Author's Notes:

This is a prompt suggested by Top-Tier Patron Brojangles, and is yet another cuckold-based chapter that involves Shining being tormented by Sombra. Reader Discretion is Advised.

“Hmmmm… Interesting. Interesting indeed…”

Back at the School of Friendship, the massive hallways on the upper floors were vacant of any students or faculty alike. Since it was still breakfast hours, most of the student body were still down in the cafeteria. Meanwhile outside of Starlight Glimmer’s office, the sounds of rustling papers and a muffled voice could be heard behind its locked doors. If Starlight wasn’t back at Twilight’s castle to continue with their research, she likely would’ve had a major freakout over sensing that her workspace was being violated. Unfortunately, while the mare was preoccupied with her work alongside Twilight and Sunburst, the intruder in her office had already disabled any magical sensors that would’ve given Starlight a heads-up on what was happening. And since there weren’t any students waiting outside the doors for some counseling, the chaotic being inside didn’t seem too worried about being caught during his investigative work.

Discord, who had grown intrigued by Starlight’s unconventional writing habits upon snatching her old journal, decided to pay a visit to her workplace after developing a curious hunch. Even though he knew it was inappropriate to intrude on his friends’ personal and private things, the draconequus was also very satisfied to discover that his random guess wasn’t unfounded. Since he had a feeling that Starlight would want to resume her writings after her journal was taken, it didn’t take long for him to discover her borrowed typewriter, along with the small stack of typed pages she had begun of her latest project. And while the mare was left none the wiser, Discord was leaned back in her plush office chair while reading through her latest works.

“Hmmmmm…” A thick pair of oversized reading glasses were perched over his muzzle, and his single fang wriggled a little as his expression skewed in disappointment. His eyes were narrowed in concentration as he read through the passages Starlight had crafted out, and he breathed out through his nostrils with a small huff. While he had to give credit for how much her writing skills had improved since that journal (mostly regarding her grammar and other technical issues), it didn’t change the fact that her content was much more restrained than before. Discord was sure that Starlight just wanted to write something less extreme for her conscience’s sake, but he still looked fairly unamused while flicking through the pages. “I’m not going to lie,” he said to himself with a brief sigh, “this almost feels watered-down compared to that gelding stuff she wrote back as a villain.”

On the surface, Discord knew that it was for the best that Starlight was restraining herself when it came to the story’s content, and using original characters instead of real ponies. But at the same time, the mare’s unbridled passion and intensity was something that Discord wished was carried through in her new private writings. While the content was still fairly erotic and taboo all throughout (especially with the dialogue spoken between the story’s Princess and her cuckolded husband), the fact that it was presented in a much more positive tone left the draconequus feeling slightly unfulfilled. But alas, despite how he may have felt about her works on a personal level, Discord wasn’t planning to do anything to pull Starlight away from her naughty little hobby; if a lonely mare like her wanted to write some well-crafted erotica, then who was he to judge?

After reading through the thirty minutes worth of smut Starlight had crafted in her off-time, Discord shrugged before placing the stack of papers back where he found them. “Honestly, it’s still miles better than E.L. James’ garbage,” he noted to himself, before he sauntered back to Starlight’s chair to sit once more. The plush pleather cushioning was surprisingly comfortable for the draconequus, and he nestled against the seat with a smile on his face. Meanwhile on the oak desk before him, Starlight’s typewriter was still laid out with a sheet of paper loaded in, and a stack of blank sheets daintily placed beside it.

Discord crossed his mismatched arms while he stared at the typewriter with narrowing eyes, and a curious hum could be heard from his closed muzzle. His lion’s paw came up to start petting his goatee, and he tilted his head as he muttered to himself, “I wonder… what would the old Starlight Glimmer write about if she had a typewriter at her disposal?~”

And old cartoonish lightbulb suddenly appeared over Discord’s head, and his face lit up at the same time that floating bulb did. After an evil grin spread across his face, the draconequus raised up his avian claw to snap his talons. A thick puff of smoke enveloped his body in an instant, and slowly dissipated to reveal someone different in Starlight’s chair. Discord may have not been a Changeling, but his shape-shifting abilities were uncanny as he sat in the chair as Starlight Glimmer herself; of course, he made sure to keep the mare’s previous manestyle from before she was reformed, which consisted of a Stepford-esque bouffant that was meticulously arranged over her heavy bangs.

