Ridden Hard

“You're not gonna come in?” asked Adam, opening the passenger-side door and putting his foot down on Fluttershy's driveway.

“Like I said, Adam, it’s gonna be a busy day for me,” said Applejack, already putting the car in reverse. “Normally I'm happy to help any of my friends, but today all I could do was offer Fluttershy the services of my handsome son. Tell ‘er hi for me, all right? And just do whatever she tells ya to, all right?”

“Yeah, of course,” said Adam absentmindedly, glancing at a notification on his phone.

“I mean it, Adam,” said Applejack, rolling down the car’s windows and shooting her son a serious look. “You do whatever she wants. You're hers for the day, understand?”

“Yeah, yeah, I got it!” said Adam, meeting his mom’s stare.

Applejack backed out of the driveway, shouting “Love ya!” as she drove off.

“All right,” said Adam, in reference to nothing in particular. He looked Fluttershy's cottage over, recalling memories of earlier visits. She'd babysat him from time to time, but he hadn’t spent much time here in the past several years. It was much as he remembered - cozy, surrounded by trees and bushes growing wild and full of chirping, chittering life.

He knocked on the front door, and within seconds he heard a gentle voice from within, it's volume raised just enough that he could barely hear it through the door. “Come in!” she said.

Adam knew his “Auntie” Fluttershy as a reserved sort, easily flustered and sort of solitary. She lived pretty far from town, and a knock on her door probably wasn't a common occurrence - but she was expecting Adam, and she'd left the door unlocked for him. When he opened it, she was already approaching for a hug, and Adam met her with open arms.

Fluttershy's hugs were a real treat; she wasn't the sort to hug tightly, but her breasts were big enough that even a quick, perfunctory hug put you in contact with a lot of squishy boob. And she must have been in an especially affectionate mood today, because she held the embrace for several seconds before letting go.

“Adam, it’s so good to see you!” said Fluttershy. “And it’s so good of you to come and help me move this furniture. It’s, um... not really a one-woman job, and your mom is always so good about helping me out.” She reached out a hand toward Adam’s arm, but stopped short, as if afraid to initiate physical contact. “You look like you have, uh… strong arms... from all that farm work...”

“Yeah, mom keeps me busy,” said Adam. He looked around the front room, and saw several large pieces of furniture, crowded in a corner of the room. It looked like nicer stuff than Adam remembered seeing in Fluttershy’s house; apparently she’d felt it was time for an upgrade. “She’s not coming back to get me til evening, so I’ve got the whole day free. I’m ready to get going whenever you are.”

“Oh, we may as well get started,” said Fluttershy. “Can I get you anything to drink?”

“That’s everything,” said Fluttershy, flopping down onto her new sofa. It was brown leather - or, given Fluttershy’s love of animals, more likely some variety of faux-leather. Adam was no expert in interior design, but it looked to him like a good fit for the cottage. He liked the spot they’d put it in, too - or maybe he was just so tired of moving furniture that he couldn’t allow himself to imagine it in any other spot.

“You can have a seat too,” said Fluttershy, patting the seat beside her. “Um, if you want to.”

“Yeah, I could use a little sit-down,” said Adam. He fell into the seat beside Fluttershy, sighing softly. “Your place looks great now,” he said. “I always liked this little cottage. A little secluded, really cozy… you don’t get too lonely out here, do you?”

“Oh.. no,” said Fluttershy. “I’m never alone, not with all my animals…” She looked left and right at the living room, which was unpopulated aside from Adam and herself. “Well, they’re usually all over the place, but I put them all outside for today. I didn’t want any tails getting caught under table legs!”

“But... since you asked,” said Fluttershy, “It is nice having someone around, once in a while. It was nice having you here. And… you’ll be sticking around for a few more hours?”

“Til evening, yeah,” said Adam. “Until then, we can do whatever you want! Actually... Mom told me I had to do whatever you wanted. So do you have something fun in mind?””

Fluttershy laughed nervously. “I, uh… I do, actually...” she said, tugging idly at her hair and avoiding Adam’s gaze. She took a long inhale, making her bust rise. “Oh, geez, uh… where do I start? I’m really not that good at broaching, uh… awkward conversations... “

“Well, don’t worry about it,” said Adam. “I feel comfortable around you, Auntie Fluttershy, so... I hope you feel comfortable around me.”

“I do,” said Fluttershy, “But I’m a little bit worried? Like… sometimes you say something that changes the way someone thinks about you, and you can’t take it back... “

“Well, I’ve known you my whole life,” said Adam. “Telling me one thing isn’t gonna change how I feel about you.”

“I hope you’re right,” said Fluttershy. “So… I know about the, uh, the time you spent with Rarity recently.”

Adam had seen Rarity on a few occasions “recently,” but there was really only one encounter that she could be referring to: the time, a little over a week ago, that Auntie Rarity had fucked him up the ass. Rarity’s cock hadn’t come as quite as much of a surprise as it might have, because not long before that, Applejack - his mom - had fucked his ass for the first time.

