The Quest
Nightmare Moon looked down upon her conquest, shaken and spent as he cleaned himself up, laid on her bed panting as he ran a roll of tissue over his stomach and chest. He had came like an avalanche, just as they always did.
Still, Nightmare felt no enjoyment from the activity. It was repetitive and dull, and every man that attempted to satisfy her came nowhere near close to earning her appreciation, let alone her orgasm. She stared at the boy—for he hadn't earned the right to be seen as anything else—with a barely masked disdain, tapping her foot as she waited for him to finish wiping himself.
Finally, he rolled off of her bed, crinkling the sheet as he moved to an upright position, still profusely breathing as if he had dashed for a straight mile. Nightmare sneered at his ineptitude, an outstretched arm pointing to the door as she slowly shook her head at him. He took his cue, throwing on his clothes and leaving immediately.
Nightmare scowled, looking down at her impeccable body, her belly still glazed with the load of the latest concubine to attempt to withstand her. She didn't bother to wipe herself off, walking across the room and picking up the telephone that sat on her bedside table, images of her quotidian fuck flashing back to her, rife with lethargy.
He had been terrible; he had been substandard just like the rest, and Nightmare was sick of it. Her body longed to be pleased by a man of ability and experience, a cut above those that had tried and failed before. Nightmare dialled the extension of her aide, explaining her dilemma without the use of tact or decorum—she had little time for either.
She was going to find a superior fuck if it killed her.
You stubbed your cigarette in the ashtray as you exhaled your last breath of smoke, leaning back in your seat and putting your feet up on the coffee table. You had just gotten off the phone with the agency, and they had a rather interesting task for you.
Apparently, you were charged with bringing pleasure to the Empress of the Night, Nightmare Moon. The eternal ruler had called upon you specifically, claiming that she wanted the best that there was.
She would find no better. No gigolo, manwhore, or rent boy was as powerful as you, your entire body sculpted to be an instrument of seduction. Your chest was firm and hairy, your stomach rippling with muscle, your buttocks tight and your messy, wavy hair cascading onto your shoulders, a silky dark brown.
None of this compared to the magnificence that was your beard, thick but manoeuvrable, well-kempt and as dark as your hair, trimmed to a half inch and tidy around the lips so as to not obstruct eating, or other, more pleasurable uses of your tongue. You truly were the definition of an Adonis, a man that was at the peak of his physical condition, an aesthete's dirty dream.
You returned to your bowl of cereal, knowing full well that you might have been considered uncultured for smoking whilst eating, but not particularly caring. In your opinion, social taboos were where you thrived considering your line of work, and for some of your clientele, that extended into eating habits. Your eyes eventually broke away from the swimming sea of ring-shaped hoops in the bowl, settling on the window of your small apartment. Still night, just as it always was. Raining too.
You yearned to see the day. The empress was a goddess of great strength, but she was possessed by a vile and wicked demon. It had been spoken of in forbidden sects that she was once known as Luna, guardian of the night, protector of dreams, and that she had ruled Equestria in harmony with her sister.
You had been around such cultists before, they were often into BDSM. The tales you had heard while in the Chapter Master of the Sun's employ were enough to make you wish for a reprisal, to see Nightmare Moon stripped of her power and returned to her previous state, her sanity and goodness restored, her evil banished.
Now, you had a chance to help her. This was not your first time dealing with malevolent entities, so you knew you would be up to the task. No matter how intense the will of the demon was, there was almost nothing your sexual prowess couldn't overcome. Still, as noble as your intentions were, you couldn't help but think of the two hundred bits that were in it for you—that would make up the rest of your rent for the month if you could hold onto it. You had a habit of buying more oils and incense than you realistically needed, and it could hurt your purse strings.
You stretched in your seat, your tight v-neck hugging your midriff and exposing your abdominal muscles. Rolling your neck around the back of your head, focusing on a kink dissimilar to those you usually dealt with, you eyed the clock on the wall. Ten minutes late already. You should probably start getting ready soon.
You skipped out on the shower, knowing that your natural scent was strongest one full day after showering, dressing in a pair of tight jeans, taut against your skin, constricting your penis and hiding it from view.
It was the only way you could travel without being propositioned, after all. Your face alone was temptation enough to passersby, adding your body to the equation would only cause you to be mobbed by wanting strangers, and you had no time for those who couldn’t afford your rates. Twenty bits was probably too rich for most.
You walked forwards across your dilapidated, derelict living room, nimbly hopping over the first crack in the floorboards. Stumbling into the kitchen, you prepared a glass of milk and proceeded to down it in a series of quick gulps. You may have been the pinnacle of human allure, capable of reducing even the most stolid and abstinent to libidinous wrecks with but a simple look, but you recognised the importance of calcium for healthy bones and a strong smile.
Not bothering to wipe your milk moustache away, you reached into the drawer of your fridge—the bulb inside flickering in an unnerving manner—and pulled out a raw carrot, good for your eyesight. Some manwhores had complex, convoluted routines they would fastidiously carry out before taking on a job, but you didn't see the point. There was no way to improve on perfection, and you had been known as the epitome of escorts for years now, your natural ability and its benefits couldn't be contested, they had gotten you far in life.
