Tails' Tailhole is Taught

Story by Shall Ecnik on SoFurry

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#1 of Sonic Shame:


He lays there, on the soft grass, staring blankly into the blue sky above him...thinking...pondering like many days before, about his past encounters, adventures...all leading to one individual...his life-long friend, and guardian for longer than he can remember...Sonic. The young fox makes a long, exasperated sigh, and looks around the sky, finding a strangely shaped cloud that looks very much like his companion..."I can't believe I still think of him so much...I mean...I realized already that I don't need him all the time, following him so much, and he may not always be there when I need help...but...why can't I stop thinking about him so much? Maybe it has to do with these weird feelings I get around him." He paused from thinking out loud, closed his eyes, and visualized his blue buddy caressing him...holding him close. Then he sighs lovingly, as he tries to feel those strong arms around him. "mmm...Sonic. "He said dreamily, hugging himself. "Hi, Tails!"

A cheery voice rang out of nowhere, and pierced the dreary fox back into consciousness with a bang...literally! "S-S-Sonic?!" He jumped from his relaxed position, and bumped his head into the small silhouette standing over him, with a loud 'Thump!' The small fur reeled back, dropping to the ground, and rubbing her head in disgust, with her small blue chao nudging her questionably, seeing if she's ok. "Ow! What I do wong, Tails? I onwy wanned say 'hi'!" The younger rabbit pouted slightly as she got up slowly from the grass, still rubbing her head from the impact. Tails grimaced. "Oh, it's just you, Cream...I'm sorry, just a little nervous about the things in my head lately."

Cream trotted over, and kneeled down next to where he was relaxing, leaning toward him slightly, with a cute interested look on her face. "Well, what'cha been thinkin bout?" She asked innocently. Tails leaned back slightly, resting on his arms, again looking up to the horizon. "I...dunno...it's weird." He started; the confused fox didn't really know if he should share this stuff with someone so young, and unaware, should he? He also didn't know if he can trust her or not...but this was really starting to bug him, and he needed to tell someone.

But, if Sonic found out, or any of the others, what else should he do? He sighed; sulking his head a bit, and looked at Cream intently, into her big brown eyes, pondering her innocent demeanor...how could he not trust a face like that? So, he spoke. "Cream, I dunno if I should tell you or not, so I'm just gunna come out and say it...I've been having thoughts...memories of Sonic for very long, but...lately, I've been having different thoughts about him...like...I need him in a different way...like...I dunno."

He looked again at Cream, she was just smiling at him...she probably didn't understand a word he said, but, at least he told it to someone. Just then, a deep voice came out of nowhere. "Heh...sounds like you are building up quite the on-going relationship with this buddy of yours, eh?" The two furs turned around, looking for the area the voice came, but the little blue chao next to the rabbit growled, and shook a little fist at a tall winged figure in the shadows as it suddenly stepped out into view.

Cream turned around, and stared at the enraged chao. "Cheeze? Wat's wong? ...oh!!" She jumped slightly when she looked up, and caught view of the intimidating creature before them. When she got over her fear, she stared at him curiously, from the black hooves, the baggy green faded green pants with golden stitching in the crotch, and the same gold cord in a knot at the top, seeming to hold them up, and the two bright green jade beads tied into each end.

Then, up his tan furry slender stomach, to his strangely-shaped iron pendant, hanging by many thick stands of black leather of some sort, to his folded arms, with the two bundles of very many foreign-looking bracelets and bands, to his long, intimidating black talons upon his padded fingers, to his shoulders, on which rested two fluffy purple tufts on each, from which extended two very wide, and long wings that reached down to his hooves, maybe even dragging a bit.

Which is really a deep violet, but seemed a very dark shimmering blue in the shadows, and above that, light brown and tan furry neck, on which rests an interesting green collar, with a good amount of sliver rings circling around it, two oppositely curved small white claws on each side, and a black clasp at the front, with two larger sliver half-rings on the top and bottom.

Then, finally, she saw the face, the face of a whitetail stag. the whole left side of it was covered up by drooping thick yellowish gold bangs, connected by the sea of yellow hair covering his head, and drooping down the back, and sides, in a mullet-like fashion, which, sticking out, were two polished, and sanded glossy antlers, witch seemed to be painted green at the base, and faded into two glossy white points at the top of each. Next to these, on each side of his head, were two cupped ears, light brown at the base, and fading into a bright tan at the tips, with brown spots on each, but on the right, dangled a very big golden earring.

Next, was his little black nose at the very tip of his muzzle, and then, finally, was his one golden eye, the slit pupil aimed straight at her. The strange stag gave a mischievous wink, after looking her over, then turning back to the attractive young male fox, signaling with a taloned finger to come to him.

Tails just stares at the creature, unsure what to do, and he just sits there, nervous as ever, until he gives up, gets to his feet, and cautiously walks over to the winged whitetail, stopping inches from his muzzle, staring into his one eye with his two, daring not to show any sign of his un-easiness to this strange breed. After awhile of staring, he decides to speak to him. "Uh...wh-who are you?" Was all he could get out. He chuckled, and smiled at the young fox. "Name's Shall Ecnik, sorry if I scare you a bit, I guess you can say I came to see the sights.

