Sharing with Twilight's Friends

by dirty little secret

Chapter 5 - Applejack

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Applejack was not at all difficult to find. Sweet Apple Acres was quite conveniently close to the edge of town where Fluttershy's cottage was situated, so it was only a relatively short and easy walk. Or a very easy flight, in Cadance's case. And once she set down in the orchard, all she had to do was to listen for the repeating solid thwack of hooves against trees and follow her ears to find the pony she was looking for.

That led her to Applejack quickly enough. She came upon her as the farm pony was rearing back for another kick to yet another tree. That kick never came. Instead, Applejack froze in place, her rear legs still raised, and teetered back and forth in the breeze a little as she stared gape-mouthed at who had come into her orchard.

Cadance smiled as she came closer. “Good morning, Applejack!”

Finally, Applejack toppled over, falling onto her ample rear with a heavy thump, into a sort of sitting position. She still stared and said nothing at all.

“I can see you're a little surprised to see me.” She giggled in what she hoped was a disarming way. “I just have a teensy favor to ask.”

Applejack finally found her voice. A dubious voice. “What kind of favor?”

“Just an itsy-bitsy little one. I'm sure it will be no trouble at all. You'll probably even enjoy doing it.”

One of Applejack's eyebrows slowly rose.

“Really, it is. It'll be fun!”

She still looked a little skeptical. “So... What exactly is this favor?”

“Just um...” Cadance looked around, but out here in the orchard, there wasn't anything much besides endless apple trees to distract from Applejack's question. “Well, I was wondering if maybe you could have sex with Shining Armor for me?”

Applejack's jaw dropped. Her eyes went huge. It was a little surprising that her hat didn't pop off of her head. “Shining Armor... He's got a thing for me?” Her ear twitched a little bit. “Rarity or Rainbow, maybe ... that I could understand. And everypony knows about him and Twilight. But how come he's all the sudden interested in me? I'm just ... just a...”

“You are wonderful, Applejack. Every bit as desirable as any of your friends, perhaps a lot more so in some ways.” A little flattery wouldn't hurt. And besides, it was true enough. Applejack did have some fine qualities to her ... especially if she'd clean herself up a little and maybe brush her mane once in a while. She would clean up really nice if she tried.

“But...” Applejack's eyes were beginning to spin a little dizzily. “I've ... I've barely even met the guy. Only talked to 'em a few times. What's got into him to go after me all the sudden, especially when he's already got a...” She paused for a moment, looking up at Cadance as if just remembering who she was talking to. “Especially when he's already got, well, you. Figure if I was in your place, I'd be a mite jealous.”

“Me, jealous?” Cadance scoffed. “Never.” She waved her hoof dismissively. “But you don't have to worry about my husband developing a crush on you. I'm here to arrange a little ménage à huit between us and the six of you here in Ponyville.”

Oh...” Applejack let out a big sigh. Was that disappointment or relief? “Nothin' romantic then, just a bit of fun?”

“That's the idea.”

“Still, I ain't quite sure about joinin' in with your menagerie.”

“Ménage à huit.” When Applejack looked at her blankly, Cadance elaborated further: “It's like a ménage à trois, but with eight ponies instead of—”

“Whichever. But I hope you know I ain't the sort of pony to go around jumpin' into bed with just anypony at the drop of a hat.”

“Oh of course not! I would never!” Cadance came closer, fluttering her eyelashes at Applejack. “But maybe there's something I could do for you? Something to make it worth your while?”

“Hm... Well, there is somethin'. If you don't mind a trip into town.”

“I'll do anything you need, just lead the way.” Cadance had been expecting – or was it hoping? – that Applejack would ask her back to the farmhouse, where she'd be able to get a taste of those big curvy flanks of hers. But that didn't seem to be the case. Oh well. It would just have to wait until the big day. In the meantime, she enjoyed the scrumptious view of Applejack's ample ass cheeks as she followed her toward Ponyville.

