SHIPS:
Homicidal Liu x Jane Everlasting - They both want revenge on Jeff, so why not?
Jeff the Killer x Nina the Killer - Very one sided. Jeff is Nina's senpai and wants to be his girlfriend, but Jeff wants nothing to do with her.

HEADCANONS:
The Slender Man - Slendy is not a true creepypasta. He doesn't even need to be. The lore behind this character is big enough to be it's own genre (Proxies included).

Eyeless Jack - Jack is African-American. His race was never confirmed in his canon story so his appearance can be left to interpretation. Some people even think he could be a girl! The black stuff that oozes from Jack's eyes and mouth is called Azoth (which is sometimes associated with the Slender Man). It has similar effects to Slender Sickness and the only way to stop it from killing him is to consume human organs.

Jeff the Killer - Jeff is the adoptive brother of Liu rather than his biological one. He gets angry really easily and hates it when people aren't scared of him. He's nickname is Mr. Grin.

Jeff and Jack have a fierce rivalry and want nothing more than to destroy one another in the most brutal ways they can think of.

Jane Everlasting - Jane was Jeff's girlfriend before his transformation. When he killed her family she got his brother Liu out of Juvie to help her track him down. She will kill anyone who ships her with Jeff.

Laughing Jack - LJ prefers to watch serial killers murder people and each other rather than kill people himself.

The Rake - The Rake is a Wendigo (Until Dawn version).

Smile Dog - Smile Dog is a Hellhound who has a physical form and often fights with the Rake.