Diamond Ass, Silvered Tongue, and Green Rain

by Nagiman

Rating: mature
Tags: Diamond Tiara, My Little Pony: Friendship is Magic, Silver Spoon, Porn, Fetish, Filthy Rich, Sex, Anthro
Length: 5546

Diamond Tiara wants some cash for a new swimsuit, however her mother won't give her what she wants, so she heads to daddy for some money.

Diamond Tiara has spotted a new swimsuit and she wants it badly for her trip in the next few days. However her mother refuses to give her the funds she wants, so she stomps away frustrated and angry. Soon she thinks of seeing her father, what could go wrong with asking him for money. However, things don't turn out quite as she thinks, finding herself in something a bit more than just a simple ask.

Contains - M/F, M/F/F, Oral, Anal, Boobjob, Threesome, Incest, Age Difference (19s and 50), Cheating, Slight Blackmail, Prostitution, Analingus, Ass to Mouth

Published 2022-05-12 16:30:00 UTC
Last updated 2022-05-12 16:30:00 UTC

Cash Advancement

A loud slam of the giant oak front door of the Rich estate rang in the air as the heir to the fortune, Diamond Tiara, stormed out in a rage. Her face was a deep red against her pink fur, and her diamond blue eyes were sharp as knives with the rage that flowed through her blood. Another argument with her despised mother that refused to listen to her or at least pretend to care about what she said. Her heels clacked against the stone pathway leading to the front gate of the mansion, her legs as thin as they were, were pumping fast as she moved swiftly to escape again into the small town of Ponyville to cool off.

Her short jean skirt dangled in the breeze along with her brown light fur coat that was left open showing off her light purple camisole top with her fair-sized breasts pushing against the fabric. Diamond Tiara pulled out her phone from her pocket and pulled up her best friend Silver Spoon and sent a message to meet her in town. Her anger radiated off her like water spilling on the floor, it made those around her take a few steps back to avoid even having contact with her and being on the bad end of a rage-filled rant from the mare. Having just turned nineteen, she was still one of the more spoiled kids that were raised in the town thanks to her father's business.

Diamond in her anger-filled state marched right past her father's workplace and landed herself down at Sugarcube Corner. Her sour attitude made even Pinkie Pie a bit wary of her when she crashed herself down into a seat and shouted for a triple-thick chocolate shake. Once given her drink she stared into the screen of her phone waiting for a reply from Silver Spoon, her lips sucking away at the sugar-filled liquid. Her mind filled with so many words that a coherent sentence was hard to form as just thinking about her mother re-ignited the flames of hate again. As she stewed in her feelings, a reply never came from her friend making her foul mood just a bit worse. She looked around the near-empty shop for a bit before finishing her drink, her sharp eyes not finding a target worth yelling at more.

"If only I could be done with her, it would be so much better. I swear she's got a stick so far up her ass that she's part broom," Diamond started to whisper to herself in a cold tone as she took more sips of her drink. Once again she picked up her phone but this time flipping through the pictures she had taken of the newest swimsuit that was released just yesterday that she wanted. A disgruntled frown crossed her face as she sighed looking at the skimpy swimwear before she perked up just a bit. "Maybe daddy will give me the money," she thought. "I could always put on the sweet act, it has worked before." A wicked grin crossed her face as her mood turned from sour to a sly sneaky mentality.

Meanwhile, over at Filthy Rich's business, a silver-haired, grey-furred Silver Spoon had walked into the building just as the raging Diamond Tiara passed by, missing her friend by mere seconds. Her pink mini-skirt swayed as she strutted her way through to the back stairs that lead up to Flithy's office, her purse swinging from her side and bouncing off her big hips. Her small baby blue glasses tightly against her face amplifying her violet eyes with their carefree look. The cool air conditioning of the building tickled her bare belly as her small pink top only covered over her C-cup-sized breasts, held together with a few white buttons, the short sleeves keeping her upper chest at least warm. The blue pearl necklace jiggled as she moved with the blue heels clicked on the tiled flooring.

She reached the wooden door with Filthy's name plaque hanging on it and gave the door a small knock before sticking her head in. "Hi Mr. Rich, I'm here for our appointment like usual," she said with a giddy smile.

