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New world, new apartment. Funny thing was, for Chad, this looked like his apartment, nothing seemed out of place or particularly demanding of his attention, except that there was an off-center magazine on the coffee table. He walked to it, picking it up to return it to its pile—he knew it was anal of him—but catching a glimpse of the cover…


It was one of those sleazy tabloids, not even trying to be tasteful or glossy, named Celebrity Mud. There was even a little cartoon of a pig in a mud puddle in the corner. And right there on the front was a picture of himself with Emma Stone. CHAD LONGWOOD: BAD BOY LIKES BADDER GIRL!


Bad boy? Chad sat down on the couch, picking up the magazine. He guessed in this world, he was at least enough of a celebrity for the general public to know him by name. He flipped through the magazine to the cover story: Chad Longwood Likes Anal.


Gay rumors already? He thought. Why am I not surprised? 


Dear readers: if you’re anything like my bitch-ass, you thought Chad Longwood was the sweet, caring guy he likes to present himself as. Yeah, uh-huh, NO WAY. Our inside sources all agree that no matter what his singing voice, he’s no angel!


Chad actually found himself scoffing in disbelief. The usual bullshit, he thought. But look, I’m reading it.


“Chad’s always a nice guy in public,” a close friend told us, but only after we PROMISED we wouldn’t give away his name. “It’s like he wants people to think he’s a virgin or something. But the minute he sees a cute girl, he’s only thinking of one thing. How to get his dick in her ass.”


So I’m the only guy who fantasizes about anal sex? Chad thought. I must be the only guy who fantasizes about anal sex. But they made it sound like he was some snob who turned his nose up at every orifice except the anus. And in terms of his nose, the exact opposite was true.


“Oh yeah, he’s a fucking fiend for doing anal,” one of the singing star’s many conquests told us—unlike him, WE bought her dinner. “I had a roommate who went out with him too. He did us both, one after the other, and we both could tell, because first I couldn’t sit down, then she couldn’t.”


“Why not just say I had a threesome while you’re at it?” Chad asked. “I should be so lucky.”


But those were just flings. An ex-girlfriend told us how to stay on Chad’s good side, it takes a lot more than just bending over! “He has lubricant with him at all times. At all times. He would fuck me up the ass whenever he could talk me into it, at parties, in the bathroom, in cars. He said if I didn’t want to get pregnant, I shouldn’t complain. And I spent most of my relationship with anal beads in. He only took them out to put his dick in.”


“Jesus Christ!” Chad cursed aloud. “What the hell am I, James Bond? I couldn’t get a girl acting that way in a million years!”


It’s Chad’s love of stretching out thick assholes on his big fat cock—“Well, at least they got that part right,” Chad said—that may have led him to his most perverted relationship yet!


“Chad’s a total sleaze,” one of his management team told us off the record, whatever that is. “It’s no wonder that he would start a relationship with Emma Stone. Whatever obscene itch he gets, she’s up for it.”


“Emma Stone? Some kind of slut?” Chad actually laughed, slapping the magazine against the coffee table. “I love this universe!”


It would be nice, though. She was a looker. But, shaking his head over the craziness of it, he turned the page to see just how ridiculous this pack of lies would get.


Chad and Emma have been seen at multiple events lately, from the Movado & InStyle Holiday Celebration in NYC to GUESS New Year’s Glam in LA, and that’s just on the coasts! “They may not arrive together, but they definitely leave together… and sometimes, they don’t even wait that long!” a friend of Emma’s told us. “There’s a reason Emma’s had so many wardrobe malfunctions since they were introduced at the Golden Globes.”


And Golden Globes are just why Chad’s so into her, with the totally just good friends just happening to go on trips to Ibiza, Hawaii, Malibu, and Bondi Beach. They may be too savvy to soak up the sun together, but when it’s a friend’s private yacht they’re on—well, we’d say they go topless, but we wouldn’t want to imply they’re wearing bottoms either. Maybe if you’re good this year, Santa’s elves will see about scrounging up some exclusive photos.


“That would just be illegal,” Chad said. 


“Emma can have any man she wants,” an old cellmate said. “So it’s not just that Chad likes bad girls, it’s that Emma likes bad boys. She’s not the first who’s let Chad in the backdoor, and all of them talk about how big his dick is, how thick it is, how it stretched their ass so far they’ll never be the same. I know one girl who had a boyfriend, but fucked him so her main guy would have an easier time going up her ass. That kind of man is right up Emma’s alley.”


It was then that Chad heard someone yawn.


