Big Macintosh panted heavily as he sat on his bed. A cool autumn breeze rustled the curtains of a nearby window causing him to shiver as it washed over his sweat drenched coat, but doing little to cool the fire that burned inside the massive red stallion. A burning desire for release consumed him as he stroked his hooves along his aching stallionhood, running them from its flared head, down to the base, and back again. At the same time as he thoroughly worked his member, he rocked on his haunches, bouncing up and down as he worked an oversized toy deep into his tailhole.
Big Mac couldn't say he was partial to stallions. Not in the slightest. In fact he had even taken a liking to a cute unicorn mare that he regularly ran deliveries to in a small remote village. This seemed to strike a strange contrast between his usual preferences and the massive artificial cock currently lodged in his backside. It had been a particularly painful experience for him when he had gone to buy it, the poor guy, already a stallion of few words, might as well have been completely mute trying to hide his embarrassment while the salesmare idly rang up his purchase.
There was a reason behind Big Mac's strange new fixation. A few weeks ago an unfortunate accident during one of Scootaloo's high speed stunts had ended with the filly being lodged deep inside his rear. Her panicked struggles inside of him had had the unintended side effect of stimulating his prostrate in a way nothing else could, creating an unimaginable sense of bliss that lead to a mind blowing orgasm the likes of which he had never known before or since.
In the time after the accident Big Mac hadn't been able to get the memory of that feeling out of his head. As the days dragged on this obsession had spurred him to do anything he could to chase that high. At first he had simply tried clopping, but no matter how carefully or vigorously he stroked his member, or how long he edged himself in desperate attempts to come close, nothing even remotely compared to that one event. Further attempts had led him to explore his neglected rear. That area had always been an unspoken taboo for the prudish farmpony. It was for one thing, and one thing only. Anything else would be unthinkable and dirty.
Any reservations he had once had were long gone as he once again settled back on his haunches, plunging the toy deep into his rectum. As he did, the detailed flare that adorned the tip of the toy pushed against that wonderous spot inside him, causing his own tip to flare. He let out a gasp as he finally reached his peak; however, it was short lived as the pitiful orgasm came and went with only a few short spurts of cum to show for it.
With a sigh Big Mac slumped onto his back, letting the toy slide out with a wet *plop*. His efforts were no use. No matter what he tried, nothing would be able to replicate that experience. His mind raced as he cleaned himself up. He was going to have to replicate what had happened, and it would require Scootaloo's help. As strange and embarrassing of a thing as it would be to ask, his mind was made up. It was the middle of the harvest and tomorrow was going to be a particularly busy day. Due to this, all three of the Cutie Mark Crusaders would be on the farm to help out with the various chores as the Apple Family worked to get everything done. It would be the perfect opportunity to ask her, and he began to plan exactly how he would do that as he slowly drifted off into a restless and fitful sleep.
The Next Day
The morning had gone by in a flash. Getting up before the rest of the Apple Family, Big Mac had begun to put his plan into motion. He had prepared everything he would need, and set it up in a remote part of the orchard. It was all done so early, the sun wasn't even up yet by the time he got back to the farmhouse and began his morning routine as the rest of the family began to rise.
Before he knew it the sun was high in the sky, beating down on him as he bucked another tree, causing the apples to rain down into several buckets he had staged with a practiced efficiency gained from a lifetime of experience. As he worked, moving the buckets over to load onto a nearby cart and heading to the next tree, his ears swiveled, picking up the chatter and laughter of a certain group of fillies nearby. This was his chance!
A moment later three fillies appeared, walking between the trees with a cart of their own being towed behind an orange pegasus on a scooter, while an earth pony and unicorn walked on either side of the cart.
"Hey Big Mac!" They greeted him in a cheerful chorus.
"Hey girls," he returned the greeting. "How's the work comin' along for ya?"
"Great! We're already headed back with our third cart full, and it ain't even noon!" Applebloom replied with a nod at the cart piled high with apples.
"That's what ah like to hear." He replied before turning to the pegasus. "Hey Scootaloo, would ya mind helping me out with somethin'?"
"Uh...sure. Whaddaya need?"
Big Mac briefly considered making up some kind of excuse, or outright lying, but that just wasn't the Apple Family way. As desperate as he may be, he wasn't about to compromise such an important value.
"Well...it's kinda personal. I mostly just wanted to talk to ya about the...uh, accident we had a while back. There's something that just ain't sittin' right with me."
"Oh...uh, yeah...no problem." Scootaloo answered nervously, a slight blush darkening her cheeks as she recalled the time she had spent trapped in the massive stallion's...hindquarters.
Nevertheless, she unhooked her scooter from the cart and wheeled it over to him, giving the other crusaders a nod as she stopped beside him. "Go ahead on without me, I'll catch up with you later."
