Vulpine Hardship

Story by Sleths on SoFurry

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#2 of Vulpine Series

There we go! Finally a small continuation to my Vulpine Politics story!

Since the first had many requests for a continuation, I thought I'd give it a try! I hope it manages to live up to it. Reading the first chapter is not needed to enjoy this one, but is recommended to have a better grasp of the true nature of our dear wolf/fox relationship.

Other than that, enjoy! As always, please DO check the tags and if there's stuff you don't like, read it at your own risk! Aaaand, also as always, comments and thoughts are much appreciated!


The king adjusted his hood over his head. Not because he needed to stay hidden, even though he did, but because the night was chilly. There was no sign of the deep snow they were used to, at least not yet, but in these temperatures it would come soon. Bits of ice could be seen here and there from the previous rain. Regardless, the cold was enough to keep the streets mostly empty at night, especially late as it was. Theo continued to walk, step by step, with a growing sense of dread inside him.

The wolf king's steward walked ahead of him. Cadwin, the fox that 'served' him as so, lead the way through the empty streets of the wolven district. He too wore a hooded cloak, but Theo knew it was mostly to hide the fact that he was a fox walking on wolf 'territory'. Even after the treaty, that was somewhat frowned upon, especially late at night when there were barely any guards around to protect a little fox like that. Not to mention that the guards, too, were wolves in their majority.

The king didn't know where they were going. Cadwin came to his room and woke him up, telling him to get dressed and, no matter how much he asked, that was all he got. It still bothered Theo that, being the king, he couldn't order around his own steward, but these were special circumstances, he told himself. Any king would have done the same to keep his people safe. Sign the treaty with the foxes after the rebellion, subject himself to them in secret in order to keep everyone else safe. In order to keep wolves with at least some power in the kingdom...

"We're here, your majesty." The fox's words brought Theo back from his thoughts. He lifted his head to look at a large, yet simple house. The brightness of fire could be seen coming from its windows and the faint, yet cheerful noise of a tavern could be heard even from outside. The wolf looked at the fox with worry.

"We're going inside? Are you sure that's wise?" Theo asked with some concern. He didn't know what the fox was planning, but he knew it ought to be bad.

"It will be fine," Cadwin simply said, stepping up to push the large door open and wait for Theo to go inside. "Just keep your hood on for now."

The wolf did so. Even being the king himself, Theo's fur had in its majority a dark grey tone that was very common among wolves. His father before him had had a strike of black just over his head, covering one of his eyes. Theo had always envied that. Anyone that laid eyes on him, no matter where, knew he was the mighty wolf king. Theo, on the other hand, without his crown over his head and his special tailored fine clothing... Well, he might as well be a beggar from the streets.

He stepped into the tavern and, immediately, the warmth of the large, burning hearth greeted him. He looked around a little nervously, but nobody seemed to be giving them a second glance as they walked in. The tavern was larger than it looked from the outside, with a good dozen large tables spread around and wolves sitting in almost every one of them. Simple wolves, Theo could see from their clothes alone. Workers, sailors, maybe guards off-duty. One or two better looking tables had wolves that were actually well dressed. These didn't mingle with the other ones, but they looked just as drunk as their lower class relatives.

Theo noticed that a few foxes were walking around as well. The waiter and barkeep were wolves, but the foxes.... That wasn't their job at all. Most of them were female, walking around without much in the way of clothing. Theo's attention got grabbed by one of them sitting on a drunk wolf's lap and it was pretty obvious that there was a little more going on under the table. The king frowned heavily. This was more than a tavern. No wonder they had to walk all the way to the lower parts of the district. He felt Cadwin's hand on his back and looked at his steward, who nodded towards the stairs and moved to lead the way. Theo reluctantly followed, pulling at his hood to stay hidden this time and keeping his head low.

The fox lead him up to a wide hallway that split itself a few times with numerous doors. They went into one of them, with Cadwin taking a key out of his pocket to open it. Theo's frown just grew. It was a rather simply room, with a simple bed, pillows, a basin with water and a washcloth for washing and a few pieces of regular wooden furniture. Theo was glad to see the door closing behind them. The wolf king gave the fox a stern look, still frowning heavily.

"Enough of this. What are we doing in such a place?" The king demanded, but the fox didn't give him much attention. Theo saw him move to the small cabinet near the window and open the drawers one by one, checking them.

"You will realize in time," Cadwin said. He seemed pleased with what he saw when he opened the third drawer. Theo, on the other hand, just growled softly.

"You can't risk bringing me, the king, to a lowly place like this and not even tell me what it's about! Even your influence has limits!" The wolf protested. It made the fox look his way, finally, but the look he got made Theo's ears flicker back.

"It has limits?" The fox asked in a threatening tone. Slowly, Cadwin stepped towards the king. Theo held his ground, forcing his expression to stay serious and fighting to keep his ears upright. "By all means, your majesty, tell me what those limits are, then. Tell me what I can and can't do, like every wolf does with every fox. Is that what you want?"

Cadwin stopped when he was standing right in front of the wolf. Theo had to look down, for the fox was significantly shorter than he was, and yet, the wolf bit his lip. His ears folded back a little despite his efforts and he couldn't help but look away. He hesitated. Cadwin then pushed him back. It was a rough, unexpected shove that made the wolf stumble back, but the bed was right behind him, so all he did was fall sitting on it. It made him be almost on equal level with the fox, with Cadwin being a little taller while standing.

