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A Bet Gone Wrong

Summary:

Kyle lost a bet to Cartman and ended up stuck in a short skirt and tights in the middle of a party. Tolkien, kinda high, thought he had just found the prettiest girl in Colorado.

Notes:

(See the end of the work for notes.)

Work Text:

The loud electronic music vibrated through the walls of Clyde's house, mixing with the smell of cheap beer, sweet marijuana smoke, and the suffocating heat of dozens of teenagers crammed into the living room.

In a distant corner near the hallway to the bathrooms, Kyle Broflovski was cursing his own existence in every known language.

There he was: wearing a dark pleated skirt that hit mid-thigh and translucent black tights that perfectly outlined his long, lean legs. To complete the disaster, the oversized jacket he had thrown over his shoulders only served to give his slender body an even more androgynous and delicate look.

He tightly crossed his arms over his chest, trying in vain to shrink. The feeling of the air conditioning hitting his thighs directly was a constant reminder that he had lost the worst bet of his life to that fat bastard Cartman.

Kyle wanted the floor to open up and swallow him alive.

On the other side of the hallway, Tolkien Black held a red plastic cup, his shoulders leaning against the wall. He was in that pleasant end-of-party buzz—his mind slightly clouded by the alcohol and the joint he had shared with the guy lying down minutes ago.

His dark eyes wandered around the room with little interest until they fixed on the figure leaning near the bathroom.

Tolkien blinked slowly, his high mind trying to process the image. The flashing party lights cut through the hallway in blue and red flashes, illuminating the legs shaped by the black tights, the marked waist, and the cascade of voluminous red curls falling over delicate shoulders.

"Damn... who is that redhead?" Tolkien thought, his stomach doing a warm flip instantly. He always had a massive crush on girls with alternative features or those wearing skirts, and that one looked like a mirage in the middle of that messy party.

Tolkien dropped his cup on a random table and, moved purely by instinct and the horny rush that went straight to his head, walked down the hallway.

As he got closer, the silhouette became clearer, and when the light hit the freckle-speckled face and furious green eyes directly... Tolkien's jaw nearly dropped.

"... Kyle?" Tolkien let out, his voice deeper and slurred from the alcohol, his dark eyes inevitably traveling down the tights-clad legs before rising to the redhead's face.

Kyle froze, his face exploding into a shade of red that rivaled his hair. He looked at Tolkien—that massive man, his dark skin gleaming under the party lights, his hoodie showcasing his sharp collarbone and Adam's apple. Virile.

"Don't you dare, Black!" Kyle hissed, his teeth clenched, trying to maintain his tough-guy pose despite trembling with embarrassment. "I lost a bet, okay? If you laugh at me, I'll smash the shit out of you!"

"I wasn't going to laugh, Kahl..." Tolkien whispered, his eyes gleaming with a high and absurdly sexy malice. "Do you want to... go get some air? Outside. Where the idiots aren't getting wasted and stuff…"

He pointed toward the back door, since most of the jocks and cheerleaders were in the front yard near the street. Kyle gripped the hem of his skirt, pulling it down as if it would help cover him more, and then he finally realized that Kenny and Eric Cartman weren't there.

The two had gone up to the second floor to do God knows what. And besides that, everyone seemed strangely casual about the smartest student in class being dressed like a femboy. It made him swallow hard, but he agreed.

"Fine... let's go."

The backyard of Clyde's house was almost deserted, illuminated only by the faint light of a porch lamp and the distant glow of the moon. The sound of the music inside became muffled, turning into a dull thud vibrating under their feet.

The contrast of the cool night air hitting his legs covered only by black tights made Kyle shiver immediately, shrinking a bit more inside his oversized jacket.

Tolkien walked to the low fence surrounding the garden and leaned against it, crossing his arms. The night breeze seemed to clear his high mind a bit, but the arousal and fixation didn't decrease by a single fraction. His dark eyes seemed magnetic, following every hesitant step Kyle took until he stopped about a yard away.

"Thanks," Kyle muttered, looking away toward the grass, his restless fingers still playing with the fabric of the pleated skirt. "I couldn't stand Stan looking at me with that blank face anymore, and that bunch of idiots from the team laughing behind my back."

"I didn't see anyone laughing," Tolkien said. "To be honest, I think most of the guys there were too busy trying not to drool."

Kyle immediately looked up, his green eyes flashing defensively, his cheeks burning in the dark.

"Tolkien, fuck you."

Tolkien let out a short laugh but didn't back away. The physical contrast there was absurd: Tolkien, massive, tall, his dark skin gleaming under the moonlight, radiating strong virility; and Kyle, slender, androgynous, with his skirt swaying gently in the breeze and the tights shaping his thin thighs.

"I'm not mocking you, Kahl," Tolkien deliberately cast his eyes down the redhead's tights-clad legs before locking onto his startled green eyes. "I'm serious. I came after you because I thought you were a redhead girl. And if you don't mind me saying, you're still the prettiest girl at the party in that cute little skirt."

