Small town hairdresser Gail Daughtry (Zoey Deutch) is engaged to her devoted high school sweetheart, Tom (Michael Cassidy). Her life takes a turn when a trip to a book signing leads to Tom meeting - and sleeping - with his "celebrity pass". Reeling from the betrayal, Gail impulsively joins her friend Otto (Miles Gutierrez-Riley) on a trip to Los Angeles, where a psychic convinces Gail that the only way to save her marriage is to "even the scales" with her own celebrity pass: Jon Hamm (Jon Hamm). Thus begins an epic journey through Tinseltown as Gail and Otto join forces with a talent agency assistant, a paparazzo, and actor John Slattery (John Slattery), all in the search for Hamm. Along the way, they collide with celebrities and are hunted by a group of Italian assassins as they get ever closer to finding the elusive star.

In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.