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It was eleven days past harvest and the flakes of the season's first snowstorm had begun to buffet the countryside as Linus trudged along the imperial roadway. The deteriorating weather did not concern the young lad however, for his destination was finally within sight.

The city of Lachesis lay before him, a hub for merchants and craftsmen to ply their trade to the surrounding settlements and beyond. The city's center was contained behind a white wall towering sixty feet and thirty feet thick dotted with several portcullises and watchtowers. The city's fortifications served as a defense against foreign invaders, but it also served as a means of segregation, with the city's humans living behind the protection of the walls while the city's non-human beastfolk resided outside of the wall's security. It was a source of much of resentment beastfolk had towards the humans.

Linus was going to meet his uncle who is a jewelry smith operating within the city's wall's. Linus's family had made arrangements for him to serve as his uncle's apprentice during the winter months while returning to his family's farm in the spring in time for planting. Linus had only recently come of age, and he had never been so far from home alone before. He was eager to get indoors and near some familiar faces before the impending blizzard could get any worse.

As he began to pass the city's first homes and businesses, Linus steadily encountered more and more of Lachesis's beastfolk residents. There were a few feline and rodent beastfolk among them but most of them were wolves, standing a good foot or two taller than most human men. Most of them ignored Linus as he made his way towards the wall but there were some that shot him venomous glares and spat as he walked by. He even encountered one wolf man who vulgarly stroked the bulge in his trousers, grinning manically at him as he walked by. Linus blushed, and worried that there could be trouble if he lingered for too long.

Approaching the wall's main gate, Linus began to hear angry voices and shouting. When the portcullis came into view, Linus saw a crowd of humans assembled in front of some guards standing between them and the entrance to the city's center. Linus approached a man and tapped his shoulder. “Excuse me sir," he asked tentatively, “Do you know what is going on? Why are you all gathered at the gate?"

“You haven't heard?" the man exclaimed. “The guards won't allow anyone through the gate without a pass or proof of interior property ownership, it is madness!"

A knot of dread formed in Linus's stomach. “A pass? What do mean by a pass? No one told me I would need one."

The man crossed his arms and sighed irritably. “It is a policy that lady Adeline and the rest of the nobles implemented only yesterday. Apparently, it is a bid to combat ongoing espionage or some such. Bastards, they can't leave us out here with these animals!"

Linus was on the verge of panic; he had no idea what he would do if he could not get inside. Going back home was out of the question, he did not have the coin or the supplies to make the return journey without the help of his uncle. On top of that, there was a fierce snowstorm due to arrive any minute. No, Linus rationalized. They must let me in, I have family that owns property inside. They wouldn't just leave me out here to freeze.

Linus approached the guards with as much courage and confidence as he could muster, but he could not stop his limbs from trembling somewhat. He approached a guard and cleared his throat. “Excuse me, sir?"

The guard regarded him with a choleric expression “Do you have a pass?" he said with some exasperation.

“W-well you see," stammered Linus. “My uncle owns property inside the wall and he is expecting me sometime tonight so if you could-"

“Unless you have a pass or proof of property ownership I cannot allow you inside, now clear off!"

Linus really started to panic now. “Please sir!" he begged “I will be stuck out here in the storm, perhaps if you could just bring my uncle-"

“Are you deaf lad?" the guard spat. “You are to make this area clear! Unless you intend to spend the night in a cold dungeon, I suggest you piss off!"

Terrified, Linus hastily backed into the crowd again. His arms and legs began to tingle, and he grew lightheaded. He staggered towards an empty bench on the side of the thoroughfare and collapsed into it. He stared wide eyed at his trembling hands as he contemplated his precarious situation.

“I guess you humans don't play favorites huh?" Rasped a voice from behind.

Linus leaped to his feet and whirled around. A feline woman stood behind him, she had a slender athletic figure and donned a revealing red gown despite the chill. She appeared to be young, but the maturity of her voice and cynical gaze gave Linus the impression that she was older.