Kyle swallowed hard, his chest rising and falling quickly. Hearing that from the guy he thought was the most attractive and unattainable in school (and who he knew only liked girls) shattered all his logical defenses.

"But I'm... I'm a guy."

"I know you're a guy," Tolkien gave a smirk, his dark eyes shining with a restrained, high urgency as he took another step, cornering the redhead against the concrete wall. One of his large, dark hands moved up slowly, touching the side of Kyle's waist over the jacket, "But that doesn't stop you from being the prettiest girl at this party. And I really want to kiss you right now. Are you going to smash the shit out of me if I do?"

Kyle felt his face melt with embarrassment. Impulsively, he grabbed Tolkien's hands, keeping him in place.

"Dude. You're high. Snap out of it..." He said, gently stepping to the side. "That's enough, right?"

Tolkien looked around. Although it was a private spot, it was still within the boundaries of a party. He understood that this reaction had a name: shame. The shame of being seen, one way or another, penetrated his half-hallucinated mind, but in a good way.

"Come on."

He turned around without saying anything and began walking down the garden path toward the front of the house. Kyle hesitated for three seconds—just three seconds—but walked behind him like a puppy following its owner.

The walk to the front of the house was quick and silent.

Kyle kept his arms crossed, trying to ignore the few looks from those playing beer pong in the front yard. Finally, almost turning the corner, the dark-skinned boy took his keys out of his hoodie pocket and unlocked his car with a low beep.

The inside of Tolkien's car was the exact opposite of that chaotic party: it smelled of clean leather, cologne, and had that quiet, isolated atmosphere Kyle so desperately needed. He practically threw himself into the passenger seat, slamming the door and letting out a long sigh of relief. His tights-clad legs were finally protected from the wind and the stares.

Tolkien got in right after, closing the door and cutting off any noise from the outside. He didn't start the engine. He just pressed the ignition button to turn on the dim dashboard lights, bathing the vehicle's interior in an intimate, bluish hue.

"Better?"

"Much better."

Tolkien reached his arm to the back seat, pulling a jacket and tossing it lightly onto Kyle's lap.

"To cover your legs if you're still cold."

Kyle swallowed hard. But before he could thank him, he saw Tolkien pull a pack of rolling papers and a small grinder from the center console. With calm, experienced movements, he began rolling a joint right there under the redhead's attentive and curious gaze.

"Do you wanna get high, Kahl?" Tolkien asked without looking up from what he was doing, a subtle smile playing on his lips.

Kyle bit his lower lip. He rarely smoked (Stan and Kenny were the ones who did it the most) but the combination of that skirt, the embarrassment from the party, and his mental exhaustion made him give in.

"Yeah," Kyle conceded, his voice coming out softer.

Tolkien finished rolling the joint, lit it with a lighter, and took a long drag, the tip glowing an orange ember that illuminated his sharp features and virile jaw. He slowly blew the sweet smoke out through his nose and stretched out his hand, offering the joint to the redhead.

"What was the deal with the bet?"

Kyle took the joint between his trembling fingers. He brought it to his lips and took a short drag, coughing lightly right after, which made Tolkien let out a low, pleasant chuckle. Kyle took a second drag, this time longer, holding the smoke in his chest for a few seconds before releasing it into the confined space. Almost immediately, a warm numbness began to spread through the back of his neck, relaxing his tense shoulders.

"That fat pile of shit..." Kyle began, his voice already sounding a bit slower, his green eyes fixed on the orange ember. "He swore the Denver team would lose by more than ten points in the championship. I bet my varsity jacket against his pride. A bet's a bet. Cartman bought this skirt and these tights at a thrift store just to humiliate me in front of everyone."

Tolkien listened attentively, his body turned sideways in the driver's seat, one arm resting on the steering wheel. The sweet marijuana smoke floated between them, creating a haze that made the blue dashboard lights look even more diffuse and psychedelic.

"I see," Tolkien murmured, his dark eyes slowly moving down Kyle's neck until they stopped on the jacket covering the redhead's lap. "Cartman is an idiot. But... I have to confess he has good taste."

Kyle turned his head slowly, his mind already floating and high, which prevented him from putting up his usual armor. He reached out his hand to return the joint to Tolkien, but he didn't take it. Instead, Tolkien's large, dark hand gripped Kyle's wrist, guiding it to the center console to put out the joint in the ashtray.

The car went completely silent, except for the beating of his heart hammering in his ears.

Without letting go of Kyle's wrist, Tolkien reached out his other hand and, with a slowness that made the redhead's stomach drop, pulled the jacket off his lap, tossing it into the back seat. Kyle's long legs, outlined by the translucent black tights under the short pleated skirt, were fully exposed to the bluish light.

Kyle swallowed hard, the air vanishing from his lungs as he felt Tolkien's warm fingers rest directly on the middle of his thigh. The touch of the tights' textured fabric, the contrast of the other's dark skin against the translucent black nylon and Kyle's pale skin underneath was pure fuel for the redhead's secret fetish.

"Tolkien..." Kyle whispered, his voice cracking, his cheeks exploding in a fever.

