Scotchie Does Ponyville

by Captain_Hairball

Ensnared by the Dressmaker

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Scotch glided over the fields towards Ponyville, mane slicked back, reeking of cologne, and carrying his overnight things in his saddlebags. Blitz was completely crazy. There was no way Butterscotch was going to do what his friend… coltfriend… whatever… had asked. But he didn’t feel like arguing.

He fluttered to the ground in front of Carousel Boutique. Because he did have questions about being gay, and nopony was gayer than Elusive. Scotch raised his hoof to knock and hesitated. What was he hoping would happen here? Seriously? Just effeminate guy talk like usual? Or… something else?

He knocked. He waited. Nothing. Oh well. Better head back home and tell Blitz he’d failed.

“Butterscotch! Come in, come in,” said Elusive, opening the door. “I’m so sorry to keep you waiting! I was in the grip of my muse! Take off your bag! Sit down! What brings you here at this hour of the night?”

“It’s, um, complicated. It’s about Blitz. I don’t mean to bother you. I can go, if you’re busy.”

Elusive gasped. “Oh no! Did you have a fight?”

“Oh, no! I mean, yes. I mean, sort of?”

“Oh, you must come in then! Can I get you something to drink? Chardonnay? Microbrew? Glenfilly?”

“Water’s fine,” said Butterscotch, “but… if it’s okay?” He watched Elusive’s ass as they walked to the kitchen — he dressed strangely. Always immaculate, of course, but the long-sleeved shirt, the vest, and most of all the suit pants seemed like a bit much. Those pants, though. Scotch had always found Elusive… intriguing, he guessed? But recent events had made him especially sensitive to the presence of other stallions, and the way those tailored pants clung to the curves and angles of Elusive’s rump was… it was interesting. Clothing created mystery. Scotch tried to direct his thoughts elsewhere.

Elusive grinned. “Scotch for Scotch it is.” He filled a tumbler full of ice halfway with expensive whiskey and set it in front of where the yellow pony was sitting at the kitchen table. Scotch dipped his head down and sipped. The smooth, smoky-tasting drink burned his throat on the way down. He felt a little calmer. Elusive poured him some more.

“So. Tell Uncle Elusive what’s wrong,” said the white unicorn, grinning smugly. “And don’t leave out any saucy details, because I am going to gossip about this later.”

———

An hour later, they were sitting on the couch in Elusive’s studio, practically nose to nose. The level of fluid in the bottle on the floor in front of them was significantly lower than it had been when they started.

“Oh your Blitz is nothing but trouble! He does cut quite a figure, though. So dashing! So carefree! Such a bon vivant! I need to set up another spa day with him at some point.”

Scotch blushed. “I always thought he was really handsome.” He took another sip of scotch. “Is it gay to think your friends are handsome?”

Elusive laughed. “Well, that all depends on how much you think about it, doesn’t it, dearest heart? Would you care for more scotch, Scotch?”

Butterscotch giggled. That was the seventh time Elusive had made that joke tonight, and it got funnier every time. “Yes, please.”

“If you were inflamed by your friend’s elegant body, his magnificent wingspan, and his considerable endowments every time you met him, then yes, that would be considered gay. If on the other hoof, it’s more of a passing realization? Well, that’s more of a gray area, really.” He levitated the glass over to Scotch, who fumbled for it with his hooves.

“Blitz does have big… um, wings.” said Scotch, the glass tilting in his hooves and sloshing whiskey on the floor.

“Oh, I wasn’t talking about Blitz,” said Elusive. “Here, let me get that.” He guided the glass to his friend’s lips with his magic, tilting it just the faintest bit too fast for him to drink easily.

“Oh. Gosh. I’m really drunk. I’m so drunk I can’t even drink.”

“Hold still a moment, dearest. You have some on your lip.”

The glass thumped onto the floor and rolled under the couch. The two stallions’ tongues fenced, their noses bumping as they tried to find a good angle to kiss at.

“Is this what you had in mind when you came over?” said Elusive, briefly breaking the kiss. “I don’t want to take advantage of you.”

Scotch laughed. “I think that’s pretty much exactly what you’re doing. But that’s what I was expecting. Because you… you’re the gayest stallion in Ponyville.”

Elusive pulled his face away from Scotch’s and snorted. “Only because this town is full of bisexual sluts. Oh! I just thought of something you can help me with. Could you model something for me?”

Scotch froze. His eyes got wide. “No. Never, ever again.”

Elusive laughed until he rolled off the couch. “Oh, no! No, darling! Not like that,” he said, holding his belly with his hooves, “just in private. Between the two of us. I’ve been working on a secret project I’d like your input on.”

———

Butterscotch squirmed. “They’re awfully tight.”