* * *

Cadance looked up at the somewhat dingy building's sign as Applejack led her up to the front door. “Hm... Barnyard Bargains? Do we need some supplies for what you want to do?” She'd never been to a store quite like this one. Even as a filly, before she'd gotten her horn, her parents would have scoffed at such an establishment.

“Nah,” Applejack said with a shrug, walking right through the front door without a pause. “And it ain't about what I want to do. More like somethin' I don't want to do. You'll see. We're headed to the office upstairs in the back.”

That, of course, led to even more following Applejack. Cadance passed by rows and rows of cheap goods on shelves – mostly imported – until they reached a stairwell in the center of the store. Watching Applejack's thick, muscular ass flex on the way up was a nice diversion, but then it was back to more store ... until they finally reached a small door labeled 'employees only' in the back wall. Applejack opened it without knocking. She'd obviously been here before.

Rather than leading into a dusty storage room, the door actually led to a plush hallway with nice soft carpeting, pleasant lighting, and warm polished wood panels on the walls. Ooh, was Applejack leading her into some sort of secret sex club? She'd never have thought such a small town would have such a thing. It raised her opinion of the place markedly.

Only ... the further she got inside, the more she suspected that wasn't the case. A few doors led off of the hallway, all with windows in them. And inside those windows were not low-lit candles, moaning ponies, and rocking beds, but ponies doing paperwork at desks. Was Applejack going to ask her to fill out forms? Now that would really put her wifely resolve to the test!

Applejack didn't stop at any of the side doors, though. She went straight to the end of the hall, to the bigger, shinier, and unlabeled door that the hallway led directly toward. This one did not have a window in it.

Again, Applejack entered without knocking. When Cadance followed, she found herself in a small anteroom or foyer with a comfy-looking padded bench, a tiny desk, and a cute secretary with her mane held up in a tight bun with a turquoise bow.

“Is he here?” Applejack asked.

Rather than reply to Applejack, the secretary pushed a button on her desk. “Mister Rich? Applejack is here to see you.”

A voice came out of the little speaker next to the button. “I'm not taking any appointments right now.” He sounded a little breathless. “Personal time.”

Applejack leaned over and pushed the button herself, much to the secretary's obvious consternation. “It's about that offer you made a while back, about forgivin' my farm's debts.”

“So...? You've finally come around?” His voice sounded much less brusque now. Suddenly, he was interested, intrigued. “I was hoping you would.”

“Nah, I still ain't gonna do that, Filthy. Not personal-like. Not myself. I ain't that kind of mare. But I brought somepony just as good. Probably even better!”

A sigh came from the little speaker. “We've been over this already. I didn’t make that offer because I wanted just anypony. Giving Quill Tip here a special executive bonus is much cheaper if that's all I want.” The secretary blushed fiercely, looking away. She didn't say anything, but the speaker continued on: “I made that offer because it was you, Applejack. Not one of your friends.”

“Are you suuure?” Applejack sounded awfully confident as she drawled into the speaker grille. “'Cause I brought a really special friend today...”

“Is it Pinkie Pie again? Because the last time you said that—”

Applejack pushed the button before he could finish. “Don't you at least want to come out and see her?”

This time, instead of coming from the little speaker, the voice came from behind the door, rapidly growing closer and louder. “Really, if it's Pinkie Pie again, I think I'm going to—” He opened the door, saw Cadance standing there. His jaw dropped.

The door swung freely behind him. He'd forgotten to close it, revealing a glimpse of a plush office beyond. Applejack grinned smugly. Cadance tried to look a little coy and appealing ... and given that she was the Princess of Love, she was pretty successful at it. She even managed to blush a little bit.

“So?” Applejack said, her tone clearly implying she already knew what his answer would be.

“H-her?”

Applejack nodded. “For everything Sweet Apple Acres owes. Just like you said. And then she's all yours.”

“But...” The stallion's mouth moved quickly, but no sound came out. “But would she really do it? With... With me?”

Cadance cleared her throat a little. “You know, the two of you could stop talking about me as if I'm not here.”

Mister Rich looked like he'd been struck by lightning, he dropped into a bow so fast. “My apologies, Your Highness! I meant no offense!”

