Wrapped in the Coil of Sin

by Umamajin

Chapter 1: Entranced by Debauchery

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Wrapped in the Coil of Sin
An Erotic Caper by Adam J. Nelon

Chapter 1: Entranced by Debauchery

Night had fallen in Ponyville on one warm summer's day in Ponyville. Twilight Sparkle had been refreshing her memory of Equestrian history and politics, and though she was normally quite enthusiastic about reading, this particular night had been quite draining on her psyche. Ever since her fateful ascension some months ago, she had been wracking her mind on the proper etiquette and mannerisms of a princess in the hopes of better understanding the encroaching burden of regency to no avail.

Her beloved Golden Oaks Library was awash with research papers, leather-bound tomes, periodicals, and other such reading materials as she held her aching head in a vain hope to force it to absorb all this information she had gathered. Spike, diligent and loyal as he was, helped pull books off from the shelves at her wish. Much like his mistress, he was tiring. But his exhaustion was that of a child. Children needed rest, and yet day in and day out, he martyred himself for several ponies as part of his own sacred code.

“All these books,” Twilight sighed, rubbing her eyes. “All these papers and magazines... all this research, and I'm still no closer to understanding what a princess does!”

Spike let out a big yawn. “Have you tried, I don't know, asking Princess Celestia?”

At the very mention of Celestia's name, Twilight's eyes shined like the stars as she grabbed Spike in her magic, her wings unfurling to hug him.

“Spike, that's a wonderful idea! Thank you!” she cried, tenderly squeezing the infant dragon before releasing him.

“Well, somepony has to be,” Spike snorted.

“Yeah, I guess so- Hey!”

Spike laughed as he barreled onto his back.

“Sorry, Twilight! I just couldn't help it,” the child chuckled, his spines digging into the wooden floor.

“It's all right, Spike. If it's any consolation, I'm sorry for keeping you up so long. You can go to bed now, if you'd like.”

The mention of beds invited a yawn from young Spike as he neared the stairs.

“No problem, Twilight. Anything for you.”

Wasting not a moment's breath, Twilight produced an inkwell, parchment, and quill and began to write feverishly.

“Dear Princess Celestia

It has been three months since my faithful transformation into an alicorn, and even with the initial hype of it gone, I still am no closer to understanding the meaning of what being a princess is or what one does. I've done plenty of research, but it hasn't helped me come up with an answer. I wish to perhaps arrange a meeting with you to discuss this at your earliest convenience. I humbly await your swift reply.

Your Faithful Student,

Twilight Sparkle.”

Her letter complete, the librarian rolled her letter to her mentor into a scroll. She handed it to Spike, who took a deep breath, exhaling a green flame which whipped its way out the window. Twilight then gulped as she awaited a reply.

But then...nothing. Minutes passed as Twilight waited anxiously by the window. She had half-expected Spike would be writhing in gastric pain and belching out a return letter at any moment, but there was nothing there. Nothing but the sounds of evening critters, Owlowiscious preening his feathers, and their own collective breaths. It was so silent, the sound of water dropping into the sink could be heard as clear as a whistle.

“That's odd,” Twilight noted, her gaze absentmindedly shifting near to Spike.

“What is?” Spike asked.

“Normally, we'd get a reply about now,” she replied, looking out the window. “But it's been about five minutes, and we've gotten nothing back.”

Spike held his face in his claw.

“Well, it is Ten O’clock, Twilight. I seriously doubt Princess Celestia would be awake at this hour.”

“I understand that much, Spike,” Twilight sighed. “But, even then, we'd at least get a form-letter or something to the effect of 'We're sorry, but the Princess cannot currently reply at this time.'”

“Maybe she forgot to send it,” Spike suggested.

“She doesn't forget this kind of thing, Spike,” Twilight snapped. “It's usually an automatic reply if she can't personally do so.”

Spike simply shrugged as he ascended the stairs.

Twilight sighed as wanderlust began to take her before she looked to Owlowiscious.

“I'm going outside for a bit to get some fresh air. Watch Spike for me, Owlowiscious. If I'm not back by morning and I don't send any form of explanation, assume I've been filly-napped and get the attention of any of my friends,” she explained.

