Commissioner Reward - Physical Fitness is Important! (Patreon)

Fun fact, this was supposed to be 2,500 words but I ended up hitting that mark before any real sex had occurred. I don't often get that far ahead of myself but when I do I think it turns out better overall stories. Fingers crossed you guys agree!

Carter Stanfield walked through the doors of the gym near his home for the first time in over a decade. He couldn't remember exactly when he'd last been inside that regional branch of Olympus Fitness Center but he did know it was before his divorce and the birth of his daughter. Looking at both the employees and the patrons made him feel simultaneously older and more out of shape. Although he certainly looked good for a man in his early forties it was hard not to feel inadequate when surrounded by people half his age and in better shape than he'd ever been. Without the impending embarrassment of spending summer as a flabby, divorcee Carter probably would've turned around before even reaching the front desk. Luckily for his self esteem the twenty something, overly enthusiastic young woman working there spotted him almost immediately. Waving enthusiastically at him she wisely left the desk to approach her awkward new customer.

“Hi there, I'm Jennifer! What's your name?” Everything about her from the way she walked to how she greeted him could be described as 'bubbly'.

“Carter.”

“Hi Carter! Are you here for a membership?”

“Uhm . . . yeah . . . well I already sort of have one . . .”

“Great, do you have your card with you?”

“No . . . but I work for Reynolds Shipping and Supply.”

“Oh awesome! Then let's get you set up!”

“All right . . .”

He followed her back to the desk and stood there awkwardly clutching the small bag of clothes he'd brought to change into while Jennifer asked him a series of questions to finish his paperwork. As upper management he was apparently entitled to both a membership and a personal trainer, both of which his eager companion were happy to help him with. Her inquiries ranged from perfectly sensible things like availability all the way to things he couldn't possibly understand being important such as his marital status. But the whole process didn't take more than ten minutes and by the end he was feeling surprisingly calmer than he expected. Just getting his foot in the door, so to speak, was a tremendous relief. As was the thought of having someone else literally telling him how and when to work out any time he came to the gym. That would eliminate any chance of him doing it wrong or losing his his nerve as he was prone to do anywhere that wasn't a board room or golf course. By the time she was him a temporary set of identification papers to use until his real card arrived in the mail Carter was starting to feel pretty good. Then Jennifer hit him with an unexpected twist.

“So when should we get started? I'm free for the next four hours if you wanna jump right in!”

“W-we?”

“Of course! Oh my gosh did  I forget to mention I'd be your personal trainer?”

“You did.”

His stomach did a flip and his heart seemed to jump into his throat as he looked at Jennifer for what seemed like the first time. Part of him simply assumed he'd be getting another man as his trainer, probably one closer to his age. Not some young, almost adorable woman barely topping five feet and standing more than a foot shorter than him. Although her appearance was something of a natural allure for him. Warm olive skin and short black hair put in a pixie cut had always been a gorgeous combination. Her equally kind brown eyes, small button nose, and full lips set amidst a pleasantly soft face looked almost radiant. The fact that she was incredibly fit in a way that left her hips nice and wide and everything from her buttocks to her legs appreciably thick was certainly fitting and very sexy. At the moment she had on only a pair of skin tight grey yoga pants and white sneakers combined with a black and white sports bra that left a heart skipping amount of muscular skin on display. Particularly around her midriff and well toned shoulders and arms. Even her comparatively small but perky breasts added to the cute fitness girl look she seemed to pull off so effortlessly. And while her gender and size had little to do with her abilities as far as he was concerned it was far more nerve wracking to be around a cute young girl while he was red faced, sweaty, and gasping for air.

“I'm so sorry!” She smiled warmly at him despite the sentiment of her words, “I usually handle the new applicants and I didn't event think to ask you about it. Did you want to talk some of our other employees?”

“N-no!” Carter stammered, instantly feeling uncomfortable again, “I-I'm sure you're great. I was just surprised is all.”

