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Guild Wife

Summary:

An assassin has been paid to murder a prince - however, the prince (naked and vulnerable) cannot help the way his body reacts when finding himself at the mercy of this masked man.

Prince Triphane hears the footsteps coming to pause behind him too little too late. When he spins around a hand catches his wrist and, before he can get his bearings, his back finds itself pressed against the wall. The sudden emergence of a dagger pointed his way has him standing stock-still, the free hand he had been about to extend towards a nearby vase stalling halfway.

Ah-ah-ah…” a low voice chides playfully. “Don’t be silly, now…”

Triphane lowers his hand; and a shameful flush crawls up the back of his neck when the thumb on his still captured wrist begins to rub teasing little circles. A part of him is screaming to put this bastard in his place - instead Triphane keens when the man takes a step closer and a clothed leg slips between his own, reminding him all the more of his present state of nudity.

Notes:

Absolutely no idea what possessed me here. Something of a ‘throw some kinks at the wall and see what sticks’ type of deal 👀 I’ve also been a little obsessed with Gengoroh Tagame’s depictions of gangbangs and degradation, so I think a little of that seeped in here…

Also say hello to my very first OC, Triphane! 🥳 He’s basically here for me to whore him out in countless situations… (and provide light comic relief as a background character in my DQ fics)

• ‘F/M’ and ‘original female character’ etc tags used for the sole purposes of being true to the feminisation plot

(See the end of the work for more notes.)

Work Text:

Prince Triphane hears the footsteps coming to pause behind him too little too late. When he spins around a hand catches his wrist and, before he can get his bearings, his back finds itself pressed against the wall. The sudden emergence of a dagger pointed his way has him standing stock-still, the free hand he had been about to extend towards a nearby vase stalling halfway.

Ah-ah-ah…” a low voice chides playfully. “Don’t be silly, now…”

Triphane lowers his hand; and a shameful flush crawls up the back of his neck when the thumb on his still captured wrist begins to rub teasing little circles. A part of him is screaming to put this bastard in his place - instead Triphane keens when the man takes a step closer and a clothed leg slips between his own, reminding him all the more of his present state of nudity.

Even the intruder’s face is covered, a black leather hood blocking out all but a sharp pair of green eyes. And so there is no way to miss the manner in which they then proceed to rove up and down him. The prince cuts a fine figure: broad, densely packed muscle, and a generous layer of body hair - as black as the hair on his head, which at present is loose and hanging in curtains around his clean shaven face.

“Just…get it over with,” he spits.

There’s a loaded pause before the other man answers: “get what over with, your highness..?” Triphane lets out a squawk when the flat side of the blade then taps playfully against the underside of his now hardening cock. “Because I recall being paid handsomely to do you in. But it seems you’d rather I do something else first…”

Triphane’s heart thunders in his chest when he hears the dagger hit the floor; and soon the gloved hand that held it is between his legs, teasing his red and stiff cock until the tip is shiny and tight.

“You know three people asked me to kill you this week?” the man says, his tone nauseatingly casual. Triphane’s own words catch in his throat - as he fights not to buck into that tight, leather-clad grip. “Naturally I took payment from all of them - after all, who were they to know they had any competition..?” His fist pauses; and Triphane pants, chest heaving, as his orgasm recedes just in time. “But none of them told me what a pretty thing you were—”

“Fuck you!”

“Such nasty words to be coming from such a lovey mouth, your highness,” his would-be assassin hums. And before Triphane can think to kick out or swing a fist, that gloved hand is slipping down to squeeze and fondle at his balls before once again returning to encircle his cock.

Triphane can’t help but sigh as his pleasure once again begins to build; and so this time he doesn’t fight it as his hips ruck up to meet that fist.

“Hm. Eager little thing, aren’t we?” the man goads, thumbing Triphane’s now leaking slit.

“So. What’s your plan?” Triphane manages to rasp. “Wank me off and then kill me?”

