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Context YMMV / ThirteenGoingOnThirty

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1* AlternateCharacterInterpretation: Lucy is meant to be a straight up antagonist, but it's possible to read her as a former AlphaBitch who grew up and matured somewhat—she sincerely enjoys herself doing the Thriller dance, seems to like Jenna as a friend and appears genuinely hurt [[spoiler: when she discovers that Jenna essentially screwed her over]]. It's possible to read her [[spoiler: FaceHeelTurn in the third act as a little more understandable]].
2* HarsherInHindsight: Adult Jenna's flirtation with a child is cast in a harsher light not only by the cultural shift of the #[=MeToo=] movement, but by her adulation of Franchise/MichaelJackson, who would have a fresh PaedoHunt scandal break out between the production of this movie and its release.
3* JerkassWoobie: Jenna herself, though the Jerkass part is only technical. She realizes just what an awful person she grew up to be and can't handle it. Jennifer Garner is very good at looking like a kicked puppy when the scene calls for it.
4* SugarWiki/MomentOfAwesome: The "Music/{{Thriller}}" choreography (yeah, the one from Music/MichaelJackson) is freaking awesome.
5* RetroactiveRecognition:
6** Creator/BrieLarson as one of the "Six Chicks" during her child actor phase.
7** Creator/AshleyBenson as one of the "Six Chicks" in the opening.
8** Creator/FelicityJones can be seen on the covers of the magazines at Poise and Sparkle.
9* RonTheDeathEater: Fans of the film tend to do this to Wendy, treating her like she’s awful towards Matt and their relationship is unhealthy. In reality, the worst things we see her do are [[SweetheartSipping take some food from her fiancé’s plate without asking first]] and [[HaveWeMet slightly misremember the name of a complete stranger whom she had only met once previously and spoken to for maybe thirty seconds]] (calling her Jenn'''y''' instead of Jenn'''a''').
10* TheyWastedAPerfectlyGoodPlot: Some critics noted how the film missed an opportunity to have Jenna become a FishOutOfWater in regards to then-current technology (with the only reference to it being a RunningGag with Jenna thinking she's hearing noises in her head when cellphones are going off) and also in regards to how much pop culture had changed since the 80s.
11 * UnintentionallyUnsympathetic: Though he does go through with the wedding (and this is ostensibly supposed to be the honorable choice), Matt treats Wendy ''terribly'' and shows her a boggling amount of disrespect over the course of the film. Jenna only finds out that Wendy exists in the first place when Jenna and Lucy bump into Matt while he's out shopping with her. Matt is obviously distracted and thinking about Jenna when Wendy flies into town to see him and ignores her over the lunch she bought him. Matt makes plans to hang out with Jenna ''the night before his wedding'' without even telling her that it's the night before his wedding, and he ''kisses Jenna'' and considers leaving Wendy for her, all presumably without telling Wendy that any of this happened.
12* UnintentionalPeriodPiece: Jenna works at a fashion magazine, and any mention of celebrities falls under this trope -- examples include a young Music/{{Eminem}} on the rise and Creator/JenniferLopez at her peak. The soundtrack and the fashion also combine to place the Present Day scenes squarely in the early aughts. And obviously doing the math with Jenna being thirteen in the 80s would place her turning thirty in the 2000s.
13* TheWoobie: Richard, when Poise goes out of business in the end. It's hard not to feel bad for him in this scene, especially considering how hard he tried to save the company from going down.

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