SIDESTORY - Work My Butt Off! (Patreon)

Breaking into April is something new! Our bigger stories are well and good, but occasionally, some ideas need to be slapped down on the table as fast as possible. Introducing our SIDESTORY branch of fiction; smaller stories (half the size) for smaller ideas, characters, etc.

There'll be one more this month before we head back to our bigger stories (with the poll winners as our next three), but for now - enjoy our new fic!

 As always, if you like Luffy's work, you can find him HERE, and our last fic can be found HERE.  

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When it came to managing Pizza Thot, Boss was always looking for ways to save time and money - and while she wouldn’t call it her best idea, her ‘Through-Wall Service Stations’ were working out pretty well. They were like inverted gloryholes; take a thot, poke their body through a padded hole in the wall, and leave their hips and legs sticking out for the customer to use as they pleased. The pièce de résistance was a small metal box next to each hole for customers to stuff their cash in - a small price to pay for a fun time ahead.

Boss made no attempt to hide her ulterior motive. On her side of the wall, she had set up a table to fit a laptop and a stack of paperwork for her to work on. After all; with a wall between her and her customer, she could look over the bills and make the cash needed to pay for them at the same time. Where was the harm in that? She leaned on the table, casually flipping through receipts as Tips, her lackey for the evening, counted through the morning registers. 

“How’s it going over there?” Boss asked in an attempt to strike up a conversation. They had been stuck in the service stations for a good few minutes now without being disturbed.

“Funny you should ask - I think I just got my first customer!”

“...Not what I meant, but good for you.” Boss went back to work as the first customer of the night approached. Portraits above each hole indicated which ass was which - but even without them, it was easy to recognize the store’s two best employees. Tips’ pale, freckled butt was too big to be contained in her panties; the tempting cheeks and thick thighs were squished tight, pushing out wherever they could. The sound of bills and loose change falling into her box was music to the bespectacled thot’s ears, and even her customer could see her bare toes curling with excitement. Tips wiggled her hips as a gesture of approval, and her booty bounced hypnotically in front of her equally-enthused customer. Tips giggled from her side of the wall - she could feel him slide down her panties to fit his cock in the bountiful cleavage her ass provided. The man clapped her cheeks together and began to hotdog himself between those pale, premium buns.

“Wow! I mean, he’s not the biggest banana in the bunch, but he sure has passion!” Tips noted brightly. She thrust her hips back to meet his as best as she could, grinding her warm crotch against his. The customer groped her ass cheeks in return, letting his fingers sink into the doughy flesh and maneuvering her hefty hips to make himself more comfortable. He thrust his cock upward into Tips' pussy with a satisfying squelch. The freckled girl's libido had a hair trigger; after that little round of anal teasing, her snatch was already warm, wet and welcoming. Tips let out a happy purr as she started to bob her hips in time with the strangers humping.

"That’s it, little buddy! Really scratch that itch!" Tips encouraged as she felt his thrusts go harder and deeper. When she noticed his precum drooling out inside her, Tips stretched out her model-esque legs and wrapped them around her customer's waist, pulling him in and out for a few more deep thrusts to help him finish. She felt his balls tighten against her ass right before a thick squirt of cum shot inside her; the throbbing shaft emptying its thick and dripping load into Tips' clenching legs.

"I guess that special delivery came to me this time! Gyahaha!" Tips gloated. She rubbed her hips against the customer to make sure that she'd drained him of every last drop. The customer gingerly pulled back out, letting his softened cock slide along her thigh. There was another familiar clatter from her jar as the satisfied customer donated some more money. 

"Thanks for the tip!" Tips called back through the wall, hoping he could hear her through it. After all, her ass did block up the gap pretty tightly - it probably came out as muffled at best.

"How's your front-half doing?" Boss asked, scratching out a typo on one of the receipts.

"Um… my what-now?"

"Your register. The one you were working on. Are you done?"

