A Nightmare for Hire

Story by Matkaja on SoFurry

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#4 of Extreme & Fetishy Stuff

The buff umbreon Trevor has found himself a perfect niche for his depraved desires. As a hitman for rich, resentful criminals, he takes punishing their enemies in a rather unusual manner. Instead of dishing out death or ordinary torture, Trevor restrains and rapes them as requested by the client. Today, he has found himself a sylveon to play with. Tied to a chair in a long-forgotten storeroom, he only has to snap her out of her narcotic slumber before the fun can begin...

This is the first story in which I have taken the perspective of a villain. Granted, Trevor is no Bond villain plotting to conquer the world, but he is definitely his own depraved beast seeking fulfillment in a rather vile job. On that note, I must issue a content warning, as this piece contains heavy non-consensual sex and watersports with an accordingly harsh tone. But if the premise intrigues you, give it a read! I hope you enjoy this story about a different kind of hitman, and I would love your thoughts and comments on it.


A sly grin creeps on Trevor's face as he opens the shoddy wooden storeroom door, revealing the gloomy interior of a chaotic storage room. Most of it is littered with cardboard boxes and pallets of random knickknack, covered in a thick layer of dust, and only a small window on the opposite wall pours a measly bit of sunlight into the dull interior. The original owner of this place exists only on paper, and it has become a blessing for those seeking to conduct business best done in private. Only a small circle in the center is free of the excessive chaos and prominently displays the umbreon's next job, an unconscious sylveon tied to a highchair by her wrists and ankles. She is positioned the wrong way round, with her chest hanging over the backrest and her thighs wedged between the seat and armrests, leaving her rear fully exposed. Thanks to the lingering narcotic, she is still wrapped up in the realm of dreams, her ears, restrained ribbons, and tied tail limp, her eyes firmly shut, and her chest weakly rising and falling. She is fully dressed, just like the umbreon found her, wearing a pair of light blue and pink striped arm warmers and socks, a short pink vest, and a light blue skirt. Granted, the mouth gag was a later addition, but one that will save him a lot of headaches later.

After casually kicking the door shut, Trevor saunters over to his sleeping target with a whole bunch of tech gear. He unloads the bulkiest stuff on the floor, realigns his clothing, a black tank top and a pair of white boxer shorts, and drops his notepad on a table next to his target, a checklist of his client's requests as well as a portrait of the sylveon, already crossed out in red marker. He also puts a bottle of cheap lube next to her so it's at hand when he needs it, as he doesn't want to go looking for it in the heat of the moment. Next, he readies a pair of softboxes, placing them about six feet from the restrained sylveon. Once they're switched on and shining their light at his target, he unfolds a tripod and mounts his camera, pointing it at her and setting an angle that best shows her curves.

Rubbing his hands, Trevor licks his lips and quickly scans his surroundings, briefly considering whether he has taken care of everything because there is nothing worse than having to re-shoot the clip. The second take unfortunately never looks as good as the first. Last thing he checks is his own readiness. Pulling at his waistband, the umbreon checks his junk with a quick, trained grope and grunts appreciatively. Now, he only needs to push a button on the remote dangling off his neck and the show can begin. "Well, looks like we're ready to go. Just need to wake you up first, princess."

The umbreon moves around the chair, grabs the sylveon's scruff, and gives her a soft smack across the face. By now, the effect of the narcotic is almost gone, its grip on his target weak enough that the blow pulls her out of her dreams. She violently jerks up with a disoriented cry, almost throwing her highchair over if Trevor hadn't bolted it down beforehand. She tears her blue eyes wide open, hectically swivels her ears and head as she tries to figure out where she is and who he is. Her despair mounts as she finds out that she is completely immobilized, tied down with sturdy ropes around almost every limb. She tugs on them with all her might and tries to break free, but she is still sedated from the chemicals, her mind woozy, her body trembling, and her gaze glassy, so she doesn't get very far and only tires herself further in her vain struggle. Eventually, she realizes the futility of her actions and she abandons the attempt to free herself. With tears of anguish filling her eyes, she turns to Trevor and whimpers something through the gag.