The older brown stallion with slicked-back black hair and light blue eyes looked up from his paperwork and smiled back at the younger mare. "Ah yes, Silver Spoon, please come in and shut the door. I've been waiting for today's appointment." His grin was as wide as a child who was told to have whatever candy he wanted in the store.

Silver slipped in and closed the door behind her before starting her way across the carpeted floor towards Filthy. When she reached the desk she leaned forward, showing the cleavage she sported to the older stallion, taunting him with her beauty. Her red lips parted as she said, "So, is it the usual for you today then?" she said in a sultry tone with her eyes closing down to a look of a predator focusing on its prey.

"Why of course my dear. It has been such a while since I last had some good fun. Stuck up bitch of a wife just doesn't want anything but money now." He pushed his chair back a bit, giving space between him and the desk for the grey mare to squeeze her way into.

"I don't get why she wouldn't want such a handsome stallion, like yourself, daddy," Silver said as she made her way between the chair and the desk. She set her purse down by the side of the desk before climbing up onto Filthy's lap, straddling her legs over his and riding up her skirt to show off the small gold-colored thong she was wearing. Her lips pressed against Filthy's in a smothering fashion as she wrapped her arms around his neck. Her tongue slipped out of her mouth and into his as they swished around their saliva together. Breaking from the kiss she stared into the stallion's eyes with hers as stars filled them in a lust-like haze. "So, does daddy have a good amount of milk for his little slut today?"

Filthy ran his hand over Silver's ass under her skirt, feeling the silky fabric of the small thong she wore. Giving her ass a small smack as he smirked in her face. "Of course, now go on and start sucking away at daddy's fat cock you sweet little slut." He gave her one more kiss before she climbed down off of him and unbuttoned her top letting the small cupless bra on show, her perky pink nipples standing erect as she dropped the top onto the ground. She got to her knees and reached for her purse, pulling out a dark pink bib with white writing of 'Daddy's Little Cum Dump' written in script across it. She slipped the bib and returned her purse to the side of the desk to stand clear of any cum being spilled on it. Taking hold of his zipper and pulling it down, she reached inside his pants and wiggled around his boxers, and pulled out a black cock with pink molting on it. Sticking her tongue out she gave a long slow lick from the bottom to the top.

"That's it, take your time with that big thing. Don't need my cute little cum dump hurting herself." He looked down between his legs at the innocent-looking Silver licking away at his cock like a popsicle on a hot summer day. Her tongue gave his shaft a proper coating of her spit while doing small tricks of wrapping it around in places for some stroking with the muscle without aid from her hands. Filthy lay back as the young mare worked away at his dick for a paycheck and sweet relief that his wife wouldn't give him.

As the two went about their sexual fun, a knock at the door caught both by surprise as Filthy had no other meeting for at least an hour. He shooed the mare back under his desk as he slid himself forward to hide his lap away from view. The door opened to Diamond Tiara entering and shutting it behind her. "Hi, daddy. I need a small favor." She put on a small pout as she walked toward the desk. Her eye caught the small purse at the side of the desk but not saying anything about it.

Filthy rolled his eyes at the minor annoyance, hoping that it would be quick so he could get back to watching his daughter's friend suck his dick. "Diamond Tiara, how many times have I told you not to disturb me at work," his voice firm but still gentle with his daughter.

"I know daddy, but I couldn't wait this time. I need some more money to get a new bikini for our trip in a few days." She wiggled herself side to side trying to put on a cute innocent act to get sympathy from the stallion.

"I'm going to guess your mother told you no to that one. I'm going to do the same since I can't spend every single bit I get on just you. I have a business to run, plus I have bills to pay." He put his hand firmly down on the desk to give a small slap to stand his ground. "You're a grown mare now, you need to learn to work for your money to learn the value of it. Especially if you're to take over the family business down the road. Now go on, try to find some work instead."

Diamond Tiara stood up straight and crossed her arms under her breasts, her face in a look of confidence as she stared at her father. "How about I make a deal instead daddy. I'll give you something mom won't give you in exchange for the money for that bikini."

Filthy looked at his daughter with a look of confusion as he tried to piece together what she meant. "Diamond, sweetie, I do love you and your mother both but there isn't a thing you have that I haven't given you and nothing you have that your mother doesn't have for me."