"Know your place, 'your majesty', or I will have to punish you even more." The fox had a tone of impatience in his voice. The title was used with mockery and Theo had no choice but to let his ears fold back even more and feel his face hot with shame for not standing up to this fox and face the consequences. He had to obey, though.

"Stand still," Cadwin ordered next. When Theo looked up, the fox was already taking a piece of coal from his other pocket. He rubbed it against his paw and brought it right to the king's face, smearing spots of black against his muzzle. Theo frowned and looked away.

"What are you doing?!" Cadwin smeared it against both sides of his muzzle. The wolf brought a paw up to rub at it and, indeed, his paw had remnants of black in it.

"You don't want to be recognized, do you?" The fox said with annoyance. Another big smear came over the wolf's head. Theo shook it, pulling away from the fox and growling softly once more.

"Recognized by who?!" The wolf asked with some urgency.

The fox put the coal away, at least, and went back to the cabinet and, from the drawer, he pulled a rough-looking leather muzzle. The wolf's expression got filled with worry.

"I think you've asked enough questions for the night." Cadwin approached him again, muzzle in hand, and Theo just looked at it nervously. He stood up from the bed and growled with frustration.

"I have not! You haven't answered a single thing properly! I'm the king, I demand to know what you're planning on doing in this hell of a place!" The wolf had his hand balled up into a fist. Exercising his king authority came naturally for him, but it took just one look towards the fox, seeing those eyes narrowing towards him, for him to realize that maybe that wasn't such a good idea.

"You will do as you're told," Cadwin said, in a dry tone. In a flash, his hand came up, but not in a threatening way. Instead, he cupped the wolf's crotch. Theo felt a light squeeze over his sheath and balls even over his pants. The grope was invasive and completely inappropriate, but it did make the wolf's ears fold back immediately. "Do I need to remind you why?"

The wolf cursed inside his head. Damn those foxes. Damn them all and their plots, spies, tricks... These last few weeks had been especially rough. With the fire of the rebellion growing distant, despite the signed peace treaty that gave foxes the same right as any wolf by law, more and more wolves were starting to forget about it. Ignore it. Go back to the old ways. The reports on foxes getting abused while trying to live up to the treaty were increasing, most of them tied to the nobility closer to the king, and Theo felt the consequences of it more than anybody. An 'incentive' for him to actively deal with it, Cadwin had said. Deal with it he did, but there was only so much the king could do. He couldn't watch every corner of the kingdom. His guards, being wolves themselves, weren't always the most reliable in that matter. As a result, even though over two months had passed since the problems with Sir Gregor, Theo still hadn't...

"Take off the coat and hood. Sit." The fox's order came with a squeeze on the wolf's sheath. One purposely aimed to make him squirm and wince. Theo obeyed and sat down, if only to get the fox's hand away from him. The wolf now had his ears half-downed, ashamed to come even close to have thoughts of arousal and sex given his situation, but he couldn't help it. It had just been so long, and the fox was merciless.

"If you must know," Cadwin started, bringing the muzzle up. Theo frowned upon it, but he didn't fight back when it was placed around his muzzle, nor shook his head while the fox was closing what seemed to be a series of small buckles behind his head. "I plan on giving you some perspective. It's good for a king."

Theo's frown just grew. What did that even mean? As soon as the fox was done putting the muzzle on, he brought his paws up to feel it. It was tight over his snout. He couldn't open a single inch of it, let alone talk. He had a feeling that he looked absolutely ridiculous wearing it, too, but Cadwin seemed satisfied enough.

"Stand up," he ordered, and after some hesitation, Theo did. "Turn around." The wolf obeyed again, pondering on what he was planning. The fox pulled his arms back and, before Theo could even react, he felt leather closing around his wrists. He tried to glance back at it. Those were closed up with remarkable speed. As soon as Cadwin let go, Theo tested them to see he was handcuffed. A strange, soft one made leather, but he could feel and hear the rattle of a short chain in the middle connecting both bands. They seemed to be closed tight by buckles, too, which meant he might be able to open them if he tried hard enough...

The fox pushed him towards the bed again. This time, he was facing it, so when he stumbled forward he fell chest first against it. Without his hands to protect himself, Theo let out a muffled grunt when he fell over it.

"Hmmfgh!" The wolf complained, but in a moment he felt the fox's weight over the bed by his side as well. Cadwin climbed up and rolled him to the side to leave him on his back. Theo had time to look at him. The bastard had a pleased smirk on his face. Small, but it was there. He pulled the fairly simple cotton shirt Theo had been wearing underneath the cloak up, enough to reveal his fairly muscled abs, and then started undoing the laces of his pants. It made Theo's eyes widen with some urgency, considering how helpless he was. "Hmmfgh hmmgh!" The wolf complained again, but even he knew that he couldn't possibly say anything even remotely intelligible. The fox ignored him, of course, even as the wolf squirmed against the bonds keeping his arms behind his back and just opened his pants, then pulled them down to his knees, leaving the king's grey sheath and balls exposed and out in the open.

"This will do," Cadwin just said. He looked down at Theo, still with that smirk over his face, and once again, put his paw right on the wolf's sheath. It made the wolf freeze, especially considering the fox slowly and teasingly trailed his fingers through it. He went as far as pulling it back a little, enough to expose the pink tip of the wolf's stirring cock. Fire came up to Theo's muzzle, embarrassed to be touched like that, but it went away as soon as it came. The fox was just playing with him. Cadwin put his hand away and stood up, leaving Theo panting through his nose over the bed, flustered and frustrated.

