Silent Hill Headcanons - Blog Posts

WIP of Sub!James x Daddy!Reader

Minors do not interact. Also, TW: Internalized homophobia (from James's end)

More tags/warnings: Male reader, cockwarming, gay porn, male genitals mentioned for reader, daddy kink

"Um... How do I do this? Do I just... put it in my mouth?"

James asks while he looks up at you. His calloused hand stroked your inner thigh before spreading over your lap. You could tell by his quivering lip that he was nervous, terrified even. You two were still getting used to this, but James had never been with a man before you. He loves you, he wants you, but the act of putting you in him.... putting a man in him...? It felt.... repulsive.

But did he want to do this...? Yes. Yes! He's been fantasizing about it since forever! It's just.... difficult for him to start. You run your fingers through his dirty blonde hair and say, "Don't feel like you have to do anything. We can always stop."

James looks at you, and says, "I never... did this before. I don't know how to do it." You smile, stroking his hair and telling him, "Do what feels right. Lick it, suck it, kiss it, whatever feels good to you. You're gonna be great regardless, baby."

The second you said that to him.... he immediately started blushing and muttering a response. The topic of sex alone was embarrassing for James, let alone gay sex. But then when he got his barrings, he says, "I want to do it.... but... I-I'm kind of--"

"Scared?" You complete.

James nods. You pet his hair more, making him whimper as you say, "How about you keep it warm for me? You could put me in your mouth, and we could watch something. No actual sex, just helping me stay warm while we watch a movie. You could lay in my lap, watch a movie, and keep me in your mouth. If you want to stop, all you have to do is take me out."

He looks at you, his skin tinted a pink hue and his Adam's apple jiggling when he swallowed a breath of anxiety and rests his head on your thigh before unbuttoning your pajama pants. He was slow, shy, and sweet as he nervously met your gaze. Your waistband grinds against your bulge from his quivering hands, making you muffle a moan. James blushes and chokes on a breath when your cock protruded through the slit of your pants' buttons.

"Dear God!" James huffs, before modestly licking your tip and engulfing you in his mouth. You huff, and look down at him while he rests you into him, and he mutters what movie he wants to watch. It was some corny romance film that he overheard a few guys talking about at a bar. James, being a bit of a sap at heart, figured that it would've been a good time to watch it.

......

You absent-mindedly stroke James's hair as you watch the movie with him. Surprisingly, James still had his cheeks full of you and was very calm. He coos to the sensation of your delicate, firm hands brushing every strand. The feeling caused a wave of chills to wash over him as you two continued to watch. The film itself was.... interesting. For starters, it turned out to be a gay couple, which James didn't expect. The only times he's watched romcoms were with Mary long ago, and even then, they were always between a man and a woman. This was new for him.

Only it wasn't a romcom... it got a few laughs out of you two, but nothing would've prepared James for what would happen next...

The scene was set. A man with dark skin and fluffy coils for hair was cuddling against the other man, a tan and chubby guy. The man's smooth chest rubbed against the fuzzy curls of the other man's chest as their tongues slipped between each other's lips until the chubby one began to leave a trail of kisses down the fluffy-haired man's body.

James was stunned. He's never seen a scene between men that was so.... what were the words? Vile? Uncouth? Indecent? Unnatural? Repulsive? Perverted? Sinful?

No... it just wasn't right. It should be the woman on her knees for the man... not... whatever this was.... right?

Or.... no.... that's just not true....

But there was a small part of James that countered every remark, every lash, every guilty thought with the words he couldn't say, "Intimate, Loving, Erotic, Desirable, Sensual, Romantic, Wholesome..."

The scene continues, and now the chubby man is sweating and sliding the fluffy-haired man's cock into his mouth. His cheeks were hollowing themsleves and sliding with such ease, taking every inch until he gagged before releasing his grip to pump his lover with his fist with such haste and taking him back in. But not without a loud wet squelch from his saliva, making the other man bellow out a moan and thrust into the other's mouth.

