 If you liked
Sennen Joyuu
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 ...then you might like
Shouwa Genroku Rakugo Shinjuu
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The stories are centered around the reminiscences of elderly protagonists who are prominent figures in the entertainment industry. As these characters begin to show age, they begin to brood over their inevitable fate. If you'd like a drama that will keep you on the edge of your seat, then I've got the perfect recommendation for you!
Both are surreal historical dramas that follow an entertainer through their life through the lens of the main characters' memories. They both give off a similar dreamy and tragic vibe. In both, the characters are imperfect and interesting. They are both beautiful pieces of art.
I feel that if you enjoy Millennium Actress, you'll enjoy Rakugo and vice versa.
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Recommended by senpaichandesu
Both anime deals with the regrets of the past, with both main characters initially shown in their old age, and the story alternating the present time with flashbacks.
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Recommended by maattthhhh
Both shows follow their protagonists' lives from pre-war era up until 2000s, bringing a lot of nostalgia while painting a clear picture of Japan back in the day. While one tells the tale of a rakugo performer, the other is about an actress. Their lives both somehow intertwine with the stories they tell. The 2 animes are also on par with each other in terms of quality, from sound, acting, directing and art. Though similar in story, Sennen Joyuu's style is trippier, while Rakugo animation remains quite traditional.
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Recommended by mew_shy_weeb