Joey-Napping

Prancing along, occasionally thwacking his tail against the ground as if to help push him further into the air as he hopped up, Oliver jumped up high with his fist raised up, a big smile on the five year old kangaroo’s face as his cape flapped behind him. The little joey was dressed in the costume of his favourite superhero, most of his cream caramel coloured fur packed under a tight fitting onesie, a mask around his eyes, his blond hair tussling in the evening wind as he mimicked flying through the air, the few streaks of purple colour in his mane glimmering under the street lamps. Oliver loved Halloween, having gotten his costume prepared well ahead of time, brought from the shop as soon as they started stocking up on them, a few additions and upgrades made to it at home to make the superhero outfit seem more true to the boy's idol. Of course, dressing up wasn't the only part about Halloween that the kangaroo loved, his candy pail swinging around in his hands as he sprinted about, making whooshing noises as he imagined himself flying through the neighbourhood, already almost half full. Oliver wasn't satisfied with just a mere half a bucket of candy however, planning on touring the entire neighbourhood before the night was over, wanting to have enough candy to snack on some everyday for the entirety of the next month at least. Getting nervous about time running short, seeing other cubs nabbing up candy from the houses ahead of him, the joey picked up the pace slightly, just about to run ahead when his father's voice rang out from behind him, 
“Ollie, don't go too far, you gotta wait for me!”
Groaning, his shoulders slumping down slightly, the boy turned to Cameron, dejectedly walking back to his dad. The man was moving at a snail's pace, and insisted on stopping to chat with almost every single one of their neighbours every time they went up to trick or treat at a house, putting Oliver at risk of missing out on all the good candy that'd surely be snatched up first. Sighing as he waddled along next to the bigger kangaroo, the cub gave his father's shirt a tug, putting on his best puppy eyes as he pleaded, 
“Dad, can't I just go ahead of you? I'm old enough, I even walk to school already!”
Cameron thought about it for a moment, hesitating as he hummed, eventually relenting with a slight shrug, 
“Well, I guess it is just our neighbourhood. But don't go out of sight, okay?”
Already running off before the man had even finished the sentence, the overjoyed cub sprinted off, a big smile on his face as his cape fluttered in the wind, shouting over his shoulder as he hurried towards the next house, 
“Alright, I won't dad, thanks!”

Though he was making very good time getting around the neighbourhood, Oliver still wasn't quite satisfied with how fast his candy haul was growing, watching as the moon peeked up from beyond the trees as he slapped his tail nervously against the pavement, groaning while looking back to see his dad still slowly walking up the street. The boy knew that he wasn't supposed to be going out of eyesight of his father, but he didn't see any way for him to make it to all the houses he wanted to hit in time if he couldn't dash ahead, debating the situation as he stood still, looking back and forth while shifting from one foot to the other. With a determined smile, Oliver eventually made up his mind, taking the risk of getting an earful from Cameron in return for the sweet bounty he'd surely collect. Glancing back towards his dad, the cub waited until the man stopped to chat with one of their neighbours once more, taking the opportunity to slip away with Cameron distracted, quickly hopping behind a few bushes and scampering off down the street, intending to come back once he'd filled up his candy bucket. Without his father there to slow him down, the young joey was able to collect candy much faster, knocking on door after door, smiling happily with everyone loving his costume, lavishing him with delicious treats. Coming towards a house at the end of the street, Oliver spotted a few other kids hurrying off in the other direction, looking pale and creeped out, getting a chuckle from the kangaroo, 
“Man, they've gotta have some really awesome decorations here to scare those guys like that!”
Hopping up to the door, the cub was slightly disappointed to see nothing beyond a few plastic skulls lying about and a very obviously fake spider dangling from the wall, rolling his eyes as he pressed the doorbell, 
“What pansies!”
As soon as the door began opening up, the kangaroo held out his candy pail, shouting out with a smile, 
“Trick or treat!”
Looking up, the boy saw a large wolf glaring at him, only a tank top and a pair of jeans on the man, leaning on the door and licking his chops as he stared down at the much smaller cub, 
“Well, what do we have here~?”
The canine peeked out, looking around his porch, seeing that the kid was all alone out there as he smirked, grabbing at his crotch and adjusting something in his pants as he returned his gaze back to the joey, 
“Cute costume. I've got some mini-bars here, but I think your outfit is good enough to merit a whole bag of candy. I think I've got some in my kitchen, wanna come pick one out~?”
Excited at the promise of an entire bag of candy, Oliver jumped at the chance,
“Yeah!”
Without thinking about the risks, the boy walked past the wolf and into the house, not noticing how the man was staring at his backside while grinning, closing and locking the front door behind them, 
“The kitchen is just back there, on the right~”

