Dog Sitting
Although I've wrote quite a bit, this is my first furry story as well as my first posting on Yiffstar.com, and I'd love some feedback reviews if you have the time. This is obviously a work of fiction. All of the characters are original and created by me. This story contains graphic depictions of oral and anal sexual play involving minors, and the use of sex toys, as well as mild bondage. It also contains the theme of consensual child molestation. I do not promote nor condone the act of child molestation in real life. If any of the above bothers you, I would advise you not to read the following. Otherwise, enjoy the story.
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Dog Sitting
By Greenbottle
Babysitting was a woman's job. At least that's what Roscoe's friends at school joked. And perhaps his lithe, almost feminine physique didn't aid in the defense of their jests. But the seventeen-year-old raccoon never let their taunting phase him. It paid decent, and was a heck of a lot more fun than most jobs. It beat out working at fast food restaurants or in retail like most of his peers- in more ways than they'd ever know. Currently he was leisurely ambling through a residential neighborhood, backpack slung over his shoulder, to his latest job: watching Dalton, the most curious, energetic young husky he'd ever had the pleasure to meet.
Roscoe would be early this evening since he was heading over straight from his high school. He didn't have to arrive until a little after five and it was barely reaching four in the afternoon. He wouldn't get paid for the extra time, but he didn't mind. In fact, the cub he was going to watch was often alone for just an hour or so after school before his babysitter would arrive, he doubted that the pup's parents ever knew he sometimes arrived early. He enjoyed caring for the adorable Dalton more than any of his other charges, and with good reason.
The icy breeze quickly froze the dual metal rings piercing the tip of the raccoon's left ear, shooting waves of pain through his head. Watching his breath fog up before him in the winter's chill the youth quickened his pace, knowing that his young friend would be sure to warm him up.
The memories and anticipation brought a devilish smirk to the teenagers face.
Finally arriving at his employer's residence, the fit raccoon rang the doorbell and was greeted in seconds by his overjoyed ward, the wily cub grinning stupidly and dressed meagerly despite the oppressively cold weather. He was wearing a bright-red, unbuttoned Hawaiian shirt which was a bit too large on him (probably a hand-me-down from his father) that contrasted sharply to his pallid chest fur, and a pair of pale-blue, ratty cut-offs which sagged just enough for the elastic waistband of his underwear to show. The canine's tailed swished back and forth wildly at the sight of his guardian.
Oh what Roscoe would do to have a plush pelt like that to keep him that warm on even the coldest of days...
Dalton was already eleven-years-old, despite being rather on the childish side, and nearing the age where he wouldn't need someone to watch him late into the night anymore. The last three years babysitting the cub had flown by, and Roscoe wanted as much time as he could get his young companion before happenstance parted them.
"Hey there, pup, when are your parents coming home tonight?" Roscoe asked, striding into the marble entryway, removing his boots, and shaking the powdery snow from his plain-grey hooded sweatshirt and blue jeans.
The husky flushed a deep crimson beneath his ashen fur. "Not until really late tonight. And don't call me that! It's embarrassing!"
"Whatever you say, pup," the raccoon quipped in response as he headed into the kitchen to grab himself a soda.
"So did you get me anything?" The wide-eyed husky whined, following his temporary caretaker through the house.
"Don't you think you're getting a bit old for presents?" Roscoe cocked an eyebrow at the cherubic cub and tossed his long black head-fur back out of his face.
"But it's a Friday; you always get me a present on Fridays!" Dalton continued to moan. He twisted the edge of his shirt in expectation, making that irresistible puppy-eyed face that showed off those magnificent baby blues that the teen was so jealous of.
"Don't worry, I didn't forget. I got you something extra special for tonight, but you don't get it until later, and then only if you're good," the raccoon conceded after downing a large gulp of diet soda.
"Can't I have it now? Please! Pretty please! I promise I'll be good! I'll go to bed on time and brush my teeth and everything!" The pup pleaded.
"Are you absolutely sure you want it now?" Roscoe asked coyly. It's a common practice for babysitters to bring small gifts or activities for the little ones that they watch, often baking cookies or some other modest trinket as an incentive for the children to behave themselves. But there was a stark difference in what Roscoe had brought Dalton and baking confectionary treats together.