Under the table, Silver kept her movement to a minimum with light strokes to maintain Filthy's erection as she listened in on the father-daughter slinging words with each other. Her heart was racing as she never had been stuffed in such a cramped area, let alone nearly be caught by her best friend fucking her father.

"Simple daddy, in exchange for the money, you can stick your dick in my ass. I know you want that badly and mom won't give that to you." She leaned her face closer to him with a slick grin on her face. "I've seen the videos on your laptop when I've come searching for you around the house, and even seen you take a sniff of my dirty panties now and then compare to mom's plain underwear."

"Diamond Tiara, that is unspeakable and unfounded. That would be incest and it's not only a crime it is morally wrong to do so too. Your proposal is being denied right here, and your mother will hear about it too young lady. Now go back to the house, you can forget about the trip for the weekend." Filthy slammed his fist onto the desk, his face now enraged with Diamond's attempt to persuade him.

The mare turned around and put her hands into the air. "Oh well, I guess I tried at least. Though I don't think mom would be too fond of you fucking my best friend as well now would she?" Diamond twisted herself back around and pointed down to the purse at the side of the desk. "I know full well that isn't yours, nor would it be a gift for mom as she doesn't even like those small purses and I know that Silver Spoon had gotten that one a few weeks ago when we went shopping." She gave the desk a kick right where Silver's back was, giving the mare a scare which caused her to jump a bit and hit her head on the top of the desk.

Filthy's face drained of color as fast as his rage had flared. Flabbergasted by his daughter's ability to deduce the small details right in front of him, and without words to counter her. "I... ah..." he stuttered as he tried to find something to say.

"So what do you say, daddy? Is it worth it now that I know your dirty little secret or should mom learn of your unfaithfulness to her." She learned her face closer to her father's now drooping face.

"Alright Diamond Tiara, you win. We'll do things your way in exchange for silence and the money you want." Filthy pushed his chair back letting out Silver Spoon from underneath who was nursing the bump on her head with her hands.

Silver crawled out from the space, hand rubbing against the spot where she had hit the desk, her face also a bit shamed but more embarrassed to be caught as well. "I'm sorry DT, I didn't want you to find out about this."

Diamond Tiara marched over and put her finger on Silver's nose, forcing her eyes to focus on her as she leaned into her friend with her wicked grin. "Silly, don't think you're getting out of this either. I knew you were into older stallions but didn't think you'd be banging my dad. Now, don't stand around doing nothing, get back to doing what you were so I can get ready to bang him too." She walked behind her friend and slapped her ass with a nice crack of her open palm. Watching as the grey mare stumbled forward with a surprised look before getting back onto her knees and sucking on the stallion's dick again.

Filthy still a bit nervous with how the tides had turned on him, kept his eyes on his daughter as the grey mare pleasured away at his pecker. Occasional moans slipped through his teeth as Silver plunged herself down on his dick, Saliva slipping out of her mouth and onto her bib as she made a mess of the both of them. As he waited with bated breath, seeing if Diamond would do something else to hold it over him, Silver unbuttoned his pants and pulled them down while so took his cock into her throat to choke herself on it. The sudden change in Silver's actions caused him to look away from the pink mare and down at the grey one now spitting up saliva down her chin and running her mascara over her cheeks.

Watching her father and best friend fucking was starting to drive Diamond Tiara over the edge. Pulling off her coat and dropped it to the floor first, then moved to remove her camisole next, letting loose the light purple strapless bra and her upper B-sized breasts. White lace trim and bow-adorned the tiny piece of fabric holding the pink mare's chest tight. Next, she undid the button and zipper on her skirt, doing a small hula dance to get it to fall to the ground, giving way for her matching thong with lacy leg guards and the word 'Princess' scrawled across the front piece of the fabric. She slipped her hand down the front of her thong and proceeded to tease her clit as she watched the other do getting into the swing of things as if she wasn't there. Her father took hold of Silver's head and just face fucking the girl like a prostitute right off the streets.