“Great! Then let's get going.”

“Where are we going?”

“To your house silly!”

“But I thought we'd be working out here.”

“We can do that. But something tells me you like a little privacy right?”

“Yeah . . .”

“Well so do I!” Jennifer smiled. Carter nodded and remained silent. It was hard to believe anything about her like to remain private, particularly when she started talking again in her overly cheerful manner, “I've also been trying to think up new ways to help people get into shape without having to be at the gym all the time. For our guests who are too busy or a little shy about working out in public. You can be the first person I try it out with.”

“That does sound kind of nice . . .”

“Awesome! We'll take separate cars and I can follow you.”

“All right . . .”

After an uneventful drive back to his home Carter was standing in his living room with Jennifer and silently thanking God he'd cleaned up the day before. He watched her for a few moments while she looked around his house and her continually chipper attitude didn't falter one bit. Although she did exude a slightly more nervous air than before. It was comforting to know she was, at least a little bit, as nervous as him. He turned away for a moment to set down his bad and keys. When he turned back Jennifer smiling at him with her sports bra sitting in a heap between her feet. Like a character in a horror movie he froze, his eyes and mouth slowly widening in shock. The surreality of seeing her standing in his home topless was nearly overwhelming. He barely registered how perfectly round and softly inviting her breasts looked or the way her overly large brown nipples had begun to stiffen. The utter lack of any sort of tan line did manage to stand out to him though. For whatever reason.

“What the hell are you doing?” Carter exclaimed as soon as he'd found his voice. He took a step back and raised a hand to block her nudity from his vision, although he was unable to keep his fingers from spreading apart to keep her areolas in view, “This isn't—I'm not—you can't—” 

Looking as if it was totally normal to expose herself to a stranger Jennifer moved in close enough for him to feel her breath against his upraised arm. She smiled up at him and said, “This is the special work out routine I was talking about!”

“Being naked?!”

“No you goofball, having sex! Do you have any idea how many calories are burned when people have sex.”

“N-no . . .”

“Way more than you think. Way more than most people realize! And that's just when you do in a bed. If we really get creative with it I think we ca burn just as many as a regular workout. While having a lot more fun.” Reaching and grabbing his arm with unexpected strength Jennifer pulled his hand to her breasts. Despite his initial reaction Carter instinctively squeezed her perky breasts as soon as his fingers touched it. He felt her nipple rubbing against the palm of his hand and both of them inhaled sharply, “If you don't want to do this we can go back to the gym.” She said in a quiet voice, “I won't try to force you if you're really uncomfortable with it.”

He swallowed several times in quick succession, his eyes glued to hers as his mind raced. Before he'd even decided his mouth was moving, “I-I want to try your way . . .”

Jennifer's face lit up with pure delight but rather than explode into excited movements like he expected she simply bit her lip and said, “Great, then why don't with start with something simple. Take off your pants.”

Carter didn't even finish unzipping his slacks before he was distracted by the incredibly alluring sight of Jennifer undressing. She'd turned her back to him and pushed out her ass just enough to brush against his hands while simultaneously tugging down her yoga pants. He stared in aw as her gorgeous, heart shaped ass was revealed to him one tantalizing inch at a time. Like the rest of her body it was the same beautiful shade of brown absent of any sort of tan lines whatsoever. The simple little thong she had on beneath her leggings was little more than a flash as the rest of her voluptuous body was revealed to him. Her ass was even given a eye catching, heart stopping jiggle when she kicked off her shoes. Carter didn't even realize how much he was staring until she turned around and his eyes widened more than ever. A curly thicket of black hair above her slit was like a siren song pulling all his attention along it's trimmed length. It was impossible to make out more than the outermost edges of her sex but even that small glimpse was enough to make his knees weak. Particularly after months without any sexual activity whatsoever. It wasn't until she giggled and stepped close enough for her perky chest to press against his stomach that he snapped back to some kind of reality.

