Sweet Apple Herding

~ ❀ ~

Once the magic was gone, Pip and the rest of the herd were no longer in Ponyville. Instead, the orchard had been replaced by a magnificent royal suite in Canterlot.

“So, everypony, I have a little surprise of my own for you. Instead of a suite in the guests wing, you can have this one,” Princess Twilight said, showing the room around them.

Pip looked in awe at everything around him. They were in an immense, richly decorated chamber. The room’s furnitures were made of exquisite lacquered woods with ornate, tasteful gold trims. Priceless works of art and ancient books were exposed on every shelf. Huge bay windows revealed the fading sunset and allowed access to a large balcony. The suite’s central piece was a very large bed encircled by great diaphanous veils.

“This used to be Princess Celestia’s chamber,” the alicorn explained.

“Oh, my… Twilight, are you sure this is alright?” Fluttershy nervously asked.

“Of course! This suite isn’t in use right now, so you may as well have it for a few nights. You can use any and all amenities in here, including the bath, spa, shower, balcony, etcetera. You’ll find drinks and food. There’s a menu too: if you want to order anything, write it down and leave the note on the table outside. I’m sure you will be very busy, so I instructed the castle staff not to disturb you at any time. If you need any services, simply ring the bell by the door.”

She grinned as she made her way toward the exit. “Oh, and I left your luggage by the bed. Now, no doubt you have a very exciting night ahead of you, so… have fun!”

The alicorn left the suite before anypony could thank her.

Pip was taken out of his stupor when his herd surrounded him, lovingly caressing his body.

Sugar Belle pressed her muzzle to his ear. “Pip… thank you for becoming our husband. We all love you so much. We will be with you, forever.”

Pip felt like he could tear up. “Thanks, I love you all, Belle, Shy, Cheery, Mac…”

“Mmhmm. How about we get comfortable in that big, plush princess bed?” Cheerilee asked with a sultry grin.

Pip dropped in the incredibly soft bed along with the rest of the herd. The mares looked so gorgeous, their soft bodies wrapped in see-through wedding dresses, sensually lounging on the sheets with flowers in their manes. Big Mac looked quite handsome too as he removed his suit, settling down and spreading his legs to present his swelling stallionhood.

Sugar Belle gently pressed her body against Pip’s own, lovingly caressing his balls with her hoof. That touch, along with the musky smell coming from three aroused, in-heat marehoods, quickly made Pip’s sex slip out of its sheath.

“You know what’s coming next, don’t you, Pip?” Sugar Belle whispered in his ear.

Pip nodded, suddenly feeling somewhat timid.

The unicorn smiled and tenderly stroked his cock. “Before we do anything else, you must be claimed by your alphas as our new herd-stallion. Mac will take you first, then I will. Are you ready?”

“Y-yeah…”

Sugar Belle kissed Pip and gently rolled him on his back. “Here, just relax. Mac will enter your tailhole, take his pleasure, and leave his seed in you. Shy, sweetie, can you let Big Mac inside you a moment so he can lube up?”

“Of course!”

Big Mac licked Fluttershy’s heated snatch, making sure she was ready, then mounted her. His erect cock smoothly entered her tender folds. The stallion thrusted in and out a few times to lubricate his shaft, then pulled out, making the pegasus whimper with need.

The larger alpha stallion moved on to Pip, mounting him belly-to-belly, rubbing their hardened stallionhoods and scrotums against each other’s. They kissed, Big Mac’s tongue entering Pip muzzle and exploring him.

“Ah’m happy Pip… Ah love you,” Big Mac said as he pulled back. “Ah want to claim you, right now.”

“I love you too, M-Mac… I’m ready, take me.”

Mac moved backward, lining his glans with the sensitive ponut resting under Pip’s white balls. The flared tip slowly stretched Pip’s anus, before slipping in his rectum. Mac’s erection, still coated with Fluttershy’s natural lube, smoothly entered Pip’s ass. The engorged glans gently nudged the younger stallion’s prostate through the thin wall of his bowel, sending a pleasurable shudder through his spine.

About a third of the way in, Mac pulled back to the glans then started slowly thrusting inside. With each penetration, the older stallion went deeper and deeper into his new husband. Soon, the medial ring passed through Pip’s sphincter, making both stallions moan in pleasure.

