First off you need to look at Masahiro Ito’s concept designs for the first 3 games. You can also try watch the making of SH2 and 3 on youtube to get the research needed. I always research before I try make something alike a specific style/design:
A good tip for making a good SH monster is to keep it simple!
You can’t have a figure with multiple elements sticking out like tentacles or spikes, that’s just too many things going on at once. You need to stay as close as you can to a human form and then add a disturbing deformity or some metal thing like Pyramid Head’s head or Pendulum’s blades
Then there’s the sexual theme that makes an important part of the monsters. Sex is often portrayed in the games but always very subtle, and plays with your mind on a subconsciously level. So, keep in mind that a monster with a obvious penis head will not be the best design for a believable SH monster.
Also, many monster are designed for a specific purpose connected to the characters in the story, so pay attention to that if you’re designing monsters for a SH fanfic.
Lets take a step by step with the Candy Monster from Dipper’s Guide to the Unexplained episode 01…. this guy
Doodle until you get an idea, then start with a soft sketch.
I sketch with a medium soft red pencil and then I work further with a hard regular pencil.
Then I shade with some FaberCastel pens and finish off with a black Artline 0.1 size and highlights from a white pen thing for covering spelling mistakes (I think)
and that’s pretty much how I work traditionally on my GF/SH monsters. If I did this digitally I’d only use the first or second sketch and then paint on top of that with some nice gritty and bloody textures.
Like damn when I look back on Homecoming I feel it tried toohard to follow in the footsteps of Silent Hill 2 while missing a lot of why SH2 is so widely regarded as the best game in the series. It seemed to be in this thought process of
Everyone loves Pyramid Head so let’s put him in there Silent Hill 2 had a twist and everyone loved that so let’s put a twist in there!
Pyramid Head’s presence didn’t make an ounce of sense from a storytelling and lore perspective. Pyramid Head is, of course, something that the town, or arguably James himself, had very much created specifically to punish James. (Of course games prior to Homecoming had been following SH2′s lead in regards to titty nurses, which has similar problems to P-Head being in Homecoming.)
And then the twist… This is something I’ve been meaning to more or less write an essay on for a long while now but I’m godawful at writing cohesive things of any even kind of substantial length. But the tl;dr version of it is:
One of the central themes of SH2 is what it takes for someone to reach the point where they’d take another person’s life. You learn Angela reached that point and Eddie reaches that point so, combining that with other ways the game had been hinting at why James was called to SIlent Hill, the twist winds up making a lot of sense in hindsight.