In Baltimore, Gigi repeatedly misreads the romantic interest of her dates.

Following a tepid date with real estate agent Conor Barry, Gigi is befriended by bar owner Alex, who suggests she misinterprets romantic signals. As their friendship continues, Gigi interprets his helpfulness as a sign he is attracted to her, but Alex rebuffs her, chastising her for ignoring his advice.

As Gigi moves on from Alex, he realizes he is in love with her. After leaving several unanswered messages, Alex arrives at Gigi's apartment after she returns from a pleasant date, and declares his love and they end up kissing.

Gigi's co-worker, Janine Gunders, obsesses over her home renovations while her husband, Ben, becomes attracted to Anna Marks, a yoga instructor and aspiring singer. Ben and Anna pursue a flirtatious friendship under the pretense of him helping her establish a singing career. Ben reveals that he only married Janine after she delivered an ultimatum, saying that they should marry or break up. Ben agrees to only be friends with Anna, but she continues her pursuit until they sleep together.

Finding cigarette butts hidden in the back yard, Janine accuses Ben of smoking again, citing her father's death from lung cancer. Ben blames the workmen at their house. During a tense home improvement shopping trip, Ben confesses his infidelity. Devastated, Janine blames herself and wants to save their marriage; Ben seems less enthusiastic.

Later, Anna and Ben begin having sex in his office, when he gropes and strips her to her lingerie. They are interrupted by Janine, who arrives hoping to spice up their marriage. Forced to hide in a closet and listen as Ben and Janine have sex, Anna afterward leaves in disgust, ending her affair with Ben. As Janine tidies up Ben's clothes at home, she discovers a pack of cigarettes and explodes in anger. When Ben returns home, Janine is gone, leaving his clothes folded on the staircase with a carton of cigarettes and a note asking for a divorce. Janine moves into an apartment to restart her life, and Anna is seen performing at an upscale nightclub. Alone, Ben buys beer at the same supermarket where he met Anna.