Eventually, Big Mac’s entire stallionhood rested in Pip’s rectum, his heavy red balls rubbing against the base of the younger stallion’s tail. It wasn’t the first time the two stallions had mated together, but they had never done it before in this position, belly to belly, Pip’s own stallionhood and balls wedged in-between them.

“Mmh, you're so deep…”

“Yup… ya feel good inside, smooth and tight,” Mac said, panting; he wasn’t usually one for sex talk.

The alpha stallion started to mate Pip with long, smooth strokes, pulling in and out of him. Pip particularly enjoyed the feeling of the wider ridge of his husband’s flare travelling through his rectum; it brought delightful sensations with each thrust, especially as it drew near the exit where it stimulated his prostate.

After a few minutes, Big Mac picked up the pace, readying himself to finish and claim Pip’s body once and for all. The younger stallion felt the workhorse’s flare bulge in his rectum, stretching his tight tunnel. With a breeding whinny, Mac hilted himself one last time into Pip.

Pip, not wanting to waste his own orgasm just yet, forced himself to relax and just enjoy the sensations. Big Mac’s ballsack contracted, his entire body rigid, a twitch running through his swollen penis. Pip felt gushes of warm, creamy semen as Mac ejaculated in his bowels. The thick seed flowed and pooled in his colon, spreading a deep contentment in his abdomen.

Big Mac relaxed and gave Pip a gentle kiss on his forehead. It was done: Pip had been claimed by his alpha stallion, his body having pleasured Mac to orgasm and taking his virile seed.

They tenderly rested together for a while. Pip felt Big Mac’s heartbeat through the softening shaft in his rectum, his own cock still hard against Mac’s belly.

Mac eventually pulled out of Pip and dismounted him. The young stallion noticed the three mares lounging around him in their wedding gowns.

Sugar Belle kissed Pip, her hoof still rubbing her swollen vulva as she masturbated. “Mmh… Pip, I’m going to claim you too. I’m in heat, and I really want to mate with you, but there’s something we need to talk about first.”

“Um, sure…”

“Listen, we discussed making new foals next year, but… we haven't taken our birth control potion, yet… and we won’t, if you don’t want us to…”

“Uh… you mean…” Pip hesitated, bashful.

“Yes, this is our second wedding gift, if you want it.” Sugar Belle rolled to her side and rubbed her lower belly. “It’s our wombs… for your foals.”

“A-are you sure?” Pip asked nervously.

Sugar Belle, Fluttershy, Cheerilee and Big Macintosh nodded with a smile.

“Here’s what we’re offering you,” Sugar Belle said. “You can mate with all three of us mares during our heat, and leave your seed inside us. Big Mac will also mate with me and Fluttershy, so we’ll have a chance to carry his foals too. Since Mac already sired our last foals, you can have Cheerilee’s womb just for you; that way, you’ll be sure to have at least one child of your own.”

“What do you say? Do you want this?” Fluttershy asked, a kind, excited smile on her adorable face.

Pip reflected on the question. It was pretty hard to think objectively while surrounded by his three beautiful wives spreading their estrus pheromones. As was inevitable, he agreed. “Yeah… if it’s alright with all of you… yes, I’d like to have foals with you.”

The herd cheered, collapsing into a group hug.

“Now, it’s time for me to claim you,” Sugar Belle said, her face flushed with passion. “I will take your seed, and I will use it to make a beautiful foal. C’mon sweetie, get on your back so I can mount you.”

Pip was still very much erect after having sex with Big Mac, so Sugar Belle wasted no time in lining her dripping vulva with her new husband’s glans. She took him inside with a single smooth stroke.

For the first time, Pip had his member inside a fertile, heated mare. Sugar Belle felt so good inside her burning vagina, her estrus making her more welcoming than ever.

“Aaah~ Belle… I’m g-going to cum soon…”

Sugar Belle tenderly rubbed his face. “That’s alright. Don’t be shy and just relax while I take your seed.”

Sugar Belle started to fuck Pip properly, bouncing on his cock as she took him with long, fluid thrusts. Her strokes, coupled with the constant winking of her snatch, brought him to his limit within seconds.

