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The young boy dressed as Spider-Man knocked on the hotel room door. He was nervous but excited; it was Halloween night, and he was responding to an invite he’d received from an older friend of his, asking if he’d join him for “a very special private Halloween party”. He gave a little shiver of anticipation as he waited for someone to answer the door, and then let out an actual squeal of excited surprise when it opened.
“Well, how d’you do, young Spider-Boy?” said Jack Dylan Grazer, with a smirk and an approving nod as he took in the younger boy’s costume. It was an old costume, and it was very tight; it still just about fit him though, and anyway, he thought Jack would appreciate this.
“Uh, h-h-hello Jack,” stammered Julian Hilliard, gulping slightly as he in turn checked out the older boy’s outfit, which consisted of a black corset, tight black briefs and mesh tights; he was dressed as Dr. Frank n Furter from Rocky Horror.
“Do come in,” said Jack, with a smirk, “Oooh, a very cute little Spider-Boy indeed,” he added, glancing down at the back of Julian’s costume as he entered the room, paying particular attention to how tightly it hugged the young boy’s backside.
This whole evening had taken some considerable planning on Jack’s part. He’d wanted to find a way to meet up with Julian again ever since their impromptu hookup at the Monsterpalooza, and it seemed like Halloween would be the perfect time. He’d had to convince their agents to set up a meeting for a “special audition”. Luckily, Jack was very experienced in how to convince agents to do him favors. He was not above getting on his knees and begging for their help… well, the getting on his knees part anyway.
“Mmm, that costume sure is tight,” said Jack, “And oh look, how cute, you’ve got abs!” he laughed, running a hand down the ridged front of Julian’s costume.
“Better believe it, dude,” said Julian proudly, “These are all natural, I’m ripped!” He grinned and flexed his slender biceps.
Jack laughed, grinning. “Aww, you are adorable. And I guess we’ll see just how real they are…” he added, with a smirk.
Julian giggled as he hopped up to sit on the edge of Jack’s bed, glancing around the room curiously. “So, what kinda party you got planned?” he asked. He noticed a big bag by the bed, and something about it made him a little nervous.
“Well,” said Jack, smirking as he looked down at the younger boy, “I was thinking a little trick or treat…”
Julian frowned. “Really? We’re going trick or treating? What am I, ten?” he scoffed.
But Jack shook his head, a glint of mischief in his brown eyes. “Oh, this is a very special version of trick or treat,” he said, smirking, “I heard from Jackson that you and Jett got into some real freaky shit on the set of WandaVision. So I thought of this… we’re gonna play a little card game.”
“Like strip poker?” squeaked Julian excitedly.
“Down, boy,” laughed Jack, “You little slut.” He shook his head, but grinned. “It’s just a little game of higher-lower, but the twist is that if you get the better card, you get a treat, but if I get the better card, I get to play a trick on you.”
“Ooh, what kinda trick?” asked Julian.
“You’ll find out,” said Jack, “They’re all fun and sexy though.”
“Ooh, I’m in,” squealed Julian.
Jack nodded approvingly. “Okay, well, just a couple rules before we begin,” he said, “Firstly, if you wanna stop at any point, just say ‘pineapple’, or else make the circle sign with your hand.” He demonstrated the sign with his pointer finger touching his thumb. When Julian frowned a little, Jack elaborated, “In case you can’t speak at the time…”
“Ah, okay.” Julian nodded, with a nervous gulp.
“And the second rule…” continued Jack, “If one of us draws the Jack of hearts, we win the game and can do whatever we want to the other one.”
“Ooooh!”
“Ready to start?” asked Jack, and Julian nodded eagerly, “Okay, well, get your cute little butt up on the bed then while I shuffle the cards.”
Julian obeyed, watching nervously as Jack picked up a pack of playing cards from his nightstand and shuffled them. He then took the top card and handed it to Julian, who turned it over to see…
“Uhoh…” mumbled Julian; it was the 3 of clubs.