He’d started to get used to the experience of an older woman’s cock in his ass, and there was no denying that he liked it… but he wasn’t exactly in a hurry to spread that knowledge around. No one had asked him if he wanted Auntie Fluttershy to know about how he’d gotten fucked.

Adam’s heart started to race as he felt humiliation simmer in his chest. It wasn’t just that he’d gotten fucked in the ass; that was a pretty normal thing to do, all things considered. No, it was the way he’d gotten fucked. That first night, his mom had taken him, brutally pounding his ass. And Rarity had feminized him, slid a cock ring onto his shaft, and denied him his orgasm until she was satisfied.

And he’d liked it. That was the embarrassing part. Being dominated like that was the biggest thrill of his life, and every time he’d jerked off lately, he’d been imagining Rarity or Applejack’s cock in his ass - and their voice in his ear, telling him just when he could cum.

And now Fluttershy knew about what he’d been doing. He wasn’t sure how much she knew, but the fact that she knew anything was humiliating enough. And that humiliation, in its own way, was just as hot as the humiliation he’d felt when Rarity put him in a dress and fucked him. He felt his cock growing, and he pressed his legs together.

“Oh,” said Adam. “I guess it’s okay that you know…”

“Aw, I hope you’re not embarrassed,” said Fluttershy. “I know you made Rarity happy, and, uh… Applejack thinks it’s good for you to learn how to please a woman…”

“Uh, I guess,” laughed Adam. “I mean, most women don’t have penises…”

“Um…” mumbled Fluttershy. “Um, uh… maybe more than you would expect…” She parted her legs and pulled her skirt upwards - and beneath her tan panties was a thick bulge, slowly changing shape as it expanded and stiffened.

“Oh,” said Adam. It wasn’t much of a surprise at this point; after the shock of being fucked by his mom’s big cock, then the shock of learning that one of her friends also had a cock… well, he’d be pretty dim if his world was completely rocked by this revelation. “So, uh…”

“You’re right, it does get a little lonely out here,” said Fluttershy. “I love my animals, but there’s obviously some things they can’t give me. And when Rarity and your mom told me how much you liked getting, uh… penetrated...” that last word was whispered, as Fluttershy brushed a lock of pink hair in front of her face. “I thought maybe the two of us could, um…”

Adam considered this, as Fluttershy trailed off. His mom had told him he had to do whatever Fluttershy asked… but also, what Fluttershy was suggesting didn’t sound so bad. It’d probably be a more low-key version of what Applejack and Rarity put him through. Fluttershy seemed like she’d be a pretty gentle lover; it might be nice to get fucked by a woman who would take it slow. “Okay, Auntie Fluttershy. I’d like to! That sounds, uh, nice.”

“Oh, good!” said Fluttershy, rising from her seat and clapping her hands excitedly. She pulled down her panties and let them drop to the floor; Adam, still seated, could see her cock from underneath, tenting her skirt. “Can you wait for me in the basement?”

“Oh, okay,” said Adam. “I, uh, I think I know where the door is…” He had distant memories of exploring Fluttershy’s house as a child, and being shooed away from the basement door. Since then, he’d occasionally given in to his curiosity and tried to the door… but every time he’d tried, he’d found it locked.

Fluttershy went off in the direction of her bedroom, and Adam made his way to the basement door. He turned the knob, expecting it to catch after a quarter-turn… but it turned easily, and the door swung open to reveal a short staircase.

The basement was finished, albeit in a slightly odd way. The stairs led down to a narrow corridor, and at the end, two doors led to the right. The rest of the basement, presumably, lay beyond them.

The first door had a note taped to it, with the message “Please wait here, Adam” written it a small, polite script. Curious about the unmarked second door, he opened it - and found a room full of normal basement stuff. A shelf with some tools on it, some old cardboard boxes, a water heater… if there was anything interesting down here, it was probably behind the other door.

So he opened it - and the room on the other side was anything but ordinary. For one thing, it was the nicest room he’d ever seen in a basement - or maybe “fanciest” would be a better adjective, because its purpose seemed to be anything but nice. Its walls were a vibrant red, and in every corner there was an object that radiated a devious purpose. Shackles hung from one wall, and there was an X-shaped rack leaned up next to them. Oddly-shaped furniture was spaced out over the room, and a variety of tools - a riding crop among them - were lined up neatly like billiard cues near the entrance.

There were just a few normal items in the spacious room, all sitting against the far wall: a cabinet, a bed and a couch, the latter of which had another note sitting on it. Adam took a seat - this couch was similar to the one upstairs, with black faux-leather instead of brown - and picked up the note.

Adam, it read, in Fluttershy's polite script. I'm sure you have an idea by now of what I have planned. I don't want to ask you to do anything you're uncomfortable with, so I'm giving you five minutes to make your decision. If you don't want to proceed, then just leave the room. Otherwise, stay here and put on the ears.