"Yes!" The husky huffed. He was absolutely exasperated with the teasing at this point. The raccoon couldn't help but push the cub's buttons. Dalton was just so adorable when he was agitated it was almost unbearable.
"All right, but you asked for it," he replied slyly, retrieving and unzipping his backpack, heavily overloaded with school supplies and books. He dug down to the very bottom, past all of the loose papers, and recovered a small package, wrapped in a hand towel. Its contents were delicately hidden as to not be damaged, disturbed, or unintentionally uncovered throughout the school day.
They would be hard to explain away should somebody stumble upon them.
Roscoe unwrapped the objects and knelt down beside the pup to show him the parcel's contents. Dalton's excited demeanor upon hearing that he was going to receive his gift early diminished slightly and grew into confusion.
"What kind of toys are these?" He inquired, cocking his head to the side as he lifted up a small plastic bottle filled with a clear liquid.
"You know those games that we play sometimes when your parents are going to be gone for a really long time, D?" The dark-furred raccoon asked with a wry grin.
The cub's face lit up anew with the mention of their 'secret games'. "Un-huh!" He nodded, nearly panting.
A couple of years back they had begun fooling around and their relationship became much more than babysitter and cub. It all started one fateful day during Dalton's bath time. The husky's body matured young and he was extremely open and curious sexually (although the raccoon doubted the child knew it was anything more than simple play). As far as his older watcher was concerned, well, he had always known that he liked other males, even when he was very young, but as his age changed, his preference stayed the same. He identified with cubs, and babysitting came naturally to him. He supposed that it was only a matter of time before he connected with an employer's child and was pushed over the edge. Dalton was more than willing to experiment and was surprisingly apt with his paws and muzzle, participating in and enjoying Roscoe's 'games' in secret and not speaking a word about them to a fur. Never the raccoon engaged the youth in more than mutual masturbation and occasional oral sex, thinking his body still a bit on the small side for heavier treatment and anal sex.
That was to change today.
"Well, these are toys that make those games even more fun," Roscoe said slyly as he pulled out all four of the objects. The first was a simple bottle of oil based lubricant. The second was a rubber ball gag. Those were followed shortly by shiny choke-leash made of metal chain links and a dildo made of several concentric glass spheres that gradually increased in diameter from half an inch to nearly four.
They were surprisingly easy to get a hold of; even for a minor like him (there were few local stores that sold material such as these, and nobody underage was allowed inside). All the teenager had to do was go and buy one of those prepaid check cards at the department store and purchase all the sex toys that he wanted online. Then all that there was left to do was make sure that he was home to grab the mail on the day that his package arrived before his parents got to it.
The pup picked up the choke-leash and the oddly shaped glass phallus. "How do you play with these toys?" Dalton asked, an inquisitive expression crossing his face.
"Well, we start off the usual way..." Before Roscoe could even finish the thought the pup had already started running to all of the windows and quickly shutting the blinds and pulling the shades. He had the routine down well. After the task was complete he dashed up and stood silently before his watcher, tail flying erratically and wide smile plastered across his face. The husky was always more than willing, and had surprising stamina.
Dalton never knew why, but Roscoe obviously took pleasure in undressing him. The cub didn't mind, but the raccoon would never say a word while it was happening.
Roscoe leaned in close and his young ward giggled at the hot breath on his neck. The older fur began gently planting kisses on the pup's jaw line, eliciting more giggles and even a soft groan from the adolescent as he slowly slid off Dalton's shirt. He ran his paws through the youth's rich, soft chest fur and moved his muzzle lower until his lips connected with the cub's nipples and began to suckle lightly. Then he nipped at it, teasing the small member with the edge of his teeth.
Dalton's embarrassed, tickled laughter had almost fully transformed into low moans of delight at this point. The pup felt a bit of tension on his waistline and heard his zipper slide open before his shorts were slid to his ankles by Roscoe's deft paws. He felt a draft and knew that he was standing only in his underwear. The raccoon pulled back from his young lover's chest to take in the view of the eleven-year-old husky. His sheath and balls were clearly outlined in the cub's tight, white briefs.
