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Carlos had been planning this heist for weeks. He’d heard rumors about the wealth of this merchant, but the rumors hardly did justice to the reality. If you had told him he was robbing royalty, the lion would have believed it. The dragon’s estate was easily the largest in town, second only to the Grand Market in scale. No wonder fuckers like this guy were called merchant princes. And if all went well, some of that fortune would be his. After all, a guy with this kind of coin could surely afford to spread some around. Carlos doubted the dragon would even miss it. The prep work hadn’t been easy, but the lion was experienced enough as a thief to do his homework before a job. He’d seen enough thieves get busted to know that rushing into a job only led to trouble. The lucky ones had gotten off with a flogging. But getting caught trying to rob the wrong person meant mercy from the guards wasn’t going to happen, and from the looks of this merchant’s operation, it had been better to make damn sure he knew what he was doing beforehand. By now, he knew enough about the dragon’s routine and the comings and goings of his guards that Carlos felt confident with his plan. Now was the time to strike. He moved quickly, dashing from cover to cover through the gardens surrounding the estate. There was only a short gap during the guards’ patrol for him to get inside, and he would have to time it just right. He waited until they rounded the corner and ducked inside, clambering through the window and into a side room before they came back. Even in this first room - little more than a parlor- there were items that Carlos knew would make him a small mint if he sold them. Unfortunately, they were also the kinds of things that would be easy to recognize. If this was going to work, he needed jewels or gold; things he could pocket and sell without too many questions being asked. But those weren’t the kinds of things somebody would just leave sitting around. If it were him, Carlos would keep stuff that valuable where only he would go, and that gave him a good idea of where to focus his search. The dragon’s private quarters. That’s not to say he hadn’t pocketed anything by the time he got there, but he was sure the real prize would be waiting for him inside. Allowing the guards to pass, Carlos slipped inside, silently closing the door behind him and looking around. The room was as palatial as the rest of the estate, appointed in rich rugs and dark woods shipped in from all corners of the world. But the details of the room quickly faded away as Carlos spotted the sturdy looking door off to one side. The lion grinned. If there was another door in this place that screamed secure vault he certainly hadn’t seen it. Hurrying over to the door, he tried the handle. He wasn’t surprised to find it locked, but it never hurt to check. Besides, as heavily guarded as the estate was, it wasn’t impossible the dragon felt secure enough not to bother locking his valuables away. Although Carlos supposed you didn’t get to be as wealthy as the dragon was by being careless. Kneeling down in front of the door, Carlos, pulled out his lockpicks, setting to work on the heavy lock built into the door. He moved as quickly as he could, but even then he knew he couldn’t rush. If he broke his picks off in the lock, then this whole thing could end up being a huge waste of time and effort. It took much longer than he thought it would, but finally he heard the lock click. Pocketing his picks, Carlos grinned to himself, a smug smile appearing on his face as he stood and grabbed the doorknob. And promptly vanished when his body froze in a flash of light. Carlos’ eyes went wide, and he tried to let go of the door, but his hand wouldn’t move, nor would the rest of his body save for his head. He was able to look around, but that wasn’t going to do him much good if he couldn’t move. Seeing the magic circle glowing on the face of the door - where it certainly hadn’t been visible before - Carlos realized his mistake. For all his careful planning and prep work, he’d missed one critically important bit of intel. The dragon had access to magic! It was at that moment that alarm bells started to sound throughout the estate, making Carlos’ fur stand on end. The bastard had a magic security system!? Who put that kind of thing in their bedroom!? The lion thrashed against the spell holding him in place, desperate to get free before he was caught. There was no telling what the merchant would do to him for trying to rob him, but he knew that none of the options would be good. He tried and tried, but the