Connor Blake, Jonah Hauer-King, a thirty-year-old sound engineer, finds himself spellbound by the prickly, sardonic Olivia Capitano, Zoey Deutch who guards her heart and avoids commitment. Olivia’s sharp wit blends with a guarded vulnerability, drawing Connor in even as she resists the idea of something lasting. Their friendship-tinged tension is amplified by a mutual friend, Greg Demopolis, Jaboukie Young-White, who acts as a catalyst, nudging Connor to approach a woman who was left standing on a date. That woman turns out to be Jenny Brooks, Ruby Cruz, a bright graduate student still living with her parents. The night unfolds with a reckless mix of drink, dancing, and a charged chemistry that pushes the trio toward a decision none of them anticipated: a threesome that complicates every future conversation about love and loyalty.
The morning after brings a wave of anxiety for Olivia as she confronts her emotional turmoil. Despite the undeniable feelings Connor has for her, he ends up sleeping with Jenny, a choice that cements a rift between him and the one he truly wants. Yet destiny has a stubborn way of circling back; Connor tracks Olivia down and, with sincerity and warmth, convinces her to give their relationship a real chance. Their first date feels like a fresh start, and soon they become inseparable, sharing a radiant six weeks of bliss and possibility as a couple. The spark seems to promise a bright future together, and Olivia discovers she is pregnant, a revelation that fills Connor with joy and deepens their commitment to building a life together.
But life has a way of throwing more people into the mix. Jenny appears on their porch again to reveal that she is pregnant as well—and the father is Connor. Olivia is crushed to learn that Connor’s one-night connection with Jenny has produced his child as well, just moments before he asked Olivia to take the leap with him. Faced with the reality of a two-front struggle, Olivia makes the painful decision to end the romance with Connor, believing she cannot envision a future with him while Jenny remains in the picture. She plans an abortion, a decision she wrestles with, even as Connor, in his own way, tries to honor her choice and support her through a difficult moment.
What follows is a road trip that tests both of them. Connor offers to drive Olivia to the out-of-state clinic, a gesture of kindness that rekindles a flicker of what they once shared. Olivia hesitates but ultimately decides to keep the baby, and as they travel, old feelings resurface. Yet the trip ends with a jolt: a text from a former partner of Olivia’s arrives, revealing that the truth of their past is more complicated than she wanted to admit. Hurt by the discovery that Olivia had sought closure elsewhere rather than work through their issues, Connor ends their relationship again, choosing separation over an easy, but emotionally fraught, reconciliation.
As Connor pivots to support Jenny, the dynamic becomes even messier. He starts handling tasks for Jenny that blur boundaries—like taking Jenny to Olivia’s doctor—while failing to recognize how such missteps reinforce the lie that he’s solely acting in Jenny’s best interests. He becomes complicit in maintaining a family façade that keeps everyone in a kind of limbo. The tension intensifies as he learns that Jenny has been deceiving her own parents about the seriousness of her relationship with him. Despite the temptation of a simple, conventional life with a devoted wife, Connor cannot shake the pull of Olivia, the person who first taught him what it meant to feel deeply.
Olivia’s harsh honesty later lands a blow: she points out that Connor could claim bragging rights for having two pregnancies tied to him, while she’s the one who looks foolish for having trusted him. Yet beneath that bite lies a confession—Olivia reveals that she still loves him and has fantasized about rebuilding what they once had. Connor, though buoyed by the possibility, remains unable to fully let go of the complex entanglement with Jenny.
Complications reach a new peak when Olivia’s married fling resurfaces, revealing that he never had a vasectomy, contrary to what he’d claimed, and potentially complicating the paternity of Olivia’s child even further. Olivia secretly pursues a paternity test, but labor overtakes the moment, and she goes into childbirth with those questions still unresolved. Jenny and Olivia both give birth on the same day, intensifying the dramatic pressure as Jenny’s parents confront the truth about their daughter’s pregnancy and the real circumstances surrounding Connor’s involvement.
The revelation lands hard: Connor is not the father of Olivia’s baby. He leaves in a hurry to attend the birth of his biological child with Jenny, who herself gives birth to a daughter. The early months afterward focus on the practicalities and complications of co-parenting under this tangled umbrella of relationships. Connor and Jenny work toward building a life together in a shared parental role, while Jenny moves into her own home. Olivia reappears on moving-day with a daughter of her own, a child she has named after Connor’s maternal grandmother, and she quietly professes her love for him once more. Connor is left torn between the future he might have with Olivia and the messy, earnest connection he has with Jenny, and he agrees to explore the possibility of rebuilding with Olivia.
The story is capped by a post-credits moment in which Greg, the ever-present facilitator and best man, decides to tell the story of Connor, Olivia, and Jenny during his toast at Connor and Olivia’s wedding, signaling that life’s lessons, misunderstandings, and affection can outlast the most complicated love triangle.
- Jonah Hauer-King as Connor Blake
- Zoey Deutch as Olivia Capitano
- Ruby Cruz as Jenny Brooks
- Jaboukie Young-White as Greg Demopolis