“Are you frightened? I assure you I mean no harm boy" she cooed with amused expression.

“I-I was just t-trying to uh…" he began.

“Was that story about your uncle true? Or were you simply trying to butter up the guards like the rest of your kind?" she asked.

“No!" said Linus, suddenly feeling indignant. “I was supposed to start work at his shop tomorrow morning; I didn't anticipate that this was going to happen. My father said they would let me in so long as I was human."

“Don't you have money to hire a carriage or stay at an inn?"

“I…" Linus considered her for a moment, wondering if he could trust her, especially about his belongings. She was a stranger after all; she could be inquiring about his money only to cut his purse later. But then he rationalized that he didn't have much to pilfer anyway, losing what little money he had would not make his situation much worse than it already was. “A little, but not enough for a room or much food." He admitted.

“I see…" she said. She stared at him with what Linus could only guess was a sort of appraising look. “You know, you have a pretty face for a boy. Your features are soft and dare I say… effeminate."

Linus's cheeks turned red, he felt a mixture of embarrassment and bewilderment. What am I supposed to say to that? He pondered. “Uh… thanks." He responded. Caught off guard, he really couldn't think of anything else to say. He was just about to excuse himself from the conversation and perhaps try his luck at a different gate before the woman suddenly spoke up again.

“I think I might be able to help you, I just so happen to be the proprietrix of a local establishment here outside the walls. There I can provide you with a roof over your head and more than enough coin to leave the city. I can't offer you charity however, lately my business has been experiencing certain… demands, demands I feel you would be a perfect fit in assisting me with. You help me, I help you. What do you say?"

Perplexed and apprehensive, Linus asked “what kind of work would you need me to do?" And what kind of work would I be 'perfect' for? He wondered.

“It would probably be best if I just showed you." She proposed “It is not too far from here. I only ask that you keep close and don your hood, if we are seen traveling together it could cause a commotion among my kin. Just try not to draw too much attention to yourself and you should be fine."

Her warning did little to quell his apprehension, but Linus knew that wondering around alone among the beastfolk at this hour would only lead to trouble, so he decided to accompany her.

She led him down a path of winding side passages and narrow alleyways, careful to avoid the city's bustling crowds. Enough snow was starting to accumulate on the cobblestone that Linus began having trouble maintaining his footing. Wherever they were going, Linus hoped they would be indoors soon.

After squeezing through a particularly narrow alleyway, the pair found themselves on a balcony that overlooked a sort of public square. The square was mostly vacant aside from a dense crowd of wolves gathered outside a large ornate building on the other side of the clearing. The building's ground floor had large arching windows with a well-lit interior, filled to the brim with boisterous beastfolk, it appeared to Linus to be a sort of tavern or inn. The interior of the second and third floors were too dark to make out, but Linus could tell that they were less crowded than the first floor.

“That place sure looks popular." Commented Linus.

“It is called The Midnight Glade; it is where I am taking you."

“That is the business you own? You own some sort of inn?" Linus never imagined she operated a venue so large.

“An inn?" she mused “Yes I suppose you could call it that, at least in part. Beast men gather here from throughout the city to unwind and drown their troubles with hearty ale and strong spirits. Guests with enough coin however, can partake in some of our more exotic offerings. The Midnight Glade provides our patrons with a curated selection of mates for them to alleviate their pent-up lusts. Yes, I suppose the term brothel would be more appropriate."

Linus may have been young, but he was certainly not naïve. He knew what brothels were and what people did inside them. Color drained from his face, giving him the complexion of a ghost as it dawned on him as to what her intentions might be. “You c-can't possibly be s-suggesting…"

“We offer our guests with a wide selection of entertainers," she continued, “but we have been unable to cater to their single most popular request: humans. To breed one of the high and mighty humans is the ultimate fantasy of our visitors, many would pay a small fortune for the opportunity. With your help I hope to capitalize on that demand."