Unfortunately, the sylveon's incomprehensible calls fall on deaf ears. "Well, looks like you pissed off the wrong person, sweetie. Dunno what you did to them, but they paid me a lot to teach you a lesson, " Trevor grunts with a wicked grin. Finally, his target's suspicion turns to certainty when she realizes that he isn't here to help her, and her reaction follows promptly. A muffled cry of defiance followed by distraught sobbing and more tears, flowing over and rolling down her cheeks. "Oh, don't cry, sweetie. At least they didn't want you dead. That's a positive, isn't it? No really, you can be happy that you're not lying dead in a ditch or sitting in someone's personal torture chamber right now." Admittedly, the umbreon doesn't actually care whether she cries or not. Honestly, he probably even prefers it if his targets struggle and cry, showing their raw emotions because that's just much more entertaining than if they just sit there in complete silence and disinterest.

Eager to continue, Trevor grabs her head, but she immediately tears it away, wildly flinging it around as she proceeds to scream through her gag. The umbreon steps back with an annoyed snort and rolls his eyes, waiting for the sylveon to exhaust herself. After a minute of futile thrashing, her movements slow again and she stops with hanging head, wheezing like a steam engine, admitting her defeat for lack of progress and failing strength. "That's not gonna get you anywhere, princess. I've been paid enough that I'll spend the entire evening with you if I have to, and I can guarantee that you'll eventually get your punishment whether you like it or not. Trust me, this is not my first rodeo," he explains. "Now, if you would be so kind and just put a pin in it? I want to show you something."

Once again, the umbreon reaches for her head, but this time, he only meets moderate resistance. The sylveon is still too exhausted from her previous struggle. Slowly, he pulls her around and directs her attention to the softboxes and the camera. "You see that camera? You see that remote? Watch what happens when I activate it." At the press of a button, a red light blinks on the device and it enters recording mode. "Say hello to your audience, sweetie. Give 'em a wave... oh, wait. Silly me," Trevor cackles and waves at the device. Not that anyone will ever get to see that particular scene or his face in general, he is just toying with her, and to great effect, it seems. The sylveon rears up in her chair once more, thrashing around with seething rage, only for her rekindled tantrum to fizzle out with no visible change.

"Okay, that's the camera, let's get to the fun part. My client handed me a list of things I'm supposed to do with you. Don't worry, it's actually not that bad. It won't hurt too much, won't leave any lasting physical scars, and maybe it'll even let you discover a new side of yourself. Some latent masochism or your inner slut?" he sneers and picks up the checklist, briefly skimming it.

"First point is physical contact. Make her uncomfortable. Oh, that's easy. I would've done that anyway. Care to let me demonstrate?" An almost palpable aura of disgust envelops the sylveon as she realizes what he's about to do and she tries to evade his clutches but to no avail. Trevor firmly grabs her head and holds it perfectly still. Then, he moves his muzzle closer to her face and sloppily licks across her cheek up to her left eye, tasting her tears. He feels her neck muscles tense as she tries to pull away, whimpering miserably, but he maintains his iron grip and languidly brushes his tongue over her cheeks to try and clear her tears. Not that he is accomplishing much of anything as an avalanche of new tears is already pouring down her cheeks, their salty flavor mingling with his spit. Even more brazenly, he finally presses his lips on hers and forces her into a kiss, running his tongue over her teeth.

"Oh, you want to bite me so badly, don't you? Spit in my mouth? Joke's on you, I'm into that stuff," the umbreon snickers when he eventually breaks the uncomfortable kiss. Moving his hands down her body, he relishes the feeling of her trimmed white fur and soft pink vest. After giving her tits a nice, firm squeeze, he moves on with the list. "Second point: Give her a spanking. Huh, that's all? Well, it's probably up to me to decide when to stop, I guess, and I like 'em glowing red." Trevor rubs her voluptuous ass with treacherous affection. She reflexively clenches up in fearful anticipation of a spanking but eventually relaxes when the expected blow seemingly doesn't happen. However, that's just what the umbreon has been waiting for. Just when she finally lowers her defenses, he abruptly lifts his palm and smacks it violently across her rear, making her flesh bounce and jiggle from the impact. The sound of the blow echoes through the room, blending with her frantic howl. "Fuck, that's hot. Keep it up, girl."

A single smack is sufficient for his first demonstration. Trevor lets go of her again and leisurely strolls around her as he reads out the last three points on the list, teasingly raising his paw every now and then to watch her flinch and whimper. "Okay, the next point is actually kinda involved. I'll need to show 'em your asshole. Great, I need to move the camera for that one," he groans, rolling his eyes exaggeratedly. "You wanna know why they wanna see it?"

