- Hrithik Roshan, Abhishek Bachchan, and Akshaye Khanna were supposed to form the original gang.
- Farhan Akhtar first met Preity Zinta on the screen test of Kya Kehna and told her that he wanted her to be the heroine whenever he makes a movie.
- Farhan Akhtar waited for almost 10 months to get an appointment to discuss the film with Aamir Khan after Hrithik and Abhishek walked out of the project.
- Farhan thought the phrase “Pyaar Ke Ghaat” from “Jaane Kyun” sounded really funny, but his dad Javed Akhtar told him to trust him on this.
- Karan Johar thought the movie would be a flop and that Aamir Khan had “lost the plot” by choosing to act in it.
- That screen test of Preity Zinta was with Akshaye Khanna.
- The words “Chamkeele Din” almost didn’t make it into the song because Farhan Akhtar thought it sounded like detergent.
- On their day off, Farah Khan set off the fire alarm in the hotel that the cast and crew were staying in because she was cooking biryani in her room.
- Akshaye Khanna was originally supposed to play Akash. But when Aamir Khan was brought on, they swapped roles.
- Saif Ali Khan was almost not going to do the movie because it was made with sync sound, instead of getting actors to dub their lines.
- Preity Zinta loved “Koi Kahe Kehta Rahe” so much that she insisted on being a part of it, even though her character hadn’t gone to the same college as the guys.
- When she first heard the script, Preity Zinta joked with Farhan Akhtar that he was making a chauvinistic all-boys’ film.
- The first scene shot for the movie was the one where Sameer tells Akash and Sid about falling in love with Pooja.
- Sid’s long speech to Deepa about “letting go” of Akash was a nod to Edgar Allan Poe’s poem “A Dream Within a Dream”.
- The story was initially inspired by his diary entries from his trip to Vegas and a storyline that his friend had handed to him.
- While shooting the scene where Saif came back from Goa, Saif Ali Khan was in splits because the assistant director would say “Clop” instead of “Clap” when starting the take.
- The script and dialogues were first written entirely in English.
- Shalini and Akash were initially supposed to fall in love in New York. But because it would have been winter, they decided to shoot in Australia.
- Asad Dadarkar, who played Subodh (Pooja’s boyfriend a.k.a. Time Table) was actually Farhan Akhtar’s friend and a major influence for Akash’s character.
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