The Sidelong Glances of a Pigeon Kicker

The Sidelong Glances of a Pigeon Kicker

Year: 1970

Runtime: 106 mins

Language: English

Director: John Dexter

Comedy

Jonathan, fresh from Princeton, immediately takes a job as a New York City cab driver, rejecting the conventional climb up the corporate ladder. Embracing a carefree, street‑level existence, he finds solace and unexpected romance when he meets Jennifer, a fellow passenger who challenges his outlook on life.

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Timeline & Setting – The Sidelong Glances of a Pigeon Kicker (1970)

Explore the full timeline and setting of The Sidelong Glances of a Pigeon Kicker (1970). Follow every major event in chronological order and see how the environment shapes the story, characters, and dramatic tension.

Time period

early 1970s

The film is set in the early 1970s, a period of post-60s disillusionment and shifting social mores. It captures the era’s counterculture, casual sexuality, and generation-gap tensions through its bohemian parties and urban angst. The time frame underlines a sense that adulthood and commitment are unsettled for Jonathan and his circle.

Location

Riverside Park, Manhattan, Darien, Connecticut, Des Moines, Iowa

The story unfolds in the urban heart of Manhattan, anchored by Riverside Park where Jonathan drives his cab and absorbs the city’s grit. It also visits the quiet, affluent suburbs of Darien, Connecticut, exposing a different social world and family dynamics. The final stretch sends Jonathan toward Des Moines, Iowa, signaling a transportive escape from his familiar cities toward a solitary, nomadic life.

🗽 New York City setting 🏙️ Urban life 🗺️ Road-trip/escape

Last Updated: October 04, 2025 at 14:44

Main Characters – The Sidelong Glances of a Pigeon Kicker (1970)

Meet the key characters of The Sidelong Glances of a Pigeon Kicker (1970), with detailed profiles, motivations, and roles in the plot. Understand their emotional journeys and what they reveal about the film’s deeper themes.

Jonathan (Jordan Christopher)

A Princeton graduate three years out, Jonathan works as a Manhattan taxi driver and vents his disgust with the world by insulting passengers and kicking pigeons. He guards his emotions closely, allowing only occasional glimpses of vulnerability as he negotiates love with Jennifer. His detachment is tested by betrayals and blurred lines between affection and cynicism, ultimately pushing him toward a drastic escape.

🗽 NYC background 🧭 Disillusionment 😶 Detachment

Winslow Smith (Robert Walden)

A motorcycle-riding, leather-jacketed self-styled rebel who projects cool confidence. At 24, he remains a virgin, a contradiction that undermines his tough image and hints at inner vulnerability. He is part of Jonathan’s circle yet embodies the gap between surface persona and private longing.

🏍️ Rebel persona 🧭 Hidden vulnerability 🧊 Cool exterior

Oliver (Riggs O'Hara)

A homosexual interior decorator who stages elaborate parties and tries to seduce his male guests. He embodies hedonism and social flamboyance, using spectacle as bait to entertain and manipulate his circle. His nightlife contrasts with the more intimate vulnerabilities of his friends.

🎨 Party architect 🕺 Hedonism 🧭 Secret desires

Jennifer (Jill O'Hara)

A 21-year-old tenant in Jonathan’s building who travels to New York to ‘find herself,’ her openness draws Jonathan into a rare emotional connection. She proves understanding and patient, offering him a space to explore intimacy. Their relationship is tested by competing priorities and the realities of adult life.

🌆 NYC soul-searcher 💞 Open to connection 🗣️ Honest

Naomi (Boni Enten)

A former bedmate with a lustful, impulsive streak who drags Jonathan into a bathroom encounter and invites him to join her in the tub. She embodies unrestrained sexuality and immediate gratification, challenging Jonathan’s emotional reservations.

🔥 Nymphomaniac 💃 Impulsive desire 🌀 Provocation

Jonathan's Mother (Kate Reid)

A possessive, petulant mother whose insistence on control amplifies the generation-gap tension within the family. Her blunt scrutiny of Jonathan and his choices underscores the social expectations pressing on him.

🏠 Domestic pressure 💢 Overbearing 👩‍👦 Family dynamics

Jonathan's Father (William Redfield)

A potential alcoholic stepfather whose presence in the Darien sequence highlights a fraught suburban home life. His fragility and pretenses contrast with Jonathan’s urban cynicism, intensifying the sense of disconnection.

🍷 Suburban tension 🏡 Family dysfunction 🧪 Fragile masculinity

Last Updated: October 04, 2025 at 14:44

Major Themes – The Sidelong Glances of a Pigeon Kicker (1970)

Explore the central themes of The Sidelong Glances of a Pigeon Kicker (1970), from psychological, social, and emotional dimensions to philosophical messages. Understand what the film is really saying beneath the surface.

🧭 Disillusionment

Jonathan and his peers navigate a world they increasingly distrust, using sarcasm and detachment as coping tools. The film traces how disillusionment corrodes personal connections and makes meaningful commitments feel impossible. The characters’ struggles reveal a broader malaise in urban 1970s life.

💔 Love and Betrayal

Jennifer’s openness clashes with Jonathan’s emotional guard, and Winslow’s presence exposes fragile loyalties. The film places relationships under strain as trust fractures—from infidelity to the complexity of desire—leaving emotional intimacy hard to attain. The pursuit of connection comes at a personal price.

🚶 Escape

Jonathan envisions a withdrawn life, ditching the world by leaving behind city life to drive a truck in Des Moines. The road becomes a metaphor for freedom from social expectations and the pressure to conform. Yet escape also signals avoidance of responsibility and deeper self-understanding.

Last Updated: October 04, 2025 at 14:44

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The Sidelong Glances of a Pigeon Kicker Summary

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