The room filled with wet slaps, moans, squelches, and gagging as the scene unfolded for such a long time. James was speechless. He's never seen anything like it. Even the more raunchy films that he's seen in his past years were nothing compared to this. He could feel himself grow harder with every slap, gag, and grunt from the actors. He wanted to pry himself away from the TV, seeing something so... so... obscene! But he couldn't shake the feeling of curiousity. How would it feel to give? How would it feel to receive?

He can feel you, too. The way you're throbbing in his cheek, the way your veins refined themselves, the way you straightened out, the way your tip poked against his throat, and the way he could taste a foreign saltiness on his tongue. He wanted it. He wanted this so badly. He wished the actors were you two. He wished the fantasy between man and man were a reality, not just some guilty pleasure. He wanted--

Suddenly, one of the actors lets out a whine and says, "Cum on me, daddy!"

James choked, literally. Your hips bucked in response to the abrupt stimulation, making you pause the movie and say, "James, are you okay?"

He looks up at you... his dirty blonde bangs sticking to his forehead, cheeks flushed, and breath heavy. He was quiet before taking a chance to get off the couch and on his knees. With a vulnerable, subservient gaze and a coy tongue, his mouth opens up, and he points into the gaping hole.

Finally, he says sweetly,

"Can I... suck it, Daddy?"

And that's all for now! I'd really appreciate some feedback since I have never done mlm smut before! Lmk if I can do more or how to improve! Is the WIP good? Should I continue? Like... tell a girl how you feel!

I made a playlist based on Mary and James as a couple. I wanted to convey the honeymoon phase, then slowly get worse. The segment of just Lana Del Rey is supposed to be Mary's POV, where she feels so ugly that she suspects James is cheating. Then post-mortem, he does kinda but not really since Maria isn't real. Some songs are supposed to refer to Maria and even though James never cheated on Mary, I'd imagine her being paranoid that he does out of her insecurities.

Since Silent Hill 2 is primarily focused on James's pov, that's why it kinda carries on, but Lana Del Rey, Etta James, Someone Else, and the 2 songs before Loverman are all Mary's POV. There's 1 song out of place toward the end. Wildest Dreams by Taylor Swift is supposed to kinda be like Mary's tape where she asks James to take her back to Silent Hill, kinda like Taylor Swift saying "Say you'll remember me/standing in a nice dress/staring at the sunset babe/red lips and rosey cheeks/say you'll see me again/even if it's just pretend."

Wildest Dreams was also kind of referencing the Bliss ending where James watches the tape while he hallucinates on drugs and makes a false reality where he's with Mary. Some of the songs convey James's guilt, his self-pity, his imagination of Maria, and some songs like "Line Without A Hook" and "Lovers Rock" are meant to show his insecurities. I'd imagine him feeling like an inadequate husband before Mary's death. Bro, it took me 30 minutes to order this playlist since I wanted this in a linear structure starting from their newly wed phase to the withered flowers stage.

Also! Anyone catch onto the irony of some of the songs in the playlist?🌝

While I'm doing that Salesman request, how about some Submissive James Sunderland headcanons to hold you over? (I desperately wanna finish this game but I have no time and am too much of a pussy)

Sub!James Sunderland Headcanons:

Minors, do not interact...18+

Never bratty, like at all. He might say something that is unintentionally bratty. But correct him, and he'll be a lot more mindful of what he says to you.

Loves serving you in any way possible. Cooking, cleaning, laundry, massaging you, pleasuring you, any way and every way.

Still, don't yell at him or degrade him. He's pretty sensitive, especially after Mary's verbal abuse. That, and he's also lowkey insecure himself. He hasn't had sex in a long time, and when he did, it was very vanilla. He knows he isn't exactly young, and he's even more insecure about taking supplements to get it up.

