Guilty Pleasure

by Arpeggio

Rating: mature
Tags: Princess Celestia, Sex, Human, My Little Pony: Friendship is Magic, Original Character
Length: 2192

Alex gets jumped on his way home and has to suffer the wrath of a horny sadistic princess

Alex is on his way home, when some of Celestia's private guard attack him and knock him out, taking him somewhere he never even knew existed, let alone expected to go.

**WARNING: This is a masochist's fantasy, if you're not into bondage, degradation or anything dirty and kinky you can think of; then I recommend that you don't read it.**

This was written as a favour for a friend of mine named Alex. He's a masochist, so this was essentially meant to be a story starring him for him.

Published 2012-03-11 15:04:02 UTC
Last updated 2012-03-11 15:04:02 UTC

Chapter one

Chapter One

It was a fine day in Canterlot; the crowds were bustling, the streets were packed with shoppers eager to throw away their money for cool and comfortable summer clothing in favour of their heavy dresses and suits. And one young man named Alex was having an exceptionally good day. He’d just come out from a branch of Starswirlbucks with an iced coffee and a delicious muffin, provided by a girl with eyes that seemed to wander absently as she went about her day, and was making his way back to his home.

Mid journey, however, a streak of shimmering light invaded his vision, blinding him and causing him to drop his lunch. As the light grew in intensity, so did the clarity of its source. Eventually, after a few moments of blindness, the light stopped and when Alex opened his eyes he was greeted, not quite as pleasantly as he would’ve liked, by two guardsmen advancing in his direction with a large chariot behind them.

Their golden and white armour shimmered in the glorious summer sun, making plain the source of the retina torture endured earlier, as they looked sternly at Alex; one wearing a malicious grin. The guardsmen clapped their feet against the road surface in unison and one cocked his rifle, aiming it straight at Alex’s forehead. “Alexander Reed” the shorter of the two bellowed, “you are hereby charged with treason. We have orders from the Princess herself to take you away at once.”

“Wait, wait wait!” Alex started, flustered and not entirely registering the extent of what was going on, “T-there has to be some kind of mistake here!” He panicked, his heart rate rising, sweat oozing down his neck.

The guard simply grinned at him, “The Princess does not make mistakes.” He remarked, cuffing Alex and dragging him toward the chariot. Alex was far too panicked to do anything, he attempted to resist, but these guards were having none of it and one smacked him with the force of a championship haymaker with his rifle butt.

Carrying an unconscious Alex, the two guards made their way back to the carriage.
“I hope Celestia knows what she’s doing with this kid.” One guard muttered under his breath.
His companion looked to him appalled, “Shut up, you moron. Celestia always knows what she’s doing. Now I’d appreciate it if you didn’t insult our leader or else we might wind up in his shoes.”

Having been provided this prompt, the first guard quickly stopped his former train of thought.
“Ah, good point.” The pair looked at the young man with the rope around his wrists and blood dripping from his nose. “He has no idea what’s in stall for him, does he?” All the other guard managed was a malicious cackle before simply stating; “Heh, nope.”

Chapter two

Chapter Two

Alex slowly opened his eyes, straining from the ache in the middle of his face “Where… Where am I?” he wondered to himself, slowly trying to get a glimpse of his surroundings. All was dark, however, no point of reference, no light; nothing. Only sound. He heard a man say “B-But Princess! W-We followed your exact instructions!” followed by a loud cracking sound.

“Clearly you didn’t! I asked of another, instead you bring me him. He better be good, or you’re next.” Responded the female voice, a great deal sterner and with a tone that just bellowed ‘control’. The whimper of the man speaking to this woman was audible even from where Alex was sitting.

Footsteps rang through Alex’s ears and, before he had a chance to even utter a syllable, his blindfold was pulled off and he witnessed his captor for the first, but most definitely not the last, time. His blood ran cold at the thought of being at this woman’s mercy, but part of him grew warm. His crotch tightened and his underwear suddenly felt less roomy than they had but a moment ago.