Jack smirked, turning over the next card. “Heh!” It was the 10 of diamonds. “Shuffle up the bed,” he said, and Julian did so. Jack then went through the bag and pulled out a pair of cuffs. He proceeded to cuff Julian’s left hand to the headboard of the bed. As he leaned across him, Jack couldn’t help but notice a small but obvious bulge already showing in the tight front of the younger boy’s costume; clearly, he was already getting a little excited. “Okay, you ready for the next one?” asked Jack, and Julian nodded.
Julian turned over the 6 of hearts. “Okay, a little better…”
Jack turned over the 10 of hearts. “Oop.” Smirking, he reached over and cuffed Julian’s right hand to the headboard as well.
“Aww, I’m gonna lose here!” sighed Julian, looking up at Jack with puppy dog eyes, already finding himself in a very vulnerable position with both his arms cuffed behind his head to the frame of the older boy’s bed.
“Maybe,” said Jack, “We’ll see, though.” He glanced down at the younger boy’s crotch again. “You seem to be enjoying it all the same,” he breathed softly, running a hand gently over the bulge in Julian’s costume, making him giggle and squirm a little. “Anyway, next cards. I guess I’ll have to turn over for both of us now,” he added, with a smirk.
Julian’s card was the 4 of spades. “Jeez, did you stack this deck, dude?” groaned Julian.
“No, you saw me shuffle them,” Jack pointed out. “Oop, bad luck, kid,” he added, as he turned over the King of hearts. “Hmm, what trick this time?” he considered for a moment, stroking his chin, “Oh yeah, lick my pits, boy!” He leaned over Julian, who hesitated for a moment, but then when Jack shoved his armpit right into his face, he complied, rubbing his nose in the sweaty hair as his tongue lapped at the older boy’s pit.
“Oof, so sweaty,” said Julian, scrunching up his nose a little as Jack switched arms, before his face was buried in it again.
“Mmm, nice one, kid,” sighed Jack, smirking as he let Julian free of his pits at last.
“Ugh, I better get a treat this time,” grumbled Julian, as Jack turned over the next cards. “Hmm…” he mumbled, as he got the 6 of diamonds. “Oooh…”
Jack’s card was the 2 of spades. “Ooh, lucky kid,” said Jack. He leaned in close to Julian and kissed him softly but firmly on the lips. Putting a hand behind the younger boy’s head to pull him in closer, he started passionately making out with him. Julian let out a soft sigh of pleasure as Jack then hickeyed his neck a little.
“Mmm, that was nice,” he sighed, as they broke apart. Jack then turned over the next card. “I keep getting sixes…” said Julian, frowning slightly as he got the six of clubs this time.
Jack turned over his card, the Jack of diamonds. “Mmm, my card,” he chuckled.
“Oh shit,” gasped Julian, “I thought that was the Jack of hearts for a second.”
“Nope, not yet, kid,” said Jack, with a smirk, “But hmm, what trick next… Well, you do have a talented tongue it seems, how about you lick my feet this time.”
“Okay, sure,” Julian gave a little shrug as he watched Jack strip off his socks and then lay back on the bed so he could put his sweaty feet in Julian’s face. Without much hesitation this time, Julian eagerly started kissing and licking the soles as Jack leaned back and sighed happily.
“Mmm, yes, suck my toes, boy,” sighed Jack, and Julian obeyed, running his hot young tongue between the older boy’s toes and sucking hungrily on them. “Damn, you’re good, kid,” he groaned, “But hmm, you seem to like this a little too much for a trick,” he added, squeezing the bulge in Julian’s crotch again, causing him to whine.
For the next cards, Julian drew the 2 of clubs, and Jack drew the 3 of spades. “Oof, close,” breathed Jack. “Hmm…” he considered for a moment, trying to decide on his next trick. Then he smirked. “Let’s see of these abs are for real, shall we?” Jack reached over to the nightstand and picked up his phone. Setting it to video mode, he looked down at Julian with an evil smirk. “Is little Juju really ripped?” he asked the camera, before ripping open the front of Julian’s costume. “Nope, he’s just a scrawny little nerd. I knew it.” He slapped Julian’s soft, flat tummy and laughed.