He likes being spanked, but only with soft impact, and don't ever slap him, choke him, or spit on him.

Lives for your praise. He has a very big praise kink and will do anything to hear you say those two special words. His dick gets hard just from hearing you call him a good boy. He'll put away grocceries and do the dishes, only to glance at you from the side. Breath clutched before releasing a euphoric huff when you praised him.

I've mentioned this before (and that post inspired this one) but he's got a mommy/daddy kink.

It's not to the extent of ageplay, but it's to the extent where he loves calling you mommy or daddy (depending on you) and relying on your judgement to make some (trivial) choices for him. For example, he might ask you to pick out his clothes for the day or ask you what he should eat.

"Mommy, what should I wear to go to work," "Daddy, what should I eat for lunch? Do you want some?" Things like that. (I'm researching gender neutral terminology for this right now, so please bear with me)

He has a thing for being quiet, but full-on gagging makes him panic, so he opts for sucking on your fingers, breasts, or whatever you have to offer him, depending on your body.

Extremely needy as a sub. He wants to be near you at all times, he wants your attention, he craves your praise, and sometimes your voice alone gets him off. Premature ejaculation is a curse (or a blessing in disguise...?) For him. Sometimes when you praise him, he loses all sense of control and cums on himself involuntarily without a single touch from you.

But you've trained him a little with some edging and orgasm denial, and now it's almost impossible for him to cum unless you give him explicit permission to. If you get a call from him late at night, just know he's whimpering and pathetically begging you to let him cum. And yes, he always thanks you profusely after cumming.

He doesn't verbally whine or complain if you deny him, but he whimpers. A lot. He whimpers like a puppy that had his paw stepped on. He'll cry a little, too. He's a soft masochist; he only wants soft punishments and soft belittlements. Instead of degrading, he wants to be talked to like a pet, sweet and a little condescending at times with a stroke of his hair. Instead of spitting and slapping, he wants kisses and excruciatingly pleasureful denial.

With that said, he's a dacryphilliac to a degree. He doesn't want to sob, but he doesn't mind shedding a tear or two; especially if you express satisfaction for it.

He's interested in light pet play. Padded collars and leashes, and could either bark for you or meow, depending on what you want. He's fine with either or some other pet except pony or pig.

He's shy about it, but he's very curious about prostate play. The first time he tried a prostate massager, you were watching him as he twitched, whimpered, moaned, and grinded against the soft mattress, hoping to angle the toy deeper all while he looked at you with a pout of embarassment and arousal. You could see his gaze, craving your approval and praise, as always. He fantasizes about you buying a remote-controlled one for him.

He started dipping his toe in the sissification pool. James doesn't like the extreme end of the spectrum. He's still new to this, and he isn't too fond of the idea of crossdressing to his knowledge as of right now. But if you put girly clips in his hair or a feminine ribbon around his wrists, he'll like it.

Whoa this gave me an idea based on the Transmasc James headcanon someone online made. What if Pyramid Head symbolized internalized homophobia? Like, James is in the 90s (I think that's when Silent Hill 2 takes place???), he had a beautiful wife like he was "supposed to have," he loved her, he murdered her, and while the Bubble headed nurses symbolize sexual frustration, what if the beefy Pyramid Head, the hyper masculine humanoid who's aggressive and is a polar opposite to James's more passive nature symbolizes guilt for his murder and guilt for being bisexual, desire to be a "real man," while also having some frusturation with his sexuality?

Hey man, why did the deepest level of your subconscious thoughts manifest that?

Random thought: How do we feel about pathetic James being a sub w/ a mommy kink?🤔

The thought occurred to me in the middle of class. Good god, my ADHD brain and her hyperfixations🫣

The way I literally screamed seeing this, WHEW GIRL--

Husband activities with James at work LOL

Hey yall, so I was just pondering while plotting this Salesman smut from Squid Game and had a thought.... what would a threesome between these two be like? Like, Salesman is more teasing, more sadistic, and James is more serious, more gentle. Crossover right now! How would a threesome with James and the Salesman go?