spell wouldn’t let him take so much as a single step, and he could hear the shouts and footsteps as the guards rushed towards him. Moments later, four of them came bursting into the room, swords and spears raised, ready for trouble. At least until they saw the immobilized lion, at which point the two with swords drawn sheathed them and stepped forward, producing a pair of manacles and locking Carlos’ arms behind his back, making the lion growl. Of course the spell would only work on the actual thief, allowing for an easy capture without him being able to fight back. Once he was chained and the two guards had a firm grip on his arms, the spell finally faded, and the lion was forced to march out of the room and off to face his fate. By the time the group made it to the main parlor, the owner of the estate was already waiting for them. Sitting in an ornate chair carved with impeccable craftsmanship, the dragon gave off an air of authority befitting a king. Most of his scales were black as obsidian, shining in the lamp-light. The underside of his snout was a brilliant red, and though it was impossible to see beneath his clothing, Carlos would bet his chest and belly were the same given how the color flowed down his neck. His wings were tucked behind him, but they had the same stark coloring as the rest of him. The merchant’s arm was propped on the arm of his chair, his head resting in his hand as the lion was dragged in. He would have appeared bored, but the snap of his tailtip betrayed at least some level of agitation. When he raised his head and spoke, his voice was a deep, rich baritone Carlos could feel in his chest. “I’m not sure if I should be impressed at your daring, or embarrassed by your reckless arrogance,” said the dragon. “What could have possibly led you to believe that trying to burgle my home was a good idea?” “Gee, why would a thief try to steal from the richest person in town?” said Carlos. “Could it possibly be because you’ve got lots of coin?” The dragon narrowed his eyes. “That may not be the attitude you want to take, thief. Mouthing off to me isn’t going to help your situation.” Since he was already captured, Carlos wasn’t sure it could make things much worse either, but the lion decided to keep his mouth shut. At least as much as he was able. Another guard entered the room, handing the dragon a key. “Master Jaziel. I have confirmed that nothing is missing. It appears the security spells worked as intended.” Pocketing the key, the dragon waved the guard away. “Excellent.” He looked back at the lion. “Well, if nothing else your poor choices allowed me to properly test my spell, so that’s something at least.” The dragon thought for a moment. “Hmm… I suppose that might be enough to earn you at least some degree of mercy.” “The kind of mercy where you let me go and we forget this ever happened?” Jaziel laughed. “I was thinking more the kind where you get to keep all your limbs.” Carlos gulped. “But I’m not a monster,” Jaziel continued. “So I will give you a choice.” Carlos eyed the dragon warily. “What kind of choice?” Jaziel held up a finger. “Option one - we can allow the authorities to handle things legally. The guards don’t take kindly to thieves, but take comfort in the knowledge that your death will be quick.” Carlos’ tail thrashed. That was hardly an appealing choice. “And option two?” Jaziel grinned. “One year of service to me. Complete it to my satisfaction, and I will allow you to live. I could even be convinced to give you some coin on your way out the door. On the other hand, should you try to escape, time will be added to your service. How does that sound?” Carlos was skeptical of the dragon’s offer. On the face of it, it sounded like a great deal. Work for the dragon for a year, get paid, and most importantly get to keep his head. But in the lion’s experience, nobody offered such a good deal without some pretty major caveats. “It sounds great,” said Carlos, eyeing the dragon warily. “Unless of course you have me do something illegal, then I’m stuck right back here.” “Fair point,” said Jaziel. “I give you my word that I will not have you do anything that would draw any undo attention from the city guard.” “Well, that certainly seems like a good deal,” said Carlos. “If you guarantee my safety, and that I won’t be getting locked up.” “A merchant is nothing without his good word,” said Jaziel. “Nothing that has occurred here tonight will leave this estate.” Carlos nodded. “But what’s the catch? You really want the guy who tried to rob you working for you?” He glanced around at the men holding him. “You don’t exactly seem to be hurting for guards of your