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Oh that look. He loved that look. That desire to shake him like a ragdoll an break him over her knee. She probably could, if she ever got the chance. There was the real danger. But the reward of making such a proud woman break each and every time was just too good to pass up. Its why he dug his foot into her cheek for a bit. Would she bite? Or would she just sit there and take it while he jerked her off?

"The fuck did I just say, mutt? Don't you fucking bark at me in that tone. Keep that up, and I'll edge you for a week." A squeeze was given to that gel sleeve, a strength behind it that shouldn't be.

A pause, before his grin widened. "You know what, I think its time that mouth got put to work better." And without wasting a beat he'd force her back down with his foot and straddle her face, those thick cheeks of his hovering right over her. "Put that tongue to use bitch. Make it shine."

Mal grunts as his foot plants against her face, desperately wishing she was able to reach out and crush his windpipe, but in lieu of that she swallows her rage long enough to speak.

"Sorry...that your aim's so dogshit, "Master"-" She spat, "Want me to hold it for ya next time?"

#self appointed protagonist ; ic #;guard dog

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╰┈➤ ❝ How many more times do I have to arrest you old man!? ❞

She's got the handcuffs out, again, moving in to make another arrest.

╰┈➤ ❝ You can't keep dodging the law forever. Don't you know it's a crime to dine and dash!? ❞

"Well maybe if their service wasn't dogshit I would have actually paid them! And the coffee sucked too!" There might be two different conversations going on here.

And he's taking a few steps back, eyes scanning the room for any signs of escaping... before bumping into the biggest, meanest looking guy in the room and all his buddies.

"...So I know what you're thinking. Should I beat up this pretty boy and take him in the back alley. And the answer might surprise you..."

And, naturally, comedy ensues as both the degenerate and the officer are caught up in a good old fashioned tavern brawl. The perfect way to make his escape.

#self appointed protagonist ; casanova alibaba #we're the heroes right? ; adventurer verse #;benny hill pd

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Not just the stupid little grin, but the laugh to follow. Just look at her. So turned on and absolutely wanting to beat the shit out of him. Absolutely in character, of course. She was his guard dog, after all. Her role was to be the defiant one, who always fought but always broke every single time. Her powerful, sexy body practically demanded such a role and he'd give her no less.

He'd let his own dick rest on her body, lightly rubbing against hers as even as he dumped his load all over her he was still keeping his dog in check. A bright pick gel cock sleeve with a little bone design on each side was being glided up and down her cock to make sure the pleasure stayed and kept her pacified. "Ah ah ah~ watch your tone bitch. Dogs don't get to bark at their masters. Heel."

And a foot would be brought down against her cheek, the veil moving ever so slightly to show him licking his lips in anticipation. "Look what you did you muscly bitch. You clenched that tight fuck hole of yours too hard an made me waste my seed all over your stupid fucking muscles. How the fuck are you gonna pay me back bitch? My cums worth more than you've made in your life. Speak, dog~"

17A for the extremely nsfw gif prompt - Ali's just taunting his guard dog at this point. Not even giving Mal a proper creampie an letting his seed splatter all over her body. - @prxttybxybxstxrd

"NGhhuh--" Mal was pretty unambiguously ashamed of how hard her asshole instinctively clenched to keep her 'master' in, desperately contracting even after he'd oh-so-suddenly ripped himself from her hole. "You f-fuckin--"

Whatever raunchy expletive was about to leave her mouth was interrupted as she flinched, his hot seed painting her stomach as he defiled her, doubtlessly grinning behind that stupid little sheer mask of his.

"Bastard..." She growled, audibly grinding her teeth.

#self appointed protagonist ; ic #;guard dog

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▲ Clearly, Jiangliu still had much to learn about fighting, Alibaba-style

Gif Prompts - Accepting!

"I have no clue what mystical bullshit you're spouting but keep it up. Fuuuck... Hey, you need a rogue in your party, right? I can give you this special trainin every day you know?"

Gods fight-sexuals were a pain in the ass but those crazy tight bodies were always worth it. If he wasn't careful she might actually leave him worn out after breaking her in.

#self appointed protagonist | casanova alibaba #;mystic titty arts

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▲ it’s strange. Not so shortly after the tavern debacle, there’s this really naive “Seer”, Iris, that Ali can run into as he strolls about town.

Gif Prompts - Accepting!

"Finally, some decent fucking service around here. Don't worry slut, I'll be back at whatever temple or somethin you're at. Have some of your girls ready for me when I get there, kay? Maybe I'll knock you up next time."