“Heyyyy!” objected Julian, looking reproachfully up at Jack from behind his glasses.
Jack put the phone away and winked at Julian. “Luckily, I happen to love scrawny little nerds,” he said, running a hand down Julian’s chest and tummy, “Mmm, so sexy,” he breathed.
Julian giggled, then glanced nervously over at the phone. “Uhh, you won’t do anything with that video, right?” he asked.
“Of course not,” said Jack, doing his best impression of the angel face emoji, before his face split into a smirk reminiscent of the devil face emoji, “Unless you lose, of course.”
Julian gulped.
“But let’s see what we have next…” said Jack, and he turned over the next cards.
This time, Julian got the Ace of clubs. “Ooooooh!”
And Jack got the 3 of diamonds. “Ooh, okay, I guess you definitely deserve a treat this time,” said Jack. He climbed on top of Julian and started planting soft kisses down his slim, smooth chest and over his soft, slim tummy. He ran his tongue around Julian’s pale little nipples, nibbling on the nubs as they hardened and Julian squirmed, before kissing around his chest and licking his belly button, causing Julian to giggle. As he did so, he rubbed Julian’s hardening little bulge.
“Mmmm, yes, daddy Jack!” moaned Julian.
“Ooh, I like that,” growled Jack softly, “My sweet baby Juju.” But after a few more moments, in which Julian squirmed and moaned even more, he stopped. “Don’t want you to bust in your pants though kid,” he said, “Not that you can even cum yet, if I recall correctly…”
The next cards were drawn. This time, Julian got the 8 of diamonds… and Jack got the 3 of hearts.
“Ooh, more luck for the little cutie,” said Jack, grinning cheekily, “Hey Siri,” he called to his iPhone, “Play Sweet Transvestite.” As the music started playing, Jack got to his feet and started doing a striptease for Julian. As the helplessly tied up boy watched in awe, Jack danced seductively before him, stripping off the corset and rubbing his chest, before teasing Julian by rubbing his bulging briefs, even pulling them down a little to flash his thick cock briefly at the young Marvel boy. Julian was practically drooling as Jack got back on the bed and straddled him, shoving his now bare chest right in Julian’s face, before teasing him with a flash of his cock again. “Mmm, you’ll get that soon, if you’re a lucky boy…” he growled.
With the next cards, Julian got the 2 of diamonds. “Fuck,” he muttered.
“Not just yet…” said Jack, smirking, as he turned over the Queen of spades. “Hmm, I think another little video.” He reached forward and ripped the top of Julian’s costume open completely, exposing the young boy’s pale, smooth young torso right down to the waist. Picking up his phone, he pointed it at Julian. “How about you say your name and tell everyone you’re my little Spider-Boyslut?”
Julian gulped nervously, looking up at the camera pointing at his exposed, half-naked young body. “H-hi, I’m Julian Arthur Hilliard and I’m Jack Dylan Grazer’s little Spider-Boyslut.” He glanced pleadingly from the camera over to Jack, who smirked and winked at him.
“Mmm, good boy,” said Jack, nodding as he put the phone away. “Let’s see what’s next…”
Julian got the Ace of hearts. “Oooh!”
Jack turned over the 9 of hearts. “Okay kid, you get lucky. What do you want for a treat this time?” he asked.
Julian didn’t hesitate; he’d been ogling Jack’s sweaty chest for the last few minutes anyway, and he said eagerly, “Can I suck on your nips?”
“Sure kid,” said Jack, nodding as he straddled Julian to give him better access.
Julian eagerly leaned forward and started to kiss and lick Jack’s chest, running his tongue across the older boy’s dark nipples and sucking hungrily on the nubs. Jack gave a low, satisfied moan as the young boy worked his magic, nibbling his nips before kissing down his chest and across his soft tummy. He grinded down against Julian before grabbing his face and pulling him into another deep kiss.
“Okay, next,” said Jack, reaching for the cards once more.
Julian drew the Jack of clubs. “Ooh, this time I get Jack!”