“None taken, and please, just call me Cadance. You should, shouldn't you, if we're going to be on so much more intimate terms soon?”

He looked up at her, slowly rising. “You ... you really would do it, Your, um ... Cadance?”

She smiled and laid a forehoof across Applejack's broad back. It felt nice. Firm. Yes, she'd definitely have to carve out a little time to enjoy the farm pony herself once Shining's big day came. But now was time for a show of solidarity ... and then a little reminder for Applejack. “Of course, Mister Rich.”

“Just 'Rich' is fine.”

She smiled and gave Applejack a little squeeze. So firm! The contours of her muscles under her fur were addicting. “Of course, Rich. I'd do anything for my friend Applejack. And she'd do anything for me, isn't that right?”

“... Or anyone,” Applejack muttered under her breath.

Cadance just smiled some more, hoping Filthy Rich hadn't heard that.

Finally, Filthy Rich's mind seemed to be catching up with the situation. Judging by the careful way he angled his body and kept his forelegs tucked close together, he was hiding the way his body was catching up as well. “Quill Tip, cancel all my appointments for the next two hours,” he told the cute secretary mare. To Cadance, he said, “Please, do come in. I'm so sorry. Terrible manners to keep the two of you out here in the foyer.” But when he said the two of them, that seemed to click something out of place for a moment. “Um... Applejack, did you want to, uh...?”

Applejack rolled her eyes and turned to leave. “I've got apples to buck.” That was all she said in the way of goodbyes. She trotted promptly out the door and was a good way down the hall before the door finally closed behind her.

That left just Filthy Rich, Cadance, and the secretary. When Filthy Rich headed back into his office with a bit of a nervous twitch in his step, Cadance only took a brief moment to wink at Quill Tip – the secretary blushed again – before following him inside. She discreetly used her magic to lock the door behind her. It wouldn't do to have any interruptions interfering with the little deal she'd struck with Applejack, now would it?

The office was full of the kind of tasteless splendor she'd expect from a rich provincial merchant. Plush carpet, deeply polished wood, a big bookshelf behind the desk full of massive tomes that looked like they'd never been read. He hastily cleared a rather tame naughty magazine off of his desk, sliding it into a drawer right beneath the obligatory family photo. The one redeeming feature of the room – the one piece that actually gave it some personality – was a child's artwork, expensively framed and hung on the wall. It was a foal's rough parody of the family photo, showing stick ponies of roughly similar colors, no doubt representing Filthy Rich, his wife, and presumably ... daughter? She seemed to have eyelashes, at any rate, and surely was the artist behind the piece. The background abounded with red hearts. To have that so prominently and painstakingly displayed showed some bonds of real affection in the family – real love. And, after all, it wasn't only romantic love that she was the princess of. Still, that did represent a certain challenge for her plans...

Cadance glanced meaningfully at the family photo on the desk. “Is that your wife? Would she be, hm, okay with this?”

He rolled his eyes and sighed a little. “She has her own little dalliances. With the help. Pool boys and the like. Acts as if I don't know.” Again, he sighed, this time with a shrug. “Then again, I act as if she doesn't know about Quill Tip.” A thought occurred to him, evidenced by his suddenly straighter posture and a sudden glance downward. He hit a button on the desk. “You can stop listening in on us now, Quill!”

A nervous giggle came from some speaker hidden in the desk, abruptly cut off when he pressed another button, probably shutting the system off completely.

“Right. Now ... where were we?”

Cadance smiled and sidled a little closer. “I'm fairly certain you were about to bend me over this desk and fuck me like a two-bit whorse, isn't that right?”

He didn't respond ... other than to visibly gulp and then fidget nervously in place. Cadance knew that kind of fidgeting well. Sometimes stallions needed to move a little bit in order to help let their cock slide out of its sheath. Of course, it also helped him keep his legs between her and what she wanted to see.

Hm, a little bit shy, was he? Cadance knew the cure for that. “Well,” she said, “let's get a look at what we're working with, shall we?”