As Pip’s glans flared, the mare dropped down, taking him as deep as he could possibly go, his tip penetrating her relaxed cervix and entering her womb. As he was about to cum, Sugar Belle grabbed his face and made him look straight into her eyes.

“Do it, cum… cum in me…” she said feverishly, never breaking eye contact as her vaginal muscles eagerly milked his swollen sex.

Lost in her beautiful, dark pink eyes, Pip felt his seed flow in pulses into his cock. His virile, creamy, gooey semen surged in Sugar Belle, pouring directly into her readied uterus. It pooled inside, coating her innards with cum. Billions of sperms settled inside the fertile mare, swimming in the creamy nourishing fluid while waiting for her ovulation.

Sugar Belle and Pip relaxed into each other’s hooves as the last few spurts of his ejaculation finally ebbed. He caressed his wife and alpha mare. An incredible sense of fulfillment washed over him. He had accomplished his most primordial duty as a stallion and husband, planting his seed in his new wife’s fertile womb, passing his genes and helping her create a new generation of foals .

“Thanks for doing this with me,” Pip said to his mare, blissfully relaxed.

“Mmhmm… you were perfect… aah. You can’t imagine what it feels like, to be impregnated like this by a stallion you love. It’s the best…” Sugar Belle dismounted him as his penis retreated back in its sheath, a trickle of excess semen oozing from her vulva.

Pip relaxed completely, dozing off.

Sugar Belle kissed his cheek. “Rest now. You have more mares to seed tonight, but there’s plenty of time for you to recover.”

~ ❀ ~

Pip, Cheerilee and Sugar Belle enjoyed the sight of their husband, Big Mac, mating with Fluttershy, the pegasus ecstatically squirming under the stallion as he thrusted hard into her.

It had been an hour since Pip had seeded Sugar Belle, and he was getting ready to breed again. Cheerilee gently licked his stallionhood and suckled his tip, helping his erection.

She pulled off Pip’s cock as he fed her another chocolate truffle. Her throat bulged as she swallowed the treat, Cheerilee moaning softly. Pip hugged her close and rubbed his erection against her body, staining her wedding dress with little globs of sticky precum.

Pip nuzzled her cute twitching ear. “Cheery, I’m ready for you. I want to give you our foal.”

Cheerilee gently pushed him away. “I’d love to, but you should do Fluttershy next.” She pointed at the mating mare. “If you want a chance to sire a little pegasus of your own, you shouldn’t waste time before putting your semen in her. Don’t worry about me; I’ll still be all yours later.”

“If you’re alright… okay. Thank you,” Pip agreed. Still, he wanted to please her, so he brought his hoof underneath her white skirt and rubbed her swollen marehood, making her moan. He gently masturbated her as they watched Big Mac and Fluttershy in the final stretch of their breeding.

“Yes-yes-yes-yes-yes… aaah!” Fluttershy came hard, shuddering around Mac’s penis, her contraction milking him for his seed.

With a grunt, Mac pushed all the way in her winking snatch and ejaculated inside her. He stood there, trembling, his balls pumping his sperms into Fluttershy’s womb.

Once Big Mac dismounted the pegasus, Cheerilee pushed Pip’s hoof away from her own labia. “C’mon, go get her, Pip,” she told him. “I’ll watch.”

Pip kissed Cheerilee and approached the pegasus relaxing on the bed after her last breeding.

If this was any other mare, Pip would ask permission before attempting anything sexual. However, he was starting to know ‘bedroom Fluttershy’ pretty well: the pegasus was highly submissive during sex, and she enjoyed it that way. She loved it when others had their way with her, physically manipulating her body and enjoying her charms without first asking for her approval. Pip also knew she would tell him if she was actually uncomfortable.

As such, Pip simply settled behind her and lifted her tail to access her cunt. Fluttershy tensed briefly, but relaxed without saying anything.

Pip took a moment to observe her sex. A substantial stream of semen and marecum oozed from Fluttershy’s vulva. Intrigued, Pip spread her folds, noticing her still gaping vagina. He could see everything inside her canal, all the way to her open cervix. Creamy, sticky, white cum coated the pegasus’ insides, hanging down in gooey filaments around her cervix and inside her uterus. The vagina didn’t stay still either: it pulsed rhythmically, a regular motion starting near her outer lips and moving inward, apparently to salvage some of the leaking seed.

