Three years after Princeton, Jonathan hauls a Manhattan taxi through the busy streets, openly voicing his disdain for the world as he hurls barbed insults at his obnoxious passengers and even kicks at the pigeons in Riverside Park. His social orbit is a mix of reckless freedom and quiet frustration. At the center of this circle is Winslow Smith, a motorcycle-riding, leather-jacketed rebel who prides himself on a tough exterior, yet at 24 he remains a virgin, a contradiction that quietly undermines the image he desires. Then there’s Oliver, a gay interior decorator who orchestrates extravagant parties and relentlessly pursues the men who attend, often crossing lines in his pursuit of attention. And among them is Jennifer, a 21-year-old tenant in Jonathan’s building whose attempt to “find herself” in New York is being subsidized by her parents, a quiet detail that colors her choices and hopes.
During one of Oliver’s feverish, all-night gatherings, the mood shifts when Naomi, a former bedmate of Jonathan’s, forces him into a bathroom encounter, stripping down and inviting him to join her in a fur-lined tub. He resists, returning instead to his own apartment where he seeks a different kind of connection with Jennifer. The result is immediate and intimate: Jennifer, with her generous and understanding nature, and Jonathan begin a passionate, if cautious, affair. The two find a fragile refuge in each other, a temporary escape from the weariness that shadows Jonathan’s views on commitment and maturity.
At Christmas, Jonathan invites Jennifer to Darien, Connecticut, to meet his suburban parents—a possessive and sharp-tongued mother and a stepfather who hints at trouble with drink. The holiday attempt to bridge worlds is clumsy and awkward: Jonathan’s mother discovers him and Jennifer naked in bed, and the accompanying holiday party only deepens the gulf between generations. The family’s clash spills back into the city as the couple contends with competing expectations and the uneasy tension of trying to reconcile desire with stability. Despite an undeniable pull toward Jennifer, Jonathan finds himself growing more disenchanted with the idea of marriage and increasingly numb to the loyalties and amusements of his friends.
The rift widens one night when Jonathan enters Jennifer’s apartment and discovers her in bed with Winslow Smith. The sight shatters him, and he lurches into a fog of turmoil that propels him to drive his cab through a city that now feels alien and hostile. In a moment of pure rage, he leaves the road behind and plunges off the docks into the river. The crash lands him in the intensive care unit, where friends visit and Jennifer pleads for another chance to prove her love. But Jonathan, still recoiling from the hurt and the weight of disillusionment, slips away from the hospital, packs a bag, and boards a train to Des Moines, Iowa. There, he plans to live in isolation, driving a truck and continuing his solitary rebellion against the world that never quite met his expectations.
The film’s social settings—its late-night parties, the charged flirtations, and the quiet, persistent ache of a generation trying to find its footing—are punctuated by glimpses of the world outside Jonathan’s car: a cameo by Sylvester Stallone as a party guest that hints at the era’s broader, restless energy, and a passing nod to the glamorous crowd that surrounds the events, including a model at the party portrayed by Melba Moore. The cast’s lived-in performances sharpen the drama of ambition, disappointment, and the stubborn hunger for connection that endures even as the city’s pace refuses to slow. The story unfolds with a quiet, inexorable pull toward a choice: cling to a fragile moment of love, or continue the solitary march away from the world that once claimed Jonathan as its own.
In the end, the narrative stays true to its observational tone, painting a portrait of a young man wrestling with disillusionment, the lure of intimate bonds, and the weight of never quite fitting into a world that prizes both independence and belonging. It’s a portrait of a city and a decade that push and pull at the same time, leaving Jonathan at a crossroads where the only certainty is his resolve to walk his own path, even if that path leads away from the people who care for him most.
