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  • Best Known for the Fanservice: The best remembered scene is a shirtless Jared Padalecki walking into a room where Mary-Kate Olsen does a slow motion Hair Flip, is then joined by a towel-clad Ashley, and he says "is today my birthday?"
  • Cliché Storm: Part of the reason the film bombed; many felt that the film didn't justify its theatrical release because, despite having a higher budget, it had the same kind of plot and character types as their direct-to-video movies.
  • Ham and Cheese: Eugene Levy knows what kind of film he's in and hams it up as the truant officer Lomax.
  • Fetish Retardant: The film tried to take advantage of the fact that the Olsen twins were eighteen now, and rope in males who were attracted to them. But since the twins were Older Than They Look (and don't look older than fifteen), the attempts at Fanservice ended up more creepy than sexy.
  • Funny Moments:
    • Jane breaks one of her high heels and sighs that they were her best. Roxie takes the other shoe, and breaks the heel off that, saying "now they're your best flats". Jane still isn't happy, grumpily saying she feels like a duck waddling.
    • While about to get made over at the salon, the Totally Radical soundtrack stops as Jane meekly asks if she could have a "more corporate bling".
  • Narm:
    • Roxie's attempts at giving Jane's speech, quoting Avril Lavigne's "Complicated", is meant to come across as Cringe Comedy but just ends up as actual cringe.
    • The sad montage after the Plot-Mandated Friendship Failure, where the sisters see other families walking around New York happily just ends up coming across like something out of a moody 2000s music video. Especially when each sister sighs the other's name out loud.
  • Uncertain Audience: The film's failure was the fact that it was trying to both pander college age males and the Olsen twins' pre-existing tween fan base. The result is a PG movie that is too derivative of their direct-to-video output to offer anything new, but also has some attempts at Fanservice that make it too risque for younger viewers.
  • Unintentional Period Piece: Roxie is obsessed with Simple Plan, and they're portrayed as playing for a crowded concert of people; firmly placing the movie to their heyday. Roxie also quotes Avril Lavigne's "Complicated", and her Pop Punk wardrobe pinpoints the movie to the early 2000s. Likewise the sequence where the twins get a makeover leads to them sporting fashion that's obviously from the 2000s, complete with Jane carrying a Mister Muffykins like Paris Hilton.
  • Vindicated by History: Given it was the Olsen twins' last movie together as well as having many Hilarious in Hindsight cameos many have come to appreciate the movie a bit more.
  • What Do You Mean, It's for Kids?: It's trying so hard to keep the Olsen Twins' brand family-friendly while also trying to make it more mature at the same time too—since it tries to acknowledge that so many of the fans who grew up with them are much older now too, to the point that you got the aforementioned Fanservice in there while also having the usual slapstick fare in play known to be in early 2000s PG movies and the two don't really seem to mix ultimately.

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