Linus wasn't sure what he should have expected once they arrived at their destination, but he never would have imagined that he would be asked to sate the lewd desires of beast men. Simply imagining it gave him as much fear and anxiety as the prospect of freezing out in the snow. “S-surely you could find some other u-use for me other than that!" Linus tried to reason, not even attempting to hide his alarm. “I could sweep the hallways or help out in your kitchen! Please I will do anything else!"

“I am afraid I have all the help I need on those fronts." Said the woman, a hint of a smile crept on her muzzle. “I am not asking for any long-term commitments; all I ask of you is to entertain one guest for one evening. With the commission I am offering, you should have more than enough gold to hire a carriage tomorrow. But the choice is yours, I am sure you could find your way back to the gate on your own."

Linus was trapped, and he believed that she knew that. Appealing to the guards again was probably a lost cause, and he also had no confidence that he could find the gate again on his own in the encroaching dark. The path before him demanded the unthinkable, but it was his only viable one. “Fine," surrendered Linus “I will do as you ask, but only once!"

“I knew you would see reason." Said feline with impish amusement. “I will take us inside through the back. Since I will be your temporary employer, I will ask that you refer to me as either mistress or mistress Calista while we are inside and in front of guests. Come, we have much preparation to do."

Hardly believing the course of the day's events, Linus reluctantly followed her. The pair cautiously made their way down and across the public square, careful to avoid the beastfolk congregated outside of the Midnight Glade. She led him to a narrow door situated behind the brothel that she opened with worn iron key. They climbed a steep stairwell before opening yet another door on the second floor revealing a hallway. Amidst the dimly lit passage Linus could see that it was furnished with high quality leather sofas while the walls were adorned with unmistakably lewd paintings. She hastily led him into a room across the hall before locking the door behind them.

Linus now found himself in what appeared to be a washroom. There were three tubs filled with steaming water in the center of the chamber while the walls were fitted with various shelves and mirrors. The room was vacant save for a young wolf woman whose back was turned to them while organizing a collection of bottles and ointments on one of the shelves. Linus nearly gasped out loud when he realized that the newcomer was completely nude, her upturned waging tail completely exposing her naughty bits. Unbidden, Linus felt his trousers tighten as his own loins began to stir at the image.

“I am nearly done distributing this afternoon's shipments." Spoke the wolf, she had a pleasant and melodious voice. “These are the last jars that need bath salts, once they are filled I can-" she stopped mid-sentence as she caught sight of the young man, her eyes grew wide and she sagged against the shelf behind her. While clearly surprised, she did not seem at all flustered at being naked in front of a stranger as she made no effort to cover herself.

“I found this poor lost soul trapped outside the wall." Calista began. “I have offered to provide him lodging and remuneration so long as he is willing to work for it. Assuming that he is here tonight, I am thinking of pairing him with you know who this evening."

“He would certainly be interested." Remarked the wolf woman, her expression still somewhat incredulous. “But he would be far from the only one. When word reaches downstairs that we have a human it will cause quite the uproar."

“That wouldn't be a problem if our friend here was staying indefinitely." Sighed Calista. “But unfortunately, that is not the arrangement we have agreed upon. He plans to leave the city tomorrow when he has the money to do so."

The wolf girl regarded Linus with a mischievous smile. “You must be pretty desperate or perverted to come here willingly. What is your name boy?"

“L-Linus."

“Well Linus, we will need to freshen you up before we can present you to your mate. Disrobe and climb into a tub."

Utterly humiliated, Linus slowly began to slip out of his grimy clothing. Aside from his family, he had never been naked in front of other people before. While all the boys he grew up with spent their summer afternoons skinny-dipping in the local river without a care in the world, Linus would always watch timidly from afar. Now he was stripping in front of two beast women he barely knew, their eyes gleaming with hunger as they watched. After pulling down his trousers, Linus hastily covered himself with his hands, his face becoming bright red.

“You are no fun." Chided Calista. “Now hurry up and pick a tub."