The sylveon gags and insistently shakes her head.

"Because I'm going to ream your ass afterward. I'm going to bust a nut, then another one, maybe a third one for good measure? We'll see how far I get. Oh, please, it's not that bad. I even brought some lube so that my cock slides in better. Am I not nice?" The sylveon vehemently disagrees, her fighting spirit flaring back up as he explains what she must've dreaded for quite a while now. Trevor gives her an evil grin as he pulls down his boxers, unveiling his massive prick. Nine inches of black and bloated cock meat dangle between his legs, and he isn't even fully erect yet. He lazily grabs it and strokes it a few times, making it swell another three inches to bring it to full size. Then he presses the tip against the back of her skirt and prods her where he suspects her pucker is. The sylveon instantly erupts in squeals of terror, almost fainting from agitation. "Yeah, you're right. I should definitely use lube with that beast. Just imagine how it'll feel like when that tool batters through your guts. Mhmm, the thought alone makes me even harder," he snickers before he stows his erection back in his boxers.

"This gets me to the last point on the list. Remember before-and-after ads on the net? That's what I'm gonna do with your sweet, innocent pucker. I'm gonna turn that tight hole into a cream-filled, gaping, ruined, battered, and broken crater, free of any charge even. That's already been provided. A very special gift from your lovely friend. It's just a shame they didn't pay enough to have me impregnate you, though. Did you know that I've actually done this before? Some weirdos pay good money to watch a handsome hunk with a fat cock like me knock up their rival." This news does little to calm her down, but Trevor is pretty sure that she would have freaked out even more if he actually tried to put a bun in her oven.

After setting down the checklist, he moves back in front of her and slowly removes his tank top, showcasing his chiseled muscles and hinting at his strength. But before he proceeds with the actual punishment, he gives her a warning, "Now, I'm a professional, so I'll let you off the hook once we're done with that list. However, we technically have the entire night for ourselves. So should you manage to piss me off, I'm gonna rape your sweet ass until the sun comes up on the horizon. Understood?"

Her subsequent silence is telling. Her pretty blue eyes are reddened and wet, she is trembling like a leaf in the wind, filled with despair, defeat, disgust, and defiance, but she doesn't fight back anymore. "Smart girl." Trevor contentedly claps his hands and stretches before he grabs her head and gives her a kiss.

Holding her steady, he kisses her lips, again and again, licking over her muzzle with savoring slowness just to showcase her helplessness, to literally rub his complete control into her face. Running his hands over her shoulders, he begins to massage her back, not really to ease her tension but to grope her silky fur and supple flesh. Shuffling a little closer still, he expands his sloppy affections and languidly drags his tongue over her cheeks and eyelids. Still thoroughly moist with her tears, his muzzle swiftly fills with her salty flavor. "You taste great, princess. Makes me wanna slobber over your pretty face forever. How does that sound?"

The sylveon whimpers with disgust and reflexively leans as far away from him as she can. Trevor takes it as the cue to continue with the next step, crudely grabbing her by the collar. "Shit, somehow I completely forgot how vests work. I think you give them a good hearty pull to get them off, don't you?" He grins inanely as he tugs at her vest with more and more force until the fabric finally rips with one loud snap, her huge tits bouncing free from their narrow confines. He smacks his lips as he watches them dance and jiggle and once they come to rest, he reaches in and gropes them, kneading her soft, sensitive flesh with savoring grunts.

The sylveon's whimpers rev up like a starting jet engine and she wildly shakes her chest to pull herself free from his wanton advance, but the umbreon doesn't give her free. In fact, he moves even closer and reels her into an overwhelming hug, smushing her tightly against his sweaty body.

The female gags and retches as his heavy scent invades her nose. Extra for this moment, Trevor hasn't showered for a day and decided to throw in a physical workout, giving him a nice, sweaty musk. Not enough to be revolting, but enough to stay in her brain as a lasting memory. Grabbing her ear, he whispers, "Fuck, you've got nice tits, bitch. Please, do me a favor and disobey me so I've got a reason to use them properly once we're done with the list." While he's serious about the offer, he's also pretty sure that after everything he's done so far, she won't even think about disobeying him anymore.

