Film
Cyrus
A lonely divorced man falls for a woman only to realize her adult son—brilliant, manipulative, and utterly enmeshed with her—won't let go. Cyrus is a deeply uncomfortable comedy-drama about desire, neediness, and the ways we weaponize intimacy. It's funny and squirmy in equal measure, best for viewers who like their romantic comedies with genuine teeth and no easy answers.
If you liked this
While We're Young2015
Noah Baumbach examines how attraction blinds us to incompatibility and red flags. Like Cyrus, it's a romance that curdles into something sadder and truer, built on conversational wit and the slow horror of recognizing someone's damage.
But Baumbach's couples are exhausting and self-absorbed. If you want characters to root for rather than study, this will frustrate you.

Punch-Drunk Love2002
Paul Thomas Anderson's film about a socially fractured man and the woman who might save or destroy him. Shares Cyrus's queasy tone—romantic but tinged with genuine dread—and a willingness to make its protagonist both sympathetic and deeply strange.
But It's deliberately disorienting, with sudden tonal shifts and an aesthetic that feels deliberately jarring. Not comforting viewing.

Blue Valentine2010
Derek Cianfrance's brutal examination of how couples damage each other, told in fragments. Like Cyrus, it refuses the neat shape of a love story and instead shows how attraction can be inseparable from pain and self-deception.
But It's genuinely bleak and sometimes hard to watch. There's no moment of clarity that fixes anything; people just hurt and stay hurt.

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The wildcard
Something you would not have found on your own.
Naked1993
Both films understand that brilliance and toxicity can be the same trait; both center on a charismatic man whose intelligence is deployed as a control mechanism within an intimate relationship.
Mike Leigh's savage masterpiece about a brilliant, caustic man whose intelligence becomes a weapon against everyone who loves him. Like Cyrus, it's about how charm and damage are often inseparable, and how manipulation lives inside intimacy. Johnny is Cyrus' dark mirror—articulate where Cyrus is passive-aggressive, but equally poisonous.
But It's brutal and unrelenting. The misogyny and cruelty are genuine, not softened for comfort. Three hours of watching a man destroy himself and everyone around him.

More like this (7)
Funny Ha Ha2003
Andrew Bujalski's mumblecore origin point features characters bumbling through relationships with real emotional intelligence underneath the awkwardness. Like Cyrus, it finds comedy in the gap between what people want and what they're willing to admit.
But The dialogue meanders and nothing really 'happens.' If you need conventional narrative momentum, this will feel like watching someone's boring life.

Greenberg2010
Noah Baumbach again, this time with Ben Stiller as a man so broken he sabotages every connection. The portrait of how damage spreads in relationships mirrors Cyrus's central dynamic—two men competing for a woman while being incapable of genuine connection.
But Stiller's character is almost unbearably self-centered. Rooting for anyone in this film is difficult by design.

The Good Girl2002
Mike White writes and stars in this dark comedy about a woman trapped between an uninspiring marriage and a seductive affair. It has Cyrus's gift for finding pathos in desperation and showing how people use romance to escape rather than connect.
But Everyone in it is complicit in their own unhappiness, which can feel suffocating rather than illuminating.

Synecdoche, New York2008
Charlie Kaufman's dizzyingly ambitious film about a man's inability to distinguish his art from his life, his loneliness from his ambition. Like Cyrus, it's about characters who can't see clearly because they're too busy wanting something.
But It's conceptually dense and frequently baffling. By the end you might feel drained rather than satisfied, and that might be the point.

Please Give2010
Nicole Holofcener's ensemble comedy about guilt, desire, and how we rationalize our behavior. Shares Cyrus's interest in how people navigate moral compromise in their intimate lives without ever quite acknowledging it.
But The characters are fundamentally self-interested and nothing truly resolves. It's more observational than cathartic.

Requiem for a Dream2000
Both are obsessed with the difference between how people see themselves and what they're actually doing; both use formal technique to make that gap unbearable.
Darren Aronofsky's devastating portrait of addiction and self-deception told through four intertwined stories. It's the inverse of Cyrus's intimate scale but matches its fascination with how people use fantasy to survive—and how that fantasy eats them alive from the inside.
But It's relentlessly depressing and employs shock tactics that can feel manipulative. The repetitive visual style, while brilliant, becomes grinding. It's harrowing on purpose.

The Sunset Limited2011
Both trap their characters in psychological standoffs where rhetoric and personality are the only weapons; both ask whether love is real or just a story we tell ourselves to survive.
Cormac McCarthy adapted for HBO: two men in a room, one having just survived a suicide attempt, the other trying to convince him life is worth living. It's a conversation rather than a plot, but it holds the same simmering tension as Cyrus—two people locked in combat over what's real, what matters, and whose version of love gets to win.
But It's just dialogue in a room for 90 minutes. No action, no movement, no visual relief. And it's theologically bleak—there's no certainty that connection even helps.

People
Cast
John C. ReillyJohn Kilpatrick
Jonah HillCyrus Fawcett
Marisa TomeiMolly Fawcett
Catherine KeenerJamie
Matt WalshTim
Kathy Ann WittesAshley
Diane MizotaThermostat Girl
Katie AseltonPretty Girl
Jamie DonnellyPastor
Tim GuineeRoger
Steve ZissisRusty
Bill 'Bunky' MillerCyrus
Directing
- Jay DuplassDirector
- Mark DuplassDirector
Writing
- Jay DuplassWriter
- Mark DuplassWriter
Production
- Chrisann VergesCo-Producer
- Michael EllenbergCo-Producer
- Jay DuplassExecutive Producer
- Mark DuplassExecutive Producer
- Ridley ScottExecutive Producer
- Tony ScottExecutive Producer
- Michael CostiganProducer