"You look great in a skirt, Kahl... but the way those tights squeeze your thighs is a sin," Tolkien confessed. He began to slowly slide his hand up, moving up the lean thigh, the smooth friction of the fabric making Kyle slightly arch his back against the leather seat. "And you're not telling me ‘fuck you’ right now. Does that mean your little brain finally stopped?"

Kyle was sweating from the heat of the car and the heavy high that began to hit as the cannabis entered his system.

Tolkien's hand was huge. It felt like, if he wanted to, he could break him without any effort. He gripped his thigh so tightly that Kyle thought it would leave a bruise.

"Tolkien, stop it," He murmured, feeling his body go weak. "We're high… we're going to regret this if… oh, wait—"

Tolkien leaned forward, planting a wet, smacking kiss on the freckled neck. His massive hand stayed firm on the thigh, his fingers squeezing the elastic fabric of the tights in a way that made the redhead gasp, completely surrendering to that pleasant numbness spreading up his legs.

"I'm not going to regret anything, Kahl..." Tolkien whispered against his warm neck, his voice slurred by the buzz. "You have no idea how badly I wanted to catch you like this."

Kyle let out a subtle moan, his fingers digging into Tolkien's hoodie. The weight of the other's body leaning over the center console felt immense, a virile presence that erased any sound coming from the party outside.

Kyle felt incredibly small there, with his pleated skirt already wrinkled and riding up his hips, and that large hand dictating his body's rhythm.

Tolkien slid his hand up from his thigh, moving past the side of Kyle's hip until he reached the hem of the oversized shirt, pulling it up a bit so he could see part of the lean abdomen.

The contact of Tolkien's fingers directly against the skin of Kyle's pale waist made the redhead snap his hips upward, pressing his body even closer against the leather seat.

"You're so warm, princess..." Tolkien murmured, his dark eyes shining as they fixed on Kyle's red, parted lips. He used his thumb to trace the redhead's lower lip, leaving a wet trail there. "Wanna go to the back seat?"

Kyle couldn't answer with words. The cannabis buzz had turned his brain into a soft mush of pure instinct and hypersensitivity. Instead of speaking, he just nodded, his red curls brushing against the leather upholstery as he let out a shaky sigh.

Taking advantage of the redhead's total surrender, Tolkien moved with an agility that was impressive for his size. He simply pushed himself over to hop into the back seat, and immediately after, he pulled Kyle by the hips, bringing him over the center console.

Kyle came without resistance, his pleated skirt riding all the way up to his waist and revealing the sharp contrast of the black tights covering his very white skin. In the wider space of the back seat, Tolkien settled his back against the door, spreading his robust legs in his jeans and pulling Kyle onto his lap.

The position left Kyle completely vulnerable: he was straddling the other boy, his tights-clad knees dug into the leather seat, his thighs spread wide embracing Tolkien's massive hips. The size difference there was obscenely beautiful. Kyle truly looked like a doll in the hands of that man.

"Look at me, Kahl..." Tolkien requested, both large hands sliding down to Kyle's ass, squeezing his buttocks over the thin fabric of the skirt and tights, anchoring him there with a possessiveness that made a shiver run down the redhead's spine.

Kyle lifted his face, his eyelids heavy from the intense weed high, his green eyes shining in the car's bluish dark. His slender chest rose and fell rapidly under the oversized shirt.

Tolkien couldn't take it. He moved his body up, attacking Kyle's mouth with a deep, carnal kiss. Tolkien's tongue invaded forcefully, dictating an urgent rhythm that made Kyle let out a muffled moan directly into his mouth, the redhead's long, pale fingers gripping Tolkien's hoodie as if that massive virility were the only thing holding him to the world.

Kyle had fantasized about kissing Tolkien more times than he'd care to admit—how could he not? Tolkien was charming, gallant, and incredibly hot. Everyone knew it. Everyone wanted him, but he had a handsome, and therefore, unattainable nature.

The redhead contemplated for a few seconds the idea that this might just be a strange erotic dream and he would wake up at any moment…

The other boy's hands moved up, but lacking the patience to find the waistband of the redhead's tights, he simply pinched his large fingers into the delicate fabric of the sheer nylon:

Fwwrrk!

The sharp, snapping sound of the nylon thread tearing echoed in the confined space of the car. Tolkien gave a firm tug; he ripped it right down the middle, where the panties were (which were actually briefs, but Tolkien's high mind couldn't care less).

The shock of the rip brought a snap of sobriety to Kyle's high mind. His green eyes widened, turning his face away to break the kiss.

"N-No, wait... Tolkien, stop!" Kyle stammered, his voice sounding soft, slurred, and whiny from the heavy weed high. He tried to grab the other's massive hands, but his long fingers were so limp and lacking real strength that they could barely close around Tolkien's ebony wrists. "You brute! You ripped it! Fuck, you ripped my tights!"

Tolkien let out a husky laugh against Kyle's neck, completely ignoring the weak protests. His eyes, slightly red and heavy from the cannabis, hugged Kyle's hips against his own while he finished shredding the fabric over his ass, squeezing the soft cheeks tightly.