"O-Oh! I, uh... might’ve lost count. Sorry!"

"That’s fine," Boss sighed. "Just keep focus. Not like we're in any hurr-EEE!" Boss squeaked as her purple panties were yanked down, just in time for something thick and lube-warm to be shoved up her asshole. "Why do they always go right for the ass?" she grumbled, before rapping her knuckle against the wall. "Hey! How about a little warning next time!?" Behind the wall, the man hesitated; his dick buried halfway-in between the short woman's butt.

Boss sighed again, and rolled her eyes. "I didn't say stop," she added as she went back to work. The man continued to nonchalantly hump Boss' butt, his dick starting to push deeper into the slowly loosening hole. Boss' booty wasn't as wide and soft as Tips' was, but the tan-skinned ass was decidedly firmer. Boss gave a few helpful clenches of her glutes to squeeze around the customer's cock. One could hardly tell she was being fucked from behind by looking at her face; her slight frown could have just as easily been the result of some difficult mental math. Boss, prepared as ever, timed her writing so that the customer's strong and steady thrusts didn't bump her while she was in the middle of taking notes.

"Lucky you, Tips," Boss commented as she went on with her work on both ends. "This guy doesn't know when to quit. I’m gonna see if this helps." Boss stretched her legs out, and while they weren't long nearly as long as Tips', she managed to brace her feet against her customer's knees. With a foothold in place, she flexed her hips and thighs, letting her ass cheeks clap together around the stranger's cock. The light but audible slapping of her ass as it closed around his manhood was all her unseen dick needed to cum fast and deep into her bowels. Boss cringed slightly and bit her lip. She could feel it running down her taint as the man pulled back out with a soft, wet pop.

"Oh I know that face!" Tips said cheerily. "That's your 'I just got cum in my ass' face."

"I… really shouldn’t be surprised that you know what that face looks like," Boss sighed. "By the way; make sure your customers sign their receipts when they pay. Makes the process a whole lot-- whoa!" Boss had felt the firm slap of a hand against her ass. There was no time for her wobbling cheeks to settle down before the customer in question grabbed her hips and sent his cock probing between her thighs. Boss drew in a long breath as it teased along the edges of her slit.

The look on Tips’ face made it clear that she had also found her second customer. Naturally, her expression held a lot more excitement than Boss’. Tips bit her lip conservatively, but it wasn’t enough to contain her telltale grin. At that point, hiding her glee was a moot endeavor - she was treated to the sound of money being stuffed in her box and a dick being pushed into her pussy. Her boobs slid along the table from the initial thrust, and on the other side of the wall, her ass bounced along with it. She leaned forward, tilting her hips a little higher to give the customer easier access to her wet and waiting pussy. 

Next to her, Boss' customer finally found his way inside her pussy. While his spank promised aggression, his cock gave a different show; pumping away at her with longer, slower thrusts than the last guy. It almost felt apologetic as his deeper strokes found their steady pace. Boss kept typing away at her records, but she would pause for the occasional gasp so that her hand wouldn't slip. Her customer couldn't see her faltering expression; but it wasn't long before he noticed Boss getting wetter, and her toes starting to curl. She was used to men wanting to take her from behind (once they paid, of course), learning to make the most of it back when she was the one working the tables. Business came first as far as Boss was concerned… but there wasn't anything wrong with sneaking some pleasure in here and there - especially when it came to handling two jobs at once. The customer, to her joy, fit just right; big enough to fill her up and push against her clit, but not so big he was stretching her out. She caught one of her hands against the edge of her desk and started using it to push back, bouncing her hips appreciatively against her customer. She felt his balls rubbing against her thighs as she took him to the hilt, groaning softly as her eyes started to glaze over.

Boss gave a short and high-pitched grunt as she felt his hot spunk shoot inside her. Boss shuddered as she had a quick orgasm of her own. Not enough to knock the wind out of her - but it had definitely sent a strong, distracting tingle up her spine. The familiar clatter of her box being filled (so to speak) acted as a sound off to the customer's appreciation as he slid back out of her.