Being careful not to touch the protruding wires, you flicked off the light switch, exiting your kitchen and locating your shoes. It pained you to restrict your toes in such a manner, but you knew the floor outside would be cold and wet, making footwear a lesser evil.
You exited your front door, sticking your hand through the hole in the wood to lock it behind you; you had lost the key a good while ago, so punching a hole in the door had seemed the best alternative. If someone got in, they might steal the radio, or your red hot pants, so you locked it whenever you went out.
Your feet tapped on the stairs as you pattered your way to the ground floor, your every movement graceful and effortless, exerting no energy in your brilliance. Leaving your home behind, you began to walk through the biting wind, feeling the rain tap on your neck and chest as you began to saunter through the city at a slow, meandering pace.
Your presence captivated those that surrounded you, causing others to stop and stare, whether they were walking or driving. Drivers honked at the vehicles in front until they too saw a glimpse of the commotion, and they too became catatonic, hopeless staring at your masculine jawline and defined cheekbones.
You gave their looks no heed, walking with pride and purpose, but never rushing. A true practitioner of the art of seduction knew never to appear weak, not unless that was the role your client expected you to fill.
A dark thought crossed your mind as you continued to walk through the winding city, slowly climbing Canterlot's mountain. You would have to abandon your usual work ethic in order to deal with Nightmare Moon, something you didn't do lightly. It didn't matter what she wanted, whether she wanted to gag you, make you subservient to her, or even tie you up—all requests you would happily oblige under any other circumstance—you had another job to do, one that you reluctantly admitted was more important than meeting your customer's wishes, just this once.
You were on a mission of grand proportion, one that would impact upon the world around you for centuries to come if executed correctly, one that you would allow to interfere with your ideology. A dark look on your face, you finally wiped the milk away from your top lip, narrowing your eyes as you stepped down the cobbled street, your shoes splashing against the wet surface, becoming logged with water.
You didn't allow such paltry physical sensations to distract you, you had experienced far greater. Pressing on, you began to enter Canterlot's upper district, walking past the manors and upmarket establishments, barely noticing any of them what with the castle sitting in the distance, sleek and foreboding, glorious and imposing.
Looking at it told you that Nightmare Moon too was a person with a taste in architecture. You had heard tale of her once gentle nature as the pony named Luna, but the castle directly juxtaposed that, spiking and jutting out with force, assaulting your vision even as you chose to admire its grandiose nature. Still, it did little to unnerve you, and you pressed on, approaching the gates of the courtyard and being stopped by two large, intimidating men, both carrying rifles. "Halt," one said, keeping his weapon pointed downwards. "What is your business, sir?"
When you spoke, it was as if a honeyed trickle of euphoria poured from your lips. "I am here to see Nightmare Moon," you said, your pelvis outstretched and your eyes fixed on the man before you, daring him to look down. Of course, he did, and even your tight jeans didn't hide your bulge when you chose for them not to.
"Ohhh," the guard said, a light blush on his face as he struggled to look you in the eye again. "You're here for that?"
"I am here to facilitate the sexual pleasure of your empress," you spoke, softly dancing between each syllable. "I request entrance in order to carry out my task."
"I-I mean, I should honestly check with upstairs first," the large, muscular guard said, scratching his head. He was easily twice your size, yet you had already reduced him to a blushing, stammering wreck as the other guard stared on in shock.
"Go ahead," you smirked, resting against the centre of the archway. "I'll be waiting."
You switched your attention to the other guard, drilling him with your eyes as he too began to ease up, his muscles relaxing as he almost lost the grip on his rifle from the charm of your stare alone. Eventually, the first guard had made the call, and he looked back to you with an awkward smile, rubbing the back of his neck. "Looks like you're free to go up, I suppose. A maid will meet you in the entrance hall."
You looked at the pair, subtly attempting to gauge their interests. They both had their eyes trained on you, which seemed to have softened with each passing second, likely as they explored more of your body. "Are you sure you don't need to frisk me first?" you asked, looking yourself up and down and then allowing your gaze to settle on the guard to the left.
"You don't look as if you're carrying anything..." the guard said, looking at you more intently.
"Who knows?" you said, leaning in closer to the pair, the hair of your chest puffing through the top of your v-neck. "I could be carrying a dangerous weapon."
"M-maybe you are," the large man said, sweating a little as he chewed on his lip. "Maybe we should frisk you after all," he finished, now with more confidence.
"Ten bits," you said, a look of confusion appearing on the man's face and then soon being replaced by a vigorous nod. You turned to the other guard, narrowing your eyes. "Each."
Five minutes of frisking later, you were twenty-five bits richer—one of them tipped. Your pockets jingled with freshly earnt bits protruding out of them as you walked through the courtyard, leaving the men behind. Your vitamin A bolstered eyes surveyed the dark scenery, picking out statues of your empress. You had never seen Nightmare Moon in person, but if the statues didn't lie then she was indeed beautiful, perhaps one of the most captivating women you had seen.
