Karthik (Naga Chaitanya), is a mechanical engineering graduate but aspires to become a filmmaker. Through his friend, Karthik gets introduced to a cinematographer. With the support of him, Karthik becomes an assistant director to K. S. Puri Jagannath. Karthik's family, who are Hindus, lives on rent on the ground floor of a two storeyed house which belongs to Jessie's (Samantha Ruth Prabhu) family, a conservative Malayali Catholic Christian family from Alappuzha, Kerala, who live on the floor upstairs. When Karthik meets Jessie for the first time, he falls in love with her. Karthik expresses his love one day to Jessie, who is afraid of speaking to other men around her strict father's sight, and ends up angering Jessie. The two meet several times afterwords and Jessie begins to admit that she also liked Karthik, but wants to refrain from any problems because she knows her father won't accept a Hindu to marry his daughter. Her parents came to know about their affair and arrange a marriage for her. But at the wedding, she refuses to marry the groom, displeasing everyone in her family. Karthik and Jessie continue to love each other without the knowledge of their parents. Suddenly, Jessie is forced by her father to marry and seeks Karthik's help, who was in Goa for a film shooting. Karthik is unable to attend to her calls and messages as he was busy on the shooting spot and Jessie is unable to reach him. After a tense phone call from Jessie, Karthik goes back one night to check on Jessie. An angry and hurt Jessie makes a final decision to break up with Karthik because of her father's strong disapproval of their love. Later on, Karthik gets to know that Jessie got married and is settled abroad through his sister. Two years later, Karthik meets Nandini (Sapan Saran), who falls in love with him, but is rejected by Karthik who cites his previous affair with Jessie whom he could still not get over. He then comes up with a script for his first film, which happens to be his very own love story. He calls upon Silambarasan Rajendar as the films protagonist, Trisha Krishnan as the female lead, and the film was eventually titled Jessie. He then sees Jessie 3 years later in US, and thinks she is married. However she reveals to him that she is not married. She refused to marry anyone her parents set up because they rejected Karthik. Out of anger, her parents leave. They then get married at a Hindu temple and a church. The film ends at a theater where they watch "Jessi" that was directed by Karthik..
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