Chakravarthi (Prabhu) holds Gautam captive and is driving him at gun point, to a faraway place. Gautam panics and tries every method to escape, only to realise that he is very well stuck. With not any option left, he begins to narrate his own story and his urgency to Chakravarthi. The story begins from not one but two love failures. Gautam (Gautam Karthik) falls in love with pretty woman Simran, with who he flirts while Nithya (Rakul Preet Singh) on the other hand falls for doctor cousin Anand. But both love stories fail the respective parties and Gautam and Nithya happen to meet in distress at Simran-Anand's wedding. They regret their past, drink beyond they can handle, curse the partners that cheated them, dance together and strike a friendship in the most unlikely fashion. After the wedding, the two depart to their respective cities; but they meet again, when they bump into each other in Chennai. Over the few days that they spend together, everything that Nithya does impresses Gautam - her simple and righteous ideas, her straightforward attitude and her mere presence that brings charm. Fate would have it that only when Gautam musters the courage to express his love to Nithya, he finds out she is engaged to Raja. Regret and despair fills his life once again and it is his mother who comforts him the best in this stage. And it is in this phase that Gautam resorts to a decision that further complicates the problem till a proper solution and a happy ending is arrived at, in climax.