VENTI - An Unexpected Visit (Patreon)

Here's a Venti-tier request featuring Boss, and a patron OC, Diego!

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Diego had recently moved to Queen’s Beach and he was finally getting settled. His apartment was in order and he had a steady job in a restaurant, and he’d even managed to save up a little extra lately. He felt like spoiling himself, and while there were plenty of restaurants and clubs in the California city, many of his coworkers directed him towards Pizza Thot as a must-have on anyone’s Queen’s Beach bucket list.

Diego headed out that evening, pulling into the parking lot downhill from the university. It was a packed Friday night, judging by the ruckus inside and the fair number of cars. He made his way past the bubbly, redheaded bouncer to enter the pizza place/strip club. A tall freckled girl was topless and grinding in some customer’s lap while a musclebound man was standing on a table, stripping for some cheering men and women.

“Hey,” a short woman ordered curtly. Diego had to turn his head lower than expected to see the brown-haired woman. He had a solid two feet on her, leaving him to look down at her double hair buns and her temptingly wide hips and ass.

“Welcome to Pizza Thot. Table for one?”

Boss looked up at the young man that was calmly smiling at her. She noticed his eyes right away; a mismatched purple and yellow. His brown hair was short with the sides shaved down, but the top part was knotted into several hanging braids. He sported a wispy beard and moustache that barely exceeded stubble and tan skin that was too solid to be the usual Queen’s Beach tourist tan. He towered over Boss at 6’7”, standing even taller than any of her employees. He wore a sports jacket zipped up over a plain shirt and several open tears in his jeans.

“Yea, just me tonight. Does this mean I get you all to myself?”

“By the looks of it,” Boss said with a shrug. “It’s a busy night, so we need all the hands and other body parts we can get. I’m Boss, and I’ll be your server if that’s not a problem.”

“Totally fine. How could I object to such a hot waitress?”

Boss flashed him a brief smile, but it was clearly weary and businesslike. She had heard it all in her days and it was clear she didn’t put up with any crap. She led him over to his table and set down a laminated menu. Half of it showed food and drinks while the other half showed the various employees and some helpful human-shaped figures drawn in various sexual positions. Boss whipped out her notepad.

“So what’ll it be? Any appetizers? Combos? Or would you rather skip the meal and get right to the snack?”

“I think I’ll have my dessert first, if that’s okay,” Diego said with a smile. His eyes kept roaming towards Boss’ thick hips, though he had to admire everything about the tough shortstack.

“Oh good. You speak innuendo too,” Boss said flippantly. She tucked her notebook into her back pocket. “So what can I do for ya?”

“I’m a fan of the classics,” Diego admitted. Having her use her ass was the obvious reaction, but it felt like a shame to have the rest of her go to waste. “How about some good old-fashioned missionary?”

“A number three it is.” Boss pulled herself up onto the table. They were clearly sturdily built, considering what much bigger employees were doing on them at the other side of the restaurant. She sat in front of him, spreading her thick thighs out as if the manager herself was his meal. Her tight-fitting pants showed off how her chubby legs and ass squashed against the smooth table.

“So you gonna dig in or what?” Boss asked, hooking her thumbs on the waistband of her pants. She tugged it down at an agonizingly slow pace, showing the edges of her blue panties. 

Her tempting positioning got the best of Diego as he leaned into a kiss. Boss gave a short moan of surprise before she smiled back, curling her lips against his mouth. She leaned right back into their kiss, pressing her mouth against his. Their tongues rolled over each other as she made out with him and pulled back his jacket. Diego shrugged it off before returning the favor and going for her shirt, lifting it up off her body. Her snug bra matched her panties, cupping her modest breasts in a way that still made them pop in Diego’s eyes. He muttered some appreciative Spanish under his breath as he ran a hand up Boss’ side, letting it arc gently into rubbing one of her softly curved breasts.

