Author's Note

This chapter has pee drinking, self-hoofing, autofellatio, and cum swapping. Enjoy!

5. Macintosh, Sweet Apple Acres, Hotgust 17th 1054 GCE

Macintosh was making a vanity for Apple Bloom. His jaws ached from clutching his new hammer in them for so long, but it was coming along nicely. It was level, the drawers fit, and it even looked nice. Hoof-crafted. In a little while, he’d have the rest for the mirror built, and then he’d sand and finish it and it would look wonderful.

He loved that kid so much.

Still, he could use a break. As he set the hammer down on his tool bench and craned his neck around to grab his bottle of cider, he felt a prickle on the back of his neck as if he were being watched. He glanced towards his workshop door and saw his older sister and one of her friends… what was her name, Flitterby? Yeah. Applejack and Flitterby stood watching him, back-lit by the mid-afternoon sun.

Applejack stepped up and rubbed her face against his shoulder. “I need your help, big brother. Fluttershy here’s gotta go have a talk with the vampire fruit bats,” she said. “And I need you to go with her, to keep her safe. You okay with that?”

Macintosh looked over Applejack’s back at Fluttershy. Now that his eyes were adjusting, he saw that Fluttershy—not Flitterby, gotta remember that—had her mane and tail up in saucy little buns, wore a scrap of flannel fabric around her shoulders, tied off in a knot just above the bottom of her rib cage. It looked like one of the sketchy outfits Applejack wore when she went out line dancing.

“I said, are you okay with that?” repeated Applejack.

“It's an orchard. It ain’t dangerous,” said Macintosh. “Except for the bats,” said Macintosh. Damn. He’d never looked at Fluttershy twice, before, but in this light, her butt looked really big.

Fluttershy’s eyebrows went up. “You… You’re afraid of bats?” She pressed her hooves together in front of her chest like she thought that was the cutest thing in the world.

Macintosh looked at her sidelong. “They’re creepy,” he said, feeling patronized.

Fluttershy giggled and ducked her head meekly. “Don’t worry. I’ll keep you safe from the bats. Come on.” Her thick, soft buttocks rubbed against each other as she walked away, jiggling slightly. As she stepped into the sun, her fat ponut and puffy pussy lips gleamed beneath her tail. A tail that was, again, tied in a bun. As if to show off her nether bits.

“Macintosh,” warned Applejack, noticing where he was looking. “No funny business. I expect you to be a gentlepony.”

He rolled his eyes and clomped off after Fluttershy.

It wasn’t that he didn’t like Fluttershy. She seemed okay. She was just so prim, pure, and sweet. He didn’t think she'd be interested in what he’d like to do to that bubble butt of hers.

Those legs went on forever, too. Long and slim; such an enticing contrast to her enormous rear end. Her neck was long, too, just made for nibbling on. He imagined pushing aside her long, flowing pink mane and kissing up her neck to the cusp of her jaw. Imagined her back arching against his chest, sliding under him, offering him…

He felt tall grass tickling the shaft of his cock. Oh, fudge pies he was hard. What was he going to do? It was fine. It was fine. Everything would be okay if she didn’t look back.

“Are you, um, all right?” She glanced over her shoulder; her eyes flicked up and down his body. “Because you just started walking slower.”

Macintosh thrust out his chest and flexed his cock up against his belly. “Pretty day,” he said, trying to imply that he was merely enjoying the scenery. He liked to imply things; it saved on verbiage.

“It is,” she purred. “We could walk closer if you want. You don’t have to be a stranger.”

“Nope.”

“If you just want to enjoy the view, that’s okay, too.” And she trotted onward, steps high and light, ass bouncing.

Enjoy the view. Heh. She didn’t know what she was saying. Or did she? He couldn’t help noticing that her mare parts were glistening wet. It was probably just sweat, right? Because her ponut was wet, too. Every curve and pucker glistened with sweet moisture, almost as if it had been lubed up. Lubed up for what? For who? He was so absorbed in that question that he didn’t notice she had slowed down. His snout rammed right in between her cheeks.

