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Chapter 17
by Artican
Do you have more for Jill and Max?
Coach Max to be a better performer.
Max’s forehead was drenched with sweat. His breathing was labored and ragged. Clearly, he needed a new workout regimen. Fortunately for him, you seemed to be taking a liking to the old codger.
“You look gassed,” you mentioned to the portly middle aged man.
“I’m no spring chicken, as they say,” Max replied between gulps of water and panting. “Don’t worry, though… I’ll be fine, just need a minute.” Max tottered over to the seat you were just in and plopped down onto it. He held the cool water bottle to his forehead and closed his eyes with a heavy sigh.
“Max, I’m starting to get the impression you don’t come here for the workouts…” you said with concern.
Max waved off the observation and laughed. His excuse was, “Oh… I go at my own pace.”
“Oh. Is that pace a putter?” you smirked.
“Wise guy, huh?” Max chuckled. He went on to reason, “The club gets its monthly fees and I get what I get out of the place, there’s no harm being done,” Max shrugged before taking another swig of water.
Your arms folded together as you leaned in to look the office worker in the eye. “You can get so much more out of this place, Max!” you explained to him. “Let me help build up your stamina, get you in good running order! I bet your wife would love it if you could go a few laps with her!”
Max stirred from his rest to open one of his eyes. It was caught by your focused stare. “What are you offering exactly?” he asked as he started to toy with the idea of a better body in his head.
“I’m offering to be your personal trainer! I’ll give you a workout session that will both improve your physical and mental health!” you pitch. Max’s eyebrow went up slightly, but the rest of his body remained sedentary. You needed to elaborate before he was willing to bite. “Well, take this massage for instance. You liked giving Jill that, right?”
Max turned to Jill, who was still laying on the massage table, idly wiping herself down. He turned back to you and nodded, “Yeah…”
“Well that was a good way to get your muscles loosened up! In fact, maybe this would work better with someone you know... Jill,” you called over to the man’s coworker. She looked up and met your gaze. You asked her, “You wouldn’t mind helping us with Max’s personal health, would you?”
“Oh! Not at all!” Jill replied, sitting up and awaiting further instructions. “What do you need me to do?”
“I was thinking you’d support him as I run him through some reps,” you said.
“Actually, we’re already past our lunch break, we should be heading back to the office…” Max pointed out. Of course, Max didn’t seem to be worried about the time when he was all hands over Jill, but the moment some real exercise was in the picture, suddenly duties became a priority. He was avoiding his own health issue and as a good samaritan, you couldn’t let him weasel out of it anymore. You sat the man down as if this were an intervention.
“Look, Max. Your current conditioning worries me. Do you find yourself fatigued before the end of the day at work?” you asked.
“Well, who doesn’t after a long day?” Max replied.
“Do you feel sluggish in the mornings? Fall asleep in the afternoons?”
“Don’t we all?” Max chuckled. “Look, pal, I’m over the hill. The body ain’t what it used to be, if it were ever anything at all… you don’t have to worry about me, that’s just life.”
“I promise you, Max, that with this workout routine, I will have you feeling ten years younger! You’ll have more energy, work more productively and have a positive attitude that management would not be able to ignore! Plus… how can a little extra quality time with Jill ruin your day?”
Max gazed over at Jill’s bountiful curves and grinned.
“Come on, Max, I’m here for you!” Jill added. She leaned in to give her longtime friend an encouraging pat on the knee. The gesture gave the both of you a good look at her ample bosom.
Max shifted a bit in the chair. His eyes remained steady on Jill’s figure as she sat back down on the massage table. “Alright, you sold me!” Max enthusiastically agreed. “Geez, kid, I might have to introduce you to the sales team!” He chuckled, patted his lap and sat up like an attentive student. “What do you want me to do?”
You looked around the gym to find a suitable spot to do exercises and led the two over to the yoga area. You pulled out a yoga mat and had Jill lay down on it with her back to the floor. You turned to Max and explained, “We are going to go through a form of exercise that has been around since the dawn of man!”
