Pleasing Daddy (Patreon)

And here's the first of two stories I'll be releasing this week. Unsurprisingly it was a bit longer than I intended but still nowhere near the massive undertaking that's been my last couple of stories. So I hope y'all are in the mood for something short, sweet, and straightforward!

Soft, romantic music echoed through the bathroom as the warm orange glow of scented candles cast a myriad of dancing shadows across the walls and ceiling. Nestled deep in her bubble bath with a contented smile spread across her face Maria Isabel Serrano couldn't be happier. Many women, including some of her friends, would've taken umbrage with her enjoying an hour long soak in the tub at ten o'clock on a Wednesday. But then again they'd also criticize the fact that she was living rent free in a fully furnished, one bedroom apartment paid for by someone else. But she didn't give a single shit about them or the comments they might have had about her lifestyle. Most didn't understand it and the rest were no doubt jealous they didn't land a rich, fairly handsome sugar daddy to take care of them. Of everyone she knew and everyone she'd grown up with Maria was the only one living alone at twenty three years old. That alone was reason enough to simply lay back and enjoy her life as much as humanly possible. And contrary to what many a critic thought she did still work. It might have been part time at a fashion boutique but she still earned money for herself. Everything she made went straight into a savings account while her daddy took care of her every want and need, or rather the allowance he gave her did so long as she didn't spend it all too frivolously. On the rare occasions she did all she had to do was ask nicely for a little more and he was putty in her hands.

That day turned out to be one such day because, after discovering her purse had fallen victim to a makeup spill that'd utterly ruined the lining, Maria was in desperate need of a new purse. As desperate as one could be for such a thing in any case. Hence the long, sensual bath and her use of every soap and perfume her sugar daddy enjoyed. Along with some basic grooming she'd planned to do anyways like shave her legs, pluck her eyebrows, and wax those frustrating hairs above her lips. But once she'd finished all of those tasks and learned she still had nearly two hours before it was time to surprise him with an unexpected visit to his office she figured there was no harm in pampering herself. Only when her alarm went off at eleven did she leave the cooling waters in her bathtub and go about picking an outfit that would show off her tight body in the most revealing yet socially acceptable fashion. She liked to show off a little whenever she visited him at work and she knew full well her sugar daddy liked that behavior quite a lot. So much in fact there were few things that could turn him on faster. Just thinking about it put a smile on her face. Maria could already tell it was gonna be a good day.

Like any other Silicon Valley CEO with trouble delegating and a tendency to micromanage Colin Rutherford spent most of his time in the office. He was one of the first to arrive every day and not counting the security guards working the night shift he was often the last to leave. Because of this tendency to overwork himself Maria never had to guess where he might be. If he wasn't in her apartment giving her the kind of fucking that made the neighbors file complaints he was at the office poring over spreadsheets and making calls. Which in some ways was even better than if he were at home. Not only did it let her flaunt her stuff in front of his employees but it would invariably let her indulge her exhibitionism fetish in a way that wouldn't lead to cops getting called. At least it hadn't so far. Hell most of the people that worked there were so used to seeing her they didn't even look twice as she sauntered by. The new hires always did and the security guards never failed to get an eyeful when she entered the lobby but everyone stuck in their cubicles and even Colin's attractive young assistant hardly looked twice. There was always a faint air of distaste and judgment from them too but that only put a smile on Maria's face. It wasn't her fault their lives were shitty and hers was great, why should she apologize to them for it?

“Good afternoon daddy . . .” She said in sultry voice as she stepped into his office and shut the door behind her.