Jack turned over the 7 of diamonds. “Mmm, lucky kid, but sure, Jack will jack you.” He reached down, slipping his hand into Julian’s costume. His hand closed around the younger boy’s poker-stiff five incher, and he started rubbing him slowly as he leaned in to make out with Julian again. Jack felt Julian squirming and moaning into his mouth as he kissed him while rubbing his hard little dick. Conscious of not pushing the young boy over the edge just yet, Jack stopped, and they broke apart once more.
Next up, Julian drew the 5 of diamonds.
Jack turned over the Queen of hearts. “Ooop, luck ran out, kid. Trick this time. Hmm, this costume really is tight, aintit?” He ran his hands over the skintight fabric, causing Julian to shiver a little. “Get those legs up,” he demanded, and Julian obeyed. “Mmm, your ass looks so good, kid,” breathed Jack. He spanked it hard through the suit and Julian cried out. “Mmm yes indeed.” Slap! Slap! Slap! He spanked it several more times. “Gonna be as red as the top half of the suit in a minute.” Jack continued spanking his ass until Julian was actually crying, tears running down his face from behind his glasses; the younger boy cried out but still didn’t say ‘pineapple’. “Okay then, kid, ready for the next?”
“Su-sure,” stammered Julian, blinking away tears but looking determined.
This time, Julian got the King of diamonds… and Jack got the 4 of hearts. “Oof, the kid’s luck is back… maybe…” He paused for a moment. “Tell you what, let’s see how red this ass is now,” he said, and he ripped open the back of Julian’s costume to reveal his soft, round cheeks, which were indeed very red from the spanking. “Mmm, damn,” breathed Jack softly, as he spread them. “Bright red cheeks and a nice pink little hole, beautiful.” He then proceeded to bury his face between those cheeks and started eating Julian out. The younger boy moaned in pleasure as Jack’s hot tongue explored his tight young boyhole.
“Mmm, yes, daddy Jack!” moaned Julian, squirming and giggling with pleasure.
“Oh yeah, you like that?” Jack hissed into Julian’s crack.
“I doooooo!” squealed Julian.
“Mmm, good boy,” said Jack, “Good little Spider-Slut!” he added, causing Julian to giggle more, and then moan deeply as Jack’s tongue probed further into his ass.
“Awww,” sighed Julian in disappointment, as Jack stopped a few moments later.
“Heh, time for another card, kid,” said Jack.
He drew a card for Julian; it was the 5 of clubs. “Awww.”
But then he drew his own card, which was the 4 of clubs. “Oop. Well, well, lucky boy. Hmmm…” Jack glanced down at Julian’s crotch, “You got really hard from me eating your ass out, didn’t you? Put your legs down.” Julian obeyed, and then Jack ripped the front of his outfit open a little more. He pulled out Julian’s rock hard, slender five incher and then hungrily gobbled it up, managing to get Julian’s whole cock and both of his smooth little balls in his mouth at once. Julian squirmed and giggled and then started to moan again as Jack began to blow him. Jack’s tongue played all around Julian’s soft, smooth skin, sending waves of pleasure through the young boy. “God, your little boy cock is so fucking yummy,” sighed Jack, as he finally pulled off, “Talk about a treat.” He ran his tongue slowly along the length of Julian’s smooth prick, as if it were a delicious lollipop. “But let’s see if your luck holds…”
Julian’s next card was the 8 of hearts. Jack’s was the King of spades. “Apparently not.” He smirked as Julian gulped. “Your turn to suck on something, I think,” said Jack, reaching over to the bag again and pulling out a large, thick black silicone dildo. “I wanna see you deepthroat this, kid.”
“But… it’s so big!” gulped Julian, staring nervously at the sex toy.
“Mmm, it is,” agreed Jack, “But I’m sure you can handle it, you little slut.” Julian nodded and started sucking on it. “Better make sure you get it all slicked up,” said Jack, with an evil grin. “Come on, I said deepthroat it!” he added, shoving the dildo further into Julian’s mouth; the younger boy coughed and gagged but eventually managed to take it as deep as he could. “Well, okay then, let’s see what happens next.”
