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Josh Greenberg is a naive romantic on a desperate quest for love. When his longtime girlfriend dumps him, Josh enters the dating scene, a nightmarish hellscape of untold horror. Despite the agony, Josh continues his search in the hopes of finding someone who will make all the misery worth it.
Josh and Lucy fall in love but struggle with their living situation.
Josh prepares Lucy to meet his mother.
Lucy attempts to forge a relationship with Josh’s best friend Mike.
Lucy is horrified when Josh befriends her parents.
When Lucy’s career takes off, Josh fears being left behind.
An exciting flirtation causes Lucy to question her relationship with Josh.
Josh tries to pull off the perfect proposal.
When her mom becomes obsessed with Josh’s wedding, Liz seeks out her estranged father.
Josh lets Mike throw him a bachelor party and soon comes to regret it.
Josh and Lucy get married.
