Franchise timeline
Crying Freeman follows a Japanese assassin hypnotized and trained by the Chinese mafia (called the "108 Dragons") to serve as its agent, and covered in a vast and complex dragon tattoo. A quiet but complicated killer, Freeman reflexively sheds tears after every killing as a sign of regret.
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Part 1 · Sep 1, 1988
Crying Freeman 1: Portrait of a Killer
Emu Hino, a 29-year-old virgin, witnesses a mob hit and fears that the killer will now find her and kill her. Indeed, he sets out to do so; he's Yo Hinomura, a talented potter and artist who's been conscripted against his will to be the prime hitman for the 108 Dragons, a gang within the Chinese Mafia, who are determined to push aside Tokyo's local crime lords. He breaks into her house, and she asks that he make love to her before he kills her; she connects to his inner self, and he becomes her protector. Now he must defend her against the local crime gang, who have connections with corrupt Tokyo police. Will Yo and Emu make it out alive, and will the 108 Dragons triumph?

Part 2 · Aug 1, 1989
Crying Freeman 2: Shades of Death, Part 1
With the blessing of the 108 Dragons, Yo and Emu marry and receive new names, Ron Tayan and Fu Ching Ran. The elders send them to Macau to find out who's behind a new attack. Fu is kidnaped; at the same time, Baya San (the huge granddaughter of the 108 Dragons' aged leaders) demands to be the next head of the gang, not Ron. The childish Baya San has joined forces with the Macau gang, in league with the American mob. A surprise visitor from the US arrives where Fu is being held captive. Can Ron rescue her, find the traitor within the 108 Dragons, defeat his enemies, and bring discipline to Baya San? He must still face the angry and deadly girlfriend of the American visitor.

Part 3 · May 1, 1990
Crying Freeman 3: Shades of Death, Part 2
Ron Tayan now leads the 108 Dragons; Fu Ching Ran is his loyal wife. As their body tattoos show, he's the dragon, she's the tiger. The 108 Dragons are attacked by African Tusk, a syndicate intent on world control. Ron goes to Africa, dealing first with Shicaro, African Tusk's assassin, then with Jagone, its leader. Despite his success, he must still face Bugnug, Jagone's muscular and athletic military commander: Ron gives her a new name, Dark Eyes. Back in Hong Kong, Fu faces danger as well. A Muramasa sword with a dark history and, seemingly, its own demon spirit, falls into her hands. She seeks to tame it, and in the process, discovers her inner warrior identity