Max leaned forward to find out what this exercise was. You held your hand forward and thrust your hips in the air, in Jill’s direction. Max’s eyes lit up as he realized what you were alluding to. “First, you’ll need to warm up!” you instructed. “Take off your pants.” Max nonchalantly loosened the drawstring to his sweats and dropped them along with his cotton whites. He looked like Donald Duck. “You know what? Better take it all off…”
Max’s nude form was not much better than his bottomless one, but at least he didn’t look like a **** addled conspiracy nut trying to order a burger combo at the local ATM. You glanced over to see Jill's impression of her co-worker's physique. Although she wasn’t outwardly repulsed, she was not impressed by it either. “Max, you need this,” she said, bluntly.
“Alright, alright!” Max relented with waves of his hand.
You turned to Jill and asked, “Would you mind helping Max warm up for us?” You nodded over to his floppy wiener that hung, nondescript under the fold of his belly.
“Not at all!” Jill replied enthusiastically. It seemed that, regardless of her personal preference, she was happy to go along with anything sexual you suggested to her. You wondered if she’d be just as enthusiastic with someone of the same gender. Jill sat up from the mat, which was actually at the right level to reach Max’s schlong. She lifted the piece of meat as if lifting a person’s chin to look them in the eye. She gave the body part a quick inspection. “Looks like you’re already halfway there, Max!” she reported to her colleague.
“It must be the view,” Max responded with a grin.
“Oh please. I bet you’d rather be doing this with Cristi,” Jill commented as she wrapped her fingers around the length of Max’s rod and she stroked.
“Hey, if she wanted to join us, I wouldn’t complain,” Max admitted as Jill pumped her fist over her workmate’s cock.
“Maybe we could set up a double date workout sometime,” Jill mused. A few pumps later and Max was stiff, equipped with a fairly average looking five incher. You put a hand on Jill’s shoulder to indicate for her to stop.
“Alright, let’s start off with some nice and simple ‘push ins’!” you announced. You helped lay Jill back onto the yoga mat and parted her legs. Jill held the pose obediently. “Now Max, all you need to do is slide it in and start pumping!”
Max nodded as he approached the nude amazon, “Sounds easy enough.”
“Alright then, give me twenty reps!” you order.
“Come on, Max! You can do it!” Jill cheered, teasing her colleague with a wriggle of the hips. Then, she added in a husky voice, “Give it to me, Big Papa!” This was enough enticement for the middle aged office worker to move in with his throbbing cock. He planted it into Jill’s still glistening pink pussy with a firm push. It sunk in and was enveloped by Jill’s cushy, soft flesh.
“Oh… that feels good…” Max said once he reaches the base of his cock. He leaned over Jill and rocked his body back and forth. “Oh yeah…”
You gave Max a minute to find his rhythm. Jill continued to encourage her friend. “Ooh… that’s it, give it to me…”
Max responded with some strained, yet enthusiastic grunts. As Max settled into his pace, you were reminded of the image of a beached whale. This was no good.
“Max, buddy, I’m going to have to stop you right there,” you said, stepping in to halt the action. “Just a note on your form, you should give longer strokes, really move the body.” Max nodded. “Alright, back at it, give me twenty more reps!”
Max went at it again. His movements were a bit more pronounced, but still a bit sloppy. “Work the abdominals, Max!” you coached.
“Get it in deeper,” Jill added. “Really drill it in me!”
At this point, Max was coated in sweat. You kept coaching, “Come on, Max, you are going to keep going until the both of you cum!” Max wheezed, doing his best to maintain an aggressive pace, but his form began to get sloppy again and he was back to rubbing his scrotum on the carpet.
“Okay, stop there,” you told him. “Maybe if you had a visual aid, you can do the movements more effectively. Get up, I’m swapping spots with you!”
With a sigh of disappointment, Max pulled himself out of Jill and stepped away. You quickly stripped down and replaced him. Jill was as inviting as ever, leaning back on her elbows with her legs open and knees pointed up. She smiled, looking at your workout member and said, “How about I warm that up for you?”
You smiled back and replied, “Please do…”
Jill sat up. Again, her tall height allowed her to meet your cock face on, albeit, with you slouching down a bit for her to reach. She grasped it in her hands and massaged it into shape. As the appendage took its form, she even took it into her mouth to get it nice and wet for the upcoming exercise. You enjoyed the feel of the tall blonde’s lips and tongue running over your swollen member and would have let her continue with it longer, but you had a demonstration to perform. You begrudgingly pulled Jill’s beautiful face away from your cock and she ceased her warm up with a bit of ****. She eased herself back in position to receive you and you knelt down to your starting position as well.