“Let me help you with that.”

Reaching down without looking away from his embarrassed face Jennifer covered his hands with her own and slowly pulled them from his trousers. She then wasted little time finishing the job he'd started, sliding her fingers into his underwear, and pulling out his rapidly hardening cock. For good measure she freed his unexpectedly weighty balls as well. Suddenly it was her turn to gawk at him as his dick continued to swell past what she expected until it was pushing nine inches and big enough around to make her knees weak. She let out the smallest of moans as it throbbed insistently against her skin and some precum oozed from the tip onto her palm. Her hands naturally started to stroke and caress him on instinct and she visibly panted while doing so. With no small amount of effort she released his dick, although she did watch it flop down between his legs. Their eyes met once more and she bit her bottom lip. She already knew how she wanted to start but it was tremendously difficult not to simply ignore the m all and drop to her knees. Thankfully when she looked up at his strong, unassumingly handsome face it was easy to give into the urge to have that face buried between her thighs. 

“I want you to go down on me.” She said, “ While I go down on you.”

“O-okay . . . how should we—” 

In response to his unfinished question and with a burst of acrobatic skill Jennifer suddenly sprang into a handstand, her body still facing his and her legs opened expectantly. The inherent absurdity of what was unfolding before him was mitigated to the point of irrelevance as he stared down to see her naked slit in all it's soft, juicy glory. Her plump outer lips were already damp with arousal and the warm pink inner folds between them looked absolutely sumptuous. No amount of trepidation, embarrassment, or uncertainty could stop him from at least tasting the cute little pussy being offered to him. Carter bent down to wrap his arms around Jennifer's waist and lift her bodily into the air. It was the only move that made any sense with her response and he was delighted to find she was exceedingly light. He pulled her as close to his face as he could get and ran his tongue along the length of her sex. Jennifer immediately squirmed at the sensation flooding her body. Either because of experience or simple size he managed to cover the entirety of her sex with a single pass. The way he started at her swollen clit and ended coming perilously close to her asshole was nothing short of divine. Were it not for the big, throbbing dick occupying her view she probably would've let him lick her forever without doing a single thing.

But Jennifer was nothing if not a giving lover and sucking cock was a favorite of hers. Particularly when it afforded her the chance to practice on someone much larger than she was used to. After a bit of fumbling she grabbed his shaft and lifted it towards her face. Carter slurped away at her pussy without a care, barely noticing her hand on his member. He was far too enamored with sliding his tongue across every centimeter of sweet tasting pussy before him, often allowing his tongue to dip in between her folds and temporarily slip inside her cunt. His efforts were rewarded with a steady trickle of creamy fluids seemingly produced to spur him on and make his head spin. In an effort to please her and make sure everything was as fun as possible he almost totally forgot everything else around him. Until her lips closed around the tip and the warmth of mouth enveloped him. His rhythmic movements stalled for a fraction of a second as he groaned. Taking advantage of her momentary control of the situation Jennifer took the chance to slide as much of his prick into her throat as she possible could. More than half of it had disappeared between her lips before her always unhelpful gag reflex started to kick in. She shut her eyes as tears started to well up and did her best not to be overly noisy while she gagged on his prick. More out of a mild sense of embarrassment than any real need to be quite though. Lord knows that would be a lost cause when they actually started fucking!

