Patron Reward: Sheila the Gold Digger (Patreon)

A returning patron with a new OC! This time it's a spoiled gyaru girl who ends up getting in over her head and having to work off a debt she wracked up... but then again, there's faster ways to make money, right? 

Last reward and probably fic of the month, but already at work on more comms and voted stories for next month. Holidays won't slow me down, and in fact probably just give me more free time.

Sheila was a spoiled rich girl. She knew it and she didn’t care. She didn’t have to when her parents were wealthy enough that she didn’t have to bother with college when she could freeload and go around having the time of her life. She was too pretty for people to get angry with for long, so some sweet talk, flashed cash, or batted eyes got her out of trouble.

She had taken to clubbing recently, staying out to all hours of the night drinking and partying. She went from place to place, flirting her way through lines and the VIP treatment. She’d run up a tab before paying it off on her parents’ credit cards, getting a ride home and sleeping it off for another run in a few days.

On one particular night, Sheila had gone to Spotlights. It was a flashy club with a mix of bright lights and artistic shadows that she had really grown to love. She sat at a corner table, drinking her cocktails to refresh herself after dancing and grinding all over the dance floor. She was tan and blonde, always fond of the gyaru fashion. She grew her hair down to her hips and wore pink and white on everything possible, from her skirt to her nails to her cute ribbon at the front of her chest. She wore pearls around her wrists and neck, with baggy kneesocks, a white blouse and a short skirt giving her a flirty schoolgirl look. She certainly played the part, winking and giggling all the time as she messed with her phone. She tweeted about her awesome night to her friends and followers while posting cute selfies of herself at the drop of a hat.

Sheila finally started to wind down and she felt like getting some late night takeout on her way home. She flagged down one of the servers.

“This was soooo much fun,” the buzzed blonde giggled.

“But I’m ready to head out. You can put everything on daddy’s card.”

The stylishly dressed man nodded and took the credit card from her hand. He left her for a moment to polish off the last of her drinks when he returned with a polite but serious look on his face.

“I’m back, miss. It says your card was declined. Do you have any other ways to pay for your tab?” he advised patiently.

“What?! But… but there’s like a bajillion dollars on there! It can’t be maxed out!” Sheila insisted.

She was right about that, at least. The bottomless bank account of her family couldn’t run dry by something as petty as her nights of partying. Her parents had finally taken notice of her rampant spending and blocked her card. She sent a few frantic texts back to her mom, but her parents were ready to stand firm about this to teach her a lesson.

“You’ll find a way out of it, hon,” was all she got back before her mom stopped responding. She really was stranded!

“Uh… uh…”

Sheila rifled through her purse. There was little more than loose change in her expensive purse, and she wasn’t exactly able to pawn her phone to get out of this one. She flashed the server some puppy dog eyes but he wasn’t budging on the matter. He wasn’t about to risk his job over a pretty face and a few thousand dollars.

“Ugh… ok, so I can’t pay. My card got blocked. Can I come back and pay it later?”

“Not how that works, miss.”

Sheila groaned again, flopping her face down on the table.

“Then what am I gonna doooo?”

“I can talk to my boss. I’m sure he’ll work something out.”

---

What they worked out, as it so happens, was work. Sheila was forced into working at Spotlights to pay off her debt. She spent the next few hours miserably bussing tables and taking out trash. She hated every minute of it, and even when they let her go home for the night, she couldn’t whine her way out of it with her parents. They’d keep supporting her, but they thought this was a good lesson for her about responsibility and hard work.

When she went back for her next shift, it was marginally better. She wasn’t doing manual labor, but they had her taking orders and bringing out drinks. She may not have wanted to be there, but she was surprisingly good at the job. Her naturally charming and flirty nature got her plenty of compliments and some decent tips (which all went towards her debt anyway). She was miserable from finally having to work a day in her life, and she was only more disappointed by the end of it.

“I make HOW much an hour!?” she yelled as she finished checking in with the bartender.

The girl with a fiery red sidecut shrugged as she sorted out some bottles after a rush.

“It’s better than most get. At this rate, it’s a couple of weeks and you’re off the hook,” she explained dismissively.

“But I’ll go crazy by then! I can’t do this kind of work AND maintain these nails!” Sheila moaned.