Just... right there. In the middle of the street with no hesitation for twenty straight minutes of nonstop anal sex. No respect for her or her reputation after dumping two loads in her and leaving her leaking in the streets. Someone will come clean her up, right?

#self appointed protagonist ; casanova alibaba

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▲ also one for niles

Gif Prompts - Accepting!

"Ahh-hhh~ Sho... close... You dick.. treating me all.. sensually like this... ah..! Cumming..! I'm cumming again...~!"

It takes a man to pleas a man, as they say. And for as much as they fought an argued, it always felt so damn right when they were with together. Sure they had business to take care of, but, a little quickie or three never hurt anyone, right? Poor bastard thats gotta clean this up later though...

#self appointed protagonist ; casanova alibaba #;partner in life and crime #we're the heroes right? ; adventurer verse

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▲ from Kara.

Gif Prompts - Accepting!

"Just... relax. I'll make it quick.. Promise..~"

Was a blowjob in the middle of them hiding out from a group of bandits that got the jump on them entirely practical? No. But there was something about his warrior woman of a wife's naked body glistening in the sunlight that made him want to throat her, so sue him. And it'd be fiiiine if they just.. got carried away, right? Just a little?

#self appointed protagonist ; casanova alibaba #;the only woman worthy #we're the heroes right? ; adventurer verse

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▲ Just a brief glimpse of the many things he and Aurelia got up to, during their first clash of wills

Gif Prompts - Accepting!

"Just..! Give up already..! You cock sucking bitch..!"

Nothing wild or witty here. Just a young man putting a holy woman on display in an attempt to shame her into breaking alongside his relentless thrusts. He was so close, he could feel it..! She had too break at some point!

#self appointed protagonist ; casanova alibaba #;frustrating faith #we're the heroes right? ; adventurer verse

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▲ from Rin Tohsaka~

Gif Prompts - Accepting!

"Don't spill a drop, Tohsaka. You want that pretty hero boy of yours to keep breathing, right? Then swallow it all, just like I taught you. And after we're done here, you're going to give allll your command seals to my Master, understood? Pretty girls don't need to be fighting when they're better suited on their knees for me."

An unfortunate series of events, truly. But that was just the way this Rin Tohsaka's story was supposed to end up: not as the winner of a Grail War, but the obedient cock polisher of a Servant who shouldn't have been able to be called forth to begin with. Maybe one of these days he'd get that pesky gag reflex trained out of her.

#self appointed protagonist | casanova alibaba #;gem polisher

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▲ it looks like Nisa’s sister, Jade, came to get revenge for Ali’s attack on her sister!

"Wait, that was your sister? Huh."

"No wonder you both tapped out so quick... Honestly this staff is just terrible all around. I'll have to speak to a manager at this rate and I so do not want to be a Karen about this."

Standards have really dropped these days. They'll even let dogs serve food. A good thing he knew how to put girls like her in their place. She was fun at least though with that bravado of hers. It was always fun when they thought they could 'avenge' or whatever it was. A bitch was a bitch at the end of the day.

#self appointed protagonist ; casanova alibaba

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▲ from Twitch~

Gif Prompts - Accepting!

"Hmm.... For the life of me, I can't remember who you are but I swear I've seen the back of your head more than once. Ah well."

Funny how it worked sometimes. But then again, girls start to blend together when you dont really bother to remember names and faces. Especially when half the time he had their faces buried into their beds.

#self appointed protagonist ; casanova alibaba #;just some office lady

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"Women belong in my bed or the kitchen. Fight me."

#self appointed protagonist ; casanova alibaba

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▲ for this adorable, kinda dorky waitress, Nisa!

Gif Prompts - Accepting!

"Ugh... Honestly, what kind of customer service is this. You bring me the wrong coffee, and then you pass out on me after the first load? Its a wonder they let women even work around here, you're all so damn frail. Stick to the kitchen, yeah?"

No doubt the young lady would probably be offended if she wasn't currently passed out and still being used on his dick. Just because she was unconscious doesn't mean he wasn't going to get some use out of her before he split. Besides, for how small it was her ass was a nice enough cock warmer. Perfect way to get his day going. She could pick herself up out of this alley when she came to, yeah?

3/5 stars.

#self appointed protagonist ; casanova alibaba

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▲ - from Ritsuka

Gif Prompts - Accepting!

"Alright Master, just remember what Mash and I showed you. I know its tough, but you can do it~ And remember- Good girls mouths are for worshipping me, not talking back."