Elusive nodded. “Well, that’s the idea, darling. I designed these “tighty whities”’ to reduce chafing when wearing pants, but I find them rather intriguing on their own.”

Scotch bit his lower lip as Elusive circled him, occasionally diving in to take a measurement. The strange, white cotton panties clung to his ass and hips like a second skin. They pushed his balls up and together, and hugged his sheath. The overall sensation was far from unpleasant, to the point where he had to think of applying mange medication to scabrous muskrats to keep from stiffening and popping right out of the elastic band around the waistline. “What’s the little Y-shaped opening in the front for?”

“Oh, I have no idea,” said Elusive. “But the muse wills as the muse wills!”

Scotch squirmed. His balls were drawn irresistibly to the opening. They wanted to be free. “It’s kind of uncomfortable.”

“Here, let me have a look.”

Scotch’s eyes bulged out as he felt Elusive rummaging around his nethers.

“Hmmm. It does seem like maybe that should be a cosmetic feature. I’ll seal it up in the next prototype. Though that being said…”

Elusive’s magic gripped his balls, gently but firmly pulling them through the small opening. On one level, it was very uncomfortable, but being so suddenly and lewdly exposed by his friend made Scotch’s cock stiffen so fast that no amount of thoughts of diseased rodents could hold it back. The chocolate-colored flare bumped the backs of his forelegs.

“Oh my,” said Elusive.

“I’m so sorry!” stammered Scotch.

“Oh, don’t be.” Elusive nuzzled his friend’s cheek, and ran his hoof through his mane. “Dearest heart, may I please suck your balls? Answer carefully, because I don’t think I’m going to be able to ask permission for anything else I want to do to you. Not that I mean to be rude; it’s just that I think my mouth is going to be too busy.”

“Y-yes! Yes! A million times yes! Please. If you don’t mind.”

“Oh, I don’t mind at all.” Elusive wiggled underneath Scotch. He felt the other stallion’s lips and tongue flutter against his balls.

“Oh! Oh, Elusive!” Scotch flexed his cock, and the elastic band of his shorts slapped it right back against his barrel. “Don’t stop. Please, please don’t stop!”

Elusive bobbed his head, rolling as much of one ball as he could in and out of his mouth. Drool ran down his cheeks, spattering onto the collar of his neat white shirt. He let it pop free, dripping spit, and switched to the other one. “Scotch, your balls are so smooth. I love it. I know I’ve been heard to say I prefer woolly balls, but there is nothing like a nice, silky-smooth sack.”

“Thank you. Thank you so, so much.” Scotch bent his head down and looked back at his friend. “Don’t you want to get undressed? You might, um, get something on your shirt.”

Elusive smirked. “‘Something’, dearest cock?” He lapped at the part of the underside of Scotch’s cock covered by the underwear, and Scotch’s legs almost gave way. Then he licked some more, and they actually gave way. Elusive yelped as ninety pounds of pegasus fell on him.

“I’m sorry! I’m so sorry!” said Scotch.

Elusive grunted, and rolled the other stallion onto his back. “For Faust’s sake, stop apologizing. That was lovely! Buck foreplay. I must have this magnificent cock in my mouth!”

Scotch lay on his back, wings spread wide, watching in astonishment as Elusive worshiped his flare. He ran his tongue all over it, coating it with spit until it gleamed, while he rubbed the frogs of his hooves against the sensitive underbelly of the shaft. He sucked the edge of the flare into his mouth, running his lips across it sensually, revelling in the smells and textures of the yellow-and-amber mottled shaft. Scotch wrapped his hooves around Elusive’s head, mussing his mane, holding him there, not wanting the pleasure to stop.

“Now let’s see,” purred Elusive. He reached down to roll the hem of the underwear off of Scotch’s cock, letting it rise up towards his face. “Do I dare? You’re so wide!”

Elusive opened his jaw as far as it would go, and managed to get the flare to the top of his throat, but no further.

“I… i… it feels so good! Don’t stop!” wailed Scotch.

But Elusive had had enough. He wriggled his face off of Scotch’s cock — it took him almost as much effort to get it out as it had to get it in. “Mmmm. You’re a monster, Scotchie dearest. I think we need lube, and it’s up in my bedroom, and I’d have to stop touching you to go get it. Such a dreadful conundrum.” Elusive rubbed his cheeks against the sides of the massive shaft.

The door rattled. Scotch froze, then darted behind the couch when he heard a key turning in the lock.

“Swishy Belle! You’re just in time!”