I also overheard your little issues, and I can't help but wonder if I could help you out a bit, if you can trust me, that is." Shall smiled widely after he sad this. Tails looked at him blankly, and stared into the creature's face, trying to see if he can find any hate, or dishonesty in it, but... he found none, in fact, when he looked at him, he didn't see hate, but understanding. So, he decided to agree...I mean, he seemed ok, right? "Well...okay."

He turned around, after turning his head to him again, giving him a curious stare for a second, then turning back, and shouted to Cream. "Wat is it, Tails?" She asked. The little rabbit has until this time, been trying very hard to listen in to the conversation the two of them were carrying on, and also getting this slight little crush in the odd breed. She stood up, and started walking over to the two of them. Tails looked down at her, putting a paw on her back, and looking into her big eyes.

"I need you to play somewhere else for awhile, ok? Me and..." At this point, Tails looked around at Shall, looking him over, then back at her. "...and Shall...We need to talk alone for a bit, okay?" He patted her head, and turned back around to the winged stag. "Ok, bye guys!" She said in a cheery voice, and began trotting off until her chao blocked her path and started waving his little arms, shaking his tear-drop shaped head.

"Chao!, Chao!" He squeaked, then growled again, and flied toward the winged white tail, shaking his little fists, until Cream grabbed him by the wing, and pulled him on. "Come on, Cheeze! They'll be ok!" After she said this, the little rabbit gave a sweet smile toward the stag before skipping off again.

Shall watched the cute little rabbit, staring at her tiny cheeks every time her dress went up in the air, thinking he should defiantly get to know her better later on...Then looking back at the young fox in front of him when she was out of sight. Tails looked up at him, and smirked slightly. "Well...anyway, how can you help me out?" At this, the winged buck smiled widely, and then chuckled, making Tails give him a confused look. "Weeeellll..." Shall smiled again, and undid the golden knot on his pants, cuasing them to fall to his hooves. "You're a virgin, right?" Shall said, looking back up at him.

Tails looked down at the stag's exposed groin, then back up at him with a confused look. "Um...what's that?" Shall rolled his eyes, and shook his head. "oh, boy..." He said, slapping his own forehead with a taloned paw. "Well, in that case, what I'm gunna do may be a little weird, and some things may hurt a bit at first...but, trust me, it'll be great, and it's definitely the best way to cope with these urges, as well." He then took the pants off his ankles, and tossed them aside, then snapped his fingers, looking back at Tails with a wide grin.

"Speaking of which, have you ever had a good foot massage?" The young fox looked up at him with a curious stare, raising an eyebrow. "I...don't think I have." Shall licked his lips at the pleasing thought of kinky foot play with this young fox. "Oh this will be fun...hehe." He thought to himself. The eager buck gave the fox a devious smirk. "Okay, then...lay down and gimme a foot." Tails gave him a strange glance. "What for?" He asked curiously. "Just trust me, and lay down." With this, he gave the fox a light shove, causing him to lose his balance, and land with his back to the ground into the soft grass beneath him.

Shall walked over to him, kneeling down, and grabbing behind Tails' heel with one paw, and lightly pulling the shoe with the other, lifting it slowly off Tails' foot, the fox giving a sigh of relief as it slipped off his foot. "Aaaahh...thank you...it feels so good to finally get those off." The winged stag chuckled slightly as he heard this, still holding his foot up by the heel, and now stroking the side of it with the middle of one of his talons, ruffling the short orange fur on it, tickling the fox slightly with each stroke, making him giggle.

"I dunno why you wear 'em so much, then...you have beautiful feet." Right after he said this, Shall licked his lips, and began to knead the sole of Tails' foot with the pads of his thumbs, making him give a relaxing sigh, and quivering slightly from the pressure on his foot. "ooh...well...thanks, I guess...actually, they do have some use to whenever I need to keep up with Sonic by foot, or whatever." The winged buck looked up at him, still licking his lips at the thought of Tails' foot. "Sonic? Is that the name of your little buddy?"

Tails nodded, still murring from the treatment. Shall chuckled at this, and put his attention back to his foot, which he seemed to enjoy staring at so much. "Heh...you really do have some strong feelings for this guy, don't'cha?" After he said this, he stopped kneading for a second, and gave one long lick to his foot, starting from his heel, slowly up to the pad below his toes, making Tails give a loud gasp, and then the whitetail ran his tongue sensually across the pads of each toe, and back again, making the fox sigh, then popping one of them into his muzzle, suckling it lusciously, and running his tongue all around it, enjoying the taste of it, making the fox murr with delight, and finding his groin feeling a slight tingle as the tip of his fox-hood peeks out.

He blushes slightly when he finds himself mildly aroused from the bizarre treatment. Shall then pops the toe out of his mouth, giving it one last lick, before getting a small whiff of Tails' growing musky pheromones, and then noticing the pink flesh slowly beginning to protrude from his furry sheath. The embarrassed fox sees him eyeing his loins, and quickly covers himself with his gloved paws, with his face flushing red, and sweating profusely.