She quickly stepped around to Filthy Rich's side, lowering her head to blatantly look up under his belly.

And, of course, she gasped appreciatively. “Oh my goodness!” Smiling, she looked back up into his blushing – actually blushing! – face. “Your wife is a lucky mare.” She winked at him ... and also for him, though he probably didn't have as good of a view of that second wink from his position. “Or should I say, your secretary is a lucky mare?”

He blushed even more deeply. It was adorable. And so what if his cock wasn't all that big, actually? Very ordinary, in fact. It was nice enough, and as worked up as she was by this point, Cadance wasn't about to be picky. Besides, a little flattery never hurt.

Still, though, even though he was grinning like a colt who'd seen his first winking pussy, he wasn't making a move on her yet. She'd have to do better.

“If I was her,” she said, “I don't think I'd need some bonus to convince me to come get a taste of it. I'd come in and let you have me with a touch of that button on your desk.” Distracting him with her half-lidded eyes, she surreptitiously used her magic to turn the intercom system back on. It was her princessly duty to spread love throughout Equestria, after all, and if Quill Tip could partake in a little vicarious love, why not share?

“R-really?” he asked, taking a step closer to her. “You don't even want any payment?”

“Well, I don't... But what kind of friend would I be if I didn't get Applejack what she wanted?”

“Oh, yes.” He cleared his throat, something almost like a nervous cough. “Of course. Right.”

“And what kind of Princess of Love would I be if I didn't give you what you wanted?” Giving him a sultry look, she turned around and planted her forehooves up on top of the big, heavy desk. That left her facing away from him – the perfect time to spread her hind legs wide, raise her tail, and swish her curvy little pink butt back and forth in front of him. Soon, she could feel her needy pussy joining into the action all on its own, letting out one long, wet wink, followed by a flurry of smaller ones. With the tips of her wings, she pulled a little on her ass cheeks, helping to spread them a tiny bit and give him even more of a show.

If that didn't get a stallion going, he was either dead or gay.

Neither, it seemed, applied to Filthy Rich. She actually heard his cock slap up against his belly. He came rushing up behind her as out-of-control as if he was running on pure instinct.

He certainly mounted her like a stallion running on instinct. His forelegs instantly slid up over her ass, and she could feel the tip of his cock prodding wildly down between her thighs.

That was a problem she'd become well accustomed to when it came to ordinary-sized stallions. She was quite tall for a mare, after all. How did Luna and especially Celestia manage it? Did they just have to find exceptionally tall stallions, or did they abandon the usual mounting position altogether? Well, this wasn't the time to speculate about her aunts' love lives. For her own purposes, being only a little taller than the average stallion, all she had to do was to bend her hind legs a little. It wasn't easy to keep up that squatting position throughout an entire lovemaking session, but over time, these little workouts only made her ass all the more shapely. And anything that made her better at spreading love was worth it.

Now that she was lower, Filthy Rich found his mark in no time. And he was not subtle about it. He squeezed Cadance's hips between his forelegs, gaining the leverage to savagely shove his cock inside her.

It was a good thing she was already so wet and worked up, or that might have actually hurt a little! But as it was, this was exactly what she needed – just get right down to it. Pound her. Use her. And give her pussy the workout it so desperately wanted. After all the teasing she'd been through, she'd finally be able to get off!

He hadn't managed to get quite all the way inside her on the first push, so with his next thrust, he squeezed her even harder around the middle, shoving the last little bit of himself into her.

Cadance gave a soft moan of appreciation when she felt the thick warm presence of his cock fully inside her. Relatively quiet for now. She'd leave plenty to build up to ... plenty for Quill Tip to hear if she chose to listen in. For now, it was nice just to feel the firm warmth inside her, to feel the little pressures of his balls resting against her inner thighs, to feel the little twitches and subtle motions of a real stallion's cock that no toy could ever truly replicate.

