Osamu Dazai (53 episodes, 2016-2023)
Atsushi Nakajima (48 episodes, 2016-2023)
Osamu Dazai (42 episodes, 2016-2023)
Doppo Kunikida (40 episodes, 2016-2023)
Atsushi Nakajima / Port Mafia B / Young Atsushi Nakajima (37 episodes, 2016-2023)
Doppo Kunikida / Port Mafia Predecessor / Cafe Uzumaki Store Manager (32 episodes, 2016-2023)
Ryunosuke Akutagawa (28 episodes, 2016-2023)
Akiko Yosano (26 episodes, 2016-2023)
Rampo Edogawa (24 episodes, 2016-2023)
Ryunosuke Akutagawa / Crowd Member #1 (24 episodes, 2016-2023)
Fyodor Dostoevsky / Fyodor D. (24 episodes, 2016-2023)
Akiko Yosano / Naomi Tanizaki (23 episodes, 2016-2023)
Kyoka Izumi / Teruko Okura / Cafe Uzumaki Waitress / Kyoka's Mother / Young Kyoka Izumi (23 episodes, 2016-2023)
Junichiro Tanaizaki / Junichiro Tanizaki / Assassin #2 / Tech (22 episodes, 2016-2023)
Ougai Mori / Angry Man on the phone / Jury (19 episodes, 2016-2023)
Chuya Nakahara / Kosuke (19 episodes, 2016-2023)
Junichiro Tanizaki (19 episodes, 2016-2023)
Yukichi Fukuzawa (18 episodes, 2016-2023)
Chuya Nakahara (18 episodes, 2016-2023)
Kenji Miyazawa (18 episodes, 2016-2023)
Kenji Miyazawa / Fake Pushkin (17 episodes, 2016-2023)
Orphanage Man / Michizo Tachihara / Edgar's Raccoon / Crowd Member #2 / Karl / Karl the raccoon / Kyoka's Father / Officer Sugimoto / Orphanage Director / Port Mafia A / Sheep Member (16 episodes, 2016-2023)
Ryuurou Hirotsu / Natsume Souseki / GSS Captain / Zoopark Member (15 episodes, 2016-2023)
Yukichi Fukuzawa (15 episodes, 2016-2023)
Kyoka Izumi (15 episodes, 2016-2023)
Rampo Edogawa / Ace's Henchman / GSS Soldier / Port Mafia Spy / Pushkin's Man (15 episodes, 2019-2023)
Nicolas Gogol / Nicolai Gogol / Nikolai Gogol (14 episodes, 2023)
Tetcho Suehiro (14 episodes, 2023)
Ochi Fukuchi / Ouchi Fukuchi (14 episodes, 2023)
Teruko Okura (14 episodes, 2023)
Fyodor Dostoyevsky / Prison Guard / Second Judge / Thumbnail (14 episodes, 2016-2023)
Elise / Ichiyou Higuchi / Crowd Member #3 / Gran (14 episodes, 2016-2023)
Francis Fitzgerald / Francis Scott Key Fitzgerald / Thumbnail's Hechman (14 episodes, 2016-2023)
Sigma (13 episodes, 2023)
Jouno Saigiku (12 episodes, 2023)
Ango Sakaguchi / Assassin #1 (12 episodes, 2016-2023)
Rampo Edogawa (12 episodes, 2016-2017)
Saigiku Jono / Jouno Saigiku (11 episodes, 2023)
Ouchi Fukuchi / Sakunosuke Oda (11 episodes, 2016-2023)
Ogai Mori (11 episodes, 2016-2023)
Francis F. / Francis Fitzgerald (10 episodes, 2016-2023)
Ango Sakaguchi (10 episodes, 2016-2023)
Kirako Haruno / Huckleberry Finn / Yamagiwa (10 episodes, 2016-2019)
Kouyou Ozaki / Crowd Member #4 / Shot boy (10 episodes, 2016-2019)
Lucy Maud Montgomery / Little Girl tied with grenades / Lucy Montgomery (9 episodes, 2016-2023)