Immediately looking up from his computer Colin dark, mysterious eyes narrowed as a grin spread across his face. He was never unhappy seeing his five and half foot tall Mexican queen standing in his office. Naturally slender but with the kind of bubble butt and small yet perky breasts that made many a woman envious she was immediately cute and sexy without even trying. But with a large pair of gorgeous brown eyes, delicately plucked eyebrows, a little button nose, and full, painted crimson lips just made to be beautiful she was something else entirely. She could've walked in wearing sweatpants and a hoodie and he'd still be aroused at the sight of her. So the fact that she'd arrived in a pair of wedge heels, a short jean skirt, and a navel baring white top that showed off plenty of cleavage meant he was about ready to leap over the desk and take her against the wall. He managed to reign himself in though, instead admiring the gold hoop earrings nestled in her long, silky black hair and the matching bangles jingling softly around her wrists. Along with the way those bits of jewelry contrasted against her cocoa skin.

“Good afternoon beautiful. We didn't have an appointment did we?”

“No, I just thought I'd come by and see you!”

“Uh huh, so what do you want?” He asked, leaning back in his chair and smiling even wider at her, “No wait, let me guess . . .” His eyes roamed her body and Maria bit her lip. She'd always enjoyed the almost hungry way he stared at her. “You need a new purse don't you?”

“You've always been able to see right through me!” She cooed. Reaching his desk and siting on the edge in the most seductive pose she could Maria said, “I just need five hundred dollars and I can't wait for my allowance . . .”

“Is that right?”

“Mmhmmm! You wouldn't want me going around town with last year's purse would you?”

“I can't imagine what people would say.”

Smiling at his sardonic tone and the gleam in his eyes that already told her he was gonna give in she leaned across the desk and asked, “So . . . can I have the money daddy?”

Drumming the fingers of one hand against the arm of his chair while subtly covering his mouth with the other Colin pretended as if he was considering the prospect, “I don't see why not . . .” He finally decided.

“Yay! Thank you!” 

She stretched out across his desk with her stomach pressed flat against the wood and her perky breasts hanging off one side with her knees bent over the other and her ankles crossed above her juicy ass. Both hands grabbed the edges of his blazer to pull him towards her for a nice, passionate kiss. Colin happily met her embrace, his hands cupping the sides of her face as they noisily made out for a little while. Her tongue danced with his between their mouths and he smiled wider than ever as she rather unsubtly thanked him in the most obvious way a woman could. Or one of the most obvious ways at least. Because despite what he'd said the money he was about to give her wasn't coming for free. When they broke apart she laughed softly at the sight of her lipstick smeared across his lips. Her amusement was cut short when her sugar daddy spoke soon afterwards.

“But I'm not just going to give you the money without getting something in return . . .” Colin stated.

“What do you want?” Maria asked in a sultry voice as her hands suggestively stroked his tie and she adopted an innocent, demure look.

“I think you know what five hundred dollars is worth . . .”

“I think I do . . .”

Sliding off his desk with an impressively sultry move she sauntered around it to strut towards her man on the other side. She bent over and grabbed the arms of his chair while seamlessly sharing another kiss with him. She pulled back a few seconds later and turned his chair into a better position. Deliberately turning him to face the large window behind his desk Maria wordlessly dropped to her knees and unzipped his pants. In keeping with tradition she was gonna suck him off in full view of every nearby office. That way anyone and everyone watching would know exactly what Colin Rutherford did with his time. And the kind of woman he did those things with. Nobody watching would ever guess that little bit of naughtiness had been her idea from the start. They'd never know how much of a turn on it was for her or how eagerly she looked forward to showing off her oral talents any time she visited him in the office. Only her sugar daddy got to know that and it was a secret he relished almost as much as the blowjobs that accompanied it. Getting to be the only one that saw her eyes light up as she freed his cock and balls from his slacks was well worth the payments he made. Especially when she licked her lips and smiled up at him like he was the one giving her a treat.