The fox stood up and went back to the drawer. Theo made an effort to sit up on the bed. He watched Cadwin cautiously, but at the same time he still fought against the soft handcuffs. His claws tried and tried to reach the buckles on his wrists, but it was hard without being able to see them, and everything felt so tight. In his current state, however, he couldn't even pull his pants up. The wolf growled a little, getting frustrated, but when he saw the fox returning, his ears fell right back down immediately.

"This is the last piece, I promise," the fox said not sounding sympathetic at all. Without any ceremony, he brought the leather collar he was holding up to the wolf's neck and closed it around it. Tight. Along with it was a sturdy leather leash, that one looking like it was made for feral dogs indeed. Cadwin attached it to the collar's buckle and then went behind the bed. Theo felt a strong tug, making him fall sideways over the bed as he was tugged towards the headboard. It didn't take much for him to realize the fox had tied the leash to it, because he had to scoot awkwardly over the bed closer to it to have any space to move at all. He wouldn't even be able to stand up from the bed, the wolf noticed.

"Hmghf!" Theo complained, glaring at Cadwin, but he just looked pleased with his work. Without saying anything else, the fox headed towards the door and left. Theo tried to call out to him before he did, but it was hopeless and he was thoroughly ignored.

Alone in the room, the wolf took the time to look around. He moved over the bed so that he could rest his back against the headboard and get the most of the space left by the leash, which wasn't much to begin with. The movement didn't help him with his pants situation, however, on which he only managed to get them further bundled up on his knees. The wolf spend some time grinding himself against the bed in a vain attempt to get them up, but when he was already panting hard through his nose, he gave up. There was no fixing that without his hands.

He had just started trying to focus on the handcuffs when he heard steps on the hallway. The door swung open again and, immediately, Theo closed his legs to hide himself as much as he could. He felt relieved at first because he saw Cadwin, starting to relax only to grow tense again when he saw that, with him, there was a female fox. She stepped into the room seemingly uncaring about the wolf's state at all. In fact, she stepped right towards the bed and stopped right next to it, giving the wolf a good look.

"Hmmm..." She brought a hand to her chin and Theo could see her eyes studying him. The wolf put one leg over the other as best as he could right away and his ears shot straight down. He looked at Cadwin for an explanation, thoroughly embarrassed to be exposed like that to some stranger. His steward,, however, simply closed the door and stared at him as well, offering no explanation.

"He's quite the stud," she commented, opening a smile. "By the gods, Cadwin, I see you've been doing well. Who would have thought?" She laughed as she said that, putting a hand on Cadwin's shoulder. The other fox smiled back, a warm smile that Theo wasn't sure he had ever seen on his face.

"Oh, please, spare me the talk. Just tell me, will it work?" Cadwin was quick to return to his serious, cold attitude. She didn't seem to mind, though. She just nodded with a smile.

"Yes, dear, it will work. When they're drunk enough... oh ho ho. They can't tell their tails from their noses. The things I've seen!" She laughed again. She sure was lively. Theo kept staring at the interaction utterly confused. She didn't seem to know he was the king, either, at least.

"Excellent. Let's get started, then. When will he be ready?" Cadwin seemed eager somewhat, or at least as eager as his calm demeanor could show.

"Soon, my boy, soon! Just a few more rounds. Trust me, I know what I'm doing!" She said that with a small chuckle again, patting the other fox's shoulder. "I must say, I thought that Caster fox cult thing would be bad for you when you ran after them like an eager puppy, but look at you now! Steward of the king! Clothes, possessions! Who would have thought?"

She did everything but hug the fox. Theo kept watching them talk as if he wasn't sitting there, bound and naked over a bed. Cadwin looked annoyed, this time, giving her a glare.

"Not here. Let's go back downstairs. My... 'friend' isn't going anywhere." Cadwin finally shot Theo a look again, then moved to the door. She laughed at that, as always, and followed him, letting him open it for her. In a moment, they were both gone and Theo was left alone in the room again, stuck to the bed and even more confused than he'd been before.

He did take some time to try to make sense of what had happened, but ultimately, he decided that he just needed to improve his situation. He went back to fighting his handcuffs. Time went by. The bindings keeping his hands back were designed to be comfortable, as they were made of leather rather than simply iron, but they were definitely not made to be easy to remove. After quite a long time of squirming, all Theo had managed to do was twist his paw awkwardly so that his claw was scratching what he was almost sure was a buckle. It seemed to be closed tight and he couldn't pull it open. The wolf had rolled around to lay on his chest since leaving his hands up in the air was easier, but he regretted doing that when his ears perked up. He heard steps. Very close steps. Before he could properly turn around, the door swung open.

"Woul' you look at that!"

This time, who entered was a wolf, like him. Theo twisted his head around while he made an effort to roll over the bed to look at the newcomer. The wolf was tall, as tall as him, he would have guessed, and he had grey fur as well, though his was considerably lighter than Theo's own. It looked well cared for, however. The wolf was fairly well dressed if not for the fact that his clothes were wrinkled and stained with what, from the smell, Theo guessed was alcohol. The wolf stumbled into the room, but noticed a piece of paper nailed to the outer side of the door, which he picked up before slamming the door behind him as well. He was clearly very drunk.