Time would only tell if the sculptors exaggerated. Walking through the courtyard and standing before the main gates you were ushered in by another pair of guards, both of which you could feel staring at your ass as you strutted inside. In the entrance hall stood a girl in a maid's outfit, perhaps in her twenties. Her eyes softened immediately upon seeing you, but she shook her head when she realised she was staring, breaking your hold on her. "Are you here for the princess?" she asked, sounding almost incredulous.
"Of course," you answered as if it couldn't be any more obvious. "I am here to demonstrate the ability of man, to—"
"Dressed like that?" she interjected, a critical look in her eye.
"Yes, dressed like this," you replied bitterly. You weren't used to being interrupted.
"Your clothes are in tatters and you're covered in rain," the maid said, unimpressed. "I cannot send you to the empress like this."
"You're sure about that?" you said, tussling your hair as droplets shed from your locks fell to the floor. As if by magic, your hair seemed to dry itself, though it still retained its messy form. The maid's eyes followed your hair as you threw it back and forth, before slowly settling on your eyes and trailing down to your wet, thin shirt, the shape of your chest clearly outlined.
She swallowed a gulp as her face began to appear increasingly flustered, but again she shook it off. "You should be dressed in more suitable attire," she said, defiant to your spell. "Come with me and we'll get you in something more presentable."
"My outfit is one of the key sources of my enticement," you countered, tensing your abdomen through your shirt as you looked down at your own flexing. "With it, I am able to achieve maximum desirability." As if to accentuate your point, you began to pull down on your shirt a little, exposing more of your chest to the maid, causing blood to begin rushing to her face.
"I-I suppose you could keep those clothes on if you really preferred..." the maid replied, twiddling her hair in her fingers as she cocked her head, her voice vacant, as if she no longer had her attention on what she was saying, but rather on your body. "Wouldn't you like to be dried off though?" she said, briefly snapping back to full consciousness.
"Why, do I not look nice when I'm wet?"
"Oh, you definitely do, it's just—" blinking, the maid checked her watch, alarm flashing across her face. "On second thought, let's get you to Nightmare Moon now. You're already running rather late." With that, she began to lead the way through the winding castle, you walking behind her as you briefly looked over her body. She was an average specimen, much like the guards, and not worthy of your attention if she had no coin to part with. Your assessment made, you turned your attention to the surrounding portraits, depicting battles and skirmishes fought in Nightmare's name.
With any luck, no more war would be waged after tonight, an impassioned meeting of bodies would spare an entire nation, restoring everything that once was, and you would be paid a handsome sum for your efforts. You weren't ashamed to admit that the idea of fighting Nightmare put a sliver of unease in your belly, but it was quickly dispelled. Deep in your core, you knew there was no creature that you could not beguile, no she-devil that you could not fuck into submission. Experience with some rather... exotic creatures had taught you that much. That and your days as a priest.
Those were some wild times. Thinking back on it led you to realise how bereft of a god this place appeared to be, the gothic candlelight adorning the halls inviting chilling suspense, the kind that crawled up your back and shook your entire body like a frail leaf. If the maid felt it too, she hid it well. That, or she was just used to the aura of the place. You had spent time in convents of the depraved, but this place was unique in its dark pull.
And you were the beacon of light boldly stepping through it. A large set of black double doors sat in the distance, a fierce battle etched into the dark wood, your last indication that this was not a ruler to be trifled with. You pressed on regardless, your thoughts set firmly upon seeing the light of day.
The maid instantly became timid when she opened the door, gesturing for you to head inside. You waited for a moment to see if she would act, and when she refrained, you walked straight past her. Hearing the door slam shut behind you was perturbing, but nothing you couldn't handle. The room being swathed in total and complete blackness, however? That was going to take some adjusting to.
You might have been able to see rather well in the dark, but your eyesight was still limited by the swirling torrent of all-encompassing black. Thinking fast, you encouraged yourself to use all of your senses, sniffing out the aroma of your surroundings—the lingering scent of dark cherries and candlewax—listening for any sounds.
For a while, there was silence, then footsteps began to sound, muffled and almost muted, but still barely perceptible to your trained ears. They seemed to approach from each direction at once, giving you a sense of vertigo in the dark, and you began to wonder just what you could do to regain the advantage in this situation. You continued to listen, not moving if you could help it, not wanting to give any indication as to where you were by bumping into something or making a sound.
However, as the footsteps on each side seemed to draw closer, it became apparent that their creators were circling you like a predator might prey, preparing to go in for the kill. If Nightmare began to take control of you, all would be lost, and all you would gain from this ordeal was a postponement on your eviction notice. Summoning your concentration, you looked for similarities amongst the footsteps.
They seemed to clack against the surface of the tiles beneath you in a similar fashion, but eventually, you noticed that they had a pattern. Even as they drew closer, to the point that they could be barely two metres from you, it was clear that each step was being repeated by the person walking to the left, an exact copy of the sound, with one detail that truly stood out. Most of the footsteps were hollow as if the press of their shoe against the floor bounded and resonated against nothing, rather than being offset by a foot.
