Siddharth "Sid" Mehra (Ranbir Kapoor) is the spoiled, care-free son of wealthy businessman Ram Mehra (Anupam Kher). A resident of Mumbai, his only interest is to have fun with friends and to spend his father's money. He thus spends little time on college and is not prepared for the exit exams. His father, not aware of this fact however, tells Sid it is time to join his company, which Sid reluctantly does only after his father tempts him with the promise of a new car.
Meanwhile, Sid meets Aisha (Konkona Sen Sharma) an older woman from Kolkata, who is an aspiring writer. Their relationship intensifies when the exam results come out and Sid finds that he fails. His failure leads to a family fight that ends with him moving out of the house. With nowhere to go, Sid (who has never been on his own), asks Aisha if he can stay with her. Aisha is initially happy to have the company. As Sid begins working, he finds meaning in life and realizes that there are more options than working in a standard corporate environment. He also begins to see for the first time how his behavior has hurt everyone he loves and that he needs to change his ways. After he is hired as full-time staff and receives his first pay check, he confronts his father. They reconcile and Sid's father asks him to come home. Sid, who often feels a burden to Aisha, tells her that he won't be dependent on her charity anymore and expects her to be thrilled. He doesn't realize that Aisha has fallen in love with him and thus is furious to hear that he is leaving. Their departure is a hostile one and Sid leaves without resolution.
When Sid comes back home, he thinks constantly of Aisha. However, he remembers that she told him they can only be friends so does not consider that she might share his feelings.
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