"No need to turnn arround, fox! That position was just perrrrfect!" The wolf laughed as he spoke, the words coming scrambled. Theo looked at him with even more confusion, but also self-aware of his exposure again, which he did his best to hide. What the hell was the wolf talking about, now?

"Let'see..." He supported himself against the wall so that he could stop and try to read whatever was in the note. He seemed to be having some trouble doing it, because he stared at it for far too long. Suddenly, he laughed again, though, and simply threw the piece of paper to the side.

"Okay, this will.. will be simple enough," the wolf slurred. He approached the bed and from that alone the stench of alcohol increased significantly. Enough to make Theo wrinkle his nose. The wolf, however, started pulling the buttons of his shirt. He only managed to undo a few, then he pulled it over his head to discard it. Theo watched him even more confused, retreating and pressing himself against the bed headboard.

"By all the gods... You... you grey foxes arrre even uglier than the regular ones," the wolf said with a laugh. Theo just stared at him confused for a moment until he put the pieces together. The wolf thought HE was a fox? Despite the incredibly obvious differences? The sense of urgency grew inside the king exponentially, however, because the wolf started pulling his pants down, stumbling back and forth to get it out of his legs until he could finally kick it away. That left the wolf naked there and, even worse, Theo saw that his red cock was already halfway through getting hard.

"Hnnfgh!! Hnfgh hnnnfgh!" Theo tried to protest. He shook his head again, the urgency to take his muzzle off suddenly spiking. He needed to tell this bastard that he wasn't a fox. Do something! No matter how much he squirmed against both the handcuffs and the muzzle, none of it gave in. Not even in the slightest. The wolf came over, crawling over the bed to approach. He snickered at Theo's attempts.

"Hmmmmm... I asked for one that squirrrmss... I love it." The wolf said, laughing. No matter how much Theo wanted to get away, the wolf's hands got to him. Free as he was, the wolf had no trouble crawling over him, putting a hand on the king's thigh and prying his legs open to look at his sheath. He laughed again. "Wha? Not even hard? Whaaaat? You're not having fun, foxy? You don't think I'm hoooot?"

The wolf just kept laughing at his own words. That hand on Theo's thighs went straight to his sheath, feeling it up, toying with him. The wolf imposed himself even further, muzzle coming to sniff right at Theo's neck and give it a few loose licks. The king had to turn his muzzle away. The wolf's breath stunk heavily of alcohol as well.

"At least they make you smell good... for a fox," the wolf continued. Theo tried to close his legs again to keep him from touching him like he was, but the wolf put his other hand on his knee to keep it steady against the bed and apart. Theo felt the wolf's erection grinding against his legs while he tried to squirm. He took one look down and he could see it. A large wolf cock, now fully hard, somewhat veiny, pulsing with arousal. He could smell it amidst all the alcohol stink if he tried too. It made Theo even more nervous.

The wolf advanced again. This time his muzzle came to his, even with it turned away. He gave Theo's muzzle a few licks, to which the king winced, and then started trying what he seemed to be some sort of drunk kiss. It was enough. Desperate as he was, Theo tried the only thing he could do. He pushed his foot up to try and kick the wolf in the nuts. He didn't have positioning or momentum to do anything well done, but as soon as he brought his foot up, it seemed to work. The drunk wolf's eyes shot open, he retreated and whined.

"F-fuck!" He cursed. The wolf started growling. Theo felt relief and satisfaction over his success in pushing the wolf away, but when he saw the wolf's angry eyes focused on him, his ears flickered back again.

"You fucking squirrmers always... squirming! God fucking damnit! That's enough!" Even drunk as he was, the wolf kept growling. He advanced upon Theo again, but now, it was to push and pull at him. Theo fought against it, but bound as he was, he couldn't keep the wolf from rolling him over and, as soon as he did, the wolf's weight came to his back, keeping him pinned down with his muzzle pressed against the bed. The wolf was still growling, very close to his ears. If he had been free, Theo was absolutely certain he could beat this wolf down with ease, but without his hands he had no leverage, no way of fighting him whatsoever. He still tried to pull himself up, but all the wolf needed was a paw keeping him pressed down. Theo tried to kick again, but the wolf positioned himself with his legs over the bound wolf's to prevent that as well. Maybe the bastard had some experience doing that, after all.

With Theo secured and held down, the drunk wolf calmed down some. The king still struggled, but it was a light, hopeless struggle. He knew he wasn't going to get away from the wolf like that. Still, he had to try, because he could feel the other canine's hard cock pressed against his back as well and it didn't seem to be getting any softer. Again, Theo felt the wolf licking him. At the back of his neck this time.

"What a bad fox, trrying to escape your duties as a fucktoy," the wolf said with a chuckle, licking him again. "Hmmm... I lovee how warm you are... it's like naturre made you 'specially to be fucked by wolves."

Theo's struggling increased. He felt the wolf starting to grind his cock against his fur and even droplets of precum coming to get it wet. He could feel the wolf's cock throbbing and, even as the bastard drunkenly repositioned himself, he still kept an arm well over Theo's back, forcing him to stay down. Within moments, that threatening wolf cock was grinding right against Theo's exposed rump. He tried to use his tail for protection, but the other wolf quickly took hold of it, holding it down. He held it a little too strong, pulling at it some and causing even more discomfort for the king.