The pair that wasn't sounded the most authentic, and instantly you cut off all the other sounds, focusing solely on that one source of noise. You waited for it to get closer, to the point that the smell in your nostrils began to grow, sweet and enchanting, and then, without warning, you reached out and grabbed at the person that made the quieter steps, causing all of the other sounds in the room to immediately cease.
You were met with a gasp of surprise and a slight struggle, but as your eyes adjusted to the darkness you realised that you did indeed hold Nightmare Moon in your grasp, her face inches from yours, her arms firmly grasped by your hands as you held onto her. She maintained her expression of shock for a moment longer, muzzle agape, and then burst out into laughter. "What's this? A fox that can outsmart the hunter?"
"Your trickery will not work on me," you said with a measure of confidence, still holding onto her as your eyes began to reveal four identical Nightmare Moons, all of which had also been circling around you. A flick of Nightmare's wrist and they quickly dissipated. So, it was true that she was capable of using magic. Interesting.
"Don't be so assured," Nightmare smirked, brightening the room ever so slightly with a small movement of her hand, making her gaze ever more piercing in the small space between them, strikingly blue and deadly. "I have lived for a very long time, there is no one I cannot fool."
"I'm not like the others," you said with conviction, loosening your grip on her arms and running a hand through your hair. "That's why you called me." Your hands tingled as you looked at her, causing you to rub them against your sides. You had touched many women in your life, but there was something about her skin that was so smooth, so delightful to rub against, the feeling was almost alien to you.
"We will see," Nightmare grinned, looking as if she was enjoying the sport. Her hips swayed as she walked back across the room, putting some distance between you and her until eventually, she stood before her bed, ten paces away.
Although the room was dimmed, you were able to make her out much better now. There was something odd about meeting the ruler of your country for the first time, especially in this situation. Over time, you had grown used to certain clients being high profile, or interesting in a variety of other ways, but looking at the empress, you found it difficult to sum up your thoughts.
She looked like a young woman. Rumour had it that she was thousands of years old, some of which had fair corroboration, but there was no real mark on her age. However, she looked to be in her early twenties at first glance, her body supple and shapely with curves in all of the right places, her frame somewhere between athletic and modelesque.
She was captivating, there was no denying that, even for you who had seen and witnessed so many. Her body was covered in something that resembled a cross between nightwear and armour, metal gauntlets, greaves, and a breastplate that shimmered against the low light combined with a tight teddy that hugged her body, outlining her perfect ass and her long, slender thighs.
You could feel your mouth opening as you took in her presence, but you knew that you couldn't let her amazing looks distract you. You had a job to do. Summoning all of your mental fortitude you cast your chocolate eyes at her, locking gazes for the first time, putting all of your force into placating and subduing her with a single look.
She seemed to freeze up, her body tensing slightly, but it had little effect otherwise. She had an adorable smile running from one side of her mouth to the other, soft lips curved upwards and revealing a neat row of teeth, accompanied by a small set of fangs. You were sure she could bite, but you got the impression from her demeanour that she wasn't looking to hurt you. She seemed too interested in you for that.
You stretched out your body, putting your arms over your head and pulling back, cracking your spine as you pushed out your torso, your tight shirt straining against you until it threatened to tear. She may have pretended otherwise, but you knew when someone was checking you out, her eyes definitely travelled.
Next, it was her turn, matching your efforts by turning around and bending low, showing off her ass as she shifted her weight from thigh to thigh, softly massaging out the crinkles in her bedsheets. It was clear that she was teasing you, that she was trying to make you look, so you figured you might as well indulge her, let her think she had the upper hand. Turning back at you with a childish pout as she continued to face the bed, she said: "Will you help me? I didn't hire a strong young man like you so he could just sit in my bedchambers and look pretty."
Help her with the bed? You walked over to her and pushed her against it, grabbing her by her brilliant, flowing hair and forcing her head down as your eyes flashed, causing her armour to disappear, leaving only the undergarment clinging to her body. She wasn't the only one who had magic.
You could hear her panting beneath you as you pulled on her ethereal locks, forcing her to stay put as you ran a finger over the small of her exposed back, slowly trailing it upwards, feeling the smoothness of her skin once more. "You're mine, now," you whispered, your voice husky and filled with lust, an act you had perfected over time, yet it felt more genuine than usual.
It was at this point that Nightmare broke your grip, turning her head and looking up at you with a defiant grin. "Yours? You presume I'm not just letting you have your way, allowing you to build a false sense of security."
"Be quiet," you commanded, a loud and sudden smack emanating throughout the room as you spanked her, watching her firm ass jiggle and bounce from the contact.
She gasped at the sudden sensation, sucking in breath through her teeth and letting out a small giggle. "Is that all you have? Honestly, I was hoping you would be less of a dissapoin—"
She was cut off by a barely muffled yell as you forced her head back down into the covers, slapping against her ass with three resounding smacks, all sharp and ringing throughout the air as you put more force into each subsequent blow. Nightmare seemed to twitch in place, receptive to the pain, but when she broke your hold again, her eyes only seemed to glow with more passion.