"Don't worry about it, Kahl..." Tolkien whispered, his deep voice vibrating directly against Kyle's skin as he moved his lips up to the redhead's jaw, leaving wet kisses and hickeys that were definitely going to leave marks. "I'll buy you another pair. I'll buy you ten, if you want. I'll buy you a dress, a skirt... fuck, whatever you want. Just open your legs for me."

"T-Tolkien... dude... we're in the car..." Kyle tried to turn his face away, arching his neck in a failed attempt to escape that warm mouth, but the movement only gave more access to the other boy, who nibbled on the thin skin, leaving a cute little mark. "Someone might see... stop..."

"Nobody's going to see anything, princess," Tolkien murmured, his mouth brushing against Kyle's ear, making the redhead instinctively twitch his hips. Tolkien gave a victorious smirk "Look at you... You look so cute with this wrinkled little skirt. Look like a cute little femboy all mine, begging like this..."

Kyle swallowed hard, his mind completely melted. Being called a "cute little femboy" by the most virile guy in school, while feeling those strong fingers squeezing his bare flesh through the rip in his tights—his circumcised dick, even without receiving any attention, was already hard.

"Y-You're a demon… Tolkien… i-if someone sees… my God, we shouldn't…"

"Why not? I want…you want too…" Finally, he slid his hand inside the underwear, touching the pale skin of his ass directly. "I've stared at your ass so much, princess. I want to use your ass as a hat. Has anyone stretched you out before, Kyle?"

Kyle furrowed his brows; that question caught him off guard and made him pissed at the audacity.

"None of your business!! You bastard!"

"If it's none of my business, why are you shaking all over, Kahl?" Tolkien countered in a slurred voice, his red eyes fixed on the redhead's parted mouth. "If it's none of my business, why is your dick crushed against my stomach like this? Hm?"

Kyle let out a hissing gasp, his mind short-circuiting completely. Tolkien's massive body seemed to occupy the entire back seat, and his large fingers began to slide down, moving through the crack of Kyle's ass, testing the waters over the damp fabric of the briefs.

"T-Tolkien... stop saying that shit..." Kyle whined, his face so red it looked like it was going to bleed.

"Never," Tolkien whispered, bringing his face close until his lips brushed against Kyle's freckled cheek, moving down to his earlobe where he gave a firm bite that made the redhead thrust his hips forward, moaning out loud. "I'm going to fuck you so good in here that you'll forget how to think, princess. You're going to be my little slutty girl today, understand?"

With that, his fingers slid onto the exposed skin of his ass, his fingertips sinking into the soft flesh, making Kyle roll his eyes back, closing them and grabbing the dark-skinned boy's black shirt.

"T-Tolkien! F-fuck…" he whimpered, "You're squeezing me so hard, fuck… stop… i-it hurts…"

"I can't stop thinking about this beautiful pussy of yours…" Tolkien murmured, but stopped squeezing so hard, now using just one finger to finally touch the tight entrance, firmly pressing the first knuckle. "It's so tight. You're perfect, Kahl. All tight just for me…"

Kyle closed one eye, letting out a wince of pain. The finger was thick, and without lube, it was even more tense, creating more friction. Even so, without even being touched, his little dick gave a hard throb.

"Dry, Tolkien…? S-Seriously..?"

"Mmm…" Tolkien smirked, his red eyes shining in the car's bluish dark. "You want my dick inside here, don't you, Kahl? Who's stretched you out before, princess? Tell me… and then I swear I'll get your pussy nice and wet for you."

The humiliation of being there, in a ripped skirt on the lap of the most coveted guy in school, mixed with the extreme need to feel him for real, made his mouth open before logic could filter it.

"Kenny... and Craig..." Kyle let out in a sinful thread of a voice, his green eyes half-closed and shiny staring at the car's ceiling. " They... they already did it... happy now, you bastard?"

Tolkien's smirk vanished instantly, and his red eyes narrowed into an expression of pure shock and a violent possessiveness that made Kyle's stomach do a hot flip. Knowing that two guys from his own circle—two massive, tall guys—had already had that androgynous redhead on all fours in their hands... that triggered a brutal reaction in Tolkien's high mind.

"Kenny and Craig?" he repeated, his voice dropping two octaves, coming out so deep and husky it sounded like a growl. He gave a tug on Kyle's hips, slamming his erect dick with brutal force against the redhead's hip. "Those two guys put their dicks in you, Kahl? Both of them together?"

"T-Tolkien... f-fuck, don't squeeze like that..." Kyle whined, his face burning with shame and arousal at seeing the other's possessive reaction. "It was in the... the locker room... after practice... wait, i-it's too hard... stop..."

"That's enough to make me want to break those two punks' faces," Tolkien hissed, completely consumed by raw jealousy.

He didn't wait any longer. Driven by a pleasant anger and an arousal that skyrocketed, Tolkien brought his fingers to his mouth, wetting them with plenty of spit, and without the slightest gentleness, shoved two fingers at once into Kyle's entrance.

