While on a business trip in Los Angeles, Edward Lewis, a millionaire entrepreneur who makes a living buying and breaking up companies, picks up a prostitute, Vivian, while asking for directions; after, Edward hires Vivian to stay with him for the weekend to accompany him to a few social events, and the two get closer only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.

Mia Thermopolis has just found out that she is the heir apparent to the throne of Genovia. With her friends Lilly and Michael Moscovitz in tow, she tries to navigate through the rest of her sixteenth year.

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, he develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to save his reputation and report on her upcoming fourth trip down the aisle – during which he's convinced she'll run again. Though he's there on a muckraking mission, Ike can't help but fall for this breathtaking heartbreaker.

Sandy is a stressed-out, single mom who learns that her ex-husband is marrying a younger woman. Her friend Jesse's parents don't know that she has a family or that her sister, Gabi is married to a woman. Jesse's friend, Kristin, is juggling motherhood of a toddler, a patient boyfriend who keeps proposing, and searching for her biological mother. Bradley is a widower who's trying to raise two daughters on his own, while Miranda is too busy with her career to worry about children. When their respective problems intersect and start coming to a head, the Mother's Day holiday takes on a special meaning for all.

Heiress Joanna Stayton hires carpenter Dean Proffitt to build a closet on her yacht—and refuses to pay him for the project when it's done. But after Joanna accidentally falls overboard and loses her memory, Dean sees an opportunity to get even.

Rebellious, uncontrollable teenager, Rachel is hauled off by her dysfunctional mother to spend the summer with her estranged grandmother, Georgia. Her journey will lead all three women to revelations of buried family secrets and an understanding that - regardless what happens - the ties that bind can never be broken.

The lives of several couples and singles in New York intertwine over the course of New Year's Eve.

Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Accompanied by her friend Lilly, Mia continues her 'princess lessons', like riding horses side-saddle and archery. But her already complicated life is turned upside down once again when she learns that she is to take the crown as queen earlier than expected, all while she meets a mysteriously charming young man.

Brooklyn teenager Jeffrey Willis, thoroughly unhappy with his modest homestead, embraces the other-world aspects of his summer job at the posh Flamingo Club. He spurns his father in favor of the patronage of smooth-talking Phil Brody and is seduced by the ample bikini charms of club member Carla Samson. But thanks to a couple of late-summer hard lessons, the teen eventually realizes that family should always come first.

A privileged rich debutante and a cynical struggling entertainer share a turbulent, but strong childhood friendship over the years.