Starting Out in the Evening

Leonard Schiller, an aging author, is on the verge of completing his final novel. After years of not publishing anything new, he feels the weight of his previous acclaim and the pressure to finish this masterpiece.

Heather, a vibrant graduate student, enters Leonard's life with the intention of studying his literary contributions for her thesis. Her admiration for Leonard’s works flattens him and sparks a new creative energy he hasn't felt in years.

As Leonard grows accustomed to Heather's presence, he realizes that she is not just an admirer of his work but also has romantic feelings towards him. This revelation complicates their intellectual connection and deepens their bond.

Heather's flirtations towards Leonard lead to an intimate encounter where they share a bed. This moment opens the door for a deeper emotional connection, and they awaken feeling a new comfort in their relationship.

Heather learns from an editor about Leonard's complicated marital history, prompting a confrontation. This confrontation stirs up intense emotions in Leonard, leading to a passionate kiss, which underscores their conflicting emotions.

After sharing her initial thesis draft with Leonard, Heather feels unsettled by the dynamic shift in their relationship. Despite his constructive feedback, she begins to place emotional distance between them, causing confusion.

Tragedy strikes when Leonard suffers a stroke, leading to an emergency hospital visit supported by Heather. This unexpected health crisis forces both Leonard and Heather to reevaluate the depth of their relationship.

After a month of recovery, Leonard is overjoyed to see Heather again. However, an emotional incident occurs when he impulsively slaps her during a tender moment, creating an air of confusion and mistrust between them.

In a parallel narrative, Leonard's daughter shows her support by ensuring he attends his doctor's appointments. She navigates her desires and relationship, reflecting the interconnectedness of personal struggles.

Leonard, recognizing his limitations, entrusts his unfinished manuscript to his daughter’s boyfriend. This action signifies both vulnerability and a bittersweet hope that his legacy may continue through someone else.

The film concludes with Leonard preparing for bed but finding himself drawn back to his typewriter instead. In a moment of profound reflection, he chooses to write again, symbolizing a renewed commitment to his craft amidst life's chaos.