Beating the Nightmare
Story by 2BIT
Concept by Akaku8

It was the Halloween season, and being in the mood for creepy fun, Tails found himself searching for scary games to play, when he came across a fan-project based around his friends... Sonic.exe. "Hah, I'm not scared! I'll figure out how to beat this!" he declared, and started to play in the dark of the night. However, he was not prepared for this game. Again and again, the nightmarish, bloody-eyed Sonic.exe hunted him down, murdering his in-game self and causing him to freak out and restart. Again and again, he tried to get his in-game self out alive, but no matter how long he tried, he couldn't find an escape. The night grew late, and soon he was forced to give it up. "Aaaahh, shoot... What is wrong with the person who made this game??" he said with a yawn as he turned off his computer, the room becoming dark without the monitor's light. He shivered in the dark, and frantically stumbled in search of his flashlight. "W-wow, it's late... I gotta get to bed..." he said tiredly, looking around a bit nervously as he made his way through his house to the bedroom. He tried to collect his thoughts. It was just a game, right? Sonic would never be possessed and turned into a crazy killer. That's completely insane. He assured himself of this fact, but still found himself pulling the blankets tight around himself as he climbed into bed, as if those blankets would conceal him from danger. If he hadn't been so tired, he might have been unable to fall asleep. Since he did in fact drift off, he was treated to the first of many nightmares. In the weeks leading to Halloween, these nightmares would be relentless, as Sonic.exe stalked him again and again each night...

At first, the nightmares were very reminiscent of the game, with Tails running for his life through a warped version of Green Hill, only for Sonic.exe to always ultimately corner him, and strike to kill him, which would cause the fox to awaken in a cold sweat. That would be bad enough, but his body needed the sleep, while at the same time being unable to stop these dreams, so his subconscious came to a compromise. The first dream in this compromise found Tails stumbling over, crying out for mercy as Exe stood over him. The hedgehog gave a demonic smile, and rather than killing him this time, pinned Tails down, and tilted the fox's head to look at his crotch, which sported a massive boner! "Wh-what the? Oh, god, no!!" Tails cried as Sonic.exe laughed, gripping his waist tightly and then swiftly plunging his cock into the pinned fox's rear end! Tails screamed, but didn't wake... Getting raped would enable Exe to spend even more time terrorizing him each night! The demon laughed demonically, thrashing his thick shaft roughly inside Tails' ass, all while his mind raced with the fearful thought that Sonic was destroying him! "Please, no!! S-sonic, it's me!! Stoop!!" he cried uselessly! Since it was a dream, at the very least, he didn't feel the pain so much that he would feel if this were real. But that didn't matter, his mind convinced him it was real, and so the terror was very real. Exe gripped his two tails, holding them like handles as he pounded forcefully into Tails' ass, causing his belly to bulge in the shape of his huge shaft! Tails feared it would pierce through him, or that his cum would make him explode...but before anything like that could happen, he finally woke up, shaking and clutching his blanket. "Wh-what the hell...?" he stammered. It was just the beginning, too.

Sonic.exe seemed to get stronger as the dreams continued night by night. Eventually, the possessed hedgehog lifted Tails clear off the ground, holding his legs apart and impaling him on his massive cock! "No, noooo!!" Tails threw his head back and screamed, utterly powerless to escape as Exe moved him up and down over his length like a toy! "I'm going to break you, Tails... Break you into pieces... Rip you to shreds!" the monster growled, filling the fox with terror as his dick tunneled deep into his ass! Tails could see the nightmarish face of his possessed friend, and he sniffled, tearing up, filled with desperation. "S-sonic, please! Aaagh... D-don't kill me, Sonic! Nooo!!" he wailed. He still couldn't feel the pain much, but his mind still panicked, working him up just shy of awakening. Tails felt his body pressed against a dead tree, stabilizing him so that Exe could go to town, slamming his ass deeply, stretching his belly as his length tried to stab right through him! "Yesss... Suffer and die!" the demon cackled, his claws digging into Tails' chest and making him wail in horror! He didn't bother to fight back, he was too frozen with fright. He could only take the abuse, every thrust of Exe's cock threatening to burst through his belly. Finally, it seemed like it succeeded, but Tails awoke before he could really tell. He panted, looking around his bedroom, and heaved a sigh. "Get ahold of yourself, Tails... It's not real. Sonic would never do this to you... Gosh, why can't I figure out it's a dream and wake up sooner??" he huffed, burying his head in his pillow and hugging it. He was so tired, and it still wouldn't end.

