat - it bombed at all the screenings. I didn't realize it then - I just knew that my character shouldn't end up with him, because we didn't have that sort of chemistry. If John was here now, and I could talk to him, I think that he would completely acknowledge that.
29** Creator/JonCryer disputed Ringwald's assertion, saying Ducky is CampStraight and that he based the character off of his own personality and spoke of how he himself is often MistakenForGay:
30--->I respectfully disagree. I want to stand up for all the slightly effeminate dorks that are actually heterosexual. Just cause the gaydar is going off, doesn't mean your instruments aren't faulty. I've had to live with that, and that’s OK.

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