Roscoe quickly alleviated his charge of that article of clothing as well, leaving Dalton standing in the nude. Already the pink tip of his young cock was peeking out of the tip of his furry sheath. The cub blushed furiously again as the raccoon just stood there and stared for a moment. He turned to the side shyly, inadvertently showing off his perfectly firm rump and cute, pink tail-hole. At the glorious sight, the raccoon felt his own underclothing grow tighter, and once again leaned in towards the cub.
He casually laid a paw behind Dalton's head, and slowly pulled him in, locking their muzzles in a passionate kiss. Their tongues battled for control in the heat of the moment. It never ceased to amaze Roscoe at his lover's endless positive responses. The first kiss the two shared (roughly a year beforehand) was awkward, and surprisingly, initiated by the husky. They were just sitting and watching one of the cub's favorite cartoons, and two characters begun to kiss. Dalton just turned to Roscoe and connected his muzzle to the older fur's. The raccoon was too shocked, and pleased, to resist. If it weren't for the adventurous pup, then they may never have evolved from sensual pleasure to what a fur might call love.
It was the first of many kisses to come.
When they parted moments later, Roscoe was nearly panting himself. He started stripping off his sweatshirt and undershirt and shivered a bit as the cool air hit his chest fur. Those heavily furred huskies always kept the house a bit on the chill side. Without prompt the cub leaned in to hug his teenaged lover close.
"You ready to play with your new toys, pup?" Roscoe hissed into his young charges ear. The child nearly squealed with glee in response. "We're going to play a little game today and role-play a little bit. You think you might like that?" He asked.
"Huh? Like pretending we're someone else?" Came the inquisitive reaction. "And stop calling me pup. You know I don't like it."
"Exactly! You're so smart. In this game you're going to pretend to be a true dog, you know, a feral dog. The ones that some people keep as pets," the raccoon continued.
"Why would I want to do that?" Asked the cub curiously.
"It'll be fun, trust me. You'll be a true dog, and I'll be your owner, breaking you in and training you. But remember, in this game, I might say some mean things or even shout, but it is just a game, all right? I don't really mean it. And if you ever want to stop playing because you inadvertently feel pain or get scared, all you have to do is tell me clearly that you want to stop playing the game. Do you understand?"
"Yep! I get it! All I have to do is act like a real d-"
Roscoe cut him off. "Hey! Stop talking! Dogs can't talk! They can only growl and bark. For that matter, they can't stand on two legs! Get on all fours before I punish you," the raccoon said strictly, but just playfully enough as to not scare the pup. The cub quickly stopped speaking and fell to his hands and knees on the carpet. "Now, I'm going to slip this leash onto you, and anytime you don't do what I tell you, or if you're too slow I'll pull on it and it'll give you a bit of a choke. Do you understand?"
"I unders-" the young husky coughed and nearly fell to the side as the chain links tightened around his throat for just a second. Roscoe noted that his small cock entreated just a bit further out of its furry prison as he was being choked. The kid liked it. This was going to be fun for the elder of the two, who was quickly growing hornier.
"Dogs can't talk. Remember. If I ask you a question you either don't answer, or you bark!" The teen scolded harshly. He unbuttoned and unzipped his own jeans with his free paw and slid them to his ankles, along with his plaid boxer-shorts, before reclining on the couch. He stroked his engorged sheath a few times to coax his already half-erect member from its confines. After a few seconds, with Dalton nearly drooling as he watched from where he knelt on the floor (his own member rapidly growing as well), Roscoe's phallus had grown to its full seven inches of raccoon pride, deep red and glistening in the dim glow of the lamp-light. "Now get over here and pleasure me," he commanded callously.
It took the pup a moment to get his motor skills down while moving on four limbs as opposed to two, and his hesitation elicited another sharp tug on his chain, causing the small canine to yelp and scurry before his master. He propped himself up in a begging position (this cub learned really fast not to break character) and placed his muzzle before his "owner's" raging erection, sniffing a few times to take in the raccoons musk. Just the sight of the pup fully engaging in his new game had Roscoe leaking pre.
