Based in Mumbai and Goa, Kaira is a promising cinematographer who wishes to direct her own films. Blunt and cynical, she is most comfortable when with her three best friends, Fatima, Jackie and Ganju. Kaira's life takes a downturn when Raghuvendra, a film producer for whom she breaks up with her childhood sweetheart Sid, a restobar owner, gets engaged to someone else. Her landlord then turns her out of her apartment because the building association wants to rent apartments only to married couples. All this plus dissatisfaction with her prospects at work serves as a catalyst for Kaira's shift to Goa, where she now has to grudgingly live with her parents with whom she has some issues. She ends up spending many sleepless nights in unhappiness and uncertainty.
While in Goa, Kaira seeks out Dr. Jehangir "Jug" Khan, a psychologist, for her insomnia after inadvertently having heard him talk at a Mental Health Awareness Conference. She warms to Jug's unconventional methods, trying to use them to understand herself. Meanwhile, she meets a musician, Rumi, and falls in love with him, but they break up before anything serious can happen when she realises they may not be the right fit for each other. During this time, Kaira reunites with her younger brother, Kiddo, who is the only other person besides her best friends that she is closest to. Matters with her family come to a head when Kaira has an outburst at a family get-together where she confronts her parents about them abandoning her for years at her grandparents' house.
Kaira finally narrates the story of her abandonment to Jug, who tells her that she fears abandonment so much that she does not allow herself to commit in relationships, leaving before they can leave her. He convinces her that she does not need to forgive her parents for abandoning her in her childhood but as an adult, have the maturity to see them as two regular people who are capable of making mistakes, like everyone else. After this, Kaira makes an effort to reconcile with her parents and also works to finish her short film.
At their last session, Kaira admits to Jug that she has grown to like and love him. Jug responds that it is normal for a patient to feel this way about their therapist and while he likes her platonically, a relationship would not be possible between them. The two share a hug before Kaira leaves.
Kaira finally completes her short film, which she had been working on for years. At the premiere, her friends, family, and exes are present to cheer her on. This is where Kaira meets a furniture designer (played by Aditya Roy Kapoor), and strikes a conversation with him.