Pip had blown Big Mac before, and he had tasted his seed a few times, but only as it came out directly from his tip - excluding that time he had eaten the Big Mac cumcakes on Hearth’s Warming Eve. Curious, he licked Fluttershy’s crotch and vulva to sample his husband's sperm, making the mare gasp as he passed over her sensitive clit.

Pip wasn’t too sure what he had expected before swishing the mixture in his mouth, tasting it… but it certainly wasn’t this. Combined with such a high dose of intoxicating female pheromones, Mac seed was far less bitter. It was musky and creamy, with a somewhat salty and acidic flavor. Pip lapped inside Fluttershy’s vagina to collect more of the mixture. It felt warm and oily in his throat as he swallowed it, the mix settling pleasantly in his stomach.

Within seconds, the massive amount of estrus pheromones flooding his senses went straight to his brain, wiping every thought occupying it and replacing them with the single overwhelming desire of mounting and mating the mare in front of him. Before he even realised what he was doing, Pip had climbed on Fluttershy and pressed his engorged sex into her sensitive vagina. He pushed all the way in her.

Fluttershy yelped in surprise. “Woah! Aaah! Pip!?”

The intense breeding haze lifted from his mind. “Oh fuck! Sorry, sorry! A-are you alright?” Pip asked in panic, his cock still deep inside her.

Fluttershy took a deep breath to calm down and turned her head to look at her new husband. “It’s fine. I just wasn’t expecting you to enter me like that.”

“S-sorry! Your scent went straight to my head. Do you need me to pull out?”

Fluttershy shook her head. “No, no. It’s okay. I’m very sensitive right now, but it’s not painful. You can have fun and mate me, just take your time.”

Pip kissed her before she dropped her head back on a pillow. Now that he had relaxed a little, he could take the time to properly enjoy her heated vagina around his cock. In fact, she felt exceptionally comfortable right now. The gooey remnant of Big Mac’s ejaculation coated her inner walls, pleasantly wrapping Pip’s own stallionhood in viscous fluids.

Fluttershy was indeed very sensitive at the moment; she gasped and moaned with Pip’s every move, so he started slow with shallow thrusts. He progressively increased his pace.

As Pip reached his cruising speed, Fluttershy shuddered and moaned constantly. With a grin, he used his hoof to rub her engorged clit. The pegasus orgasmed instantly, screaming her pleasure and squirting a clear, milky fluid from her cunt. Her vagina contracted around Pip’s stallionhood, trying to keep it inside and milk it. He barely slowed down and kept ramming in and out of her twitching pussy

Fucking the orgasming, squirming mare under him brought Pip prodigious pleasure. He penetrated her swollen labia again and again with wild abandon, enjoying every second of it, her butt quivering with every hard impact.

With an ecstatic whinny, Pip rammed his pelvis hard into Fluttershy’s rump, knocking her forward and pinning her into the mattress, leaving her completely helpless as his engorged flare passed her cervix and entered her womb. Without a care in the world, Pip simply enjoyed the feeling of emptying his balls inside a fertile uterus. His gooey semen poured into the pegasus, amalgamating with Big Mac’s seminal fluid, the two stallions’ countless sperms mingling together in her womb.

Pip relaxed on top of Fluttershy, his orgasm finally relenting. He snapped back to reality when he heard soft gigglings beside him. Cheerilee and Sugar Belle were watching him, looking half awed, half amused.

“Woah Pip!” Cheerilee commented, trying to stifle her snickering with her hoof. “That was intense. I think you broke our poor Fluttershy!”

Eyes wide, Pip pulled out of the pegasus well-used cunt, causing a stream of cum to seep out of her creampied slit. “Uh, Fluttershy… are you okay?”

Fluttershy made a vague gesture with her hoof. She collapsed down on the mattress, as if all her muscles had turned to jelly. Pip rubbed her mane, then noticed the biggest, most satisfied grin Pip had ever seen on her face. He let out a sigh of relief.