Tips was having her own fun over at her workstation. She licked drool from her lips with a sweep of her long tongue, as her curly hair bobbed around her head. "Oh-Oh! I got a live one here, Boss! This guy’s huge - and he’s looking to give it rough! It's just a shame he can't pull my hair when we're sitting like this, huh?"

The customer had wrapped his hands around her thighs, pumping her up and down with each weighty thrust of his cock. She gladly went along for the ride, letting her lower body go limp so that her full bodyweight came dropping down on his shaft. She rode him vigorously enough that she'd worried he'd fallen out by the end of it - but he had only changed targets. Tips felt several long spurts of cum squirt on top of her ass cheeks, marking her pale booty with the even whiter jizz. The thick substance was already running slowly along the curve of her booty. It went even faster when Tips kicked her feet gleefully in front of him.

"Wowzers, that was fun! Totally worth losing count again!"

Boss rolled her eyes at Tips' lack of progress, as another customer promptly replaced her last one. She winced as she felt the hefty piece of meat rest itself between her cheeks. She couldn't recognize its owner, but she could easily tell it was the sort that could leave her limping out of the restaurant by the time her shift was over. 

It was a small mercy when Boss felt the fat shaft push into her pussy instead of her asshole. She shivered as he forced his way into her, the man's strong hands bracing against her cheeks as he pushed himself in as far as he could go. He hadn’t hilted her - but only by virtue of the fact that he couldn't fit himself completely in inside Boss' overworked pussy. The thrust came with the squelch of the last customer's cum being pushed deeper inside her. One more thing to make Boss grimace from the treatment of her overloaded snatch.

"Jeez! Easy back there," she hissed through her teeth; more to herself than an actual warning. She had hoped the bigger customers would have gone for a taller and thicker girl like Tips, but the fact that she had gone back to counting her money suggested she didn't even have a customer in her. It was either that, or they were small or gentle enough that Tips didn't even notice.

"Huh. Is Pineapple out dancing or something?" Tips asked out loud. "I'm starting to get bored over here."

"It's been -oof- one minute, Tips. O-Oh shit, mmf-- they might be hitting the ATM," Boss winced, beating a fist on the table as one of the most hung customers she'd ever dealt with clapped her cheeks so hard that it felt like her hips were being flattened against the wall. She could definitely handle it, but she sure wasn't mentally there enough to do any math. It only got worse when she began to feel his warm precum sliding down and out of her pussy.

“Guess I’d better go into advertising, then!” 

Boss could only see Tips’ upper half wiggling - which wasn’t anything to sneeze at, given her busty build - but on the other end, her naked ass was shaking and jiggling to attract more customers, occasionally tossing off globs of cum. 

“You’re going to break the wall down if you keep throwing your ass around like that,” Boss warned through her clenched jaw.

“You think? Oh! Nevermind, I think I got one!” The money had barely entered Tips’ jar before Tips took the initiative - bending her knees and raising her feet to cup the surprised newcomer’s cock and balls. When he seemed stunned enough by that, Tips kept up her flirty footwork by curling her toes, gently bouncing his heavy sack and wrapping her two bigger toes around his shaft. She started to slide them up and down, tapping her foot on the tip of his dick to lube up her digits and put them back to work. She slid both of her feet up to stroke them firmly up along either side of his dick, and paused to let her customer hump against them. With a proud little grin, she gave him one last squeeze - enough to make him squirt over her asshole and pussy in one warm and sloppy cumshot.

“Ooh! That one was easy! A little game of footsie and bam! How about you, Boss?” Tips chimed in curiously. Boss was getting red in the face as her oversized guest gave no indication of stopping, pushing his massive cock as deep as he could manage before pulling back out and shoving it wetly back in. Despite the obvious difference in their size, he kept up the pace to ensure that he was thrusting a little deeper each time.