Even if that initial act was little more than a show what came next wasn't and both of them knew it despite the playacting they always engaged in beforehand. Maria stroked his member for a few seconds until was rock hard and ready for action, then immediately jumped into the main even like it was nothing. She swallowed all eight inches of his cock with ease and wasted no time bobbing up on down on it with sloppy enthusiasm. After several years of being his sugar baby her throat was practically molded for his dick. Not unlike the rest of her tight, young body. The sound wet gurgles filled his office as her lips effortlessly slid along his shaft and her tongue swirled around the tip each time she pulled back. Her hands were pressed against his thighs to keep them comfortably pushed apart while her eyes were glued to his face as that incredibly perverted expression she so often wore around him finally started to appear on hers. Spit dripped from the corners of her mouth and down her chin with his precum soon joining the mess. Maria reveled in every throb and twitch of his prick inside her throat, each one serving as a testament to how good she really was at sucking dick. Because despite blowing him several times a week and fucking him almost every day few things could make Colin ejaculate faster and more powerfully than her talented mouth.

In less than a minute his dick was pulsing like mad inside her and his chest was heaving as she bobbed along his cock like it was the only thing that mattered in life. One hand had moved to cradle and play with his balls while the other was wrapped around the base of his shaft. Every time she retreated it slid upwards to stroke what was no longer being pleasured by her lips. When she pushed back down her hand did the same as her tongue took over. Back and forth she went as the sound of her increasingly sloppy blowjob filtered out into the hallway beyond the office. Little by little Maria's natural passion for sucking cock and pleasing her daddy manifested, the longer he lasted the more eagerly she tried to end that streak. There was no pretending he'd be able to last much longer either, just the sight of her beautiful face eagerly swallowing his dick over and over again was incredible. But get to feel it, to reach out and touch her hair and stroke her cheek while she slobbered over his cock, that was beyond words. In less than five minutes Colin was panting like a wild animal and gripping the arms of his chair hard enough to make the whole thing creak.

Then his body suddenly tensed and Maria let out an eager moan. Immediately plunging his entire shaft into her throat she let her eyes roll back in her head as little bursts of pleasure filled her body. It wasn't enough to cum but it was definitely enough to make her so horny it'd only take a little bit to push her right over that edge. Luckily her sugar daddy was having no such issue as his warm, slightly bitter jizz erupted into her throat in thick, creamy spurts. Each jet was signaled by a sudden throb of his cock and each one was met with the exact same reaction: lewd and wholly sincere moans. She felt every drop of his spunk as it gushed into her belly and even though his prick was long enough to send it all straight down without any hassle she wasn't one for taking the easy way out. Not when it came to her daddy's pleasure. After the first couple of toe curling bursts of cum found their way into her stomach Maria slowly started to pull back. Inch by inch Colin's prick emerged from her lips even as it continued unleashing thick loads of semen into her mouth. Her tongue happily lapped up the new additions as they tried to slide down her throat and by the time he was nearing the end of his short but wonderfully copious orgasm only the head of his dick remained snugly inside her. Knowing full well she was only moments away from running out of jizz she wrapped her hands around his shaft, opened her mouth, and pulled back. The last, weak jets of fluid streaked from his glistening cock to fall like icing across her smiling lips. And just because she couldn't help herself Maria continued to stroke her man's shaft even after he'd finished and slumped against the chair.

“How was that daddy?” She asked in a sweet voice as his cum dripped from her chin.

Colin smiled down at her, his chest heaving and his face dripping with sweat, “I'd say you earned that purse . . .” He remarked, “Goddamn did you earn that purse!”

Maria's face lit up in excitement and she stood up, making no move to wipe away his spunk as she did so, “Yay!”

He watched her bounce up and down, her tight little body jiggling in all the right places as she clapped her hands together, “Why don't we go out and pick it up right now? I can take a little extra time off work if you want to go shopping.”

“Really?” She exclaimed, genuinely surprised and delighted at the prospect of being shown off around town with her handsome sugar daddy, “Are you sure?”

“Of course.”