own.” Jaziel laughed again. “Guard? Oh good lord, no. You won’t be doing anything like that.” The dragon’s grin turned predatory. “You’ll be spending the year as my pet.” “... As your… what!?” “My pet,” repeated Jaziel. “Or if that title offends you, I suppose we could just call you my whore. You will spend the next year in my service, and I will be enjoying that body of yours however I like.” Seeing the look on the lion’s face, the dragon added. “Ask yourself, is that really so bad compared to the alternative?” Carlos thought for a moment, looking nervously at the dragon. “What exactly… would I have to do?” Jaziel grinned. “Let’s start off simple.” He snapped his fingers, and the lion felt his shackles unlock and fall off. “Take off your clothes and let me get a good look at my new pet.” Seeing Carlos’ face, Jaziel added. “Rest assured, they will be returned to you when your service is finished.” Carlos hesitated. The idea of serving the dragon for a year was certainly a better chance at a future than being turned over to the guards. But to have to do it naked! And to let the dragon…use him… that was much less appealing. But if it meant that he would get out of this with his head still attached, he didn’t seem to have much of a choice. The lion took his shirt off, passing it to one of the guards, smoothing down his ruffled mane and chest fur before slowly reaching for his pants. Jaziel was eyeing him almost hungrily, but Carlos did his best to ignore it. Steeling himself for what was coming, the lion dropped his pants and stepped out of them, watching worriedly as the guard left with his clothes, leaving him at the mercy of the dragon. He moved to cover himself and preserve what little dignity he could, but Jaziel wasn’t having it. “Uh uh,” said the dragon, wagging a finger disapprovingly. “ None of that now, pet. If I wanted you covered up I’d have let you keep your clothes. Hands by your sides… what is your name, by the way.” “Carlos,” said the lion, reluctantly lowering his hands and giving the dragon a good look at his cock and balls. “I’ll keep that in mind, pet,” said Jaziel. “I am Jaziel, but Master is also acceptable. I have no doubt I’ll have you crying my name before long.” “And what exactly is that supposed to mean?” Jaziel chuckled. “Was I not clear before? For the remainder of your time here, your body is mine, and I fully intend to enjoy it.” Carlos smirked. “So the powerful merchant likes to raise his tail, huh?” He shrugged. “Why didn’t you say so before? If you’re that eager for some dick–” “You misunderstand,” said Jaziel. “While I certainly do enjoy the company of men, I’m not the one that will be lifting his tail.” Carlos went still. “You can’t be serious.” “Very serious,” said Jaziel. “And unless I’m much mistaken, I’ll be the first one to take your tail, which just makes it all the more appealing. There are many things I enjoy, but a tight, inexperienced male,” the dragon shivered. “There’s just nothing like it.” “There is no way in hell I’m letting you fuck me!” snapped Carlos. Jaziel narrowed his eyes. “Don’t forget our deal, pet. Your body is mine to do with as I wish.” The dragon got to his feet. “I will give you tonight to consider your position. However, it seems that pride of yours is getting in the way of rational thought. And you still haven’t been punished for trying to rob me.” Carlos balked. “But you said–” “I said I wouldn’t turn you over to the guards,” said Jaziel, cutting him off. “But I never said you wouldn’t be punished. And I think I know just the thing.” He turned to his guards. “Restrain him.” Carlos didn’t even get the chance to fight back as two of the guards stepped forward, a stallion and an equally enormous bear, and grabbed him, forcing him down onto his knees. Jaziel stepped forward, and with a flick of his wrist a pair of shears appeared in his hand. The dragon ran his fingers through the lion’s lush mane before grabbing a handle of fur and pulling it tight. “Let this be a reminder not to let your pride get the better of you. Know your place, pet.” Jaziel raised the shears, and Carlos struggled against the guards’ tight grip. “Oh fuck no! Don’t you fucking dare cut my–!” But words failed him as the shears snipped shut, clipping a large chunk of his mane away to flutter to the floor. Carlos continued to struggle and shout, but there was nothing he could do to stop the dragon from slicing away at his mane. With every snip of the shears, Carlos felt lesser, like his pride as a man was falling away, to say nothing of his pride as a lion. All lion men took great pride in their mane, and Carlos was no exception. By the time the dragon