The open floor plan his apartment used meant that technically, he was in the same room as the bed. And someone had been sleeping in his bed. Emma Stone continued to sleep without the slightest sign of being aware anybody was in the room, her charms in a see-through negligee that put them on bold display. Her skin was incredibly white and fine; her figure perfect. Chad could see almost every detail of her two ivory breasts, from the round bases up the exciting slopes to big aureoles and two succulent nipples. 


His eyes swept on down to her flat stomach and navel, to her trim abdomen and then the exciting part, a thick bush of luxuriant red pubic hair that complimented the pink of a small cunt that dazzled him. There was the sweet slope of her thighs and the clever curves of her calves, her whole body on display for him.


As he tentatively approached the bed, his cock began to rise. He thought Rosario Dawson was as sexy a woman as he’d ever seen. Well, Emma was Rosario with an ivory skin instead of the tan, and luxurious hair of red instead of black.


Just to feast his eyes on the girl’s shamelessness almost paid off coming to this universe. His pulse was fast, his breathing deep, and his cock was now stiff in his pants. And the magazine did say they were a couple. And she was sleeping in his bed.


Chad unbuttoned his pants and took out his cock. Emma did not wake up and scream. Nothing at all happened. The girl rode sexily on the waterbed, loose as a doll and he stood there with his exposed cock rock hard and thrilling.


Chad felt better. He might make a day of this after all. Staring at the luscious body he jerked off until he dry-throbbed. He took off his pants and underwear and mounted Emma’s hips. She neither woke up nor moved except in the natural motions of sleep, her breasts rising up and down, her lips puckering with soft inhales and exhales.


He laid back her robe exposing her nudity. Her breasts drew his hands like magnets. He cupped each warm beauty and felt her unconscious response as the nipples rose to caress his palms.


“Oh, baby!” he thrilled.


She moved to make a brush-off gesture, so he quickly withdrew his hands. He lowered himself gently until his hard, burning cock rested on the smooth ivory skin of her belly. He rocked, prick caught between his belly and hers, feeling rushes of pure delight throughout his groin. Ah, this was more like it.


He got in about a dozen luscious strokes before she moved and frightened him into pulling up, his prick now throbbing furiously from contact with that silken, sleep-warm belly. He felt pretty wild now. He risked spreading her legs, his heart pumping furiously. He made it on the second try.


Her pink cunt was totally open for him. But it was dry, of course. He’d wake her up if he plunged in, and he’d wake her up if he diddled her to make her juices flow. A neat problem. He forged ahead anyway, gently rubbing her labia lips to see what could be done.


He worked slowly and carefully—his luck held. The warm little cunt in his hand grew slippery and began to swell. Once or twice the girl softly moaned in her sleep and bucked a little on his fingers. He guessed she was having sweet dreams about now.


Suddenly his finger slipped all the way into her tight, body-hot sex. She was all juiced up. He froze, thrilling to feel her pink cunt velvety around his fingers, oiled and ready now. She murmured groggily and half-opened her eyes. He gasped in fear and pulled his fingers out.

She moved a little but slept on. Then his eye fell on the small bottle by her bed. It was Phenobarbital, a sleeping medicine. He’d used enough of it himself to recognize it. It was powerful, prescription stuff but easy for a celeb to get. He chuckled; it would take more than gentle manipulation to wake her up!


He was really on fire now. He’d always wondered what it would be like to wake a girl up with a good hot fuck, and from the magazine article, that was exactly the kind of thing Emma would be into. 


This time he eased her belly up a little and positioned his prick for entry. Then he pressed it forward, gently but firmly. His eager cock violated her outer cunt lips, found her notch. He gave a soft grunt of happiness and oozed into her, the young pussy gripping his member with oiled persistence. The friction was fantastic!


“Oh, oh,” he moaned in sublime pleasure. His wildest dream had been fulfilled. He had his stiff cock fucked right inside Emma Stone! Their loins slid together as he buried his cock all the way up into her. She bucked under him and murmured as if coming awake.


He froze, hoping that she…


Disaster! The excitement had been too much for his tensed-up equipment. Just as he got ready for a long, gentle fuck, his nerves overloaded. He was going to have to come and there was no way to stop it. He groaned in disappointment and pleasure as he felt the great rise to inevitable ejaculation.


“S-sorry!” he gasped.


He shot off a great dart of liquid relief inside of her cunt. Then he panicked. She was stirring too much. He jerked back and out of her cunt, cock gleaming with her oils and spuming. He laid on the outside of her creamy-smooth belly and let the rest of his seed fly out. His excitement in this adventure had been so great that his jism shot clear up her body to her throat.