As the other crusaders hooked up to the cart and headed out, Big Mac began walking and motioned for Scootaloo to join him. For a few moments they walked in silence, Big Mac plodding along, while Scootaloo wheeled her scooter along beside him, occasionally falling back and catching up again as they passed through some parts that were more overgrown than others. Eventually Scootaloo was the one who broke the awkward silence.
"So, what's going on?"
Big Mac sighed. "Well, ah haven't seen ya at all since it happened, and I know you've probably been avoiding me all this time, but the thing I wanted to say is..." He paused, taking a deep breath and letting it out before continuing. "The thing is I really liked the feeling of having you...inside me."
"What? But...why?" Scootaloo asked, tilting her head puzzledly.
Big Mac was aware Scootaloo was older, and sexual topics were a thing that wouldn't be beyond her at this point. That said, she was still a filly. It just didn't wouldn't feel right explaining to her that she had stimulated him in such a way.
"Well...I'm not sure. It was such a strange feeling, I just....can't stop thinking about it. But, what I really wanted ta ask is....would you be up for doing it again?"
Scootaloo halted abruptly. "What!?...EWWWW! Why would I want to do that!?" She all but yelled.
However, even as she voiced her objections, she couldn't help but think back to that time. The soft warm walls cradling her from all sides, the dull thud of his massive heart surrounding her. Despite the fear and confusion she had felt at the time, had it really been all that bad?
Silence surrounded them once again as they continued on. Scootaloo fell back a bit as the path narrowed, and she couldn't help giving Big Mac's rear a look as she followed. Those muscular haunches dwarfed her as they swayed and flexed, and as his tail swished lazily side to side, she caught sight of the puckered ring that lay beneath it. She gulped as her eyes fell on it, seeing it in a new light. Knowing it could swallow her up with little effort. It was terrifying, yet oddly alluring in a way she didn't fully understand. She broke her gaze to meet Big Mac's eyes as he spoke again, looking back to her with his ears down and cheeks reddened with embarrassment.
"Forget I said..."
"I'll do it!" She piped up, cutting him off.
"Really, ya will?" He replied as his ears perked up, his eyes lighting up with excitement.
"If it means so much to you...yeah, I'm in." She answered with a giggle.
Have You Ever Seen a Chicken Stuffed Apple?
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Big Mac picked up the pace, almost at a trot as Scootaloo rolled along beside him. It wasn't much longer before they reached the area he had prepared that morning. It consisted of a small clearing that contained a small barrel. On the far end of the clearing was the bank of a gently flowing river, its clear waters shimmering in the midday sun. Some towels hung from a nearby branch, as well as a bucket containing a variety of soaps and shampoos.
"You really thought this out, huh?" Scootaloo spoke as she looked around.
"Eeyup."
Walking over to the barrel, Big Mac popped a cork off the top. Scootaloo gave it a curious sniff. "Huh, is this lube?"
"Eeyup, still sure you're up for this?"
"Yep, let's do it." She answered in a mixture of excitement and trepidation.
Needing no further encouragement, Big Mac unceremoniously lifted the barrel and poured its contents over Scootaloo, the slick oil quickly soaking her mane and tail, and wetting her coat with a glossy sheen. Fortunately it had been sitting out in the sun for a good part of the day, and was pleasantly warm and soothing as she made sure her entire body was thoroughly coated.
"Ready?" She asked, looking up at Big Mac.
"Hmm, almost. Could ya rub some of that on mah backside?"
She nodded and held out a hoof, allowing him to pour another generous portion of lube onto it. Setting the barrel down, he turned around and flagged up his tail. While it technically wasn't the closest she had ever been to his backside, it was the first time she had gotten this good of a look at it. In contrast to her previous glances, it almost seemed tiny. The donut shaped hole bulged out a bit from the hairless dark red skin around it, seeming to quiver slightly in anticipation of what was to come. As impressive in size as it was in comparison to the average sized pony, it was still a bit smaller than her hoof. Cautiously, she reached out her foreleg and touched it. It felt warm and soft as she slowly rubbed her hoof over it, getting it nice and slick, causing excess fluid to drip down in a few places and dampen the fur on his thick haunches. She pressed a little harder as she rubbed, spreading it slightly and giving her a peak at the pink depths that lay nestled just inside. Waiting for her.
Satisfied, Scootaloo pulled her hoof away and sat down, a sense of anticipation building in her.
"Ready!" She yelled.
Lining himself up, Big Mac slowly began to lower his backside over her, spreading his rear legs as wide as he could. In response Scootaloo lifted her forelegs over her head, bringing her hooves together to assume a strange kind of seated diving pose. The sun was blocked out as that puckered ring got closer and closer. Just as it was about to make contact with her outstretched hooves, she heard rushing hoofbeats bolting toward her. Just as she turned her head to see what was happening, she heard somepony scream "Watch out!" Something slammed into her hard, knocking her into one of Big Mac's legs, and everything went black.