Despite his encroaching dread, Linus could not help but relax while soaking in the warm bath. After spending the past two weeks crossing the countryside out in the cold, it felt good to finally stave off the chill he felt since he left home, soothing his aching limbs.

“Before you meet him, there are a few things that you should know about the guest you will be entertaining tonight." Said Calista. “His name is Brutus; he is the kingpin of a local wolf gang of smugglers and cutthroats who has considerable-".

“You are setting me up with a criminal?" Interrupted Linus, with a hint of hysteria.

“Well… yes." Admitted Calista sheepishly. “But he is the Midnight Glade's wealthiest patron, no one could offer more coin than he. I must warn you however, he is notorious among my girls for his brutality and his vulgarity. He has considerable contempt for humans as well, especially for the nobility. He would surely pay premium for a chance to get his paws on one."

“Which is why," interjected the wolf woman, “we think we could squeeze a bit more gold out of him if he thought you were a noble."

Linus gaped at the pair incredulously. “You want me to l-lie to him? I can't do that! I don't know anything about being a lord! And why would he believe me? No noblemen would sell themselves at a brothel!"

“We could tell him you are from a house that has fallen on hard times and that your father was willing to use his son to pay off his debts." Suggested Calista. “Besides, it won't matter if your story seems farfetched. Brutus will believe it because he will want to believe it."

Linus found it hard to believe that the leader of a gang would be that dull-witted, but he simply lost the strength to argue anymore. “Alright," said Linus miserably, “I will tell him whatever you want."

After speaking briefly with the wolf woman, Calista left to go negotiate with Brutus. As he finished drying himself, Linus began frantically rehearsing responses to potential questions about his backstory, hoping Brutus will find his answers believable. As he practiced, the wolf woman approached him with a small pink hued bottle, it's meaning escaped the young man.

“I am going to need you to get on your knees and bend over." She said flatly.

“What for?"

“I am going lube you up, you don't want Brutus to fuck you raw, do you?"

Still perplexed, Linus hesitantly complied. He figured that he shouldn't still be flustered at this point, but he couldn't help it. Presenting what he considered to be the most intimate and vulgar part of himself to a female caused his heart to beat like a war drum. Just as he was about to ask for clarification as to what she was doing, Linus felt the woman insert a greasy finger right into his virgin ass. “AHH! What are you doing!" Linus demanded, shrieking with discomfort.

“Brutus," she panted, “is not known to be a gentle lover, nor is he small. Trust me, you don't want to be anywhere near him without the proper preparation."

Linus did his best to remain still as he tried to relax. He could not stop himself from yelping however as she alternated between pumping one, two, and sometimes three clawed fingers into his tender rear end. His breathing became heavier and more labored as she worked herself in deeper and faster, heedless to his gasps of discomfort. After what seemed like an eternity, the wolf finally withdrew.

“That ought to do it!" she said playfully, admiring her handiwork. “Now we just need to find a nice outfit to present you in, and you should be all set for your date."

The clothing that she laid out for him included an embroidered red doublet, dark leather pants, tight stockings that went well past the knee, and well-polished black boots. Linus was by no means an expert on highborn fashion, but he could not help but feel that the ensemble made him look rather ridiculous.

It was not long before mistress Calista returned. Her giddy expression and the wild glint in her eyes gave Linus the impression that she was more than satisfied with the deal she had made. While he was still nervous, Linus felt his own excitement bubble up as well, knowing a generous portion of his purchase would be going in his own pockets.

“Everything should be in order!" She exclaimed. “Brutus should still be downstairs with his men for a while, however. I have prepared the master suite for you tonight; it is on the floor above us. I will lead you there now while the passageways are empty, I still want to keep your presence here on a need-to-know basis for now so will ask that you stay in the master suite until he arrives."

She led him back into the stairwell they initially entered through and proceeded upwards to the top floor. Linus expected the doorway to lead into another hallway like the one below, but he was surprised to suddenly find himself in a single large chamber. The room was surrounded by large, tinted windows accompanied by embroidered red curtains. There were several flickering lanterns dotted throughout the chamber as well with a fireplace burning with fresh logs. In the center of the room lay a large four poster bed draped in transparent red veil. This was undoubtedly the master suite.