When I come in, I'll expect you to obey me completely and do whatever I say. From what Rarity and your mother told me about you, I think you're well-suited to this sort of play… but if not, this is your chance to back out.

-Fluttershy

Adam looked down and noticed a set of fake dog ears - attached to a band meant to fit around a person’s head - sitting nearby on the couch. It had escaped his notice, as it was the same color - and seemingly the same material - as the couch itself. Without thinking much about it, he tried the ears on; there weren’t any mirrors in the room, so he couldn’t get a good look at himself, but he imagined the pointy black ears looked pretty cute. Fluttershy would probably think so too.

But Adam was having a hard time wrapping his head around Fluttershy’s… tastes. He knew that people’s sexual interests weren’t always in line with their personalities; Adam’s friends probably wouldn’t have guessed that he was into being fucked and dominated. But having a whole sex dungeon in her basement suggested a lot of dedication to to this… lifestyle?

Adam consulted his memories, trying to think of any time that he caught Fluttershy hinting at her dominant tendencies. Nothing really came to mind; as a babysitter, she hadn’t been too much of a disciplinarian, and she seemed pretty gentle-natured when dealing with her animals too. Maybe this was something Fluttershy restricted to the bedroom - or rather, to the sex dungeon.

So the question remained - did Adam want to do this? Adam didn’t actually know a whole lot about BDSM - just enough to be a little scared of learning more. There wasn’t anything in this room that looked like it was made to cause serious harm, though, and surely his mom wouldn’t leave him with Fluttershy if she knew something really bad was going to happen to him, would she?

Of course, if you’d asked Adam a month ago is his mom would fuck his ass or lend him out to Rarity to let her fuck his ass, then - assuming you could have gotten him to take the question seriously - he’d have said no. So who knows? Applejack’s order to do everything Fluttershy told him to was seeming much more ominous in retrospect…

But maybe the most important question - the question his mind kept coming back to, at any rate - was whether he wanted to do this. And he did; not only was his cock still hard, his mindwas crackling with excitement. Being whipped, spanked, commanded… he couldn’t bring himself to pass it up. So he sat on the couch, still in his dog ears, rereading the letter as he awaited Fluttershy.

And after about a minute and a half of silently waiting, Fluttershy entered. Her demeanor was completely changed; her spine was straight, her expression stern, her eyes piercing. Adam had never seen her look like this - and he'd never seen her dressed like this either.

She was dressed in the same black faux-leather as the couch - and Adam’s dog ears. Specifically, she wore a tight black corset and high black boots, and absolutely nothing else. The corset exposed an expansive portion of Fluttershy's breasts, in sharp contrast to her typically modest style of dress. Adam wasn't even certain he'd seen Auntie Fluttershy’s cleavage before, but now he was seeing all of it; between those two massive milkers, the soft yellow skin curved and dipped into tantalizing darkness.

Her long yellow cock was likewise on full display, and fully erect, looking every bit as proud and commanding as the rest of her.

“Uh, hi-” said Adam - and then Fluttershy stamped her foot on the hard floor, making Adam jump.

“I will tell you when it is time to address me, dog!” she shouted. Just like everything else about her, her voice was completely different from normal. She stomped over to Adam and scowled at him, slowly lowering her gaze down the length of his body - as if she were seeing him for the first time, evaluating him, and not impressed with what she was seeing.

“Present yourself,” she said coldly, taking a step backwards.

“Uh, what?” asked Adam.

Fluttershy stamped her foot again, and Adam jumped. “Present yourself for inspection, dog!” she shouted. “How am I supposed to know what I'm dealing with if you won't strip down for me? I want to see your chest, your doggy buns, and your little doggy cock!”

Adam hesitated just for a moment, but he got himself into the right state of mind - attentive, subservient - and began to strip himself. Fluttershy smiled as Adam exposed his chest - not her usual polite smile or her gleeful grin, but a thin, superior smile. Like she owned the handsome young man she was looking at, and she was pleased with her purchase.

When he dropped his pants, a little laugh escaped Fluttershy’s throat. “Hmm, that’s what you call a cock, is it?” she said, squinting down at the shape that was tenting his boxers. “Well, I guess it wouldn’t be any good for my dog to have too big of a cock…”

She chuckled again as Adam pulled down his boxers and he spied his bare cock. “Well, I can’t say I’m impressed with that,” she said, “but it’s only proper that your mistress has a bigger cock than you.” She massaged her shaft, sighing happily. “Very well, then… properly stripped, let’s have a look at you.”

Fluttershy grabbed Adam’s chin, wrenching his head forward, and pulled his lower lip down. “Teeth reasonably clean,” she muttered, “Gums could be better…” she looked into his eyes, coldly examining his pupils, then tugged lightly at his fake dog ears. “No serious indicators of poor health here, all right…”

She bent at the knee, and started prodding at Adam’s chest. There was nothing sexual about the way she was poking him - she was evaluating his body like he was a cut of meat - but the feeling of being treated like this, coldly evaluated while his body was completely exposed, was making his cock throb with arousal. “Muscle tone, decent…” she muttered, as she pressed her fingers, then her palm, into his abs.

