This is a question someone asked me ages back and it has stuck with me. So I am stealing it to see if anyone can come up with a better answer than me!
What stuck with me especially was the priviso she put in at the start which made me realize something I never had before- “Any year except 1998”. Because oh my gosh, 1998 is the clear winner. Kuch Kuch Hota Hai, Dil Se, and Duplicate. Family romance classic, art film, and silly comedy all in one year.
But if I can’t pick 1998, then I think I am torn between 2016 and 2017.
2016: Fan and Ae Dil Hai Mushkil
2017: Dear Zindagi, or Raees and Jab Harry Met Sejal.
Oh! Or 1995! Karan Arjun, Zamaana Deewana, Guddu, Oh Darling Yeh Hai India, Dilwale Dulhania Le Jayenge, Ram Jaane, and Trimurti.
Huh. Shahrukh made as many movies in 1995 as Ranbir and Ranveer made in the first 5 years of their career. This game would be no fun with them, they only make one movie a year (if that).
Anyway, what year would you pick? For your convenience, I have them all listed out below. And I warn you, it’s a lot harder than you might think! There are way too many good options.
1992: Deewana, Chamatkar, Dil Aashna Hai, Raju Ban Gaya Gentleman
1993: Maya Memsaab, King Uncle, Baazigar, Darr
1994: Kabhi Haan Kabhi Naa, Anjaam
1995: Karan Arjun, Zamaana Deewana, Guddu, Oh Darling Yeh Hai India, Dilwale Dulhania Le Jayenge, Ram Jaane, and Trimurti.
1996: English Babu Desi Mem, Chaahat, Army
1997: Koyla, Yes Boss, Pardes, Dil To Pagal Hai
1998: Kuch Kuch Hota Hai, Dil Se, Duplicate
2000: Phir Bhi Dil Hai Hindustani, Josh, Mohabattein, Hey Ram, Gajja Gamini
2001: One 2 Ka 4, Asoka, Kabhi Khushi Kabhi Gham
2002: Hum Tumhare Hain Sanam, Shakti: The Power, Saathiya, Devdas
2003: Chalte Chalte, Kal Ho Na Ho
2004: Main Hoon Na, Swades, Veer-Zaara
2006: Don, Kabhi Alveda Na Kehna
2007: Chak De India, Om Shanti Om
2008: Rab Ne Bana Di Jodi
2009: Luck By Chance, Billu
2010: Dulha Mil Gaya, My Name is Khan
2011: Ra.One, Don 2
2012: Jab Tak Hain Jaan
2013: Chennai Express
2014: Happy New Year
2016: Fan, Dear Zindagi, Ae Dil Hai Mushkil
2017: Raees, Jab Harry Met Sejal