His face bounced backwards like he’d done a nose dive into a trampoline. He fell on his ass and scrambled backward. “Horse apples! I’m sorry! I’m sorry!”

“It's all right,” said Fluttershy. She blushed. “I know I must look like a horrible slut with my tail all done up like this. But it’s so hot out!” She fanned herself with a hoof.

She was still facing away from him. Just looking over her shoulder, like she didn’t know, or care what that ass was doing to him. He should be a gentlepony and look away, but he couldn’t! Her cheeks were still wobbling from their impact with his face, waves wobbling back and forth through them, forming interference patterns like one of Cheerliee’s science demonstrations.

“You’re staring at my ass, aren’t you?” she purred, her voice dripping with sweet, gentle evil.

Macintosh blushed and looked away.

“You don’t have to stop looking, you know. I’d… um… I’d like you to keep looking. If you want to?”

He nodded so hard his brain rattled.

“Can… um… will you tell me what you like about my ass? I don’t always like it. I think it’s too big.”

“It’s so… round… and firm… and smooth.”

“Do you want to smell it? Ponies tell me it smells amazing.”

“Eyup.”

“Okay. Take as long as you like. But don’t touch, okay? I don’t want Applejack catching us and getting mad at me for leading her sweet innocent brother astray.”

He slid forward on his ass, pressed his nose in just under her dock, and inhaled. Powerful aromas filled his snout. He curled his upper lip over his nostrils, holding the smell in there. Flowers and flower stems, earth and herbs, and the pungency of fertile soil. The smells exploded in his brain, so wonderful he lost awareness of the world around him.

“You’re not talking. Do you like it?” she craned her neck around, trying to get a look at his face. “Do I smell okay?”

“You smell like sex heaven. Are you in heat?”

Fluttershy blinked. “Oh, gosh, no! I get super stinky when I’m in heat!” she blushed. “It’s embarrassing.”

Macintosh’s heart stopped. It was summer. Mares were going into heat all around him. Fluttershy’s season would be soon. If she smelled that strong, he’d bankrupt himself for just a noseful! His heart rate quickened.

“Can I smell you?” said Fluttershy, voice hopeful.

“Eyup!” He leaned back, presenting himself to her. His stiff cock leaned against his cider belly, straight up in the air, pulsing with his heartbeat.

Fluttershy sniffed his flare and pulled her lip up in the most adorable little flehmen. She giggled. “Oh, tasty! You smell like apples!” She sniffed slowly down his cock, and then his balls. Her wings spread slowly until they were stretched out to their full with’ almost longer than his body. “I wish you would…” She bit her lower lip. “I want to smell something else, but it’s naughty. Super-naughty. I’m afraid to even ask.”

Macintosh’s heart went pitter-pat, pitter-pat. “Anything. Anything you want.”

Fluttershy’s eyes glanced furtively from side to side. “Applejack told me we could do whatever we wanted to, as long as we didn’t touch.”

“She told you what?”

“So… um… oh, there’s something… but it’s so bad.”

He leaned forward until his nose was almost touching hers. “Please tell me.”

She looked down at the ground. “Will you pee on me?”

The world tilted around Macintosh. Everything went black for a moment, and when he came to he was on his side and Fluttershy was leaning over him, a look of horror on her face, her hooves held close to her mouth. “Oh no. I killed you. I’m so sorry!”

“Eyup.”

“Eyup I killed you?”

“Eyup I’ll pee on you.”

Fluttershy squealed and clapped. “Oh, nopony will ever do that for me!” She rolled onto her back, four legs curled in the air. “Do it right in my face. Is it okay if I drink some?”

Macintosh stood. He glanced around frantically, ears rotating, trying to make sure that nocreature was watching. The tiny Applejack in his head reminded him “No funny business. I expect you to be a gentlepony.” A flicker of guilt passed through his gut. The thought about Caramel (who would tell him to go for it, if he asked), about Cheerilee (who was so right about him), about that new waitress at the bar with the milk bottle cutie mark (who he still intended to go after when he hit the bar tonight, and who he definitely would not tell about.his activities this morning). Shame knotted his gut, blocking off his bladder.