As Halloween neared, the dreams became more surreal and frightening. Eventually, as Tails fled from Exe, he found himself running straight into a mass of tentacles, which grabbed him up and restrained him as he screamed and strained against the shadowy black tendrils! Sonic.exe laughed, watching as the tentacles pulled the fox's limbs outstretched, and snaked around his body, teasing his chest, coiling around his own fox dick. "S-stop it, ahh! S-sonic, please, h-help me!" he sobbed, knowing there was only one form of "help" he was likely to get. Exe approached, the tentacles holding Tails in place nicely for him. "I'll help you, bro... Help you die!!" he sneered, once more plunging his shaft deep into Tails' defenseless rear end! This time, it almost seemed like he was actually feeling it fully, as well, the dreams having become so common that Tails' mind gave him the sensation of being penetrated! "Oh, god, aaaahh, n-noooo!!" he screamed, writhing in the tentacles desperately as the demon mercilessly rammed his ass, his heavy balls slapping the fox's rear with each powerful penetration! Tails' screams were muffled as a tentacle wrapped around his neck and started to squeeze, the scene only making Sonic.exe smirk wide and laugh in a sadistic, demonic voice. "Yesss... Your head will be ripped off your shoulders... But I'll make sure it watches the rest of this..." he cackled, grasping at Tails' ass tightly as he pounded deeply into his foxhole! Tails awoke with a terrible scream as lightning struck outside his window, and he threw off his blanket and climbed out of bed. "No more! I... I can't sleep anymore!" he cried, turning on the light and sobbing.


As Halloween night arrived, Sonic was fully aware of the issues Tails had been having by now. The fox had confided in him, and of course Sonic assured him that it was just a game, and he'd never hurt Tails, but the dreams had persisted. "I'm super worried about him, Knux... Super worried..." he told the echidna as he stopped by Angel Island for a visit. Knuckles stared at him. "I'm worried about YOU. Why are your eyes bleeding??" he stammered. Sonic chuckled softly. "It's makeup. I'm Sonic.exe!" he stated. Knuckles raised an eyebrow. "Pretty insensitive costume choice, isn't it?" he murmured. Sonic gave a wicked laugh. "Well, it IS Halloween. How can I pass up such an easy scare? Besides, when he sees it's me, maybe he'll get over the whole thing." he stated. Knuckles crossed his arms, shaking his head. "Nope, you're just being an ass. And you're gonna scare the shit outta Cream, too!" he stated. That could be an issue, with his recent night terrors, there was no way Tails would go out on Halloween night alone. Sonic shrugged. "Ehh, I'll work it out. Have a good night just...sitting here... Do you ever get Trick or Treaters?" he asked, shrugging as he sped on his way. Knuckles let out a sigh. "Weeeell, night's young. There's always a chance for a certain bat to come by for a trick..." he said to himself, starting to smirk at the thought.

