"When I was exposed to the history and the cultural background of why women whose husbands die, why they have to become ascetic or live a life that is completely deprived of emotional or social or cultural sustenance, I was really shocked."

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Unlike typical romantic comedies, Definitely Maybe is not formulaic or predictable and it spans a decade while being set against a political background. Also, the audience doesn't know who ends up with who until the very end, which makes it a sort of "romantic mystery comedy".

— Isla Fisher