(Adam knew that his muscle tone was actually well above average, thanks to the farm work that was a consistent feature of his home life. But actually praising Adam’s body would probably mean breaking character for Fluttershy.)

“Cock, already covered,” said Fluttershy, giving Adam’s dick a firm upward slap. It didn’t hurt much, but the sting was still exciting. “Testicles…” Fluttershy wrapped her fingers around Adam’s scrotum with a touch that was, at first, surprisingly gentle - but then she tightened her grip, squeezing them hard enough that Adam was starting to feel his eyes water. Thankfully for his pride, she released her grip just before it got to that point, ending her assessment by saying “...Unremarkable.”

She worked her way down his legs, wrapping her hands around his thighs and sliding them down until she was feeling up his ankles. She repeated the process with his arms, lifting them one at a time and muttering to herself as she looked dispassionately at them. Once again, Fluttershy was deliberately underselling a genuinely impressive part of Adam’s physique; his arms and legs were strong, but she couldn’t admit that while staying in character.

“Well, I think I can work with this,” sighed Fluttershy. “What you really need is discipline. A good dog does more than just stand still. A good dog is proud to serve his mistress. He loves to submit himself to her control. Do you think you can do that? Does the thought of serving your mistress and being her good dog… excite you?”

“Yes” said Adam. “Uh… mistress.”

Fluttershy’s mouth curved into a smirk. “You’re already learning,” she said. “There may be hope for you yet.” Then she looked down, and a frown darkened her face. “But it looks like you might be a little too excited.” She leaned down and grabbed his cock, giving it a quick yank. “I can see what you’re doing,” she said, pulling at his shaft. “I can see that little cock starting to drip. Is that what you think a good dog does? Do you think a good dog just lets his cock shoot whenever he feels like it?”

“...No, mistress.”

“That’s right,” said Fluttershy, giving his cock another tug. Despite the pain, his dick felt like it was close to shooting, and having it yanked wasn’t helping. “This right here is bad! This is a leaky, messy, disobedient cock!” Every accusation was punctuated by a tug, and Adam grit his teeth, trying to hold back his climax. “You don’t want to be a bad puppy, do you? With a leaky cock making bad, sticky messes?”

“N-no… mistress…”

“Well, good,” said Fluttershy, releasing his dick. “I don’t know if I believe you, but if you really want to be good… then I have a way to make your cock behave.” She walked over to the cabinet nearby, then returned with a device that Adam’s eyes initially couldn’t make sense of. Something made from loops of gleaming metal…

“Let’s get you caged up,” said Fluttershy. “Restrained.” She slipped the device over the head of Adam’s dick, and now he recognized its purpose. He’d never seen a “cock cage” before, but he’d heard of them, and this was clearly what the device was. Fluttershy shoved more of his shaft into it… but his dick wouldn’t fit into its curved shape.

“This will be a good test of your obedience,” said Fluttershy. “I need that bad little puppy dick to get soft so I can squeeze it into this tight little cage. A good dog could make himself go soft right away, as soon as his mistress commands it. Let’s see if you’re a good dog.”

Adam tried to clear his mind, to ignore all the stimulating details of the room around him. His own nudity, Fluttershy’s near-nakedness and big yellow cock, and the thought of what she had planned for him… with some effort, he managed to put it all out of his mind, and his cock softened. Fluttershy worked the cage onto his dick, then locked it with a miniature padlock and dropped the key into her cleavage.

“Well, that took a while,” sighed Fluttershy. “You’re not a good dog. But with some discipline and some tough love, I can make you one.” She walked over to the cabinet and returned with a collar and a leash. Adam, who very much wanted to be good, knelt slightly and bent his head down, allowing Fluttershy to put the collar on his neck and attach the leash.

“I’m going to train you,” said Fluttershy. “Lots of discipline, plenty of punishment, and maybe even the occasional treat… if I ever decide that you deserve it. The first exercise will be easy… just a leisurely walk around the room.” She looked at him expectantly, and scowled when Adam, unsure of what to do, just stood there.

“What are you trying to do?” sneered Fluttershy. “Do you think dogs walk around on two legs?”

“No, mistress,” said Adam, dropping to his hands and knees, grateful that he finally knew what was expected of him.

“Well!” said Fluttershy haughtily, “You seem determined to make this much more difficult than it needs to be, but now we can get started!” She stepped forward, tugging at the leash, dragging Adam forward. He followed awkwardly on his hands and knees, gradually getting comfortable matching Fluttershy’s pace.

The room was pretty spacious for a BDSM dungeon; still a small environment to walk a “dog” in, but big enough that they could make some comfortably-sized circles around the room. She tugged at his collar a couple times, but for the most part she seemed satisfied with his performance. Being treated like a dog was arousing, but his cock couldn’t get hard - whenever it started to swell, it just strained against the metal cage

After a few circles, she led him back to the couch and took a seat. Adam almost sat beside her, but it occurred to him that “dogs” probably weren’t allowed on the furniture - so he knelt at Fluttershy’s feet.