While Julian continued to gag on the thick dildo, Jack turned over the cards. For Julian, the 5 of spades… and for Jack, the 7 of clubs. “Oopsies,” laughed Jack, before grabbing the dildo, pulling it from Julian’s mouth. With barely any warning, Jack lifted the boy’s legs and shoved the dildo right up Julian’s ass. Even with his tight hole and the dildo being slicked with spit, it still made the boy cry out loudly and then moan. The moaning only increased as Jack twisted the end of the dildo and it started vibrating. “Every time you lose,” growled Jack, “I crank it up.”
“Oh fuck,” gulped Julian.
The next cards were turned over; Julian got the Queen of diamonds, and Jack got the 10 of clubs. “Okay, lucky this time,” said Jack. Shifting position, Jack sat at the other end of the bed and squeezed Julian’s cock between his sweaty feet; the younger boy giggled and squirmed as Jack gave him a foot job, the dildo still vibrating inside his boyhole. “Yeah, you like that?” asked Jack. Julian nodded, still squirming and moaning. “Well, let’s see if you get lucky again.”
He turned over the cards. For Julian, the 8 of spades… but for Jack, the Jack of spades. “Nope.” Jack reached down and cranked up the vibration on the dildo, causing Julian to cry out and moan again. “Hmm, are you ticklish by any chance?” wondered Jack, running a finger across Julian’s foot. He then roughly pulled off his shoes and stripped off his socks. Grinning evilly, he began to tickle Julian’s feet mercilessly, causing the young boy to squirm, giggle and moan from the sensation. “Guess you are,” said Jack.
“St-stop it, please,” pleaded Julian. But he didn’t say ‘pineapple’, so Jack ignored him and continued.
After a few minutes of making the boy squirm and moan, Jack did stop, and proceeded to turn over the next cards.
Julian got the 2 of hearts. “Oh no,” he groaned.
Jack smirked as he turned over the King of clubs. “Oh dear,” he chuckled darkly. He cranked up the vibrator several positions, and then straddled Julian again. Pulling down his briefs, Jack shoved his hard, seven-inch cock into Julian’s mouth. Julian was about to start sucking him off when Jack sighed deeply and Julian suddenly felt something hot and wet running across his tongue and down his throat. He realized that Jack was pissing in his mouth; he gagged slightly for a moment, but then decided to just go with it. Jack really expected Julian to give the finger circle sign at this point, but he didn’t. “Damn, kid,” he said, impressed, as he finished emptying his bladder down Julian’s throat.
Julian gulped as Jack turned over the next pair of cards; for Julian, it was the 7 of spades… and for Jack, the Ace of spades. “Oh no.”
“Hehe.” Jack smirked as he reached back to crank the vibrator up to max, before stifling Julian’s moans by shoving his cock back in his mouth and roughly fucking his face. Jack’s heavy balls slapped against Julian’s chin, sweaty pubes crushed against his nose. He moaned and grunted as the younger boy choked and gagged, while also moaning. Jack just about managed to hold off from blowing his load down Julian’s throat, instead pulling out and reaching for the next pair of cards.
For Julian, he turned over the 7 of hearts.
Then for himself, he turned over the Jack of hearts. “I win!” he said triumphantly.
“Uhoh,” gulped Julian.
An evil smirk on his face, Jack pulled the dildo out of Julian’s ass and instead slammed his cock into the boy’s hole, ballsdeep in one thrust. As Julian cried out loudly, Jack reached around for something from the bag; Julian’s eyes widened as he pulled out a ball gag and put it on the younger boy, stifling his cries. “Fuck, you look so good like this,” growled Jack, grabbing his phone to snap another picture of the vulnerable, dominated little boy.
Jack proceeded to fuck Julian as hard as he could, grunting and moaning as he thrust roughly into the younger boy. Julian cried and moaned around the gag, his eyes watering and his face screwed up in a mixture of pain and pleasure, but still he didn’t give the sign that he wanted it to stop.
