Back Alley Drag

by DrySpell

With an Ass to Die For

Load Full Story

Canterlot High nearing summer was a kind of limbo for many people. On one hand, the summer break was coming up, and unless you were a senior, you were basically home-free to do whatever you wanted for a whole month. On the other, equally as important hand, the days were turned from nice and breezy to sweltering hellhole weather. It was even worse since the only places with working, reliable AC were the classrooms, which had, y’know, class. An instant turnoff for a student.

Unfortunately, Snips and Snails got both ends of the stick each. One, they were Seniors, ready to move on with their life, and two, they were technically on their club hour. Forget the fact that they were the Snips and Snails, losers extraordinaire, anyone who owned the “Tabletop Club” wasn’t going to get AC. That was for important clubs like the Mathletes. They counted their blessings, though. At least the group was only those two, so they could be miserable alone.

But Snips was tired of being miserable. In the small, stuffy room, he slammed his fist on the table, starling Snails, who was somehow lulling himself to sleep.

“I’ve got it!” shouted Snails. It took him a moment, but Snails calmly furrowed his brow and frowned at Snips.

“Whatever it is, I don’t care.” Snails reclined in his chair, sprawling his thin and skinny figure all over his chair. He was wearing a t-shirt, and a pair of shorts. He put on sneakers, but he was regretting not just wearing sandals. “Can’t we just live the rest of our high school lives under the radar? I’m tired of having to play clean up after your crazy plans.”

“No, no, no,” he said, shaking the table. “I just thought of a way to get into Diamond Tiara’s end of the year party.”

“What? No, I don’t—”

“Dude, come on! Don’t tell me you’re not at least a little interested!”

“Diamond’s been throwing parties every year since she was a freshman,” explained Snails, although Snips needed no explanation. “And how many have we been invited to? How many have we ever been told about? Face it, we’re the anti-party.”

“But this time, I have a plan. A good one.” Snails rolled his eyes, but he knew Snips wouldn’t shut up about it until he got it off his chest. “Okay, so if they won’t let us in the party, we’ve just gotta bring something that no one else has.”

“A 20-sided die?” joked Snails.

“No, stupid,” he said, waving his hand. “Alcohol! If we bring some to the door, they’ll have to let us in.”

“Your plan is to get alcohol and get them to let us in?” asked Snails. “She’s rich. She probably has her own wine flowing from her water fountains.”

“Her dad got super pissy when she stole some of his alcohol to go on the schoolwide field trip last year,” he reported. “She’s not allowed to touch another pint unless she’s with her mom or dad.” Snails raised an eyebrow.

“Why do you know that?” he asked, then shook his head. “Nevermind. If the rich kid can’t even get alcohol, how are we gonna get it?” Snips snickered. Then dug into his pocket for his ID.

“We just need someone to act like an adult and get it for us.”

“Look, I’m not doing the trench coat thing again—”

“No, dingus! I mean you should dress up like your parents.” Snails opened his mouth to counter, then thought about it. “Good, right?”

“I guess it’s not that dumb…” He sat back in his chair. “But my dad is super tall, and his hair is all different. And your dad’s out on a business trip, isn’t he?” Snails smirked.

“You may not look like your dad too much…” Snips pointed to Snails’ hair. “Your hair is basically the same as your moms. Your height, too. It’s perfect!” Snails stared at Snips like he just set himself on fire, and Snails wasn’t too sure if that was wrong.

“Dude, what? No!” He scowled. “I’m not gonna dress up as my mom just so you can get your groove on.”

“Are you serious? You’re gonna let something small like a little game of dress up stop you from going to the biggest party of the year?”

“Hm, now that you mention it, yes!” Snails groaned and threw his head down on the table. “Why don’t you do it, if you’re so eager?”

“My buck teeth,” he explained. They’re gonna know it’s not me. Besides, my mom has always been lean. I got my weight from my dad’s side.”

“Do you even know what you’re asking, here?” Snails asked. “If I get busted, not only am I gonna get in trouble with the police, I’m gonna be known as the guy who crossdressed for the rest of my life!”

“School is over in a few days, big deal.”

“It’s really easy to be calm when you don’t have to wear a dress.” Snails jabbed a finger at Snips. “I don’t even—”

“What do you think Sweetie Belle will do when she’s drunk?” Snails’ tirade stopped, and he thought for a moment. He wanted to shake the thought off, but it kept popping up. “Would you risk getting busted to bust a nut?”

“First off, never say that again,” said Snails, covering his face. “Second off… fuck it! I guess if I’m throwing caution to the wind, it might as well be with Sweetie on the line!”