Silver Spoon had reached for her pussy as well, slipping her fingers into her wet tunnel as her face was bobbed up and down on the older stallion's cock, spit landing all over her face and bib, as her red lipstick stained his dick with each movement. Her body tingled with excitement as it never had before, the feeling of being watched by her best friend, and fucking her father at the same time was an exhilaration she never thought possible. Her legs burned from being bent on the ground for so long but nothing she wasn't accustomed to having done since she turned eighteen.

"Yes, fucking take that fat cock you little whore. Suck daddy right off for your sweet milk," Filthy said as he rammed his rod into the grey mare's throat and held it there, feeling her throat clench around it and the spit fly from her mouth and some coming out of her nose as the lack of air was deprived of her lungs. He looked up from Silver and over to his daughter who was now down in her underwear masturbating while biting down onto a finger to keep from saying anything. "You see now what I crave. Not something that your mother would be willing to give at all."

Diamond Tiara stood there and nodded at the stallion as she watched her friend come up off the dick, and spit all over the dick and her face. She approached the pair as her body was now tensed up with the nerves of having forced this situation she was not ready for. However, being her father's daughter, she took to commanding Silver Spoon right away. Pulling down her panties and bending over the desk with her cheeks spread wide she said, "Oh Silver, you've gotten daddy's dick ready but my asshole needs a nice lubing with that tongue of yours so get to it."

The grey mare turned to see the darker colored pucker being presented before her, as she took in gulps of air. Her eyes focused on the sight before her. She had done analingus on Filthy before so it wasn't anything she wasn't scared of, but the fact her friend was the one she was going to be doing it too. "I... um... alright," she managed to get out before the pink mare snapped her fingers to hurry her up. Re-adjusting herself, Silver got slightly higher up on her legs to plant her face between the big booty of Diamond Tiara and started to lick away at the tight little muscle ring, coating it with as much saliva as she could.

Filthy sat watching with his dick dripping with all the spit from Silver's mouth, the cool air providing a tingling sensation. Never had he thought he would be caught cheating let alone being caught by his daughter and asked to fuck her. The implications were scandalous but it boosted his adrenaline to a crazy level that brushed off the thoughts of what was now morally wrong and replaced them with thoughts of how tight his daughter would be and how much he wanted to bust a nut into her asshole. "That's my girls, make sure daddy gets to have a good time. Hell, I think I'll pay a bit more for this just because of how much it's sending me over the edge."

"Fuck yes, keep doing that Silver. Stick your tongue in my ass," Diamond said as the wet muscle stroked another time across her small hole. Her fingers moved between her legs and took to stroking her clit and slipping inside her pussy from time to time as her friend pushed her tongue into her asshole. Once it broke inside she let out a big moan as the grey mare started to lick away at her interior walls, sending waves of pleasure through her body at the feeling.

As Silver Spoon kept up her work on Diamond Tiara's asshole, she felt a pair of hands take hold of her panties around her hips. The stallion's grip slowly slipped the golden dainties down her legs, letting her move ever-so-slightly to not interrupt her work until they were worked off. Out of the corner of her vision, she saw Filthy also pick up Diamond's thong as well off the ground. The sound of his nostrils flaring as he sniffed away at the mare's underwear could be heard just barely over the moans of the pink mare.

Diamond turned her head at the sound of sniffing, her eyes locking onto her father shoving the mares panties against his face inhaling the smell of the two of them. A smirk crossed her face as she looked on before giving a small taunt of "I told you, daddy, you just love smelling young used mare panties."

Filthy glared at his daughter back as he finished his sniff before setting the thongs down onto his chair. He approached behind the Silver Spoon who was still going at Diamond's asshole with her tongue. He tapped the grey mare on the shoulder and gave her a shooing motion with his hand. "Well, I'd say you're more than ready for daddy's fat cock up your ass." He took hold of the pink mare's hips with one hand and used the other to line up his dick with the tight little wet pucker. His tip pressed against the ring of muscle that refused to let it enter in with ease, it took a few pushes before the hole opened letting in the girthy shaft.

Pain shot through Diamond's body as she clenched her teeth against each other while tears swelled in her eyes. Never had she felt something this painful but pleasurable at the same time. Her father's dick was destroying her ass just as she asked for, yet regretted just a tiny bit for every inch that sunk in her. Eventually, the pain stopped as she felt him stop moving, giving her a chance to relax and adjust to the size inside her tight little asshole. His tip had scrapped every little bump and groove inside sending the pleasurable part, but the size was the painful part. She was about to speak before being interrupted by her ass receiving a slap so hard it shook her and her big butt.