"Lil' fox..." The wolf slurred. Theo was probably bigger than him and the fool was too drunk to notice. He was panting hard through his nose from all the struggling, but he had to get away! Ultimately, all his efforts were in vain. "Gonna fuck you so good..."

And then, the wolf did it. For someone that was that drunk, he had remarkable skill in finding his target with his cock. In one swift, unexpected motion, the wolf thrust forward, sinking a few inches of his cock straight into the wolf king. The drunk wolf let out a loud sound that was a mix of a moan and a grunt.

Theo's eyes went wide. He had taken things on his backside before, all of them against his will, but he still hated it. In all of his time, however, he had never taken anything in such a rough manner. Theo grunted heavily, though it was all muffled by the muzzle over his head. He felt the intrusion and every inch of it at the same time as he felt the weight of the humiliation for being under this drunk, unknown wolf in a cheap bed, helpless. The other wolf gave him a break while he obviously enjoyed the tightness he was sinking his dick into, but it didn't last long. Way before Theo was ready, another heavy thrust came, wedging the last few inches of wolf cock into him.

"Fuuuuuuuuuuuuuuck..." The wolf moaned. "Hurrts, doesn't it? I love goin' drry... It's like.. like nature intended, ya know?" The other wolf actually chuckled. Theo could feel his eyes wet just from the pain of the initial penetration. The wolf had enough 'foreplay' and precum not to be completely dry, but it still hurt much more than it could have for Theo. He wasn't getting a choice, though. Having the wolf's cock completely into him made the king feel even more vulnerable and weak, more so than the bondage equipment holding him still. The wolf took his sweet time. With his cock deep into the warmth of the unwilling wolf's tailhole, he leaned forward to start nuzzling the back of his neck, then gave Theo's ears a few licks as if he was some kind of... lover. His hand let go of Theo's tail to go around his body and start feeling the wolf's chest, his abdomen, his... sheath.

"Mmm... You foxes... So fuckin' hot." The wolf touches whatever he pleased, now playing with Theo's sheath like it was nothing. It only added to the king's shame to be unable to fight even that. Again, his hands pulled against the handcuffs keeping them together, but this time the wolf didn't even notice. Soon enough, however, he started pulling back. Movement within his tailhole made Theo have to stop anything to grunt heavily at the myriad of sensations. The wolf pulled back, then shoved himself back in with another groan. The process then repeated itself several times, each one with Theo wincing heavily from the mix of pain and something else, until there was enough precum for the wolf to start sliding in with more ease. Theo didn't know if that was a good or a bad thing.

He could feel the bastard's knot already grown at the base, too. It was far too big to be pushed in with ease, so it stayed out. The king had been fucked by males before, but never by another wolf and never by someone quite so endowed, so each thrust made him gasp under his muzzle. The wolf got busy nuzzling his neck while he fucked, giving him the occasional lick, moaning right to his ear. He was enjoying the whole experience thoroughly, not caring in the least about how much Theo himself was hating it.

What was possibly the worst part of the whole thing, what made Theo's face start burning hot with shame and embarrassment, was the fact that he could feel his own cock growing, hanging between his legs, hardening with unwanted pleasure being shot through it every time the wolf hit him in a particularly deep spot. The wolf wasn't even touching his sheath anymore, he had grown distracted by his little lover ordeal, and yet it took but moments of the deep, not so painful fucking for Theo to be rock hard, as if he was enjoying any of that in any way.

He tried to will his cock back into his sheath. He tried to keep it from happening, but ultimately, he couldn't, and what that did was make him growl softly under his muzzle, even while he was fucked. It was all Cadwin's fault. Not the fact that he was there, in that position, being fucked by some strange, drunk wolf in a rough, careless manner. That was Cadwin's fault too, but the fact that he got hard over it bothered Theo even more than the whole thing itself in a deeper level.

Over half a year. That was how long Theo hadn't been allowed to cum by the damn fox. He avoided thinking about it most of the time because just repeating it in his head felt shameful enough, but now he at least could tell himself that was the reason why he felt a drop of precum coming to the tip of his own member as it swung between his legs, rocked by the male fucking him from behind. It bothered the king that he had lost count of how many days it had been.

Worse yet, it wasn't just all that time without touching himself. No, the fox did more than that. Sometimes Cadwin would make him use his own paw, giving him hope that he would be able to cum no matter how embarrassing it was to do that right in front of the fox. Every time, however, it escalated to more humiliating actions, with Theo begging to finish and the fox ultimately denying him, more often than not making it look like it was his own fault that he got 'punished'. In the bad days it included even worse things. It could be him having to endure a toy lodged inside his tailhole for the whole day no matter how much he hated it, could be the fox going as far as sucking him off and not letting him finish or, in one particularly awful night, Cadwin making him bend over and suck himself off. It was something he hadn't done ever since he was a stupid, curious teenager. Theo had been forced to stay in that undignified position, muzzle around his own hard, leaking member, until he was close to shoving his own knot past his teeth. Ultimately, however, Cadwin had stopped the whole act before he had a chance to finish, of course, leaving Theo more frustrated than before and with a new humiliating memory to recall.

