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This day and many others like it, had been very long. Evening had come on and Robert had been at the workshop since ten o clock in the morning, now it was about eight in the evening and things were just now getting wrapped up. Everyone else had gone home for the day, despite having been the first one there, he insisted on staying back and closing things down and even completing a couple extra things before he intended to leave.

The workshop was a simple little establishment that had the owner's name embellished on the large sign that overlooked the building. A place that people brought their cars and various lawn equipment, it was pretty small only able to fit two cars in its garage at once. Robert had been able to make a name for himself as a decently hard worker. Despite being a young skunk, he had picked up some of the older mechanics' respect. He had been doing this kind of work most of his life, and right on the cusp of turning thirty, he was sure that he'd be doing the same thing until he died. Not that he minded it in the slightest.

As Robert was finishing off some paperwork there came a knock on the side door to the workshop. He didn't really flinch, he had been expecting this particular company all evening, had been thinking about it all day. He set his pencil down on his workbench and meandered over to the door and quickly unlocked and opened it.

When he swung it open, he came face to face with a young boy, possibly not much older than eight. He was a mixed breed, a cross between a doberman and a Labrador. His color markings were distinctly black and brown but his ears flopped over and his fur wasn't nearly as short. He already wore a bright grin on his face and was beaming up at the skunk.

"Hi, Robert!" the young canine called out, his cropped tail wagging excitedly behind him. The man smirked and stepped away from the door, gesturing with his paw.

"Come on in, Jeffy, glad you could make it," the skunk said happily. The boy ran in enthusiastically and stopped to look around at all the cool mechanical things that would often peak his interest. For the time being though, Jeffy has been thinking about one thing as well for most of the day, and so he was quick to trot up to the man's side as he returned to his work bench. "How are things going on at your house?" he asked as he continued again at his work.

"Boring!" Jeffy shouted, "There's nothing to do at my house anymore, makes me wish I could spend all my time over here," he said and leaned against the workbench's edge, his eyes scanning out at the scattered pieces of paper and the folder they seemed to be meant for.

"I see," the skunk chuckled, finishing off a few more marks on some blank spaces. "Do you...uh...still have that toy inside you?" he asked without taking his eyes from his work, a slight blush beginning to burn at his cheeks.

"Uh huh, you wanna see?" the dog replied hesitantly, his bottom lip getting bit as he peered up at the larger male.

"I would love that, actually," Robert murmured, almost in a whisper as if someone else besides the two of them might hear. Of course getting caught now would be nothing compared to what they might get caught doing. The boy gave a soft giggle and began to strip away his clothing without a single care in the world. A small, blue T-shirt pulled over his head and then he went to work untying a pair of basketball shorts that were around his waist. Those and his underwear went down to his ankles and he laughed again as he stooped to grab his clothing and wad it all up into a big ball.

Robert glanced over at his guest as he had gathered up his papers and neatly slipped them into his folder. His eyes fell on the small boy's lithe, young body just as he tossed his clothes into a heap near the workbench's leg. "I need help getting up," the canine said as he stepped closer. The skunk swallowed hard at the sight of the naked pup, his heart beginning to thunder and his own pants began to feel very tight as blood rushed to his sheath and cock.

"Uh, sure," Robert mumbled as he set his folder off to the side and leaned down. His paws hooked underneath the canine's arms and lifted the pup easily enough. He set his backside on the edge of the bench, but Jeffy wasn't one to be idle for long. The pup quickly rolled over and got up on his knees, settling on all fours with his backside pushed out to the older male.

It was clear from the beginning that this wasn't the first time the two had done something like this, more than likely this was the very bench that quite a few very illegal, naughty things happened. The skunk didn't seem to care at all about the consequences of getting caught, and neither did the boy apparently. Having been shown plenty of adult things, he seemed to be well trained, like an obedient pet, though he was very good at hiding it.