"Ahh!" Kyle let out a sharp cry, arching his back so much that his red curls shook wildly. Tears finally spilled from the corners of his green eyes as his hips tried to escape the thick, wet invasion. "F-Fuck, Tolkien!! Slow down, d-dammit!"

"Did they go slow, princess? Hm?" Tolkien taunted cruelly, his fingers moving inside at a fast, relentless pace, stretching the redhead's tight flesh without mercy, while his other hand gripped the back of Kyle's neck, forcing him to look at him. "Did they call you a little bitch too while they took turns on this ass? Tell me!"

Kyle could barely process the words, his circumcised dick leaking so much pre-cum it started to smudge Tolkien's hoodie, while his inside was being brutally stretched by the other's experienced and jealous fingers.

"Stop bragging... t-their dicks were way bigger than yours, so.. Agh!" He shut his eyes tightly, and Tolkien closed his hand tightly around his hip.

"I don't give a fuck about the size of those idiots' dicks, Kahl. Because starting today, the only dick going into this slutty pussy of yours is mine. Understood? You're going to forget every single one of their names by the time I'm done with you on this seat."

Tolkien pulled his pressure-filled fingers out all at once and, without giving Kyle time to breathe, reached his hand to his own jeans, ripping the zipper down with raw urgency and freeing his massive, dark, and completely throbbing dick out.

"Holy shit! T-Tolkien, you...?!" Kyle stared at his dick with wide eyes, unable to keep up his little game.
Kenny and Craig had big dicks. Stan and Butters had them too, from what Kyle could remember. But Tolkien was something from another world. This bastard looked like he came straight out of some weird Hentai, with a gigantic, monstrous penis.

It was thick, wide, huge. Kyle was sure he had never seen anything that big outside of porn.

And yes, he wasn't innocent; he had noticed Tolkien's dick before when they were in the locker room before or after practice. Now that it was hard, it had practically doubled in size.

"Tell me they were bigger than me, Princess. Say it." Tolkien provoked, spitting on his own dick and spreading the saliva with his hand. "Turn around."

"T-Tolkien, can I... can I just jerk you off? Or give you a blowjob? I-I don't have lube here. I can't... You're a horse!"

Tolkien gave a smirk that was pure danger. He wasn't shaken at all by the redhead's desperation; seeing him with wide eyes, stammering and looking at his dick like he was facing the end of the world only inflated his ego.

"Now you want to give me a blowjob?" Tolkien mocked, his voice coming out in a slurred growl, his red eyes shining in the car's bluish dimness. "Too late to try to negotiate, princess. You wanted to play dirty, now you're going to take the consequences."

"N-No… I'm going to get hurt if I take your dick like this… s-seriously…"

"Turn around, princess," Tolkien requested again, brushing his nose against the freckled cheek. "Let me get you wet. I'll slide it in nice and slow."

His voice was so hypnotizing that Kyle ended up obeying. Even with his heart in his throat, he turned around, getting on his hands and knees there on the seat. It wasn't very comfortable, but it worked. The skirt swayed like a curtain over the ripped tights and his upturned little ass.

Tolkien stood there admiring that beautiful ass, using his hands to lift the fabric of the skirt, and pulled the briefs down, separating the cheeks to see the twitching entrance. Since the car was dark, he couldn't see every detail, the hair, the folds, the color. But that didn't matter.

"T-Tolkien... just go... don't make me wait or I'll freak out..." Kyle whined with his forehead resting on the leather upholstery, his hips involuntarily driven up by pure weed instinct.

"I said I was going to get you wet first, didn't I?" Tolkien murmured, his voice coming out as a growl pressed against the flesh of Kyle's thigh.

Before the redhead could process it, Tolkien gripped both cheeks of Kyle's ass with his large hands, pulling them apart forcefully, and dove right in with his mouth.

"AH!" Kyle let out a sharp cry that echoed through the car, his fingers digging so hard into the leather of the seat that his nails almost ripped the upholstery.

Tolkien's tongue was warm, wide, and experienced. He began to lick Kyle's entrance from bottom to top with force, pushing the tip of his tongue straight into the tight crease, mimicking the motion of a fuck right there. The wet sound of smacking saliva echoed in the confined space of the vehicle, mixing with the desperate, hissing moans Kyle could no longer contain.

"My God... T-Tolkien... f-fuck..." Kyle rubbed his ass uncontrollably against the other's face, completely destroyed by the stimulation. The feeling of that warm mouth and his stubble brushing against his sensitive skin was a humiliation so good that the redhead's dick began to drip onto the seat.

Tolkien was in no rush. He sucked on Kyle's entrance, giving a light bite to the pale butt cheek that left a perfect red mark on the dark skin. He used his saliva to bathe the entire area, leaving the path completely soaked, slippery, and ready for the damage that would come next. The school genius was completely tamed, offering his ass dry to him like a needy little bitch.

Tolkien pulled his face back for a second, his chin glistening with saliva, and a loud, firm slap to Kyle's ass that made the flesh quiver and the redhead let out a sharp yelp.

"Ready, princess..." Tolkien whispered, his voice completely raw as he gripped his own monstrous dick and pressed the thick, throbbing head directly against Kyle's hyper-lubricated entrance. "Now cry out loud for me."