“Yeah, I think she’s more than ‘okay’,” Sugar Belle pointed out, looking very serious.

With his adrenaline going down and his afterglow setting in, Pip collapsed next to the pegasus he had just mated. Cheerilee cuddled him, lovingly caressing his mane.

~ ❀ ~

The view from Celestia’s suite was absolutely stunning. From the balcony, Cheerilee could see nearly half of Central Equestria under the moonlit sky. In the valley down the mountain, Ponyville was shining next to the dark Everfree Forest.

This is amazing…

Cheerilee’s wedding veil continually fluttered in the spring breeze. It felt nice against her fur, somewhat lessening the heat she felt in her rear. Front hooves crossed on the balustrade, she enjoyed the countless stars above.

Cheerilee heard the sound of hooves on the floor and looked behind her, seeing Pip coming to meet her. He looked so handsome in the moonlight.

“You… you look beautiful, Cheery.”

He joined her on the balcony, wrapping a leg around her withers. Cheerilee buried her head into his neck.

“How are you feeling?” Pip asked her.

“Um… estrus is driving me insane. I need to mate soon.”

Pip hugged Cheerilee close. “I know… that’s why I’m here.”

“Are you recovered?”

“Almost, I’m still sensitive, but I should be able to mount you soon.”

A comfortable silence settled between them as they watched the horizon.

“Pip? You know… I loved to be your teacher. You were such a good student. And then… you came back, and you looked so handsome. I invited you to join our herd… it was silly, just an impulse… but I never regretted it, not once.” She looked at him. “I loved being your teacher… I loved being your marefriend even more. Tonight, I love being your wife.”

Pip tenderly nibbled her ear. “I love you, Cheery.”

“I said I wanted to give you a foal. I was serious. I still am.”

“Do you want to make our foal now?” Pip asked.

“Yeah…”

“Right here?”

“Right here,” she confirmed, “just like this.”

Cheerilee shuddered as her new husband left her side and took position behind her. She raised her tail and leaned into the guardrail. His forelegs wrapped around her neck, and his glans met her winking slit.

Pip entered her slowly, taking his time and letting her enjoy every inch of his swollen cock. His ballsack soon met her clit, and he rested into her.

“Take me, sweetie. Quench my heat with your seed, and I’ll give you our foal.”

He pulled almost all the way out of her, making her feel empty. He pushed back in one smooth thrust, making her moan.

Pip repeated this same motion again, and again, slowly, lovingly. Cheerilee enjoyed the gentle fucking, feeling his love as his stallionhood kneaded her vagina. It made her desire grow, flooding her blood with hormones.

“Ooh, do it harder, please…”

“Of course.” Pip increased his pace, steadily penetrating her.

Cheerilee knew Pip was tired after mating with both Sugar Belle and Fluttershy. The gentler pounding her stallion was giving her wasn’t bringing her to some mind blowing orgasm, but it was wonderful in its own way. Her heat made her canal extremely sensitive, and her pleasure grew with each stroke. She knew his ejaculation would set her off. To help her weary partner, she used her vaginal muscles to stimulate him, contracting her birth canal around his sex.

Pip started to ram harder in her snatch as he approached his climax.

Cheerilee had felt the pleasure of being given a foal before, when she had made Rain Hearth with Big Mac. With bated breath, she awaited the moment Pip would do the same.

He pushed deep into her, entering her cervix with his swollen flare. She felt his forelegs hugging her tightly, pinning her down so he could deposit his cum inside her.

“Do it… make me yours. I want it.”

A gentle, blissful orgasm rolled through Cheerilee as she felt Pip’s twitching cock gushing his creamy, luscious seed into her womb. She sighed, utterly content. His semen pooled in her uterus, delivering billions of sperms carrying his genes. In a few days, Cheerilee would ovulate, releasing a single ovum carrying her own genes. One sperm would enter it, fertilize her egg and make her pregnant.

After his third ejaculation of the night, Pip’s cock quickly withdrew from her supple folds and retreated back into its sheath. Ignoring the little stream of gooey semen oozing from vulva, Cheerilee turned around and hugged him, lovingly kissing his lips.

“Thank you,” she whispered in his ear.