Might fuck around and write something when I get the time to...

AGHHHHHHHHHHHHHHH----

James Sunderland... I KNOW hes a sad wet puppy but like.. I need that blonde man to gently dom me and praise me and encourage me hhhhhhh

don't do this to me rn 😩😩 the softest soft dom to ever soft dom

i just know he says things like "there we go." "so good for me." "just like that, sweetheart." "feeling good, baby?" but even when you try to brat him at the hopes of getting him to be a little rougher, the only thing he does is quirk a brow with a soft tilt of his head and it has you crumbling back down to him. he def laughs and kisses your cheek when you pout and deflate into his arms because he brought you back to him again. just like he always does <3

when he overstims you and you start whining that it's too much and you cant come again, he goes "yes, you can, baby." "please baby, do it for me" and he says it all whiny and begging as he continues to make you feel good. KISSES. SO MANY KISSES. he cant and wont stop kissing you and your pretty body while he makes you come over and over again.

taking all of his cock inside you for the first time and he's holding your hips so gently as he coos at you with stuff like "easy, honey, let me do it." "taking all of me so well, baby." and his voice is so fucking nice to listen to; all reassuring, loving, and trusting. when you ride him for the first time, his hands stay on your thighs as he lets you take him at your pace. mainly because he loves watching how your face scrunches in pleasure as his cock hits your sweet spots and fills your pretty hole. "gonna take all of me? yeah?"

im gonna stop here before i turn this into a 12 page essay

It's 3:25 AM, I have work tmr (technically today), unfinished work, and I'm stuck here getting off to the thought of James being my professor cuz someone wrote a fic abt it😭

The way the reader self insert had that much audacity, jfc! I usually hate infidelity fics but I'm ngl, the thought of James being a professor had me🤭💦

I have been thinking about this man nonstop for the past 48 hours.

For the James smut asks, I wouldn't mind your list of what kinks you think he has

Heck yeah nonnie, I sure can do that!

Warnings: smut, impact play, a bit of unhealthy sexual behaviours

James Sunderland kinks headcanons:

Praise/Humiliation kink: to you, he’s always willing to show you and himself how good of a partner he can be. He’s attentive, gentle and constantly praises and compliments you in the moment: how good you’re making him feel, how great you’re taking it or how fucking ready he’s to do anything you want. For him, he’ll enjoy either. Taking a slap hearing how pathetic he is for oozing pre-cum for you when you barely touched him? Heck yeah. Hearing gentle murmurs calling him “good boy” and how good he fucks you? He’s the happiest man.

Talking about slapping him - he will like impact play He asks for you to do that at one point and if you’re on board - he’ll ask for you to do that from time to time when he’s in the mood. Slapping across the cheek, or tugging his head by the hair. He’d be into that at times, his feelings of guilt and self-hatred never leaving for good. I believe he’ll also be not very knowledgeable about proper BDSM rules, so learning how to do stuff ethically will be on you, unfortunately. It will never delve into something very deep, so just mutual agreement before doing some things, or him asking to do something explicitly + safe word would do. I don’t think his habits would be very healthy tbh though. I don’t think he’d ever want to be rough with you in return. Though, if you’d ask him to spank your butt - he’d do that and enjoy it.

One thing that is also crossing borders with his tendencies is edge play. He’ll be a pathetic whimpering mess after a few times you deny him his orgasm. I don’t think he’ll be able to last for long, but a few rounds is something he could do. He’ll beg for you and cry when you stop and force him to wait yet again, yet he’s enjoying every second of it and the way the orgasm feels when you allow him to reach his peak at last. It’s the mix of emotional impact and the way it physically feels for him. With you he tried an edge play a few times - but you’re so pliant and sweet, that he cannot stop himself in time and with light chuckle he decides to just give you few orgasms instead.