Scotch peered around the edge of the couch. The teenage colt was grinning, swaying from side to side, clearly drunk, his hair tousled and his makeup smeared. “Hello, big brother! Can I sleep here tonight? Pretty please?” He fluttered his luscious lashes. Elusive was effeminate, sure, but he was all stallion. Swishy? Swishy was practically a mare. There were rumors he was taking hormones, which would explain the voluptuous curves of his freshly cutie-marked flanks. Not many years ago, Scotch had seen only guilt-shaped black holes when he looked at Swishy and his friends. But since they’d gotten their cutie marks and entered adulthood, he’d been uncomfortably aware of what handsome young stallions they’d grown into.

“Well, we certainly don’t want Mother and Father seeing you like this. But! I have a guest over. Would you mind terribly helping me entertain?”

“Oh, hi, Uncle Scotch!” said Swishy, beaming.

“H-Hi, Swishy.” Scotch was shaking. This was not a direction he had expected his evening to go in.

Elusive leaned over to give the colt a lingering and very unbrotherly kiss. “Then be a peach and get me that jar of the lubricant from my bedside table. Actually make it two; we’ve got our work cut out for us tonight.”

Scotch sank behind the couch until only his eyes showed. “You… and him…” He was shocked. Horrified. And unspeakably turned on.

Elusive narrowed his eyes. “Oh, never directly. That would be wrong, wouldn’t it? Come out from behind the couch, dearest heart. You’re about to enjoy the finest young fundament in the Canter River Valley. Not that I’d know, of course.”

When Swishy returned downstairs, balancing two unlabeled mason jars on his back, Scotch and Elusive were sitting on the couch, giving each other hoofjobs like Blitz and Scotch did when they were watching porn together. The tighty whities were rolled down around the tops of Scotch’s thighs, where it seemed like Elusive wanted them to stay.

“Swishy, dear, don’t be rude. Offer to lube up our guest.”

Swishy levitated one of the jars off his back, and held it up with a grin. Scotch found that his mouth was not working properly, but he was able to nod. He laid his head over the back of the couch, hind leg kicking as the young stallion began rubbing goo into the veiny shaft of his dick.

“Wow, Uncle Scotch. You’re huge!”

“Th-thanks. It’s kind of inconveniently big, really,” said Scotch.

Elusive purred. “What does a good little slattern say, Swishy dear?”

“Oh. Right. May I give you a blowjob, Uncle Scotch?”

Scotch nodded mutely. He shouldn’t let him. Legal or not, he was too young. But he couldn’t say no. He was weak. Faust hated him.

Swishy wrapped his painted lips around Scotch’s flare. Unlike his brother, he seemed to have no trouble guiding the shaft into his tight, hot throat. Scotch groaned. Looking down, he saw Swishy’s lips strained into an O, leaving smears of bright red lipstick behind them on his cock. Sweet green eyes looked up at him. Scotch felt his balls tighten. “Oh… oh no…” His right hind hoof pounded out a rhythm on the floor.

Elusive made a cutting motion across his throat, and Swishy pulled back, several strings of drool linking his lips and the end of Scotch’s cock.

“Buh?” said Scotch. He looked at his dick. There were lipstick marks well beyond the medial ring.

“Oh, we’re not done with you yet. Swishy, present to our guest, please.” The younger stallion turned away and lifted his tail, showing his plump, curved rump. Pink skin showed through the fur on his ponut and balls. That tight little ponut winked for him. Scotch barely had the presence of mind to reapply his lubricant before he scrambled up on top of the younger stallion. Young or not, Swishy’s ass was well trained. Scotch felt his flare sliding into hot, slick stallion insides with astonishing ease. He gritted his teeth in almost unbearable pleasure. He’d always been obsessed by anal sex, but the few mares he’d known had been reluctant or unwilling to try it. Gay stallions, though? Apparently they loved it. It was like coming home.

He gripped Swishy Belle’s waist with his forelegs and began to hump. The young colt let out a sweet, effeminate moan and twisted underneath him. “Oh! Almost. Back a little! Left! Left! Oh, Faust, that’s it!” Scotch wobbled on his hind legs, trying to stay balanced while thrusting at the odd angle Swishy wanted.

“Prostate?” asked Scotch.

Swishy just yowled with pleasure. Scotch felt Elusive’s still-clothed bulk sliding across his back. Well, most of him was clothed. His slim cock was out and hungrily probing under his tail. He gritted his teeth and bore down the way Blitz had taught him. Elusive moaned decadently as he pushed inside. His thrusts were sensual and gentle. His weight, on the other hoof, was a little hard to take. Scotch suddenly felt doubtful — should they really have tried to do a daisy chain in a standing position? Scotch resolved to do the best he could under the circumstances. Swishy let out a feminine moan every time his brother’s thrust pushed Scotch’s massive cock into his ass. Scotch pushed deeper and deeper, until his balls were slapping against Swishy’s. Amazing. Swishy wasn’t any bigger than Blitz, and Blitz couldn’t take him more than halfway. But thinking about that made Scotch miss Blitz, so he tried to stop. He hugged the younger stallion’s chest and licked the back of his neck, enjoying the silky feel of his fur under his tongue almost as much as the feeling of that young ass around his dick.