The fake Starlight’s eyes were still gleaming with Discord’s yellow irises, and the faintest hint of his single fang could be seen peeking from between the mare’s lips. And as the unicorn smirked devilishly in Starlight’s chair, that fang poked out more prominently before she spoke in Discord’s voice. “Alright then,” said the copy before she cracked her neck in focus, and pulled in the typewriter with her magic. And as her horn remained brightly lit, it wasn’t long before the keys of that typewriter started to clack from her magic, and the device began to jot down the perverted words stemming from Discord’s curious mind.

“Well then,” noted Discord to himself while grinning in the fake Starlight’s form, “let’s see how well I can emulate the old Starlight’s methods of storytelling~”

Shining Armor was feeling completely helpless while tied down to the wooden chair in a thick bundle of rope. Unfortunately, due to the thick magic-inhibiting ring that was strapped around the base of his horn, as well as the large rubber ball-gag that was lodged in his open muzzle, all that the stallion could do was squirm in his bondage without any chance for escape. A small end-table was placed directly in front of his chair, with multiple porno magazines laid out to display a familiar mare featured across the multiple centerfolds. Even though thick black bars were concealing her eyes and cutie marks, Shining could still recognize the off-white mare instantly from her pale purple mane, and that loving smile he knew from the years spent under her roof. But now, that same maternal face of Twilight Velvet’s looked completely jarring to Shining in the magazine spreads featuring her, as well as the countless anonymous stallions whose cocks were being serviced by her across the glossy pages.

Shining winced painfully as beads of sweat trailed down his blushing face, and he was forced to sit in front of the pornographic spreads with his hind-legs writhing strongly. It was bad enough that he found himself entrapped in such a mortifying scenario, but the fact that he had to learn about his Mother’s sultry past in such an abhorrent way only made the experience worse for him. Even when he tried to clench his eyes shut, mental images of Twilight Velvet’s pussy being stretched-out and creampied by stallions other than his Father were still thoroughly ingrained in his tainted head. And to make matters worse, the stallion’s pained and frustrated grimace didn’t seem to keep his member from guiltily slipping from his sheath.

A large metal door from behind him opened up, but Shining wasn’t able to turn his head and see who was there. Instead, the poor stallion was left to sit in dread as he heard two pairs of hooves trotting up towards him from behind. The first pony to come into view was King Sombra, who was grinning particularly wide while peering down at his bound and compromised Prince. His horn was lit up with a ghastly red aura of his dark magic, and held the end of a thick metal chain that served as the leash of who he brought into the room with him.

And as Sombra chuckled to himself in delight, Shining gasped through his ball-gag when he followed the chain towards the pony his captor had leashed up, which happened to be Twilight Velvet herself. Despite the thick metal collar latched around her neck, the older mare didn’t seem the least-bit uncomfortable as she walked behind Sombra with an alluringly content grin. In fact, as she passed her son’s chair and took a glance down at her professional work, Velvet couldn’t help huffing with a smirk before shooting Shining an ominous wink. Shining’s wide-eyed stare grew more worrisome as he looked up at his Mother, and his blush deepened upon seeing how closely she stood beside Sombra without any hesitation. The captor used a free hoof to start petting the top of Velvet’s mane like she was an obedient pet, which made the mare smile with a blush of her own while savoring his touch.

Shining shivered in trepidation as he sat before the two ponies, and tried his hardest to ignore his flaccid stallionhood twitching between his writhing legs. Meanwhile, Sombra narrowed his eyes on the bound stallion before saying in a meticulously cheeky tone, “Well well well, Shining Armor… It seems like you’re not the only pony in your family with assets I wish to exploit~”

“NNNNGHHHH!!” Shining tried to lunge forward, but he could barely move an inch in his chair as he bellowed out a furious and muffled groan. Unfortunately, all that his response did was cause Sombra to reel his head back and laugh maniacally in response. And even with how humiliating Sombra’s laughter may have sounded to Shining, his ears lowered pathetically when he heard his own Mother giggling as well. The mare was now nestling up even closer beside the captor holding to her leash, and didn’t show the slightest shred of sympathy for her bondaged son as she smirked in amusement down at him. By the time Sombra’s laughter finally died down, Shining could only hang his head meekly while avoiding their coy stares.