was done, Carlos nearly wanted to sob as his mane was trimmed down to almost nothing. He’d seen lions barely into their teens with a more robust mane than what he’d been left with. He’d never be able to show his face around town until it grew back! He’d be a complete laughing stock! “There, all finished,” said Jaziel, setting aside the shears and stepping back to get a good look at his handiwork. “Not too bad if I do say so myself. Can’t have my pet looking ratty and ragged from a shoddy trim.” He looked to the guards. “Take him to one of the guest rooms for the night. And make sure the room is secure. Wouldn’t want my pet getting lost on his first night here.” He reached down and grabbed Carlos’ chin, forcing the lion to look up at him. “Rest up, pet. Your real work begins tomorrow.” Carlos looked away from the dragon, still too rattled by the loss of his mane to face him. But as the guards pulled him to his feet and led him to his room, one thing was absolutely certain in the lion’s mind. There was no way he was letting the dragon get away with this. Tomorrow, he was getting out of here. And there was nothing the dragon could do to stop him. ________________ That confidence lasted all of one day. Other than some fondling, Jaziel hadn’t done anything before leaving for the Grand Market, which came as a relief. Carlos had searched everywhere he could, but he hadn’t been able to locate his clothes. He had, however, managed to swipe a pair of guard uniform pants he found in the laundry. It hadn’t been easy ditching the guards, but he finally managed it by mid-afternoon. As soon as he had the chance, Carlos bolted for the wall around the estate, but just as he was about to reach it, his body jerked to a halt, slowly sliding back towards the house as if pulled by invisible chains. After that, the guards had locked him in his room and guarded every exit until Jaziel returned from the market. And when he heard what had happened, Jaziel wasn’t the least bit surprised. “I was wondering how long it would take for you to try and escape.” “Well, what did you expect?” growled Carlos. “I’m not some twink or bitch for you to fuck. I’m a proud lion, and after what you did to my mane you really thought I would stay here?” “Of course I thought you would try to escape. That’s why I took steps to make sure you couldn’t,” said Jaziel matter-of-factly. “You do realize this is going to add additional time to your service.” Carlos’ ears drooped. He’d been so caught up in trying to escape the dragon, he’d forgotten the consequences for getting caught. “...How long?” The dragon shrugged. “I’ll decide that later. For now, I believe an apology is in order for dragging me away from the market so soon. Your little outburst will cost me money.” “Like you can’t afford it,” muttered Carlos under his breath. “Beg pardon?” “Nothing,” said Carlos quickly. “What kind of apology did you have in mind?” “Words cannot always be trusted, but actions can,” said the dragon. As he spoke, he began to disrobe. “So you will show me you have accepted your new position.” The lion’s eyes went wide as the dragon tossed his clothes over the back of the nearby chair and stepped towards him. He’d been right before - the dragon’s red scales did indeed run down his chest and belly, and between his powerful legs. But at the moment, what had the lion’s full attention was the erection growing from the dragon’s slit. It had to be at least eight inches long, a slightly paler crimson that Jaziel’s scales, and covered in ridges from tip to base. “Wh-what are you doing!?” sputtered Carlos. “I would think that was obvious,” said Jaziel. “But I’m not totally unreasonable. Since it would seem you have never been with another man before, I will offer you a choice.” “...Go on,” said Carlos warily. “Make no mistake - I will be enjoying the pleasures your body can give. And I am a man of many tastes. So to ease your mind, here is your choice - you may choose one of your holes that is off limits. Whichever you choose, I give you my word I will not touch it.” “My ass!” said Carlos immediately. There was no way he was letting this guy fuck him. “My ass is off limits.” Jaziel nodded. “Very well. A pity; I admit I’ve been looking forward to taking you for the first time. But that’s alright. There are other things we can try.” Jaziel raised his hand, and as he did, Carlos’ arms and legs snapped out into an X shape, the lion rendered immobile by the dragon’s spell. Walking up to him, Jaziel grabbed Carlos’ cock, squeezing and stroking it much to the lion’s dismay. Despite himself, Carlos had to admit that the dragon’s hand felt rather good, and it