"Alright Miles, you be careful, alright?" Tails' mother, Rosemary, says to him. His parents were outside of the cabin as the two tailed fox was wearing his red cloak, staring at his parents.
"And make sure not to wander off the beaten path, son. I hear there are certain creatures out there." Added Amadeus, Tails' father.
"Don't worry! I'll be fine! It's just a simple delivery to Uncle Merlin. I'll be back before you know it!" Tails says with a smile on his face, he hugs his two parents and bids them goodbye, carrying a basket while going to his uncle's place.
Tails has heard many stories of some creature roaming around the forest, seeking its prey. But he's never seen the beast, only stories. Probably meant to scare some young children into being good.
But he was a young man! Well, only in his teens, but that's beside the point! The two tailed fox explored the forest, he wore his red cloak, but he also wore some feminine clothing despite his gender of being a male.
He wore simple brown gloves, red boots, but also wore white thigh high socks and some red panties. He wasn't even bothered that he was basically wearing some girly clothes. His family didn't seem to mind or discourage him.
It made Tails happy and secure. And that's what matters. Tails noticed some flowers and found them to be pretty beautiful. Maybe he can add this as an extra gift for visiting his uncle. He walks off the path and giggles to himself.
He didn't notice that somebody was watching him though, founding themselves new prey.
The someone in question? The infamous creature Tails had heard about. It stalked the young fox from behind the trees and chuckled to itself mischievously. 'He's an easy target. And his looks aren't that bad, either~' It thought as it watched Tails pick the flowers and add them to his basket.
"That should be plenty!" He said aloud to nobody in particular before continuing down the path to his uncle's house. The creature following him close behind. He had to wait for just the right moment to strike…
"I hope my Uncle Merlin likes the flowers I picked for him." Said Tails. Hearing this, the creature gained an idea and sped off past Tails and towards the house. Nothing but mischief in his mind.
[…]
Tails walked and walked until he arrived at Merlin's house. He locked on the door, but strangely, no one answered. "Uncle Merlin?" He called. "It's Tails! Are you home?"
No response.
Tails tried the handle and found the door to be unlocked. This was odd. Merlin usually kept it locked. Was he expecting Tails to arrive? Either way, Tails slowly opened the door and stepped inside.
"Uncle Merlin? Hello? You, uh... left the door unlocked!" Tails called out, he steps inside and looks around the house. Nothing seemed to be out of place or disturbed. If it was a break-in or robbery, it might've been the cleanest one he's ever seen!
Tails places the basket and flowers on the table and goes towards his uncle's room. The door was closed as he knocked on it. Something about this seemed... off. But he didn't know what.
"Uncle Merlin? Are you home? It's me, Miles Prower, also known as Tails!" The two tailed fox called out, waiting for a response. It was deep and growly.
"Oh, yes! Please come inside!" Replied the male's voice.
"Uncle... Merlin? Do you have a cold? Why's your voice sound weird?" Tails asked, raising an eyebrow. That didn't sound like him at all.
"I just have a sore throat." The voice replied before coughing a bit. "I'm in my bedroom if you want to see me."
Tails still thought this was a bit odd, but nonetheless, he picked up his basket and walked upstairs. As he approached the door, he heard someone chucking to themself. Was Uncle Merlin okay? He kicked on the door and the voice was heard on the other side.
"Come in!" He called. Tails slowly breathed in and out nervously before opening the door and stepping inside.
The room was completely dark save for the light from the hallway. From what he could see, the room appeared normal. "May I turn on the light, Uncle Merlin?" Asked Tails.
"Be my guest!" The voice replied. With that, Tails felt around for the light switch. Once he found it, he flicked on the lights. Only to be met with a terrifying sight.
Standing before him was a huge and hairy creature with sharp claws, dark blue fur, and spiky sneakers. Tails looked up at the brute and instantly put two and two together: This was the creature from those legends he was hearing.
"GAAH!" He screamed. "Wh-What are you?!"
The creature chuckled. "Just call me Sonic, Tails." He said.
"You… Know my name?" Tails asked nervously. Deathly afraid of what Sonic would do to him.
"Heard you talkin' to yourself back in the forest." Sonic explained. "I couldn't resist a cutie like you~"
Now Tails was in full panic mode. What did this terrible beast have planned!? "Uncle Merlin! Somebody! HELP!" He called out.
