Gordon Townsend, portrayed by Colin Quinn, sits down with his two young daughters, Amy (Devin Fabry) and Kim (Carla Oudin), to break the news about his impending divorce from their mother. He emphasizes his belief that monogamy is unrealistic, repeating it like a mantra. Fast forward twenty-three years, and we meet Amy, played by Amy Schumer, who embraces a free-spirited lifestyle filled with excessive partying, casual flings, and a somewhat tumultuous relationship with gym enthusiast Steven (John Cena).
Currently working for a men’s magazine, Amy is assigned by her boss, Dianna (Tilda Swinton), to interview the talented sports doctor, Aaron Conners, brilliantly portrayed by Bill Hader. Meanwhile, Gordon, now suffering from multiple sclerosis, has relocated to a well-appointed assisted living facility. During a visit to help Kim pack their father's belongings, Amy inadvertently triggers an emotional turmoil; Kim throws away cherished Mets memorabilia belonging to their dad, which angers him. The resentment stems from Gordon’s past as an alcoholic who cheated on their mother, complicating family dynamics.
In a series of unfortunate events, Amy’s relationship with Steven deteriorates after a night at the movies; she inadvertently reveals her infidelities, leaving Steven hurt and confused. Following this incident, a brunch revelation comes—Kim is pregnant, stirring more family tension. After a nerve-racking interview with Aaron, where he comforts Amy during a panic attack, their chemistry sharpens over a shared meal. The two grow closer, leading to an intimate night together that challenges Amy’s self-imposed restrictions.
Navigating their budding romance proves tough; Amy's insecurities rise as her sister scrutinizes her lifestyle choices. The high stakes continue when Aaron faces scrutiny from his friend, LeBron James, about his intentions with Amy. While attending various family functions, including Kim’s baby shower, tensions mount further; a tragic downfall occurs when Gordon passes away, forcing Amy to confront her family's pain and her own relationship issues with Aaron.
Despite the heartache, Aaron and Amy revel in romantic bliss until professional challenges and familial pressures create a rift. Consequential arguments unfold, culminating in a breakup. As Amy tries to drown her sorrows in reckless escapades, a moment of clarity emerges when her sister encourages her to change. Determined, she cleans out her apartment and submits an article which ultimately garners her success.
The climax arrives when Aaron, motivated by a heartfelt intervention from friends, decides to reconcile. As Amy takes center stage at an event to impress Aaron, her spirited attempt at a dunk ends comically but emphasizes her commitment to making things right. In a heartfelt exchange, she professes her love for him, reaffirming her desire to commit to a brighter future together.