She squealed in delight and jumped into his lap, hurriedly wiping away the cum still clinging to her skin with a tissue before throwing her arms around him and giving Colin a hug. He gladly returned the gesture and almost immediately she felt his cock swelling against her buttocks. Although it'd been entirely be accident the side saddle manner in which she'd plopped down on his lap was absolutely perfect for feeling his entire length pressing against her buttocks. It sent a pleasurable shiver up her spine and when they broke apart they both knew exactly what was coming next. After all the other times they hardly needed any pretense to jump right in but they went through their little stage play all the same. Subtly grinding against him while biting her lower lip Maria grinned at her sugar daddy with a lascivious gleam in her eyes. His smile slowly widened to match hers as his hands shifted from their original positions around her waist. One moved to trail across her freshly shaved and beautifully smooth thighs while the other drifted higher to reach beneath her crop top. At the same moment the fingers one one vanished beneath her skirt the fingers of the other unclasped her bra. She let out an appreciative moan and happily spread her legs for him.

“I might want to buy some new lingerie . . .” She remarked in a high pitched voice.

“Oh?”

“Yeah . . . and maybe some shoes to go with the purse . . .”

“Well I think we can work something out . . .” Maria smiled at his words and let out a breathless moan as his digits tugged aside her panties and pressed against her sodden pussy lips, “You haven't been shaving . . .” Colin remarked as he felt the curly black hairs forming a thicket around her fat outer folds.

“Just how you like it daddy . . .”

“That's my girl.”

Still holding her gaze with his intimidating yet somehow tender eyes he pushed his middle finger into her slit. Maria whimpered at the sudden but wholly expected pleasure of his entire digit sliding up to the knuckle inside her. Biting her lip and leaning back she opened her legs as wide as they could comfortably go and let her sugar daddy work his magic. Maybe it was because he'd done it hundreds of times, maybe it was because he just knew what he was doing after years of practice with other women, and maybe it was just a natural gift but whatever the reason Colin knew how to finger a girl better than anyone she'd ever been with. The slow, sensual way he started off curling his digit back towards his palm always contrasted beautifully with the more rough and feverish movements he would devolve into later. And the fact that he always, no matter what, started with a single finger to loosen her up and get the juices flowing instead of pushing in two made such a tremendous difference. Within a few seconds her fluids were trickling out at a stead pace while her chest heaved and her mouth sat open in a constant smile. The tip of his finger pushed against some sensitive button deep within her as his well manicured nail scraped pleasurably against her tender flesh. She trembled as the base of his hand pushed against her clit and brushed aside all the curly hairs surrounding it.

“Ohhhhhh daddy . . .” She panted, “Ohhhhhhhhhhhhh daddy . . .”

Although she didn't want to turn away from his intense stare Maria couldn't help herself. She wanted to be groped, fingered, and generally manhandled by him and the only way for that to really happen was if she shifted on his lap. Slowly turning her back on her sugar daddy and leaning against his chest she reached behind her to grip the back of his head with one hand. The other found his forearm and held on tight as he quickened the pace of his movements. A moment later her subtle change in position was rewarded when he lifted her top and started fondling her bare tits. His hands were just big enough to completely cover one of them and he used that fortuitous bit of circumstance to great effect. First by pawing and groping at her chest like a horny teenager until she was squirming and moaning like crazy atop his lap. Then he effortlessly transitioned into playing with her puffy brown nipples. Rolling them between his thumb and forefinger or pinching them hard enough to send the smallest spike of pain shoot through her body Colin played her like a fiddle. All the while his finger continued to massage and pleasure her slit so easily it was almost surreal. When he eventually pushed another digit inside her to double his efforts Maria wasn't sure how much more she could take. The only reason she hadn't cum yet was because she liked to feel his thick cock inside her when she did. But more and more it was looking like that wasn't going to happen this time.

“Daddy!” She whimpered, her voice barely audible among the gasps.

“What is it?” He murmured into her ear.

“I want your cock!” Maria gasped. Her face darkened and her whole body shivered. No matter how many times she said that sort of thing aloud it never stopped being intensely perverted, “I want your cock so badly daddy!”

“Then what do you say?”

Continuing to pant and shudder as he played with her body Maria slowly turned her head to look up and Colin and ask in the most passionate way she could, “Please fuck me daddy! Please put your big, fat cock in my pussy and fuck me!”