Then, the umbreon forces his tongue against her neck. He licks her all the way down to her tits where he eagerly wraps his lips around her rosy nipple and sucks on it while pinching and twisting the other. Neither of her breasts carries milk, but that doesn't stop him from trying, sucking even harder with obscene slurping and wanton grunting. Her body tenses up with every second, defying his actions, not even yielding to his casual extra massage, but she can only maintain her resistance for so long and finally, she breaks with a miserable howl and slumps into his embrace. Trevor spends a little more time with her mammaries before he gives them a gentle slap and gets back up. "Love getting your tits sucked? Maybe you'd love them milky? You know, you're hot and I'm in a good mood, so I'll knock you up free of charge." He demonstratively pulls down his boxers to flash his fat erection at her. The sylveon's eyes bulge as she sees his oversized meat again and she vehemently shakes her head. "Oh, come on. I'll even be polite and knock on your cervix before going hard and pumping you full of potent cum."

She shakes her head even harder, wildly flinging it from side to side, her eyes filled with pure horror.

"Your loss, princess," Trevor snickers impishly and moves on to her butt. Without any hesitation, he rips her skirt off her body and grunts with joy when he finally sees her plump rear in its whole glory, wide hips and chubby cheeks begging him to play. Just a pair of thin, light blue panties still keep him away from her juicy bits. Stretched tautly over her monumental ass, they conceal just the bare minimum, and even so, he can clearly see her camel toe and the outline of her puffy pucker.

Locking a pair of fingers under the fabric, the umbreon tears her panties aside to reveal her pink pussy. He can really feel her discomfort rising as he brazenly ogles her sex, a discomfort that increases as he touches her. The sylveon squeaks in distress as he rubs his fingers over her dry folds, softly and tenderly at first, before abruptly spearing two fingers into her unprepared depths, thrusting, twisting, and curling them with ruthless vigor. The abrupt defilement leaves her speechless, gasping for breath, before she fights back harder than ever. Thrashing around and screaming at the top of her lungs, she tries to defy her restraints and gag alike. While her struggle remains as futile as ever, this time she just doesn't cease her tantrum. Trevor bursts into dirty laughter as he realizes that he must've reached a special breaking point. This doesn't stop him, though. In fact, it spurs him on even more and he drives his fingers even deeper and harder into her cunt. Sadly, he isn't allowed to fuck her properly, but that doesn't keep him from having some fun with her pussy anyway.

At some point during the fierce finger-fuck, the sylveon's insides become suspiciously loose. She is still as vocal as ever, but it feels like her body has just given up and surrendered to the abuse. Trevor grunts with genuine surprise as his fingers suddenly become warm and very wet. A distinct hissing and a noisy splashing fill his ears, and when he looks down, he realizes that she has lost control over her muscles and is helplessly pissing herself. He quickly pulls away and watches her with a horny grunt, his eyes following the stream of yellow from the little pinprick inside her pussy all the way to the growing puddle on the floor. Of course, watching her isn't satisfying enough, so the umbreon forcibly pushes a finger back against her urethra, breaking the stream into a messy spray and eliciting a whiny mewl from the embarrassed female. It amuses him that she's still able to feel more shame in her current situation.

The stream abates to a trickle as the sylveon's bladder eventually runs dry. Some of her mess has gotten over his boxers and fur, but Trevor doesn't mind. In fact, he appreciates it because it gives him an excellent opportunity to transition to the next point on the list. One might even call it a golden opportunity. "You really couldn't help yourself, could you? Look at the mess you've made, princess. But luckily for you, I don't mind too much," he cackles and sniffs his fingers, the black fur and rosy beans damp and soaked with urine. Without any hesitation, he stuffs them into his muzzle and sucks them clean, grunting with raunchy pleasure. "However, you definitely deserve punishment for your inability to control yourself. I think a spanking is in order, sweetie."

His target goes deadly silent, freezing still while staring at him in horror as he approaches her. Trevor roughly wraps his left arm around her neck, holding her in a tight headlock while he rubs her ample butt, feeling and kneading the flesh he is about to tenderize. "And please, no need to be shy. No need to hold back," he snickers. Before getting to the real spanking, he feigns a few blows, jerkily raising his hand and flinging it at her ass, only to stop a hair shy of her skin. Desperate, hoarse squeaks emerge from the sylveon's throat, a good start but nothing compared to what's to come next.