Indeed, Tails had gone out Trick or Treating with Cream and Charmy. After all, there was safety in numbers. Charmy was dressed as a devious little imp, while Cream was a princess, and Tails was dashingly dressed as a swashbuckling pirate. The trio were having a pretty good night gathering candy, but Tails certainly did seem on edge as they walked. He hadn't gone into detail about his dreams with Cream or Charmy, but they were aware he was having rough nights. "Relax, Tails, you're safe with us." Cream said sweetly, Cheese chirping cutely as he flew beside her. Tails was glancing over his shoulder, and he chuckled awkwardly. "I-I know that, sorry. It's just, it's so dark out, a-and well, y-you know..." he stammered. Charmy smirked, buzzing behind him quickly. "Boo!! Haha!" he laughed, making Tails jump just a little bit, but he kinda expected this behavior from the immature bee. "Yeah, thanks for your sensitivity, Charmy..." he groaned. "Don't be so mean!" Cream scolded him. Charmy gave her a sheepish grin. "C'mon, it's Halloween! You gotta get into the spirit!" he told them. Tails knew that, and tried to relax his nerves. "I'm fine, I'm fine... Let's keep going..." he sighed. However, a loud sound nearby frightened the fox and caused him to start running off screaming, his pirate hat falling off and landing at Cream's feet! "Tails, wait!" Cream called, glancing for the source of the noise to find an animatronic Halloween display across the street springing to life, complete with recorded sinister laughter. "Don't worry, he'll be okay, Cream..." Charmy told her. The rabbit frowned, picking up his hat. "I hope so..." she murmured.

The fear-mad fox had run away from the light of the city, and found himself catching his breath in a truly dark, wooded area. The leafless trees around him looked dead, and his fur started to stand on end as Tails realized he was all alone out here. "Real smart, Tails. Now no one will hear me scream..." he gulped, turning around slowly, his eyes nervously checking the shadows around him, watching for sudden movements. His heart thumped in his chest, and he took a deep breath, trying to relax. "They were just dreams, Tails. You're fine. Nothing's g-gonna hurt you..." he murmured, starting to slowly head back. However, he stopped suddenly, swearing he heard something. His ears pricked up, listening. It was footsteps, he was sure of it. The fox gulped hard. "S-stop it, Charmy... I'm serious!" he stammered. But as he looked around, there was no sign of the bee. No sign of Cream. Not anybody. Tails wondered if his ears had played tricks on him. "Forget it, Tails. Just hurry back...and stop talking in the third person." he murmured. However, something sped from tree to tree behind him, the sound of motion unmistakable! Tails spun around, and he heard a sinister cackling. "N-no, you're...not real!" Tails stammered. The speedy footsteps dashed behind the fox again, accompanied by more evil laughter. Tails turned quickly, and thought he caught a glimpse of someone escaping into the shadows. "S-stay back! I-I'm warning you!" he stammered. It was then that a blue ball came falling from high above, uncurling in front of the fox as "Sonic.exe" roared menacingly at him! Tails screamed, but then he did something more unexpected. He lunged at the hedgehog in a desperate action, knocking him onto his back and pinning him down! "You won't take me, monster!! You won't take me!!" he shouted, holding Sonic to the ground forcefully as he tried to push back, only to find the wind had been knocked out of him!

Tails panted heavily as he held Sonic down, his heart racing. Sonic pushed back, only to cause Tails to hold him down more firmly, the fear response preventing him from letting his friend up. He couldn't think rationally in the moment. His crotch pressed against Sonic's groin, the fox using his weight to keep the hedgehog pinned. Quickly, the contact was, surprisingly, making the fox hard...and his costume didn't include pants! Even as Sonic was catching his breath, he was again struck speechless at feeling his "little bro's" boner growing against him. Tails blushed at the realization of this compromising position, but it also made him realize what to do. "I won't...fear you anymore... I-I'll... I'll fuck my fear away! This...is payback!" he declared, using his knees to wedge Sonic's legs apart as he continued to hold him down! Sonic's eyes widened, and his face turned bright red at the idea of Tails just holding him down and dominating him like this. "H-hold on, wait, i-it's m-me!" he managed to stammer, only to feel the fox's tip poke his hole, threatening to penetrate! Tails looked him dead in the eyes, the red makeup causing the fox to shudder a little. "You... can't fool me, Sonic.exe!" he said with a combative tone! Sonic looked back into Tails' eyes. Surely he didn't believe he was really possessed by a demon, right? Still, maybe it was best to play along...so that Tails could defeat his demons. "Y-you...can't contain me!" he huffed in a challenging tone, struggling to sit up as Tails held his wrists! He was really trying, too...but Tails was surprising him with his strength! The fox then started to push his cock inside the hedgehog, and Sonic's eyes went wide as his girth spread open his walls! Tails...was huge! Sonic let out a somewhat pained gasp as he took that impressive fox shaft! He was really about to be fucked by his... not-so "little" bro!

