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1[[quoteright:300:https://static.tvtropes.org/pmwiki/pub/images/imgNever_Been_Kissed1.jpg]]
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3''Never Been Kissed'' is a 1999 RomanticComedy film starring Creator/DrewBarrymore, Creator/DavidArquette, Creator/MichaelVartan, Creator/MollyShannon, and Creator/JohnCReilly, directed by Creator/RajaGosnell, and produced by Barrymore's [[ShamelessSelfPromoter production company]] Flower Films. This is also one of the first movies of Creator/JessicaAlba and Creator/JamesFranco as part of the popular kid posse.
4
5Josie Geller (Barrymore) is a 25-year-old journalist assigned to report undercover as a [[AdultsDressedAsChildren high school student]] to help parents become more aware of their children's lives. Back when she really was a high school student, Josie was a nerd with bad personal hygiene; as a result she was very unpopular. Her initial efforts to fit in at school are about as successful as they were in her teens, but with the help of her brother Rob (Arquette), Josie becomes more popular. She also finds herself falling for one of her teachers, who believes she's 17 years old and is disturbed by his own attraction to her. When he learns the truth, it becomes a question of whether he can forgive her for the deception or if that will keep them from being together.
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8!!This film contains examples of the following tropes:
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10%% * AcquiredSituationalNarcissism
11* AdultsDressedAsChildren: Josie -- and later, Rob -- pretend to be high school students, despite having graduated years ago.
12* BettyAndVeronica: Discussed. "I always preferred Betty, but Veronica had great legs."
13* BigDamnKiss: At the end of the film.
14* BigEater: Rob. He wins an eating contest by downing a five gallon bucket of coleslaw.
15* BigManOnCampus:
16** Guy Perkins and later, Rob Geller.
17** In flashbacks, Billy is this at Josie's high school.
18* BrainlessBeauty: 99.9% of the popular kids at South Glen High.
19* UsefulNotes/{{Chicago}}: Several Chicago landmarks appear, and a climactic scene takes place at Wrigley Field.
20%%* ChickFlick
21* CoolSword: The main reason Guy is excited to go to prom as Orlando from ''Theatre/AsYouLikeIt'' is that he gets to carry a sword.
22* CoordinatedClothes:
23** The group of mathematical enthusiasts go to a prom in matching outfits. It makes them feel secure.
24** The GirlPosse, now including Josie, all buy cardigans together.
25* DaEditor: Gus is hard on Josie and skeptical about whether she has what it takes to be a true journalist, but he clearly cares about her.
26* DecadeThemedParty: Discussed. The kids wants to have a "Millenium" themed prom but it turns out another high school does that as well and they want to be unique. Their teacher suggests an '80s prom but they boo to that idea. (They choose "famous couples throughout history" after all.)
27* DunceCap: A Dunce Sombrero. Josie has to wear it because she was late to class.
28* EmbarrassingNickname: Josie Grossie!
29* EmbarrassmentPlot: Josie’s major motivation is to redeem her high school experience after being traumatized by the most popular guy in school, who [[PrankDate pretended he was taking her to the prom]] but then threw eggs at her when he came to pick her up. At the end, Josie becomes prom queen but [[HeroicSacrifice sacrifices her own popularity]] to prevent Aldys from suffering a similar humiliation at prom.
30* EthicalSlut: Anita is a great friend and {{Foil}} to Josie. While Josie is a hopeless romantic waiting for that one BigDamnKiss, Anita is way more sexually liberated but still hoping to find a true love.
31* FirstKiss: Josie dreams of having her first [[BigDamnKiss great kiss]], [[spoiler:and finally gets it in the final scene of the movie]].
32* ForcedMeme: Guy proclaims "rufus" as the new cool word and tells his friends to spread it around. Because Guy is the BigManOnCampus, it actually works. And when [[Creator/JamesFranco one friend]] tries to spice it up by saying "rufulicious," Guy insists that it's just "rufus."