After amusing himself with her powerless struggle and watching her squirm as she anticipates the inevitable first blow, Trevor finally gives it to her. He raises his arm a little further and takes a powerful, violent swing at her butt. This time, his palm connects with her flesh and stirs it up to an effusive jiggling. The noise of the impact echoes through the room, mingling with her frantic cry of pain, which is still surprisingly loud despite the gag. She shivers and whimpers as he soothingly strokes the spot he hit, her skin already reddening and glowing with mounting heat. "And that was the first one. Get ready for more, princess. Many more."

Then, Trevor goes to work and pummels her ass. He strikes without mercy or pause, giving her no time to recover, and chains one smack after another. Each blow is just as strong as the first one, making her feel his raw, brutal strength.

The sylveon's initial reaction is powerful and intense. She voices her detestation for the abuse, squealing and crying, fighting against his arm and trying to get her aching flesh away from his hand. But the umbreon is wholly unimpressed by her struggle. A maniacal grin rests on his face as he delivers blow after blow with unwavering force, slowly but steadily forcing her into submission. Her movements become sluggish and eventually cease entirely as the power leaves her body. Her voice becomes hoarse and shaky before it cracks and deteriorates into feeble whimpers.

He has finally broken her in. Or has he? Trevor's muzzle widens with a diabolical grin, and he utters a few magic words to reinvigorate her crumbling resistance. "And now the other side."

As if on cue, the female rises up with the last of her strength, rebelling against her restraints and clamoring with battered cries, only to be forced back down by his arm after he has moved to her other side. This time, he doesn't even bother teasing her, but goes straight for the prize, striking her pristine cheek with his other, admittedly weaker hand until it glows just as red as the other side. His target squeals and groans at the top of her lungs, but her resistance dies down much faster than before, and she soon is nothing more but a whimpering, sobbing heap of misery. Trevor gives her a couple more smacks for good measure, making that plump butt jiggle for the audience before he lets go with a satisfied grunt. "There we go, all done."

For the next part, Trevor moves the camera a few feet closer to her. A few adjustments later, he has it aligned with her maltreated butt and aimed directly at her asshole. He removes her panties with a feisty pull, the elastic fabric stretching until it snaps with a bang. The sylveon hisses and squirms with discomfort as he rubs his hands over the hot, glowing skin, relishing it for a bit before spreading her cheeks apart with gentle but insistent force, but she doesn't move. The umbreon grins, the female is so exhausted from the spanking that she doesn't even have the force to fight back anymore. He drops to his knees and embraces her tight orifice with two fingers, spreading it to reveal her rosy insides to the camera. After showing off her hole, he gets even closer and pushes his nose against it, deeply inhaling her scent. It's not strong but noticeable, earthy and feminine with a hint of perfume.

The smell activates an automatism stored deep in the umbreon's brain and he reflexively proceeds to prepare her further. Moaning softly, he presses his lips against her ring and gives it a kiss before brushing his tongue over her sensitive flesh. Moving it across her crack, circling it around her anus, and slowly sliding it into her tight hole, massaging and loosening the tense flesh. Midway through, Trevor realizes that he has gone off-script. With a wet smack, he hastily pulls free and gets back up.

Odd. That has never happened before.

Confused and annoyed by his slip-up, the male returns to the plan and grabs the bottle of lube. He doesn't speak a single word while he pours some on his hand and over her ass, working it in diligently. The sylveon reacts with a muffled groan but still doesn't move. With two fingers up her butt, Trevor quickly coats her insides and outsides with the cool lubricant. Her glistening pucker twitches and quivers enticingly at his touch, the sight fueling his lust and widening his wicked smile.

Once her ass is fully prepared, Trevor removes his fingers and, much to the sylveon's audible chagrin, strips his boxers to reveal his turgid cock. Even just the sight of his monstrosity unsettles her and makes her quiver like a leaf in a storm. "Already eager to learn what that fat fuck stick can do to your insides, sweetie?" the umbreon cackles, not even waiting to witness her desperate head-shaking. Done with the close-up, the umbreon returns the camera to its original place. He takes his sweet time returning to her, allowing her anticipation to mount as he wanks his shaft to swell it to full mast. Twelve inches of fat, glorious, throbbing fuck meat waiting to be shoved into a not-so-willing orifice.