Owlowiscious let out a hoot and saluted with one of his wings before resuming his preening.

With a flap of her wings, Twilight glided out from the window and took flight upon the streets of Ponyville.

**

Ponyville was as it often was on a summer evening; Deafeningly silent, but also quite hot and humid. Most of the Mane Street was barren, save for the sparse foliage growing at its fringe. The majority of the houses' lights were either dimmed or gone entirely, and the whole of the area was devoid of any actual sound, save that of cicadas trilling their iconic melody to the stars. The moon was full on this particular evening, its lukewarm light melting the shadows to the cold streets.

This time of night was the time that Twilight Sparkle had relished most of all. The desolate, yet bustling part of the evening, when the insects and critters came in the place of ponies to do their respective duties. Nature was playing her an orchestra, and the town was its amphitheater. Truly, this beautiful isolation was perhaps the ultimate palette cleanser for Twilight's research-weary mind.

And then, something peculiar happened. Something that would forever change Twilight. Something she would not easily forget.

It all began when she began to notice a very distinct odor in the air. Though faint, it was nonetheless pungent. It was a smell of toil and exertion. It smelled scantly metallic, and its oddity was like a wheat worm on a fishing hook to Twilight. Like a wolf would do, she began to stalk the stank , hoping to find its source. As she gained a nose for the scent, she began to notice she had been following a translucent streak of fluid.

For a moment, she stopped to take a sample of the fluid in her hoof out of curiosity. Tentatively, she licked the juice before recoiling at the tartness of its taste, being careful not to let her disgust become too audible.

Her brief experiment completed, she continued to follow the stench, noting the strength of it as she turned her gaze upward. She took notice that she was tailing a strange, but undeniably equine figure who seemed to be taking halting breaths and whimpers with each step. She was covered from head to hoof in some sort of leather robe, with roughly all but a pair of lithe, white hooves and a spattered stream of juices between them. Her ears also joined in this candid analysis, noting the din of unicorn magic being used as she continued her stealthy shadowing.

Eventually, as she followed this mystery mare, she came to hear more pronounced noises nearing her ears. Moans not unlike those from the Baked Bad incident seemed to harmonize into a crescendo as her target ducked into an alleyway, herself pressed against the wall, trying to avoid being seen.

What could that mare be doing, Twilight thought, that it would require her to be so secretive of it?

For a moment, she stopped to think if she should really be poking her nose into such business as this. But, as it often would, curiosity overtook her; Ponies didn't usually walk the streets in halting gasps and whimpers, nor did they wear such dark, leathery garbs. She had to know what was going on, or her subconscious would never relent in having her double-check.

So, with a deep breath, she sneaked her way into the doorway, and what she saw struck her dumb.

The sight itself was very difficult to place an emotion towards besides being flabbergasted. Ponies of all races, creeds, and classes were in rather lewd positions, grinding against each other, mares and stallions thrusting against one another, and heads meeting the lower extremities of mates. She could barely make out any of the participants in this perverse spectacle, but among them were Flitter, Cloud Chaser, and the Spa Twins, Aloe and Lotus. Most of the other participants were either obscured by body parts or the black robes.

In her awed voyeurism, she could see the robes were very obfuscating, fastened by thick leather belts, and designed with bridles made to both obscure the face of the wearer, while also allowing the mouth to be capable of performing the illicit acts she was beholding.

Perhaps more odd was the scent that pervaded the room. It was a combination of sweat, toil, and whatever that one smell she remembered from the woman's restroom at the Stall-Mart in Canterlot. It was a stink that caused her nose to wrinkle up at the first moment it wafted into her nostrils, almost causing her to gag and hold her hoof over them.

Then, in an instant, time seemed to slow. The entire room became a chorus of gasps as the lights of obscured eyes caught Twilight in their collective gaze. Most of the gasps were those of shock at the interloper in the room, while a few others were those of orgasm as spurts of clearness and whiteness spattered over their cloaks.

Before she could turn to leave, she found herself being handled by two naked mares who, strangely enough, bore genitalia more welcome on a male. They held her up upon her hind legs by using their wings to hold their own bodies up, their masculine extensions standing flush and erect.

