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1* ActorAllusion: Bianca is wearing a white hoodie with two angels on it near the end. This is a reference to an AT&T commercial Creator/LarisaOleynik starred in - where a boy photoshops her head onto a picture of a cherub.
2* ActorInspiredElement: It was Creator/JuliaStiles' idea for Patrick to sing "Can't Take My Eyes Off Of You" on the football field.
3* ActorSharedBackground: They worked in Creator/HeathLedger's Australian background to be an actual part of the character, including having Kat ask him if the accent was real or faked.
4* ApprovalOfGod: The ex-boyfriend (named Anthony) who inspired the title loved the film. Says Karen [=McCullah=]...
5--> "We're still friends today. And every now and then I'll get a random phone call in the middle of night: 'My nephew doesn't believe that this title is about me. Tell him.' On the phone, I'm like, 'Yes, I hated Anthony in high school.'"
6* AwesomeDearBoy: Julia Stiles claims she wanted to be in the film as soon as she saw how feisty the lead character was.
7* CastTheRunnerUp: Creator/JuliaStiles had auditioned to play Bianca and got cast as Kat instead. Larisa Oleynik, who played Bianca, apparently really wanted to be Kat.
8* TheCastShowoff:
9** The talent show episode may have been created so [[Film/CampRock Meaghan Martin]] could sing.
10** Cameron learns French in order to tutor Bianca. Creator/JosephGordonLevitt is fluent in French.
11* DawsonCasting: Some of the supporting cast: Creator/GabrielleUnion (Chastity) and Susan May Pratt (Mandella) were 27 and 25, respectively.
12* DeletedRole: Gil Junger wrote a part for himself as a teacher, but the scenes were deleted.
13* FollowTheLeader: This is a SettingUpdate of a classic work of literature, set in an American high school, following the lead of ''{{Film/Clueless}}''.
14* MissingTrailerScene: Kat rejecting Patrick at the lockers then the camera zooms in on his grinning face *swoon*.
15* OneTakeWonder:
16** The then-17 year old Creator/JuliaStiles slowly broke down into tears while reading the poem on the very first take, an acting cue that was not in the film's script. First-time director Gil Junger was so moved, [[ThrowItIn he called a wrap to the shoot after that]].
17** TheOner playing over the end credits with Letters to Cleo performing on the roof had to be done in one take because it cost $500,000 every time the helicopter took off.
18* RealitySubtext: Kat gets accepted to Sarah Lawrence College. Larisa Oleynik (Bianca) went to Sarah Lawrence.
19* RecycledTheSeries: Although directed by the original director of the film as well.
20* RoleReprise: Larry Miller reprises his role in in the series as Kat and Bianca’s dad, Walter.
21* RomanceOnTheSet:
22** Joseph Gordon-Levitt dated both Larissa Oleynik ''and'' Julia Stiles after filming... not at the same time. The main cast apparently became fairly close friends, regardless.
23** Julia Stiles and Heath Ledger were briefly involved too.
24* StarMakingRole: Both for Julia Stiles and Heath Ledger. Joseph Gordon Levitt was already known for ''Series/ThirdRockFromTheSun'', but this gave him a big boost.
25* StillbornFranchise: In the early 2010s Junger wrote and began filming ''10 Things I Hate About Life'', that would "advance situations" from the original but have entirely different characters, suggesting that a series of romcoms with that shared title might be in the offing. Filming began in late 2012 with Creator/EvanRachelWood and [=Thomas McDonnell=] as a couple who MeetCute while ... attempting suicide. Filming stopped after a few months when Wood got pregnant and the president of the production company resigned. A few more weeks went in the can a year later, but then Wood left, saying she hadn't gotten paid what she should have by then, and the production company sued her. About 30 minutes were done, enough to make [[https://www.youtube.com/watch?v=TFgmolA-uxM a trailer]] to attract more investment, but as of 2021 it's pretty clear this version of the film, at least, will never be finished.
26* ThrowItIn:
27** Stiles's tears during the poetry reading scene were apparently unscripted, as was the brief shot of Ledger playing with the Bunsen burner near the opening of the film.
28** Karen [=McCullah=] claims the title was based off a diary entry she made during high school about a boyfriend she hated. When she and Kirsten Smith were writing the script, they looked over the entry and went "that's our title".
29** Julia Stiles supposedly improvised the table dance during the party scene. According to legend, the producers of ''Film/SaveTheLastDance'' were impressed when they saw it, which led to Stiles being offered the lead role in that film.
30* TypeCasting: This would be the first of three modernized Shakespeare adaptations Creator/JuliaStiles would star in - the others being ''{{Film/O}}'' (''{{Theatre/Othello}}'') and the 2000 version of ''{{Theatre/Hamlet}}''.
31* UnderageCasting: Minor example. Kat is two years older than Bianca. Creator/JuliaStiles is only three months older than Larisa Oleynik.
32* WhatCouldHaveBeen:
33** Creator/JoshHartnett and Creator/AshtonKutcher were the final candidates for the role of Patrick Verona before the casting of Creator/HeathLedger.
34** The original script had a much darker tone as Mandella would make several references to suicide attempts for instance.
35** The Stratford mother was a character in early drafts. She would be distant, ignoring her daughters' unhappiness and focused on writing romance novels. The character was retooled into Mrs Perky, and lines of dialogue imply the mother left the family.
36** The song Patrick sings to Kat was originally going to be "I Think I Love You", but they had to pick a different one since ''Film/Scream2'' was using it for a similar scene.
37** The character description for Kat in the script said she wore glasses to downplay her own beauty.
38** Scenes that appear in the script but not in the finished film:
39*** The gag in the club scene - where the music stops as Patrick calls Kat sexy - was added in during filming. There was also another scene scripted afterwards between Kat and Mandella, where the latter wishes William Shakespeare was there to witness the "rebirth of punk rock with us".
40*** Another Miss Perky scene, where she expresses horror that Patrick and Kat know each other, and warns him away from her - saying "If you two ever decided to breed, evil would truly walk the earth."
41*** The scene before Bogey's party had Kat fully intending to go and pretending not to just to {{Troll}} Bianca. In the final film, it looks as though she's serious about not going and only agrees when Bianca begs.

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