Kyle's eyes widened, feeling the swollen head lightly press against his already open, very wet entrance, which carried a scent of sex that seemed to have erased any smell of cannabis inside that space.

"S-Slow... you said...." The redhead managed to stammer, still a bit terrified by Tolkien's abnormal size.

"Nice and slow... Just like that..."

Kyle had completely forgotten that saliva was a terrible lubricant, until Tolkien 'gently' reminded him as he pushed his hips forward. As soon as the thick, wide head broke through the initial resistance, his entrance stretched open way more than he had ever experienced before.

His green eyes, bloodshot from the weed, widened like a deer caught in headlights.

"A-Aggh!!" He screamed from the pain, from the fullness, from a strange pleasure he had never felt before.

But Tolkien didn't stop. He pushed further, gaining a few more inches, but paused, taking a deep breath and blowing out cool air:

"Relax, princess. Fuck, you're too tight..."

"Don't tell me to relax!" Kyle looked forward, feeling tears fall onto the car's padding, his hair hanging down and shaking like bouncy springs. "Y-You're huge! Your dick is bigger than my arm!"

The dark-skinned boy let out a laugh, resting his hand on the red head, combing the little curls back and holding it all with just one hand, not pulling, just to feel what it was like.

"Exaggerated." He pushed his hips again, feeling Kyle contract even tighter around him. It was so tight and so hot, hot as fucking hell.

And he kept going... and going...

"Tolkien, stop! F-Fuck!"

"Does it hurt?"

"Y-Yes... i-it does... it hurts like hell..." He sighed, but he didn't want to stop.

This felt like a once-in-a-life experience. To be with the hottest guy, his exact type, his ideal of a man. , and if he asked her to stop, she'd never have it again.

There was also the possibility that they would never speak to each other again after they got out of the car and went their separate ways... But, honestly, Kyle didn't want to think about that.

"Is that all...?" He asked after a few seconds without friction.

"No. There's half left."

The smaller boy let out a whimper that was half pain, half drama, and the other half pure pleasure.

"Do you want me to take it out?" He didn't back away a single millimeter; he kept his hips locked, leaving his monstrous dick buried halfway inside, pulsing against the redhead's ultra-tight internal walls.

The mention of Tolkien pulling out what had already gone in made Kyle's whine.

Did it hurt? It hurt like fucking hell. It felt like he was being split in half.

But the idea of watching Tolkien back away, of losing that massive warmth and that virile presence he so deeply coveted in secret... that hurt his soul much more than the friction of drying saliva.

"N-No..." Kyle whimpered against the leather seat, tears wetting the upholstery. "Don't take it out, you asshole... d-don't you dare take it out..."

Tolkien smirked. His ego was through the roof. Seeing the proudest, toughest boy in town completely tamed, begging for the rest of his monster, was better than any marijuana buzz.

"Then ask for it, princess," Tolkien commanded, his large hand shifting from the red curls down to the back of Kyle's neck, gripping it firmly to keep his face pressed against the seat. "Ask me to put the rest in. Tell me you can take my black dick inside you."

"Y-You're a bastard..." Kyle let out a subtle yelp, closing his eyes tightly, his hard little dick dripping onto the seat out of pure masochism. "Put it in... fuck... put it all in, Tolkien... stretch me out once and for all..."

Tolkien didn't wait another second. He drew a sharp breath through his nose and, gripping Kyle's hips with both hands, shoved the rest in.

All of it.

"GYAA!" Kyle's scream was muffled against the upholstery—sharp, agonizing, and completely loaded with a pornographic pleasure he never imagined he would feel.

Tolkien let out a loud, a purely animalistic sound that echoed against the fogged-up car windows. The sensation of being enveloped like that by Kyle's ultra-tight, warm flesh almost made him cum on the spot. He buried his face in Kyle's sweaty red curls, breathing heavily.

"Fuck, Kahl... my God... you're so... so tight..." Tolkien gasped, the muscles in his arms and chest locking up from the intense pressure. Then, he delivered the first thrust.

Short. Slow. But packed with an overwhelming brute force.

The sound of the impact of Kyle's soft butt cheek hitting against Tolkien's strong denim-clad hips snapped through the car: Plaf!

"I-I'm going to die... Tolkien..." Kyle stammered.

Tolkien smiled, letting go of his hair to bring his hands to the hem of his own hoodie, pulling it up. He was hot, sweat glistening on his dark skin, and wearing a smile... a beautiful, gorgeous smile.

"You're not going to die." He let the hoodie drop to the floor, moving his hips in a smooth rolling motion. "Holding up okay there, princess?"

Kyle felt a fullness that brought him right to the edge of cumming. His prostate wasn't just being bumped with every thrust like it usually was with other guys or his own fingers—it was being utterly crushed. Even when Tolkien pulled almost all the way out, it felt like there was a massive pressure inside his ass.

"A-aaahwm...."

"Good girl." He rested one hand on the back of the seat to keep his balance. "I'm going to smack you."

And he did.