When Filthy Rich began moving inside her, there wasn't much subtlety to that, either. He only pulled out just enough to push back in again, always pushing in, in, in. Each little thrust came with a strained grunt from up behind her back, and each time, she could feel him trembling a little as he pushed as far inside as he possibly could – he was really putting everything he had into it, despite his lack of technique.

It actually reminded Cadance of having sex with a young, inexperienced colt, despite his much larger size. The blind, insistent need, the way he was pushed forward by instinct alone, even the little sounds he made. The veins of his cock rippled over her inner walls, and his medial ring pulsed back and forth through the very tightest bit of her pussy, pleasantly spreading her a little bit each time. Yes! Now this was finally something she could get off to!

He shifted his hooves a little, which seemed to gain him exactly nothing. Now his thrusts became even shorter and more frantic.

And even though he obviously wasn't giving any thought to her pleasure, Cadance enjoyed it thoroughly. That was how worked-up and unfulfilled she'd gotten since embarking on this task to win over Twilight and her friends. Quill Tip would know about how she was feeling, too. Cadance let her voice have free rein to express what she was feeling in a cascade of little moans and sighs, as if the very breath were being driven out of her with each of Filthy Rich's fervent thrusts.

Cadance wasn't about to just bend over the desk and take it like that, though. Even in this position, she had a few tricks she could play. Unlike most mares, she made a point of practicing and experimenting, of finding new and better ways to enhance the experience even more. She'd do anything for love. She tensed her inner muscles every time Filthy Rich pushed into her, relaxing them for the moment he pulled out for yet another squeeze the next time. It massaged and milked his cock, building up even more sensations for both of them. Filthy Rich would be getting his money's worth out of this little deal! Nopony fucked like the Princess of Love.

Unfortunately, that was her undoing. She'd overestimated him. It only took a few thrusts with her using her special technique before she started to feel the extra tightness deep inside her, just a little bit more pressure. But she knew quite well what that meant. He was flaring!

No, not yet! Not yet! She wasn't nearly there yet. She'd need more of this – much more – if she was going to get off. She couldn’t let him finish now!

She quit egging him on with her special technique right away, but that barely slowed him down. And pinned between him and the heavy desk, she didn't have much ability to squirm away from him, either. Finally, in desperation, she held him in place with her magic.

It wasn't enough. Even as motionless as she could hold him, he was still able to nudge his hips forward and back a bit. Enough.

His forehooves squeezed tightly around her hips, straining against her magical hold, and his cock flared out to its fullest extent inside her. With a choked, wheezing grunt he came.

Cadance could feel it – the sudden pulsing of his cock, the splash of quickly spreading warmth into her womb. She could feel every stream of his cum as it squirted right inside her. There hadn't been any discussion at all about pregnancy or avoiding it. Filthy Rich just took it as his right – all part of the bargain – that he'd be able to cum inside her. Did he know about alicorns' famous resistance to pregnancy? Was he counting on that? Or did he just consider the possibility of impregnating a princess to be his due reward for forgiving Applejack's debts?

Not that it mattered. The deed was already done. More than done. For all of his lackluster performance, Filthy Rich could cum like a true champion. For long, breathless moments, he held himself hilted inside her, his clenching balls pressed tightly against her right below her vulva. Pump after pump of his cum poured into her, claiming her from the inside out, if only this once. He must have been emptying himself to the very last drop.

Finally, though, that last drop came. Even then, he held his cock inside her still-winking, still-needy pussy, bathing in her now-squishy warmth. He didn't withdraw it until it had shrunk almost entirely back inside his sheath anyway.

When Filthy Rich slid down off of Cadance's back, a thick wet plop of cum dropped down onto the plush carpet at almost the same moment as his forehooves. He stood there behind her for a moment, breathing hard. For that brief moment, Cadance actually thought he might be a gentleman and lick her to completion ... or at least give her a hoof job or something.

But no. He patted her ass cheek patronizingly. “Not bad, not bad,” he said. “Worth every penny.” And then he trotted smugly back around to his side of the desk, collapsing down into his big comfy-looking chair.

