Plot
The film begins with Manish Gupta in a press conference about his best-selling book Life Mein Kabhie Kabhiee.
It then goes into a flashback where five friends (including him) — Rajeev Arora, Jai Gokhale, Ishita Sharma, and Monica Seth — are fresh out of college. They are caught drunk and are in a lockup. In the meantime, they make a bet to determine who will find the most fulfillment in life. The winner will be the person who has found the most happiness in life within five years.
Rajeev, the younger brother of business tycoon Sanjeev Arora, is an aspiring CEO and is eager to make his first million. He starts on his own after ideological disputes with Sanjeev. He joins the airline business and keeps on doing well until a stock market crash almost ruins him. When under serious debt, he gets the opportunity to clear them but has to deceive his brother for that. He initially agrees but then refuses to accept the money. It is then revealed that the money is Sanjeev Arora's.
Jai is the son of a respectable cooperative bank chairman and wants to become a powerful politician; Jai joins politics against his widowed mother's will. He rapidly climbs up the party ranks, but to do so, he has to do things that are against his will but important to beat his party's opposition. He willingly lets the opposition leader die of a heart attack when he could have saved him. As a result, his mental condition is severely hampered, and he spends many sleepless nights. He then has to visit a psychiatrist. After help from his psychiatrist, he learns to get over his issues and asks for forgiveness from the opposition leader's wife to receive closure.
Ishita is the contributor of a leading gossip magazine, Scandal, and wants to make loads of cash. Following this, she traps a business tycoon named Raj Gujral with her beauty and strategy. She leaks her photos with him on the front page of Scandal. When his wife sees it, she divorces him. Raj looks forward to wooing Ishita, but she doesn't take his calls. Finally, she marries him after learning about their divorce. Over time, she realizes that she cannot find her way to receiving loyalty from Raj. And finds herself accustomed to a lifestyle, feeling trapped in it. But eventually, she gathers the guts to get over her obsession with money and divorces him.
Monica longs to hit big on the Bollywood screen. Although she has a boyfriend — Mohit Aggarwal — she has an affair with a film star called Rohit Kumar. She lies until Mohit discovers her sleeping with Rohit Kumar. Mohit commits suicide. The next day, she confesses everything in front of the media and takes all the blame for his death. She goes abroad afterward out of embarrassment.
Manish, a struggling writer, gets happily married and has a daughter. He writes the best-selling Life Mein Kabhie Kabhiee. The book was the story about the lives of the five best friends: how their lives changed and how they understood the significance of their lives.
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