Wade couldn't believe his luck, unable to hide the predatory grin on his muzzle as he eyed up the little boy that had just willingly walked right into his house, like a fly into the spider's web. The wolf had planned to go out hunting for some cute young piece of ass once it had gotten slightly darker out, but lady luck had just tossed a completely helpless and unaccompanied kid his way without even needing to bother doing that, saving him all the trouble. With one hand massaging the front of his pants, already feeling his manhood poking out of his sheath as it grew larger and stiffened up, the man followed Oliver deeper into his house, laying his free hand on the boy's shoulder, ushering the little superhero down the hallway. Completely blind to the incredible danger he'd just put himself into, the kangaroo stepped into what he thought would've been the kitchen, instead finding himself in the stranger's bedroom, cocking his head in confusion as he looked around. A camera had been set up on a tripod right next to the bed, and heavy curtains had been drawn over the windows, as if the room had deliberately been set up for something, a chill running up the joey’s spine, nervous that something was wrong even if he didn't know exactly what it was. Wade shoved the boy into his bedroom, nudging the cub over to the bed before closing the door, stepping over to the camera and turning it on, intending to use the night for both pleasure and profit, 
“Alright, little guy. I'll give you plenty of candy once we're done, but you gotta earn it~”
“E… earn it?”
With a grin, the wolf stepped in front of the camera, taking the dressed up kangaroo and sitting the kid down on the side of his bed, plucking the eye mask off of the boy's face. Going as still as a statue, feeling his entire body locking up in place out of fear, Oliver felt his heart racing as the man reached behind his back, taking off his cape before slowly pulling down the zipper on his superhero onesie, stripping it off of him as he whimpered nervously, 
“I… I don't think I want that candy…”
“What kinda kid doesn't want candy? Just relax and stop being such a sissy~”
Wade pulled the costume off of the young kangaroo, chuckling and nodding his head as he tossed the suit aside, eyeing up the blushing little joey, only a pair of tighty whities left on the boy. Oliver tried to cover himself up, his tail curling around his lap as he hunched down, glancing towards the camera with an anxious gulp, shivering as the wolf reached down and grabbed his underwear, pulling them down even as he weakly tried to stop it. Stripping the pair off of the kid and leaving him completely naked, the canine shoved Oliver onto his back, his hands quickly covering up his bare crotch as he watched the man getting undressed as well, feeling his breath freezing up at the sight of the wolf's underwear dropping to the floor, a big, knotted cock flopping out, staring him straight in the face as the tip dripped with clear precum. 

Admiring the little kangaroo’s nervous stare as he let his cock dangle in front of the trick-or-treater’s face, Wade grabbed the boy's snout and turned the kid to face the camera as he grinned, knowing that his audience would love to see the cub's scared expression just as much as he did, huffing as his knotted girth twitched, spraying a rope of precum onto the naked boy's belly. Staring at the rock hard stranger in horror, whimpering anxiously, unaware of what was going on but knowing instinctively that this wasn't supposed to be happening to him, Oliver tried crawling away from the man, barely getting his feet up onto the bed when the canine latched onto his ankle with a smirk, flipping him onto his belly as he let out a startled bleat. Landing on his face with a grunt, the cub felt a hand grabbing onto the base of his tail, lifting it up and out the way of his rear, foiling his desperate attempts at keeping his nude body hidden away from both the stranger as well as the camera recording it all, another hand grasping at his ass cheeks and spreading the pair apart. Looking over his shoulder, the boy could see Wade gathering up a glob of saliva before spitting it directly between his spread open buns, landing into his ass crack and drooling down onto his virginal pucker, trickling down and tickling him in the most uncomfortable of ways as he shivered, giving a tiny whimper. Rubbing his spit onto the tailhole with his thumb, spreading and smearing it around, the wolf slowly pressed his finger against the clenched hole harder and harder, watching the kid groan and kick as the pucker began to give way, the tip of his finger slipping inside as the joey squeaked. Writhing around on the bed in discomfort, Oliver gasped as his rapist molested him, pushing the thumb deeper and deeper, stretching out his hole in preparation for the real thing. Pulling the asshole open as the kangaroo let out a pained scream, Wade brought the tip of his cock right up to the tight entrance, panting in anticipation as his knot twitched, begging to be plunged into the tight hole. 

The canine pulled out his thumb and sunk his shaft inside before it had time to clench closed again, shoving the boy down and pinning Oliver against the bed with both hands as he thrust inside with a forceful snarl, stretching the unused pucker wide open around his thick manhood as he tossed his head back. Oliver on the other hand shrieked in agony, tears immediately flowing down his face as he screamed and kicked, the searing pain of having his tailhole ripped open by the pulsing canine cock with barely any warming up or even lube almost causing him to pass out. Ramming at the kid's asshole even harder every time another wail left the boy's mouth, wanting the screaming and howling wreck to really put on a show in front of the camera, Wade moaned as he stuffed more and more of his red rocket into the tight hole, holding back from cumming even as his knot kissed the puffed up rim of the little kangaroo’s asshole, determined to make the kid's first time a particularly torturous one. Feeling his entire body contorting and jolting, Oliver was certain he was through the worst of it, that it'd start getting easier, just when he felt the wolf starting to work in the knot as well, his voice raising a few octaves as he squealed and shrieked, his fists hammering the mattress as his tears flowed down his cheeks, unable to even think straight as the panting canine's bulging knot stretched out his tailhole, knocking the wind out of his lungs when it finally slotted in all the way. 