His target gives him a begging stare, eyes wide and swimming in tears. The unhappiest, most pitiful whimper escapes from her throat, a last attempt to stop him. Trevor moves very slowly, even briefly pretending to consider her desperate plea, but in the end, he doesn't care and doesn't stop. One hand on her shoulder, the other on his dick, he aligns it with her asshole. Up close, the size difference looks even more extreme, but it would fit. It always fit before, so it will fit now as well, he thinks with a nasty smile. "Alright, princess. Time to break your sweet little ass. I hope you're ready because this is going to be a hell of a ride."

A terrified shiver runs through the sylveon as Trevor pushes his hooded tip against her taut pucker, teasing her with soft nudges. He gradually ramps up the force, his heavy sack dangling and swaying between his legs as he casually prods her a little harder with each stroke. Her hole caves in a little, slurping and shlicking, before tensing up vigorously, repelling his advance. He tries pushing it in over and over again, eliciting desperate whimpers and new tears from the distraught female, but she doesn't give up yet, puckering up with the last sliver of willpower. For just a moment, Trevor even considers telling her to relax and loosen up so she has an easier time taking him, but he discards the notion just as quickly. She hasn't been responsive or cooperative, and she won't be any more responsive just because he asked her nicely, so it's just wasted effort. Besides, his client didn't pay him to be gentle. If she doesn't want to yield, he'll make her, the umbreon grins.

With a cruel smile and a gruff grunt, he gives his next prod a lot more oomph, pushing against her tightened ring until his raw force breaks it open. With a sudden jerk and an obscene slurp, the sylveon finally takes his tip, her anus stretching wide around it. She cries out with utter despair, her eyes bulging out of her skull and threatening to pop out entirely. However, her energy reserves are fading, her voice thin and shaky after so long, hoarse and cracking.

The umbreon gladly makes up for her dimming voice, letting loose a deep, guttural groan as he feels her tight, warm insides wrapped around his tip, pushing and kneading it in a futile attempt to repel him. But with her ring wide open and her resistance shaken, there is only one way to go: deeper. Clutching her shoulders, Trevor begins to thrust in and out. Despite the copious lubrication, he really has to work hard to shove it into her incredibly tight butt. Each thrust, he rams it in until it gets stuck and roughly yanks it back, breaking her in with savage grunts and diabolical laughter. This might be his favorite moment of his job because it feels as exciting as opening a present. Just like digging his claws into the cardboard, ripping it open, tearing and shredding it into tiny pieces. Yes, her ass really feels like a tight, cozy present. "Fuck, it's so much fun to rape your cute ass. It's so tight and warm around my cock, just slurping me right up."

The sylveon's voice flares up one more time in pain and distress, and she squirms against her constraints, but she can't escape. Her howls of agony mix with the wicked slurps and smacks of the rough fuck and his husky grunts and snorts, giving birth to an obscene cacophony that fills out the entire storeroom.

Trevor drills deeper and deeper, stretching her out inch after inch. And yet, with a cock as massive as his, there is still a long way to go. He's not even halfway inside her. Suddenly, a fun idea pops into his mind. "How does it feel to get your ass cherry popped by a stranger? I bet you feel really full right now. So much fat cock meat massaging your tight guts." He honestly has no clue whether she's gotten it up the ass before but that hardly matters. He's pretty sure the audience appreciates the notion because he sure does. The thought alone drives him crazy with lust and he fucks her even harder, eager to finally sink his entire cock into her ass.

"You're taking my prick like a champ, princess. Look how far I'm already inside you! And you're even taking me raw. Such a naughty girl," Trevor cackles as he watches her last reserves dissipate, listens to her yipping and whining while he forces himself ever deeper into her, the chair and the restraints groaning under the assault, barely able to contain his strength.

The excessive foreplay and the sylveon's tight ass have brought Trevor pretty close already. So he's not all that surprised when he feels the first signs of an impending orgasm. Still not balls-deep inside her, he blows his load, but not without proudly announcing it first. "Oh yeah, here it comes!" A wave of blissful pleasure rapidly washes through him as the orgasm claims him. His nuts tighten, churning up a big, fat load for her, and his dick twitches furiously as it erupts with hot cum, but he doesn't stop thrusting. "Finishing inside feels so good!"