“Honestly,” continued Sombra as he gave a light-hearted shrug of his shoulders, “I’m rather surprised about how easily I was able to pull in Velvet for all this! I’ll admit, I would’ve considered Cadance or Twilight to be fitting examples of mares I could ruin for you, but the fact that your own Mother was willing to show off her skills was something I couldn’t have wanted more~ Isn’t that right, Darling?~”

Twilight Velvet giggled with a sheepish shrug after Sombra asked her that question, and she took a second before glancing back at him with a warm and alluring grin on her face. “You know what?” she said with a disturbingly casual and chipper tone of voice. “After all the years I spent with his Father, I can’t think of anything better than to take a real stallion for a change~”

Shining’s head reeled back up with his eyes widened in shock, not having expected for his own Mother to say something so dismissive of her husband. But the moment he gawked up at the two, his action proved to be a dire mistake as he watched Sombra yank hard on Velvet’s leash, and pull her in for a deep kiss. Their muzzles connected tightly as they started to make out in front of the stunned Prince, with his eyes welling in dread from seeing Velvet indulging in Sombra’s adulterous ways. Brief moans could be heard escaping her muzzle as her eyes rolled back blissfully, and she trembled from the feeling of Sombra’s tongue plunging into her mouth without any resistance.

The bound Prince could only whimper through his gag while being forced to watch his Mother submitting to Sombra’s whims so willingly, even as he continued to tug on her leash like she was his personal toy. One of his hooves went down to openly grope the mare’s plump and supple ass, and he continued to orally assault her muzzle while hearing her son’s pained groans. Shining tried to look away from the two within ten seconds of their carnal display, but he still cringed when he eventually heard the meaty smack of Sombra’s hoof spanking Velvet’s rear, as well as the giddy yelp she made in response.

Twilight Velvet eventually lit up her own horn, and floated out a small stool so her lover could sit down in front of Shining. After the table full of her previous works was moved aside, Sombra sat with a dominant and wide-legged stance so his cock was towering in full view. Shining couldn’t help but wince as he got a good view of the King’s well-endowed stallionhood, which stood at almost a foot in length while sporting a pristine onyx coat. Below that thick and meaty shaft, Sombra’s balls were hanging over the edge of the stool and carrying a profoundly heavy girth. Shining may have not been underdeveloped himself, but he still felt rather miniscule in comparison to Sombra’s rigid cock and plump balls; and judging by the hungry grin Velvet was carrying on her blushed face, it seemed that she was highly receptive of Sombra’s equipment as well.

While Shining sat in silence and was being ignored, Sombra grinned lustrously up at the mare before giving her chain a hard tug. “Come on, my sweet~” he purred in a maliciously brooding tone that made the Prince’s blood boil. But despite how furiously frustrated the bound stallion may have looked, his Mother didn’t even give him a second glance as she got herself down in a kneeled stance before Sombra. Meanwhile, the King grinned even wider as he continued to pull on her leash, and brought her head down towards the edge of his stool. “How about you savor the scent of your King’s patronage?~”

Even with how mortified Shining may have looked behind his blush and ball-gag, Velvet didn’t even hesitate as she shivered with an enamored moan, and instantly lunged her head in between Sombra’s legs. Her nostrils flared out as she got her snout in close to Sombra’s plump balls, and she sucked in a deep breath of the King’s heady musk to make her fur stand on end. Even with her son seated less than a couple feet away, the older mare didn’t show any remorse as she buried her muzzle beneath Sombra’s thick, heavy orbs so they would drape over her hung-open mouth. The last thing that Shining wanted to do was watch his own Mother acting like such a debaucherous harlot for a fiend as treacherous as Sombra, but his mortified gaze couldn’t look away while hearing her shaky moans between those deep, rapid breaths of Sombra’s musk.

“Aaaahhhh!!~” Twilight Velvet couldn’t have looked more content as she continued to bury her nose deep beneath her King’s hefty balls, and her drooling maw opened even wider so she could pull out her tongue. While Sombra hissed in satisfaction and kept a tight grip on Velvet’s leash, the horny mare closed her eyes as she dragged her tongue across both of those plump orbs for some proper worship. Shining Armor cringed hard while being forced to watch his Mom acting so primally with Sombra, but his bound state kept him from being able to hide his growing erection. And even with the uncomfortable reminder of Velvet’s voice bellowing out with every rapturous moan she made, Shining’s cock still twitched each time he heard her ravenous slurps across his wrinkled flesh, and saw how contently blushed she looked servicing such a sadistic stallion.