That very memory was adding fire to the burning of shame on his face. The wolf behind him gave a particularly deep thrust, making both him moan and Theo under him grunt heavily. For a moment, the wolf stopped again, just basking in the feeling of his cock shoved deep inside the other wolf, of his knot resting right there, pressed against the king's entrance. It gave Theo some time to pant and rest, but then the wolf's hand went down and Theo's eyes snapped open when he felt it touching his hard, throbbing cock. It gave it a squeeze, but was followed by a drunken laugh from above.

"Look at that!" The wolf pretty much shouted in his state. "I kneeeeeeewwww it! You foxes ar'all the same! You'rr lovin' it!!" He laughed again, his hand giving Theo's member a few more squeezes then flicked it a few times to make it bounce, playing with it. The acts made Theo squirm with a mix of discomfort, pleasure and shame. His ears went straight down, pinned to his head in shame. He was not loving it, not even close to that, but when the wolf decided to play with his cock by starting to stroke it, he couldn't help but let out a soft moan through his muzzle. It had just been so fucking long. The wolf, however, just laughed again.

"You like that?! You like it when I touch your dick?" The stroking started getting faster. Theo didn't respond, he couldn't, but he held back from moaning again. It was embarrassing, for he was conscious of how quickly he went from being horrified about being fucked by another wolf to this, to not minding the large member lodged inside him so much if it meant he got the pleasure he craved so much. As the seconds, minutes went by with the wolf jerking him off, Theo had to close his eyes. He still felt his face hot with shame, but he was caring less and less about that. He had no doubt he would reach his peak in a very short time, but he didn't get a chance to see that, because the wolf suddenly stopped. He wiped his hand on Theo's side, but the lack of touch made the wolf king's eyes snap open. He tried to look back.

"Slut," the wolf commented. He shouldn't be surprised. The wolf just got tired of pleasing him, so he repositioned himself, which made Theo groan softly with the wolf's cock moving inside him, and then the bound wolf had to gasp as he pulled back, shoved himself in roughly and just like that, was back to fucking.

The wolf was going faster this time, but now Theo also had his own needy, pulsing cock underneath him to think about. Before he had been stroked like that he was just hard and it embarrassed him, but now that he had felt the touch of pleasure, that he had craved it, he wanted more. As shameful as it was to admit it, even though he felt like he shouldn't want to cum like this, to some random, drunk wolf fucking him like a bitch, he wanted it. Maybe of all of this the good thing he could take was release, so that Cadwin wouldn't have such a large advantage over him anymore.

Ultimately, however, Theo realized it wasn't in his control. He struggled against his bonds again, this time just so he could break them and reach his cock, so he could stroke himself just a little more while the wolf kept pressing against all those spots he didn't want to acknowledge and let the pleasure burst within him. It was no use, as always. Each time the wolf groaned, each time he thrusted deep within him, Theo's cock bounced, slapped itself against his own stomach. That touch alone made him moan. He wanted more, he needed more. Soon enough, Theo was humping the air as much as he could, trying to touch anything. He could feel his pleasure rising, little by little, and all he needed was some touch. In a feeble attempt, he tried letting his knees give in, but having his cock hard-pressed between himself and the bed didn't let him have any good amount of friction on it. Plus, it just brought an annoyed growl from the wolf, which quickly used his hands to pull his hips back up and force Theo to be on his knees again.

"Slut... bitch... hnngh... fuckin' fox.." The wolf kept grumbling the degrading words between his growling, his fucking growing more intense. Theo could tell he was getting close and, by then, he didn't even mind the words anymore. He had his eyes closed shut. He found that if he focused on the pleasure, even if it was on the pleasure of being fucked, he could feel it. His cock throbbing, the pleasure shooting through it. The wolf was pounding him harder, so hard it hurt sometimes, but even the pain was good at that point. He was so close! He didn't know if it was really possible to reach an orgasm hands-free just from being fucked like that. He had heard it was, but up until that point, he never thought it would be. It was shameful, it was humiliating, but he wanted it so, so badly.

"Fucking.... bitch!" The wolf growled above him, acting almost like a feral. Theo's focus on his own pleasure, on how close he was from getting there was suddenly interrupted. He opened his eyes when he felt the sharp pain of fangs sinking at the back of his neck. Instinctively, Theo winced and jerked, but then he stood there, frozen. A mating bite. The realization that the wolf had his jaws closed around the back of his neck, like a male that would hold a bitch down for his mating, brought back some of the reality of his shame. Theo groaned under his muzzle, the wolf's cock now going as deep as it could into him with each thrust, forcing its way into him, pressing...

"Fffffckkkk...!" The wolf moaned between his locked teeth. Theo, on the other hand, let out a single, high-pitched muffled whine. It caught him by surprise. He had felt the wolf's knot pressing against him, but he didn't expect the large bulb of flesh to actually beat his resistance. With shock, the sharp pain of his tailhole being stretched wide for it to go in sent a wave of pain and pleasure that coursed through Theo's body like a wave. The knot inside him felt like... too much. His tailhole hurt, the wolf's cock now feeling deeper than ever before and, despite that, it made a burst of precum come from Theo's cock as well. The pleasure was still very much there and he was just so, so close!

He couldn't focus on his own pleasure, however. The situation was just overwhelming. With a deep moan that he could feel right against the back of his neck, the wolf's shallow thrusts turned into a wave of warmth. He had another male cumming within him. Knotted and cumming. Theo could feel every throb, every jet of cum coming from the large cock stuck on his backside. He swore he could feel the knot expanding, locking them together. And through all of that, his own cock just throbbed as well, hard as a rock, with his own knot also fully grown and out of his sheath. Theo found himself panting heavily in what was probably the most humiliating experience of his life.