With splayed legs and his small chest settled against the table's surface, his young buttcheeks were naturally splayed. His prepubescent ballsack and sheath swung a little from side to side with his movements, but with his tail hiked high his little pucker was easy to see. What was even more easy to see was a small, plastic ring sticking out from his hole.

Robert was admiring the sight for quite a while, the sheer beauty of the perfectly round yet small butt was incredibly enticing to him. It was such an innocent image and there was nothing quite like it to turn him on. He brought both paws up from his sides and rested them on Jeffy's hips, his thumbs drawing on to splay his cheeks even further and show off his asshole. Though with all the admiration and hardly no action, the pup was quick to get moody. He gave a light, puppy growl and gave a shake of his rear end to emphasize what he wanted.

The skunk grinned at the action and licked his lips. His head leaned in and his nose momentarily bumped at that plastic ring. He could smell what little musk the boy had for being so young, still it was intoxicating nonetheless. Robert's tongue slipped out and pressed around the wrinkled flesh the resided with the protrusion. His saliva dripped and made the ring glisten in no time at all. It was easy to see that the pup was loving every put of the anal attention. With every soft stroke of that wet appendage, Jeffy would squirm ever so slightly and moan out. His small paws clenched into his fists and he would often grunt and press back.

A low chuckle came from behind as Robert pressed his lips to that small surface and began to swirl his tongue around and around on it. He even began to dig at where the plastic ring lead, finding that there was a brief stem that lead to some bulbous, smooth surface. Of course he knew exactly what it was that was stuck inside of the pup's tailhole, after all it was he who had given it to him. The skunk dabbed his tongue a bit harder against the hole, loosening it up and making sure saliva rolled down the pup's little balls before he gingerly gripped the ring with his teeth and began to playfully tug.

Jeffy grunted softly and glanced back over his shoulder as he felt the sex toy begin to get removed from his bowels. It had already been a very tough task to get it inside of his ass, like it always was, but removing it with just your teeth was going to be a hard task. The canine tried to relax himself but the mixture of pain and pleasure was incredible from the start. He gave a soft whimper and clenched his eyes shut as the first bead began to emerge from his rectum.

Easily the largest and thus the hardest, the line of anal beads had a growing diameter as they got closer to the base ring. Jeffy had often enjoyed playing with his own little hole, which was where this odd relationship had really begun. Being as young as he was caused him to be far too tight to be able to take Robert's adult sized dick, and so the two devised a plan. After purchasing this toy and comparing it to his own member, Robert was able to promise that if the pup was able to take the whole toy inside, he could definitely fit his cock.

So what started as mainly shared rimming and blowjob experiences had quickly evolved to something greater, as clearly seen by the largest ball being wedged firmly behind the pup's tight pucker. It had actually been too much for Robert's teeth to handle, and so he did have to loop a finger into the ring and resume pulling. The dog let out a strained groan and clenched his eyes tight. It felt like the worst bathroom experience he had ever had, his tailhole distending out from his backside as the large, ebony orb finally popped free.

With a sharp exhale of bliss, the pup began wagging his stub tail, and the skunk couldn't help but laugh at the sight, though he didn't stop gently pulling. From there on, the other anal beads were much easier to retrieve. The pup would give a moaning bark every time one of them would slip free, and in hardly no time at all the entire toy came loose.

The glistening black beads were admired by the man and a smirk grew over his lips before he looked back at the flexing tailhole. Jeffy was panting hard and was even nuzzling at the table top, his mind clearly in some sort of bliss filled mood. Robert set the sex toy off to the side and went back to grasping at those small cheeks and keeping them spread. The canine's pucker flexed a couple times but for the most part it stayed open. The pup's insides could be seen as it gaped, the pink, wet depths practically begging to get filled with something else. The pup did have to admit, he felt oddly empty from the absence of the toy, but then again it had been inside of his belly almost the whole day.