Sonic grabbed Tails close, making him drop the basket and covering his mouth. The creature was so much bigger and stronger than him. Probably fast as well. He was trapped.
"I've been eying ya for a while... I've been looking for a... mate, to be with. Someone to bear my pups and all that." Sonic explains, as the two tailed fox pupils dilated in horror. "You're my prey now. And as my prey, I get to do whatever I want to a cute fox like yourself~"
Sonic lowered his hand but held Tails close, he looked deathly pale at the implications. Was he going to be bred by this creature?!
"B-b-b-b-but...! I-I'm a boy...! I-I can't...!" Tails stuttered out, hoping that would stop this, but the monster just chuckles.
"Not gonna stop me. Now, let's see what we're working with here...~" Sonic says and gropes Tails' plump ass, making him gasp and shudder. "Oohh... I like what I'm feelin'~ I think you put most girls to shame, kid~"
Normally, that would make Tails happy, but considering the situation he's in, he could only whimper.
"W-where's my Uncle...?" He weakly asked him, trying hard not to cry.
"He's not here. And no, I didn't eat'em. Which means..." The beast grins and whispers to Tails' ear. "We have the whole place to ourselves~"
Sonic set Tails down on the bed. It was then the twin-tailed fox noticed his captor's enormous dick. His eyes widened at it. "Wh-What a big cock you have!" He said. Scared for his life.
"All the better to fuck you with~" Sonic chuckled as he approached Tails. Grabbing the back is his bad and forcing his cock into his mouth. "Mmn! So fuckin' good~!"
'Oh, God! This is so gross!' Tails thought in despair. Although, maybe if he humored him, he'd let him go?
Tails bobbed his head up and down Sonic's shaft. However, it was clear that he had no clue what he was doing. Seeing this, Sonic rested a hand on the back of the fox's head. "Lemme help you with that~" He said before he began thrusting down his throat.
Tails' eyes widened at the sudden forcefulness as he tasted more of Sonic's cock. He was so relentless! How many times had he done this? Come to think of it, were those legends of this creature stalking its prey true?? Better focus on the now and worry about that later…
"Mmhhh... hehehe~ With a bit more practice, you can take my cock easily!~ This was definitely worth the wait~" Sonic says and facefucks the poor fox. All Tails could do was gurgle and try not to choke to death. "Ahhh... such a good boy...~ You'll be the perfect mate~"
'I don't wanna be a Mom! I'm not...! This isn't...! Why is this happening to me?!' Tails mentally wailed in despair, there was nothing he could do but humor the beast using him. The taste of Sonic's cock so strange. It was so thick and big!
Tails was breathing through his nose, feeling the cock ravaging his throat, making gurgling, sucking and sloppy noises. Meanwhile, Sonic was panting and using the two tailed femboy like a sex toy.
"Oohhg...! Just a bit... deeper...!" Sonic growled out, making Tails' eyes widen in fear.
'W-wait! No more! Don't go-!' But he felt more of Sonic's cock inside of him, his nose touching his crotch, his eyes rolling back. "Glrkgh!"
"Oh, fuck yeah~!" Sonic moaned in sick pleasure. "Such a good cocksucker!~"
'St-Stop! Please stop! I can't breathe!' Tails begged in his mind. He was praying that this was all a nightmare, but unfortunately, it was reality.
Just as Tails was about to lose consciousness, Sonic made his announcement. "Fuck, I'm cumming!" He groaned before going even harder.
Tails' eyes widened hearing this. 'Wait! I'm not ready for it! PLEASE!!' He screamed in his mind, but whether he liked it or not, this was actually happening. Sonic let out a loud moan as he came down the poor fox's throat.
"MMGH! Take it all, slut!" Sonic groaned. All Tails could do was swallow his cum. As he expected, it was horrible. Once he was finished, Sonic pulled out and allowed Tails to breathe heavily and weep.
"Hah… Hah… No more… Please…" He begged. Sonic responded by picking Tails up again and positioning his cock at his entrance. At this, Tails struggled to break free to no avail. "No! Wait I-I'm a boy, remember?!"
"Like I said before, it's not stopping me~" Sonic breathed before power Tails onto his dick. "Mmn… So tight~"
Tails screamed bloody murder as he felt Sonic's cock inside of him. "AAAAGH! Take it out, take it out!!" He hollered.
But Sonic ignored him, using the fox as a human fleshlight, thrusting into Tails and groaning in pleasure.
