What starts as a young man’s ultimate fantasy realized quickly unravels into a complex web of jealousy, insecurity, and emotional consequences. The Threesome is a sharp, modern comedy-drama that explores the gap between fantasy and reality, and the messy, sobering work of taking responsibility for your desires. It’s a film about the moments after the fun ends, when the lights come on and you have to look at the people left in the room.

This brilliantly cast ensemble, led by three of Hollywood’s most charismatic rising stars, brings nuance, heart, and hilarious awkwardness to a story that is as much about friendship and self-discovery as it is about sex. They navigate the tricky tonal shifts from euphoric comedy to cringe-worthy drama with authentic precision.

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The Threesome Cast and roles:

1. Jonah Hauer-King as CONNOR BLAKE

Jonah Hauer-King (The Little Mermaid, World on Fire) takes on the complex role of Connor Blake, the young man whose long-held crush spirals into an unexpected situation. Hauer-King masterfully captures Connor’s initial euphoria and naive confidence, portraying him as a guy who believes he’s stumbled into a romantic comedy only to find himself in a psychological drama. His charm makes Connor’s journey relatable, even in his most misguided moments.

The heart of Hauer-King’s performance lies in the aftermath. He expertly charts Connor’s descent from arrogance to confusion, guilt, and ultimately, a desperate need for redemption. Watch for the subtle erosion of his smile, replaced by the anxious realization that fantasy has real-world stakes. His is a portrayal of a modern man forced to grow up quickly and confront the emotional weight of his own actions.

2. Zoey Deutch as OLIVIA CAPITANO

Zoey Deutch (Set It Up, The Outfit) brings her signature wit and emotional transparency to Olivia Capitano, the object of Connor’s perennial affection. Deutch ensures Olivia is far more than just a manic pixie dream girl; she is a fully realized person with her own agency, desires, and complicated reasons for entering into the threesome. She is confident, enigmatic, and ultimately, just as vulnerable as everyone else.

Deutch’s performance shines in the film’s second half, as the fantasy curdles. She portrays Olivia’s shifting emotions with stunning clarity—the flickers of regret, the unexpected jealousy, and the dawning understanding of her own role in the emotional fallout. She is the catalyst for the drama, and Deutch makes every one of her choices fascinating and painfully human.

3. Ruby Cruz as JENNY BROOKS

Ruby Cruz (Willow, Mare of Easttown) delivers a breakout performance as Jenny Brooks, the third point of the triangle. Cruz is the film’s secret weapon, often serving as the audience’s emotional anchor. Her character is likely a friend to one or both, whose involvement is more impulsive, making her the most exposed and raw when the party ends.

Cruz portrays Jenny’s journey with heartbreaking authenticity. She embodies the quiet hurt and confusion that gets lost in the louder dramatics between Connor and Olivia. Her performance is a masterclass in silent reaction, conveying a universe of feeling with a single glance. She ensures the film’s emotional stakes are felt deeply, reminding us that there are three bruised hearts in this story.

4. Jaboukie Young-White as GREG DEMOPOLIS

The always hilarious Jaboukie Young-White (Never Have I Ever, Big Mouth) plays Greg, undoubtedly Connor’s best friend. He is the voice of both encouragement and, later, brutal hindsight. Young-White’s delivery of poorly-advised pep talks and horrified “I told you so” reactions will provide the film’s sharpest comedic relief.

5. Josh Segarra as KEVIN

Josh Segarra (The Other Two, Sirens) brings his formidable charm to Kevin, who is likely Olivia’s ex, current partner, or a new suitor who enters the picture. His presence introduces a wild card that exacerbates the post-threesome tension, forcing Connor to confront his feelings in a new and competitive light.

6. Robert Longstreet & Arden Myrin as PAUL and EVELYN BROOKS

The brilliant Robert Longstreet (The Haunting of Hill House) and comedian Arden Myrin (Insatiable, Shameless) play Jenny’s parents. Longstreet brings his grounded, everyman gravitas, while Myrin provides hilarious, oblivious parental energy. Their presence reminds Jenny—and the audience—of the traditional world and expectations that exist outside of this messy bubble.

7. Kristin Slaysman as MAYA & Allan McLeod as ROGER

Kristin Slaysman and Allan McLeod likely play friends or coworkers who represent the social fallout. They are the gossipers, the opinionated outsiders, and the sources of awkward questions at parties, embodying the judgment and curiosity that awaits the trio once their secret gets out.

8. Julia Sweeney as SUZANNE

The iconic Julia Sweeney (Saturday Night Live, Shrill) appears as Suzanne, a role that promises a scene-stealing combination of wisdom and weirdness. She could be a therapist, a quirky aunt, or a no-nonsense boss who delivers the film’s most unexpectedly profound advice, helping to guide the characters toward some semblance of resolution.

The fun ended. The work began. Experience the comedy and the consequences in theaters September 5, 2025.