“I'm sorry, mistress! It's just that my chatte was practically screaming for relief after I narrowly avoided telling Fancy about us and-”

Another cloaked figure extended her white hoof to the mare, hugging her.

“All is well, Sister; I am sorry if keeping the secret safe and your libido in check is a trying task. But, it is a weight that we all must carry so that we are able to continue our work unmolested.”

It was then that the cloaked mare approached Twilight, sending a pulse of fear down her spine.

“Besides,” the mare said, flinging off her hood to reveal herself. “Your little folly baited quite the catch.”

Twilight's awed horror rose as she beheld the form of perhaps the one pony she would never expect to orchestrate such base undertakings.

Princess Celestia.

At least, that's whom she assumed it was. While her voice undoubtedly carried the gravitas deserving of the royal mantle, something about the way she uttered those words was very unbecoming of her. While her magenta eyes were roughly the same, they seemed much more saturated in color. Her mane was the greatest discrepancy, its original quadrachromic hue being replaced by a single mass of pale heliotrope, its ethereal flow practically gone as rogue strands drooped over her face.

For a brief instant, that face disappeared as the perverse princess dipped her snout near her former student's private mound of flesh, taking a loud and pronounced whiff, a deep hum vibrating the folds of its lips.

“And still fresh as a daisy, to boot? Sister Fluer, you may have a very handsome reward in your future!”

Still frozen from both the gravity of the situation she had meandered into and being mare-handled by two hermaphroditic mares, she couldn't help but gulp as sweat beaded down from her brow.

“Princess...” she whimpered, unsure of how exactly to react. “What is this?”

The pony known as Princess Celestia chuckled at first from Twilight's rather plain reaction to the sensual display she had just witnessed, but found herself knocking her head back to indulge in a laugh that was equally sinister, noble, and womanly.

“My faithful student,” she hummed as her hoof grazed the chin of her recent royal fellow. “What this is, my dear, is my new attempt to spread the magics of friendship and love in a whole new way.”

Twilight's eyes grew aghast at that notion as she shook her head in disbelief.

“Like this?!” She cried. “This... this is depraved! This is just wrong!”

Again the princess chuckled, her eyes spinning about for a moment.

“And you won't breathe a word of this to anypony.”

Twilight attempted to struggle against the hermaphrodite ponies in vain.

“And if I do?” she whimpered in worry.

The princess placed her still-pristine hoof to Twilight's chest.

“You misunderstand me,” Celestia sternly replied. “That wasn't a request.”

Celestia closed her eyes shut for a moment, taking in a deep breath before flashing them open, her stare practically drilling into her student's psyche as she began to chant in a strange tone:

“From this day onward, you are a member of the Clandestine Order of Illicit Love, better referred to as the COIL. On any appointed night, you will follow your peers in shadow to this sacred and secret venue of lust and debauchery. You will be my right hoof mare, carrying out my direct orders to the letter as you discover the hidden secrets lying dormant in your body and soul, and you will be forever changed by them.

“You will not deny yourself of any new experience nor accept a flawed one, nor will you deny others the same. You will do only what you and your peers enjoy, and you will do the best that you can at what you enjoy, showing neither humility nor regret for your actions, regardless of its danger or lack thereof, and will strive to seek perfection in this quest of erotic enlightenment and bliss.

“You will serve this cult dutifully, and will not allow your words reveal anything of this order, lest your throat run dry and your loins run aflame with arousal, only to be relieved by yours or a peer's touch. This same penalty shall come to you should you either fail in your commitment or abstain from fulfilling it.”

Twilight's mind was reeling from the words echoing in her mind. Lewd images filled her head of her teacher-turned-master mounting her helpless form, of her turning her friends and neighbors into her own perverted playthings. Images so crude and debauched, her body almost seemed to quake in anticipation of realizing them!

“From this day forward, you will learn the lost and forbidden art known as erotomancy; Magic derived from sexuality and sexual acts, and it will change you in ways your mind could never have conceived before. This commitment I place upon you, Twilight Sparkle, will remain with you until I either I see otherwise, or until you are finally relieved of your existence in this mortal realm.”

For a moment, Celestia took a deep breath, her eyes flashing as they continued to bore into Twilight's mind, reaching into her very soul.