The warm, familiar feeling of the skunk's tongue played across the open ring, his tip easing inside as far as he could make it go. Jeffy shivered and began panting harder, his eyes staying closed as he enjoyed the writhing fingers of pleasure that would work their way up his body. As the appendage would push and pull inside of him, his small hips seemed to follow with the action, or perhaps they would push back as the older male's tongue would dive in.

Over and over the warm, slippery tongue would push and pull, going as far as it could into the young boy's insides before drawing back. The pucker had retained its elasticity, of which hadn't gone unnoticed by the skunk. "Think you're ready for the real thing today?" Robert asked with a chuckle. He could feel his own cock straining to be released, almost to the point that it was becoming very painful.

"Yeah! Let's do it!" the boy cheered and grinned at the man, his tail taking up a vibrant swaying motion that was pretty much a blur of speed. The skunk was quick to do away with his bottoms, all it took was a single button to get popped and a zipper to be undone for him to be standing there in a pair of dark blue boxes. They were pushed down as well, and he was soon standing bottomless with his hardest erection that he had had in quite a while. While his cock was rather average for his species, it was more than huge for someone as young as the pup.

Jeffy felt his hips get firmly grasped and then his body became turned over onto his back. He was at the skunk's mercy, not that he entirely minded it too much. His legs spread wide and were held in the air, his paws even coming underneath to hold the backs of his knees. The workbench was just low enough that Robert's waist was level with the boy's backside. He was stroking over his throbbing shaft and even bringing it closer to playfully tap at Jeffy's small package. The mixed dog giggled and brought his paw down to take a hold of the hot member, giving it a couple quick tugs before letting it go.

Robert withdrew himself and spat a large wad of saliva into his paw, making sure to smear the entire surface and get it as slick as possible before he came closer again. The pup lied back and stared up at the ceiling, waiting patiently but still very excited for his first time having sex. The cock tip braced against his lubed up hole and began to gently ease in. The first inch seemed to glide in without too much effort, but the remaining thickness was quick to become an issue. A grunt came from them both, and the skunk had to gently take a hold of Jeffy's hips to keep himself steadily advancing.

A strained groan escaped the pup, his paws clenched into fists against the table as he was forced take more and more. It felt exactly how it was to push that last anal bead in, so he felt like he was well prepared. His training had definitely paid off, as the experience went on, the last inch of Robert's cock settled inside, his heavy balls resting on the dog's rear end. They were both panting, Jeffy peering up at the larger man with a half lidded eye.

His paws came to settle against the small boy's thighs, gripping him there firmly as he began to move. Pushing and pulling turned out to be quite difficult, the virgin tight hole fought against the skunk's cock all the way, but the boy didn't protest in the slightest. In fact he seemed to be enjoying himself very well. Robert continued to drip spit down onto his cock, trying to get it further lubed up as he tried to go faster and harder.

It did the trick for the most part but things were slow going. The man was letting soft moans escape his lips as he'd gently roll his hips. Things were gradually picking up, and Jeffy's body seemed to respond well to the treatment. Enough force was eventually hitting at the youth's rear end that the impacts were starting to cause his body to jostle. The pup turned out to be far less capable of keeping himself quiet, not that the older male really cared. The walls were pretty thick, and with the shop being closed and no house being close at all secured their little bubble of fun.

Robert's cock slid in and out easily enough. After a consistent pounding the dog's ass became loosened up enough that a more aggressive stance could be taken. Robert staggered his feet and leaned his form over the boy, his slightly chubby self getting between Jeffy's small legs as they became further spread. The pup had reached out at his sides and had managed to grab onto the workbench's edge, keeping himself firmly there as his form was really beginning to shake.

The intense pleasure that coursed up through the young canine's form was unlike anything he had ever experienced before. His small cock had become fully erect, maybe two or three inches, and while masturbation was rather new to him he did enjoy touching himself. His hips writhed from side to side, as if he was unconsciously grinding down onto the throbbing pyre that drilled his hole. At this point he was pretty much the skunk's little fuck toy. There wasn't anything he could do but lie back and enjoy the feeling of getting his hole properly broken in.