33* FriendlessBackground: Josie is extremely unpopular in high school.
34* FundraiserCarnival: It is at one of these that Josie and Mr. Coolson share a ferris wheel ride filled with awkward [[UnresolvedSexualTension UST]].
35* GilliganCut: Rob enrolls in high school, so he can become a popular kid and then help Josie become popular. Josie scoffs at Rob’s arrogance in assuming he can become immediately popular, but in the next scene Rob has already won over the cool kids by winning an eating contest.
36* GirlPosse: Gibby, Kristen, and Kirsten are the three most popular girls at South Glen High, making one of these. Who the leader is isn't made clear, however. It seems to change from scene to scene.
37* TheGrovel: Josie poses as a high school student and falls in love with her teacher, Sam. When it's revealed that she's actually a 25-year-old investigative reporter, she prints an apology in her paper and tells him to meet her at the baseball stadium if he accepts. Then she waits there with the whole town watching to see if she'll be accepted or rejected.
38* GymClassHell: Josie, being the more cerebral sort, really struggles during gym class. The DrillSergeantNasty teacher doesn't help.
39-->'''Gym Teacher''': If you fail gym, you're never getting into college.\
40'''Josie''': You guys are still telling that lie?
41* HighSchoolDance: The climax of the movie takes place at the senior prom.
42* HotForTeacher: Josie and Coulson fall for each other, so much so that Josie's bosses at the ''Sun-Times'' want that to be the focus of her ultimate story. Instead, Josie writes an open love letter to him, culminating in her [[FirstKiss First]] BigDamnKiss.
43* InformedAttribute: Guy is the most popular guy at school and according to Josie, "the guy you get up to see at school", but he does ''absolutely nothing'' that makes him stand out from any of the other students, except that they all look up to him.
44* IntoxicationEnsues: Josie eats a brownie at a dance club. The man who gave it to her said it was rich in ''Vitamins T, H, & C!''. She ends up passing out, and her hand-stamp ends up writing "loser" on her head.
45* InWithTheInCrowd: A large part of the plot.
46* LiarRevealed: Josie outs herself [[WhatTheHellHero and her brother]] at the prom.
47* OfCourseImNotAVirgin: For those wondering, yes, Josie's been kissed before. She's just never ''really'' been kissed.
48* OlderThanTheyLook: Josie is chosen to go undercover as a high school student because she looks young for twenty-five, at least at the start of the movie. For some reason, Josie actually looks a lot older when she's masquerading as a student, with her curled and unflattering haircut, heavy make-up and dowdy clothes. Josie in her work outfit is much more believable as a student.
49* OrbitalKiss: Josie and Sam in the end.
50* PopularIsDumb:
51** Oh so much. The only one who seems to have a rare moment of awareness is BigManOnCampus, Guy Perkins.
52** The GirlPosse can't even remember that Rosalind and Orlando are the main characters of Theatre/AsYouLikeIt, the play they've been studying in English all semester.
53* PrankDate: Josie's real high school prom was a nightmare. As seen in a flashback, the most popular boy in school asked her to the prom but on the night of the prom, threw eggs at her from the limo with his actual date.
54* ReedRichardsIsUseless: In an effort to write a series of bestselling articles about what modern high school kids think the Chicago-Sun Times makes their own reality show with Josie as the star, yet they think she's wasting time and not coming up with anything engaging to write about despite themselves being absorbed with her life.
55* RiskyBusinessDance: For the Famous Couples Throughout History prom theme, Rob dresses up as Cruise in his dance scene from that movie.
56* RomComJob: Josie is a copy editor for the Chicago Sun-Times. Her love interest is a teacher.
57* SheCleansUpNicely: Done when Josie's prom dress is revealed. Interestingly, it's her brother, Rob, that reacts by telling her that she looks great. [[JustifiedTrope Justified]] in that Rob and Sam are the only people whose opinion we’re supposed to care about in the end, and Sam couldn't have picked her up without it being really, really weird.
