Author's Note

Written at an awful hour while being distracted, but now at least slightly edited and proofread. Wow. That was an embarrassing amount of fixes. Let me know if you see anything else here. Think I'm gonna skip ahead to story stuff. My mind will blank and get super repetitive if I try to do 150 of these! lol.

Twilight gets rich!

Luckily for Twilight, Filthy was actually relatively clean; at least as far as she could tell. Her senses were slightly dulled since her mouth and snout were still covered in Cup’s marecum and her vision was a little blurry. Twilight got a slightly better view of his underside when he stepped over her head and stood on the platform Cup had laid on. Filthy was a bit older, but he wasn’t in terrible shape. His barrel had well defined muscles under the slightly loose fur that made his stomach. Twilight’s eyes were drawn to his erect dick as it dangled from underneath.

Was it supposed to look like a naked mole rat? She hadn’t yet seen a male’s genitals so close before. The medical diagrams in her anatomy books had never had wrinkled skin. Maybe pony’s genitals were influenced by their general health? Cup’s labia had been full and plump, just like her body. Maybe he had a wrinkly penis because he was on the older side.

Twilight stopped worrying about it when Filthy Shuffled forward on the platform and buried his brown member in her still open mouth. It tasted like copper, but more bitter. Almost like she imagined a dirty coin to taste. Twilight gave his wrinkled rod an experimental lick, unsure of what to do.

“That’s it, Princess… Your mouth is golden…” Filthy groaned.

Spoiled nearly hissed, her words burning with vitriol, “Watch what you say, dear.”

Twilight felt Filthy shiver in her mouth when Spoiled chastised him, “Yes, my darling…”

Spoiled seemed soothed by his response, and purred in Twilight’s ear, “And when did you become such a greedy slut, hmm? You’re dripping with cum and sucking my husband’s cock while I’m about to fill your ass… Don’t get confused, Princess. You’re nothing but dirty little whore for my pervert of a husband to dump his disgusting cum in.”

Twilight had strong opinions about how Spoiled spoke to her, but the magic in her collar wasn’t letting her complain. Instead it was making her lick Filthy’s cock—rubbing her tongue up and down the length as he ground it against her. It was grainy and salty, causing her tongue to squirm as she licked around the wrinkled and folded skin. He wasn’t pressing it deep, and the magic wasn’t forcing her to swallow it or anything, but the sensations that came with sucking dick were something she hadn’t quite adjusted to yet.

She couldn’t focus on it for too long as her backside was being prodded by a hard and stiff rubber thing poking around her flanks. Spoiled kept shifting—a little left, a little up, a bunch down, back up, and then somewhere else. There was a tingle as Spoiled slipped the rubber dong across Twilight’s still drooling pussy lips, and Twilight reflexively arched her back and sucked in a breath around Filthy’s dick.

“Oopsies…” Spoiled didn’t sound particularly convincing as her voice turned low and cruel, “That was certainly an accident. You don’t get to be touched there; not while you’re underneath me…” her voice lowly teased.

Filthy groaned, pushing deeper and rubbing the top of Twilight’s mouth with his dick. Her lips softly closed around it while the choker made her gently bob her head. In response, he went from groaning to a soft moan. “Oooh… You’re mouth is so good… I’m not gonna last long.”

Spoiled almost shouted, “Don’t you fucking dare! You hold that pathetic thing in check until I tell you that it’s time, understand?”

Filthy paused his grinding, freezing his now rock hard cock in Twilight’s mouth as he replied with a stutter, “Yes… My… Darling…”

Twilight was confused. Every time Spoiled was mean to him his cock grew even harder in her mouth. She didn’t think that’s how things should work, but clearly they were.

Spoiled growled to Twilight, “Do you know he asked me if he could fuck your cunt? Of course I told him no. There’s no telling what you’ve done with that dirty little thing. So then he asked about your ass.” The plastic nub finally centered on Twilight’s puckered anus, and pressed slightly but surely.

Spoiled continued, “I might have said yes, but he’s still in trouble. He mis-behaved with my pet, you see. He’s not supposed to cum without my permission, and that horrible little dick of his just vomited all over her. He’s lucky I let him come tonight at all. Isn’t that right, Dear?”

Filthy at least sounded reticent, “Yes My Darling.”

The pressure from the rubber penis increased as Spoiled’s voice grew low. “But I couldn’t let him miss this evening’s soiree, especially since we donated so much. So I came up with a new plan.”

Filthy groaned again, still slowly grinding against Twilight’s tongue.

Twilight felt something strange inside her as Spoiled’s voice whispered in her ear, “I’m going to fuck your disgusting asshole with this strap-on, and when we get home I’m putting it in his.”

This was entirely unsanitary. Twilight wanted to inform Spoiled about how there were surely bacterial risks associated with that kind of behavior, but the bridle and the collar forced her to keep sucking Filthy’s cock. She desperately tried to mouth a warning, or flap her ears to inform Spoiled about Staphylococcus, at the very least.