“Tips are nice,” Boss muttered back at him. “But I can always appreciate a compliment.” She smirked as she wrapped her legs around his midsection, drawing him in as she gently urged his hands towards her pants. 

Diego chuckled as he gladly undid her pants and slid them down her plump thighs. His fingers caught on her underwear as Boss lifted her legs to let him strip her hips bare. Her snug and cleanly shaven pussy was as tempting as the rest of her. Diego kissed her again, bringing his fingers in low to rub at her slit. He had hoped to prep her for his entry, but the short woman was already wet to the touch. She slowly rocked her hips in time with his stroking fingers until he eased them back out of her.

Deciding she was as ready as she was going to be, Diego braced his arms next to her and pressed more bodily into her. She rolled her tongue over his as she laid back on the table, lightly guiding him by the arms to mount her on the table. She calmly undid his pants, but Diego found himself helping her in his hungry urge to get inside her. By the way she grinned against his mouth again, it seemed like it was a part of her plan to wind him up. It was certainly working.

“You ready?” Diego asked warily as he drew his lips away from hers. Boss glanced down at his thick erection, easily a foot long on top of its girth.

“Nothing I haven’t handled before,” she assured him confidently. She ran her leg around his side, teasing the head of his cock along her slit. “Just relax and enjoy the service.”

With a steadying sigh, Diego thrust himself inside her. She was certainly tight, and her eyes slowly widened as he eased his way in. She breathed softly but heavily as she stared up at him, keeping her cool despite the obvious difference in their sizes. Diego’s breathing grew steadily heavier as he pumped slowly in and out of her. Boss ran her hands up his arms before cupping them around his neck, keeping him inside her and their eyes locked together. Diego found himself obsessing over watching her businesslike expression occasionally wavering when he pressed in hard and deep enough.

Diego really was noticing that as he kept thrusting inside her, he really was going deep into her. The short woman could fit a lot inside her as she subtly angled her hips, moaning as he pumped away inside her. She bumped her hips in time with his, keeping up a steady rhythm of fleshy slapping noises. Even the basic missionary position had her moaning from the sheer size of her customer.

Boss gave a short and sudden cry as she felt Diego slide balls deep inside her. Her hands clenched behind his neck, lightly raking at the skin beneath his shaved hair. Diego let himself stay fully hilted inside her, his eager cock pulsing against her tender flesh. Boss wrapped her legs around. holding him inside her as her tight pussy squeezed around his shaft. He finally started to pull back, pumping steadily in and out of her deepest depths. Boss’ head lolled back, panting just to vent the sensations of her intensely overloaded pussy. She arched her back to squeeze Diego’s cock, her small chest and thick hips pushing outward towards him. She gave a soft squeak whenever he reached the deepest depths of her pussy, feeling his balls pulse and tense against her plump thighs.

“I’m gonna…” Diego tried to warn her as his eyes fluttered, still fixated on the shorter woman’s face.

“I know,” she grunted quietly, her face tensed up with her own building pleasure. “Just give it to me, big guy.”

Diego grunted just as Boss thrust her sturdy hips into his. Her eyes lit up and she gave a long squeal to go with his groan, mutually orgasming as they clung to each other. Diego gave a few last deep pumps before he slowly pulled out, leaving a thick trail of semen in his was. Boss’ deep but tight pussy was overflowing with his cream, the thick substance lazily oozing out of her slit as his cock rested against the outside of her labia.

“Holy shit,” Diego panted as he leaned against the table. “You are good at this.”

“Not bad yourself,” Boss huffed as she slid off the table. She snatched up her pants as she nodded towards another table.

“So were you still hungry? Or should I get your check?”

“Yea… yea I could use a drink,” Diego admitted as he picked up his clothes. “And an order of the spiciest chicken you got.”

“You got it,” she said, digging the notepad out of her discarded pants. She scribbled somethin down quickly as she flashed him a smirk. “And just let me know if you need a refill on that dessert, okay?”