“Well, I’d hope to at least get a fuck in first.” And just like that Triphane’s knees nearly give out. “But maybe, if you’re good, we can come to another arrangement.”

Triphane thinks he knows exactly what - still, he wants to hear it anyway.

“Such as..?”

“I don’t know if you are aware, but we assassins are part of a…guild of sorts.” At that Triphane balks - the things that went on in this accursed city..! “At any rate, the men can get rather…restless. Not much call for professionals these days - amateurs are forever taking matters into their own hands now… It really has been terrible for morale.” Triphane is practically fucking the man’s fist, his breath leaving his wet lips in little huffs. “So what do you say to a switch in careers?”

“I am a prince,” Triphane roars, his entire demeanour switching in that instant to confident - commanding. “I haven’t the option to simply ‘switch careers’!”

“Perhaps if I told you one of the men who ordered you dead was your own father..?” He lets the statement hang in the air as the light leaves Triphane’s eyes, indignity melting away as a more somber expression begins to cloud over his features.

“You really will say anything,” he finally whispers; and startles when that hand leaves his cock and cups his cheek, bringing to attention the tears he has not yet been aware had spilled from his eyes.

“The other two were your brothers.” At that Triphane slumps further, the shock settling in bone deep.

His first instinct should be disbelief - but in his heart he knows it to be true. Knows that his father never once believed that he might be a worthy heir given his proclivities - that his brothers both shared the same sentiment.

That they should all, without even conferring, seek out someone who would see him dead. He’d like to say their cruelty surprises him - but it doesn’t.

“How much?” To the assassin’s questioning silence, he elaborates. “How much did they offer to pay you? How much was my life worth?”

The man’s shoulders drop, his eyes all of a sudden furtive. “Do you really want me to answer that?”

“Can’t have been much, then,” Triphane laughs bitterly.

“The offer still stands.” That hand finds his chin, its gloved thumb sweeping tenderly over his parted lips. “You have worth. Me and my men - we will see to it that we remind you of that every day.”

“A romantic guild of murderers?” Triphane chuckles. “Forgive me if I don’t quite believe you.”

The leg between his own moves closer, a knee coming to rest directly on Triphane’s still hard dick. He gasps, grinding against it.

“What do you have to lose, your grace?”

Triphane finds that point hard to argue.

 

*

 

He is blindfolded and bound by the wrists and ankles for the journey - by coach if the sound of the horses is any indication. Triphane begrudgingly agrees that it makes sense. His lack of sight alights all of his other senses, and as a firm hand comes down on his thigh and squeezes, he cannot help the surprised squeak that leaves him.

“Oh, the men are going to love you,” a voice whispers in his ear.

Triphane squirms, aware that he shouldn’t be having these thoughts - that he shouldn’t have agreed so readily to be at the mercy of this man and, soon, an entire band of strangers. Still, a part of him wonders hopefully if this man might take advantage of his vulnerable state - might force him onto all fours and take him from behind, or maybe grab his hair and guide him down until he’s choking around a fat cock. He finds his own stirring to life at the thought alone - and at the accompanying shame.

That hand on his thigh begins to inch higher, and it distracts Triphane long enough that he doesn’t register the other man moving until a mouth presses against his own in a searing kiss.

His lips part to gasp for air, but all he receives is a swift tongue that wastes no time in playing with his own.

“We’re close,” the man rasps, his breathing ragged when he pulls away. As the hand on Triphane’s thigh squeezes again, another sneaks to cup one of his pectorals before thumbing his nipple. “A shame. I would have preferred to have you all to myself a little longer.”

When they’re coming to a stop the bonds around his ankles and wrists are cut, and Triphane finds himself blindly directed, still nude, across a small courtyard and into a building.

The heady smell of incense is the first thing he notes, along with the luxurious heat of the room. His blindfold is gently removed, and Triphane blinks as his eyes adjust to his new surroundings.