Tails let out a soft gasp of satisfaction as his full length sank into Sonic's ass, his two tails twirling behind him. Now he was a true pirate, he'd gotten himself some "booty." That thought made him smirk a bit smugly, looking at the hedgehog below him, whose expression had grown increasingly nervous and submissive with each inch he'd inserted. With this pause in the action, Sonic remembered he was supposed to be a demon, and resumed his attempt to fight back, wresting his arms out of Tails' grip and planting his hands against the fox boy's fluffy chest, attempting to push him! Tails gripped Sonic's shoulders, and pulled back his hips before swiftly thrusting back in, instantly knocking some of the fight out of the blue one! "Aaahh!! S-shit, Tails!! Ah, I m-mean...y-you can't d-defeat me!!" he gasped, struggling to play his part. Tails felt those hands against his chest, rubbing into his fluffy fur, and he smirked. "Ohhh, hah, I already have!" he winked, starting to truly let loose on that tight hedgehog rear! His dick pounded in and out of Sonic, carving a path through his anal tunnel, spelunking in search of his deepest depths and weakest spots! Sonic writhed under him, occasionally making an effort to push the fox off, but each time failing spectacularly! Tails was truly overpowering and dominating him...and he kinda loved it! That huge cock sent waves of pleasure shooting through his body, beyond Sonic's dreams, and Tails could feel Sonic's own cute hedgehog boner growing and poking his belly as he went to town on him! "Ahhh...haha...yeah!! Y-you...have no more power...over me!!" Tails cried, grabbing Sonic's ass and giving it a good grope as he plunged his dick all the way in to the hilt, making his friend wail out like he was his bitch!

And Tails did more or less make him his bitch. Since he was taking his revenge on Sonic.exe, he tried to replicate as many positions as he could from his nightmares. He got Sonic into a doggystyle pose, ramming his ass more directly for a while as he worked his way out of the stuffy pirate costume. He leaned against a tree for leverage as he lifted Sonic into his arms, showing how strong he'd truly become as the hedgehog blushed deeply, holding onto his fox lover through the ride. By the end, however, Sonic was on his back once more, getting a reprise of that missionary goodness as both of them started to grow tired and ready to call it a night for this Halloween. Before that, however, Tails had to finish the job. With a few final, deep thrusts, the fox finally let loose his pent up load inside Sonic, pumping glob after glob of hot, sticky cum deep in the hedgehog's rear end as he moaned out! "Y-you... win, Tails...ahh... Ohh, fuck..." he huffed, blushing deeply. Tails leaned over him. The makeup have been sweat off quite a bit, and it was quite clearly Sonic even to an irrational mind now. Tails wrapped a hand around his head, and pressed his lips to the hedgehog's, their tongues meeting in a hungry, passionate kiss. When the kiss broke, Tails winked at him. "Happy Halloween, hehehe..." he snickered. Sonic blushed and nodded, watching Tails start to leave with a newfound swagger. Sonic smiled warmly as he sat up, watching him go. "Sweet dreams, hot stuff..." he said with a light chuckle. Tails glanced back, his two tails twisting into a heart shape behind him. "Maybe just regular you will be in them this time... Or maybe I'll see ya tomorrow?" he smirked. Sonic blushed deeply and nodded. "Happy to get tricked OR treated by you any day, foxy!" he smiled.

The End