“Do you see these shoes?” asked Fluttershy, crossing her legs and bringing the heel of one shining black boot sharply down onto the floor. Adam just nodded. “You’re going to clean them. You’re going to lick them clean, every inch of them.” She set the soles of her boots flat on the floor, so that every other surface was easily accessed. “A good dog cleans his mistress’ boots, no matter how filthy they become,” she said, “but since this is your first lesson, you get to lick these nice, clean boots.”

“Thank you, mistress,” whimpered Adam, and he went to work, dragging his tongue over the top of Fluttershy’s left boot. The surface was smooth and clean, and didn’t taste like much of anything - for which Adam was grateful. As he worked his way up the surface of the boot - which stretched up halfway to her knees - Fluttershy lifted her right foot and lowered it onto Adam’s cock. She put a lot of weight on that foot, but the cock cage kept Adam’s dick from getting crushed.

“Aren’t you glad we locked up that naughty little doggy cock?” said Fluttershy, bouncing the tip of her boot on the cock cage and wrapping her fingers around her own stiff dick. “I could tell you just couldn’t control yourself. You were about to cum, weren’t you? When I put this cage around your little cock, you were just about to shoot your sticky little load, weren’t you? I hope you’re grateful for this lesson in discipline.”

Fluttershy began to stroke her cock, moving her slender fingers up and down the thick yellow shaft. Adam, still working on her boots - and softly grunting as her other foot stimulated his caged dick - looked upward whenever he could, catching glimpses of her cock. “Ahh, this is nice,” said Fluttershy. “As a mistress, I have the self-knowledge and discipline to know when and where to pleasure myself. I can touch myself whenever I wish, and cum as much as I like. But a mere dog can’t aspire to that. I will teach you discipline, but don’t get the idea that you’ll someday be making your own decisions. You’ll serve me, dog, and you’ll cum when I say you can.”

She pressed her foot down harder, forcing Adam to kneel lower as she pinned his caged cock against the ground. “I know you love feet,” she said. “Applejack told me how you sniffed her boots. I know everything about your dirty mind, and I’ll train your mind and body until you know how to behave. If this nice little cage wasn’t on your cock, you’d be coming right now, wouldn’t you?” She moved her foot back and forth, rolling the cage from side to side. “You’d be spilling that little doggy load, just from being this close to my beautiful yellow feet. And… you’d cum even harder if I kicked off these boots and let you lick my feet, wouldn’t you?”

“I’ve seen you staring,” she said. “Not just at my tits, but at my feet… you’ve stared down at them when I was barefoot… before I even suspected that you were a naughty little pervert. Well, guess what? You won’t get to touch my feet until you prove you deserve it. If you’re a good dog, maybe you’ll earn yourself a treat… and your mistress will let you slobber all over her little yellow toes and her perfect smooth heels. But for now, this is as close as you get.”

When Adam had licked his way all over the surface of Fluttershy’s left boot, she took her right boot off his cock cage and set it on the ground. “All right,” she said, “one boot is plenty. If they really were dirty, I’d make you clean them both, of course… I really shouldn’t go easy on you, but I can’t help being nice… I hope you’re grateful for the reprieve.”

“Yes, Auntie Fluttershy,” said Adam - and Fluttershy abruptly stood from the couch, stamping one foot on the floor.

“Yes who?” she shouted, her voice echoing off the walls.

“Mistress, mistress!” said Adam, nearly in a panic. “Yes, mistress!”

“Unbelievable!” said Fluttershy, stomping off to the rack of tools by the door and quickly returning. Just when I thought I was getting a little bit of respect… present your bottom, you disobedient beast!”

“I’m sorry, mistress, I’m sorry…” groaned Adam. He got back on all fours, pointing his ass in the air, and cringed as he felt Fluttershy’s hand smack his cheeks. He took two more hits, whimpering each time, even though the spamming wasn't especially painful. Fluttershy was putting some force behind the smacks, but she wasn't an an especially strong woman. Still, the spanking was certainly enjoyable...

Then the spankings stopped coming, and Adam looked over his shoulder. Fluttershy was holding a riding crop in one hand, smacking it against the palm of the other hand.

“If there’s one thing I know about dogs like you,” she said, spreading her legs behind Adam’s butt, “It’s that you’re never sorry. Not until someone comes along and makes you sorry.” She raised the riding crop and held it aloft, holding that position for a long, tense moments. Adam trembled, awaiting the first strike, counting the empty seconds as Fluttershy held him in suspense

And then she struck him. The sound made him flinch even before he realized he’d been hit, and then the pain exploded through his body, shooting outward from his asscheeks. The pain faded into a sting that made Adam’s eyes water, lingering on his reddened skin - and then the next strike hit his other cheek, making another stinging welt on his backside.

“Now are you sorry?” demanded Fluttershy.