The room is full of sumptuous furnishings - velvet and silk as far as the eye can see, and Triphane is reminded of the pleasure houses his brothers had oft frequented - and how they both took great delight in scolding him for never once partaking in the flesh on offer. The memories sting, but he hasn’t the time to dwell on any of that when a door on the opposite side of the room swings open and a number of men start filing in.

They are all completely nude save for the leather hoods obscuring their heads. They all start to circle Triphane making approving, muffled sounds.

“You really outdid yourself this time, Shad…” one of the crowd remarks. He closes in, taking Triphane’s face in a large hand as he turns it back and forth as if inspecting a choice cut of meat. “Real looker, this one. Where’d you find him?”

“You should know by now I never reveal my sources…” Shad murmurs, and when Triphane feels Shad pressed up against his back, he realises the man is now equally as bared as the rest of them.

Triphane squeaks when Shad’s hands encircle him, each of them pinching and pulling at his nipples. “And look at how responsive he is…”

Triphane feels himself engulfed in a full-body flush as the rest of the men watch. His naked cock is soon hard and wet, and numerous hands dart out to tease him. One on his cock. Another cupping his balls. Shad tweaks his nipples again, this time harder, and it’s all Triphane can do not to squeal. Instead he shivers, his cock giving a pronounced kick in that still foreign hand.

“Get the oil,” a voice calls out, and Triphane finds himself lifted and carried to one of the plush sofas and spread wide, two men either side of him prying his legs as far as they will go as another settles between them.

A slick finger probes at his pucker before unceremoniously sliding all of the way in. Triphane cries out, more out of shock than pain - in fact, there is no pain at all, just a discomforting fullness.

“Look how easy he took it, I’ll bet he plays with his arse every day…” the man holding his left leg croons.

“No…” Triphane shakes his head, his face on fire. “I-I’ve never…”

But he can’t say much else as another of the men whoops: “A natural? Shad only went and found us a natural!”

“We’ll soon see about that…” the man fingering him says - and when he pulls out it’s to insert a second digit. Triphane groans feeling the pair slide down with similar ease until they can go no further - all the while the men around him cheer in awe.

“Well, what do you know,” Shad chuckles, stroking himself. Triphane isn’t sure what he wants more: that cock in his mouth or his arse. “Finders first - you boys know the rules.” And Triphane nearly sobs with relief when the man scissoring his hole slips out and takes a few steps back to give their leader room.

Triphane thinks he doesn’t need the men holding his legs apart - until he properly registers the size of Shad’s cock. Even after two fingers and with himself spread wide like this, he isn’t certain it will fit.

And so it feels like a religious experience when Shad sinks in to the root in one, long thrust, and Triphane’s body offers no fight.

“Feels like you’ve been fucked open already, little whore…” His fingers once again find Triphane’s nipples, his grip on them tight and cruel.

Triphane doesn’t beg him to stop—nor feel the need to point out that of the two of them, he is the one who is a head taller—rather he moans and thrashes and fights the men holding him, attempting to ruck up and bury Shad deeper.

“Let’s see if we can’t tighten you up - feels like I’m fucking someone’s sloppy seconds here.” Shad then pulls out before giving Triphane’s puffy, gaping hole a teasing series of taps with the tip of his dick before pulling away entirely.

Triphane cries out when something connects with his backside. When Shad pulls his arm back for the next swing he sees that the man is holding a paddle made from some kind of highly polished wood. The second strike is just as excruciating as the first. He receives another three before the assault finally comes to an end.

Or so he thinks.

Triphane screams when Shad paddles his tender, wet hole once, and then a further four times. By the end, Triphane is in tears, but more men have began to surround him, massaging his shoulders, his spread thighs and his feet.

When Shad slips back in, it’s with an accompanying groan of: “ohhh, that’s better… nice and tight now, aren’t you?”