Training was going smoothly, to say the least. Thank goodness his Master seemed to be a quick learner. Hell, she took to taking unnaturally large, thick things down her throat with ease, almost like she was used to suddenly swallowing dick shaped objects in one gulp. But, it paid to be thorough. In time, Master would learn who was really in charge here and that the proper use for any woman's mouth was to be wrapped snugly around their master's cock.

#self appointed protagonist ; ic #;my 'master'

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It didnt make sense.

It just didnt make any gods damned sense!

Doggy style. Full nelson. Oral. Against any and every surface they could be laid on, pressed to or held against. Countless times he'd bring her to orgasm, countless times did he fill her up to the point she his seed was splattered all about this most sacred building. Their bodies were in perfect synch. Physically, he had conquered her. Her body submitted and yielded time and again, her moans and her orgasms and the dampness on his crotch and stomach was proof of that. Yet through it all, as morning turned to afternoon and sundown closed in, she still would. not. break.

Pinned to the floor now, doors wide open so anyone and everyone might catch a glimpse of the whore of this church be ravaged. A mating press that had been going on for at least two and a half hours. He'd lost count of how many times he filled her, made her climax. How many times they'd locked lips or times she cried out. She should break. She had to break. The sun would set in minutes, so, why wouldn't she break??

"How... You annoying bitch..!" His voice a hoarse growl, his lips at her neck to mark her once more. Countless hickies adorned her fair skin at this point, what was one more? "How...? Break... damn you..! Do you know who... who the fuck I am..?"

His arms locked tight underneath her, the heavy plap, plap, plap of their sex echoing out louder than his voice. Balls slapping against her ass that was pinked and marked with the faint outline of his hand from how many times he'd slapped it. Sweat soaked skin rubbing and pressing together, bodies sticky from their shared heat. Any vestiges of clothing had long since been abandoned. They were little more than animals in heat, yet, still...

She would. Not. Break.

With the change in positions came a change in the pleasures, the relentless pistoning of his brutish manhood striking weak points from new angles, and with his growing frustrations came a growing ferocity to the movement of his hips. Though her lips parted for desperate gasps of ecstasy, not a sound would escape, muffled and silenced by the pressure of his lips against her own, tongues entwined together in a dance of lust and dominance.

Seconds become minutes, minutes become hours, the chapel fills with the heady scent of sex, breathless moans and the clapping of flesh echoing off of its sanctified walls. Any other woman would have broken long ago, her spirit crushed and her purpose rewritten by the Hedonist's Narrative. And yet...

"Such a thing... is mere child's play..."

Long after they'd begun, long after even the most defiant and headstrong of women would have been reduced to mewling messes, that stubborn spark yet still remained. The clashing of her spirit against his will, equal and opposite. He the unstoppable force, and her the immovable object. Though her voice trembled, words wavering under the constant assault to her core, there remained an undercurrent of steel. A reminder that, for all that he continued to plunder and lay claim to her body, her heart and spirit yet still remained firmly beyond his grasp.

The Prince of Thieves, finally faced with a treasure even he could not steal.

#self appointed protagonist ; ic #;frustrating faith #we're the heroes right? ; adventurer verse #boy is so close to hitting that point of obsession

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While not quite the breaking he had expected, it was breaking nonetheless. She was on the tip of it all, even as she spouted out her threats and obscenities. He couldn't help but let out a laugh at it. "Oh Master, thats so damn adorable~ Tell you what then. We can make a little game out of it too. If you win, you'll be able to do all of that and more and I won't do a thing to stop you. Hell, you can have me off myself when we win so I don't get my wish and you can keep the Grail's magic all to yourself. But if I win...~"

A cruel smile formed over his lips, his true colors showing for a moment. "You become mine. Forever. And your wish for the grail will be for me to reincarnate so you can serve me with your body for the rest of your life. And all you have to do to win?"

He'd rest her body back down, limp as it was, and settle himself between her legs. With a snap of his fingers his clothes simply vanished leaving his bare and beautiful body on display. All of him from his delicate arms, his fair chest, his flawless sun kissed skin...all the way down to a cock that had no business being on a young man his size.

One that landed on top of her with a heavy plop! and going well up to her belly button. Slimmer towards the base, it gradually swelled up towards the middle and was topped with thick, heavy head, an utter monster of a dick that commanded attention and respect. This was no 'limp dick shorty'. This was a dangerous beast of lust and desire.

"Is not cum before I do. Do you think you can manage that, my most wicked Master? My absolute, undying servitude, no questions asked and all it will take is holding out longer that little ol me." He'd lean down forward, tilting her chin to make eye contact with him. Face to face so that there'd be no mistaking any intent. Let her see with her eyes just how out of her league she was and keep her focus away as he drew his hips up to line up that thrust.