Adam was quaking, his eyes tearing up, his cock straining against its cage. Being punished felt incredible, but his dick couldn't grow, couldn't stiffen, couldn't even straighten itself out. His balls were pulsing painfully, begging for release as arousal built up inside Adam with nowhere to go. “Yes, m-mistress,” he stammered weakly. “I'm sorry, mistress, I'm sorry…”

“Wrong!” shouted Fluttershy, raising the riding crop and whipping it back and forth across his ass.. “You're sorry when I make you sorry! You need more punishment, you dog, you need to hurt until you're sorry enough!” The riding crop came down again and again, slapping loudly against Adam’s ass and reddening it in painful patches. Fluttershy stroked herself as she punished Adam, sliding her fingers up and down her shaft as she brought the crop down again and again.

“Roll over, dog,” she ordered, and Adamobeyed without hesitation - even though the pain was draining him. Fluttershy knelt beside Adam - who looked thoroughly pitiful, with his arms and legs in the air, his cock caged, and his ass red - and she pinched his left nipple with the fingers of his one hand.

“One day you'll thank me for not going easy on you, dog,” she said, twisting the nipple and bringing the riding crop down onto his ass. “Someday I might even call you a good dog, and you'll know all this pain was necessary. I can't allow disrespect - or resistance - or anything that that stands in the way of your training.”

She released Adam’s nipple, only to wrap her fingers around his ballsack. She closed her fingers tight, pulling and twisting as she kept up the assault on his butt. “I need you to remember this feeling,” she said. “If I don’t leave my mark on your ass, and your mind, you’re just going to make the same mistakes over and over again…”

“Ahh… ahh…” gasped Adam, his cock pulsing against the cage as Fluttershy twisted his nutsack. “Thank you, mistress, thank you, I know I’m bad, I need to be punished…”

Panting from the effort of her onslaught, Fluttershy released Adam’s nutsack and stepped back. “That’s right,” she said, tossing the riding crop aside. “You see? You’re already starting to learn! But we’ll need a little something more to make the lesson really stick…” She walked over the cabinet and returned with something in her hand. “Put your butt in the air again.”

Weakly, Adam rolled over and got on his hands and knees, pointing his ass upward. Fluttershy knelt behind him, placed a gentle hand on his butt, and worked something thick between his cheeks. Not her cock - it was something with a plastic-like texture and a rounded tip “This is an excellent disciplinary tool,” she said, rolling the object in circles around his pucker. “Even a creature like you can learn to behave when he has the proper motivation.”

She flicked a switch, and the object pressing against Adam’s asshole began to vibrate and buzz. She pressed it harder against his pucker - not trying to insert it, just to expose more of his nerves to the vibrations. While Adam groaned helplessly, Fluttershy took her cock in one hand and started stroking herself again.

“Oh yes, this’ll make you a better doggy for sure,” she hissed. She switched off the vibration and pushed harder on the device, making Adam’s butthole spread as the rounded tip worked itself deeper. “Open up for me, boy,” said Fluttershy, still stroking her long yellow cock, “open up that tight little doggy butthole…”

Adam clenched his fists and grit his teeth, enduring the penetration until the whole thing popped inside him. Well, not the whole thing; there was a flared base that stayed outside of his pucker, thankfully. “There!” said Fluttershy. You've got doggy ears and a nice doggy tail…”

Adam looked over his shoulder and saw Fluttershy holding a black tail, covered in sleek fur (presumably faux fur). When she tugged on it, Adam felt something pulling on his ass from the inside; clearly, the tail was attached to the buttplug she'd stuck in his ass.

“Now let’s make that doggy tail wag,” said Fluttershy. She fiddled with something, and the buttplug began to vibrate again - this time right against his prostate. It would have been enough to make Adam cum even if he hadn't been sexually dominated for the last few minutes… but his cock was still securely caged, unable to stiffen or cum no matter how much his body was stimulated. Pleasure was exploding in his ass, but his dick was painfully restrained, tension building with nowhere to go.

Adam’s trembling limbs almost fell out from under him. If he could cum - if his dick wasn't locked up - he could have handled it, but it was agonizing to be so relentlessly stimulated. Red-faced, he panted and whimpered, very much like a dog.

“Look at you,” said Fluttershy. “Out there, you act all tough… you've got some muscles on you, so you think that makes you strong?” Adam tried to respond, but he couldn't muster the strength to speak. “You strut around, thinking you run the world because you're young and handsome… staring at womens’ tits and lusting after their feet…”

“But I know what you're really like,” said Fluttershy, tugging at his tail. “Your mistress could always tell, even before Applejack and Rarity told her. You're a slut. You know that strong young body was made to serve. You love having a tight little butthole that’s perfect for getting fucked… and you want to belong to a powerful woman with a long, hard cock.”

Adam stammered out a few unintelligible syllables, trying to agree with Fluttershy. She was right, and he knew it, but still he didn't have the strength to speak.

“Just fucking you would be too much of a reward for a slutty puppy like you,” she said, moving the humming buttplug in circles inside his ass. “I have to humble you first… and teach you that your mistress’ pleasure always comes first. Now turn around.”