Triphane can do little but cry out with every thrust - as the curved tip of Shad’s prick targets his prostate with wicked precision. His face continues to heat with shame, as tongues protrude from the, until now unseen, slits in the other men’s masks and proceed to wet whatever inch of them they can find. One man at his side takes a deep inhale of his hairy armpit before lapping at it, and Triphane looks down to see that same man pleasuring himself with an eager fist.

He squeals when another tongue appears, this time between his toes, laving at the gaps between and then sucking them into his mouth one by one.

It should be disgusting, but Triphane wants to see what else they might do - how else they might defile him.

Shad’s hands are holding him down by the hips, and the two men spreading Triphane’s legs lean in and each start to suck on the nearest nipple.

“Look at you,” Shad murmurs, moving faster. “You were made for this.” His cock is now punching in and out of Triphane, his balls clapping louder and louder with each thrust. “Made to be taken apart. Owned.” Shad’s thrusts start to become erratic, his own breathing laboured. “Gorgeous thing… I want to feel you come.”

When one of Triphane’s hands makes to reach for his now engorged cock, Shad moves to slap it away.

“You’ll come from my cock - or you won’t come at all.”

Triphane shivers, the sheer command in the other man’s voice, the feeling of his cock striking that before now untouched place inside of him he’s forever fantasised about yet never been brave enough to explore - but it isn’t enough.

“I…can’t,” he sobs. “Not like this. I won’t be able to…” Tears roll down his red face. “Please. Let me touch my cock. Please—”

Shad’s hips come to a stop, naught but the head still inside - and Triphane cries out as if pained. At the loss.

“On my cock. Or not at all.”

Shad spears back in, angling his hips this time, and as he begins to move, Triphane’s eyes roll back in his skull, unintelligible sounds and grunts leaving his drooling mouth.

“Look at him,” one of the other men laughs. “He’s already close!”

And Triphane can’t argue, his hips twitching, his thighs shaking, and his balls drawing up as an impossible pleasure swells inside him before pouring out of his cock in one slow dribble. Shad feels bigger inside him, as his hole clenches of its own volition, and in a few more thrusts it’s over.

Triphane’s ears are ringing, his head full of cotton wool. Still he can register the rhythmic thump as Shad’s cock empties inside him, the balls resting against his backside twitching in tandem.

“Yeah, boss, breed him good,” one of the men shouts, and is soon followed by a chorus of: Breed him! Breed him! Breed him!

Triphane whimpers as Shad’s masked face draws closer, and soon he finds himself sucking on the man’s tongue again. His spent cock tries to stir at the anonymity of it all - that these men could be anyone. Servants from the palace; some of his own knights; visiting nobles all having a cheap thrill. There’s no way of knowing. Why, of all things, is that so arousing..?

When Shad finally pulls out, Triphane’s hole is gaping and cannot stop the flood as the man’s hot spend oozes out.

“Nice one, boss, it’s starting to look like a cunt already.”

Triphane shivers - a cunt? He hasn’t time to feel offence when Shad moves to make way for that man to plunge inside him. And he is so long, Triphane is seeing stars.

“Feels like a cunt too,” he chuckles, already pounding away.

Triphane squirms when the man starts up on his swollen nipples, his traitorous cock back at full mast from the abuse. The men around him continue to crow and jeer, some of them tickling his sensitive feet while others straddle the sofa to rub their cocks all over his panting face.

“It was a long trip,” Shad’s voice then rings out. “I’ll bet the man is thirsty…” No sooner has he said those words do the cocks rubbing at his lips press to slip inside.

Triphane’s mind is too foggy from his previous orgasm to wonder why he should fight them - until his lips open and a strong hand grips his jaw in such a way that he finds he can’t close it again. For a moment he thinks they’ll both spend themselves in his mouth - and so the twin torrents of piss take him by complete surprise. He tries to pull away but that grip is firm. Soon both cocks are sliding deeper, stretching his lips wide until they create a seal; and Triphane has no choice but to swallow.

