When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by opportunists all gunning for their piece of the pie. Babe, a television tabloid reporter, poses as an innocent small-town girl to do an exposé on Deeds.
Josie, the daughter of the town's wealthiest businessman, faces problems at home and wishes to leave town but is disoriented. Her decision is finalized after she falls asleep in a Target dressing room. She awakens to find herself locked in the store overnight with the janitor, Jim, the town "no hoper" and liar.
Country girl Rebecca has spent most of her life on a farm in South Dakota, and, when she goes away to college in Los Angeles, Rebecca immediately feels out of place in the daunting urban setting. She is befriended by a savvy party animal named Crawl, who convinces the ambivalent Rebecca to stay in the city. When Thanksgiving break rolls around, Rebecca, no longer an innocent farm girl, invites Crawl back to South Dakota, where he pretends to be her fiancé.
Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.
Lovely Linda Mason has crooner Jim Hardy head over heels, but suave stepper Ted Hanover wants her for his new dance partner after fickle Lila Dixon gives him the brush. Jim's supper club, Holiday Inn, is the setting for the chase by Hanover and his manager.
After one of his class papers is stolen and turned into a movie, a young student and his best friend exact a hilarious, slapstick revenge on the Hollywood hot shot who has taken credit!
Grady is a 50-ish English professor who hasn't had a thing published in years—not since he wrote his award winning 'Great American Novel' 7 years ago. This weekend proves even worse than he could imagine as he finds himself reeling from one misadventure to another in the company of a new wonder boy author.
A crowded inn means that a man and a woman must share the same room for a night. One problem is that they are both married - to other people. The other problem is that they used to be engaged to each other.
In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping – a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door – until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.