On quaking arms and trembling legs, Adam turned his body around. It took all his strength to keep himself from falling to the ground, moving one limb at a time as he unsteadily rotated himself. Finally, he faced Fluttershy, his face at the level of her stiff yellow cock.

“Show me you can worship a woman’s body,” said Fluttershy. “Pleasure your mistress’ cock and balls.”

Adam leaned his body forward, bringing his open, moaning mouth to the base of Fluttershy's cock. Her shaft slid against his face, leaving a snail trail of pre as he got closer. With the hot shaft on his face, he extended his tongue and licked her nutsack, dragging his tongue across the smooth yellow skin. He wrapped his lips around her sack, first taking one ball, then the other, into his mouth.

“You're not just a butt slut,” said Fluttershy, grinding her hips into his face, weaving her fingers into his hair. “You're something even lower, something even more humiliating. You're a sissy slut. Rarity told me all about it; she told me what she did to you, and how much you loved it.”

“You want to take cock every way you can get it,” said Fluttershy, gripping Adam’s head with both hands and pulling him closer. “Your mouth is hungry for my fat cock, and your ass needs it even worse… you want to be a weak, girly little sissy so women will want to fill you up with their cocks and shoot their hot sticky loads deep inside you…”

“What you need is someone who'll give you all the humiliation you can take,” said Fluttershy. “A mistress to grind you into the dirt and make you a lowly dog…” her body began to twitch, her tits shaking as her body prepared for climax. She'd been rock-hard since she walked in, and dominating Adam had put her arousal near the tipping point.

On top of that, Adam had become a pretty skillful dicksucker. He put to work the experience his mom had given him, taking the long shaft deep into his throat and caressing the veiny length with his tongue. His hand stroked Fluttershy's smooth yellow ballsack, gently working her balls through his fingers, massaging the taut skin. He wanted so badly to feel that cock shoot in his mouth, he almost forgot the buttplug humming in his ass and the throbbing of his restrained cock.

“You slut,” groaned Fluttershy, “you dog. How can you live with yourself… so shamelessly addicted to cock, so thirsty for cum… ungh, f-fuck, your mistress will give you what you need…”

Fluttershy came in Adam’s mouth, shooting a hot, heavy load against the back of his throat. He drank it down greedily, gulping it down noisily and milking Fluttershy's cock as her moans echoed off the walls. “Are you swallowing?” gasped Fluttershy, stepping back and withdrawing her cock from Adam’s mouth. “You have to swallow every drop and thank your mistress for her gift.”

Adam swallowed the last of Fluttershy's load, then struggled to speak. No longer focused on the task of sucking off his mistress, he began to feel the vibration in his ass and the cage around his dick. His body had adjusted just enough, though, that me managed to mumble out “Th-thank you, mistress…”

“Speak clearly when you address your mistress!” bellowed Fluttershy. “You never stop finding ways to disappoint me, do you? I'm starting to think you'll never learn… but there’s one last thing I can try.” She stepped forward and swung her hips, slapping Adam’s cheek with her half-hard, dripping cock. “If you're not completely hopeless, get your mistress’ big, beautiful cock hard again.”

Adam leaned in again, planting a kiss on the base of Fluttershy's cock and licking his way up to the tip. He licked his way back down and kissed her ballsack, stroking the shaft with one hand. “Ooh, you know how to do something right,” groaned Fluttershy. “No matter how much you try to defy your mistress, you're still a dirty, horny little pup, aren't you? You're hopelessly in love with my long hard cock and you'd do anything to get more of it…”

Soon Fluttershy was stiff again, her cock standing tall and leaking precum. She circled his body, putting her palm on his ass, and yanked out the vibrating plug. Adam cried out, groaning helplessly as the plug left his butt. “Let’s try this again,” said Fluttershy. “Beg me for release, dog, and speak clearly.”

Adam, no longer dealing with a brutal buzzing in his asshole, managed to find his voice - and despite his addled mind, he did his best to choose his words carefully. “M-mistress,” he groaned, “All I want is to be a good dog… when you decide it’s time for me to cum… I’ll be so grateful…”

Fluttershy chuckled as she slid her cock between Adam’s asscheeks. “You’re learning,” she said, pumping her hips and sliding her spit-slicked cock against his pucker. “You know that all that really matters is your mistress’ desires. But sometimes…” She positioned the head of her cock against his hole, pushing into it with firm pressure. “Sometimes a mistress wants to hear her doggy beg. I want you to tell me how badly you need to cum, you dirty little pup, and don’t hold anything back.”