“Do you swear upon these conditions I have given you, under penalty of nigh-unquenchable estrus?”

For a moment, Twilight seemed entranced before she shook her mind clear again, a similar magenta glow fading from her eyes as she replied dizzily:

“I swear.”

It was following those two words that Celestia's face bore a wry grin as she shuddered in glee.

“Good. You may release her now, my futanari; She is ready to be initiated.” she purred as she made her way to a steaming black cauldron, removing the leather robes from her person along the way to reveal her nude self.

At their mistress' behest, the two hermaphrodites released Twilight as they escorted her to the cauldron.

“Initiation?” Twilight parroted quizzically. “You mean that-”

“Yes, Twilight,” Celestia chimed. “Every single pony in this room, myself included, has gone through a rite of passage to begin their journey into sexual discovery. As much as you are my student, I will not make an exception.”

Twilight gulped as she was lifted above the boiling cauldron, chains and bindings latching onto her hooves as they pulled her tout, her feminine mound now exposed to the other cultists, who looked upon it in wonder as Celestia smirked.

“What are these chains for, Princess?” Twilight worriedly whimpered.

“Simply a formality. But before I reveal what's in this cauldron, are you sure you wish to go through with this?”

Twilight chuckled bitterly as she tentatively tugged at her bindings.

“You haven't really given me much a choice in the matter, so I might as well say yes.”

The princess chuckled more genuinely as her magic focused upon the lid of the cauldron.

“I suppose that's true. With that said, I believe it's time I showed you what festers underneath this lid...”

With a deep inhale, Celestia flung off the lid, revealing a bubbling mass of white ooze inside. The ooze was quite warm, and in moments, the room was flooded with its warmth and odor, causing Twilight's nose to scrunch up from its intensity as sweat began to bead down her body.

“Behold, Twilight,” Celestia began, levitating a strange tome in front of her. “This being that ebbs and boils beneath your loins is Lilith. For months, we have offered it mares and stallions alike as homage, and in return, she gives unto them boons of her domain, bringing us closer to one another through our united sexuality. Tonight, as your initiation, you shall be her offering, and she will pleasure you in ways that your mortal mind cannot possibly hope to conjure.”

For a moment, Twilight swore she saw something rise from the bubbling cauldron, but it was just a mere trick of her eye as her mistress cleared her throat.

“O, Lilith, light of our lives, fire of our loins. Our sins, our souls, our patron saint of perversion. Tonight, in this sacred place, we make another offering to you by way of this virgin sacrifice. However, this virgin that hangs just above your confinements is no ordinary mare. She is my prodigy, the young, gifted, and noble Twilight Sparkle, who has in recent months joined me in the annals of regency. She is the wielder of the Element of Magic, and will be the first of many important mares whom you will feast upon.

“With this keystone within our ranks, we may finally see your grand vision into fruition. With you as our witness and arbiter, we shall create a world where gender, species, and orientation are all but meaningless labels in the name of harmony, friendship, and love. We offer this pony in hopes that she will sate your hunger another evening more. You may now have your way with her as you see fit.”

Her prayer done, Celestia laid the book supine upon a table as she focused magic toward her own nethers, smiling as a white-gray protrusion began to worm its way from her marehood, becoming an erect mass of masculine flesh as its sheath yawed open, her large flanks turning towards Fleur de Lis.

“Come, Sister Fleur. I shall help relieve you while my student is pleasured by her grace,” She purred, moving in for a kiss as she pushed her disciple down onto the floor, her newly-produced penis hanging just above her moist snatch.

Meanwhile, Twilight took several cautious breaths as strange, wet appendages began to lurch from the cauldron, pulling her legs further apart as another took hold of her tail.

“Please,” Twilight pleaded, her heart beginning to race. “If you can, Lilith, be gentle with me. I'm new to this.”

As she made her plea, Twilight found herself shivering to the warm touch of another tentacle worming its way up the cannon of her left hind leg. It slowly began to lap away at her inner thighs, swishing back and forth like the tongue of a dog as it kneaded the fleshy mound in small circles as pleasure began to spill into her form, her cheeks flaming with redness as the lips of her labia began to unfurl to its unrefined touch. Something warm began to run down her hind legs now as the white mass neared her slowly-blooming flower.