Like any red blooded, heterosexual man he couldn't hear that and not give in right away. She felt his cock throb between her ass cheeks and suddenly the two of them were standing up. Or more accurately he was standing up while she was bent over his desk. Grinding herself against his dick for a moment as he pulled her thong out of the way Maria pulled her arms underneath her and pushed herself up to smile back at him. Although they had neither the time nor the lube for it she couldn't help but reach back with one hand and spread her buttocks to flash him her tightly puckered little asshole in all it's quivering glory. It'd been quite a while since he last stuffed his dick inside there and both of them were definitely beginning to lament that fact. Sadly all the build up and teasing that would allow him to comfortably drill her ass hard enough to make her cum would eat up all their alone time. And it just wasn't worth it at the moment. But that didn't stop Colin from rubbing his precum and spit soaked cock against her trembling ring for a moment as though he was about to ram it inside her. She even played along and pushed herself against his for a little while, her hand still keeping her jiggling ass cheek pulled to one side. A few seconds later he'd had enough of the teasing and Maria couldn't be happier to feel his cock slide that short distance downwards and push against her pussy instead. His momentary pause before he actually slid inside made it all the more enjoyable.

A heartbeat later the head of his cock had pushed inside her pussy and everything was right in the world again. Maria gapsed and gripped the edge of the desk as he glided deep inside her. Moving at the same tender pace that'd marked the beginning of his fingering Colin took his time and enjoyed every little quiver and twitch of her inner walls as they enveloped his member. Her incredibly tight slit was just as heavenly as always and the urge to merely slam into her and start thrusting away was quite strong. Luckily his higher brain was still functioning enough to reign that instinct in and instead continue at the kind of languid pace that left his little sugar baby absolutely starved for something more vigorous. By the time his hips were pressed against her buttocks and the rest of her body was snugly squeezed against the desk Maria was shaking like she was having a seizure and about ready to start screaming for him to fuck her in earnest. She knew better than to do so in his office but if they'd been at home the windows would've been rattling from the force of her cries. And her daddy knew it. Hell he loved every second of it from the madcap way her pussy clamped down around him to that needy look she flashed him when she glanced back over her shoulder. His smile did a lot to reassure her that a wild, passionate fuck was indeed coming just as his hands closing around her waist sent little shivers up her spine.

What she didn't expect was for one of those hands to suddenly give her ass a nice, hard swat. The smack of his palm against her buttocks filled the office and mostly drowned out her surprised yet pleasured gasp. When it happened again her delighted response more than canceled out the spank. She expected a third and was instead given an even more fun treat. Colin's prick retreated from her pussy at a modest pace while the hand that'd been giving her ass a good seeing groped her pink buttock. Giving it a squeeze as his thumb slipped between her cheeks he continued to pull back until most of his dick had retreated from her slit. Maria felt the tip of his digit push against her asshole at the same time he suddenly thrusted forward and even though she knew what he was about to do actually feeling it happen still sent a flood of pleasure through her entire body. With utterly fantastic timing his thumb slipped into her ass at the same time his cock bottomed out in her pussy and his balls smacked against her quivering flesh. Suddenly struck by multiple sources of stimulation at once she could only throw her head back and squeal at the ecstasy welling up inside her. Colin pushed his entire digit past her tight ring and repeated his thrust with a little more enthusiasm. It took no time at all for him to settle into a nice, steadily escalating rhythm that kept Maria gasped for air and unable to recover long enough to process what was going on. His digit stirred up her asshole while his dick rammed her cunt and the combination pushed her right over the edge within a minute.

“Yes daddy!” She squealed as an orgasm washed over her and her vision went black for a moment, “Oh God YES DADDY!”