Grunting as he unloaded deep inside of the screaming kangaroo’s ass, holding the boy down as his knot throbbed in the twitching hole, Wade grimaced as cum gushed from the plugged up pucker, trickling down onto the bed. Gripping the kid's tail, the wolf yanked his knot out before it had even deflated at all, a screech from the joey ringing out as he growled and fired a few final ropes of his seed over the cub's ass and back, painting the cream fur with stripes of white while panting. Still in agony even with the thick rod pulled out of him, Oliver kept sobbing and wailing as he rolled around on the bed, the camera getting a good look at his gaped out asshole, winking and drooling with cum, red and bruised from the pounding he'd been given. Getting slightly annoyed with the constant screaming, and worried it might draw some unwanted attention, the wolf reached for his bedside table, yanking open a drawer and pulling out a syringe he'd stashed there just in case, holding down the cub and sticking the young joey on the thigh with the needle, pressing down the plunger while grinning, his cock still dribbling all over the kid's fur. Jolting from the sting of the syringe, Oliver stared up at the ceiling, crying as the unknown drug entered his system, his voice slowly getting quieter and more drowsy, his eyes almost closing as his pupils dilated, wandering around aimlessly. With the kangaroo much easier to handle, Wade tossed aside the syringe and instead pulled out something very different, eager to try out a kink he'd been craving ever since the last cub he'd managed to coax into his house. Too drugged up to know what was going on, Oliver only moaned and squirmed around as the man pulled out a diaper, opening it up and slipping it under his ass, chuckling as cum already started soaking into the padding from his stretched out and creampied tailhole, leaving the diaper soggy as it was taped up around his crotch. 

Rolling the roo onto his belly and giving his padded rear a pat, Wade smirked as crinkling sounds mixed in with the boy's drowsy moans and groans, kicking his legs and rocking from side to side like a toddler, befitting of what he was wearing. Thanks to the sedation, Oliver’s mind was far too foggy to realise what was going on, forgetting all about the man molesting him or the camera filming it all, losing all sense of shame or shyness as he embarrassed himself in front of the lens, slurring as he buried his face against the bedsheets already damp from his tears and saliva. Laughing at the overgrown toddler, Wade grabbed the joey by the scruff of the neck, sitting down on the side of the bed and yanking the kidnapped cub onto his lap, holding his cock with his other hand as he shoved the kid's face against his knot. The man rubbed Oliver’s snout against his dick, moaning as cum smeared across the boy's muzzle and lips, slipping a finger into the drugged up kangaroo’s muzzle and opening up the joey’s maw. Doing nothing to struggle or fight back, Oliver’s eyes rolled around in his head as the canine's cock pushed down into his mouth, salty taste overwhelming his tongue as the grunting wolf pulled his head down against the red rocket, sliding the girth deeper and deeper, until the tip was tickling the back of his throat. Besides gagging every now and then as the thick manhood twitched in his gullet, the little kangaroo stayed perfectly docile, letting the growling wolf fuck his face, bouncing his head up and down on the lap, the knot occasionally slipping past his lips as streams of precum drained down into his belly. It didn't take long for Wade to be at the edge again, grunting and groaning as he felt the boy's throat clenching around his shaft, slamming the kid's muzzle down to his balls as he emptied another load inside of the drugged kangaroo. Weakly clinging onto the wolf's fur, Oliver’s eyes watered up as a huge shot of cum flooded his maw, streaming down the sides of his mouth as he struggled to swallow down the big load, coughing and gagging as he gurgled. 

Both males gasped as Wade pulled out from the joey’s muzzle, still holding his dick right under the knot as it twitched in his hand, squirting ropes all over the panting boy's face. Flinching lightly whenever another wad of cum splattered against his face, the dazed Oliver just huffed, playing with the drool of cum spilling from his mouth, smearing it on his fingers as the kidnapper watched him with a smirk. Before the wolf could decide what to do next, he heard the voice of another man coming from somewhere out on the street, 
“Oliver?! Hey, Ollie, I told you not to run away! Oliver, where are you?!”
With a chuckle, Wade rolled the drugged up cub off of his lap, getting up and turning the camera off, grabbing the discarded superhero costume from the floor, 
“Looks like daddy's looking for you, guess we gotta cut this a little short~”
The canine quickly dressed Oliver back in his Halloween outfit, leaving the soggy diaper still on the boy, a slight bulge around the onesie’s waist as the cum-filled padding crinkled. The joey could barely stay up on his feet, swaying about as the man hurriedly shoved him out the front door, cum still staining his muzzle and a load drooling out of his stretched out asshole as Wade shoved a few chocolate bars into the candy pail he was carrying, giving the cub a pat on the head, 
“Come on back next Halloween, you can make me even more rich~”
With a slap on his crinkly ass, the kangaroo was sent shuffling off of the porch, moaning as he waddled into the street, eyes unfocused as his father ran up to him a few minutes later, 
“There you are, Oliver! I was worried sick about you, where were you?”
The boy didn't answer, just moaning incoherently as he wiped cum off of his cheeks, giggling and nearly toppling over.