didn’t take long before his penis was fully erect, standing hard and proud between them. Jaziel gave the tip a playful squeeze before letting go and walking over to a nearby cabinet. “You are hardly the first guest I’ve entertained here, so I have quite the collection of toys and tools.” He came back, carrying a small wooden box with him. The top and sides were covered in carvings of men in all sorts of erotic positions. “There was this one gentleman who had an enjoyment for something quite peculiar. I can imagine it felt terribly nice, but he seemed to enjoy it. Of course, he also enjoyed bringing out the crop so who’s to say.” As he spoke, the dragon opened the box and pulled out a slim metal rod and set the box aside. “What are you going to do with that?” asked Carlos nervously. “Well, since your ass is off limits, that does rather limit the ways I can enjoy myself,” said Jaziel. “So I will just have to find something else to keep me entertained.” Taking hold of the lion’s penis, Jaziel slowly brought the rod towards his urethral opening, lightly teasing around the tip of the lion’s dick. “No fucking way!” yelled Carlos. “Get that fucking thing away from me!” “Well, you said your rear entrance was off limits, but you never said anything about this one,” said Jaziel, teasing the opening but not truly pushing in yet. “Aren’t you curious what it feels like?” “Fuck no!” exclaimed Carlos, trying and failing to pull away from the dragon’s touch. “Besides, you still deserve a punishment for trying to escape. So perhaps the discomfort will be a reminder.” Jaziel looked at the lion, and Carlos wanted to scream in the damn dragon’s face. Carlos knew what he was doing. If the lion insisted on preserving his dignity and refusing to let the dragon fuck him, that rod was getting shoved right in his dick. It wasn’t thick, but there was no way that damn thing would feel anything but awful. If the dragon hadn’t been teasing his dick the thought of it would have been enough to make him go soft. But on the other hand, he could avoid the pain to his manhood, but the size of the dragon’s cock promised to be a pain in the ass later. Neither option was appealing to the lion. But it was clear that one of the two was definitely going to happen. And if that was the case… “My ass…” Jaziel raised an eyebrow. “What was that?” Carlos couldn’t bring himself to look at the dragon as he spoke, his face so hot it felt nearly on fire. “You can… fuck… my ass…” Jaziel grinned. “Are you certain? I won’t allow you to change your mind again.” Resigning himself to his fate, Carlos nodded. “Then I suppose we won’t be needing this after all.” Jaziel returned the rod to the box. “And you can relax. I don’t plan on taking your tail tonight.” Carlos might have dropped to his knees if the magic would let him as the tension left his body. Sure, he was still naked and trapped, but he’d avoided something that could have been even worse. And without the dragon teasing his dick, he was able to calm himself enough to go soft. Though with what the dragon did next, Carlos’ apprehension would have done the job anyway. “What the fuck is that?” “Oh this?” said Jaziel, holding up something else he’d taken from the box. “This little contraption is your punishment.” Grabbing Carlos’ dick again, the dragon fit the metal sleeve over his cock and locked it in place, making sure the chastity cage wouldn’t be coming off unless he wanted it to. “Until further notice, consider your cock off limits.” “You’ve gotta be fucking kidding me!” whined Carlos. “Pets that try to escape don’t get to pleasure themselves,” said Jaziel. “They do, however, get to pleasure their master.” Taking a seat, Jaziel snapped his fingers, and the spell holding Carlos in place vanished. Resting his arms across the back of the lounge and spreading his legs, the dragon beckoned the lion forward. “Time to start learning how to use that mouth of yours properly,” said Jaziel as Carlos reluctantly walked over to him and got to his knees between the dragon’s legs, looking at his dick as if it were a deadly viper. “Just relax. I’m sure you’ve had a woman on her knees before you before, it’s really not so different. Just do what you like to have done to you. And don’t worry, we’ll have plenty of time for you to get your technique right.” Carlos’ ears were pressed so hard to his head they’d have disappeared in his mane if it were still there. Having his cock locked in the cage was bad enough, especially because the damned device felt just a little too small for him, but now the dragon wanted him to suck his dick! Aside from self experimentation in his younger years with his feline