A Rich Punishment

Diamond forced her mother’s head back even further, and then told her to open wide. She then spread her pussy lips and relieved herself all over Spoiled’s face. Her stream would have been magnificent to anypony with a fetish for such things, but to her mother, it was the ultimate sign of daughterly disrespect. Diamond’s smile turned even more wicked as her golden shower cascaded upon her mother’s waiting lips and face. Spoiled tried to avoid it, but every time she did so, Diamond would simply yank her head back over into the path. The target was being drenched to the core, and the administrator was thrilled to the teeth.

“Mm…oh my fucking Celestia, it feels so good to humiliate you, Mother!” Diamond exclaimed lustily, “you deserve every single drop of what I’m giving you. It might just be pee, but consider it a reminder. All that I’m saturating your fur with right now represents those ponies whose lives you’ve taken and shredded over the fields and farms of Ponyville.”

“They needed to be shredded!” Spoiled said before feeling more of her daughter’s urine enter her mouth and play with her tongue.

“Nopony needs what you’ve done,” Diamond said as her stream finally finished, “what they need are friends and good neighbors who can be trusted. You are the most untrustworthy pony I’ve ever met!”

Spoiled’s mouth nearly dropped through the bed. “Ah…I’m your MOTHER, young filly! Don’t you DARE speak to me like that!”

“I’ve already gone to the bathroom on you,” Diamond said, “frankly, I see no reason why you should be making threats right now.”

Diamond slid off of her mother’s chest and maneuvered down the bed to where Spoiled’s luscious nipples, glistening pussy, and beautiful rump hole lay. She flashed a smile back at her matron, before going down on her fiercely. Spoiled howled as her daughter bit and grabbed at all of her most sensitive body parts. Pain was the main feeling, but there was an amazing dose of pleasure laced throughout the sensation. She had no idea where her daughter had picked up such an incredible bedroom performance, but she didn’t want it to stop. Her cries quickly turned into moans of deep gratitude.

When this happened, Diamond decided to turn up the pain. She bit down on one nipple and would not let go. Spoiled screamed and cursed, but Diamond’s grip held. The filly smiled to herself as her mother thrashed about above her, crying and squealing for her to release her teeth. But Diamond silently refused, holding down and licking up the milk that suddenly burst forth. Her mother’s lactation was sweet to taste, and she realized that she’d missed nursing at her mother’s bosom. She latched on and fed to her heart’s content, relishing every pain laden scream that came from the evil matron. She knew that she was doing this for her Crusader friends, and for everypony else in Ponyville. Still, though, she also did it for her own satisfaction.

Estrus had enslaved her, and she had been itching terribly. But with her mother at her command, and her friends on her mind, the heat had died very quickly. She loved being able to suckle on her mother’s teat, and when one of them seemed to dry up, she popped over to the other one. It was the same cycle, and her mother continued her agonizing wails. She couldn’t believe some of the language that Spoiled was using, but she didn’t care. She remembered how amazing this had felt when she did it with the Crusaders, and how dirty the words had gotten. She loved hearing the street slang come out of the normally prim and strictly proper Spoiled Rich. It was cathartic in a way, as it showed that her mother truly held some kind of ponydom inside her greedy black heart.

“ALRIGHT!” Spoiled squealed, “CAN’T YOU LET GO OF MY TIT?!”

Diamond giggled. “No, Mother, because we’re not through with your punishment yet. In fact, I don’t know if I’ll ever be done. Perhaps, until Dumb is rehired, we should do this every night! I mean, can you imagine? You, tied up to my bed, helpless and completely at my mercy…and then I come in with the whip and the crop! I could use you as my own personal toilet, too! Then…then, I could fuck you. I could fuck you until you screamed. I could fuck you in your pussy, deny you any sense of pleasurable release, and then jam my big, plastic toy deep inside that anus of yours. As a matter of fact…I think I’ll try that right now!”

She then leapt from the bed and dug out a large strap-on dildo that she’d borrowed from Apple Bloom for this very moment. She put it around her small rump and loved the way that it rubbed against her vagina. She knew she would receive a great deal of happiness from the ensuing punishment, and she knew exactly what to do to garner her mother’s acquiescence to her demands. She got on top of Spoiled, placing the toy right at her mother’s entrance. She could tell of the looseness of the pussy with which she was about to do sexual battle. She just couldn’t believe how much of a whore her mother was!