“Ahhh…”


As his shots lost force the ropes didn’t reach so high. For wild seconds he reveled in his hot throw, jerking, spending, laying oily sperm down her cleavage and onto her belly. Then he was done, glowing with good feelings from the afterglow. Emptied.


But she was a mess. His overfull reservoirs had laid a river of sperm from her throat, between her breasts, down her belly to her cunt. And she stirred and gurgled. “Wha’sisss!”


He pulled back off of her, leaving her sexy body gleaming with his trail of jism all the way down. Chad congratulated himself on the state he’d left her in. He’d fulfilled his wild dream all the way, gotten his cock all the way up her and even given her something to remember him by. But now he wished he’d finished inside her. No matter how good his emptied groin felt, it wasn’t as perfect as he’d hoped.


Emma was sleeping on her side, smacking her lips with the scent of his cum right under her nose. Her nightie had ridden up. Her ass was totally exposed. Chad felt his cock throbbing again. Entering one hole had only made him eager for more. It was the old story. The more you got, the more you wanted.


Licking his lips, Chad got to work.


***


It didn’t take long after that for Emma to wake.


“Goddess, Chad… God… you’re… you’re…” He was raining tiny kisses all over her the magnificent, awe-inspiring curve that ran with an unbelievable combination of abundance and gentleness from the backs of her thighs to the small of her back, neither too much nor anything like flatness. “You’re kissing my ass…”


Chad’s tongue swirled all over her ass, licking every delicious inch of the perfectly sculpted roundness. 


“Ah! Oh! I, shit, Chad… oh, oh… fuck, I wanna scream!” Emma yelped. Her words trailed off as she simply let Chad lick up and down the crack of her ass, enjoying the incredible feeling of pleasure that it gave her.


Chad put both his hands on the cheeks of her ass, clutched the arousingly warmed curves, spread them, then slicked his tongue inside, wiggling the tip of it up and down, up and down, up and down.


“Oh, sheezzz! Ah, shit! No! Chad! Whew! Oh wow!” Emma moaned joyously.


She rolled onto her belly, giving him a good target. Hands on her ass, spreading the cheeks, wiggling her exposed rosebud at his lapping tongue.


“I love your ass!” Chad hissed. Emma had never heard such words… such lovely, obscene, beautiful words, delivered so passionately, with the oddest feeling of romance. She shuddered with glee, with joy, with anticipation, and his tongue moved in a wild wobble up and down the delicious valley of her ass, giving her a feeling of ecstasy she had never thought possible.


She looked down at him. His cock was out and he was stroking it rapidly into hardness. Precum bubbled from the gaping pinhole of his cockhead, dribbling down over his knuckles. Some of the fluid seeped under his foreskin and as it slid up and down the edge of his knob, it squished. Emma could smell a musky aroma that seemed to intensify with every squishing stroke of his hands, and the smell excited her as much as the sight did.


Then he sent his wild tongue right at her anus.


“Chad!” she cried.


She had never said his name before, not in such a plaintive way, not begging him, but that’s what came out of her mouth as it contorted into open surprise instead of the wicked smile she had worn even in her sleep.


“Inside me… you’re tickling inside me with your tongue, Chad… you are really making me feel…”


And again her words trailed off in an impassioned hush. She was awake now and all Chad could do was satisfy her.


“Fuck me, damn you!” She pled now at the top of her lungs. “I can see how hard that cock of yours is! Stuff it all the way into me!”


“Just you wait,” Chad told her. “You’ll get every single inch—when I’m good and ready.”


He didn’t tell her he was fighting to get hard, his hand now in a stranglehold on the base of his prick. Let her beg for his cock. That was the way it should be. He had her sprawled out flat on her face waiting for him to fuck her. He liked that. He liked it a lot.


“I can’t stand it!” Emma moaned. “Really shove it to me! I want to feel your cock in my throat!”


Chad grinned at her. “Maybe later. For now, I think we’ll stick to your colon.”


He put himself at her anus and shoved his member inside, giving her no time to adjust to his presence inside her, simply fucked into her and kept fucking, lashing out with his cock, piercing her rosebud of an anus, smashing through the tight red ring that barred his way.


“Ahhh, ohhh! Goddamn!” Emma roared with glee. His large cock was lodged deep in her ass.


“What a tight little ass!” Chad cried, slapping it and watching it wobble around his prick. “Well, maybe not little—“


“Fuck it, lover! Please, please!”


His cock fucked deeper, widening her walls, stretching them out of shape.


“Oooooh, yes!” Emma felt filled to capacity. There seemed no way she could take his massive cock any deeper. But she wanted to try. “Fuck me deeper! Goddess, I need it so bad!”