flexibility, Carlos had never had a dick in his mouth before. But a glance up at the dragon made it clear that he didn’t really have a choice in this. Not to mention the fact that Carlos was worried about what Jaziel might decide to do as punishment if he refused. Steeling himself, Carlos slowly lined forward and gave the dragon’s dick a quick lick. His tongue barely made contact, but it was still plenty to get a taste of the dragon’s manhood. While it certainly wasn’t something the lion would have sought out, he was comforted a bit by the fact that at least it didn’t taste bad. Gradually, he started working his tongue over more of the dragon’s penis, knowing that he’d always enjoyed watching ladies do the same for him when he got to visit one of the brothels in town. Jaziel seemed to be enjoying the treatment, but eventually Carlos felt the dragon’s hand on his head. “Not bad,” said Jaziel, angling his hips to press the tip of his dick against the lion’s lips. “But let’s get to the real fun. Open wide, pet.” Carlos whined, but opened his mouth slightly, but his hesitation wasn’t going to be enough to deny the dragon’s lust. Tightening his grip, Jaziel pushed the lion’s head down, spearing his cock into Carlos’ mouth until the tip squished against the back of the lion’s throat and made him gag. Carlos tried to pull back, but Jaziel would only let him move enough to stop gagging, his thick cock still thoroughly stretching the lion’s jaw. “Not bad,” murred Jaziel. His cock was big enough he had the lion’s tongue pinned against his length, and every attempt Carlos made to push his dick out felt exquisite. “You’ll still need a lot of practice, but you show promise for a beginner. Start moving your head, pet. I’m not doing all the work here.” Carlos glared up at the dragon. He was the one nearly choking on dragon dick, but sure, Jaziel was the one doing the work. Pressing his tongue against the underside of the dragon’s cock, Carlos pulled back as far as Jaziel would let him, then started to swallow the dragon’s dick again when he felt the pressure on the back of his head. He quickly realized that while the dragon wasn’t letting him stop, he seemed content to let the lion move at his own pace, provided he didn’t take it too slowly. The longer he spent between the dragon’s legs, the less the dick in his mouth bothered him. Sure, he wasn’t thrilled about it, but he found a rhythm and was able to somewhat ignore what he was doing, focusing on bobbing his head up and down steadily. What became harder to ignore was the taste of the dragon’s precum. Apparently he was doing a better job than he thought. Or maybe it was just the feeling of a warm wet mouth sliding over his penis that had the dragon moaning gently and ruffling the lion’s headfur like a proud pet owner. Suddenly, Carlos felt Jaziel’s hand grip his head tightly. “Get ready, pet,” said the dragon. “I expect you to swallow it.” That was the only warning Jaziel gave before he thrust his hips forward and shoved Carlos’ head down, roaring as he came, pumping a heavy load down the lion’s throat. Carlos gagged and coughed, totally unprepared for the size of the dragon’s load, doing his best to resist before being forced to swallow hurriedly to keep up with it. Even still, his lack of experience had the dragon’s cum spilling out around his lips and running down his chin. When Jaziel finally let go, Carlos pulled back, coughing and gulping as he received several splurts across the muzzle, leaving his face a matted, musky mess. “Not bad,” said Jaziel as his cock slowly slid back into his slit. “I can’t wait to see how good you are by the time you leave here.” Carlos started to get up, but Jaziel stopped him. “Not just yet. Stay on all fours for a moment. No, I’m not going to fuck you,” Jaziel added, seeing the looking of apprehension on Carlos’ face. Jaziel left for a moment, but quickly returned with two items - a small bottle of oil, and a much less small plug of smooth metal. The lion’s eyes went wide as the dragon spread oil over the surface of the plug before walking around behind him and grabbing his tail. “I’m not going to fuck you tonight, but eventually I fully intend to take your tail,” said Jaziel, pressing the slickened plug against the lion’s tight entrance. “Trust me, you’ll thank me for this later.” Whatever Carlos might have said in response was lost to a yelp as the plug was shoved into him, stretching his ass uncomfortably as the dragon got it in place, making sure it wasn’t going anywhere. As tight as the lion’s tailhole was, that wasn’t going to be a problem. Wiping the oil from his fingers on the lion’s ass, Jaziel