“Yes! Dude, you are the best!” He grabbed Snails’ hand and shook it. “You’re gonna have to sneak into your mom’s room when she’s not there, and you gotta make sure you get her ID!”

“While I’m doing that, what are you doing?” He asked. “Twiddling your thumbs?”

“Well, I’ll tell you what you need to buy, and from where.” Snails watched his friend bounce around the hot room, then sighed. It sounded great on paper, but… no, it sounded terrible on paper, but he’d talked himself into this corner.

One way or another, he’d have to pay for this.

“You owe me so much for this.”


No matter how many times Snips ran the plan through his head, he still couldn’t believe that he actually convinced himself that this could be a good idea.

He stood in front of a pane of glass, barely reflecting his appearance back at him. The makeshift mirror showed him someone different entirely. His normally spindly and weak body looked admittedly decent in a blouse and skirt. Although the panties were a bit much, the pink frills barely covered by the hem of the skirt. He blushed, trying to get the skirt to come down correctly. All the while, his eyes twitched back and forth, checking to see if his little breakdown was being noticed by anyone.

“I should’ve gone in earlier…” The morning had been hectic for him. His mother had only been gone for a short while, so he couldn’t be picky, but he wished now that he had picked a longer skirt… or, at least, something other than her high heels. He shook his head, slapping himself lightly. “Okay. Here goes nothing.”

He stumbled as naturally as he could to the door, before pushing it open. The little bell rang out, and the cool air conditioning from inside washed over his body. It was calming, but he stayed focused on the plan.

He walked to an aisle with only a few people browsing and scanned the shelves. Snips knowing that Diamond’s favorite wine is was weird, but if it made this whole thing go faster, he wouldn’t complain.

His eyes landed on a bottle of red wine. It was pretty expensive, which he took as a good sign that it was the right one. It was a good thing he didn’t really spend his allowance on much. He slipped it off the shelf, admiring his achievement, and turned around, bumping directly into someone.

“U-Um, sorry…” He said, using the light, bubbly voice he’d prepared. He spent all last night perfecting it, and he had to use it at the counter, so this was good practice. The man he’d bumped into was a few feet taller than him, and eyed him as he back away. He could feel him boring holes in his back, so he shuffled over to the counter as quickly as he could. His feet ached, but he really wanted to get on with this.

When he made it to the counter, the cashier looked up from her phone. The woman glanced at Snails, raising an eyebrow.

“May I help you?” Snails shuffled a bit before handing the wine over. She took it from him but kept her eyes on him. “Can I see an ID, ma’am?”

“Sure…” He showed her the small card he’d taken from his mother’s wallet. She squinted at it, looking in between it and him. He’d never done this before, so he was unsure if it was supposed to take this long. His hairs stood on their ends, and sweat began rolling down his face despite the cool air.

The cashier only looked for a few seconds before she back off and rang up the wine. Snails was stuck in the moment for a bit before he scrambled and put the ID back away. He’d done it! He’d gotten the wine! Maybe Snips deserved a bit of props after all. As he paid for the wine and got the bag, he turned and rushed out of the store as fast as his awkwardly skinny legs would carry him. For the first time all summer, the outside heat was a nice refresher. Now, all he had to do was get home.

Of course, he couldn’t walk straight home. He hadn’t brought a change of clothes, so he had to reach there as he was. He did plan out this route, though. With alleys and back streets, he could reach the back of his house and sneak in, switch out of the clothes, hide the alcohol, and bide his time.

But it was never that easy, and he should have known. The alleyways snaked every which way, frequently making anyone who wanted to go through them turn corners. He’d been through a few of them without incident, so when he bumped into someone who sent him falling backward, he was mildly disoriented.

It took him a few seconds to realize he had fallen, and a few more to realize what had happened. When he glanced up, he looked right back at the person he’d bumped into at the liquor store. He opened his mouth to speak, then remembered that he was still dressed up, and gulped down the words instead.

“Hey beautiful.” Snails tried to get up, but a heavy hand caught his shoulder as he rose, pushing him back against the walls of the alley. Snails could feel his heart drop into his gut. “You wanna spend some time with me? I got a couple of guys who are waiting to meet you.” From the ends of the alleyway, footsteps echoed out, revealing two other guys, each just as big as the first. Snails looked at each of them, completely shell-shocked. He couldn’t speak.

“Not the talkative type, huh?” asked one of the guys from the side. He was dressed in jeans, but he wore a tank top instead of a proper shirt. “It’s cool. You won’t be doing much talking soon, anyway.” Snails felt a crazy chill run down his spine.

