Struggling with her debilitating obsession with shopping and the sudden collapse of her income source, Rebecca Bloomwood (Isla Fisher) unintentionally lands a job writing for a financial magazine after a drunken letter-mailing mix-up. Ironically writing about the consumer caution of which she has not abided, Rebecca's innovative comparisons and unconventional metaphors for economics grants her critical acclaim, public success, and the admiration of her supportive boss Luke Brandon (Hugh Dancy). But as she draws closer to her ultimate goal of writing for renowned fashion magazine Alette, she questions her true ambitions and must determine if overcoming her "shopaholic" condition will bring her real happiness.

The next door neighbors Nell Bedworth and Woody Deane have opposite behaviors and hate each other: the virgin geek Nell is polite, sensitive and well-prepared to go to Yale, while Woody is rude and his greatest expectation is to join a mediocre university due to his abilities playing football. When Nell and Woody are assigned to visit a museum together, they argue in front of a statue of an Aztec god. During the night, their souls swap bodies, bringing difficult situations to them. They first try to damage each other's reputation in high school, but soon they discover that their dream of joining college can only happen with mutual respect and support.

At 17 Mike O'Donnell is on top of the world: he's the star of his high school basketball team, is a shoo-in for a college scholarship, and is dating his soul-mate, Scarlet. But at what's supposed to be his big game where a college scout is checking him out, Scarlet reveals that she's pregnant. Mike decides to leave the game and asks Scarlet to marry him, which she does. During their marriage, Mike can only whine about the life he lost because he married her, so she throws him out. When he also loses his job, he returns to the only place he's happy at, his old high school. While looking at his high school photo, a janitor asks him if he wishes he could be 17 again and he says yes. One night while driving he sees the janitor on a bridge ready to jump, and goes after him. When he returns to his friend Ned's house, where he has been staying, he sees that he is 17 again. He decides to take this opportunity to get the life he lost.

Set in Sin City, story revolves around two people who discover they've gotten married following a night of debauchery, with one of them winning a huge jackpot after playing the other's quarter. Unhappy pair try to undermine each other and get their hands on the money -- falling in love along the way.

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