Something breaks inside the sylveon as he pumps his hot nut into her. She turns her head and looks at him with big blue eyes, still wet with tears but new ones failing to form, and her cries of defiance and pain have stopped. She gasps and breathes heavily, but does nothing else. No struggles and not even a peep, she remains eerily quiet. Not that Trevor really notices during his orgasmic high. He's still too busy to fill her with cum to care. "Yeah, take it, bitch! First one down, many more to go. Oh, I'm gonna give you such a nice, sexy cum belly."

Closing his eyes, Trevor finally slows and relishes the moment as he dumps the last few squirts inside her. With a savoring sigh, he pulls back and removes his dick with a wet, noisy plop, leaving behind a gaping pink crater, her sphincter twitching feebly but unable to contract. The sight of her ruined, open hole elicits a raunchy chuckle from him. Assholes come in so many shapes and sizes, but they all look the same after he's done with them. The umbreon gives the sylveon's butt a playful smack before he turns around and walks "off-set" to fetch a bottle of water. Playtime has drained him and he needs a moment to recover.

Looking back at his voiceless target, he jokes, "Heh, have you swallowed your tongue, princess? Oh, don't look at me like that." However, he has to admit that her silent stare creeps him out. Not even a pleading whimper or exhausted sigh escapes her. Did he already break her this much? "Ah well, gimme a moment and I'll help you out."

The umbreon idly fondles his softening cock, the front half soaked and dripping with juices. Staring at it with a lusty grin, he whispers, "Ready for round two, buddy?" He quickly realizes, however, that there's something else he has to take care of before he can continue, the rising urge to take a leak making itself felt. Trevor grunts dismissively, disappointed in his own body. Unwilling to leave the sylveon alone and take a piss outside, he looks around the storage room for alternatives. There's a drain in the corner, a perfect way to get rid of the annoying pressure, or he just pisses into the mess his target has already made. It wouldn't make much of a difference if he just pissed into the puddle underneath her. Then, an even nastier idea strikes his mind and he approaches her with an evil snicker.

The sylveon whimpers softly as Trevor returns, wary about his depraved intentions. The whimper turns into a feeble cry when he harshly grabs her neck and pushes his semi-flaccid dick into her gaping anus but she doesn't fight back anymore, only trembling with fearful anticipation. Thanks to his thorough groundwork, it slides in without a hitch and fits like a glove. "You remember the mess you made, sweetie? Well, it's payback time," he breaks it to her and relaxes. Soon, the pressure in his bladder drops as he begins to urinate inside her, just letting the juices flow. Her insides get even wetter and warmer, tainted by his pungent piss. Most of it stays inside her, but some of it washes back out, making the mess even bigger. Much to his surprise, she responds with a croaky moan, her eyes glowing with a yet unseen fire. The umbreon raises a brow, slightly surprised by her response, and sighs, "You make a mighty fine toilet, princess. But let's get back to the original plan, shall we?"

Dismissing her odd behavior, he gets back to work. Already deep inside her, he just pumps his hardening dick in and out until it's fully erect and ready again. Just as he stops, he hears it again, an even louder and passionate moan slipping from the sylveon's throat. Has he really broken her so much that she doesn't care anymore? Granted, it's not the first time he has broken a target until they liked it, he recalls with a grin, but it has never happened so soon, after the first fuck already. Usually, it took him much longer to wear them down until they absolutely didn't care anymore. "So, you like getting it up your ass? What a naughty slut! Probably even want me to fuck you even harder than before, getting your sweet hole raped and ruined even more?" he sneers, only to see her nod? It's not much, just an infirm tilt, back and forth, but enough to baffle him even more.

Shaking his head in confusion, Trevor gets back to pounding her. After a few thrusts, he's back on track, hammering his bloated meat into her ass and slowly breaking her in even further. Tears shoot into her eyes as she visibly struggles with his size, but her groans are filled with less pain than before and glow with a hint of pleasure. Maybe a figment of his imagination, maybe not. Whatever it is, it turns him on more than usual. Before he knows what he's doing, he grabs her head and roughly pulls it back, pressing his lips on hers and giving her a rough kiss.

