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Heres some headcanon designs for the characters!
Player/Eugene: They would technically wear glasses in their real life. They would have a dark grey shirt with dark grey shorts. They would also have a black jacket with white hood. Black shoes and white socks is their last add-on. In their dreams, they would have a black square censoring their face. The black square would have a white eye in Ms. C's vision since she sees them as her child. But only in Subsconcious Dread/Dustin's vision, he could see their face however, but only a bit.
Ms. Caregiver: Most likely in the original game. But her hair would be a bit more longer and fluffier. Her dress would also be elegant. In her home or whatever the chapter was called (I have dementia i forgot) her kitchen attire wouldn't be much stylized too.
Sunsconcious Dread/Dustin: He would have a greyish-blue sweater with dark grey pants. He would also have a dark grey long double-scarf. The question mark on his white censor thingy on his face can sometimes change into other symbols like ! or ... even a heart shape.
That's all, I think!