“L-Let’s say -ngh!- I... lost count too,” Boss stammered. Her eyes rolled back and she barely had the wits to tilt her head to avoid drooling on a stack of receipts. The cock felt like it could have held her up in the air if she weren’t already leaning on the desk and temporary wall. As the pleasure outweighed the discomfort, her breathing picking up the pace as she started to hump back. She couldn’t budge much further for how deep he was, but the little extra movement was enough to set her off. Her face scrunched up, and without anything else to say, Boss gave a loud, husky gasp as she came all over her customer’s massive cock. She slumped against her desk, letting her hips go loose as the customer blasted a fresh dose of cum inside her. She let out a long groan as the man pulled slowly back out of her overstuffed pussy, letting the jizz drool out on the floor now that the intense pressure was gone.

“GYAHAHA! That tickles!” Tips kicked her feet as she felt someone bury their face into her ass, licking away at her gooey snatch. “I didn’t think we were serving dessert this early, but hey - you do you, buddy! I know I’ve gotten off to crazier!” 

Boss had just gotten used to her sloppy afterglow when she was given another surprise. Someone had whipped out their dick and slapped her across the ass with it. “Ow! Watch it with that thing! Literally my money-maker you’re messing with!” Boss snapped. He ignored her grumpy response (assuming that he heard her) and pushed his member deep into her ass. Boss let out a short gasp as he started pumping her with some rough assplay, but after the monster of a cock she had just taken it was more annoying than anything else. He didn’t last for long, and after a quick thrust, all that was left was a messy cock and an unsatisfied partner. “Jeez. The hell was that guy’s deal?” Boss was about to write him off as a two-pump chump before she caught on; there wasn’t so much as a rattle out of her tipping box.

“Hey! No dining and dashing, dickweed!” Boss didn't have Tips’ lengthy legs to latch onto him - but she didn't need to. Thrusting her hips backwards, Boss clenched her experienced thighs and ass cheeks together. She heard a few faint grunts on the other end as he tried to pull back out, but he stayed stuck between her powerful little legs with his softening cock trapped inside her ass.

"Did you get a cum n’ run!?" Tips cackled on her end.

"Or a fuck n’ duck," Boss joined in briefly. The orgasm had left her in a slightly better mood than usual. There was a meek knock on the other side of the wall. "Yeah, I know you're done," Boss responded, leaning her chin into her palm. "You'll get your dick back when I hear you pay up." She could have texted Chad or Pineapple to butt in, but Boss was no slouch when it came to unruly customers. She held him in her booty trap until the customer caved - and she heard the crumpling of some bills behind her.

“Damn right,” Boss scoffed and went back to writing. “This is some premium booty you’re getting, smartass. That shit ain’t free…”

Tips bit her lip and broke into a shark-like smile as her whole body jiggled and shivered. Her customer suddenly had a faceful of freckled ass - with a squirt of Tips’ cum to top it all off (along with whoever else had jizzed inside of her). “Phew! What a nice person to clean up for me. I swear; we have some of the best customers around here.”

“Yeah, well. They’re alright,” Boss said with a shrug. A knock came at the door - their side of the wall - just before Pineapple poked his head in.

“Hey, uh… Boss?”

“Hey. What’s up?”

“Just checking in! And I was sorta wondering…”

“You want a turn?”

“If that’s okay!”

“Alright. Hop in.” Boss reached behind her and undid a small latch, wiggling her hips to slip out to the private side of the wall. “I’ll swap my photo for yours on the way out. Oh - by the way;

Tips, did you end up finishing--” The freckled amazon’s eyes were wide as she seemed to tune Boss out, her body gyrating to the rhythm of whatever unseen customer was riding her now. “...Nevermind. I’ve got it.” She picked up Tips’ register tray along with the rest of her work before heading back to her office - but not before passing by the other side to pick up her money jar. 

“One more thing to keep tabs on,” she mused to herself.