“FUUUUUUCK!!!” roared Jack, grunting more deeply than ever as he finally reached the point of no return and unloaded deep inside Julian. “Mmm fuck yes, kid, you’re amazing,” he sighed, leaning down and kissing Julian firmly on the mouth before finally pulling out of his wrecked young boy pussy. “You enjoy that?” he asked, as he ungagged Julian.
Julian coughed and spluttered a little, but then nodded. “Yeah, I did. That was a fun game… hey, wait a sec…” he said, looking over at the cards on the bed. He frowned and then looked accusingly at Jack. “You cheated!” he cried, “You skipped a bunch of cards there and you marked the Jack of hearts.”
“Oopsies,” Jack said, with a cheeky smile.
“You’re a bad boy, Mr. Grazer,” said Julian, shaking his head and frowning.
“Oh, am I?” asked Jack, smirking, “What you gonna do about it, Hilliard?”
Julian fixed Jack with a determined look. “You’re gonna uncuff me, and then I’m gonna fuck you again,” he said.
“With that little thing?” scoffed Jack, flicking Julian’s hard little prick.
Julian shrugged. “Worked last time,” he said, with a cheeky grin.
“Well, okay then,” Jack said, shrugging too, “I guess fair is fair.” He proceeded to uncuff Julian, who got up and then, with surprising strength, pushed Jack down. “Uh, what are you doing…” asked Jack, as Julian grabbed his arm. “Ohh, okay.” He didn’t resist as Julian cuffed his arms to the bed this time.
“Now, get your legs up, cheater,” demanded Julian. Jack obeyed, and Julian quickly stripped off his briefs. Spreading Jack’s ass cheeks, he spat on the older boy’s hole and fingered him a little. “Mmm, yes,” he sighed, as Jack let out a low moan. He then spat on his own hard five-incher and lined it up. With no further preparation, Julian slammed in and felt his tummy slap against Jack’s thighs.
Jack was still taken aback at how good this little kid was at topping; even though he was far from the biggest Jack had taken, boy did he know how to use every inch of his hard young cock. Julian was thrusting fast and hard, grunting and moaning as he fucked Jack for the second time. Jack himself couldn’t help but moan, his own thick cock swelling again as the young Marvel boy pounded him.
As good as Julian was, however, he still didn’t have a lot of stamina and before long he had reached the edge. He moaned loudly as he cummed intensely but dryly once again. At the same moment, Jack’s cock throbbed and spat out another load onto his sweaty chest and tummy.
Julian pulled out of Jack and started hungrily licking up the fresh load, before climbing up onto Jack to kiss him and sharing his cum between them. “Trick or treat?” he giggled.
“Happy Halloween, Juju,” whispered Jack.
“Happy Halloween, Jack.” The two of them lay there for a moment, lost in the sweaty post-sex high, before Julian suddenly glanced down and gulped. “But what the fuck do I do now?” he gasped, “My costume is ruined!”
“Eh, just borrow something of mine,” said Jack, with a shrug, “You might need to tighten the belt a little on my jeans but it’ll do.”
Julian got up and rummaged in Jack’s bag; he pulled out the smallest t-shirt he could find, followed by some jeans with a belt. He pulled them on and tightened the belt as best he could; he knew he looked silly but it would have to do he guessed.
“Well, bye-bye, Jack. I’ll be seeing you,” said Julian, grinning as he headed for the door.
“Hey, hey! You can’t leave me like this!” protested Jack, pulling on the cuffs and staring wide-eyed at the young Marvel boy.
“Shouldn’t have cheated, Grazer,” said Julian, with a smirk, “Don’t worry, I’m sure someone will let you out.”
Julian closed the door behind him, glancing back to see Jack’s shocked face as he struggled to free himself from where he was shackled, naked and sweaty, to the bed. He made his way down to the hotel lobby, where he found his driver was waiting for him. The driver frowned at Julian’s outfit but chose to say nothing.
As he passed the front desk, Julian called over to the woman working there, “Oh, by the way, room service needed in 113D.”
Smirking to himself, Julian followed the driver out through the front doors of the hotel, wondering just how Jack would explain himself when room service came to free him from his shackles…