"You are weak," she snickered, shaking her ass at you as she laid there, acting as if the mark so red it could be seen through her lingerie was nothing to her. "You think you can barge into my room and take charge of me, Nightmare Moon?"
"I don't think I can," you assured her, leaning forwards over her and biting down on her shoulder, not too forcefully but enough to cause a sudden moan to titter out of her throat as you worked your way towards the back of her neck, kissing and licking at it as your fingernails began to lightly scratch down her back, leaving sexy little red marks.
"Let me guess, you know you can?" Nightmare said, rolling her eyes as she tried to hide her rising breath pattern.
You moved one of your hands down, beginning to slowly caress the ass cheek that hadn't received your punishment. Her ass was so grabbable and malleable, squidgy and bouncy and perfect to roll around in your fingers... "You've already lost," you told her with a smile on your face.
"I have?"
Slowly brushing by, you began to knead her sore cheek, but this time with more force, rubbing at her heavily, digging your nails in as you held back the temptation to tear all the way through her clothes. Perhaps you were the one losing, even if you felt in charge. Still, the pain of the motion caused Nightmare to cry out, this time her breath straining as she writhed in place. "Am I still weak?" you asked, squeezing her sore ass harder.
"Y-yes," smack! "No! M-maybe I underestimated you, only a little..."
Satisfied, you released her, allowing her to shimmy around and roll onto her back, noticing that she took care not to put too much weight on her ass as she laid there. Her clothes were as see-through as they were skin tight, and you could see Nightmare's erect nipples poking out where her breastplate should have been, the centre of two pert and bouncy tits, looking almost as squeezable as her ass.
You could feel yourself beginning to grow aroused, and not by your own command. Looking over her body, seeing how she acted and reacted, the way she spoke, the battle she forced you to do with her, it was all a pretty big turn on. Still, you knew you could take the advantage now.
Very slowly, deliberately, you placed a hand on either side of the waist of your shirt, incrementally pulling upwards as you revealed a small section more of your belly with each passing second. Of course, Nightmare struggled to keep her mouth shut, her tongue momentarily protruding as she took in your superb physique, her eyes growing wide. "My," she whispered, not bothering to lace her utterance with derision, the shock genuine.
You said nothing, continuing to pull up as you turned to the side, showing off your obliques as you dragged the thin, still slightly wet cloth over your pecs, your chest hairy and muscular, your arms lithe and strong. You flashed her a quick wink before pulling the shirt over your head, and while you didn't get to see her reaction, you noticed that her feet were wagging up and down by the time you could see her again, softly chewing on a finger with her lips as she stared at you.
You had begun enthralling her now, it was only a matter of time until she was totally under your control. "You look as if you wish to say something," you chuckle, allowing your voice more gruffness than you usually afforded it, knowing the image you presented now was one of an alpha male, one that would lead her.
"I..." Nightmare trailed off, her eyes wandering downwards before snapping back to your face. "I was wondering when you were going to..." she shook her head, voice rising. "When are you going to finish stripping? I'm glad I'm not paying you by the hour."
"You have me all night," you promise her, knowing it's a lie. "Why rush?"
For a moment, she says nothing to you that the disapproval in her eyes doesn't clearly communicate. Finally, she relents, grabbing at the top section of her one-piece lingerie set and pulling it over her head, causing her hair to scrunch up and splay out over the sheets as she laid back down, the front section pulled down, her perky breasts exposed. "I'm impatient."
Like the rest of her, it was no shock that they looked supple and firm to the touch, perfectly symmetrical and bouncy as hell. You wished to run your tongue over them, to run it all over her, but you refrained, knowing that you were playing a game with her. How she looked with her breasts exposed, half of her flat, curved stomach on show, and still being covered from ass to feet was doing terrible things between your legs, but you contained your desire. "The longer you wait for something, the better it feels when you finally receive it."
"You have no clue how long I have waited," Nightmare sighed, shaking her head. "In all of my years, none have managed to truly satisfy me, not since my youth. To think that I have waited this long for anyone to succeed, only to be disappointed time and time again, chasing a fleeting, impossible feeling? That is torture."
Nightmare was wrong. Torture was what you did next, putting your thumbs in the waistband of your jeans and pulling lightly down, not enough to expose anything but your defined v-line, shifting slightly closer to her until her hands were almost in reach, able to come forward and assist you in pulling them off, but not quite close enough. You had to keep her in limbo if you could.
She took the bait, reaching forwards as her breasts lightly flounced, sitting up and moving for your jeans, but you moved back just in time. She scowled, crawling over the bed towards you, putting one gloved hand in front of the other as she neared your body.
This time, you allowed her to indulge herself, standing steadfast as the soft polyester of her gloves rubbed against your stomach, tracing the muscles. You withheld a gasp, not allowing her to know that her electrifying touch could affect you, letting her explore with her hands even as you felt her long fingernails pressing against your skin. She arrived at your jeans, tugging them down with force, exposing your underwear and leaving a look of shock and intrigue upon her face.