“Brutus will arrive when he is ready." Said Calista, walking past Linus back into the stairwell. “I must leave you here to wait alone however, I have other matters that I must attend to."

“But what do I do when he gets here?"

“Whatever he asks you to do." She replied flatly. “Knowing Brutus, he may just take the initiative without uttering a word. Just moan about how big his wolfhood is and he should be satisfied." She was about to leave him there when she saw that he still seemed hesitant. “You will be fine," she assured him, “Just try and relax and it will be over before you know it. And who knows? You might find yourself enjoying his company." With that, she left Linus alone to ponder her advice.

As he waited, Linus noticed that the storm outside had finally begun in earnest. The howling winds helped reassure the lad that he had made the right decision, but the unmistakable howls of lovemaking emanating from the lower floor kept the young man on edge. He tried to calm himself by visualizing his eventual return home, but the impending copulation was impossible to ignore. What kind of a man just bends himself over to a beast? He wondered. What would my friends, family, or other humans in general think of me if they knew what I was about to do? Surely they would understand my desperate situation, wouldn't they? Linus knew better, he knew his kind would likely regard him with disgust, regardless of the precarious circumstances. Linus just hoped that none of his kind would ever know that he lost his virginity at a brothel for beastfolk.

Linus's brooding was eventually cut short as he suddenly heard clawed footsteps ascending the stairwell. Linus had to fight the urge to start panicking. He is here already? I don't know if I am ready! What if he doesn't believe the lie about my social status? What if I ca-? His train of thought was interrupted as the door creaked inward revealing a towering figure.

Before Linus stood a massive wolf man, he was covered in a thick coat of midnight black fur rippling with powerfully toned muscles. The beast wore a long maroon robe that was untied, revealing his powerful pecs and to Linus's embarrassment, his exposed genitalia, a fuzzy sheath failing to conceal a large vulgar sack. Brutus gazed at the lad with a cruel toothy grin, his menacing yellow eyes flashing with hunger.

“Well, I'll be damned, she really did manage to find one of your sniveling kind." Said Brutus smoothly, the derision in his voice matched the wolf's arrogant posture. “Calista can be quite mischievous you see, I feared that your presence here may have been part of some playful prank on her part, but I see now she was not jesting. But are you really some minor lord's son?"

“W-w-well you s-see I…"

Brutus roared with laughter, “You really are just as pathetic as she described." He suddenly approached Linus, causing the lad to recoil slightly. The wolf roughly cusped the Linus's face examining his gentle features. “There is no need to answer boy, I can tell what you are just by looking at you. You are some nobleman's pampered brat who has lost his fortunes due to his father's incompetence, you humans truly are worthless." His eyes narrowed and his smile broadened. “Well, almost worthless."

While still terrified, Linus felt a sense of relief in knowing that he would not need to try very hard to convince the crime lord of his false lineage. Calista was right, he really does want to believe it.

“I have deflowered your kind before boy," bragged Brutus, “There are rare occasions where ignorant flower girls or witless errand boys wonder off to where they shouldn't, into the clutches of wolves like me. Those instances are far and few between however, and I have never had the pleasure of fucking a highborn slut such as yourself."

Linus quailed upon hearing his words, he had heard tales of lone humans being attacked by wolves before. The fortunate ones were able to escape or were simply robbed, but there have been stories of some people being kidnapped and raped for weeks or even months before escaping. He supposed he should consider himself lucky that he was able to arrive in the city of Lachesis unscathed.

“I paid a hefty sum for your purchase." Brutus's tone suddenly grew more commanding and menacing. “Until I am satisfied you belong to me, I own you. You do everything I tell you to do and for as long as it takes, even if that means pleasing me until sunrise. Am I understood?"