“Is… um… everything okay? Do you not have to go? I’m sorry.”

“It’s coming. Hold on.” He took a deep breath, let it out, and looked down at the round tummy, big teats, and long legs sticking out past his forelegs. That made it easier. He felt hot urine rushing through his cock. Heard a soft thump and a feminine gasp as his flow hit her face.

“Mgh! Oh! Mngl!” His stream made a softer sound as it moved from her face into her open mouth. She made quiet, rapid, gulping noises. Pickles! Was she drinking it? He lowered his head and looked back. There she was. Delicate yellow face soaked. Mouth open and pee—his pee—going right in her mouth!’ He gasped and shuddered. His cock bobbed, spraying piss across her belly then drooping down to splatter her between the eyes. She moved her head so her open mouth was under the flow again.

“Is that it?” she said when his stream trickled to a sprinkling of drops.

“Eyup. How’d you like it?”

She arched her back against the soil, rubbing at her pussy. “I wish there was more!”

“You put enough ciders in me, and I can pee for ten minutes straight.”

She sat up. He looked into her eyes, which sparkled with joy. Her mane was plastered to her forehead. Bits of leaves and grass and apple windfalls clung to her wet round cheeks. “You... you want to…” She ran her hooves in a circle around each other.

“I wanna drink yours, yeah.”

She squeaked and clapped. He lay on his back and she wiggled back over his face and squatted. Grinning like a fool, he watched a golden arc tumble out of her soft, rounded pussy lips and splatter his chest ruff. He stuck out his tongue to catch it. The acrid golden nectar rolled into his mouth, carrying a load of pheromones close to his Jacobsen’s organ. His lust for the mare squatting over him rose from the level it had been at—comparable, perhaps, to a cozy fire—to an intensity comparable to the surface of the sun.

“Do you like how that tastes, you filthy boy?” she purred.

He gurgled a muffled ‘eyup’ around her continuing stream of piss.

She stamped from hoof to hoof above him, splattering his cheeks with the last droplets of her stream. “Oh, I wish I could fuck you! But Applejack specifically told me no touching!”

“What in tarnation are you talking about?”

“Oh, I know! Let’s watch each other masturbate. Look what I can do!”

She lay on one side and lifted one hind leg. She reached around with both forelegs, one in front, one behind. One foreleg rubbed at that wonderful little pussy, the other at her tiny ponut. They squelched against her flesh, massaging and pushing. Gradually, like the dawning of spring, her sex and her anus opened, welcoming her hooves into her body’s warm embrace. In all his years, his naughtiest thoughts, his extensive porn collection, and his not inconsiderable experience, he’d never seen anything like it. Hoof, pastern, and fetlock vanished into her body until she was sweating and moaning, twisted up like a pony sex pretzel.

“Holy mother of Harmony,” said Macintosh.

“You… you play with yourself too,” gasped Fluttershy. “Your dick is huge. Is it long enough that you can suck yourself off?”

He sure could. Macintosh blamed some of his cursed beer gut on the number of his own loads he’d swallowed. He sat on his haunches. His flare, fully spread, trickling pre from the head, bobbed at about chest height. Eyes locked on Flutterpretzel nethers, he leaned down and wrapped his lips around it. It filled his mouth, hot, nubbly-textured, tasting of his pre and his piss.

Fluttershy spoke breathlessly. “You look so… so pretty like that! Show me how deep you can go! Show me!” she gasped, eyes wide. Her lanky yet curvy little body was twisting and writhing, hooves filling her sweet round backside. Dirt, leaves and windfall apple mush were building up on her body, but she was so wrapped up in sexual delight that she didn’t care.

Macintosh couldn’t help but do what she wanted. He pushed his mouth down his shaft; his dick quickly filled his snout and pressed against the back of his throat. Wanting to impress Fluttershy, he pushed further. But the angle was bad and he gagged.

Hhurk! He pulled back, spraying spit and coughing.

“Oh my gosh are you all right?” said Fluttershy.