Your bulge was strong, but you were only slightly above the average. You were thicker than most men, and maybe an inch or two longer, but you knew that you didn't need to be massive to be a master of what you had, knowing exactly how to utilise it, knowing that your package was more than enough for any situation.
Nightmare seemed to be impressed by your now semi-hard cock. Maybe she was curious as to why the 'best' wasn't hung like a horse? Perhaps it was about time you showed her, or maybe you should hold off and let her wonder.
She ran a single finger along the line of your bulge, stroking along the base to the shaft through your underwear, and as much as you tried to remain stoic you couldn't help but allow your dick to pulse beneath your briefs, the curious and mesmerised look on Nightmare's face, so innocent, as if she had never seen the human anatomy before, was almost too much to bear.
Of course, you had this effect on everyone. Whenever your cock was exposed, it was treated as an object of great interest and mystery, it held power over many. Nightmare cooed as she rolled it around in your boxers, looking up at you and stripping one of her gloves away, revealing acrylic nails that were painted in the darkest blue, nails she pressed against your chest, scratching down in a mix of pain and sensation as she left small grazes in her wake. She slowly moved her way past your belly to your waist, hooking her fingertips under your last remaining piece of clothing and beginning to pull.
You could only watch her eyes change with wonder as she pulled back your underwear, finally revealing your length. She treated it like a deadly snake at first, grabbing it in an effort to subdue it even as it stiffened in her hand. Eventually, she calmed her grasp, running her hand up to the tip and caressing your head with her thumb, gliding it back down to the base and lightly cupping your balls, giving them a gentle squeeze.
She was assessing you, you were sure, and from the look on her face, she enjoyed what she had found, just as they all did. It wasn't just your length or girth, but the shape of your cock, how straight it was, the fact it didn't bend or narrow at the tip, the lack of veins over the shaft, it was perfectly picturesque.
You could see Nightmare reaching forwards with her tongue, kissing your stomach as she slowly pumped your cock. Luckily, you could take a lot of punishment before orgasm, but you needed to turn the tables on her before she became fully devoted to pleasuring you. There was no telling what a being with as much experience as her could do with her tongue.
Speaking of which, her tongue was the softest you had ever felt brush against your skin, each kiss accompanied by a small tapping of it against your flesh, the feeling truly exquisite. You briefly wondered if you had ever handled a temptress of Nightmare Moon's calibre, or if such a woman even existed.
Running your fingers through her hair, you began to stroke her neck and down to her back, her body warm to your touch, her skin tingling against your fingers as you pushed further down. In the corner of your eye, you saw her lips descending to your crotch and in a flash, you held the immortal ruler by the throat, gently squeezing. "You never asked," you growled, your eyes boring into her.
If what you did before was bold, this was insane, but shockingly, Nightmare conceded. "Fine," she huffed, shrugging her shoulders. "May I have a taste?" she said as sweetly as she could.
"Later," you replied, reaching forwards and pulling her further up, still holding her by the neck until she was on her knees in front of you, her lips inches from yours. You made a point of not kissing her, pulling your hands down her body and stripping away her lingerie until it hung off of her thighs, exposing her ass for the first time, which you couldn't help but stop and stare at ever so briefly.
She twisted in place, realigning her body until her legs hung off the bed, rubbing against yours as you stood before her, and instead you got a different view, one of a small, blue strip of hair sitting directly above the neatest, tightest pussy you had ever seen. The only factor separating it from perfect symmetry was a piercing that hung from either side of her clit, the small piece of silver metal shaped in a crescent moon.
She really was full of herself, but you had to admit that you loved it. Ignoring her breasts as much as you loathed to, you cupped your hand and trailed it down Nightmare's body, eventually settling on her clit and giving it a small rub, brushing against the piercing as you swirled your fingers in circles known to destroy all traces of malice.
You practised the ancient arts of pleasure, each of your muscles moving from memory and learning the layout of Nightmare's unique pussy as your fingers rubbed against her soaked folds, brushing against the passage and feeling her squeeze tightly against the tips, daring you to force your entry. You refrained, brushing your fingers up and down the length of her and back up to her clit, fiddling with the moon shaped piercing and very lightly tugging against it.
Nightmare must have been made of stronger stuff, as she only let out a series of increasingly loud moans, her chest heaving forwards as her nipples hardened further, pink and puffy and ready to have a tongue wrapped around them. Already, you knew that stimulating her with your hand alone wouldn't work, so grabbing her by the thigh you began to pull her up, encouraging her to wrap her legs around your waist as you positioned her, standing in the centre of the room with Nightmare hanging off of you.
It was against the ethos of your kind to skip any element of foreplay if it could be helped, but such a formidable foe would require your greatest techniques, and by the slick of her pussy, she was already raring to go. Her eyes were filled with lust, a need ignited inside them that seemed to transcend simple horniness, one that clawed at her being and forced her actions as she aligned herself above you, her wetness rubbing over your stomach as she moved herself up and down, trying to find her place.