Fluttershy thrust her hips, penetrating Adam’s ass. She laughed triumphantly over the sound of his cries, stuffing his ass with inch after inch as she hammered herself deeper. “I’m certainly not going to hold anything back,” she boasted. “So don’t worry too much about your mistress’ pleasure. I’m going to use your ass until I shoot another big, hot load… it’s so good to have a big long cock that can get nice and hard. Aren’t you jealous?” She thrust her hips hard, pounding another inch into Adam’s ass. “Wouldn’t it be nice to have a cock that wasn’t in a tight little cage? That awful metal cage must be putting you in such agony, all while your tight little ass is so heavenly around your mistress’ cock…” She swung her hand back - and then brought it forward to spank Adam’s thoroughly reddened bottom. “So tell me how much you need to cum, doggy.”

She started to truly fuck him now, gripping his hips and thrusting herself several inches at a time into his asshole. “Mistress,” Adam groaned, clutching at the couch in front of him, “I’ve been so close to coming… ever since you started spanking me…” She responded by slapping his ass again, making him shudder and gasp. “The cage is so tight, and my d-dick can’t get hard… I need to cum, mistress…”

“I’ll bet you do,” said Fluttershy, entering Adam with long thrusts, her balls slapping against his ass. “Rarity put a cock ring on you, but that wasn’t half as bad as this, was it? Every inch of that cock is mine to control, and I can give you as much pleasure and pain as I want… and I don’t have to give you any release until I decide to.”

Fluttershy seemed to be getting close to release herself; she was panting loudly, thrusting faster, gripping Adam’s thighs with all her strength. “Oh fuck, I need to cum so bad, I feel like I’m going to explode… please unlock the cage, mistress, please let me cum, I’m gonna die…”

“Sounds like… you’ve almost… suffered enough…” grunted Fluttershy. “Your mistress is gonna shoot her hot sticky load, and your dick can shoot its sticky doggy mess...” She thrust faster, groaning with effort, and reached into cleavage to retrieve the key to the cock cage. Her hand came out with something else too - the tan panties she’d been wearing earlier that day, before she’d slipped them off and revealed her cock.

Slowing her thrusts a bit, Fluttershy worked her hand underneath Adam’s body and groped for the little lock that held the cock cafe shut. She slid in the key, and held it there for a moment before turning it. “You're good at begging, I'll give you that,” she said, “so here's your doggy treat.”

She unlocked the cage and pulled it open, freeing Adam’s cock - and at the same time, she reached forward and shoved her panties into Adam’s open mouth, stuffing them as deep as she could get them.

Adam was surprised to suddenly have a pair of panties in his mouth - but the sensation of having his cock freed was a much bigger shock. Finally, his tormented, overstimulated dick was allowed to stiffen - just in time for Fluttershy to start ramming his ass full-force.

His cock, long denied release, got rock-hard almost instantly. The panties stuffed in his mouth were rich with erotic scents - the fragrance of Fluttershy's cunt, as well as the musk of her cock and balls - and Fluttershy’s pounding gave him far more stimulation that he needed to finally shoot the load that had been so long denied.

Moaning into the panties, Adam finally came. His twitching cock fired long, sticky ropes over the dungeon’s floor, releasing a massive backed-up load of spunk. And Fluttershy brought herself to climax in his ass, going balls-deep and filling his ass with hot cum.

Adam was delirious with pleasure, his cock shooting again and again, his body and mind thoroughly overstimulated. This orgasm was more powerful than anything he'd ever experienced before, so strong that it felt like there would be nothing left of him when it was over. Moaning, the panties falling from his mouth, Adam slumped to the floor, falling onto his own sticky load.

Fluttershy pulled out of his ass, sighing with pleasure, and dizzily plodded over the the couch. “Ahh, Adam,” she said, “that was incredible.”

Adam didn't have the strength to lift his body, but he mumbled weakly, turning his eyes up towards Fluttershy. “M… mistress…”

“Oh, no,” said Fluttershy, her voice now soft and gentle. “It's just Fluttershy now, Adam. That little scene was so much fun, but I'm back to being your Auntie Fluttershy.”

“Okay,” whispered Adam sleepily.

“Oh my, you're tuckered out, aren't you?” said Fluttershy, kneeling beside Adam’s prone body. “Let’s get you to a bed, okay? Not the one in here, I think… the one in my bedroom is much comfier.”

She lifted Adam up to his feet, supporting his body with hers and leading him out of the basement. They made their way slowly to Fluttershy's bedroom, where she lay Adam down.

“Are you all right?” asked Fluttershy, turning Adam over to inspect his reddened ass and his limp cock. “I hope I wasn't too hard on you; I know it's your first time, but I was so excited to have someone to play with.”

“It's okay,” mumbled Adam. “I'm okay, Auntie Fluttershy.”

“You're a good boy,” said Fluttershy, leaning down to kiss Adam’s cheek. “I don't mean, like, a good dog,” she clarified, “you're a good young man, Adam. Caring and giving and kind…”

She got in bed behind him, pulling the covers over the two of them and turning out the light. She wrapped her arms around him, pulling him close, squishing her tits against his back. She could tell Adam was already asleep, his breathing calm and even as he lay beside her.

“Thank you so much,” Fluttershy whispered, nuzzling the back of his neck. “It's been so long since I got to have this kind of fun… you made today really special.”