Pie Filling

As the passenger car he was seated in trundled along, Spike shot a wary glance to Pinkie’s groin. Seated beside him, the towering, fluffy-maned mare cheerfully hummed to herself and gazed out the window at the passing landscape. She was one of his oldest friends, amongst the first he’d made since moving to Ponyville, and he hadn’t hesitated when she’d asked for his help - that said, his motivations weren’t as pure as they ought to have been.

He’d known about dickmares for ages, long before he’d graduated from the School of Friendship, and he’d be lying if he said he didn’t find them utterly captivating. While most females were just that, having a pair of breasts and a vagina, there were some like Pinkie who had a bit of extra equipment. Eyeing the prolific swell in her shorts, feeling his briefs starting to tent, he reluctantly looked away.

“So you said there’s a friendship problem at the rock farm?” he inquired, drawing her attention and looking up to her face.

As she turned and looked down at him, her smile wavered. “Kinda. Is there a problem, yes. Is it a friendship problem, sort of…”

With his curiosity piqued, he knit his brow. “Sort of?”

“Well - uh…” she murmured, pushing herself up to scan the train car's interior. After a moment, apparently satisfied that nobody was eavesdropping, she seated herself and brought her muzzle to his ear. “So you know about this ~ right?” she whispered, pointing to her crotch.

Stiffening in more ways than one, he bashfully rubbed the back of his neck. “I - um - I don’t know what you’re talking about.”

“Don’t act like you don’t, silly,” she quietly tittered. “You might try to act like you’re innocent, but I know you’ve got an interest in mares with flares.”

Though his mouth went dry, he gulped. While it may have been true that he wasn’t gay, never having had an interest in stallions in the slightest, he’d had a lewd fascination with she-studs for as long as he could remember. Since Pinkie was the only endowed mare in Ponyville, it only made sense that she’d caught him sneaking glances at her package on at least a handful of occasions - still, the revelation that she knew about his tastes made him feel profoundly awkward.

Tugging at her waistband, she reclined and casually showed off her vividly colored bush and the thick base of her stallionhood. “If you’re honest, I might -”

“F…fine!” he stammered, unable to look away from her loins. Waving her closer, he took a deep breath to collect himself. “Don’t tell anybody, but you’re right…”

“See, that wasn’t so hard!” she chirped, patting his shoulder.

“I wasn’t finished,” he sighed, hanging his head. “Not to make things weird, but I’ve always had the hots for you. I wanted to tell you - sweet Celestia, I wanted to tell you, but I didn’t want to risk our friendship.”

Breaking into a fit of laughter, setting her massive bosoms wobbling, she rubbed his head. “Spike, there are things called friends with benefits!”

He halfheartedly smiled and moved her hand away. “I still wasn’t finished. The other problem is - oh jeez, this is embarrassing…”

Relenting, she sat back and gave him a bit of space. “You don’t have to tell me if -”

“No no, since we’re clearing the air, I may as well get this off my chest,” he continued, cutting her off. “I’ve…I’ve never really done it before. While I do have some toys stashed under my bed, that’s as far as I’ve gotten. Heh - I guess you could say that parts of me are well-trained and ready for action, but I haven’t had any field use.”

“That’s fine - in fact, I think that’s better than fine!” she mirthfully replied. “My sisters are going to love breaking you in!”

“Sisters? You mean Maud, Marble, and - wait,” he croaked as his neurons went into overdrive. “Break me in?”

“You didn’t think I was the only Pie packing heat ~ did you?” she giggled, resting her hand on her bulge. “Maud, Marble, Lime, and even my mom have a little something extra - a little something that we were hoping you’d be willing to help with.”

While he was immediately stricken with questions about her family, the leading being what Igneous’ part of the clan was, the notion of spending an entire month with five tall, sexy, well-hung mares sent a thrilled shiver up his spine. If he’d had the slightest idea that he’d been asked out to the rock farm for a lewd purpose, he would have prepared himself and brought additional supplies - unfortunately, he’d had no way of knowing the specifics of his visit. Fidgeting in his seat, feeling his pucker excitedly wink, he ground his thighs together.

“Hey - um - since we’ve got a layover in Appleloosa, do you mind if I do some shopping?” he inquired.

She shrugged and threw her hands up. “I don’t see why not - I mean, we’ll have an hour to burn anyways. Did you forget something?”

Silently praying that the little country town would have a clothing shop that sold lingerie in his size, he gave a timid nod. “Something like that…”

Standing up and reaching into the overhead compartment, he pulled a notebook and pencil from his bag. He figured that the Pies would have some supplies on hand, including lube, although making a list of things to buy for himself felt prudent. He hadn’t packed anything even remotely alluring - an oversight he had every intention of addressing as quickly as possible. Darned if he could say exactly what Maud, Marble, and Limestone intended to do with him or to him, but he wasn’t going to be caught with his pants down - at least he wasn’t going to be caught with his pants down without something appropriate for the occasion.

“So…” he whispered, tapping his pencil against the paper. “If your sisters are wanting some - Ahem - personal time with me, is there anything I should know about them in advance - you know, just so I can be ready?”

“Oh wow - I hadn’t thought of that!” she exclaimed, her eyes going alight. “See, this is exactly why you’re the dragon for the job.”

Suddenly finding himself in her embrace, his head smashed between her tits, he chuckled. “Thanks - anyways, your sisters…?”

“Right right right,” she merrily responded, releasing him. “They’re all a little different, but I’ll give you the scoop on each of ‘em. Wouldn’t want you to be surprised by anything ~ would we?”

As he hung on her every word and furiously scribbled down notes, his anticipation soared. Excluding their equipment, Pinkie’s siblings were about as diverse as possible, having wildly clashing personalities and preferences, but that was far from a bad thing. The interior of his underwear grew slick with pre-cum, he grew so hard that it hurt, and it became harder and harder to concentrate, while he constructed what would be his Pie family primer and fantasized about the weeks ahead…