Morio Asaka adapted the story called Nana, based on the manga that shares the same name and is written by Ai Yazawa, in form of an animated film or anime in 2006. In a very solid and somewhat realistic way, he managed to portray the messy transitional period of the twenty-year-old's life and narrated it using a woman's perspective. Because of its grounded drama aimed at adult audiences and content related to the development of young women, Nana falls under a category called josei. The plot takes place following the lives of two completely different girls who, due to a combination of circumstances, find out that they are the same age, are going to Tokyo to achieve their life goals, and by some miracle, they are both called Nana. The aim of the paper is to present the two main female roles and compare them with the traditional characteristics and modern values of women that have been gradually created through the long history of Japan. Numerous social, political and economic changes that took place in the period from prehistory to the period of modernization after the Second World War, had an impact on the development of women and their social position. In this context, both girls in the animated film portray certain qualities of Japanese women. Nana Komatsu is a witty, naive and carefree girl who is enchanted by the concept of love. Her life is filled with constant searches for romantic relationships and she is exposed to numerous unhealthy relationships with men. On the other hand, Nana Osaki plays a slightly darker, more calm and serious role and instead of loving, she focuses on building her own career. While one expects that a relationship with a man will save her life, the other dreams that one day she will prove that she no longer depends on him and that she can achieve everything with her own abilities. Nana Komatsu represents the traditional side portrayed by depicting the vicious circle of an addictive, patriarchal relationship. While Nana Osaki is the perfect depiction of a modern woman striving for independence and success in her own career.