Fashion-Victim Villain: Played (for laughs?) with when Drizella messes with the Fairy Godmother's wand by changing her clothing. She gives herself giant jewelry, big hair and a giant dress, all in clashing colors.
Moral Event Horizon: She may or may not have already crossed the MEH by that point (see the YMMV page for the original classic for her earliest possible MEH), but Lady Tremaine definitely cements it in this film when she poofs Cinderella in a twisted pumpkin carriage with Lucifer as its human driver, and attempts to get Lucifer to kill Cinderella.Especially heinous because up until that point she was satisfied with just making Cinderella's life a living hell. She also has Anastasia posing as Cinderella to fool the prince. If anyone doesn't know, this is rape by deception (or at least it would be if this weren't a Disney movie)... and worse, she tries to use one of her own flesh and blood daughters for such shit, and right when Anastasia is becoming more and more sympathetic!
Narm Charm: Lady Tremaine chanting, "Bibbidi, bobbidi, boo!" to kick off the time-reversing spell. And then the spell not firing, causing her to cast an odd look at the wand and give it a few irritated flicks. You can practically hear her thinking "What's wrong with this thing?".
Cinderella was never completely a scrappy but she was an unpopular Disney Princess, alongside Aurora and Snow White. While iconic, all three of them have been hit hard by Seinfeld Is Unfunny and are largely seen as "boring" and "bland" compared to future princesses. This movie however gave Cinderella more character depth than the original film. That, combined with her athletic moments, helped many people like Cinderella more.
Special Effect Failure: Since the animators lacked the money for a Transformation Sequence as detailed as that from the first movie, any scene in which the Fairy Godmother changes someone's outfit basically consists of one character model fading into another.
Spoiled by the Format: Prince Charming rescues Cinderella from being sent far away and they're on their way to their wedding... only there's twenty minutes left in the movie.
Tastes Like Diabetes: The first three minutes of the movie, in which Cinderella recounts her rags-to-riches life to the viewers before she, Prince Charming, the mice and the Fairy Godmother sing about how "Perfectly Perfect" things have been since the wedding. Although considering how the movie plays with the issues of the original film, this could almost be intentional.