"Oh daddy, she looks like she's going to enjoy it so much," Silver Spoon said as she watched her best friend split open with the big dick. She ran her fingers down Filthy's leg as she watched as he pulled back and pushed in again with Diamond screaming out as he did so. Not wanting to sit and do nothing, Silver slipped herself between the pink mare's legs and forced her face upward for her tongue to lick away at Filthy's rod as it pushed in and out of the tight fuck hole.

"Well she was right about one thing, your mother certainly wouldn't give me something so tight to fuck." Filthy pushed his dick in again, this time with a bit more ease as the tight hole had started to stretch to accommodate his size. His balls swung with his thrusts and hit Silver Spoon in the face with them. Diamond started to feel less pain as her father worked his shaft in her but still wasn't used to having her ass spanked like a child. Filthy however wasn't going to stop now, he was enjoying the situation much more than just having the little whore licking his dick. Pulling out his cock from Diamond's ass, he left a big gaping hole that twitched, he looked further down to Silver Spoon and pushed his dick downward. "Go on cum dump, daddy's dick needs some more spit to fuck the little whore."

Silver opened wide and took the near dry cock back into her mouth, the taste of Diamond's ass still stuck to it as well. She bobbed her face up and down the shaft, coating it again with a good amount of spit, even going as far as choking herself more on it causing more spit to spill out onto her chin and bib. When done she pulled back and returned to her place to lick away at the bottom as Filthy rammed Diamond Tiara some more.

"Please daddy, please hurry up. I can't stand waiting around while you use Silver more than me," Diamond Tiara whined before having the dick shoved into the gaping hole. As the dick plunged back in, she let out a moan of joy as her father took hold of her hips and started to thrust much harder and faster than before. His hips slapped against her ass cheeks, while his nuts punched Silver's face. The pleasure now outweighed any pain that the pink mare felt prior and screams of pain were replaced with cries of pleasure. "Yes daddy, fuck your little whore. Fill me with everything you have."

Filthy was now at the very edge of blowing his load, his flare growing as it rubbed against the inner walls of his daughter's asshole, and the teasing of the underside of his cock was not helping either. His grip turned into a lock as he pushed in one last time and let loose a torrent of white gooey cum into Diamond Tiara's asshole. Each pump into her felt so relieving as his balls twitched while shooting his load. Silver even massaged his sack giving his body a bigger release as he drained himself into the pink mare. "Fuck here's the first money shot," he said as he pulled his dick out and sprayed the rest of his load over Diamond's back, coating the pink fur with the white fluid. His load managed to spray up to the lower shoulder area as it rained down onto the mare until it turned into a little dribble that trickled down his dick between the big busty butt cheeks.

As the trio finished up with Filthy's first orgasm, another knock came on the door. This time all three were shocked by the sound. The mares grabbed their things from the floor and pulled them behind the desk with them, with Silver and Diamond hiding under the desk itself. Silver had her back against the side while Diamond ended up with her ass in Silver's face and her own in the grey mare's cooch. Filthy quickly slid his chair into place, not able to pull his pants up but made sure he was tucked away so that one would not notice the lack of lower wear.

The door opened and in walked Spoiled Rich, Filthy's wife, and Diamond's mother. Her face had a sour look on it like it usually did when in a foul mood. Her footsteps were fast and hard as she approached the desk. "Filthy, have you seen Diamond Tiara? She stomped out of the house and I want to have a word with her about her attitude towards me." She crossed her arms as anger covered her face.

Filthy nervously shook his head before saying, "I did see her, but that was walking through the streets as I came back from lunch darling. So I don't have a clue where she's at right now." He closed his hands together into a ball as he calmly tried to keep his cool. "I'm sure she'll be home soon dear and we can discuss things when I get home as well. I've got a meeting here in a few minutes so I can't sit and talk about it right now."

Spoiled eyed down her husband with her hatred-filled glare before letting out a harrumph of disappointment. "Fine dear. Please don't stay too late, I want to speak to you about your daughter's future as well, but if she comes here whining do send her home immediately." The older mare turned around and left the office, slamming the door behind her as she stormed out of the building.

