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Dylan Schoenfield, a student at the prestigious Los Angeles Woodlands Academy, is known as the "pink princess." She possesses the most desirable brand-new it bag, the most popular friends, and the most desirable guy in the world. But things take an unexpected turn when this princess throws her Serge Sanchez purse into a fountain by accident. There she is confronted by her very own personal frog, a self-proclaimed movie nerd named Josh Rosen. In exchange for saving Dylan's backpack, Josh is able to persuade Dylan to let him film her for the documentary he is making on popularity in high school. Dylan admits with reluctance that she will invite Josh from her F-list into her A-list world, and she is astounded to learn that there are moments when geeks can be very cool. But everything comes to a screeching halt for Dylan when her self-proclaimed "prince charming" of a boyfriend moves out of the apartment they shared together. Is it possible for Dylan to become the Woodlands Academy Fall Formal Blossom Queen? Will Josh be able to triumph at the 10th Annual Woodlands Academy Film Festival? Is it possible for Dylan, with Josh's assistance, to put the puzzle together and build her own happily-ever-after?