Now that he was in front of her, Cadance slowly slid her own hooves down off the desk. “Are you sure you don't want a little bit more?” She fluttered her eyelashes at him. Maybe if she could get him going again, his second wind would last long enough for her to get the satisfaction she so desperately needed. Or at least get her a little bit closer. Clopping herself was always an option, but after all the teasing she'd been through, it just didn't seem like that would be enough.

Filthy Rich shook his head and laughed a little. “After that? Whew.” He tilted his head back and breathed a bone-deep sigh. “I think I'm going to be drained for a week after that, Princess. Applejack never does lie, does she? You are really special.”

A little well-earned flattery was not the reward she'd really been hoping for, but it would have to do. It was apparently all she'd be getting. At least he seemed satisfied. Which meant she'd done everything Applejack wanted. Only one more pony on her list, and then everything would be ready for Shining Armor to finally enjoy what she'd been working so hard to achieve.

“Well,” Cadance said, not sure how to end the conversation without being at least a little bit awkward, “it's been nice getting to know you, Rich.”

“My pleasure.”

And only his pleasure. Cadance refrained from rolling her eyes or muttering. That wouldn't do at all. Instead, she turned around, gave him one last look under her tail just for the sake of teasing, and headed out the door. Maybe she'd finally find a little bit of satisfaction from Pinkie Pie. She could only hope.

On the way out of the office, she stopped for just a moment in Filthy Rich’s office foyer. With his secretary. She glanced over at the cute little mare and winked.

Quill Tip had obviously been listening in the entire time, if the way she blushed was any indication. The embarrassment wasn't quite to the level of being debilitating, though, because she managed to whisper, “How was he?”

Cadance sighed and mustered up a tight smile.

Quill Tip gave a slow nod of understanding. The look in her eyes told Cadance that she'd been in exactly the same position – perhaps literally – many times. That little bit of talk about willingly doing it with Filthy Rich just for the pleasure of it had just been banter ... now that she knew him better, doubly so. Cadance could fully understand why Quill Tip would only have him for a – hopefully quite substantial – sum of bonus pay. For that matter, it probably explained why Filthy Rich was unsatisfying in the first place. If he was in the habit of buying his time with mares, he'd be accustomed to satisfying them with money rather than with any kind of erotic talent. He wasn't very good at pleasing mares because he'd never needed to.

“Don't worry,” Cadance whispered back to her, “there are plenty of really nice stallions out there. I'm sure you'll find one who fits you perfectly.” In fact, if she had a little extra free time today, maybe she'd take a look around Ponyville and see if she could find a nice young stallion to make this cute little secretary's dreams come true. She did have her duties as the Princess of Love, after all.

But the way Quill Tip looked back at her with a secret little smile told her that there was no need. Quill Tip already had a secret special somepony in her life – one she was quite happy with.

That did put a more positive spin on things. As Cadance made her way back outside of Barnyard Bargains, she did it with a smile on her face and no effort to hide the sticky mess under her tail from anypony inside the store. If that cute little secretary had somepony to love, all was right with the world in that little moment.

And soon, all would be right with Cadance's world as well. All she had to do was find Pinkie Pie and—

“Howdy.”

Cadance froze just outside of Barnyard Bargains. Slowly, she turned her head to the left. Yes, there was Applejack, leaning against the wall with the brim of her hat down low and a grass stem sticking out from between her lips.

“So it's a done deal?” Applejack asked. “Didn't take too long. That's part of why I didn't take him up on that deal myself. Word gets around.”

The only response Cadance needed was to resume walking with her tail held high. Applejack would see what was hidden there, and she'd know what it meant. And then Applejack could go up to see Filthy Rich about whatever paperwork or whatever needed doing, which was no doubt why she'd stuck around.

Applejack chuckled a little at the sight of the mess under her tail. “Not bad, not bad.”

Okay, if she was messy enough back there to impress Applejack, maybe she'd need a shower before heading over to Pinkie's place. But she was almost there, almost done. So close she could feel it. At this point, she was looking forward to the final event probably even more than Shining Armor would be. Hopefully none of Twilight's friends would object to letting Cadance join in as well...


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