Naomi Tanizaki (9 episodes, 2016)
Lucy M. / Lucy M (8 episodes, 2016-2023)
Aya Kouda / Aya Koda (8 episodes, 2017-2023)
Bram (8 episodes, 2023)
Bram / Sigma (8 episodes, 2023)
Ichiyo Higuchi (7 episodes, 2016-2023)
John Steinbeck (7 episodes, 2016)
John S. (7 episodes, 2016)
Kirako Haruno (7 episodes, 2016)
Louisa May Alcott / Louisa Alcott (6 episodes, 2016-2023)
Ryuro Hirotsu (6 episodes, 2016-2023)
Louisa A. / Louisa Alcott (6 episodes, 2016-2023)
HP Lovecraft (6 episodes, 2016)
Lovecraft (6 episodes, 2016)
Tetcho Suehiro (6 episodes, 2023)
Mushitaro Oguri (5 episodes, 2023)
Michizo Tachihara (5 episodes, 2016-2023)
Nathaniel H. (5 episodes, 2016-2023)
Nathaniel Hawthorne / Masked Assassin (5 episodes, 2016-2019)
Kyusaku 'Q' Yumeno / Yuan / Kyusaku Yumeno / Proprietor (5 episodes, 2016-2019)
Santoka Taneda / Herman Melville (5 episodes, 2016-2017)
Koyo Ozaki (5 episodes, 2016)
Minoura (4 episodes, 2016-2023)
Edgar Allan Poe / Judge (4 episodes, 2016-2019)
Andre Gide / Killed Trouper / Tom Buchanan / Waiter (4 episodes, 2016-2019)
Motojiro Kajii / Angry business man / Guy / Motojirou Kajii (4 episodes, 2016-2019)
Sakunosuke Oda (4 episodes, 2016)
Elise (4 episodes, 2016)
Shirase / Shousaku Katsura (4 episodes, 2017-2019)
Katai Tayama / Port Mafia C (4 episodes, 2019-2023)
Poe (3 episodes, 2016-2023)
Gin Akutagawa (3 episodes, 2016-2019)
Margaret Mitchell / Tom Sawyer (3 episodes, 2016)
Mark Twain (3 episodes, 2016)
Mark T. (3 episodes, 2016)
Herman M. (3 episodes, 2016)
Katai Tayama (3 episodes, 2019-2023)
Arthur Rimbaud (3 episodes, 2019)
Nobuko Sasaki (2 episodes, 2016)
Rokuzo Taguchi / Rokuzou Taguchi (2 episodes, 2016)
Gide (2 episodes, 2016)
Giant (Male) / James (2 episodes, 2016)
Azure King / Driver (2 episodes, 2016)
Young Atsushi (2 episodes, 2016)
Taguchi Rokuzou (2 episodes, 2016)
Soseki Natsume (2 episodes, 2016)
Margaret M. (2 episodes, 2016)
Blonde (Male) / Member in Blue (2 episodes, 2016)
Motojiro Kajii (2 episodes, 2016)
Karl (2 episodes, 2016)
Yumeno Kyusaku (2 episodes, 2016)
Alexander Pushkin / Worried Man (2 episodes, 2019)
Mitamura (2 episodes, 2023)
Nikolai Gogol (2 episodes, 2023)
Michizo Tachihara (2 episodes, 2023)
Sugimoto (1 episode, 2016)
Yamagiwa (1 episode, 2016)
Shinji (1 episode, 2016)
Santoka Taneda (1 episode, 2016)
Kousuke (1 episode, 2016)
Huck (1 episode, 2016)
Tom (1 episode, 2016)
James L. (1 episode, 2016)
Katsumi (1 episode, 2016)
Sakura (1 episode, 2016)
Shousaku Katsura (1 episode, 2017)
Karma (1 episode, 2019)
Ace (1 episode, 2019)
T.J. Eckleburg (1 episode, 2019)
Ivan Goncharov (1 episode, 2019)
Minoura (1 episode, 2023)