58* ShoutOut:
59** Josie is named after a [[ComicBook/JosieAndThePussycats guitar playing pussycat]].
60** Rob calls Josie "[[Film/TheGraduate Mrs. Robinson]]" after Guy asks her out.
61** The school marching band is heard playing the theme to ''WesternAnimation/TheSimpsons''.
62* SingleGirlSeeksMostPopularGuy: Twice. Once when Josie really was a high school student (it didn't end well) and again when she goes undercover though she's more attracted to the age-appropriate Sam than to Guy.
63* TeensAreMonsters: Most of the teens in Josie's high school were sadistically mean to her ForTheEvulz.
64* ThemedParty: The high school kids discuss the theme of their prom and it's a serious business. It's supposed to be "Millennium", but it turns out another high school does that, too. Teachers suggest "Under the Sea" or decade-themed "the '80s", but the kids boo those ideas. Josie suggests "Meant for Each Other": Famous couples throughout history. The kids love it but then they mostly dress in whatever costumes they like (e.g. Disco Barbie, Malibu Barbie, or Evening Gown Barbie). Josie and her date go as Rosalind and Orlando from Shakespeare's ''As You Like It''. The gym is decorated with pink and gold as colours of love.
65* TraumaCongaLine: Poor Josie. She's late to class, forced to wear an embarrassing sombrero, fumbles her introduction by claiming that her family are sheep farmers, and spills chocolate milk down her white pants. And again later. She's late again, coming down off a high, wearing the same clothes as the night before, has the word "loser" on her forehead, throws up on camera, and then is knocked out by a door.
66* TwoTeacherSchool: The kooky French/Spanish/Social Studies teacher and the English/Sex Ed teacher.
67* UnnecessarilyCruelRejection: Josie remembers her disastrous high school prom where a popular boy she liked accepted her date. When going outside to wait for him, though, he emerges from the sunroof with his actual date, a pretty and popular cheerleader, and pelts the poor girl with eggs all while yelling how stupid she was to think he'd actually be seen with her as she cries and runs away.
68* WhatTheHellHero:
69** Rob and Sam feel this way toward Josie after she reveals she is really a reporter pretending to be a high school student.
70** Sam is mad at Josie for lying about her true identity and almost setting him up for being attracted to her.
71** Rob is mad at Josie for outing him as well, ruining his chance to play high school baseball again.
72* WhoNamesTheirKidDude:
73** A couple of instances. When asked about her name, [[Creator/LeeleeSobieski Aldys]] replies that her mother was 'going through her Harlequin romance phase' when she named her. Josie tries to reassure her that it's not any easier being named after a [[ComicBook/JosieAndThePussycats guitar playing pussycat]].
74** Another example is Guy Perkins. When introduced to him, Josie doesn't realize that that's his name, not just his gender. It spirals out of control from there.
75* WorstNewsJudgmentEver: Creator/RogerEbert, who worked in real life at the Chicago Sun-Times (where Josie is supposed to work), was [[http://www.rogerebert.com/reviews/never-been-kissed-1999 amused]] by the film's portrayal of investigative journalism:
76--> "Josie's adventures in high school are monitored at the Sun-Times through a remarkable invention, a brooch that contains a miniature TV camera and transmits everything she sees back to the office. We do not actually have such technology at the Sun-Times, and thank heavens, or my editors would have had to suffer through "Film/BabyGeniuses.'' [...] Apparently at both papers the way to get a big salary and an office is to devote thousands of dollars and weeks of time to an assignment where you hardly ever write anything."
77* WritersCannotDoMath:
78** If Josie is 25 in 1999, her senior prom would have taken place in 1992, not TheEighties, as all of the flashback music and fashion would suggest.
79** Also that the value of "pi" during the bake sale is wrong. Might be forgivable for the average high school student, inexcusable considering this was supposed to be the "smart" class.

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