Linus found himself unable to respond verbally, nearly paralyzed with fear. After gasping like a fish, he resorted to nodding frantically, fearful of incurring the wolf's wrath.

His harsh visage easing back into cruel contempt, Brutus began pulling off his robe, now truly naked in front of the lad. After roughly shoving Linus onto his knees, he gestured towards his crotch, a tapered red shaft now poking out of his furry sheath. “Kiss it." He ordered derisively.

The moment Linus had dreaded since he arrived at the Midnight Glade had finally arrived. From this point on, he would be completely at this beast's mercy, Linus only hoped that he could get through this unscathed. Mentally bracing himself, he diffidently planted his lips on the canine member.

Before even touching him, Linus could feel heat emanating from Brutus's body, his face rapidly suffused with warmth as he tentatively began suckling. The beast's musk nearly overwhelmed his senses as the lad breathed in the wolf's pungent masculinity. As he nursed, Linus could not bring himself to keep his eyes open, desperately hoping that he could put this vulgar act out of his mind. His averting gaze seemed to amuse the wolf.

“How does it taste wench? It has been some time since I have had the chance to bathe. I wager you probably can taste the she-wolf I fucked last evening."

Linus's ministrations seemed to coax more and more of slimy phallus out of it's sheath. A pungent translucent fluid began spilling into the lad's mouth, trickling down his throat and coating his lips. Linus initially feared that he would have to to repress the urge to gag, but he found himself handling the fellatio surprisingly well, the feat conjured a mixture of both shame and an odd sense of pride. Although he was reluctant to admit it, the taste of Brutus's wolfhood was not what he would consider to be unpleasant.

Linus felt a growing sense of unease as he knew that Brutus ultimately would not settle with his mouth, he knew that eventually the beast's attention would shift to his virgin ass. The thought of this hulking animal rearing his thick erection to breed him proper had the lad trembling with anxiety. He is already so big! Worried Linus. How can he possibly fit inside me? He might take things too far! He could-. An idea crossed his mind, interrupting his panicked course of thought. What if I could satisfy him with just my mouth? Perhaps he would be finished with me after that. I would need to give him a lot more stimulation than this, but it certainly would be worth trying. After a brief pause to collect himself, Linus began sucking Brutus in earnest. The sudden change in pace did not go unnoticed.

“Ha! It seems that the little lordling has developed a taste for wolf cock!" Brutus Cackled. “I knew you were a natural bitch the moment I laid eyes on you!"

The harsh words stung Linus's pride and his face became bright red, but he remained resolutely determined to get this beast off as soon as possible. The master suite was soon filled with the sounds of their lovemaking: obscenely wet smacking sounds accompanied by Brutus's increasingly thunderous grunting. Linus was not sure if it was just his imagination, but Brutus's growling seemed to grow more and more frustrated, perhaps even angry. Have I upset him? Linus pondered. Or is he simply trying to hold himself back? Linus opened his eyes to catch a glimpse of the wolf's face when something else caught his attention. There was now an obscenely large bulge at the base of Brutus's veiny red penis. It's sudden appearance surprised the lad, and without immediately realizing it, caused Linus to freeze dead in his tracks.

The beastly member slid out of Linus's mouth, a string of precum still connecting the two as they parted. For a moment the only sounds in the room were the pair's heavy breathing and the storm's violent winds. As he looked up, Linus saw Brutus staring intently at him, his piercing gaze unreadable.

“I am sorry!" squeaked Linus. “I just needed to catch my breath. It won't happen again, I promise!"

Linus was just about to resume his efforts when Brutus roughly seized him by the hips and flung him onto the bed, tossing him as easily as one might with a child. Linus gasped with shock as he landed haphazardly on his stomach, pushing himself up onto his knees. Without warning, the wolf dug his claws into Linus's trousers, tearing the leather to shreds with practiced ease, leaving painful welts on the lad's tender skin. Fully exposed to the beast, Linus whimpered pitifully as he knew what was coming next.