The men all watch his Adam’s apple bob, their laughter echoing off the walls. Triphane keeps swallowing, a hand trailing down to play with himself - as the laughter grows and the taunts ring out.

“Dirty little piss slut.”

“Look at him sucking it from the source!”

“There’s plenty more where that came from!”

“He’s touching himself! Like the taste of piss, pig?”

Triphane nods numbly, his fist working faster, the man inside his arse still hammering away.

“Mm, I’d piss in your cunt, you little tart, but I wouldn’t want to wash out the boss’s load… Not when he went to the trouble of breeding you.”

Triphane whines at that, and at the cocks now leaving his mouth as they proceed to slap him across the face. A few errant drops of piss mark him, and just like that Triphane crests that peak with a roar, the spunk leaving his cock in thick ropes and with enough force to hit his chin.

“Ohhh, his cunt gets tight when he comes…” the man inside him laughs - and very soon follows suit, plunging balls deep to empty himself before slipping out.

Triphane fights to catch his breath, as men once again crowd around him. He’s manhandled onto all fours, one man underneath him and another draped across his back. They line up their cocks with his hole, and Triphane groans as his body all but sucks them in.

“Fuck, he’s so wet…” the one under him moans, and soon pulls Triphane flush to him, arms wrapping around his broad back and keeping him there as he assaults his mouth with passionate kisses.

“Nice…” the man behind him whispers, moving Triphane’s still loose hair to one side to kiss at the nape of his neck. “Very nice…”

Triphane is rendered powerless when they start to move - as one thrusts into him from behind and then other braces his feet to piston up and into him. He can feel the previous men’s spend as it leaks out and over these men’s balls - as their thrusts spatter and mark him with it. He can’t see, but he knows he looks a mess. Debased. Defiled.

Just as he's thinking that another small orgasm ripples through him causing both of the men to groan. It doesn’t take them long to finish, making use of the dwindling tightness of his hole as Triphane jerks and spasms with each aftershock. He feels them come nearly in unison. One thick jet of seed followed by a second.

They remain in him a little longer, rolling their hips indulgently, leaning over his shoulder to kiss one another through their masks. Triphane feels tears rolling down his cheeks - but not from sadness.

When they pull out he’s blessedly left for a spell to recuperate, practically slumped upon a comfortable assortment of rugs and pillows in the middle of the room. He should be suspicious when he’s offered a goblet, but he merely knocks it back, happy to quench his still raging thirst. It’s after the first gulp that he registers the caustic tang of urine. Triphane looks up at the man who offered it to him - and maintains eye contact as he goes on to drain it, his spent dick stirring as the man proceeds to moan and tug at himself.

He feels something warm wet his hair, and realises that another man is now relieving himself. Triphane sighs, arching his back and pinching a nipple while his other hand starts to pump at his cock. “More…” he near sobs. “Give me more… Every drop…”

More men appear, each of them taking turns in his mouth, some making a point to fuck it for a spell before they empty their bladders, others draining the snake immediately.

“Drink, little whore.”

“He’s one thirsty bitch.”

“Can’t get enough, can you?”

Triphane nods again, his eyes wet with tears and his fist moving faster.

It’s then that Shad enters the circle, and all of the men part to let him approach their new pet.

“Well? Enjoying yourself so far, little piss-pig?” Triphane nods enthusiastically, past speech. “I have another offer for you - if you’re interested?”

“Anything..!”

“So eager! At least wait to hear what I have to say first..?” He watches as Triphane sways on his knees, eyes clouded with lust and his mind numb with it. “We’re going to have a little ritual. At the end of it you’ll be our lawfully wedded wife - you see, we all of us share everything in the guild. Right boys?” There then erupts a chorus of cheers around them. “But we’ve been on the hunt for a ‘natural’ like you for years. The magic won’t work on ordinary men. What do you say? Do you want to live here, fucked and pampered every day? We’ll take care of you. You’ll be our little princess…”

Triphane quivers, his entire body thrumming with arousal.