Shall chuckles, and leans closer to him, staring deep into his innocent young eyes. "Heh...yur pretty cute when yur nervous, buddy." The stag then pressed his muzzle against Tails', closing his eye, then reaching around, and holding his head steady as he slowly, and carefully pushed his tongue between his lips, and into his mouth, doing his best not to rush, and rubbing it slowly across his, as Shall glides his paw down the fox's white furry belly, then between his legs, and lightly stroking the paws protecting his groin, as if asking permission.

Tails then slowly submits to the experienced buck, as he began to weakly stroke his tongue back against his, intertwining the pink slabs of flesh, and closing his eyes, moaning slightly into Shall's muzzle as he loosened the grip on his crotch. Then sliding his gloved paw over the stag's arm, seeming to give his slight approval ,as his teacher suddenly began to slowly rub the head of his fox-hood, circling the tip of it with a black talon, and tempting the sensitive organ to emerge, as he slowly broke the loving kiss, not ending it, but letting the feeling of it linger as he parted his lips, and tongue from the fox's mouth.

Shall then proceeded to give slender orange body light, loving deer kisses from his chin, down his neck, then from his belly, to his crotch, he kissed, causing Tails to murr with each. The eager stag then decided to go for the gold, and kiss the tip of the young fox's shaft, making him sigh loudly, and then moan even louder when he felt it slide slowly between the buck's lips, with his tongue running over the tip, and lapping up the pre, savoring the salty taste, then the whitetail slid hid tongue down into the flab of muscle that it emerged, causing the rest of the young fox-hood to slip warmly into his waiting muzzle, making Tails groan in enticement, then laying a paw on the back of Shall's head, and pushing to urge him on.

The stag happily continued to suckle on the fox's organ, running his tongue up and down it lustfully. Tails moaned in delight as he grew in ecstasy, groaning in tune with each head movement, and the swirling of Shall's tongue. The fox's twin tails were now swishing in the air furiously beside him, then, after a few minutes, his tails stopped moving altogether, hanging in the air for a moment, shivering, then going limp.

The sucking stag felt Tails' little member bulge slightly, and he knew what was going to happen. Shall picked up the pace, then, with one last loud moan, the young fox shot his load down his throat, causing the whitetail to gag a little, then slurp up as much fox-juice as possible, savoring the creamy taste, and then letting the member free, enjoying the taste of Tails' squeezings, licking gooey white liquid off his lips.

With a smirk, Shall stared into the exhausted fox's half closed eyes. He chuckled, and smiled wider. "Looks like you enjoyed that, bud...are you able to get up?" Tails panted heavily, trying to do so, but failed, dropping back down onto the ground, then shook his head lazily. The now very yiffy stag rolled his eyes, then slid his paws underneath the fox's back, and slowly turned him onto his stomach. Shall stared at Tails' appetizing tailhole with deep lust in his eyes, and then leaned over him, and rubbed his sheath against the crack of the fox's pert butt, making him moan slightly, and the tip of the eager stag's impressive deerhood to emerge.

Then, as he ran the head of his member across Tails' hole, he made him gasp, then turn around, looking into the stag's eye curiously. "What are you doing?" He asked, looking down at his arse, at Shall's groin against it, then back up at him, with a confused look in his eyes. "Oh...have you never had anything back here before?" The deer answered, smiling. The young fox continued to just stare at him with the same confused look.

This made Shall chuckle. "Well, then...I guess I'll just have to show you, won't I?" After he said this, the winged stag smiled widely, and by this time, his deerhood had slid out to nearly half its entire length, now long as a normal equine's, yet wider, and still growing. The yiffy deer then aimed himself, and began to slowly slide head of it into the hole, causing Tails to groan loudly, setting his teeth, and Shall continued to slide in, stretching the tight ring of flesh, groaning as well from the extreme pressure on the tip of his groin.

The fox cried out as he was penetrated deeper, and yelled louder from every few inches, tears streaming down his face, and clenching the grass beneath him in his paws. When his deerhood had reached its length, with maybe ¾ of it still in the open, and Tails' hips near totally dislocated, the horny stag made one last sigh, and began to pull out.

The tortured fox again set his teeth, moaning, as he felt the huge intruder pull out,and gripping the grass as hard as he could, so he wouldn't go with it. Once he came out about halfway out, the stag just went back in again, a little quicker this time, picking up pace, then out again, going slightly faster. Tails shut his eyes tight, and groaned loudly each time the stag went in.

Shall kept on going faster with every set of in-and-out he made, causing the fox to cry out louder. He was eventually slamming his huge shaft into the poor vixen, making him scream at the top of his lungs, but...faster he went, despite Tails' futile cries, not telling if they are of pleasure, pain, or a mixture of both. The bucking buck slammed his hips into the fox one last time, bleating out a near-deafening high pitched tone, such as the ones his ancestors used to communicate with one another, and then emptied himself into Tails' tight walls. Shall sighed, and collapsed atop of the young fox, totally exhausted.

The End

...is it? ;)

Footnote:

That's it for the first chapter, there will be more to cum (pun intended) in the next few weeks, so keep reading, furlovers!^^