“W-Wait!” He wasn’t trying to, but his voice was squeaky and high. He reached for his wallet. “Look, I’ve got a little bit of cash left, s-so you don’t have to hurt me.”

“Hurt you? No, we’re not gonna hurt you.” The man motioned with his other hand, which Snails shied away from. He was okay with pain, having taken beatings all his life, but he didn’t know how he’d prepare for the sound of pants unzipping. If his heart was in his gut, he was sure it was about to drop into his foot, next.

Snails had watched his fair share of porn, but he’d never seen a dick that massive. It flopped out, hanging limply from the hole in the guy’s jeans. Its girth was massive, too. Snails felt bad for any girl he wanted to put that in.

Wait…

“We just want to have a little fun, alright?” He slowly pushed it against Snail’s face, the warmth of it burning his cheek in the heat. Not only was it large, it had a funk that traveled with it, filling the air around him, and swarming his mind.

“Wait… I’m not a—” He could even finish the sentence. His lips met the shaft of the cock as the guy pushed against him. With the heat, he could barely muster the strength to squirm, and the heels were almost impossible to stand up in. He closed his mouth and moved his head away from it.

“C’mon, babe. It’s not that bad.” He grabbed it in his hands, holding the tip of it up to Snails’ mouth. The bit of precum dripping from it stuck and strung from his lips as he toyed with them. No matter what, though, Snails wouldn’t open his mouth. Despite this, the assailant only smiled. “It’s cool. Every girl needs a little motivation.”

He moved his arm from his shoulder and pinched the bridge of Snails’ nose. Snails recoiled and tried to pull away, but no matter how much he did, he couldn’t escape opening his mouth. And that was the perfect time to get his mouth stuffed. It was all in one short, squelching thrust, and a thick salty taste overwhelmed even the smell.

“Holy shit, that’s tight!” He chuckled a bit, and motioned to the other two on the side, began to remove their pants as well. Tears started piling up and falling down his cheek, and he began whimpering with what little strength wasn’t robbed from him. “What, this your first time?” He slowly pulled out, the noise of a suction cup ringing out along the alley. When he finally got all the way out, snails convulsed and bent over, coughing and hacking as he could finally breathe.

But he didn’t give him too much leeway. The man jabbed a thumb into Snails’ mouth and pulled it open, then pushed it in halfway. His tongue hung out of his mouth slightly, licking the shaft as he ran it through his mouth. The two guys from before pushed their cocks towards his mouth, and his eyes flicked between them.

“Don’t leave ‘em hanging, girl. You’ve got hands.” Snails was weak, shaking and confused, but as they shoved their meat into his face, he brought his hands up. He could barely fit his hands around them. “Good girl.”

“Mmf…” His body started twitching, convulsing. Everything was being meshed together with a blend of salt, tears, and a horrid stench. Deep inside, in some insane part of him, there was a little spark of something. Maybe it was his years of bullying, or maybe it was just a weird curiosity, but that spark was arousing him.

“Oh, fuck, this is great. I’m close.” Snails looked up to the one fucking him, a worrisome look on his face as he listened. “You should be happy. You’re gonna see how a man tastes!” He didn’t even have time to be worried. The cocks in his hands began twitching, not to mention the one in his throat going wild. He rubbed and suckled them, really trying to get them to cum.

J-Just get it over with…” True to his wish, his throat was already filled to the brim with a dick that he didn’t expect the globs of cum to fall right into his stomach. He couldn’t taste it at first, but after he pulled his cock back, something insanely salty and sticky touched his tongue, sending shivers down his spine. “Ugh… this tastes awful.

But they others were also at their limit. He had barely done anything, but in seconds, his entire face had their sticky cum over it. He closed his eyes, making sure he didn’t get any in his eyes. Still, some slowly crept down his face, the heat prickling his skin. He tried to breath through his mouth, but all over his mouth was sticky. He swallowed his pride and all of the cum down.

The three men were silent for a moment, but one of the guys pulled him to the side. His legs were weak from bending for so long, but against the guy’s chest, he kept himself stable. When he looked up, the tip of another dick was already pushing against his lips. He whimpered a bit, but this time, opened his lips voluntarily and wrapped them around the head.

“Well, now. You’re well behaved.” He circled the shaft with his tongue, wrapping it around as quickly as he could. One of the others put a hand on his back, pulling it up halfway and revealing his skirt. When the air touched his back, he realized that they didn’t know about his erection beneath his meager clothes. He crossed his knees inward, but that didn’t stop them from pulling it down to his ankles. He wanted to pull back and say something, but a hand came up and pushed him deeper onto his cock.