stepped away. “Now you may stand.” Carlos did as he was told, wincing slightly as the motions made him tightened down on the toy as it shifted inside him. He opened his mouth, but Jaziel raised a hand. “No more questions. Not tonight.” He clapped his hands, and two guards appeared, seemingly totally unbothered by their master’s nudity or the cum-smeared lion. “Take him back to his room.” He looked at Carlos, practically leering at him. “I look forward to breaking you in properly.” Carlos whined once again as the guards marched him back to his room, trying and failing to ignore the pressure the cage was putting on his dick. Why did that look from the dragon have his dick trying to get hard? ________________ Over the next five days, Carlos had to endure the various miseries the dragon subjected him to. Whether that was sucking the dragon in the morning and again when he returned from the market, or the increasing sizes of the plugs shoved under his tail to prepare him for getting mounted by his master. But the worst thing of all was that damned chastity cage around his cock. Going more than a day without getting to cum always sucked, but by day five Carlos thought he would go out of his mind. Every time he moved he felt the cage rubbing over his dick, which only got worse when the sensation tried and failed to get him hard in a vicious cycle that had been tormenting him since day two. Now, at the end of his fifth day in confinement, even the slightest shift in the cage was uncomfortable; even that little bit of stimulus was enough to give him a failed erection. It was almost a relief when Jaziel called him for his ‘nightly duties’. At least he could distract himself while he sucked the dragon’s dick. Once he entered the dragon’s bedroom. Carlos was about to get on his knees when Jaziel stopped him. “Turn around, pet. Let’s get that plug out of you.” Carlos did as he was told, leaning over the dragon’s bed and raising his tail. This was the biggest plug yet, and though he was largely used to having something inside him by now, it was a welcome relief when he felt the toy pop out of him, finally allowing his tailhole to relax. He fully expected the dragon to stick yet another plug in him, and while he was bracing himself for it, he wasn’t at all prepared for what Jaziel said next. “Up on the bed. Tonight’s the night.” Carlos’ tail dropped limply, his ears flush with his skull as he turned to look at the dragon. “Wh…What!?” “You heard me,” said Jaziel, his hands on his hips, erection pointed at the lion like a spear. “It’s finally time for me to enjoy that tight tail of yours. After all that stretching, this should be quite pleasant for both of us.” Carlos started backing away from the dragon, his tail tucked firmly against his ass, but just before he turned and bolted the dragon grabbed him, grinning wickedly down at the lion. “Well, if that’s how you want to be…” That was how Carlos found himself pinned to the bed, his wrists and ankles tied to the bedframe. He was struggling against the ropes, but the dragon knew what he was doing; the lion wasn’t going anywhere. Which also meant the dragon could take his time getting ready, his hands slowly rubbing up the lion’s legs before grabbing his ass, spreading his cheeks to reveal the pink pucker he was about to enjoy. Holding the lion’s tail out of the way, Jaziel poured some warm onto his fingers and stuffed them into the feline’s ass, working them back and forth, teasing Carlos’ prostate and smirking as he heard the lion whine. The pressure on his dick must have felt unbearable. “You know, I had planned to let you do this at your own pace,” said Jaziel, pouring some oil into his palm and starting to work it over the length of his cock, getting it good and slick while the lion watched in horror. “But since you wanted to be a naughty pet, I’ll just have to treat you like one. Though I can’t deny, the sight of you all tied up and helpless is really getting me going.” Climbing up onto the bed, Jaziel knelt behind Carlos and got himself into position, pressing his slick cock against the lion’s tailhole, holding Carlos’ tail out of the way so he could watch as he thrust forward. The lion groaned, trying to pull away but there was no stopping the dragon’s cock from slipping inside until he felt scale-covered hips pressed flush against his ass. Even after the plugs he was still feeling a stretch deep inside as the dragon hilted inside him.Jaziel laid over his back, pinning him to the bed and sighing at the tight grip of the lion’s ass on his dick. Especially because every shift of his hips made Carlos clench down on him in a delightful