Filthy Rich circled the young Filly like a shark.
"You know Applejack, I hear my daughter teases your little sister something awful."
"Well, a, yes sir. I'd really appreciate it if you could have a talk with her."
He eyes her, a predator gleam in his eye.
"I believe we could indeed work something out, AJ. You don't mind if I call you AJ."
It was a statement, not a question.
"Well, naw I reckon I don't. That would just be swell, it would mean so much to not hear her crying in her room."
Filthy's demeanor abruptly changed.
"How much?" he says sternly, staring the just past teenage pony in the eyes.
“Well, I’d do just about anything to see her happy,” she said, surprised at the question.
He smiled. Yes, that would do. He nodded, then made a motion for AJ to follow him into the barn. The filly, slightly confused by the weird change in tone the conversation had taken, followed him into the darkness of the older barn.
“Yes, this should do just fine. You know, I’ve been ever so lonely since my wife passed away. I’ve been looking for someone to help fill that hole in my life…”
Applejack looked up in alarm.
“Ma... marriage? That’s mighty kind of you sir, but I’m not really ready for marriage. I mean, we hardly know each other…” she trailed off, blushing.
“Oh no my dear, you misunderstand. I didn’t say anything about marriage, I just want to fuck you. ”
Applejack was stunned by the words. The thought of sex outside of marriage had never even occurred to the traditional young filly.
“You’ve met my Diamond Tiara, correct? She’s the light in my life, the only thing I have left of her beautiful mother. It would hurt me ever so much to deny her anything in this world. I would of course need suitable recompense for having to take such an action.”
Filthy continued to circle her, stopping to smell her mane. He breathed into her ear:
“I could make things ever so much easier for all the Apple’s, you know.”
It was true. Filthy Rich was their major financial source after his grandfather swindled the Apple’s into an exclusive perpetual deal for their zap-apples that didn’t take into account inflation. Their cider and baked goods sales were only enough to keep up repairs on the sprawling farm.
“I just don’t know Filthy…”
“MY NAME IS FILTHY RICH TO YOU!” he shouted, triggered by his major peeve.
The filly backed down, her straw yellow tail lowering instinctively at the stallion’s show of dominance.
Filthy quickly got control of himself.
“AJ, you seem to be under the impression that we are negotiating from an equal standing. I assure you this is not the case. I only *want* one thing from you. You on the other hand *need* this from me. Now, I have wasted enough of my time here. Do you want your sister to cry or not?”
Filthy turned to leave, a hungry grin forming on his face
“NO! Wait…”
Filthy turned quickly hiding his smirk.
“If… if it’s for Applebloom…”
Filthy marched right up to the filly.
“Excellent choice” he whispered, as he began to nuzzle and nip at her ear. “Don’t worry, you will enjoy this,” he hissed.
The Apple-est flavored pony trembled, eyes rolling back in her head at the contact. Seeing her suitably dazed, Filthy circled around behind her and stuck his snout right into her virgin mare hood.
AJ’s forelegs gave out at the alien contact to her pussy. Being so traditional, she never once gave in to temptation and had no defense against Filthy’s expert tongue. Her mind went blank as he explored her most intimate place with gusto.
“Ah… it really does taste like apples,” Filthy thought, as he slurped and poked at the untouched young mare’s slit.
Without warning, AJ came and splashed his face with her delicious, vitamin enriched girly cum. AJ collapsed to the floor of the barn, panting, her mind completely blank. Filthy finished cleaning up the young mare, almost tenderly, with his tongue.
Filthy then stood up, a calculating look in his eyes.
“Well, I can see you weren’t serious about wanting to help your sister.”
He turned to walk away from the still lightly cumming pony laying on the floor
“No… please… more,” she panted, trying to get up.
AJ had never felt like this. She’d felt light tingles when talking to cousin Braeburn its true, but nothing even close to this. Apple horse needed to feel more.
Filthy smiled. The begging was the best part. Right next to the tears and penetration of course. He helped the young sexually awakened filly up, and nipped at her ears.
“Don’t you dare fall down again,” he stated, as he circled around to her rear.
Filthy quickly mounted AJ with a practiced ease you wouldn’t expect from a long term widower. He leaned forward and once again nuzzled best background pony. He whispered one last thing into her ear as he prodded her wet pussy with the head of his large horse cock.
“Just relax…”
Then he bit her ear and slammed his cock into her trembling pink pony pussy.
Apple horse trembled at the sharp piercing pain, then at the sudden feeling of fullness. Of RIGHTNESS. This was what she had been missing out on. She kept on her feet, worried about angering Filthy Rich. As he hilted her, she could feel his balls lightly slap against her thighs. He paused, letting her get used to the shape of his member.
With a practiced motion, he withdrew his cock until only the head remained, then pounded it back into the willing young filly. AJ was completely in fog. All she knew was she needed more of that cock in her little pony pussy.
“More Filthy Rich! Please, ah need more!” she cried out.
“More of what? I need you to tell me exactly what you want, young filly,” he said sternly. “Also, you can call me Filthy.”
“Your cock Filthy! I need more of your cock! In my p-pussy! Harder!” she cried, barely coherent at this point.
Filthy Rich continued to fuck the little pony, the lewd sound of her dripping wet pussy slapping driving him to pound her harder and harder. AJ pushed back, trying to get more of the stallion’s dick into her burning plush pony pocket. Suddenly, Filthy felt AJ quiver around his cock, her maregasm running up and down his long dripping shaft. Taking that as his cue, his balls tightened as he shot his load into apple mare. He continued to pump into her pussy, trying to get every drop of his candy flavored horse semen deep into the tiny horse.
Filthy climbed off AJ as she collapsed to the ground. His cock pulled out with a large pop, it being a little large for so tight a filly. Het pussy was winking violently, her breath ragged, mane mussed, her hat god knows where.
“I’ll go have a talk with Diamond Tiara.”
He threw some hundred bit bills on the ground.
“Get something nice for yourself and Applebloom. Perhaps you’d like to do this again sometime?”
Apple horse nodded, the most endearing of stupid smiles on her face. Filthy left the mare to her afterglow. He headed home to his mansion, eager to talk to Diamond Tiara. As he opened the door, there she was on the couch, drinking a smoothie.
“Diamond Tiara, we need to have a talk. It’s about Applebloom, you don’t need to pick on her anymore.”
“But whyyyyy daddyyy!” DT says with bratty false confusion as she gets up and saunters closer.
Diamond Tiara walks to his side, and takes her father’s still moist partially erect cock into her tiny mouth. After a few tentative strokes it pops from her mouth. She licks her lip and looks up at her daddy’s eyes and says with a mischievous grin.
“Mmm, just like apples.”