"Wrong!" The raccoon nearly shouted as the much smaller fur was about to place his lips around the member. "Dogs can't do that, they don't have lips. You can only use your tongue this time."
Young Dalton quickly got the idea and tentatively gave the tip a lick. And then another. And then another. His dexterous tongue was simply built for this type of pleasure. His careful licking was rewarded with a few more small jets of pre, landing delicately on the cub's tongue who eagerly swallowed his master's salty treat. Within moments the pup was lapping at his swollen cock in earnest, running that pink tongue over every inch of his male-hood.
"Good pup! Just like that! Good dog!" Roscoe was barely able to praise his companion between moans of pure bliss. He lightly stroked the base of his penis while Dalton did the rest, feeling his climax fast approaching. Finally his member twitched sharply and ropes of pearly white cum began to shoot from the tip of his cock landing on the pup's forehead and running down the bridge of his muzzle. He grabbed at Dalton's head with his free paw and forced him back. "Open your mouth!"
The cub quickly complied and Roscoe used his paw that was wrapped around his cock to aim the remaining spurts of his seed down the canine's throat. "Swallow it all, pup! Don't you dare let a drop spill!" It had been almost two weeks since the raccoon had an orgasm, so he was brimming with cum. He pumped so much of his seed into the cub's head that the child, who was normally adept at swallow all he was given gagged a bit and had some run down his chin.
Finally his orgasm subsided and his panting slowed. Absently he held out the paw he'd been stroking his penis with, which had accidentally been covered in cum. His dog-slave eagerly lapped it off his fingers. Afterward Dalton moved to wipe his chin clean with the back of his paw, but was once again yanked away by the choke chain.
"Bad dog! You missed some! As your punishment you have to leave it there, same with the stuff that got onto your forehead!" The cub whined like a scolded puppy. It seemed he had mixed emotions on having the sticky stuff mat into his fur for a long time. But his cock was at its full four inches now, and liberally dribbling pre-cum onto the carpet. Roscoe would have to remember to clean it before he left.
"Now you have to do a few tricks for me. Sit up!"
The pup complied quickly, as to not be punished again.
"Beg for me!" Came a second harsh order.
Again Dalton did his trick, and his engorged phallus was twitching with anticipation.
"Roll over!" Roscoe said in an unforgiving voice. It was time fore the pup to have a bit of release. After the dog swiftly obeyed his master began to rub his chest and belly, softly cooing praises in stark contrast to his earlier harsh tones. His paws slowly moved towards his slave's ball sack. He fondled the small orbs, slowly rolling then in his black-furred paw, only occasionally grazing and tickling Dalton's swollen shaft.
"Please, Roscoe! Paw me off! Waiting hurts!" The dog cub finally whined after a few minutes of this treatment. Another tug on his chain brought the child back to whimpering like a puppy. And Roscoe quickly refrained from touching his friend's privates.
"Apparently you can't be trusted not to speak. Bad dog!" The raccoon reprimanded, grabbing another of the toys that he had brought the husky pup. "Now open your mouth!" Roscoe commanded, tightly strapping the ball-gag between his jaws as the pup complied. "Maybe this will teach you to keep your mouth shut!" He carefully tickled the younger male's trembling member just a bit longer until his small, yet definitive, knot began to swell. "Just one more accessory before I let you finish..." He delighted in seeing the yearning for sexual relief in the kid's beautiful eyes.
He moved to grab the glass phallus and the bottle of lubricant and saw the longing in the boy's blue orbs switch to confusion. "Don't you worry, pup. You'll enjoy this, and next time it won't be a fake one inside of you," he comforted. He squeezed a dollop of the lubricant onto his paw and slicked it between his fingers. "Just have to get you stretched and ready first." Roscoe poked a glossy finger at the cub's backside. Just feeling the heat coming off of it was enough to make the older of the two furs stiffen up again. Gently he wiggled the offending digit inside of the pup, whose eyes popped wide as he moaned against the ball-gag in a mix of pain and euphoria.
