Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find that things are more complicated than anybody thought.

When Ben Wrightman, a young teacher, begins dating pretty businesswoman Lindsey Meeks, the two don't seem to have a lot of the same interests, but they fall in love, regardless. Their romance goes well until baseball season begins, and Lindsey soon realizes that Ben is completely obsessed with the Boston Red Sox. Though she tries to understand Ben's passionate team loyalty, eventually it threatens to end their otherwise happy relationship.

A New York City beautician is mistakenly hired as the school teacher for the children of the president of a small Eastern European country.

The story of the WWII project to crack the code behind the Enigma machine, used by the Germans to encrypt messages sent to their submarines.

Orphan Mary Katherine Gallagher, an ugly duckling at St. Monica High School, has a dream: to be kissed soulfully. She decides she can realize this dream if she becomes a superstar, so her prayers, her fantasies and her conversations with her only friend focus on achieving super-stardom.

For a class project, three college students decide to invent an unfounded rumor about the most popular girl on campus. But as the rumor spreads, it begins to spiral out of control.

Dorian and Angus chase down their womanizing stepfather with a helicopter, frightening him to death. In his effort to cover their tracks, Dorian begins investigating his stepfather's mistress, Sally. She works at a fast-food drive-through, she's pregnant and Dorian quickly falls in love with her. Unfortunately, his scheming mother wants Sally dead. And Sally isn't sure she wants Dorian to be her child's father and also his brother.

Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

In the mid-1960s, wealthy debutant Edie Sedgwick meets artist Andy Warhol. She joins Warhol's famous Factory and becomes his muse. Although she seems to have it all, Edie cannot have the love she craves from Andy, and she has an affair with a charismatic musician, who pushes her to seek independence from the artist and the milieu.

When Ethan arrives at the airport just in time to declare his undying love for his girlfriend, love appears to have conquered all. The scene, however, is really the ending of Ethan's novel, which his agent calls "unrealistic." Ethan soon meets a waitress, Jesse, and falls in love with her despite her growing devotion to Troy, a charming businessman. But the line between reality and fiction becomes increasingly blurred.