"Mmmhh... fuck...~ You'll definitely be perfect~" The creature moans out, as the poor feminine fox just groans in agony, helpless to do anything.
"Aagh! Hhagh! Hhah! S-stooppp! I-I can't... I can't bear your-oogh! P-pups...!" Tails sobbed out, this couldn't be happening! His virginity taken away just like that, and by him of all things! He wanted to die right then and there.
On and on it went, as Sonic moves his hips, thrusting into the fox's tight anus. Tails felt him stopping before feeling more of the werehog's cock inside of him. He wasn't really thinking of putting in more?!
"N-nononono! Wait! I can't take-!" His words were silenced as Sonic shoves his cock balls deep inside of Tails, the other end out of the male's mouth. "Hghgh! Mghgh!"
"Heheh... whoops. Guess you were smaller than I thought, cutie~ You alive down there?" Sonic says, not really sorry at all. Tails hung limply as he gurgles, feeling the beast's cock all the way. "Good~ We can continue until I impregnate ya!~"
With that, he resumes his movements, rocking Tails' whole body, his eyes rolling back. The weirdest part for the fox, aside from actually enduring this, was that his own body was betraying him.
'T-too much...! G-gonna... die...! B-big... c-cock...!' Tails was having a hard time thinking and just trying to stay conscious.
Sonic continued fucking the poor fox like a fleshlight. Tails' mind was practically begging for either someone to save him, or death to take him. Whatever was better.
When pleasure hit its peak, Tails couldn't take it anymore and came. Finally shattering his mind. 'Cock… Good… Need… Cum…' He thought as if he were a zombie.
Sonic could sense that Tails had broke. "Get ready for my load, you little slut~" He moaned. And louder when he came. His cum shot out and onto the floor as Tails' body winced from the orgasm. when he was finished, Sonic pulled Tails off of his cock and set him down back on the bed. His ass in the air with a huge dumb smile on his face.
"Haaah~" He sighed. "So good~!"
Sonic grinned at seeing Tails broken beyond repair. "I can give you so much more of this, Tails~" He said.
Tails lit up at this. "Huh? H-How?" He asked excitedly. Eager to hear what else Sonic had in store for him.
Sonic picked Tails up and placed him over his shoulder. "Just come with me, cutie~" He breathed. "We'll have more fun back in my cave~"
[…]
Days have passed since that day, and Tails had become Sonic's fucktoy.
Sonic has cleaned up their activities and took the fox back with him. Nobody knew what happened to Tails or what fate befell him. He was categorized as missing.
Tails was riding on Sonic's cock, his mind forever broken since that day in his uncle's house. He has hearts in his eyes, a dumb smile with his tongue lolling out, moaning like a bitch in heat, and his stomach was bloated.
The werehog watches in amusement, seeing the once frightened fox, now accepting his new role as a mother-to-be. He groans in pleasure watching as Tails came once again, but not stopping his movements, milking the beast's cock for another load inside of him.
"Mmmhh... I'm gonna cum!" Sonic growls out, and watches as Tails slams his ass deep down on the shaft and screams.
"AAAHHHNN!!!~ YES!~ FILL ME!~" Tails bellows out, feeling Sonic's cum adding more inside of him. He gets off and goes on his knees, practically worshipping the werehog's cock as he licks it, feeling some of his cum leaking out.
"Aahhh... you are by far the best fucktoy I've ever had~ I don't think I wanna ever let ya go~" Sonic says and laughs a little, Tails smiles and rubs his bloated belly.
"Good... because I think I'm actually pregnant...~ Just think, when I birth our pups.. t-they... they can fuck me~" Tails says and giggles stupidly, having lost his mind completely. He actually seemed excited at the scenario. "S-so that's why... I have to be knocked up! I'll be the best Mom ever!~ Eehehe... ehehehe...~"
Of course, Sonic doesn't care, but the prospect did sound kinda hot~ He directs his cock to Tails' mouth, as the fallen two tailed fox eagerly sucks it.
"I'll be looking forward to seein' that happen~ In the meantime... clean your mate's cock~" Sonic orders, as Tails happily obeys.
He has no intention of ever leaving this new life. He could definitely feel something inside of him, as he closes his eyes. He couldn't wait to be used again, and again, and again... forever and ever~
And thus, this tale has come to an end, for the young two tailed fox boy. Little Red Riding Tails, was never seen nor heard from again.
THE END