Always Kabhi Kabhi focuses on four students and their struggle through their final year at St Mark's School. The firstThey realize their love for each other during Nandy's struggle to get approval of her apology after she forwards Tariq's MIT denial letter, oblivious that he had not read it himself. Sam gives a party in Hellfire but then there's a raid and he gets arrested while saving Aishwarya. The two corrupt policemen try to bag 50,000 rupees from Sam. He tries his best to avoid the policemen and tries to pay them a little by little. Aishwarya breaks up him because, during the party, Nandy's toyboy offers him a drag; even though Aishwarya begged him to leave, he agreed to smoke weed because the toyboy makes fun of him and asked him to be a man. After she heard that Sam had sacrificed himself to save her, they make up. During Aishu's 18th birthday, Sam confesses his love for her only to be caught together by her mother and her agent renames her as Kashish for the films and even persuades her to do a photo shoot in which she only wears a bikini. When Sam finds out that the prize money of the inter-school Shakespeare play competition is Rs.50,000 (the amount he owes the policemen), he begins to put more pressure on the group to come in time for the practices. Meanwhile, Aishwarya is being offered a movie contract that she doesn't want to do. During a meeting, she rips the contract and runs to meet Sam and the others and continue their practice for the competition.

Enraged by Aishu's absence during practice, Sam confronts her, oblivious to what she had done for him. Aishu didn't know about the money he owes the policemen and does not understand the reason of his anger. She runs into the streets only to be hit by a car and go into coma. Aishwarya's mother confronts Sam about the accident because she believed that he was the cause and does not permit him to see her. While dropping Aishwarya's clothes, Tariq and Nandy notice Aishwarya's phone has an electronic diary and reads it. It shows her point of view about everyone in the group and talks about how their parents have pressurized them. So, they perform Romeo and Juliet with a different point of view, saying that Romeo and Juliet would not have died if their parents had approved of their love and listened to them, implying that their parents should do the same. They perform the song "Antenna" to convey their thoughts.