A sendup of all the teen movies that have accumulated in the past two decades. Jake : Malik, can you hold my books for me? Malik : Sure, why not? I am the token black guy. I'm just supposed to smile and stay out of the conversation and say things like; "Damn," "Shit," and "That is whack. Sign In. Play trailer

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Chris Evans played Jake Wyler, the most popular guy at school.
It also featured cameos from '80s and '90s stars like Melissa Joan Hart , Mr. Jake had his own designated parking spot in the school lot and his name was a play on Freddie Prinze Jr. Like Zack, Jake made a bet that he could turn the most "hopeless" girl at school into a prom queen. Naturally, he was crowned prom king at the event.
Released on December 14, , by Columbia Pictures , the film is a parody of teen films. In the stereotypical high school community of John Hughes High in Southern California , Priscilla, head cheerleader , separates from her football star but slacker boyfriend, Jake Wyler. Discovering she is now dating timid and weird Les to spite him, one of Jake's friends, Austin, makes a bet with him to turn Janey Briggs, a "uniquely rebellious girl," into the prom queen. Jake attempts to court Janey, but faces adversity from his own sister, Catherine, who is sexually attracted to him; Janey's unnoticed admirer and best friend, Ricky Lipman; and memories from his past football career. Catherine eventually assists him by "drastically" altering Janey's appearance simply removing her glasses and ponytail , instantly making her drop-dead gorgeous. Meanwhile, Janey's younger brother, Mitch, and his friends Ox and Bruce, make a pact to lose their virginity by graduation despite still being freshmen. Mitch tries to impress his longtime crush, Amanda Becker with a love letter. Bruce says that he does not have a chance with her, saying, "Keep dreaming!