“Hey, look.” A finger hooked the hem of the panties and pulled them down, revealing him to them. Snails could feel the small string of precum break as they revealed his staunch erection. He was nowhere close to their size, and color flushed in his cheeks. After all that had happened, he was only just now embarrassed. A hand came and plucked it, and he jumped in surprise. “This bitch got a dick!”

“He got an ass on him, though…” Snails hummed nervously as one of them grabbed a handful of his ass. His erection jumped up as little prickles on his skin ran up and down. One of them laughed. “Look at it winking! He loves it!”

“I don’t really care,” said the one with his dick in Snails’ mouth. He put a hand on his neck and forced him to look up. “This little fuck boy is pretty cute, though. You probably like this, don’t you?”

“Of course, look at his cock. And this ass is just begging to be filled” Despite his wishes, his cock bounced in the air, fully erect. No matter how much he tried to deny it, it still hung proudly. “What say I do you the favor, huh?”

“Mmm!” He muffled a shriek on the cock being thrust in his mouth. Every few seconds, the balls would slap against his chin or neck, and the pubic hairs would come and tickle his nose. But even with that distraction, he couldn’t help but notice the thumb prodding his asshole. With each press, he fidgeted and twitched excitedly. His mind kept slipping away from him, from reason and logic to the pure desire burning up within him. Sweat started rolling down his body, the anticipating building to a fever pitch until the thumb punctured his ass. “Mmf! Mm... “

It was bigger than he expected, and eve though it was a thumb, he pushed it in deep enough for it to hurt. He mumbled and groaned as the guy in front increased his speed, slamming into his throat relentlessly. His cock twitched and spasmed as his as flared up in a weird mix of pain and pleasure. He felt the effects in his cock first though, slowly, slowly building up, he could feel cum bubbling to the surface. He’d never cum from someone else before, so when the burning in his cock squirted out onto the ground, splashing the ground with cum, his heart couldn’t help but beat hard against his chest.

The man in his mouth pulled out and shot his hot cum onto his back in thick balls. The semen seeped into the cloth, dampening the blouse along with hitting his bare back with small balls of heat. His mouth was right next to the man’s balls, so he breathed directly onto them. The cock, with small strings of cum still coming from it, rested on his head.

He was even weaker, and his mind was a mess. This was no longer about getting away as quickly as possible, or something as simple as curiosity. He didn’t even know what it was. But he knew that his body did.

His butt was still getting fingered, but he was standing tall, now, massaging and lining his cock up with Snails’ tiny hole. There was no way it was going to fit cleanly like he’d seen in all that porn, but even that thought made his heart flutter. He gently pushed off of the guy he’d pinned to the wall and pushed back onto the tip. Just the precum sent a shiver down his spine.

“Now you’re getting it...’ he said, prodding his ass. Snails purred softly as waves of heat passed through his body. He put a hand on his erection, already back from a few seconds ago, and one on his ass. “You really want your ass stuffed, huh, femboy?”

“P-Please…” He pushed harder, backing up enough to puncture himself with the tip, but nothing more. “God, I can’t wait. Put it in!” The guy laughed.

“Wow, I really picked up a slut.” He slapped Snails’ ass, making it giggle and shocking him. The pain only served to push his desire for pleasure more. “You’re my little slut now, right? You’ll cum when I want you to, right?”

“Yes, a-anytime.” He could feel the precum dribbling down and into his ass. His entire body was burning, covered in sticky, rotten cum, and he was tired, but he didn’t care. “I need this dick more than anything, so please!” He got another slap on the same cheek, causing him to shriek out.

“I’ll fuck you on my own, bitch boy.” He picked him up easily, hoisting one leg up while keeping the other on the ground. The hand Snails had on his cock was swatted away. “You cum before me, and it’s back in your mouth, okay?”

“Y-Yes, daddy,” he whimpered. He wrapped his arms around the guy’s neck for stability, but it didn’t help ease any of the pain as he rammed the shaft halfway in. His high heel, which managed to stay on throughout all this, fell off as he curled up his toes to try and soothe the pain. His yells were muffled to small whimpers and whines as he pushed further in. Once the base slapped against his butt.

“Oh shit, boys,” he said, huffing himself. “This ass if fucking tight! This is a real ride.”

He pulled out a little then shoved it back in, using what little force that had to rip a moan out of Snails. His ass felt like it was being ripped apart by fist, but he’d never felt something this good. His stomach quivered as the tip just barely tickled it. He tightened his grip on the guy’s neck, needing him more and more as the cock filled him with pleasure over and over, overwhelming the pain.

