Heroic BSOD: He slumps to the ground in grief after Maria dies (for the first time), has a smaller BSOD after killing Eddie in self-defence, and later has a much more severe one after remembering that he in fact killed Mary.
Inferred Survival: He believes Mary's just missing at the beginning of the game. She's not.
Love Makes You Crazy: He comes off as more than a little unhinged; his desperation to find Mary leads him to believe that she might somehow miraculously be waiting in Silent Hill (she's not), and his fear of losing her and inability to see her suffer, before that, was so extreme that he killed her.
Mercy Kill: To Mary, though whether or not the town believes him depends on your actions throughout the game.
Only Sane Man: While the supporting cast appears mostly-there at first glance, James is the one who manages to keep a grip on himself for the longest (albeit through rampant self-delusion).
Evil Is Burning Hot: This is Angela's Otherworld — everything consumed in fire (and extremely disturbing pictures on the walls). Her dialogue suggests she believes she "deserves" hell and thus the town shapes itself to what she imagines hell to be.
Knife Nut: In her second cutscene, she's admiring a kitchen knife that she later hands to James. The usual subtext of Knife Nuttery is absent, however; Angela doesn't wish violence against others any more, only herself. Examining the knife often enough in James' inventory will see himDriven to Suicide as well.
A beautiful woman who bears a striking resemblance to James's late wife.In reality, she's a manifestation of an idealized Mary in James' psyche. She's repeatedly killed by Pyramid Head to show James the weight of his sin — killing his wife. In one ending, James chooses to leave with her, and she begins to cough... perhaps because James didn't quite learn his lesson, and he'll have to learn it all over again, starting with his wife's illness. For the other endings, James tells Maria that he "doesn't need her any more", and she explodes into a nasty inverted demon in a cage that becomes the final boss.
Death Is Cheap: She dies many times throughout the game, but reappears later quite alive and usually without so much as a Hand Wave. This is, of course, exactly what she is intended to do.
Despair Event Horizon: Upon discovering her true purpose at the end of "Born from a Wish", she seriously considers suicide for a long moment. Of course, she decides against it (and pulling the trigger likely wouldn't have worked anyway).
Tragic Monster: The Born from a Dream bonus prequel scenario reveals that when she was first "created", Maria was actually a pretty nice person, just like Mary. However, her experiences in Silent Hill eventually turn her into a willing minion of the town's forces, with the goal of seducing and tormenting James.
A seemingly harmless young man whose many, many issues only serve to remind the player that James isn't exactly the epitome of sainthood, either.
All There in the Manual: The game's never entirely clear about Eddie's crimes, but the Book of Lost Memories reveals that the "he" who "had it coming" was a bully. Eddie shot and killed the bully's dog in a fit of rage, and then shot the bully in the leg before fleeing.
Tsundere: In some of her flashbacks, and in such equal measure it's hard to say which type, though being afraid to die and in constant pain can do that. James later says that, though his killing her at her request was an act of mercy, there was an element of anger in it that he's ashamed of, and that the town's feeding on.
A strange man-like figure with a giant headpiece that hounds James and Maria. He is the personification of James' desire to be punished for killing Mary, but at the same time he's also trying to make James confront what he did.
Chained by Fashion: Occasionally seen struggling with his oblong helmet, such as when James unloads his pistol at him in a cutscene, though PH's reaction is more irritation at being thrown off-balance than pain.
Combat Tentacles: If he manages to grab you, he'll lift you up and stab you with his "tongue" that'll come out from a small hole on his helmet.
Cool Mask: His pyramid-shaped helmet. Though not exactly a pyramid per se, since it has 7 sides. In fact, it may not even be a mask, given how it's fused to him. For all intents and purposes the pyramid is his face.
The Dreaded: Even other monsters are afraid of him! If James equips the Great Knife and switches off his flashlight, any monster will flee from the scraping noise.
Dual Boss: Before the final boss fight. One wears a red helmet, the other brown.
Enemy Without: Subtle, but he shares the same general size and build as James.
Lightning Bruiser: He's positively cat-like when the story calls for it, even capable of moving fast while underwater.
Nothing Is Scarier: He's no bigger than any of the other goombas you meet, and in fact can be mistaken for a minor enemy on your first playthrough due to being stuck behind bars. Outside of boss battles and the hospital chase, he's generally harmless given his slow gait. PH's obtuse nature, however, is a source of anxiety as he seems to be standing in mute judgement of James (such as his introduction). Add in his unannounced appearances, a humanoid shape, and some pretty awful implications of what it's like wearing that helmet (the underside is made of skin, not metal), and we have ourselves a memorable enemy.
The One Guy: He's the only masculine presence amongst this game's otherwise superficially feminine monsters.
One-Hit Kill: He has a number of moves and attacks that could kill you in one hit. The most prominent is his overhead slash using his Great Knife.
The player can do the overhead slash as well when he acquires the weapon. It does massive damage to anything it hits but it won't always guarantee a death blow especially towards bosses. Hitting Pyramid Head with his own weapon would only stun him for a while.
Rape Is a Special Kind of Evil: Arguably a personification of the concept — not rape, but rape as a crime with no possible absolution and deserving of specific and extremely harsh punishment.
Series Mascot: He has become the franchise's mascot. Appearing in many game instalments, spin-offs, and cameos and guest appearances in other games and even from other source materials like comics and the movies. He also has a number of knockoffs like Origin's Butcher and Downpour's Bogeyman.
Weapon of Choice: Most often his signature weapon, the Great Knife, though he does carry a simple spear from time to time.
Especially when you steal the Great Knife from him. You can acquire his weapon in a room later in the game. Getting it will make Pyramid Head resort to the spear instead the next time you meet him which makes him fasternote now being unburdened by his previous weapon's incredible weight and gain a longer attack reach. Oops.
At least you won't have to worry about getting killed by its instant killdeath slash of doom, though he does have other methods of killing you with one blow.
Voiced by: Ward E. Sexton (original), Travis Willingham (HD)
An enigmatic shut-in that Maria encounters in the "Born From a Wish" sub-scenario. He refuses to see her directly, only communicating through doorways.
Voice with an Internet Connection: Well, more like "Voice With A Demonic-Forces-Controlling-The-Town Connection." After she helps him, he reveals he knows Maria's purpose and gives her the info to nudge her toward meeting James. (With genuinely helpful intent, so she won't be lost and alone anymore.)