“Then you’ll just have to work more. And I don’t mean the tips. Just about everybody here’s got a side-hustle to make ends meet.”

“A what?”

The bartender nodded towards Juan, the server who had delivered her fateful bill, talking to one of the waitresses.

“Juan’s got a sugar daddy that he visits sometimes. Kayla’s got an Onlyfans she does cam shows for. I’m not ashamed to say I’ve done some stuff in the back rooms for somethin’ extra. It’s not about working harder, it’s about working dirtier.”

Sheila thought about it for a moment before seeing what had to be done. Plenty of customers had flirted with her over her first night. Comments of “Are you on the menu?” or “Why don’t you stay and party with us?” had slipped out several times, and she was used to hanging out with and pandering to drunk people (usually as one of them). She was already sick of working. If she was going to hate it, then she might as well hate it for a shorter amount of time.

---

“Hiii~! Welcome to Spotlights! How’re you, handsome?”

Sheila laid it on thick with the singular customer. She had flirted all the time for her own interests and entertainment, so she decided this was no different than usual. She leaned far over the table with a few buttons on her blouse undone. Her long blonde locks brushed over her cleavage, drawing even more attention to her full chest. She cocked her hip to make her ass stick out and push up the edge of her skirt until it flashed her upper thighs. Sheila watched his eyes go over all her before settling on the braless bob of her impressively perky tits. She knew she had him hook line and sinker.

“Doing a lot better with you here,” he confessed.

“Been busy tonight?”

“Ohhh not really. It’s why I thought I’d come hang out with you a little more. You look like you could help me get busy. If you’ve got the cash,” Sheila purred.

She ran her hand up his chest before smoothly adjusting his collar. He was pretty handsome, his short blonde hair slicked back and decently fit. The pleased smile widened on his face as she got closer and licked her lips. Anything to get out of this dumb job, she figured.

“Tip me whatever you’re paying on drinks I’ll let you cop a feel,” she offered seductively.

The patron considered it for a moment, then smiled again.

“I’ll pay double if I get a free pass. Anything I want, yea?”

Sheila’s confidence wavered for a second, replaced by her desperation for money. She quickly conceded and nodded.

“We can use one of the private booths,” she said, nodding back over her shoulder. “And my safe word is ‘refund.”

The private booths didn’t get much use besides special occasions. They were shrouded by raised walls that kept them out of sight while still able to hear the thumping music. Sheila’s coworkers told her they were only really used for bridal showers, high-end drug deals, and rented out by people horny enough to bang in a club but sober enough not to do it in a public restroom. It left it open for Sheila’s guest to sit inside before she straddled his lap. She ground against his erection, making out with him as his hands roamed over her body. They kept returning to fondle her chest, squeezing her plump and perky boobs. She gave a low chuckle as his hands ran over her hard nipples for the third time.

“You really like ‘em, huh? “ she purred, unbuttoning her blouse even further.

She proudly pulled off her top and slid her bra off over her head. She loved showing off her tits, and she knew she looked good to be trying this in the first place. Sheila grinned and cupped her breasts before pressing them into the customer’s face. He moaned and kissed them, sucking on her hard nipples. She had to admit, doing some random hottie was way more interesting than working some regular waitressing job.

“Hell yea,” the man muttered between mouthfuls of her boobs.

“Why don’t you put those pretty things to good use down there, huh?”

“Anything you say,” she cooed, sliding down to her knees.

She dragged her tits over his chest and lap, her hard nipples dragging over his chest. Then his legs as she undid his zipper, pulling his pants down with her. It left his hardon to pop right out as she dropped her warm breasts into his lap, cradling his dick within her cleavage. She squeezed her arms close together, squashing her tits and pumping them around his shaft. The young man groaned and palmed the back of her head, pulling her face closer still. The pungent smell of his cock smelled like money to Sheila as she took a deep breath and leaned in, sucking down the part of his shaft that managed to escape her juicy tits. She moaned and bobbed her head, really selling how horny the blowjob made her. Maybe it would land her a better tip if she worked his tip, rolling her tongue around him in a drooling mess.

“Ooh… fuck yea,” the guy grunted.