He began breathing harder, trying desperately not to cum. Even now, if he so much as thought of touching it, he might blow. Unluckily, one of the other two noticed, and pressed his dick against his. The shafts rubbed together, and Snails moaned as he tried to keep his pressure from building.

“Look at this faggot! Already ready to burst!” His other leg got picked up like the last one, and the one in front of him pulled him down from his perch and down to his cock. “I never got my blowjob, bitch. Time to pay your dues!”

That was the turning point. When he was lifted off the ground, solely by the two cocks pounding him from either side, his eyes rolled into his head, and cum shot from his cock like a rocket. Nevermind his first orgasm, this one was the absolute best one. Neither dick seemed to mind, though, as they kept pounding his ass and mouth like there was no tomorrow. Hands grasped around his torso, making it easier to pull out fully and pump him. Fat balls thick with the stench of sex and full of cum slammed against his own balls and his neck. Nothing brought him more joy.

“This is fucking awesome!” Said the one in his mouth. Whatever pride Snails had left was bolstered. These three had treated him better than any girl every even tried to. “I can’t believe I’m already this close!”

Yes! Cum in me!” Cum painted his throat, once again leaving a sticky substance all over his mouth. He didn’t even have to waste, as a hot load exploded inside his ass, pushing him further into the dick in his mouth. The warmth heated him up from the inside, and the glugging sound as his balls emptied inside of him sparked a sense of realization inside of him.

The guys pulled out, leaving his mouth and ass raw. He fell to the ground, twitching and shaking from all the cum in him. The guys backed away for a brief moment to behold their handiwork. The cum from his ass started coming out, dribbling down his erection. He looked to his side, where the bag with the bottle of wine lay, now covered in lavers of cum. When he glanced at it, he didn’t even think about it.

He could only think about his next fucking.

“That a good sight,” said one of the guys. No matter how many times they went, their dicks stood erect. Snails met eyes with the one who spoke. “But I think we can make it better.”

“Yeah. I never got a turn with that ass.” Snails shuffled a bit, placing his back against the wall. All thoughts to run, gone. All forms of resistance vanished. He leaned back and spread his cream filled asshole for all four to see, and smirked.

“This ass is all yours.” The three smiled along with him.

God,” he thought as the approached. “I really am a cumslut…


The night had fallen, and Snips hadn’t even heard of Snails.

The plan was simple, get in, buy booze, get out. Of course, the idiot would find some way to mess it up. Now Snips had to go find him himself.

The number you have dialed cannot be—” He hung up and stuffed his phone back in his pocket. Although he knew the guy was completely boneheaded, he was kinda scared. If he went to his house, his mom might know was going on, and if he got picked up the cops, they’d take his phone, right?

He walked over to the store, not really knowing what to expect. Still, he had to check. A quick look through the window and he knew that he wasn't in there. The sun was setting anyway, so there was no way he would still be in there from the morning.

“He probably just went home…” said Snips, turning away. He walked about ten feet before he turned back and searched again. “Maybe I should pay him a visit. His house was… through here, right?” He followed the alleyway behind the store, slowly making his way down the dark and quiet space until he heard some shuffling up ahead. He walked out and almost bumped into someone.

Then, the someone became three people. They all shared an awkward, tired look, and walked past him like nothing happened. He took a deep breath, lucky that those guys didn’t want to steal his money, or anything.

He turned the corner and immediately realized something was wrong. First off, there was a groan coming from deeper within, and a silhouette of something in the darkness. He would’ve turned around and run as fast as he could if he didn’t notice a red high heel shoe not too far from the thing. He approached slowly, the picture slowly becoming clear until his heart dropped into his gut.

“S-Snails!?” He ran up to his friend. “B-Buddy! What happened? Did you hurt yourself?” Snails didn’t answer, and Snips didn’t want an answer to any of his previous questions.

All over him was sticky, creamy cum. It was over his ripped blouse, over his face, over his legs and especially bubbling from his crotch. His dick stood half-limp in the wind, and he was shaking slightly. Snips didn’t know what to do and frozen in place, he saw Snails look up at him.

And around his neck was a collar, a swirling blue, and purple color, with a small name attached to it. "Glitter Shell".

“What is this?” He backed away, scared at what he saw. “Are… Are you okay?”

“Dude…” he chuckled, smiled at Snips, and with complete calm, answered him. “I don’t think I’ve ever been better.”


Author's Note

After-Sex Smoke

Click here for more info!