[note: reader is straight (unlike me), you'll see why xx]
WHEN YOU, A DEMON, DOMINATE DEAN WINCHESTER you cuff him up to the bed. At first, you straddle his thigh until you come. Next, you sit on his face til you come a few times.
He's a begging mess. He's bucking his hips, and there are tears in his eyes. You drag his cock through your folds. He's trying to come, but with some sort of demonic power holding him, he simply can't.
When you'd accepted the Mark of Cain so Dean wouldn't have to, he never expected you to become a demon, and he never thought he'd be where he is.
"P-Please!"
"Please, what?"
"N-Need you!"
"Hm. Gotta be more specific."
"N-Need to be inside you! Inside your p-pussy, please!"
"Hm... Let me think."
You pause, watching as tears slip down his temples. You crawl to his face. You hover over him. You run your hands through his hair and lean down, as if to kiss him.
"No, not yet, my poor, pathetic boy."
He lets out what sounds like a sob he desperately tried to hold back.
"I haven't even put you in my mouth yet!"
He lets out another strangled sob.
"Silly, silly little Winchester."
You crawl back over to his cock, your ass facing him with your legs spread over his chest. He can smell you, he can see the wetness dripping out of you. He whines, and it turns into a loud, "Fuck!" when you run your tongue up the shaft of weeping cock.
You laugh deeply before you kiss the tip. You run your tongue swiftly across the slit. He's bucking his hips, he's shaking his head, he's screaming your name.
You finally let the tip slip past your tongue as you begin to suck him off.
You bob your head up and down, loving the noises he's making the whole time. You have an orgasm, and you groan around his penis, which causes him to let out another sob.
"P-Please, please put me in your p-pussy! Please let me c-come!"
"Hmm..."
You reposition yourself while his eyes are shut tightly. He doesn't dare to open them. Maybe if he doesn't, you'll realize how desperate he is.
"Please!" His voice is a mix between a whisper and a whine.
You suddenly slide yourself down onto him, his thick penis filling you as you bottom out.
"I'm gonna lift the hold on you, but don't you dare come until I let you, okay?"
He shakes his head negatively.
"I-I won't be able to h-hold it in! P-Please don't release me until you want me to come."
"Oh, Dean."
You lean down and place a soft kiss on his lips. His eyes fling open, and he tries to kiss you back, but you pull away.
"You're such a good boy, aren't you? Hm? So honest. So obedient."
"O-Only for you, Y/n. Just you."
"Oh, my sweet baby."
You kiss him again, and you let him kiss you back this time. Even under all the Mark of Cain shit, you still love the man writhing beneath you.
"I'm gonna come, then when I release you, you can come, okay?"
He nods.
"Thank you."
You kiss him again, a hand going to caress his cheek. He moans softly. It's a type of moan you haven't heard yet today. It's filled with love, as opposed to lust.
You sit up and begin bouncing on his cock. He's once again a groaning, sobbing mess. He's bucking up into you, and your eyes roll back as you come.
You release the demonic hold you have over him, and he comes immediately. You feel something soaking wet right after, and at first, he was scared he peed. He looked at you with wide, terrified eyes. He couldn't speak as you pulled out.
"My, my, what a good boy! You squirted for me!"
He sighed in relief and smiled. You lie down on top of his chest and kiss his neck.
"Thank you," he repeats.
"You're very welcome, Dean."
There's a pause.
"C-Could you please take the cuffs off? I-I wanna hold you."
You sit up and shake your head negatively.
"Please?"
He tugs on the cuffs and looks at you desperately.
"You know I can't, you'll just try and make me human again."
It's his turn to shake negatively.
"I won't, I swear! I just need to touch you, hold you, please!"
You respond by sitting up and gripping your breasts.
"Wanna hold these, baby?"
He nods.
"B-But not just those! I wanna touch your soft cheeks, I wanna hold you tight in my arms, I wanna grip your thighs and k-keep you pressed against me."
You lie back down but keep yourself propped up on an elbow so you can look him in the eyes. You press your tits against him.
"I'm pressed against you now, Dean."
He shakes his head again and tugs desperately at the cuffs.
"Need my hands on you," he begs softly.
You respond by reaching a hand to hold both of his, while the other goes to his cheek, and as you lie down on his heaving chest. He grips your hand quickly and smiles softly.
"This good enough?"
"Yeah."
There's a long pause.
"I miss you so much, sweetheart. Please come back to the bunker."
"You know I can't, Dean."
"Y-You can stay a demon if you want, okay? I just... I can't stand being so far away from you."
"How about this: I keep you with me as I travel the country, and you can join the sex I've been having with women?"
"Y-You've been having sex with women?"
"Demon or not, there's only one penis I'll ever be interested in."
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i'm sorry this is an imagine, anon, but i hope it meets your needs! i tried to make it a full one-shot/a longer story, but it was just taking too long to put together and i didn't want to keep you waiting. i may revisit this in the future, because this was hot as fuck!
also, i made the reader a moc!demon, instead of having her possess someone, because the thought of a demon using someone else's body for sex (while that person is alive or not) really grosses me out.
ALSO! sorry for disappearing for like three weeks. my bad! apologies!
