Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.

Despite her sheltered upbringing, Jenny is a teen with a bright future; she's smart, pretty, and has aspirations of attending Oxford University. When David, a charming but much older suitor, motors into her life in a shiny automobile, Jenny gets a taste of adult life that she won't soon forget.

A mysterious love triangle leads to a tragic shooting. Months later, eight members of a MySpace-esque chat room are being gruesomely murdered in the privacy of their own homes.

After the theft of copies of SAT exams from a principal's office, teenage reporter Bobby Funke sets out to unmask the thief. Bobby prints an article fingering Class President Paul Moore as the thief, shredding the youth's reputation. But as Bobby gets to know Paul's girlfriend, Francesca, he comes to realize he was wrong about Paul, so he sets out to unmask the true culprit.