Gigi Phillips is a magazine writer struggling with her love life and decides to write an article about why men don't call women back after a date. She interviews her friends, including Beth Murphy, a woman in a long-term relationship with Neil Cooper. Beth and Neil are on the verge of breaking up because Neil seems emotionally distant and may be having an affair.
Anna Marks, another friend of Gigi's, is trying to win back her ex-boyfriend, Conor Ludlow, who left her for his assistant. Anna believes Conor still loves her and tries various tactics to get his attention. Meanwhile, Gigi meets Alex, a handsome and charming womanizer who seems perfect on paper but struggles to commit.
As the movie progresses, the characters' lives intertwine in unexpected ways. Alex falls for Gigi, but she's hesitant because of his past. Beth learns that Neil's emotional distance stems from childhood trauma, and they try to work things out. Anna eventually realizes that she needs to move on from Conor and pursues a new relationship.
Throughout the film, the characters learn valuable lessons about communication, trust, and the importance of genuine connections in relationships. The movie provides insights into the often confusing world of love and human interactions, offering a humorous and relatable exploration of the complexities of modern dating.