The stallion let out a sigh of relief as the weight of Spoiled Rich had left without catching onto his current scandal. He pulled his chair back to let the girls out from underneath only to be greeted with the sight of Silver Spoon scooping the cum out of Diamond Tiara's asshole with her tongue while his daughter lapped away at Silver's clit in exchange. He smiled at them as they finished their little oral fun and crawled back out. "Well now, she's certainly not happy, but that doesn't matter. Daddy has one more load left to blow and he wants a double tit job from you both now."

The girls nodded to the stallion before reaching behind and removing their bras to not hurt his dick. Silver being slightly bigger than Diamond in the chest area stood out with her bigger perky nipples over Diamond's smaller pair. Each one took to a side of the stallion and got on their knees. Taking hold of their breasts they slipped the sticky dick between the two of them, sealing the shaft in a warm marshmallow-like grip as the tits pressed against each other.

As the girl's stroked the stallion's shaft in time with each other, Diamond took to licking around the tip. Her tongue flicked across the urethra and edge of the flare as she swirled her muscle around. The taste of her ass and leftover cum filled her mouth as continued on with her work before being pushed away by Silver Spoon taking over.

Silver broke in with her work, her tongue being much more used to pleasuring the stallion, so she knew just the right spots to get Filthy to break out in moaning as the mares worked their breasts. Without even considering she started to bob her head in the tiny portion of his dick that their tits were not reaching. Popping off with a wet slurp she smiled at Diamond with a snarky look before saying, "Daddy likes it when you tease him a bit more than a simple lick. In fact, I think he'll like it more if we take turns sucking for a little bit."

Filthy leaned back watching as the two younger mares fought over his cock, taking the time to pat one or the other on the head as they worked away. With Silver's idea going into effect, his dick twitched more as the two swapped spit with each other by sticking his shaft into their maw. Diamond's blue lipstick mixed with Silver's red which left purple stains on his dick from where they sucked on him like a lollipop. "Fuck girls, keep it up and daddy might just blow right away."

The pair stroked a bit faster at the throbbing cock as they swapped back and forth about who would suck every few strokes. Each one took their turn with the stallion's cock in their mouth while the other one took time to catch their breath. As the time went on eventually Filthy exploded between the mares, raining down a spray of cum onto their faces, tongues, breasts, and Silver's bib.

"Fuck that's it, that's the last of daddy's milk," he moaned as he sprayed the wild hose around between the breasts of the two mares. His cum splattered over the two young whores as they licked away at any that landed close to their lips, or swallowed what landed in their mouths. By the end of his orgasm, both were painted a good amount with his jizz, looking as if a paint can exploded.

Both the girls pulled their breasts away from the dick and let them go back to their natural state. Diamond got up off the floor and kissed her father on the lips while Silver Spoon nuzzled her face in his ball sack. The three of them stayed in their state of bliss for a bit before returning to reality.

"So daddy, about that money. Can we have a bit more so we can pick up a few more accessories as well and will Silver be joining us on our little trip too?" Diamond looked into her father's eyes with that sickly sweet look she tried before.

Filthy nodded his head in exhaustion before saying, "Of course, you can sweetheart. I can't leave only half of my little girls behind on such a trip, especially since your mother will be gone out most of the time." He opened his desk drawer and pulled out a checkbook and wrote two checks. "Here, this should get you your bikini and for some extra stuff. Give daddy a good surprise okay?" He passed Diamond Tiara one check and the other to Silver who got herself off the floor.

"Thank you, daddy Rich. I can't wait to pick out some new things. Come on DT, let's get cleaned up and head out to make sure we can get the good stuff." Silver tugged on Diamond Tiara's arm, dragging her to the private bathroom that was in Filthy's office.

Filthy pulled out a cigar from his desk and lit the end of it. Taking in a big hit of the tobacco before exhaling a smoke cloud. As he sat there he felt something against his ass, pulling out both thongs again he took another whiff before setting them in his desk drawer. Certainly, the two of them would be able to satisfy his ever-growing need and desires, he thought to himself. His face broke with a big smile as he leaned back, at least for now he was getting something instead of nothing from his greedy wife.