#hellwolf's headcanons

The Henchman was a close friend of The Father, and raised The Son as best he could in The Father’s absence.

He met Mary in a similar manner to Jacket and Hooker’s first meeting. Unfortunately, it wasn’t as stable.

His relationship with Mary was emotionally abusive, with him being the abusee

He had serious substance abuse problems, and had done his best to clean up for Mary.

The Son’s mother was the Ninja Girl from Hotline Miami. His father had him sent away when Jacket and other 50 Blessings Assassins started their Mafia Rampages

The Son was only 19 during the events of Hotline Miami 2, and was only 17 when he took control of the Mafia

Due to his parents not being able to properly raise him, The Son is a little unstable. He also looks older than he is due to the stress of running the Russian Mafia

The Son’s Katana is the same one wielded by Ninja Girl, and his MP5s are his fathers, both were salvaged from their remains after Jacket was taken into custody.

The Son’s various vices, such as drugs and prostitutes, were brought on by being a young man running a high end criminal organization.

Biker is from New York, and was on a cross country bike trip when he got caught up in the 50 Blessings plot.

Biker did indeed survive his duel with Jacket at Phonehom, but barely. He spent a full two years in the hospital recovering from the damage done to him.

Biker has a problem with letting go of things, often to the point of obsession.

In the canon timeline, Biker never found out who was behind the phone calls. His obsession with finding out caused him to become crazed and to go into hermitage

As a child, Biker loved games like Ninja Gaiden, and would play them until he won.

Biker is of Japanese descent

Richard did visit Biker, but it happened before the events of Hotline Miami 2.

Knows Judo

Worked several odd jobs before becoming a journalist

Met his wife while he was a journalist and conceived his child with her after the Hawaiian Conflict

Became a pacifist due to his coverage of the Hawaiian Conflict