Princess Celestia looked down at Alex with a disgusted sneer, her white stockings covering the legs that now made their way closer to him. He looked up, and tried to ask what the hell was going on, but no words came; just a sharp breath.
Celestia shook her head, leaning down slightly; “Oh what a pathetic little mutt you are. Where did those morons find you crawling about?” This was not a question and Celestia leaned down, giving Alex an ample view of her cleavage, and extended her arm. Her white latex gloves covered her arm all the way up to her biceps, and with their rubbery coarse grip they tightened around Alex’s cheek.

Celestia turned his head from side to side harshly, inspecting him. “You’ll have to do, I suppose.” She then, shot up to her full height and kicked one of her heels off. It was only now that Alex realised he had been untied somewhere along the way; his mind was too preoccupied trying to understand whether he should be ecstatic or horrified.

Celestia, without warning, lifted her heel and landed it on his thigh, with sufficient force to bruise, “Take off my heels.” She commanded. Alex, in a fluster, obliged and followed his Princess’ command. He slowly pulled the delicate bow apart and gently slipped the shoe off her angel like foot.

Having taken the shoe off, Celestia allowed a small grin to escape before quickly locking it away again. “Now,” Celestia said, as she pushed her foot, that was now otherwise naked apart from the stockings, into Alex’s face. “Inhale” she commanded, “take a nice deep whiff.”

Alex did as commanded, sucking in air through his nose vigorously. It was blissful. His brow began to moisten with sweat, his underwear growing ever tighter as the sweaty smell thundered its way through his nose and registered in the deepest parts of his mind as the most disgustingly wonderful smell he’d ever had the pleasure of experiencing.

Celestia grinned at Alex, bliss painted across his face for all to see, and said, in a low and dirty tone; “You like this, don’t you, you little mongrel?” All Alex could manage was a nod before he continued losing himself in the fumes, now beginning to lick the spaces between the toes.

Celestia’s eyes widened at this movement, and she quickly pulled her foot away. “No!” She bellowed as she delivered a powerful slap across his face, “I gave you no permission to do such a thing!” Celestia stared daggers at Alex, who was now cowering slightly from the hit as well as his mistress’ tone of voice, “You will do as I command, when I command. Do you understand; you worthless little man?”

Alex nodded quickly, his throat closing up. “I said, do you understand!?” Celestia shouted. Alex nodded vigorously and shouted “Yes!” in reply, terrified but still extremely aroused. Celestia hit him again, “Is that how you respond to your Princess, you little shit!?”

Alex whimpered slightly and yelled “Yes, Princess Celestia! Sorry Princess Celestia!” and cowered slightly, bringing his arms in instinctively to protect himself. Celestia stood up and looked him in the eye, “What a fucking disgrace” she muttered, and spat on his face. Alex moved his hand toward it, but was interrupted by a shout “Don’t wipe it off, unless I tell you to! Fuck me; you’re not disciplined at all, are you?”

Alex wasn’t sure how to respond to that, had he ever been disciplined like this before? Probably not, if he had he might’ve worked out his bargaining position quicker. Celestia shook her head, walking toward a rack on the wall of the large, darkened room. Alex took a small glimpse around. It was brick; that much was certain. It looked like it had been here for centuries, but very well maintained.

Alex was suddenly brought back to the realm of the living and suffering with a loud noise. Fwum-Tsh. The whip spat its sound, which reverberated throughout the room before making Alex realise just what was in store for him.

Celestia put on a devilish grin as she approached him, pushing him onto his back easily with her god like strength. She shoved her foot to his mouth again, commanding him to lick, but slowly, as she slowly played with herself

Alex licked the sweaty crevices between the toes, sucking on the smaller ones to get all of the potent, smelly flavour out of them. His eyes were drawn, however, to the busty Princess above him who was vigorously fucking herself with her fingers as she stared at Alex. “Mmm… that’s it.” She moaned, “Yes, lick harder slave.”

