Alright, here's what I have from my expert of a friend ----
Omkara, Kahani, Zindagi Na Milegi Dobara, Rock On, ...they're all slightly different from the TYPICAL Bollywood film, and just palatable enough for you to enjoy.
If you're looking for the kind of Bollywood that is 'typical', I'd say Devdas & Dilwale Dulhaniya Le Jayenge.
If you want the kind of Bollywood that gets international acclaim, but is actually just a middling version of western films, then maybe Lagaan and Dhobi Ghaat.
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There go my two suggestions! I really did enjoy them though.)
I'm guessing you're not looking to study Bollywood...otherwise there's various old films I'd recommend, as well as the 'alternative' cinema (Arth, Mandi, Sparsh, etc).
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Hope that helps! Enjoy your movie watching!