Darling, a reckless and narcissistic individual, relocates from his home city of Coimbatore to Bengaluru, in search of employment. He moves into a shabby dormitory, shared by his brother's comrades, namely, Bhagya a.k.a. "Bucks", Arun, Prem, Shyam and a few others. His incessant amateurism and incompetence towards any activity creates a great deal of exasperation among his roommates. Regardless, they help him in securing a job at an IT firm where they work. While out on an errand during an evening, Darling's sloppiness results in his friend, Nimmi, getting injured. While recuperating, the latter is visited by his girlfriend, Rumi - of whose existence had been kept secret from the former. As an apology, Nimmi invites Darling to their flat, where he is introduced to Subbulakshmi a.k.a. "Subbu" – the couple's roommate. Finding himself tremendously attracted towards her, he resolves to gain her acquaintance. Learning that Nimmi and Rumi are emigrating to Boston, he convinces them into letting him stay with Subbu, albeit under conditionality.

Initially, Subbu is annoyed with Darling's presence and repeatedly spurns his advances, but she eventually warms up to him. Later, while ill in bed, she is tended to by him; his caring actions captivates her – culminating into a romantic bond between the two. Over the course of the next six months, the pair grow closer together, but Darling's arrogance often proves to be a contentious thorn between them. While visiting Coimbatore for a family reunion, Subbu informs Darling that she is pregnant, much to his horror. Although Subbu wishes to persevere and begin a family, Darling presses for an abortion, wishing to keep the affair a secret from his family.

The pair's differences over the pregnancy erupts into a jarring quarrel, ending with Subbu reluctantly agreeing to an abortion. However, she changes her mind at the last minute and mysteriously disappears, much to the surprise of Darling and his friends. With their efforts to find her all but in vain, the group discovers that she had approached her brother-in-law, Rudran – a notoriously arrogant lawyer, to seek custody of the unborn children. Seeking to punish Darling – who had previously insulted him, Rudran concocts a fictitious case, claiming that the couple are actually married, and that Subbu had been harassed by Darling's family under the name of dowry.

Acting upon Rudran's allegations, the police apprehend Darling's mother, sister and brother-in-law; they consequently denounce him. While in court, Darling's lawyer, Manoj, attempts to certify that he and Subbu were merely friends; nonetheless, Rudran stumps him by divulging the audio recordings of the pair's phone sex conversations. Infuriated, Darling attempts to coerce Subbu into withdrawing the case, but in vain. Finding himself ensnared, he reluctantly attempts to negotiate a truce with Rudran, but is scorned instead. In the ensuing hearings, Manoj manages to break Rudran's fraudulence; nonetheless, he validates the authenticity of Subbu's pregnancy, keeping the case afloat.

Cornered, Manoj proposes to have Darling act as an infertile person, seeking to deflect the case away from him; he unwillingly accedes to it. Darling's friends attempt to bribe their way into procuring a fake infertility certificate, but without success. The group finally learns of a shady "doctor" capable of inducing a state of "temporary impotency". Although hesitant, Darling subjects himself to the treatment, and is legally decreed infertile. With the case finally in Darling's favour, Nimmi visits him; he chides him for his irresponsibility towards Subbu, revealing that she chose to keep the unborn child because she loved him.

At the next hearing, Rudran attempts to salvage the case by requesting a DNA test; however, Subbu, having grown tired of his dishonesty, decides to prematurely end the case. Concurrently, Darling, having a change-in-conscience, begs her for forgiveness. Subbu scorns him, stating that he is unworthy of forgiveness and walks away. Before leaving, and as a final act of spite, she flicks him off, leaving him devastated.