way. “Haven’t you realized by now that fighting is pointless?” asked Jaziel, running his hands over the lion’s sides. “Just admit it - you enjoy feeling my cock in your ass, don’t you, pet?” “Unff… Get… off of me,” groaned Carlos, trying so hard not to squeeze the dragon’s cock when he felt it brush against his prostate. Damn his body for betraying him like this! ‘Sorry pet, but I’ve waited too long for this to stop now. But if you truly want to convince me you aren’t enjoying this, then how about a wager?” Carlos looked back at the dragon nervously. “A wager?” “Yes,” said Jaziel. “If you can outlast your master and satisfy me without cumming, not only will I remove the cage, I will let you lay with a woman. There is a rather attractive tigress in my personal harem I think you would quite enjoy.” A woman! That was like music to Carlos’ ears. If there was one thing he was sure could help him get through this misery it was the feel of fucking a sexy woman until she couldn’t walk straight. But he’d learned by now, nothing the dragon offered came for free. “What’s the catch?” he asked. “Oh that’s simple,” said Jaziel. “If you fail, you’ll be putting that mouth to work for my guards as well.” “You can’t be serious!” Jaziel chuckled. “I’m not actually asking you, pet. But don’t worry, either way you will get some time out of the cage, but you’ll have to earn it. Let’s say… a week without cumming earns you a day out of the cage.” Carlos struggled to respond, unable to process the madness the dragon was forcing on him. He’d just found his voice when Jaziel pulled back and thrust down into him, a groan bursting from his throat at the feeling. His groans were quickly swallowed up by the moaning of the dragon above him as Jaziel set into a steady rhythm, eagerly fucking the lion’s ass with abandon. It had been too long since he last had such a sexy guy beneath him, and after a week of teasing himself with the naked feline he was going to enjoy himself. While Jaziel was happily humping away at him, Carlos was fighting what was quickly becoming a losing battle. True, he couldn’t get an erection because of the cage, but that didn’t stop his cock from trying, and the pressure on his dick was torture. Every thrust of the dragon’s hips pushed him down into the bed, causing the cage to shift around him and stimulate him even further. As if the thick cock stretching his ass and ramming his prostate wasn’t bad enough. It just made him struggle all the more to escape the situation as the unwanted pleasure continued to grow. Within minutes Carlos was biting his tongue, fighting back whines and moans of pleasure. He could feel himself reaching his breaking point, and if the dragon lasted much longer the lion could kiss his chance with the tigress goodbye. His mind raced, trying to come up with a way to make the dragon cum that didn’t involve squeezing down on him, since that would also be too much for him. He scrambled to come up with a solution, but it was too late. One more strike to his prostate, and he was done. Carlos cried out in mingled pleasure and despair as he came, his body shaking as five days of denial proved to be his undoing. The lion came and came, his whole body seizing up and squeezing the dragon’s dick so hard Jaziel thought it might break off. The vice-like grip of the lion’s spasming ass pushed the dragon over the edge. Jaziel’s roar echoed off the walls, his hips slamming home under the lion’s tail as he pumped the first of what would surely become many loads into Carlos’ tender backside. He laid over the lion’s back, murring in pleasure and continuing to grind his hips, milking every last drop out of both of them. Carlos was gasping for breath, spots dancing across his vision from the strength of his orgasm. Five days going without had done a real number on him. He was too spent to even register what this was going to mean for him going forward, but there was no missing it when the dragon braced himself and pulled back, starting to work his hips up and down slowly, falling into an almost sensual rhythm as he started fucking Carlos again. “Don’t worry pet, I’m sure you’ll be able to outlast me someday.” Carlos couldn’t see the wicked grin on his face, since the dragon knew there was no way that was going to happen. He was quite looking forward to the day when his pet would be so desperate to get out of the cage that he’d be willing to do anything the dragon wanted for his freedom. “But for tonight…” his claws pricked at the lion’s sides as he sped up his hips, “you’re mine. And I’ve still got a few more rounds in me. So brace yourself, my beautiful pet. You’re in for a long night.”