Her mind was already relishing the thought of riding him in all the fun ways she'd concocted and without even meaning to this increased lasciviousness directly influenced her mouth. She bobbed back and forth along his shaft like it was going out of style, spit dripping from every inch she managed to cover. Though it was slow going she did manage to work her way a little further down each time, her perpetually tightening throat proving a large but not insurmountable obstacle. To help herself along she slid her hands around his thighs and pulled herself further onto his prick, completely aware of how much it was affecting her partner. Carter felt his grip beginning to loosen as Jennifer began to sweat and the pleasure of her slow, tempered blowjob began to sink in. Wanting more than anything to continue his stance noticeably widened while his arms tightened around her waist. Soon he was crushing her against his body with enough force to push the air from her lungs. Which of course only added to the lightheaded thrill she was experiencing in the best possible way. He stopped just short of actually restricting her movements or her air flow so there really wasn't any need to cease what she was doing. If anything being able to feel his resolve strengthening made her want to reciprocate in some way. Given her position there was really only one logical choice. Taking in as much of a breath as she could without pulling his dick from her mouth Jennifer suddenly and forcefully shoved herself down to the bottom of his member. Every inch of her body shuddered while a long, messy gurgle emerged from her mouth. Tears streamed up her cheeks and her eyes rolled back in her head. Her throat was so utterly and completely full of cock it felt like she was suffocating. The effect this had on both of them was both powerful and all encompassing. Including throwing how long it'd been since Carter last had sex or even masturbated into sharp relief.

“I'm gonna cum soon!” He managed to blurt out.

Fully expecting her to pull back and finish him off with her hands like his ex wife always did Carter was astonished to feel Jennifer instead pull herself down to the base on his cock. While he would never presume to tell a lover what to do the fact that she elected to suddenly deepthroat him instead of pulling away was more fantastic than the best handjob in the world. The constant gags and slurps coming from her efforts were incredibly arousing and he had to make a conscious effort to return to her pussy instead of simply basking in the sounds and sensations going on below. Her tongue swirled around the base of his member and even darted out to run along as much of his balls as she could reach. To her surprise the moment his tongue dove back into her slit his hips started to thrust. Their movements were gentle and almost imperceptible at first but he was very clearly enjoying her ministrations even more than he'd let on. Jennifer shivered so hard she nearly wriggled out of his grip entirely as his tongue absolutely worked her pussy in those few seconds leading up to his release. Outside of a rough fingering she'd never experienced that kind of ferocity in foreplay and it was utterly fantastic in every way. Her inner walls clamped down around him and all the sensitive spots he was assaulting quivered uncontrollably within her. Whatever juices that weren't slurped up by Carter dripped down her upside down form in a constant and growing cascade. Some even managed to reach as far as her chest and the back of her head. She didn't even realize what was truly happening to her until the distraction of his dick suddenly go rigid yanked her focus away from herself.

At the same moment his cum exploded into the back of her throat as a fountain of juices squirted out of her pussy. In both cases those lewd ejaculations were happily and messily gulped down as quickly as both of them could manage. For Carter this was easier said than done with pussy juice splashing all across his face and chest. Jennifer managed her side of things a lot more smoothly although she did gag and choke more than a little purely from the madcap twitching of his member inside her mouth. Getting one of his best suits coated in warm, sticky fluids might have been galling were it not for the enormous pleasure and release he was experiencing from both her blowjob and the base satisfaction of bringing a woman to orgasm. Much in the same way her incredibly sloppy climax might have been embarrassing for Jennifer, she rarely squirted with anyone that didn't know her body like the back of their hand, had the ecstasy of it combined with the pleasure of his release not taken precedence. Rather quickly they lost themselves in their own orgasm with the others adding a fantastic extra layer on top of it all. Each fed into the others for more than thirty wonderful seconds until they finally started to come down from the high.

The first thing Jennifer noticed upon swallowing the last of his spunk was the telltale way Carter's grip started relaxing once more. Certain she was about to be dropped she pulled herself from his dick and said, “You can put me down!”

He listened to her hoarse advice despite wanting to continue and slowly lowered her to the floor, “Like this?”

“That's perfect.” As soon as her feet touched carpet she sprang up with a surprising amount of energy, her blushing face the picture of excitement, “Do you need a break?”

“I think so.” He said, swaying from side to side and looking wholly unsteady on his feet, “Just a few minutes.”

“Really? Because it doesn't look like you need a break to me!”

