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  • Catharsis Factor: The movie wants the audience to condemn Jane for humiliating Tess in front of their friends and family, but honestly, plenty of people enjoyed the living hell out of watching Tess get Laser-Guided Karma for lying to George so he'd fall in love and marry her and for being such a selfish brat to Jane that she let someone cut up her mother's wedding dress knowing full well that Jane wanted to wear it at her own wedding. Not to mention she's a grown woman who can't even be bothered to clean and cook for herself or anyone else. Granted, Jane could have pulled them both aside and exposed Tess that way, but where's the fun in that? Given Tess' ridiculously bratty behavior, it's hard not to cheer when Tess gets humiliated.
  • Fridge Logic: Why wouldn't Jane have become a wedding planner, since she loves weddings so much?
    • It's explained that Jane's job was only supposed to be a temporary job since she was fresh out of college and needed a job. However, she fell in love with George and kept the job to be near him.
  • Heartwarming Moments: The titular twenty-seven dresses at Jane's wedding at the end, being worn by all the brides whose weddings she had worked so hard for.
  • Hollywood Homely - And how! Katherine Heigl plays the "plain" sister... the same woman who plays a former underwear model on Grey's Anatomy.
  • Informed Wrongness: It would seem the movie thinks that Jane was wrong to expose her terrible sister's lies in a public way that ruled out any chance of her spinning the truth and trapping George into a loveless marriage based on Tess's ego.
  • Signature Scene:
    • Jane showing off the eponymous dresses to Kevin, with some colorful flashbacks.
    • The yoga scene, due to some Workout Fanservice and some funny moments when Casey keeps cursing Tess and distracting the class.
  • Tear Jerker: Just that heartbroken look on Jane's face when she learns Tess had their late mother's dress cut up and used the leftover pieces for her own dress. All while knowing how Jane felt about the dress and how she cherishes every sentimental memento of their mother. This cold choice is what causes her to finally snap and practically disown Tess as a sister.
  • They Wasted a Perfectly Good Character: Gina only has a small handful of scenes despite being a colorful Goth played by Krysten Ritter and the only one of the brides Jane has assisted who spends much time around her.
  • Unintentionally Sympathetic: Jane after she publicly calls out Tess for her constant lying to George, during the wedding rehearsal dinner. She gets a What the Hell, Hero? from her sister and her best friend, but not only is she completely right about Tess being wrong for seriously and continuously lying in order to keep a relationship (and marriage), but Tess also had a major Kick the Dog moment when she cut up their late mother's wedding dress, knowing that Jane wanted to use it one day and being solely focused on herself. (Even saying it "wouldn't have fit Jane anyway" as an excuse.) Given that Jane has been an Extreme Doormat for the whole movie (and her entire life in putting Tess' wants first since they were kids), it's hard to blame Jane for finally snapping on her Bridezilla Jerkass of a sister. It's even harder to feel sorry for Tess given all of her lies (that would probably have ended her marriage very quickly even without any help from Jane), her It's All About Me attitude, and how she clearly doesn't seem that sorry about the way she's behaved. Even her excuse — that she'd recently been fired from her job and dumped by her previous boyfriend, and she was trying to be someone that George wanted and who deserved him — falls flat, since again she wasn't genuinely making an effort to be a better person, but merely copying Jane to make herself more appealing.


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