You turned to Max and pointed out, “See how I’m holding my entire body weight under my hands and knees? This will give me more control to thrust my body into Jill…” You proceeded, lining the tip of your dick with Jill’s honey hole and then pushed inside. Jill’s pussy was warm and wet. You could feel her muscles tense up around your cock as it slid its way down her tunnel. Jill moaned softly and wriggled to get more comfortable around the much larger appendage you were feeding her for the exercise.
“Now, Jill shouldn’t need to do anything, all the work will come from you,” you continued to explain to the man beside you. You pushed your dick in with your arms planted on the floor, fully extended. “Notice my ass is clenched and my abdominals are stretched,” you continued. It started to feel a little strange to be demonstrating sexcerise positions to a middle aged man using his long time co-worker as a pose model. In your periphery, you could see the rest of the gym goers, indifferent to your live sex show, going about their business. This might as well have been a private lesson for all they cared. Max nodded at your explanations, making mental notes. At least he seemed eager to learn. You faced forward, settling your gaze on Jill’s sweet body, already glistening with sweat. She sucked in her bottom lip as you pulled back and pushed in again. “That’s a rep,” you told Max, resuming eye contact with him. “You should be doing twenty and then take a short break and then twenty more until you and Jill climax.”
You turned back towards Jill and gave her a thrust, counting out loud, “1... 2... 3... 4... 5…” keeping a steady rocking motion going. “... 18... 19... 20! And rest!”
Jill was panting underneath you, her body was flush from the red blood cells pushing to the surface of her skin. Max watched on intently. “You want to keep your pace steady, but with each rep, I want you to increase the tempo…” You said, before starting a faster set.
“1, 2, 3, 4, 5…”
Your faster pace caused Jill’s body to rock more vigorously. Jill was mouthing the count along with you as her body jiggled from each impact. “...19, 20!”
By the end of it, Jill’s chest was heaving up and down. You went at it again, even faster. Jill’s breasts bounced wildly, up and down. Eventually your sets of twenty were you and Jill furiously fucking for less than ten seconds. You could feel her entire body trembling from the workout. She wasn’t going to last much longer and neither were you. The next set was going to be your last.
As you reached the end of your count, both you and Jill tensed up and released your tensions. Your count turned into a groan. “Nineteeeen…. Ngh… twen….teee! Ahhh!” you uttered, unable to contain yourself any longer. You shot your jizz into Jill’s pussy, mixing it in with all the juices that she had been gushing out. Jill shuddered and clutched herself as she rode out her orgasm. With your bodies interconnected, you could feel every small spasm and twitch until the waves died down. You both took a minute to recover.
Your heavy breathing was interrupted by Max meekly muttering, “Um… I don’t think I could last that long…”
You slowly pulled yourself off of Jill. Your sticky cream dripped off your prick and oozed out of Jill’s opening. Jill sat up and, without asking, helped you clean off your mess with her tongue. You took a moment to enjoy the feel of Jill’s wonderful tongue again, then consoled Max. “Don’t worry about how long you can last right now. The important thing is getting your form,” you told him. “Remember, concise motions, steady pace.”
Max nodded at the advice. Jill finished licking your cock clean. She had some of your cum running down her chin which she didn’t seem to notice. Rather than help her, you opted to switch spots with Max so he could try the exercise.
“Alright, Max, you can do this!” You shouted at your student, in an effort to get him in the right frame of mind. “Jill’s spread open, waiting for you to plow her and fill her up with your white hot baby sauce! Now’s your time to shine!” You gave him a football style butt smack and told him, “Go get ‘em!”
“Yeah!” Max growled, hyped up to perform! Your amped up encouragement got some heads to turn, but the gym goers didn’t seem interested enough to watch the whole show.
“Come on, Max, let’s cum together!” Jill cheered her friend on.
Will Max be able to complete the exercise?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
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Updated on Jun 7, 2025
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
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