A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
As she reaches her mid-thirties and quits her lucrative job, singleton Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends. She begins to envy the security of her richer friends and, although their lives may seem easier, Olivia's friends have their problems too: screenwriters Christine and Patrick are unable to collaborate on their latest project, Jane and Aaron have lost the romance in their relationship, and Franny and Matt have difficulties handling the demands of parenthood.
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
As bass guitarist for a garage-rock band, Scott Pilgrim has never had trouble getting a girlfriend; usually, the problem is getting rid of them. But when Ramona Flowers skates into his heart, he finds she has the most troublesome baggage of all: an army of ex-boyfriends who will stop at nothing to eliminate him from her list of suitors.
After his fiancée, Kate, dies in an accident on their wedding day, veterinarian Henry grows depressed. To help him move on, his sister has him visit psychic Ashley and gives her Kate's diary. Ashley uses the journal's details to convincingly deliver the fake message that Kate wants Henry to move on. However, Kate's ghost is watching over Ashley and Henry. Furious when they fall for each other, she vows to sabotage their relationship.
A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.
Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life—just when she thought she had it all figured out.
When an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.
A Chinese-American lesbian and her traditionalist mother are reluctant to go public with secret loves that clash against cultural expectations.
A Jewish man discovers his boyfriend of 10 years has been cheating on him, and decides to embark on a dating spree.
Filmmaker Nicky offers to track down the son that Mamie gave up for adoption nearly two decades before. Meanwhile, Mamie's stepbrother (and the father of her child), Charley, along with his boyfriend, Gil, try to find out what became of the sperm Gil donated to a lesbian couple. Finally, singer Jude becomes entangled in a love triangle with androgynous drummer Otis and his conservative father.