She was surprised when he caught her by a handful of hair and pushed her down even further. Sheila’s eyes went wide as he rammed his dick straight into her throat. Even if she could think clearly enough to remember her safeword, she couldn’t use it when she was gagging on cock. She let out a few shocked choking noises, but they weren’t far off from the sloppy slurping she had just been doing. It was hard for the man to tell the difference, even if he’d cared enough to look for it.

The customer just kept pumping her head up and down like a sex toy until he finished. Sheila’s boobs slapped against his legs as he used her for his pleasure. It wasn’t all a walk in the park, but knowing the big payoff was coming made her choke down his cum when it gushed into her face. She grimaced as it ran out her nose and mouth wherever she couldn’t fit the creamy sludge down her throat in time without gagging. She couldn’t pull away until he let go, loudly coughing and gasping for air once she could.

“Amazing,” the man sighed as he let go of Sheila’s hair.

He was already on his phone as Sheila coughed and tried to get the cum out of her throat. The guy held it up as he gave her an inquiring look.

“Hey, I’ll pay up and all, but I just told some buddies about what I was doing. Does that offer still stand if they want some? My guy Lyle is crazy for some pussy right now.”

Sheila started to catch her breath. A part of her wanted to tell the guy off, but she did need the money. It was her plan to do this, after all. And the start of it was hot, at least… better than just lugging drinks around all night.

“Okay… fine. Whoever. But condoms only! I’m not getting knocked up just for a couple bucks.”

---

The night was the most intense one in Sheila’s life. It turned out that the new guy had more friends than she realized! She was taking dick after condom-coated dick for the next three hours of her shift, even missing her break just to keep going. She worked overtime as she was bent over the table, getting plowed from behind as one fat cock wrecked her pussy. He pulled her hair for some extra pleasure to his thrusts, letting her hefty tits drag across the tabletop. She wailed and moaned all the while. At first it was faking, exaggerating their performance. Then it was discomfort as they got rougher with her and her overworked pussy started to get tender. Then her body started to adapt to the pain, especially once she orgasmed over the horny pounding the second of his friends gave her. Her clit could only take so much stimulation before it was overloaded, squirting her brains out as she screamed in pleasure. The thumping music and pumped up dancers cloaked it well enough as she slumped against the table. Her ass and pussy were caked in cum as he pulled back out. Sheila panted as she looked back at them, a shaky but happy smile on her face and a dizzy look in her eye.

“Oh… phew… okay! Wow! Who’s next?” she wheezed, starting to sweat. Her messed up hair tumbled over her face to look even more disheveled.

“Sorry, but that’s my budget for the night,” huffed his heftier friend as he readjusted his pants.

“Yea, you’re not exactly cheap,” Lyle agreed while his friends nodded.

Something subtly snapped in Sheila. She felt her heart pounding in her clit, dying for more. Her second orgasm of the night had gotten her hooked. Even just the scrubbing squeak of the condoms inside her was making her obsessed.

“I can be cheap!” she blurted out.

“How about one more on the house for all of you? And if you got any friends… I can give them a discount! Just like… whatever you need, okay?”

The men exchanged glances, then eyed up the barely dressed blonde. Her pride was tossed away rather quickly for the sake of money and her own pleasure.

---

“YEAAAA! FUCK ME! FUCK ME HARD, DADDY~!”

Sheila went all out as more and more men showed up to fuck her silly. She was mounted in one man’s lap wearing nothing but her thong. She threw up a double peace sign as two others took pictures of her eyes rolling and tongue lolling out, riding his dick like a champ as her tits bounced around like crazy. She had only started wearing her thong again (pushed aside to leave all her holes open for business) so that she could keep an ongoing tally of how many boys had came inside her. She tied off their condoms and tied them to her thong, letting them bounce like small water balloons against her hips. A constant reminder of her slutty nature and just how much she’d earned for the night. She wailed like a mad woman, her brain much to exhausted and drained to really think about the money anymore. Men gave her money, men wanted to cum, the money made her feel better… so cum was pleasure! It was all she could manage to think as she fucked her way to victory.

By the time the night was through, she had nearly paid off her debt completely! Of course, she wasn’t paying much attention to that. In fact, while she was at it, why not work there a little longer? It was an easy way to find boys looking to fuck her, and with her business going this well, she could afford to give away a few freebies…

That was what she told herself, at least, as her addiction to cum and cock finally secured its grip around her mind.