Alex obeyed his commands somewhat happily, dragging his tongue from the base of his mistress’ big toe to the sole of her foot. She gave an audibly pleased response, letting out a shrill squeal of surprise followed by a throaty moan of pleasure as Alex increased his licking.

“Mmm…Oh yeah, fuck yeah just like that. You’re not so bad at this after all.” Celestia conceded. Then, without warning, she pulled her foot away from Alex’s face and commanded him to undress. Alex obeyed and took his shirt off first, then undoing his belt and pulling his pants down, the bulge in his underwear evident for all, making him blush slightly. Then, he pulled off his underwear and tossed the bundle of clothes aside.

On his knees, Alex looked up at Celestia who said “You did a good job with that licking, for such a pathetic little fucker. As a reward, you get to clean my asshole.” Celestia turned around and bent over, revealing her sweaty ass cheeks. She forced them apart with one hand by extending her index finger and thumb in opposite directions, and with the other hand grabbed Alex’s head and pushed it towards her ass.

Once again, Celestia’s musky sweat was invading his brain and he was making no attempt to stop it. He was so intoxicated, in fact, that it took Celestia two attempts to get him to start licking. He finally heard her command, however, and happily obliged.

“What, are you deaf too? I said lick my asshole, you little cunt!” Alex obeyed immediately, lapping all around the tight hole. Celestia’s sweat oozing onto his tongue; warm and potent. She shuddered slightly, but did nothing to stop him. “Oh fuck yes… Yes, that’s what I want. Do it harder, you little bitch, lick it more!”

Celestia grinned and began panting, enjoying this a great deal as Alex fervently lapped at his mistress’ asshole. “Oh that’s good…” she breathed “Stick it in, stick your tongue in my asshole.” Her moans betrayed her and made Alex aware to the pleasure she was receiving. So, again he obeyed her commands, sticking his tongue hesitantly inside her asshole. This time hating the taste, he backed up slightly, his former enthusiasm fading.

Celestia felt this and bellowed “Back in there, you little bitch, you’ll stop when I fucking tell you!” and shoved his head back in; making him lap at her asshole and rim her. Alex obeyed and did as his mistress commanded, but he couldn’t deny to himself that he was getting a thrill from this situation.

Celestia moaned and stuck her tongue out as Alex furiously lapped at her tight hole, the pleasure was getting to her and she had to stop before this worthless little commoner got any ideas again. Celestia pulled away, smiling a smile that would leave the beholder unaware as to whether they should feel humbled, comforted or terrified. She then sat back down on a throne in the centre of the room.

“Over here, now.” Celestia boomed, snapping her fingers. Alex began to get up so he could walk to where Celestia was, but was interrupted. “Ah-ah!” Celestia snapped, pointing her finger accusingly at Alex before her sadistic grin reappeared “Crawl, you cunt.” She licked her lips, loving every second of his torture.

Alex got on his hands and knees and obeyed once again, crawling towards his mistress who, while moaning and sticking her tongue out, was rubbing her clit slightly. “You’ve been surprisingly good for such a horny boy.” She complimented, “and, as a reward, I will pleasure you with my feet.” She smiled at him, almost reassuringly as he sat down.

“On your back.” She boomed, no softer than earlier. Alex lay down against the cold floor and widened his eyes as he felt the princess’ foot rubbing up and down the head of his now exposed cock. “Mmm… You’re quite sizable, aren’t you?” Alex said nothing, just moaned as Celestia continued her rubbing. She was now using both feet and was being very firm; making fast strokes.

Alex had been holding it in since he licked her toes and was almost ready to burst; so, with one more firm stroke of Celestia soft and sweaty feet, Alex came. His semen spewed out from his cock and landed all over Celestia’s feet, making her blush with arousal. “I bet that felt wonderful, hmm?”Alex nodded, out of breath from his well-earned orgasm, although to him it felt lack lustre, he made no complaints.