This is for Daddy… she thought as she jammed herself inside, relishing the scream that came from below. She began violently thrusting in and out of Spoiled, who begged and pleaded for her to stop. But she just went harder and harder, loving every single second of embarrassment and utter degradation that she brought to the evil, greedy matron. Each one of her thrusts was accompanied by a thought of a pony or something else that she was doing it for. One thrust would be for her father, another would be for Dumb Waiter, and a third would be for Apple Bloom. She pounded her mother for the rest of the Crusaders, all of their wait staff, and everypony else that Spoiled had ever mistreated or bullied.

She felt her own pussy grow hot with excitement, and a gorgeous new itch came over it. This wasn’t heat, as it was the same kind of itch she experienced with the Crusaders. She knew that her orgasm was coming, and she’d be damned if she allowed her mother to experience the same feeling. So, when she heard Spoiled’s squeals turn to moans of happiness, she quickly yanked herself out and shoved deep into her asshole. Spoiled’s scream would have woken the dead, and a little bit of blood followed the plastic penis. But Diamond did not care for her mother in the moment. She just wanted to make her feel the way everypony else felt: completely and utterly fucked up the ass.

“MM-HMM! YEAH!” Diamond screamed, “THIS IS WHAT YOU GET, BITCH! THIS IS EVERYTHING YOU DESERVE!”

“OH, YOU FUCKING WHORE OF A DAUGHTER!” Spoiled screamed, “I HATE YOU! I FUCKING HATE YOU!”

Her venom laced words of hatred pierced into Diamond’s heart, but the filly kept going. They screamed horrible things at each other as years of tension and mistreatment finally exploded into one hour-long session of passionate rage. Diamond’s thrusts were so violent and forceful, that Spoiled felt as if she were being ripped in half. Tears filled their eyes as they pounded away at each other, continuing to scream and yell. It became so loud that some of the staff got curious. They found Diamond wailing away at her mother, and some of them tried to stop her.

“Don’t stop me!” Diamond ordered, “I’m doing this for you! She fired Dumb Waiter, and she’s slept with so many of the mare maids! She deserves every single inch of this cock! Now…if anypony would like to join in…”

The staff smiled in glee and quickly whipped out their various penises and vaginas. Soon, the entire room turned into an orgy as the butlers and maids made love to each other, and then forced Spoiled into mating with them. So many of them had been so abused at her hooves. They reciprocated the pain, and then some. A few of them even dared to punch and kick their mistress, and when Diamond had finished orgasming for the fifth time, she allowed every butler and maid to have their way with her. They fucked Spoiled until she fell unconscious, drenched in various bodily fluids, and completely spent from her night. When this happened, Diamond gently ordered everypony to stop and then they all spat on her.

“This is what you’ve brought on yourself, mother,” Diamond whispered, “for the record…I don’t hate you. I can’t speak for everypony surrounding you right now, but for me, your punishment was well deserved.”

Spoiled coughed and suddenly came to. “You…really…gave it to me.”

Diamond smiled. “Yeah, I did…and everyone else did, too. You don’t know how amazing it felt to have our way with you. Now…will you rehire Dumb Waiter?”

“Yes,” Spoiled responded, “I will.”

“Will you be nicer, kinder, and less greedy from now on?”

“Yes, I will. Just please promise that you’ll never put me through something like this again.”

“On my honor,” Diamond said, “and on everypony’s honor here. All I want is for you to be a nice pony, Mother. I want you to accept my new friends, and I want you to quit being so abusive to our household staff. In fact, I think they deserve a raise.”

“A RAISE?!” Spoiled roared as she suddenly came to life, “THEY DON’T DESERVE-“ She stopped and looked at the faces around her. When she saw them returning to rage, she quickly doubled back. “I mean…they don’t deserve such a low pay! Yes! A raise is in order!”

The ponies all cheered, and thanked Diamond for going to bat for them. It took a lot of pain, a lot of rope, and a lot of pussies and dicks…but it seemed that Spoiled had learned her lesson. From then on, she was a nicer pony, and some of her staff said that she was the greatest boss they’d ever had. All thanks to one filly, and some very rich punishment.