Maria's back arched and her feet left the floor as fluids gushed from her pussy and  ecstasy surged through every nerve in her body. For a moment she started to cry out but her voice almost immediately failed her as she wildly convulsed against her daddy's cock. Unable to control herself she shivered and spasmed atop his desk while Colin maintained the same pace that'd led them to this point. His slacks and floor were doused in a stream of pussy juice and even though the smell was absolutely intoxicating he managed to keep himself composed as Maria was anything but. Grunting like a wild animal in heat she buried her face in her arms in a last ditch effort to keep from making too much noise, wholly unaware the rocking and gyrating her hips were engaged in had started actively shaking the desk she was splayed across. But even if she'd been quiet as a mouse her man's failing self control would've given them away as surely as all the other indecent sounds they'd been making since she arrived. No matter how hard he tried to keep things steady and comfortable while she squirted all over both of them Colin simply couldn't manage it. She was just too amazing and he wanted nothing more than to revel in that fact by fucking her until neither of them could walk. 

Maria's wonderful, toe curling and breath taking orgasm probably would've lasted about a minute had he not started hammering her pussy with the speed and strength of a much younger man. She didn't even realize how long it'd been going until the corners of her vision started to darken and her body went limp from a pure lack of energy. Although pleasure continued to surge through her she could no longer maintain the kinetic joy that'd started off her climax. Instead she was reduced to simply laying there as her daddy pounded her cunt and sent waves of ecstasy rushing through both of them. Every thrust sent a bolt of satisfaction through her and caused a little spurt of pussy juice to emerge from her slit. This similarly caused a sudden tightening of her inner walls that all but encouraged him to keep going exactly as he had been. Which only furthered solidified the wild cycle of carnal bliss gripping the two of them for the handful of minutes it lasted. Eventually her orgasm did fade enough for sense and reason to come back into her mind and even with the ability to think clearly she continued to enjoy the ball slapping pleasure of his dick absolutely ravishing her pussy. If it'd gone on long enough she might have feared for the state of her fragile little sex but she could already tell he was nearing the end of his endurance from the wild throbbing of his member. He managed to last another minute or so and she spent most of that time basking in the delight of finding a sugar daddy that was more than just a full bank account and when the big moment finally came she was overjoyed to be the focus and recipient of his pleasure.

Groaning in that deep, guttural way Maria enjoyed so much Colin's grip on her waist tightened even more as the last of his cum oozed into her pussy. Both of them panted like they'd just run a marathon as the heady afterglow of their wild fucking washed over them. Her body finally started to relax and she slumped against the desk in a sweaty, pleasured heap of softly flesh. Although he couldn't exactly lie down beside her and share in the satisfaction of the moment he did the next best thing. Without removing his still wonderfully hard dick he bent over her prostrate form, brushing aside her hair as he did, and started kissing her neck. Maria whimpered at his affectionate behavior and nuzzled against each kiss as best she could as her pussy suddenly tightened around him. She could already tell he wasn't done with her yet. That much was clear from the way his dick throbbed against her quivering inner walls and the increasingly passionate nature of his kisses as he gradually worked his way up to her ears. By the time she felt his breath against her cheek and his teeth brushing against her lobe, despite the presence of her earring, she was ready to fuck again. 

So when he suddenly pulled out and his lips departed from her skin she couldn't help but moan in frustration. Immediately rolling onto her back as cum oozed in thick dollops from her pussy she stared up at him and asked, “What's wrong?”

“Nothing.” He replied with a grin, his dick sliding back inside her as he spoke, “What else did you want to buy when we go out?”

“”Who fucking cares?!” She moaned, a smile spreading across her face as her libido overruled everything else, “Just fuck me daddy!”

“Of course baby.” He laughed.

Outside his office Colin's assistant was handing out disposable earplugs to a line of employees that'd formed in front of her desk. Not a single one of them was surprised by the sounds of renewed sex coming from their bosses' room. Most of them had started lining up as soon as the first round stopped with the rest quickly filing in as soon as the second one began. It might've been an annoying and quite strange part of the job but few, if any were going to complain at this point. Maria always put him in a better mood every time she showed up and sometimes even managed to pull him out of the office for a little while. So if hearing her moans, his grunts, and wet smack of their colliding flesh was the price they had to pay his employees didn't mind. And come tomorrow they'd be able to ask him for damn near anything and he'd say yes. They were finally gonna get Casual Fridays back.