Chad fucked her tender ass, burrowing always deeper. His cock angled into her tiny hole, stretching the sphincter completely out of shape. He glanced down, saw his thick shaft throbbing hotly in her ass. He grasped his cock and shook it, making Emma’s bottom wiggle as it was actually shaken by the handle of his shaft.


“Ooooooh, Jesus! What a feeling! Yessss, goddamn, yes! Stick it up my ass!” she wailed.


“Too damn tight,” he mumbled, smacking her cheeks as he fucked her. “Almost too damn tight…”


He knew it wouldn’t be long before his hot cum spewed into her bowels. The woman’s clutching asshole felt like a noose around his prick. And the heat of her ass was warm honey seeping onto his most sensitive part. He had to reduce her to mush before it was too much for him.


“I can feel you so deep in me,” Emma muttered, as if in disbelief. She could never quite believe afterward how much of him she took. “So deep in me! Your cock’s bucking around, it’s driving me wiiild!”


Her hips began moving in circles. Chad started his cock moving in the opposite direction, stirring his cock inside her ass, hitting her at angles she wasn’t used to, that he wasn’t used to. They mixed the most intense sensations their bodies were capable of enduring.


Chad skewered her harshly, boring his cock into her churning asshole. Now he went slowly, carefully, drilling deeper with every stroke. He wanted her anus to adjust to the size of his thick cock before the pain overwhelmed her—then he’d fuck like crazy.


“Yes, my ass, fill it!” Emma chortled. She grunted and threw herself back to him, impaling her ass on his thick member.


Chad fucked back and forth, violating her sensitive channel. He stroked evenly, smoothly, slipping his cock in and out. Still, it throbbed hotly in her rectum, distorting her anatomy, making her inner muscles take on the shape of his cock. He was lodged deep in her ass.


“All of it! I want all of it!” she begged.


He stuffed his cock in further. Her anus was on fire, trembling in spasms around him. His bowls contracted as he fucked himself into her puckered hole. The ring of muscle was white from being stretched so taut. His thick cock angled back and forth, spearing her puckered anus savagely.


“Goddamn! Goddamn! Yesss! Inside me!” she wailed.


“Fucking your ass!” His groin slammed into her ass. His balls banged against her cunt, briefly, but long enough for him to feel the burning wetness spilling from her, surrounding his hairy scrotum every time he lunged into her.


“God, oh God, oh God!” Emma squealed, going out of control, wobbling her buttocks. She white-knuckled her fists and banged them into the mattress, shaking her head and groaning. She could feel his hot cock burrowing deep into her tenderness. Her bowels seemed filled with his meat as the hardened flesh bolted back and forth, rubbing her asshole raw. “Yesss, ahhhh!”


“My cock belongs in your ass!”


“Yesss, God, yes! It belongs!” she moaned.


“Goddamn tight asshole! And I’m fucking it good!” he cried.


She shoved her ass right to the vee of his musculature. “Keep going! It’s so dirty, so dirty!”


He moved his hips, twisting his cock inside her ass, stirring any remaining resistance in her muscles with his huge cock. They tightened sporadically, not so much trying to keep him out as to pull him deeper in. He’d never felt anything like it, but Emma was almost as tight as she’d been when he’d first entered her.


“Damn, fuck, ruining my ass! You’re ruining it! But don’t stop! Fuck my ass!” she wailed. “Fuck my ass like no one else ever can!”


Emma bucked her hips back and forth, impaling her ass with his engorged fucking. She could feel the glans of his large cock dragging inside her. Her flexing anus gripped his shaft tightly as it slid back and forth, rubbing her raw.


“Ohh, ughh, yes!” Chad grunted as he fucked harder, reaming her hole with his manhood. He pummeled her, stabbing his cock into her ass. 


Her passage sizzled, on fire. She felt his cock going deeper with every savage thrust. Her bowels contracted, gripping his cock with all the strength in her body and not nearly enough to slow him down.


“Love it! Love it! Love it!”


“Ugggh, so tight!” 


“My ass! My ass!”


He pumped away, spearing her asshole ruthlessly.


“Do it to me, Chad! Fuck my ass!” Emma writhed, going out of control. She thought his cock must reach up into her stomach, the same way it was shooting in and out of her ass. Nine inches of thick, hard meat bored into her tender, taboo place, and she loved it.


“Oooh, God, thank you! Fuck my ass, thank you!”


“You’re welcome!” Chad bolted forward. His hips slapped her buttocks as hard as a spanking. His cock probed her bowels. His balls whipped against her wet cunt. He pistoned his member in and out of her undulating ass. His raging prick invaded the innermost depths of her.