For a few moments, they stood just like that. The wolf certainly basking in the afterglow of his orgasm, Theo trying to cope with the throbbing cock stuck inside him. The wolf then opened his jaws, slowly letting go of Theo's neck. The wolf king was just recovering from the experience and, with his cock still very needy, his thoughts were starting to drift towards it again. That's when the wolf pulled him sideways. Bound as he was, all he could do was let himself fall to the side along with the wolf. The movement made him grunt under his muzzle, he could feel that knot tugging at his tailhole, each small one so very much felt by him. They landed both on their side over the bed with the drunk wolf 'spooning' him even with his arms around his chest.

"You foxes surrre are warm..." The drunk wolf slurred. "Made for fuckin'. Hnngh.. damn, you're a big fox..." He shifted a little behind Theo and each time he did, Theo let out another muffled grunt because it caused that knot to shift inside him as well. The wolf started caressing the fur of his chest, like a lover indeed, and somehow that only made the whole experience even more humiliating. Theo wanted to complain, to growl, to struggle, but after getting that far, what was the point? Plus, moving would only make that cock stuck in him feel even worse, so he just let it happen. It didn't feel too bad at first, at least until the wolf's hand trailed down and he happened to brush against Theo's still hard cock. That caught the drunkard's attention.

"You're still hard," he said with amusement. "What's wrong, little fox? Didn't cum? Wha- Why? Am I not hot enough? Didn't fuck you hard enough? That it?" Immediately, the wolf's hand took hold of Theo's cock. He started stroking it right away. That mix of pleasure and embarrassment came back crashing over the wolf king, where part of him wanted this more than anything, while the other part, the one that held his pride and dignity, didn't want a drunk wolf with his knot shoved inside him to jerk him off and make him cum to that as well.

It didn't take any long for the part of him that wanted it to win, though. With active stroking again, soon his cock was dripping precum, which made the wolf's fingers slick and, in consequence, made the stroking even better. As shameful as it was, Theo's desperate mind was no longer thinking straight by the time he started humping softly into the wolf's paw. He closed his eyes, moaned within the muzzle and even clenched almost voluntarily back on the cock stuck within him. Everything was about the pleasure. Even when he heard the wolf laughing behind him, he didn't stop. Not this time.

"You like that, huuuh? Like a fuckin' slutt! Yeeeah, fox, you like bein' knotted by a wolf!" The wolf sped up his stroking. Again, Theo felt himself nearing the pleasure he craved and needed. It had barely been a few minutes since the wolf started, but he couldn't care less how fast it was, not after this long. The wolf was laughing behind him, stroking him faster, faster, and then... slower. Theo's humping attempts took over to make up for the lost speed, but the stroking got slower and slower. The wolf king went as far as letting out a muffled whine.

"Wait..." The wolf stopped. He still had his hand around Theo's cock. Dignity thrown aside, he started trying to hump the wolf's hand, for a while, the wolf didn't mind. From the sounds he made, it looked like he was even appreciating the shuffling on his cock. Even that pleasure didn't last long, though, for soon enough the wolf let go of Theo's cock altogether, leaving it hanging in the air once more. "Wait wait... I remember. That note on the door... It said not to let you cum. Yeah... yeah. It did say that."

Theo whined again and grew more desperate. That hadn't been enough. He could barely think straight to curse Cadwin for writing something like that, he was just too horny. Theo kept trying to hump anything, thrusting against the air, trying to shuffle and turn enough to be able to grind his cock against the bed. It ended up with him tugging against that knot himself a few times. It was no use. All Theo managed to do was bring a few more pleasured groans from the wolf behind him.

"You look cuuute like that," he commented, clearly still very drunk. Theo felt the wolf's muzzle nuzzling the back of his neck, sniffing it, even giving it a few licks. His paws embraced him again, keeping him close and actively snuggling it. Theo hated it. He couldn't care less about that, he just wanted to cum, that's why he did gasp when he felt the wolf's paw coming to his cock again. All it did, however, was give it a small squeeze. Then he started trailing a single claw through the length, teasing him. Immediately Theo whined and tried to hump against it, but it got him nowhere.

"So cute... Horny little fox... Never seen one so horny an' eager..." The wolf yawned behind him as he spoke. His claw kept teasing the king's cock, however, playing with it. "If you don't simmer down, we'll be knotted the whole night. Usually at this point they're just squirming and whining, not humping."

The wolf laughed again. Time went by like that, with Theo desperately horny and the wolf still teasing his cock while they were stuck together. Sometimes he even went as far as stroking it lightly. It was clear that he was having fun with how needy and desperate Theo was. Slowly, very slowly, the king was able to recompose yourself, at least to some extent. The pleasure and need were still there, his cock was still throbbing and dripping so much, but he managed to catch himself and think rationally enough to want to keep the shred of dignity he had left. Even though the wolf kept 'torturing' him, he managed to hold himself back from humping any further or anything like that.