Seizing Linus's hips like a vice, Brutus began grinding his shaft against the crease of the lad's ass. The tip started slipping downward, inching itself closer towards the quivering pucker. After a few more seconds of teasing, the wolf angled himself so that the tapered end of his cock rested a hair's breadth away from Linus's anus before suddenly jabbing forward, prying the entrance open.

Although he tried, Linus could not stop himself from shrieking in discomfort with the sudden penetration. Despite the earlier preparations, Linus's ass still burned as Brutus eased himself in slowly, the bestially member larger than the fingers that had violated him prior. The lad's breathing became more labored as the wolf pushed himself steadily forward, his knot lightly caressing the pained entrance. For a moment Brutus held still, seemingly content with being engulfed in Linus's warm passage. A low growl emanated from the wolf as he slowly pulled himself out, leaving only the tip inside before he roughly shoved forward, grinding his knot against the boy's strained asshole.

“Oh God!" Linus cried out, overwhelmed by the brutal thrust and the beast's immense girth. For a fleeting moment he considered pleading with his violator to stop, his own primal instincts compelling him writhe out of Brutus's clutches and flee as far away as he could. I don't have anywhere else to go, Linus reminded himself. Please just don't hurt me too much. Resigning to his fate, Linus braced himself for the impending onslaught. Emboldened by Linus's timid countenance, Brutus began fucking him without reservations, plunging his shaft in and out of the lad at a feverish pace.

The ordeal proved to be an exhausting one as Linus soon lost the energy to cry out any longer, instead groaning in discomfort as the beast drove himself inside him over and over. Their copulation caused a cacophony of wet smacking and farting sounds as wolfish precum mixed with greasy lubricant, the vulgar sounds begetting utter humiliation from the lad.

Given Brutus's arrogant and prideful personality, Linus was surprised that the wolf had ceased his earlier taunts and verbal abuse, resorting instead to incoherent grunts and snarls with increasing raunch. As he fucked, Brutus sounded less like the sentient and intelligent being he was before and more like a feral animal hungry for release and heedless for the wellbeing of person he was mounting. Despite this disregard, the pain Linus felt gradually transitioned into a mere uncomfortably full sensation, making the ordeal far more bearable. As the pain abated, Linus noticed a curiously pleasurable feeling as the beast pounded a certain spot in his passage. To his utter shock, Linus realized that his own cock had stiffened painfully hard, twitching and swinging up and down in time with Brutus's thrusts. What is happing to me? He pondered, almost delirious from the sensations.

An abrupt shift in Brutus's movements roused Linus from his delirium. His thrusts became somewhat slower but more forceful, battering his swollen knot against the boy's smarting asshole with increasing might. Linus flustered with alarm as he realized what the wolf was trying to do. He is trying to push that thing inside of me! Linus tried to writhe free of the wolf's grasp, but he was far too strong. Sensing the lad's trepidation, Brutus made one final titanic push into his posterior before his knot finally slipped inside.

Linus uttered an unintelligible mewl as his guts were stretched obscenely wide, his inexperienced body struggling to accommodate the canine intrusion. The lad felt his consciousness waver as flickering lights danced in his peripheral vision. A frantic gasp escaped the wolf's muzzle as his bestial member began twitching rhythmically, filling the boy's colon with virile wolf sperm, the pulses were so strong that they were audible. To Linus, the experience was both harrowing and humiliating, and yet there was also an intoxicating sense of excitement at being used in such a savage manner. Linus glanced towards his own drooling member which teetered on the edge of release.

“Tell me lass, just how desperate is your father?" Brutus was still catching his breath, but his voice resumed it's earlier derisive tone. “If he needs coin this badly, perhaps I can offer to buy you outright. You could be my personal bitch long term, or perhaps I could simply offer you to my underlings? Most of them have never had a human before, they would surely relish the opportunity."

Linus's cock twitched at the prospect of being defiled by a whole horde of wolves. The thought was terrifying, yes, but it also conjured a confused sense of exhilaration and wonder. No! I would not want that! He reasoned, but without conviction.