With hands on hips like and a look that wouldn't be out of place on camp counselors face she grinned at his still hard cock as it throbbed between his legs. Spit and a little bit of cum dripped from the tip in the time it took Carter to look down at it as well. Both surprised and delighted to discover just how quickly he'd bounced back after cumming he looked at Jennifer with a sheepish smile. If he could find the strength there were few things he'd love to do more than have sex with her. Just looking at her red faced exuberance and toned, sweat covered body was enough to be certain of that. Even before he properly registered the smell of her sex all over himself and took a long, slow inhale.

“I-I guess I can manage a bit more.”

“Good. Then I want you to pick me up again. Only this time you're going to fuck me while standing.”

“Am I always going to be standing up?”

“Of course! At least until I think of another way to work out more than just your core!”

“All right.”

Hearing all the permission she needed Jennifer leapt forward and threw her arms around his broad shoulders. Thanks to the substantial difference in height this left her feet dangling more than a foot off the ground and her naked body pressed warmly against his clothed form. Carter reacted almost on instinct to her movements, his arms once more closing around her waist. But rather than stopping there his hands instead drifted lower until they were cupping her pert ass cheeks. As her legs snaked around his waist he gave her toned buttocks a nice long squeeze. In response Jennifer giggled softly into his ear and wrapped her legs around his waist. She leaned back and bit her lip, waiting for him to make the next move. Fortunately Carter was no stranger to the occasional pornographic film and he didn't take long to lift her higher. The moment she was far enough above his shaft she reached down with one hand to lift towards her waiting pussy. Though a bit awkward she managed to hold him steady until she was lowered back down and his precum drenched tip rubbed against her cunt. They both shivered and smiled at one another as he gradually slid inside her pussy. But rather than stopping to enjoy the sensation Carter pressed on and Jennifer was all the happier for it.

Inch by inch he slid deeper inside her and marveled at how effortlessly she managed to take all of his relatively impressive girth. Every other woman he'd been with including his wife required a fair amount of build up, foreplay, and slow penetration before he could be inside them. Apparently Jennifer only required the foreplay and she was ready to go. By their hips connected and her pussy was comfortably pressed against his groin Carter had a surprised look plastered to his face. Laughing at his surprise and leaning forward to kiss him Jennifer didn't bat an eye at his size after seeing it for the first time. He felt absolutely enormous inside her and filled her up so well it was like a dream but she was already familiar with such feelings thanks to a collection of large dildos. Some of which were even modeled after fantasy creatures. Of course that experience didn't stop his turgid length from making her whimper and gasp in breathless excitement. Once he started lifting her up his length those noises upgraded to full on moans and even the occasional vulgar exclamation. Somehow his throbbing tip felt even better sliding out and she relished every centimeter that scraped against her inner walls. When he stopped midway through his retreat to lower her back down she actually called out his name in a protracted whine that sounded wholly unlike her. There was no time to be embarrassed by her own reaction though as he rather quickly settled into a building rhythm that didn't show any signs of slowing down.

At some point she managed to get both her legs from behind his back to resting against his chest. With her new position she had less control than ever and it was entirely on Carter to set the speed and power of their sexual workout routine. Just as Jennifer hoped he elected to go as hard and fast as humanly possible. He widened his stance, grabbed her ass hard enough to make her gasp, and set about pounding the tight little pussy to which he'd be assigned. Every time she came gliding down his length he would thrust forward and send the last few inches of his cock plunging into her. A powerful smack would echo through the room and she would cry out in pleasure. A small, focused groan would emerge from his lips and before either side faded Jennifer was sliding right back up his dick to repeat the whole process again. The longer they went on the faster he managed to work the rhythm all without sacrificing much in the way of power. At his peak Carter was jackhammering her sensitive cunt, his balls slapping furiously against her skin and every fiber of her being quivering as ecstasy washed over her. Juices seeped, then gushed, then trickled out of her in a steady cycle as her fluctuating but omnipresent pleasure coursed through her body. But even when he was forced to slow down so he could catch his breath, often attempting to hide the fact that he needed to do so, he made sure to at least keep up the forcefulness of his movements above all else. It felt like every thrust was trying to break her and considering how good each one felt compounded with the ones that came before odds were good he'd manage to succeed. If he could keep at it long enough at least. 