She was only three inches shorter than you, but in this position, you held her above. She was exceptionally heavy for her frame, but you were able to handle her weight with little exertion, something you were sure excited her further. With expert dexterity, you aligned your still fully stiff cock beneath Nightmare and proceeded to ease her down onto it, her arms wrapped around your shoulders and behind your neck, her strong legs squeezing against your lower back.
You held her by her back with one hand and her ass with the other as you softly lowered her down, your cock feeling the inside of her lubricious walls, velvety and smooth against you. You tried to keep your senses dulled as you pushed deeper and deeper inside her, filling her halfway, lowering her down further as she let out a quick series of gasps and pants, her legs shaking.
Your cock wanted to spasm under the beauty of her pussy, but you resisted the urge to push yourself all the way in yet, knowing you had to drive her to take control first. Slowly, with great restraint, you pulled her all of the way down, spearing her on your cock. Now the true magic of your endowment came into play, fitting perfectly inside her all the way through, to the point that the tip brushed against her cervix. It was a pretty useful talent.
For a moment, you kept her there, looking into her eyes as they began to glow bright, her breaths strained as she squeezed harder with her thighs, pulling her body up as she held onto your neck. She raised her ass and began to lower it, testing the waters, letting out a short gasp as she found your hardness waiting for her, the descent bolstered by gravity's pull. She began to pick up the pace, fucking her way into a rhythm as she bounced and bounced on your twitching cock, the metal of her piercing brushing against your crotch as she raised herself each time, the feeling of her perfect pussy hugging you tight as she slammed back down.
She rode herself into a frenzy in your arms, breathing the word 'fuck' over and over as she dug her nails into your shoulders, kissing your neck to muffle her moans as she began to bounce in longer, slower strokes, her pussy gliding up and down your cock, tightening and contracting each time you filled her, a relentless sensation that danced throughout your whole body... "This feels so fucking good..." she huffed, looking you straight in the eye.
Your connection was overwhelming, the feel of each touch reverberating across your skin even as she rebounded from your cock. Each time you found yourself deep inside of Nightmare, she would jolt, arching her back and holding onto you with more force, so much force that you figured it might be time to show her some of your own.
The demon was coming out now, primal and desperate to be satisfied, and you would control it. Holding her in place so her hips hovered half a foot above you, you began to relentlessly pound into her, manoeuvring her hips up and down as you went as if she was a little fuckdoll for your amusement. You could do whatever you wanted with her, and she was powerless to stop it.
She fought back, trying to take control of the situation once more, but you stepped forwards, forcing her to come with you, slamming into a glass door, the entrance to the nearby balcony. Her ass smudged against the glass as you slammed her with such force that you were surprised it didn't crack, giving her no quarter, hearing her moans increase in pitch as her eyes began to glow brighter and brighter with each push.
You could feel how tight and inviting her pussy was, how eager it was to milk your cum from you, but you weren't about to give up now. You could sense the change in her, you just needed to hold on a little longer. Putting your gratification in the back of your mind, you took control of her body, every one of her movements a direct response to yours as you forced her to hold on, sliding the glass door open and stepping out onto the balcony with Nightmare in tow.
You lifted and spun her until she stood on the balcony, her hands grasping the railing as you continued to fuck her, your cock never leaving even as you had twisted her. You saw her beginning to rub her clit with a hand as her knuckles turned increasingly white on the hand grabbing the balcony, all royal demeanour lost without her effects or her inhibitions, her tongue sticking out of her mouth as she struggled to hold onto her breath.
You reached out to cup her breasts, fondling them with your hands and playing with the nipples as you continued to push your cock in her, pump after pump ravaging her entire body as her eyes shone more intensely than they had all night, briefly flickering as she moaned out harder.
Knowing that it was working, you pressed on, grabbing her by the hips and destroying her insides with your barrage of thrusts, reducing the ruler of Equestria to nothing but unintelligible moans and screams. You knew someone in the castle would hear her, and likely see her, but you also didn't care.
"I... I've never," she breathily panted, "No one has ever been able to... No one has had the stamina or the skill! They've all feared me too much to go all out, but you!.."
That's right, you were the best for a reason. Summoning the power that resided deep within you, you prepared for your finishing thrust, a monumental task against the sweet caress of the pussy that begged to have you finish inside. You knew you had to do this without coming, it was the only way.
Feeling your legs begin to tremble from the intensity of your buildup, you reached back and then delivered a quick series of blows, your cock firing its way in and out of her with the speed of a machine gun as she finally began to let go—you could sense her orgasm building.
She looked back at you with hate and adoration in her eyes as you brought her to her release, as if she knew what would happen next but nonetheless was grateful for it. You wondered if she ever could have known. You felt her pussy clench hard around your cock as she began to cum, her scream ringing out heavily as her eyes sparked with force, a soft orange glare in the horizon as her hair began to flicker, changing shades.