Spoiled didn’t care about Twilight’s warning, and with a slight push Twilight’s puckered sphincter slowly un-puckered. The sensation was entirely alien. It was a completely new feeling and almost didn’t seem real. Her anus spread open, and the toy pressed inside, forcing her wider. Even with the bridle restraining her, she grunted, “Ugh!” as the strange alien feeling spread from her bum.

Twilight remembered that she was in public, and her eyes glanced from under Filthy’s Stomach to see the crowd. She’d forgotten about them, focused on the activity in front of her, but now they were at the forefront of her mind. Terrified that they would see what was happening and be disgusted, she was confused when they actually seemed to be clapping. Spoiled pressed harder, and the rubber phallus drove the strange burning tingle further up Twilight’s gut. Was that Cherilee watching Twilight with staring, hungry eyes? Was her hoof rapidly stroking between her legs while she sat?

The bridle forced Twilight’s head forward again, and she lost track of the strange pink pony with a lecherous grin, instead focusing on the undulating underside of Mr. Rich. The pungent scent of a sweaty stallion permeated her nostrils as he continued to grind in her mouth and weirdly groan.

Spoiled pulled lightly on Twilight’s mane as she spoke, “That went in far too easily… Your ass is looser than I expected, Princess. Do you do this often?”

Frustrated, Twilight wanted to shout out that she’d never done this before at all! In a brief act of defiance, she pushed against the rubber cock like she was trying to push it out, but it only slid in deeper. Twilight shuddered as it lurched, filling her gut with the uneasy sensation of having to defecate. Disgusted with herself she even tried to, but nothing happened except a quiet squishing noise that seemed to encourage Spoiled.

Spoiled talked to Filthy, speaking over Twilight’s head like she wasn’t there at all, “She’s squeezing it tight, dear. I’m all the way inside the little purple slut. You’re going to look at me while I fuck her… You’re only going to feel her mouth while I make her squirm around my fake cock,” There was the sound of kissing, of tongue on lip and a quivering gasp from Filthy before Spoiled continued, “And you’re going to imagine what it must feel like in her ass. Because I can’t feel anything with my rubber cock. Her slutty asshole is completely… and utterly… wasted on me.”

There was more kissing, this time frantic, and Filthy started to push his dick deeper down Twilight’s throat. The rubber dick slid sharply in, briefly biting Twilight in pain as it did. She felt Spoiled’s inner thigh resting against her rump, and realized that Spoiled hadn’t lied—it was all the way in. Twilight was entirely impaled on the indecent implement.

It burned, it tingled, and it stretched her full. She wasn’t used to feeling like this. Her body reflexively tried to push it out, fighting the squishy rubber and groaning, pressing back and making wet squishing noises. The odd sensation felt like pooping, but in a bizarrely pleasurable way. It just didn’t end, and it kept firing a deep, new nerve.

Something snapped into place in Twilight’s mind. This wasn’t just weird, embarrassing, painful, and slightly gross. It also felt good. Curiously, she explored that feeling. She let the feeling ride along her nerves, spin from her gut, slide down into her legs, and tingle back up her spine again. It was a strange pleasure, completely different from what she’d felt with Carrot, but it was beginning to make her tingle in a familiar way.

Spoiled spoke haughtily downward towards Twilight’s back, “Look, the little slut likes it. She’s warming up quick. With a little bit of training, she’ll be an excellent little ass whore, won’t she dear?”

His response was a weak, “Yes My Darling…” but his cock was hard. Filthy began to push further, raking it against the back of Twilight’s throat as he thrust. She shook as the magic in the collar kept her from gagging. It felt like a sneeze that never came. He’d run his cock across the back of Twilight’s throat and her body simply wouldn’t react even though her brain knew it should.

That disassociation coupled with Spoiled’s slowly accelerating pumping was causing a feeling of vertigo for Twilight. She felt like she was falling, but inward and outward at the same time. Filthy’s cock didn’t feel good in her mouth, per say, but it felt sensual. She could taste and squeeze his most sensitive organ, even if it was was slightly bitter. Also, her sphincter was starting to burn, which should have been bad but it was oh so good.

Twilight blinked as her nose was roughly rammed into Filthy’s stomach. She still felt like she was falling. Spoiled rocked into her, pushing her forward with the impact. Twilight clenched down on the strap-on, and her gut pushed… and pushed… and pushed… and pushed… and nothing came out. She slammed into Filthy’s stomach again, and felt his cock press into the back of her throat. She was shoved forward and backwards, Filthy’s balls smacking against her chin right before Spoiled slapped against her bare ass.

Spoiled rammed. Twilight pushed. Spoiled grunted, Filthy groaned, and Twilight made a wholly unnatural slurping noise over his now hot and throbbing cock. Weird, new smells filled the air. She smelled musk, sweat, plastic, Spoiled’s arousal, and the pungent stench of asshole. Twilight hadn’t known asshole had a smell, but she instinctively recognized it, and could tell that it was her own. She glanced at the crowd, horrified they’d be disgusted by the frantic debauchery.