“Mnnnnghhhh… You have such a lovely figure~” Sombra peered down at Velvet with a hungry stare while she continued to sniff and slather his balls for all they were worth. As he brought down his hoof to start stroking her mane, his shit-eating grin looked back towards Shining before he added with a maliciously teasing tone, “It’s honestly a shame that your genetics weren’t enough to make your son a more worthy stallion for worship. Isn’t that right, Shining?~”

Shining squirmed in his flustered and overwhelmed state, and he groaned through his ball-gag while shooting the King a deathly glare. Unfortunately, the stallion’s bound form and throbbing erection only made Sombra chuckle in amusement while seated across from him. And despite how humiliating Shining’s position must’ve looked and sounded, Velvet still didn’t seem to pay much attention towards her son while indulging in her King’s bountiful endowment. Instead, the mare only paused her efforts when she heard Sombra asking her, “What about you, Velvet? You have any choice words to say to your cuckold of a son?~”

Shining winced painfully the moment Velvet stopped her efforts, and let her lolled-out tongue linger against Sombra’s sac for a couple seconds. After she pulled her tongue back in to give an exaggerated swallow of his musky sweat, the mare shivered with a lustful smirk before finally taking notice of her bound son. When she caught sight of her son’s average-sized member throbbing direly in his bound state, she openly laughed at his state before saying with a raised brow, “Wow, you’re really getting aroused by your own Mother?~ Jeeze, no wonder Sombra wanted you like this. It’s probably for the best~”

With that, Velvet completely ignored the gawked and mortified expression that came across her son’s grief-stricken face. Instead, she went right back to focus on Sombra, and brought herself up to start openly fellating him before her cuckolded son. Her muzzle opened wide to allow the King’s thick, crowned cockhead to cram itself between her drooling lips. And even as her moans became thoroughly muffled by Sombra’s girth, her amorous groans still caused Shining’s ears to twitch uncomfortably. Meanwhile, her past experience proved to come in handy as she clenched her eyes shut, and went to work by cramming more of that pristine horsecock inside of her hungry maw. One of her hooves came up to tease the King with a gentle stroking to the bottom half of his shaft; as for her other hoof, Velvet brought it down to carefully grope and caress those plump balls to continue her loving worship to Sombra’s gift.

“Mnnnnghhhh… That’s right, you little slut~” growled Sombra with an especially mocking stare pointed at Shining. But even with that insulting jab about his own Mom directed towards him, Velvet’s earlier statement was hurtful enough to leave the Prince unresponsive. His pained expression was clear as day through his ball-gag, and it was hard for him to keep his eyes open while reddening from the building tears. But alas, despite how uspet the stallion may have looked, it was obvious that the only part of him leaking was the top of his throbbing cockhead. A small bulb of precum could be seen seeping at the tip, which only made Sombra’s grin widen while saying, “I may have had a lot of mares service me before, but this whore is an especially delightful treat~”

Twilight Velvet shivered in delight while hearing her King’s demeaning language, and groaned through her weak breaths as she tried to cram her muzzle with more of Sombra’s hot cockmeat. As her eyes clenched even tighter shut, her nostrils flared out to take a very deep breath, and filled her lungs with that heady musk she was craving so badly. After perching herself up in a more comfortable stance, the older mare kept her breath held as she bore down hard on Sombra’s cock, and took advantage of her nonexistant gag-reflex to deepthroat the stallion. Meanwhile, her rump was raised up enough to reveal her wet and winking marehood, much to Shining’s shameful viewing “pleasure.”

The thick bulge of Sombra’s flared cockhead could eventually be seen emerging from the top of Velvet’s throat, completely blocking her airway and keeping her from breathing. But despite how dauntingly far she may have been going for the sake of pleasuring her King, Velvet didn’t show any resistance when she heard a heavy gron from above, and then felt Sombra’s hooves grasping the back of her head. As Shining watched in stunned silence, Sombra let out a strained grunt as he pushed the mare’s head down, and shoved more of his length inside of her slutty mouth. Even though Velvet’s body twitched and spasmed from the dangerous lack of oxygen, her eyes opened just enough for her son to see them rolling back in unbridled pleasure.

Shining’s pupils shrank in dread as he witnessed the bulge of Sombra’s cockheat traveling further down his Mother’s throat, and causing her body to writhe more notably from the suffocation she was likely experiencing under his hooves. But even as her cheeks grew a heavier shade of crimson from her deepening blush, her lips were still drooling while wrapped tightly around her King’s thick girth. In fact, one of her hooves pulled away from Sombra’s shaft, and went back to play with her needy clit for her shocked son to see. Shining tried to look away from the sight of his Mother’s pussy being rubbed and schlicked so close to his face, but the titillating sounds (not to mention the strong scent of her arousal) was causing him to groan from every heavy throb his cock made in response.