While observing Twilight's duress, Celestia's forelegs were wrapped around Fluer's neck as she began to hilt her impressive hard-on into Fluer's marehood, her mate whimpering cutely as its length pushed against the walls within. With grace and care, the Princess began to push in slow, gentle strokes as she indulged the dulcet moans of the supermodel, drawing her muzzle in for a kiss as she began to force her tongue inside her partner's mouth as she slowly increased her pace.

Then came the moment of truth for Twilight. She took a deep breath as the white, musky tentacle slowly began to peel away the walls of her pussy, causing her to gasp as it bore its way inside, causing something within her to pop as blood began to seep out. These first pains of penetration proved to be too much as the librarian turned virgin sacrifice vainly tugged against her chains, a deep throaty moan striking the ceiling.

No sooner had her maidenhead been pierced and her vagina penetrated, she cried out again as her brown eye began to be stretched out by another white invader, her mouth quickly filled as a third tentacle found its way inside, carefully inching its way into her throat.

As Twilight's moans began to be muffled by the murky whiteness in her mouth, she began to taste a bizarre sweetness as warm began to spill into her body. Her restrained form, originally trying at the chains and moving with the motions of the primordial goddess underneath her, now hanged limp as she was left to the mercy of her maleficent mate.

And so began a pair of asynchronous, rhythmic thrusts as Twilight and Fleur de Lis were held captive in a dirty dance of lust and passion. One was as a rag doll, while the other was like a machine, each accepting penetration from much larger, much more capable forces than themselves had their way with them. All they could do was accept the torturous pleasure of being dominated with as much gusto and grace as their sweating forms and restrained positions would allow them, moaning all the while in an uneven chorus, with their respective partners being their conductors.

Their bodies simmered as sweat poured from their bodies, their eyes dilating as the eventually lost themselves to all but their senses, their noses and ears becoming acutely aware to the overwhelming sensations filling their bodies before they too were overcome from the storm brewing inside their bodies.

Finally, the room became flooded by the cries of the two mares as their bodies succumbed to orgasm, Twilight's being absorbed by the suction of the tentacles while Fleur's spilled out in a combination of her mistress's cum and her own secretions, their bodies both enthralled as they arced forward to release their final squirts of fluids before hanging limply as their eyes gazed half-lidded at their peers.

Slowly and carefully, their mates retracted from them, tentacles gingerly sliding out from Twilight's weary orifices, a mixture of secretions falling from her pussy and asshole as she regained her breath while Princess Celestia eased out her erect penis, a final rivulet of her cum squirting onto Fleur's sweat-marred barrel.

As her student's paralysis began to subside, she her lips curled into a wry smile as she saw a violet growth begin to emerge from her exhausted vagina. Like she had done with her magic, Twilight was beginning to grow her own stallion shaft right before her very eyes as she undid the locks that kept her suspended, placing the lid back upon the cauldron as she did so.

“Twilight Sparkle,” she cooed with glee “You have endured the first of many orgasms you will share with this order. You have made your sacrifice to our deity, and she has blessed you with the gift of a stallion's endowment. With this, you shall please and be pleased in our name, and bring many others into this sacred grove of sin. From this day forward, you are both my apprentice and a member of the COIL. Hail and welcome.”

“Hail and welcome!” chanted the others, bowing before their new sister.

As the princess lowered Twilight to the ground, she allowed her weary apprentice to brace herself against her before producing a black robe for her to wear.

“Put this on, my student. Leave this place and travel home by shadow. Speak of what you've seen or done to nopony but one of us,” She instructed, helping her to fasten the mass of leather. “I have given you your mission, and the rules of engagement. You are a soldier fighting for a future of freer love now, Twilight. I shall hope that you serve us well.”

Twilight nodded as she struggled to stand tall to her mistress.

“I will, Princess. I will uphold the tenants you have placed upon me to the best of my ability.” she spoke in a weary, but proud voice.

“I should hope so,” Celestia chuckled curtly. “The penalty of failure is quite agonizing, as Fleur has shown.”

And so, with a smack upon her flanks by the princess and her peers, Twilight Sparkle left from that den of depravity with a new mission set in her mind:

To wrap her friends within the coils of sin.

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