Emma shivered with delight. She tingled all over. Her asshole was more sensitive than ever, feeling all it could. This cock was just what she needed, she thought as his engorged balls bashed her pussy again.


“God, oh God, fuck my ass raw!”


“Going to come! Now!” Chad yelled, driving himself forward. He buried his cock up to the balls and collapsed on top of her, drilling her insides ruthlessly. He wedged his cock into the deepest part of her ass before he stilled.


“Ahhhh, yes!” Emma squealed.


She closed her eyes, feeling his heavy cock go off inside her like a firecracker. Scalding, spewing gobs of his seed shot into her ass and she writhed, going out of her mind.


“Uhhhn, my ass! My ass! You’re in my ass!”


“Coming!” he wailed. He pumped swiftly, harshly, reaming her out. “Your sweet asshole’s making me come. It’s so fucking tight!”


The head of his cock fired over and over. Gushing wads of cream blasted into her ravaged ass as his hips twitched. Not as much force as before, in his paroxysms of satisfaction, but still savage bunts into her most sensitive vulnerabilities.


Emma jerked her head around, messing up her red hair. She grunted, closing her eyes, tightening her fists, feeling his mammoth cock going off in her ass like an oil derrick that had drilled and now struck home. Her anus became slippery with cum. It slid out of her, shimmering whitely and wetly down her perineum. The sheets she gripped in her hands were soaked through with sweat.


“Ahhhh, ohhhh, yeah, my ass, God, oh, ohhhhhhh…” she moaned, her voice jagged with the impacts of more ejaculations inside her.


He fucked deep, his cock flaring, still shooting rampant jets of jism inside her. They seemed hotter than ever.


Emma was intoxicated with lust. She reared back against him, impaling her ass on his exploding shaft before it could get away. “Yes, yess, in my ass! God, I’m hot!”


Chad crashed forward, spearing her ass again. It was still tight, but decidedly slick. The feeling was incredible. He was crazed for just how fucked she was. He lurched into her, straining, battering her tender flesh with savage passion.


“So fucking tight! Still so fucking tight!”


She shoved her ass onto his cock, helping him as he reamed her, filling her with his cock and the massive amounts of cum that exploded from it. They sweated and strained and lurched, groaning and crying. The bed creaked as her ass suctioned his ejaculation into her, his cockhead, his shaft. It was like her body had developed a taste for him, and now it wanted all of the feast that had been provided.


Emma was boiling inside. Her ass felt scorched. “Uggghh, yeah! Doesn’t go any deeper,” she wept, shaking her head and rending the sheets. “I took it all! It’s all in me! And his cuuuum…” 


“God, what an ass! Making me come so hard!” Chad howled. His powerful strokes pelted her anus, gushing more bullets of semen.


“Fucking so deep! Doing my ass!” Emma moaned, now transitioning into disbelief. 


“Love this fucking ass!” Chad said. His cock lurched forward, emptying more and more and more… “So fucking good… fucking good around my cock…”


Thick rivers of semen streamed down Emma’s thighs. She writhed as they touched more and more of her heated skin. Her ass pulsed hotly around the prick that still owned it.


“I love it,” Emma gasped.


“Fucking incredible,” Chad agreed.


His cock quivered a final gulp of cum, which surged into Emma’s convulsing hole and immediately flooded out to clad her inner cheeks like a thong. Somehow sensing the ejaculation was finally done with her, Emma slumped forward, Chad’s cock still up her ass, his body on her back.


“That was great, Chad.”


“Uh-huh. I can’t believe I even thought you could take my cock. You feel too tight for a finger.”


“You took care of that,” Emma replied. “What time is it?”


“What time is it? God, what day is it? What year is it?” He slapped her ass one last time. “It’s five minutes before I get another hard-on and pick another hole to fuck.”


“Creep,” Emma said fondly, and he kissed her sweetly, then watched her bite her lip as he eased his still substantial heft out of her. When he was done, she let out a squeak and he kissed her again.


“How’s your ass?”


“Beautiful,” Emma said. “How’s your empty cock?”


He smiled at her. “Temporary, slut.”


Emma cooed in sardonic appreciation of the title. “But where’d you get the idea of fucking me in the ass? How’d you know I’d like it so much?”


“Read it somewhere.”


“Chad, you can’t believe everything you read in the papers.”


“Well, it also said you didn’t like getting cock-slapped.”


“Now that’s just slander.”


Comments

Shendude

Out of curiosity, why isn't this posted on AO3?