“Gnnnnnghhhh!!~” With an especially hard push of his hooves, Sombra managed to lodge Velvet’s head down far enough so her snout was pressing against his waist. Shining was able to see how hard the King’s thick balls were churning, and how close his Mom’s lips were to that heavy ballsack. But even after being pushed balls-deep against Sombra’s cock, Velvet closed her eyes blissfully while continuing to suckle on his shaft as best as she could. And with her tail flagged up so naturally in arousal, her intensifying schlicks to her aching cunny grew harder for her cuckold of a son to ignore.

“Aaaaahhhh!! Here… Here it comes!! H-HERE IT COMES!!!” Sombra squirmed atop his stool while gripping the back of Velvet’s head like a vice, and ensuring that she couldn’t pull away to breathe until the deed was done. Even though her deepening blush and writhing limbs emphasized how close she may have been to passing out, Velvet knew that he wasn’t likely to let her go until she swallowed every drop of his load. Fortunately, even with how enamored she was getting with her own self-titillation, she was able to sense the heavy throbs of Sombra’s cock while it was lodged so tightly in her muzzle and throat. And after only another moment of strained groaning, Sombra threw his head back with his fanged muzzle wide-open, and moaned out from his climactic finish. “NNNNGHHAAAAAAAAAAHHHHHH!!!~”

Sombra’s hips thrusted up from the stool, and his balls dangled while pulsating from every churning throb his cock made inside of Velvet’s hungry maw. Even with how badly the mare was squirming from the lack of oxygen reaching her head, her eyelids fluttered gleefully as she felt every hearty throb of her King’s shaft deep inside of her convulsing throat. Spurt after spurt of Sombra’s thick, creamy load shot right down the older mare’s gullet, and were accompanied by the faint gulping sounds Velvet made as she tried her hardest to swallow every drop he had to offer. And despite how horrible it may have been to get so turned-on by the sight of his own Mother indulging in his enemy’s cock, every audible gulp that Shining heard from Velvet was leaving him squirming and groaning hard through his ball-gag. Unfortunately, unlike the very satisfied King, the poor cuckold wasn’t able to shoot his load like he was; instead, Shining was left to only whimper pathetically while struggling in his restraints, and feeling every needy throb his cock made while it was left untouched.

By the time Twilight Velvet had finally emptied out the entirety of her King’s lineage with her mouth, the bottom of her barrel was notably swollen from the immense weight of so much cum sloshing around in her stomach. From Shining’s wincing perspective, it almost looked like Sombra had left the mare pregnant with the amount of cum he shot down her throat. Of course, as soon as that thought came into his head, Shining cringed with his eyes shut upon the horrifying realization that came to him. Unfortunately, even if he tried his hardest not to think about it, his ears folded down tightly the moment he heard Sombra’s voice in a booming and sadistic tone:

“Just you wait, Shining Armor… before the night is over, I’m going to give your Mother a foal that she can truly be proud to call her own~”

Luckily for the randy draconequus, the hour or so he spent writing wasn’t interrupted by any knocks on the door outside Starlight’s office. And by the time he finished his naughty little prompt, Discord was quick to change back to his regular form while seated in the mare’s desk. Meanwhile, the finished stack of pages he had written were laid out beside the typewriter, and made Discord smile to himself in satisfaction. Part of him considered just taking the pages with him, and perhaps continuing on with his work back at home where the setting was less tranquil for writing. However, after thinking it over for a few seconds, the chaotic being shrugged with a sly grin before deciding on something else.

By the time he finally left Starlight Glimmer’s office, he left his typed prompt on the middle of her desk with a dainty red bow. The top of the stack had a title page that Discord made to further mess with her, which he had titled, “Shining Armor’s Alternative Punishment.” Below that title, a small note was laid underneath his gift-wrapping with a small note for Starlight when she returned to the office:

To Starlight Glimmer, whose personal writings proved to be rather inspirational and intriguing. I wish you the best with your current endeavors, and any future stories you may make for yourself or others.

Sincerely,

Princess Twilight Sparkle~

Discord wasn’t sure if she would actually fall for a little rouse like that, but he couldn’t help chittering devilishly while flying back to his own chaotic realm.