This time, Tolkien didn't hold back. He pulled his hips back almost to the tip and shoved all the way in, burying himself completely. The impact of the soft flesh of Kyle's ass against the other's pelvis echoed with a wet, heavy slam in the silence of the car.

Kyle let out a sharp yelp, his entire body arching so much that his knees in the ripped tights almost slipped off the seat. His green eyes rolled back, focusing on a blind spot. He couldn't formulate a single word, a complaint, nothing.

His mind had been completely pulverized. With every long, brutal thrust Tolkien delivered, the ebony log passed over, crushing his prostate so intensely that sparks of pure visual pleasure exploded in his head.

"Fuck, Kahl... look at me..." Tolkien requested, his pace beginning to accelerate, their hips colliding relentlessly.

Plaf! Plaf! Plaf!

Tolkien leaned over Kyle's back, pressing his bare, muscular, and sweaty chest against the fabric of the redhead's oversized jacket. He reached his arm out and grabbed Kyle's chin, forcing his face to the side so he could look into those green eyes completely doped up on lust and weed.

"Did Kenny fuck you like this?" he asked with his brows furrowed, right at the freckled ear. "Huh? And Craig, does he get this deep?"

"N-No... ahh!... N-Never..." Kyle managed to choke the words out through his teeth, his hips being thrown back and forth with a delicious violence. Plaf! Plaf! Plaf! The sound of his soft ass hitting the other boy's hips was the only rhythm that mattered. "Nobody... nobody gets in there... Tolkien... p-please... g-go slower… i-it's so deep..."

Tolkien let out a victorious growl; the confirmation that he was the only one to stretch the redhead out like that inflated whatever sanity he had left from the weed. He let go of Kyle's chin and slid his hand straight down to the front of the wrinkled skirt, closing his large fingers around the redhead's little dick, which was already completely covered in pre-cum.

Tolkien began to stroke the smaller boy at the same frantic pace as his thrusts. It was too much stimulation. Kyle felt his inside being crushed by the ebony log while his front was being frictioned by the other's warm fingers.

"You're mine... Princess... all mine..." Tolkien dictated, his raw voice cracking from exhaustion and built-up lust. The sweat from his chest dripped straight onto Kyle's shoulders. "Nobody has ever fucked you like this. Fuck, you're mine!"

Kyle's eyes rolled back completely, his mouth hanging open letting saliva drool out while his body reached the absolute limit of a spasm. The pleasure was so overwhelming that he started to see everything blue and blurry.

He could no longer hold his own weight up on his hands; his arms gave out and he collapsed chest-first onto the leather seat, his ass completely turned up.

Tolkien gripped his hips with both hands, digging his fingers into the flesh that shook like jello.

"T-Tolkien! I'm... I'm close! H-Hold me!" Kyle screamed, his entire body going into convulsions.

Tolkien held him tightly, staying still while Kyle hit a glorious orgasm, ruining the tights, the underwear that was pulled down, and even dripping onto the expensive leather seat.

He went limp, feeling his heart hammering against his ribs, Tolkien's heat almost too much to bear. His body was weak, his head spinning from the weed and the sensory overload.

"Finished, princess?"

"Y-Yes... yes, I'm done..." Kyle panted, his vision blurry.

And what Tolkien did next surprised him. He thought the other boy would just pull out and assume he had cum too, or finish it off with his hand. But instead, using his built-like-a-closet basketball player strength, he simply pulled Kyle onto his lap.

The two landed sitting in the corner of the seat, pressed against the door, and the impact caused Kyle's inside to contract, extremely sensitive after the orgasm.

"Great."

He gripped him by the joints of his thighs and, purely with the strength of his arms, began to move him up and down like a doll. The redhead's eyes widened again.

"N-No, no, Tolkien, wait!!" He tensed up, grabbing the black forearms. "I-I already came! Wait!!!"

"Isn't that exactly what makes it better, princess?" Tolkien whispered, giving a deep suctioning kiss to the white neck, catching the skin between his teeth. "When you're this sensitive, you get so tight...."

Every time Tolkien lifted him up and let him drop hard against his own base, the other's massive, throbbing dick crushed the redhead's hyper-sensitive prostate. It was a delicious torture. Kyle's inside was so tight, contracting in post-orgasm spasms, that Tolkien could barely move his hips, depending purely on the brute force of his athlete arms to dictate the rhythm.

"T-Tolkien... p-please... I'm... I'm gonna pass out..." Kyle stammered, his head falling back, completely surrendered. His pale hands lost their grip on the other's forearms, his back resting against the strong chest.

"Pass out in my lap then, princess," Tolkien growled. "Let your man take care of you."

The sound of Kyle's hips slamming hard against Tolkien's pelvis with every descent commanded by the other's arms was deafening inside the car. Plaf! Plaf! Plaf! Each impact tore a sharp, slurred yelp from the redhead, who no longer had a single drop of dignity left.

Kyle felt like he was going to black out any second. The mix of oxygen escaping his lungs, the violent buzz from the joint, and Tolkien's monstrous dick burying itself to the hilt and churning everything up inside was turning off the breakers in his little math-brain.