One is all it would take. One thrust, and the Passions of the Desert Nights would break her will, her body, her mind, and make her his utterly. A game rigged from the start. His hearts truest desire in this moment from which the path towards had been opened with those magic words. All Vladina had to do to be drawn in to a story of sinful decadence, pleasure beyond her wildest dreams and a life of blissful servitude was accept her role in his story as his most faithful concubine.

Chest rose and fell as breath tried to calm racing heart, she felt vulnerable and exposed, as pleasurable as the boys touch felt part of her wanted to cry form embarrassment alone. His explanation although logical did little to put her at ease. "Wait! If you need mana you could have just said so idiot! Not sneak into your masters bed and-! Eeeep!"

An uncharacteristic squeak leave's Vladina's lips as her body is effortlessly raised by the boy's slender arms. She blinks for a moment as her breasts move backwards due to the new position. She was perplexed, was he always this strong? She hated the fact that part of her was turned on by his confidence and assertiveness. She struggled, trying to shake her hips away from those soft lips and that devilish tongue, but it was pointless. "Wait! I am your master! You cant just have your way with-" Another cry of delight cuts off her statement as she felt the boy's tongue reach impossibly deep into her sweet spot.

Vladina lost the sense of time after a few minutes, the boy relentlessly pleasured her pussy with such expertise that she gave up on the idea of escape entirely. Every stroke of his tongue was answered with soft yelps and squeals as the once terrifying mage was reduced to a drooling mess that smiled in delight as she grew ever closer to nirvana.

She had contemplated on killing him at first, but he was making her feel so good that she had all but forgotten about any form of retribution. Bit by bit, she convinced herself that he was just an egger pup trying to please his master, yes that would excuse his behavior, she would simply have to scold him properly later and all would be well.

"Caster....you naughty boy......coming after me like this...but I will forgive you....I am a kind master after all~" She smiled softly, no longer holding back her voice as she finally accepted the pleasure being granted without reservation. It felt so good, she began to buck her hips towards him without realizing it, such skill with his tongue truly had to be praised. Then his torturous finger drove her to the edge right away. She knew what he was doing, he wanted her to break, to give in to him and by the gods he had earned it. She wouldn't resist, she entrusted her body to him, as their eyes meet she truly felt his love and affection with every stroke, she would surely cuddle him after this was done and maybe give him even more.

"Oh darling...Im...Im so close! I am about to cum! I am so!.....eh?...." He stopped, why did he stop? Why when she was so close?! When he spoke, his tone was different and something it it irked her to the very core. "Huh?! What do you mean?....I was just about to....HUH?...." Her expression of lust is suddenly replaced by that of absolute indignation as her face flustered even more than before. As the boy spoke, she felt like she finally got a glimpse of his true face and she was livid.

"You.....YOU LITTLE SHIT!" Where it not for the fact that she couldn't feel her legs she would have snapped his neck right then and there. "Not only do you sneak into your masters bed, but you try to gaslight me into surrendering my body to you after the fact?!?!" She struggles in vain, only managing to flail ever so slightly. "I cant believe I was falling for you and was about to let you fuck me willingly! You are nothing but an opportunistic snake! A degenerate pig like all men are!"

She cursed him relentlessly as her pride demanded after such a revelation, but pride or not, her body also demanded its due and after her temper calmed, she made her decision. "FINE! We have come this far....so go ahead Caster! Have your way with my body for the night! I hope you enjoy it, because after you are done ill be sure to feminize you even harder than you already are!" She smirked with anticipation as she once again contemplated how she would torment this rebellious familiar into submission.

"You may be good with your tongue....but I doubt a limp dick shorty like you even has the tools to do anything else! Don't worry ill be sure to lock up that pathetic excuse for a dick as I peg you for the rest of the week!" A challenge and a provocation, her pride had been wounded and she would return the favor. She wanted to see him frustrated and indignant like she was. What was the worst that could happen? She could certainly handle a boy like him easily, at least that's what she hoped.

#self appointed protagonist ; ic #;skin deep beauty and rotten hearts

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▲ As always, a certain nun remains as unbreakable as ever

It didnt matter how long it took. She'd break. She'd break. She had to break. His pride was at stake. Never mind this was the 3rd week in a row he'd visited her, laid claim to her, each session stretching longer than the last. It was almost as if he'd become obsessed with her. A female.

But that was impossible....

right?

#self appointed protagonist ; casanova alibaba #;frustrating faith #we're the heroes right? ; adventurer verse