It felt like an eternity later, but suddenly, three small knocks came to the door. It caught the wolf's attention. Theo had no idea what it meant, but the wolf behind him started moving, let go of his aching cock and then rolled them both so that he was on top again. Theo had to groan just for the feeling of having his cock pressed hard between the bed and his own fur. What he didn't expect, however, was that the wolf would place his hands on his hips and just... pull. The first hard tug made Theo let out an empty gasp. He felt dizzy with pain for a small moment since the knot was still too large to come out easily. There was no time to rest. The second tug made him let out a whine, the third would have him shouting, if he could, and then finally, at the fourth hard tug, the knot and cock came out in a sudden motion.

Theo laid there on the bed recovering and feeling cum dripping down from his tailhole slowly. The wolf stood up and still stumbled every now and then while getting dressed. The obscene bulge of his knotted cock inside his pants wasn't fooling anyone. Theo laid there quietly, watching him with his ass still aching and, when the wolf was fully dressed again, he came back to give Theo a small clumsy pat.

"Thanks, fox. That was great. I'll ask for you again next time." The wolf gave him a genuine smile, as if what he had done to him had been completely alright, and then simply left. He didn't even close the door properly. Left alone in the room, however, Theo weighed his options and realized there was only one thing he wanted more than anything.

The wolf king used his knees to create some space between him and the bed, then started humping it. It was bad and rough, the bed just creating a small friction between him and the underside of his cock, but he was still so horny after all the teasing and fucking, after all that time. If he could just...

Theo moaned while thrusting. It was working! He closed his eyes and imagined he was humping his favorite whore from before the whole thing. A female fox with curves in all the right places. The way she moaned when he thrusted deep within her... The wolf could feel his precum coming to mark the bed, he could feel his pleasure rising again. He was fairly certain he could get there like this, so he just started thrusting faster... and then he heard someone clearing his throat by his side.

Theo stopped right away with urgency. His eyes snapped open, his ears folding back in embarrassment, and then he saw Cadwin standing right there, watching him. The shame rose up to his face, making it burn. He hadn't heard the steward come in with the door barely closed. If it had been a stranger watching him do that, it would probably have been better than it being Cadwin. The fox smiled deviously. He had one hand behind his back, Theo noticed.

"Maybe you enjoyed the experience more than I expected," the fox said. To that, Theo shook his head right away. The wolf continued to lie with his chest down on the bed because at least it allowed him to hide his hard cock with knot inflated and everything. He could feel it throbbing against his stomach.

"The point of this little experiment is to put you in place of a fox." Cadwin came to sit by the bed's side. Theo still watched him cautiously, panting through his muzzle, most of it due to how horny he still felt. "Do you know how many foxes come to the wolf district trying to make a living and end up here? Do you know how many get desperate enough to end up in a place like this?" The fox had an uncharacteristic frown on his face. He looked at Theo, as if waiting for an answer, but it was obvious the wolf couldn't give him any. He just stared back at him.

"Too many," Cadwin answered himself. "And the unwilling ones, the first timers, they end up like you. It's alright, though, they get used to it." The fox spoke with disdain on his voice. He picked himself up, however, taking the time to take a deep breath and, just like that, he was back to his calm and cold expression. "However, I guarantee that none of them get to... enjoy it as much as you do." Saying that, his eyes trailed down to Theo's waist. The wolf knew what he meant, but that was very, very far from something he would call 'enjoyment'.

Cadwin used a hand to push at his side, forcing Theo to roll over. The wolf looked away, embarrassed to have his hard cock exposed like that. The dark red, moderately sized tool stood tall in the air, tip slick with precum. Cadwin stared at it for a few moments, frowning, but then... he smiled. The fur behind Theo's neck rose immediately. He knew the fox well enough by now...

"That's why I have to make sure you don't enjoy it too much so that we can keep the experience authentic. So that you may learn a lesson here." Theo didn't have time to ponder on what those words meant. As soon as Cadwin said that, he advanced upon the bound wolf, one hand coming to his chest to keep him down against the bed, one leg over Theo's thighs to keep him from kicking, and most importantly... he brought up what looked to be some kind of bag and pressed it right against the wolf's hard cock, sandwiching it between it and his stomach.

Theo would have howled if he could. The bag felt icy cold against his hot hard-on. In pure reflex, he did try to struggle away, try to kick, anything to take that coldness away from his erection, but it was useless. The bag certainly contained ice, likely freshly taken from outside, and if anything, Cadwin seemed to enjoy rolling it around, grinding it against the wolf's cock. It took a little longer to retreat because of the wolf's engorged knot, something the fox seemed especially eager to press the ice against, but as soon as it was done, the wolf's cock it quickly started shrinking back to his sheath with a deeply uncomfortable icy cold feeling enveloping it.

The whole act did not last over two minutes, but the fox made sure to keep Theo letting out muffled howls through his muzzle by pressing the ice bag against his sheath and balls even after his cock had fully retreated back to it. He only put it away when there was no hint of pink anywhere near the wolf's grey sheath. It left Theo panting heavily through his nose, still shocked. He felt Cadwin's hand giving his sheath a few pets.

"That's more like it. How slutty would the mighty king look if you were all horny and eager for the next client, right?"

Theo's eyes snapped up to Cadwin. Next client? He tried to ask a question through his muzzle, tried to protest, struggled right away to get up, but the fox just smiled. He got up from the bed, leaving Theo to tug at the collar and leash towards him, wanting to get up, to be released, but Cadwin ignored him. All the fox did was pick up the note that the first wolf left lying on the floor and, on his way out, he put it back up there with a small nail. Theo saw one last devious glance from the fox before the door was closed and he was left alone in the room again. But not for long.