"T-Tolkien... I'm... m-my God..." Kyle stammered, saliva escaping the corner of his mouth as his eyes rolled back completely, his heavy head lolling back to rest directly on the other boy's shoulder.

Tolkien felt the redhead's inside lock around his dick with an almost painful grip, Kyle's internal walls throwing violent spasms that tried to milk that ebony log. He let out a growl that sounded like a wild animal, the muscles in his back and arms popping under his dark, sweaty skin as he gave the last three brutal bounces, slamming his hips up with everything he had.

"Kahl... fuck... I'm gonna cum inside... all inside..." Tolkien groaned into the redhead's ear, his red eyes shutting tightly.

On the final thrust, Tolkien buried his dick to its absolute limit, locking Kyle's hips against his own. The basketball player's massive body gave a violent jolt as he began to unload shot after shot of hot cum deep inside the redhead.

There was so much semen, and with so much pressure, that Kyle felt his own stomach warm up from the amount. The dark-skinned boy continued to give small spasms, burying himself even deeper, while blowing puffs of hot air against Kyle's sweaty neck.

Silence finally settled back into the car, broken only by the completely wrecked breathing of the two of them.

Kyle was entirely spent, his body totally softened and collapsed against Tolkien's chest, his legs in the ripped tights hanging loosely over the sides of the seat. Tolkien's dick stayed inside for a few minutes, pulsing slowly as it went soft very gradually, keeping them intimately sealed in the bluish dimness.

Tolkien took a deep breath, recovering a bit of the sanity that lust had stolen. He looked down, seeing his friend like that: his face stained with sweat and tears, his skirt wrinkled at his waist, and completely wiped out with pleasure in his lap.

A smirk, incredibly affectionate and possessive, appeared on the other boy's lips. He brought his large hands up, gently brushing away a strand of red curls that covered Kyle's face, and left a long kiss on the redhead's forehead.

"My princess... You're so delicious, your ass is perfect to screw."

Kyle felt that, at that exact moment, their relationship had changed forever.

"Take it out… Tolkien, I-I'm so full!"

He rested his hand on his stomach, feeling that it was slightly distended and filled with cum and Tolkien's massive presence.

He obeyed. Carefully, he pulled upward, letting out a wet Ploft!, and warm semen spilled out like milk, adding to that delicious mess.

"Are you okay?" the dark-skinned boy asked, without loosening the embrace, keeping him in his lap.

"Yeah. I'm great…" Kyle panted, his voice coming out in a husky whisper as he rested his head on Tolkien's bare shoulder, feeling the sweaty dark skin against his cheek.

The warm numbness of the weed still floated in Kyle's mind, but the post-orgasm reality check began to slowly settle in. He looked down, seeing his own ruined pleated skirt, the rips in his tights, and the mix of fluids smudging the leather seat and both of their thighs. It was a purely pornographic scene.

If someone had told Kyle, two hours ago, that he would be in this situation with Tolkien Black, he would have laughed and called them crazy.

Kyle swallowed hard, feeling the warm semen continue to ooze lazily between his thighs. The silence inside the car now felt heavy, yet strangely welcoming, cut only by the faint sound of the distant party.

He rested his face on Tolkien's bare shoulder for a few more seconds, watching the other's massive chest rise and fall slowly. The weight of reality outside began to settle between them—school, basketball practices, the judgmental stares of the town, and, of course, the danger of a certain fat bastard finding out.

Kyle moved his fingers slowly to find the hoodie Tolkien had left on the seat, gathering the courage to say what they both already knew.

"Tolkien..." Kyle called softly, his voice a whisper. He looked at his own legs in the ripped tights, swallowing hard. "We... we don't need to tell anyone, you know?"

Tolkien tensed the muscles in his shoulders for a brief second. His dark eyes, still heavy from the cannabis, looked down at the redhead in his lap. He understood exactly what Kyle meant.

"Yeah..." Tolkien replied, his voice dropping into that deeper, smooth, and slurred register as he ran his hand down the smaller boy's legs. "Yeah, we don't need to."

The answer came loaded with a quiet complicity. Was there fear there? Absolutely. The ghost of gossip and judgment hovered around the fogged-up car, but the implicit promise in Tolkien's voice made it clear they weren't going to let anyone ruin what had just happened inside.

The secret was theirs now.

"Tomorrow we act normal in front of the guys," Tolkien murmured, his large hand moving down to Kyle's soft ass, giving it a firm, possessive, and unhurried squeeze that made the redhead gasp softly. "Brusque next weekend... we can keep this going in my room. With nobody around."

Kyle let out a shaky sigh, feeling a pleasant flutter in his stomach. His logic told him it was dangerous, but his body was already completely hooked on what he had discovered from the most irresistible guy of senior year.
He hid his smirk against Tolkien's dark skin, closing his eyes.

"Deal..." Kyle gave in, relaxing his tired body against the athlete's. "But you still owe me a new pair of tights."

"As many as you want."

Notes:

I was starving for Tolkyle content. Sorry not sorry!