For more than two, wonderful hours they enjoyed Jennifer's special workout. Just about every standing sexual position either of them could think of was employed to great effect. Her remarkable flexibility combined with his raw strength worked wonders and allowed them to be as creative as they wanted. In the blink of an eye Jennifer found herself with her back to Carter and her legs pressed against her chest as he fucked her wildly in a full nelson. Her big, messy orgasm was made all the more spectacular by that position as fluids erupted out of her in long, gooey jets one after another. Some even arced into the air high enough to land on the other side of the room while the rest simple joined the ever expanding puddle beneath them. After that it was a simple transition into a wheelbarrow position that saw her staring straight at the floor while he held her wrists and thrusted forward. That was undoubtedly the most nerve wracking one she enjoyed but the constant heart skipping fear of sliding off his dick and plummeting comically to the floor only heightened her post orgasm bliss. It also allowed her body a bit more freedom to bounce and writhe while she was fucked which had the unforseen benefit of giving Carter more incentive than ever to keep slamming away like he was fresh out of prison. In an effort to acknowledge how hard he was working and give him some sort of break Jennifer took advantage of their next switch up placing one foot on the ground while the other was thrown over his shoulder in a standing splits. That also allowed her to look up at him and pull one of his hands to her neglected breasts for some much needed groping. They remained like that for noticeably longer than the other positions until it came time to pick of the pace again and they jumped back to the position that started it all. Once the cycle had been established and completed it was easy for both of them to truly fall into the pleasure of one another's bodies while time continued to slip away.

Towards the end she was wondering why on earth she hadn't thought of this idea sooner while he was wondering what on earth he'd done to deserve such a lucky twist of fate. After her fourth orgasm she was starting to feel a similar sense of gratitude as him, although it was hard for her to properly voice it. Or indeed much of anything other than a constant stream of moans, whimpers and the occasional scream. Carter only climaxed once more and it proved to be the final orgasm of their little session. As his cum flooded her pussy his strength finally waned. He was just barely able to stagger towards the love seat perpendicular to the couch where the both of them collapsed in a heap. Having just finished the longest workout of his life Carter was far more exhausted than his companion and downright comatose as he felt the softness of his couch. Jennifer lay atop her companion feeling his rapid heartbeat for several seconds while a sense of pride and accomplishment filled her body. It was a nice accompaniment to the hearty amount of spunk also filling her up. When his dick finally emerged with a wet pop all that semen started seeping out in a gooey landslide. Ever the considerate lover she immediately covered her pussy with one hand and slid off Carter's lap.

“Would you mind if I used your shower?” She asked while semen pooled against her fingers and threatened to spill out from between them.

“Not at all . . .” He said with a dazed smile. As much as he wanted to look at her the pillows cradling his head were just too inviting, “Down the hall, second door on the right.”

“Thanks!” She started to turn away but paused, the sight of his partially hard member combined with the toe curling feeling of fresh spunk on and inside her giving rise to an impish little thought, “You know . . . after any serious workout you're supposed to taper off with some light exercise before stopping completely.”

Feeling a little jolt of adrenaline Carter sat up for a moment and said, “Is that right?”

“Mmhmmm!” Jennifer shivered as the first drops of cum leaked out to run down her thighs.

“I think I'll join you in the shower. If that's all right?”

“Absolutely! You may have to take off your suit though.” She added as he stood up and moved towards the hallway.

“Right. I'll meet you in there.”

“Perfect. I'll make sure the water's warm!”