“Oh, you filthy sodomite,” whispered Elusive in Scotch’s ear. “You just love it up the ass, don’t you?”

“I do,” groaned Scotch. “I love being fucked up the ass.”

“How do you like my little brother? He’s a treat, isn’t he? So tight. So soft. So willing.”

“H-how do you know?” asked Scotch.

“Oh, I hear tell,” Elusive replied evasively. They moved together as one creature, Scotch basically serving as a condom for Elusive. When Elusive moved, Scotch moved. When Scotch moved, Swishy moaned. It was heaven. Absolute bliss. Until Swishy came. The young stallion let out a cry of delight, wracked by a prostate orgasm so intense that his knees buckled. Scotch felt his support begin to give way and squawked in alarm.

“Oh! Yes! Squeal like a pig for me, you filthy little catamite!” said Elusive, completely misinterpreting the situation. He gave a powerful, passionate thrust. Scotch lost his footing, and Swishy went down. They landed on the floor in a sweaty heap of tangled pony parts.

“Ouch,” groaned Scotch. He felt like somepony had tried to yank his rectum out of his body.

“Swishy Belle Faust damn it! I think I strained my member!” said Elusive.

Swishy groaned. “You two geezers stop complaining and keep bucking! I feel another one coming!”

This position was easier on the floor. Tangled bodies bucked and writhed. Scotch bit his lip, the ache in his ass only adding to his pleasure. Scotch was pinned between soft fur and smooth fabric, cradled in Elusive’s legs, fucking and being fucked. A few minutes of twisting, sweating and moaning later Swishy came again, his abdominal muscles slamming in around Scotch’s dick. The sudden tightness was just too much, and Scotch came too. He gripped the young stallion as pleasure rocked him, pumping cum inside the colt’s willing body.

Elusive let out a shuddering, girlish moan. He began to pull out, but Scotch hadn’t felt him come.

“Did you finish?” asked Scotch, craning his neck. He was in time to see Elusive, mane mussed, clothes wrinkled and askew, stroking his cock, an expression of focused lust on his face. Before Scotch fully understood what he was seeing, cum was squirting across Scotch’s croup, leaving white streaks in the yellow fur.

“Oh gosh,” said Scotch, blushing. He stared in shock as Elusive leaned down and licked his croup clean. Swishy had wriggled off of Scotch’s impaling spear and rolled over so that he and Scotch were cheek to cheek. Swishy opened his mouth. Elusive stepped over them. He and Swishy were going to kiss again. Okay. Then Scotch realized Elusive hadn’t swallowed. His breath stopped.

Ropes of cum rolled off Elusive’s tongue and onto his younger brother’s. Swishy groaned and tilted his head, pushing the load back into Elusive’s mouth. Cum rolled down Swishy’s chin and dripped on the floor. Scotch felt an unaccustomed feeling growing in his chest — bravery. He licked Swishy’s chin. The other two stallions welcomed him into their kiss, their tongues sliding against his. Elusive’s cum had mostly dripped away or been swallowed, but he could still taste the salty muskiness in their mouths.

They kissed for a long time. Then Elusive helped them to their hooves and led them to his bedroom.

———

Butterscotch woke up alone in Elusive’s bed. Morning light fell onto the cobalt sheets and the sleeping form of Tom the cat. Scotch’s head was pounding, his eyes burned, and his mouth felt like it had been stuffed full of cotton. Also, something smelled terrible. Damnit, they’d taken baths! Where was everypony else anyway?

Swishy Belle came through the door levitating a tray in front of him. “I made you breakfast!”

That explained the smell. Scotch tried to be polite. “Oh. Um… thank you. It looks… edible?” Which was a lie.

Swishy set the tray down on the bed in front of Scotch. Tom hissed at it and retreated to another room. “Elusive says he’s sorry, he had to go out on business. Something about needing industrial quantities of elastic and white cotton.”

The eggs were green, and covered in some sort of gelatinous slime that might’ve been cheese once. There was a bowl of brown slop that smelled like burnt bread. The black coffee — which was in a glass tumbler for some reason — seemed innocuous enough. Scotch lapped at it and cringed. Cold and burnt. Ugh.

“Do you like the orange juice? I squeezed it myself!”

Butterscotch forced himself to swallow. He didn’t want to be rude. “Um… I really need to get going.”

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