Robert's head tilted back and his eyes slowly drifted closed. It had been so long since he had fucked anything that wasn't his own paw or a fleshlight, he was so happy that the pup had graduated to this point. Having someone to consistently have sex with was going to lighten up his days now, especially someone as cute and sexy as Jeffy.

The skunk's hips began to roll their hardest, his heavy ballsack slapping the other's body quite loudly, mixing with the interjection of moans and grunts that were consistently going back and forth. To Robert it had seemed like the two of them had been having sex for quite a while, but in actuality it had been just ten minutes. He was sweating hard and beginning to tire, arms getting weak as their hold began to slacken a bit. Jeffy hadn't noticed in the slightest, he was too occupied trying to handle the myriad of new sensations that were being dealt to him. His back was arching from the table and he grasped uselessly at the strong paws that held him in place.

Robert's orgasm was building quick, the constant flux of the tight ring drawing over every inch of his dick had broken down every defense that he had. He had no control over himself, even now he was humping erratically as he only cared about getting off. The pressure mounted and the eventual culmination was a hard grunt and the loudest growl the skunk could muster.

Jeffy could feel the heat and energy pouring from his dominator's body. When that loud, echoing sound came, he knew that the man had as well. The hot gush of cum flooded his small form and filled him to the brim in a few short spurts. The skunk's hips never stopped moving though and each time his rick would drive in there came another salvo of semen. Burst after burst invaded the pup's bowels, he had never felt such warmth before, the sheer volume of which was practically an enema compared to his size.

Panting hard and slowing down, Robert looked over the mixed dog's whimpering body, his belly heaving with every breath that he took. Robert grinned to himself and straightened his back, still keeping his pelvis tight to his young partner's rear end. "You okay, Jeffy?" he laughed and winked, but the canine wasn't able to see, as both of his own eyes were closed from exhaustion. After a few moments he gave a small nod of his head.

With a low moan, Robert stepped back and let his rapidly softening cock slip free. The loosened tailhole gave a slight flex but it seemed to want to stay open, which was good for what the skunk wanted. Acting quick, he grabbed the anal beads from the side and began to set them back inside of the well fucked orifice. Jeffy gave a soft grunt as he felt the middle beads begin to get slipped inside. He didn't didn't complain, instead welcoming the feeling of his hole getting stuffed again.

Getting to the last ball, Robert found that he didn't have to push quite as hard as he thought to pop it inside, once again leaving a small, cum covered ring sticking out from his pucker. With all the cum now locked inside of his body, the pup slowly sat up and felt like he had eaten a large meal. His belly bulged slightly and he could even feel himself sloshing with all the excess semen.

Gingerly, Robert helped the pup down from the workbench and did what he could to erase any evidence that an explicit act had occurred here. Jeffy sluggishly gathered his clothes and began to put them on, and beside him Robert was still lustfully gazing over the small boy. If he had the energy he'd have tried to take the pup for a second round, but there was plenty of time for that in the future. For the time being he stooped to snatch his own pants and underwear to pull them on again.

Becoming decent took a little while for them both, but when they were they shared a knowing smile. The evening had come on and in the distance the sky was a dull pink, for everything else was black and twinkling stars. The skunk and dog left at the same time, the paperwork finally put away where it could be found the next day.

"Bye, Robert!' the pup called over his shoulder as he took off down the sidewalk, aimed for his home a couple blocks down. The skunk turned and gave a friendly wave before he turned back, key in paw and locked the entrance. Replacing the brass object within his pocket, Robert turned and began to stroll down the sidewalk opposite of where the young boy had taken off for. A happy whistle escaped the man's lips, and a broad smirk was held on his face all the while he made his way for his own home.