Finally, his progress becomes visible as an outline on her tummy, his fat prick forming a bulge that races up and down her abdomen. Trevor grunts and snorts, spitting and drooling over her face as he fucks her ass in a heating frenzy. Every single thrust echoes wetly as cum and piss squirt back out of her asshole. Eventually, he adds the last inch of his meat, his balls finally joining the sickening cacophony his merciless pounding creates. Slapping and smacking against her cunt, they tenderize the sensitive flesh and spread the pain. And yet, the harsh treatment only elicits bawdy howls from the sylveon's gagged muzzle. Instead of whimpers begging him to stop, her voice spurs him on even more.

"Wow, you've taken my whole cock. I'm impressed, princess. Not bad for your first time," Trevor growls and cackles triumphantly. Then, he starts to fuck her properly, pulling out halfway and then ramming it back in with full force. For several minutes, he drills her as fast and deep as he can and keeps it up until he's about to nut again.

To his great surprise, the sylveon actually beats him to it. Just before he blows, he feels her body twitch and jerk in his grip, her asshole tightening around his cock with what little force it can still muster. She goes cross-eyed and bursts out into profuse moans. "Wow, you're the first bitch that came from getting fucked in the ass. Dunno what that's worth but congrats," Trevor announces before his voice distorts into a throaty howl as he cums. "Oh yeah, here we go again. Take that nut, sweetie!" Locking his arms around her chest, the umbreon pulls his groaning target back against him as he cums inside her, filling her with another fat load. Swelling her belly with even more juice until its noticeably bloated with his piss and cum.

After a wet, hot minute of bliss, Trevor's climax tapers off and his grunts soften. Smacking his lips, he finally loosens his tight embrace around her. The second orgasm has left him sweaty and drained him even more than the first one, so much so that his vision temporarily blurs. Sluggishly, he rubs the sweat from his forehead and takes another deep breath. Looks like he doesn't have the energy for another round, so that would have to be it for now.

The sylveon groans as he pulls out. This time the umbreon can clearly hear the lust vibrating in her voice, still unexpected but not unwelcome. Now, there is one last thing he has to do. Trevor walks to the camera and picks it up, aiming it right at her gaping pucker. He doesn't even have to spread it or anything as it stays open all on its own, leaking and drooling all sorts of fluids. A strong shiver runs through the female's body and a gush of cum bursts out of her asshole, almost hitting the lens. The umbreon laughs raunchily and presses the record button, finally ending the recording. He knows his client will be pleased with the clip. He quickly stows the camera, gets a syringe kit with the narcotic, and returns to her. "Well then, that's all, sweetie. We're done here. Thanks for your cooperation."

The sylveon sighs and looks at him, her blue eyes as deep as the ocean, gleaming with strange emotions Trevor has never seen in a target before. For just a moment, he considers removing her gag. Her odd reaction has made him curious and maybe she's got something to say about it. Then again, he prides himself on his professionalism. Interacting with targets is always the first step to unprofessional behavior like compassion and pity, or it throws up unpleasant questions, which ultimately lead to much bigger problems. No, he isn't here to talk, he gets paid to fuck. Shaking his head, he finally dismisses his own curiosity and prepares the syringe. "I guess you've cleared your debt with my client and you're still alive. This could've gone worse, couldn't it?" he remarks, and again, she nods at him. Trevor blinks at her, momentarily speechless, before he approaches her with the syringe, "Now there's just a little prick between you and your freedom. Once you wake up, everything we've done will be nothing more than a nightmare. And feel free to try and find me. Many tried, no one succeeded yet. Nighty-night, princess."

Trevor holds her head and aligns the needle. The sylveon doesn't fight it, holds perfectly still while she still stares at him with a longing gaze. Somehow, after all this, a faint smile lingers on her lips. She flinches as he injects the narcotic, her eyelids droop, and she finally passes out. Another job complete with the weirdest target he has had so far, and yet, she definitely was the most fun one as well.

The umbreon steps back and examines the mess with a sigh. Now comes the part of his work he likes the least. He still has to cover his tracks, all of them. He has to clean the floor with bleach and thoroughly rinse the sylveon's body, outside and inside. Her clothing is in a pretty bad shape, too, he realizes, her vest completely ruined. Great, one more nuisance to deal with just because he thought it looked fun. However, this isn't the first time he's done something like this and it won't be the last, so he knows exactly what to do, and after he's done with the cleaning and editing, nobody would ever be able to prove that it happened. There is a reason why he is still in business.