Dalton's virgin passage was so tight and warm that Roscoe could've cum again on the spot, but instead he remained true to his promise to himself, just to give the boy a taste of anal action this time, and to perform it himself the next. He circled his finger around a few times, watching the cub's cock twitch and jump every time he even slightly brushed his prostate. Gradually he worked in a second finger and plunged deeper, scissoring the two digits sharply, and receiving groans of pleasure in response.
"God you're tight, pup. But I think you're lubed and stretched enough now," Roscoe said absently, removing his fingers so he could liberally lube up the glass dildo. Gingerly he placed the small end to Dalton's bud and slid in the first three of seven spheres. "Do you like this pup?" The canine nodded and whimpered. "Good, because we got more to go. And don't worry, it'll warm up in just a bit." He forced the sex toy deeper until six of the beads were fully consumed by the cub's tight anus, stretching it wide and massaging his prostate. The raccoon slid the toy in and out slowly a few times, fucking him gently with the glass sculpture.
"Now I think you're ready, pup!" Roscoe said, stroking the small member several times before leaning in to suck on the cub's violent jumping cock, squeezing the immature knot as he did so. He barely bobbed up and down five times before a torrent of sticky goo flooded the raccoon's mouth, who hungrily swallowed his temporary sex slave's seed, leaving only a little to coat the cub's softening shaft. Strand after strand of viscous cum were shot into Roscoe's eager mouth.
Deftly Roscoe yanked the toy out of the trembling adolescent's body before he had time to finish basking in the afterglow. He unbuckled the ball gag, and allowed the small child to massage his jaw for a minute, cum and saliva leaking from his muzzle as he did so. Promptly he began panting and continued to lay desolately naked on his living room floor. The choke chain was also delicately removed as well.
"Well pup, I got you one last present," the equally nude, albeit elder, raccoon commented, getting up to dig into his backpack once more. "Did you enjoy my new game?" Roscoe inquired as he shifted books and papers, searching for his quarry.
"Yeah, it's a lot of fun," Dalton said, finally sitting up, and massaging his retreating cock, stopping only to lick his paw free of the remnants of his own seed. "But it also hurt a bit," he continued, rubbing his sore rump. "Next time you get to be the real dog and I get to be the master!"
"That sounds fair, but I was thinking of another game for next time. Do you ever play dress up and make believe?" The raccoon asked, grunting in displeasure at misplacing his last gift, but persisted in rummaging around in his book bag.
"That's a little girl's game!" The pup insisted.
"Exactly, and I have a stunning dress and some cotton panties that would look absolutely gorgeous on you," Roscoe replied truthfully. "But if you're afraid you'll like it, I guess we don't have to play one of our secret games..."
"I won't like it! You'll see! I'll wear it next time just to prove you wrong!" He snorted, getting up and bending down once more to retrieve his underclothing, showing off another great view of his ass as he slid them on.
"I'm sure you will, pup, I'm sure you will. Ah! Here it is!" He finally found what he was looking for: a small, black, vinyl collar with a dog tag shaped like a pink heart that read 'Dominate Me'. He strapped it around his ward's neck, and wished he had a camera. Seeing the cub stand there in only his sparkling white briefs and a collar literally made Roscoe's jaw drop. "You are beautiful, you know that? Now just make sure you don't wear that when you're parents are around or we'll both be in a lot of trouble, okay? This is just another one of our little secrets. Now go get yourself washed up and I'll clean up out here."
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Several hours later when Dalton's parents arrived they found their son in his sleepwear (t-shirt and underwear, how adorable at his age) curled up asleep on the couch next to Roscoe, who was holding a bowl of popcorn in his lap and a can of diet soda in his paw watching a cheesy horror movie on cable television.
"I hope you don't mind, but he was a real good kid tonight, so I let him stay up a bit later than usual. I figured it would be okay as long seeing as it wasn't a school night," the raccoon said after greeting his favorite employers.
"As long as he didn't give you any trouble," the cub's mother reply sweetly digging Roscoe's pay out of her purse, along with a little tip for them staying out later than intended.
"No trouble at all. He's a great kid. And I'm free next weekend again if you need a hand watching him," the raccoon nodded.
"Well now that you mention it, his father and I have a business trip all the way down in city for the weekend, and I'll need someone to watch him for three days."
"I'd be more than happy to help out..."