“What do you say, beautiful? Submit, and we’ll make it worth your while.”

Triphane nods.

“I need to hear you say it.”

“Yes..! I will! I’ll… submit. Please. Please.”

“What did I say?” Shad grins. “A natural.”

 

*

 

Triphane has five days - fives days of being hand fed and bathed and massaged and otherwise pampered while being made to drink of the potion. He needs to do so each of the five days. And before the final dose, Shad assures him he still has time to change his mind.

“But after you finish it, there’s no going back.”

Triphane had no idea what that meant - nor did he feel it important enough to ask. He wanted this - wanted them. He hadn’t been able to ignore the sudden, confused arousal from when they’d called his arse his cunt, nor from the notion of being their wife. ‘Princess’ has just been the cherry on top. It felt natural. Made sense in a way he couldn’t explain.

Triphane makes eye contact with Shad on the final day as he sips from that last vial and licks his lips.

“Good girl,” Shad whispers, his green eyes soft and full of approval. “Such a good girl…”

Triphane is quivering and on his back upon a bed in no time at all, Shad slipping into, and fucking him, with complete abandon. What surprises Triphane the most is how he hadn’t needed preparation in any way shape or form - nor how wet he already seems to be.

It’s when he looks down to where he thinks his stiff cock should be that he sees something notably smaller. His balls too appear to have disappeared into the flesh of his groin, parting to reveal a hole - the hole Shad is now fucking.

“Going to breed you, princess,” he croons, playing with Triphane’s chest, which—to his surprise—is looking more engorged than usual. Tits. He’s growing tits..!

Within a few more short thrusts, Shad is spending inside of him. He pulls out quickly, and Triphane squeaks in discomfort as the large crown of that cock catches on his new, tender hole.

“No time to waste - Atreus, you’re up!”

A monster of a man approaches the bed, parting Triphane’s legs before sliding himself home. As he goes on to fuck him mercilessly, Shad explains: “for the ritual to take, we must all of us sow our seed inside your new cunt. You want that, don’t you? A second hole? We’ll give it to you. We’ll make sure it takes.” He runs his hands through Triphane’s sweaty hair. “We’ll make sure it’s a deep one. You’d like that, wouldn’t you? Something we can fist?”

Triphane cries out as he climaxes, his toes curling at the intensity of it - like nothing he’s ever felt before.

“Yes.” he pants. “Yes.”

Atreus groans as he spills his load before quickly ejecting himself for the next man in line.

Magnus is next, sliding in with little fanfare and starting up a brutal pace. Triphane finds his legs hooked over the man’s giant shoulders, feels that cock reaching deeper still.

The pressure inside him is too much, soon enough Triphane’s bladder is bullied into submission to the point where it empties all on its own. Magnus finishes after two more short, sharp thrusts, and then it’s Antileon’s turn.

Triphane loses count of how many men mount and come inside him. How many times he himself sees stars and screams in climax. A few scars and birthmarks tip him off to the fact that some of the men are taking a second—and even a third—turn.

“Look at you, princess,” Shad murmurs, closing in. “Still so greedy…”

Triphane can’t refute his words - the more he is fucked, the more desperate he is for it to continue. For them to take as many turns as they need to for him to achieve his true purpose.

It’s when Shad re-enters, his strokes slow and deep, that Triphane knows—when a final virile spurt pools in her new, stretched and sopping cunt—that she’s found her true purpose.

She only hopes, by the time they all awaken come the morn, that someone’s seed has managed to take.

Then again, even if that isn’t the case - there’s no reason why they shouldn’t keep trying

Notes:

Thank you so much if you read this far! 💕

If you enjoyed that, please let me know with a comment or kudos.