Without warning, Brutus pulled his knot out of the boy's ass with all his might, eliciting a wet pop. The intense exit was more than enough stimulation needed to cause Linus's own orgasm, painting the red sheets white with spunk as he moaned involuntarily. Even as his own eruption died down, Brutus aimed his still spurting shaft towards the boy's backside, coating it with cum. All Linus could do was lay there on his stomach, paralyzed by the afterglow of his intense orgasm.

“I am sure I will see you again soon runt." Said Brutus, admiring his handiwork. “Until that time, allow me to give you something to remember me by, and a reminder to my kin as to who had you first."

A heavy stream of hot liquid began spurting out of Brutus's retracting cock, flowing across Linus's fancy doublet and raw ass. Linus was still too dazed to register what was happening at first, but the powerful acrid odor that soon filled his nostrils left him little doubt as to what the wolf was doing to him. He is pissing on me! He realized with horror. Linus tried to crawl out of range, but he was unable to muster the strength to move, still too exhausted and sore from the pounding he received before. Linus simply lay there, his face burning with shame as the wolf marked his bitch. Eventually, the stream receded to a dribble as Brutus wiped himself on a dry patch of the lad's clothing, making sure he coated the lad with as much urine as possible. Without another word, Brutus donned his robe once again and strode out of the master suite, leaving Linus quivering on the bed alone.

As he lay there, Linus felt both disgust and indignity. Those bitter feelings however, seemed to produce a far more powerful emotion, an emotion Linus was struggling to come to terms with: pure exhilaration and pleasure. Being helpless and used by such an imposing and wild figure seemed to stoke a fire in his stomach that no other activity or vice seemed to spurn before. What is wrong with me? What happened to me was vile and revolting! I should not be feeling this way, I shouldn't… I… Linus was too lost in thought to hear the door opening once again as Calista reentered the room and approached the bed.

“So, how was your evening?"

Linus recoiled upon hearing her voice, coming to his senses now that he was no longer alone. While bent over on his knees, he realized that he was granting the mistress a rather generous view of his freshly bred asshole. He hastily scrambled to sit upright, wincing as he sat on his still tender butt.

“I can certainly tell Brutus enjoyed himself." She chuckled “He doesn't always mark the mates he fucks the way he did with you; I think he liked you."

Linus averted his gaze; her words caused an almost unbearable amount of shame.

“Don't worry about the piss boy." She laughed. “The stench will abate after a few days of bathing. Trust me, I speak from experience."

Feeling a little bit better, Linus asked “Am I done? Do I need to do anything else?"

“Nope." She said with an easy smile. “You fulfilled your end of the bargain, so you can spend the remainder of your time here relaxing. I will even allow you sleep here in the master suite for being a good sport. I'll have someone bring you your fee and a hot meal, tomorrow morning you can head home."

'Head home' Linus pondered. Do I really want to leave so soon? My family is not expecting me back until the spring, and I could potentially make a mountain of gold here, money we could use on the farm. Linus tried to envision himself as selflessly helping his family and not as a slut eager for more poundings. “I uh… I don't think I should be leaving tomorrow morning, at least not that soon."

“Oh?"

“You see I came to the city to make some extra coin for my family, if I can't make it at my uncle's shop, I need to make it s-somewhere else. If the demand for someone like me is as high as you say and you're willing to pay, I might be willing to s-stay for a b-bit longer."

For a moment, Calista expression was unreadable, but a knowing sly smile crept into her visage. “My dear little human." She said amused. “You didn't happen to enjoy your time with Brutus this evening?"

“No! of c-course not!" Linus sputtered out, mortified at her perception. “I-I just n-need to make… I just…I…"

She cut him off with a gale of laughter. “You don't have to prove anything to me or anyone else. You are willing to work, and we have one hell of a demand, let's just leave it at that. We can work out the details tomorrow morning, just rest for now."

Linus sighed with relief, but he still felt a little embarrassed. At least she is good natured enough to humor me.