For a moment, time slowed down for you. With each passing millisecond, you could feel Nightmare Moon squeezing against you, releasing the evil deep in her core as you purified her, each jutting motion magnificent and splendorous against you, her soul becoming unmuddled and clean as she moaned out in bliss.
You watched her eyes changing colour, reverting to a softer, more subdued teal as her pants became less of desire and more of being swept up in an endless sensation. She grew confused as she felt the change, it was evident from her face, but still, she did nothing to stop it. This is what she had wanted, after all.
You saw the orange glow of the sun beginning to rise in the distance, silence soon broken by the sounds of clamour and cacophony as confused ponies commented on the sight, not one looking to you or the princess in the face of the red and orange orb slowly rising in the distance. It was a sight to behold, and it brought a small stir of satisfaction from your chest even as you heard the last scream of Nightmare Moon fading into the air, her orgasm spent.
Looking down, you saw the empress you were wildly fucking begin to buckle, her exhaustion apparent as she became something entirely not Nightmare, something softer and more loving than she ever was. Knowing that the demon was banished, you pulled out of the woman that was now Luna, who sat stunned and confused and covered in her own juices, laid against the balcony with a quizzical expression on her face. "Wh-wha—"
Knowing that the demon could come back if its expulsion was not permanent, you rushed forwards, jerking your cock in a frenzy and letting loose your cum over Luna's face, your healing, holy seed acting as a seal to prevent Nightmare from ever coming back. Each spurt hit her dead on, covering her in your thick and creamy load, and with a thumb you hooked her mouth open, making her stick out her tongue and shoving the head in for your last two pumps, knowing that digesting your seed would restore her memory.
When you broke off, there was another woman standing before you, excited and dazed, tears in her eyes. This woman had rainbow coloured hair and a figure similar to Luna's, looking like a direct contrast in many respects. A short measure of thought led you to conclude that this was her sister, which was soon confirmed by their hugging and crying.
You wondered if this Celestia wanted to go for a round too. You were a little spent from saving the world, and everything, but four hundred bits sounded better than two hundred.
When it appeared that neither of them was about to acknowledge you amidst their crying, you cleared your throat, causing them to both snap their heads to you."
"You..." Celestia said, rising to her feet and walking right up to you, getting in your face. "You are a hero!" she announced, pulling your naked body into a tight hug and squeezing you hard. Come to think of it, why was she naked? Questions for later.
"Thanks," you nod, awkwardly patting her back and then breaking the contact. "Now, do you think you could tell me where to go to collect my payment?"
"Y-your payment?" Luna said, incredulous. "You just liberated the entire country from the hold of a dictator... what are two hundred bits to you? You could live as a king! I would allow you this castle for your deed, and anything else!"
"A tip wouldn't go amiss," you winked, taking a couple of steps away. "But no, I'm happy with what I have. I don't need a castle."
"Then allow us to knight you!" Luna said, still lightly sobbing, tears etched around the corners of her eyes and streaming to her cheeks. "You are a brilliant man, you deserve it."
"Please, I just want to be paid for my work," you insisted, holding a hand out. It took a couple more attempts, but eventually, she agreed, hanging her head and telling you that the money will be transferred to you soon.
It was strange having to haggle down a customer, but there was a first time for everything. Some people were just too generous, especially in the afterglow. Turning to leave, you stopped for a moment, facing Celestia. "Will you ever need me to come back?" Whoa. It wasn't often you actually asked someone else to consider you like that, but Celestia's body was literally every bit like Luna's, just with a wider set of hips, bigger breasts, and the kind of ass that would make angels cry.
"I'll... think on it," Celestia said, a small smirk on her lips as she went back to her sister. You knew she shouldn't have even been thinking about sex at a time like this, this was a time for reunion and happiness, but you just had that effect on people. For better or worse, it seemed.
So it was that you took your leave, keeping a distance from anyone who might walk too close to you and be subject to your intrinsic beauty, returning to your run-down apartment on the lower end of town.
You looked at the rising sun as you walked, feeling your eyes beginning to burn after a few moments but maintaining the contact, fixated directly on the golden disc as it greeted the country, ushering in day. Other people got on their hands and knees, crying and hugging and dancing in the streets, but you walked on. You already knew it was going to happen, after all.
You looked down to your bit bag, filled with coins, enough to pay your rent and perhaps buy you some groceries for the week if you spent frugally. Apparently, you were a hero now. No, it was just a job to you. You were an escort at heart: it was what you chose to be, it was what you were content with, and in essence, that choice was what saved Equestria.
You thought back to Nightmare Moon, a creature that you had wiped from existence. She was brilliant, of course, but tainted all the same. Still, you knew you would miss a small part of her. Your mind wandered as you walked, putting one foot in front of the other as you tried to make sense of this strange day—this one was possibly strange enough to make the top twenty.
Perhaps, just maybe, you could find that bit of Nightmare you appreciated so in Luna if you ever happened to see her again. You weren't about to go out of your way for it, after all, and what were the chances that you would be called to the castle again anytime soon?
Internally, a small voice in your mind prayed that Celestia would make the decision to pursue your services.
Just for more work, of course.