They were not. The blurry crowd wasn’t cheering, but they were making noise. There were calls of some kind, shouting, some clapping, and a sea of familiar eyeballs locked on her, and the din of conversation. Twilight caught a glimpse of Cherilee again, this time the teacher was sucking on her hoof with a satisfied grin and watching Twilight with envious eyes.

Almost startled at the epiphany, she decided that this was okay. Ponyville didn’t just not care, the whole town was along for the ride in some way. Twilight looked forward with a new confidence, forcing her head further down Filthy’s cock than the bridle made her. The tip slid down her throat just a little, wedging it open as the magic kept her from retching.

Spoiled laughed derisively as the burning in Twilight’s gut began to bloom. “Look at her, she likes it! Ha! She loves my fake dick. I bet she’d love anypony’s dick. Even your pathetic little prick.”

Filthy’s cock quivered down Twilight’s throat as he answered with an emphatic, “Yes My Darling.”

Spoiled pulled on Twilight’s hair, pulling Filthy’s cock out of her throat. Twilight could still taste it the tip, but only a little. The magic in the bridle strained to pull forward, causing Twilight’s scalp to burn.

Spoiled slammed into her forcefully, this time building up to a slap. Twilight blinked back tears as too much sensation overwhelmed her.

The burning in her gut roared into a fire, and her legs shook in their bindings. Twilight sucked in a breath around Filthy’s cock as Spoiled let go of her hair. Twilight’s head flew forward, shoving Filthy’s cock roughly down her throat. Her scalp tingled warmly where her hair had been pulled, Filthy’s cock plugged her throat completely, and Spoiled was rapidly pistoning into her ass over and over again.

Twilight’s asshole clenched as feeling overcame her. She wanted to scream, but the magic forced her to relentlessly suck Filthy’s cock while her gut and sphincter convulsed around the plastic phallus. Spoiled laughed as Twilight’s pussy squirt something down both their legs, uncontrollably squeezing spurt after satisfying spurt with each of the sadistic mare’s now frantic thrusts.

Twilight couldn’t think, but she sure as hell could feel. With all the feelings assaulting her, one more novel sensation caught her attention. She felt something warm and thick filling her stomach.

Spoiled was giddy, “Look at her go! Are you seeing this?” Her voice dipped into slightly annoyed, “I said are you…” and suddenly she was angry, “What the fuck? You fucking pig!”

Filthy groaned as he kept emptying himself down Twilight’s gullet.

Twilight’s body came to with a burning, pleasing sensation. The fake dick ripped painfully out of her ass and Spoiled stepped off her back. “I can’t fucking believe this! I’m going to have to punish him again.”

Twilight blinked, her mind still rolling in confusion as her asshole burned. Had she really just had an orgasm from that rough, and unsanitary, treatment? Consciously, she understood that some ponies liked anal play. But in her mind the sphincter and lower intestine were definitely not sex organs. At least, five minutes ago they hadn’t been. Now she wasn’t so sure.

As her ass got used to being empty it felt like she was finally able to relieve herself, but still nothing came out. Nervously, she eyed the crowd, wondering if they were grossed out by her clenching asshole… nopony seemed to care. If anything, they enjoyed the sight. The thought of some of them seeing inside of her made her tingle. She shivered, this was all so strange.

Filthy pulled his cock out and sighed contentedly. “Damn… You were great, Princess!”

Spoiled growled quietly enough that the crowd still couldn’t hear her, “I don’t want to hear anything from you! We are going to head straight home where I’m going to punish you. You don’t get to play with me or the pet for a week...”

He shrugged, smiling confidently at Twilight. “What can you do?”

Spoiled glanced at her and sighed, “For a dirty anal whore, you did a passable job.”

Twilight wasn’t sure what to say, not that she could say anything. Was a comment like that something you were supposed to say thanks to? What even was proper the etiquette in this situation? If she was going to say something, it would be more like, “I appreciate you giving me a mind blowing orgasm from stimulating my anus, but I wish you were more polite to me and your husband.” Maybe that was less appropriate than saying nothing.

Regardless of etiquette, the Riches pompously walked off the stage to the sound of clapping and cheering while Twilight’s body still burned and quivered from their attention. She watched them leave while she was stuck in a morass of utter confusion, both physically and morally.

“Wowee! That looked rough, but it also looked like she enjoyed it! We’re up to two marks total, and Twilight seems to like it soft and rough, so go nuts, ponies! Hondo and Cookie, it’s time to please your princess! I’d like to take this time to remind you all that if you need snacks, catering was provided by Sugar Cube Corner, and you’re welcome and encouraged to help yourself! I know I am! Next up…”

Twilight caught her breath as Hondo sauntered towards her with his trademark mustache and a grin the size of Manhattan. “How do you feel about mustache rides, Princess?”

Twilight glanced between him and Cookie, and smiled.