“Eyup.” He wiped his mouth on his pastern and dove right back down. He was more careful this time, moving slowly. The angle was really bad for deep throating, so he worked his shaft slowly, pushing it with little bobs of his head. Gradually his cock pushed into the back of his mouth and beyond, lubricated by his own slimy, salty-apple pre.

“Do it. Do it, sweetie, do it!” whimpered Fluttershy, her body shaking with passion. Whatever her hooves were doing inside her body, they were doing it well. Her cheeks were red, her forehead sweaty. Her pussy lips and ponut stretched and squashed around her dripping fetlocks. “Oh, Harmony, I believe in you.”

Macintosh rumbled around his shaft. He wrapped his forehooves around it, stroking the spit that dripped down the shaft into his skin. He slid the frogs down to his balls, carefully rubbing them in slow circles. The pleasure made him hump harder, made his hind legs kick against the soft ground.

“You like that… you like that ball action… oh… don’t you big boy?” purred Fluttershy.

Macintosh moaned. He could feel cum roiling in his balls. It was a faint flicker, but it was growing with a freight-train-like inevitability. Watching Fluttershy fist herself was astonishing — a lot of his lovers had struggled with the size of his cock, but she could hoof herself like that, she wouldn’t have any trouble taking him in. That thought made a big gob of pre shoot down his throat.

Fluttershy was shaking. Whatever her hooves were doing inside her body, it was working. She bit her lower lip, thrashing in the dirt and grass. A jerk, a spasm, and mare goo started pulsing out around the hoof stuffed up her pussy.

“Yay,” she whispered.

That was too much. The freight train hit Macintosh. His hips bucked of their own accord, jamming his cock down his throat. Pleasure blasted through his body like a bomb had gone off in his balls. He started squirting, blast after blast straight into his own tummy.

He groaned, and slid his cock gingerly out of his mouth, dripping apple-scented spunk. Most of the load was warm and heavy in his belly, but a lot of it was still in his mouth.

“Don’t swallow! Don’t swallow!” begged Fluttershy.

“Mpgh?” said Mac, his cheeks puffed out and his lips dripping cum.

She popped her hoof out of her pussy, and pulled her other hoof more slowly out of her ass, leaving both gaping. She got to all fours and wobbled over, clearly woozy from orgasm, eyes glassy, unsteady on her feet like a newborn foal. She reared up, flopped across his barrel in flagrant breach of Applejack’s alleged ‘no touching’ rule, and opened her mouth.

Macintosh had been to a naughty stage show or two. He knew what to do. He’d never met a pony who was willing to do it before, but he wasn’t going to look a gift horse in the mouth.

He was going to do something else with her mouth.

Opening his lips a hair, he let a long, thin stream of cum and spit drizzle into Fluttershy’s mouth. He half expected she’d recoil. But she just moaned a quiet little moan, and curled her tongue around, playing in the load. He let her have the whole thing in one long trickle—it overflowed her mouth, but he didn’t stop, letting it roll over her lips and down her cheeks and chin, dripping off her jaw. She swallowed his load and didn’t stop him when he went to clean up the drips on her face. He let the goo slide off his tongue and into her mouth, and she kissed him, both of them playing in the sticky, apple-salty cum.

“Yum,” said Fluttershy, after she swallowed.

Macintosh’s mouth worked soundlessly. He could not think of anything to say. Not that that was unusual. Just. Especially in this case. No words sufficed.

“We were naughty,” said Fluttershy. “This isn’t what your sister meant by ‘no touching. Did you have fun?”

Macintosh nodded violently.

“Oh good!” she hopped to her hooves. “But I actually do need to check in on the fruit bats. And… um.. we should probably stop at the pond to wash up so applejack doesn't smell us on each other."

He had so many questions. Like why? Had she always been like this? He thought he knew all the easy mares in town. How had he not heard of her? And what was this fudged-up nonsense about his sister giving Fluttershy rules for being around him?

But he didn’t have any idea how to start asking those questions, and her wasn’t sure she’d give him a clear answer if she asked. Dumbstruck by the incredible and unexpected encounter he’d just had, he followed her bouncing buttocks deeper into the orchard.