Well, she wasn't unconscious, Scootaloo realized as she felt slick flesh kneading her face. It was warm and tight all over her body, but something was wrong. Pressed to her side was something that was decidedly neither soft nor gentle, as it harshly kneed her in the belly.
"Ow! What the hay!"
"Scootaloo!?"
"Sweetie Belle!?"
********************************
Big Mac lay on his back. Darn his clumsiness, he was trying to be so careful, but it seemed he had managed to fall on his ass and give poor Scootaloo expedited shipping. He hoped she was alright in there. In any case he hadn't crushed her if the squirming in his bowels was anything to go by. In fact, that movement was having the desired effect as his stallionhood all but jumped out of his sheath. In no time it had fully extended, and slapped against his belly as if it demanded attention. He eagerly obliged, stroking a hoof along it that immediately sent a bolt of pleasure through his entire body. The movement in his gut was constant, pummeling his prostate like a punching bag without mercy. He was so over stimulated even a slight touch to his member would threaten to put him over the edge.
He decided to forgo using his hooves at all. Either way any attempt to delay the inevitable was futile as his head flared and load after load of hot cum shot out, painting his chest, and a good bit of the ground around him as he moaned. His body was wracked with spasms as bolts of pleasure shot through him. It was so intense he couldn't even form a coherent thought, able to do nothing but ride it out as he writhed on the ground for several minutes, even after his balls had nothing left to give.
After what seemed like an eternity it was finally over. When Big Mac forced himself to stand, he was breathing deeply, drenched in sweat and his own seed to such a degree that he must have resembled a mare from one of those strange Neighponese snuff films. Tired and weighed down, it was all he could do to shamble over to the water and clean himself up.
********************************
"How did you manage to end up in here again?" Sweetie Belle groaned as she struggled to find some semblance of comfort in the cramped chamber, managing only to elbow Scootaloo in the muzzle instead.
"Ow! I'd be able to explain if you'd quit hitting me!" She groaned back, shifting her side and driving her shoulder into Sweetie's ribs.
This back and forth went on for some time until they came to the mutual conclusion that there was no way to get reasonably comfortable, and the only way they'd be able to have any kind of conversation would be to remain as still as possible. With that figured out, Scootaloo was able to recount her conversation with Big Mac.
"Ok...I still don't really understand it, or why you would go along with it." Sweetie Belle mumbled.
"Yeah, well it seemed like a good idea at the time. How did you find us, and why did you try to tackle me anyway? Scootaloo replied.
"I thought you guys were taking too long, so I came looking for you. I didn't know what was going on when I found you, it looked like Big Mac was going to fall on you or something. By the way, how long are we going to be in here?"
Scootaloo would've facehoofed if her forelegs weren't pinned to the side of her head. "You know, I never thought to ask."
*******************************
Finally cleaned up, his massive orgasm out of the way, and the struggling finally subsided, all Big Mac was left with was a massive amount of weight and pressure in his rear that was starting to become very uncomfortable. It was past time to let Scootaloo out. He trotted over to the center of the clearing and lifted his tail. As he grunted and pushed it quickly became apparent that something wasn't right. No matter how hard he pushed, the weight in his backside refused to move. He was getting ready to squat down and redouble his efforts, when he heard a series of small hoofbeats galloping toward him. Quickly he lowered his tail and turned to face whoever was approaching.
Applebloom galloped into the clearing. Stopping, she looked around briefly before looking him up and down and sighing. "It happened again didn't it?"
"Eeyup."
"Have you seen Sweetie Belle?"
"Nnope."
"Well she went looking for Scootaloo. Let me guess, she's still up yer rear?"
"Eeyup."
"Can you let her out?"
"Nnope."
"Well why not!?"
"Ah think she's stuck." He replied, looking down in shame.
"Dangit, dangit, dangit!" Applebloom spat. "Well, as much as I hate to say this brother, ah'm gonna hafta help. If I can birth a calf, how hard can this be?"
Big Mac assumed the position once again, hiking his tail up and widening his back legs as he pushed. This time Applebloom stood behind him and watched as his pucker widened obscenely. As it pushed out a little more, dark red flesh giving way to the pink interior, she spotted not one, but two sets of rear hooves side by side, pushed out far enough to be visible, but refusing to budge any further.
"Well there's your problem. Applebloom muttered. "I found Sweetie Belle."
Marching up, Applebloom grabbed each of their legs, doing her best to press them together as tight as she could before giving them a firm yank. Unfortunately, all that weight combined with his awkward position caused him to fall flat on his ass, not even giving her time to scream as she was forced deep inside.
"Well, so much for that. Big Mac groaned. "Ah don't even want to imagine what Twilight's gonna say when I try to explain this one."
****************
Darkness, heat, and crushing pressure surrounded Applebloom. But...on the bright side she was still holding her best friends' hooves. On the other hoof, they had now been shoved twice as deep as they were before. Groaning, she heard Scootaloo's muffled voice in front of her. "Ow, who's touching my hoof?"
"Heh, hey girls."
