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Chapter 25
by Artican
Do you join Jenny in the pool or have other ideas?
Jenny makes a challenge.
“Well, you seem to be enjoying yourself!” you remarked as you smiled toward the red headed water nymph.
“It feels sooo good!” she agreed, doing a backstroke, then backflipping under the water to pop up at the edge again. If you didn’t know any better, you’d swear she was a mermaid. “I don’t know why I never did this before!”
“Well, maybe you should go naked for EVERY swim from now on,” you suggested.
“You know, that’s a good idea!” Jenny realized. “From now on, it’s only skinny dipping for me! It’d save me from having to bring along a swimsuit! ...If I just happened to run into a nice looking place to swim, I could just strip down and hop in!” You nodded to her sound logic as she continued to reason with herself. “Heck, I take my baths naked, and pools are just giant bathtubs! It’s only natural for me to bathe naked in a pool too...” Then she looked at you with a nervous grin. “Do you… want to come bathe with me?”
As enticing as her offer was, you couldn’t help but to tease. “Oh, I don’t know…” you replied noncommittally, “I’d need a little bit of encouragement to hop into the water…”
“Oh come oooon….!” Jenny whined, splashing water at you for being a wet towel. You grabbed her hands to keep her from splashing more. Once your hands were around her wrists, she tugged at you, trying to pull you in!
Reacting on instinct, you lurched back, pulling the nubile redhead out of the pool. The two of you fell back so that she landed onto your chest, staring into your face.
“Oh!” she giggled as she pulled herself up. “Working out at the gym has really paid off for you, hm?” Her breasts still pressed up against you as she lifted herself. Realizing this, she turned away with embarrassment.
“No need to be shy,” you encouraged, reaching over to cup her massive mounds. “They’re very nice. They’re so pillowy and soft!” You gave the plush body parts a gentle squeeze and felt yourself stirring down below.
Jenny gave you a meek smile and slid back into the water like a slippery seal. The feel of her wet body gliding over yours sent more shivers and arousal through your body. She bobbed by the side of the water, resting her arms on the edge of the pool. You took her hand and placed it onto your now throbbing dick and she began to absentmindedly stroke it.
“You know, the pool is more fun when you’re IN the water, right?” Jenny complained.
“Oh, I’m getting in lots of fun right where I am,” you grinned, feeling Jenny’s slender fingers gliding along your shaft. “In fact… how about you climb out of the pool and we can have fun together?”
It was Jenny’s turn to tease. “Hmm… well how about we have a little competition first…” You raised your eyebrow. You were expecting Jenny to hop out and mount you as soon as you suggested it, but it seemed she had other plans. You thought the rules of the gym were that everyone would willingly agree to any sexual suggestions you made, but Jenny was going against that. Was she still willing or was she somehow immune to the effects of the gym? She was openly giving you a handjob, so unless she was a free spirit, the gym rules must still be in effect. Either way, you wanted to hear out her counterproposal.
“Alright… What do you have in mind?” you asked.
Jenny gave you an impish grin and said, “If you can beat me in a race, I’ll let you fuck me.”
“Race?” you repeated. “Like in the pool?”
“Of course, in the pool! You said you wanted to do a few laps. How’s a sweet fuck for motivation?” Jenny leaned forward, showing off her ample cleavage to entice you more.
“Hold on now…” you said, thinking over the challenge. “I’ve just seen you do a few laps and there’s no way I’m going to keep up.”
“How do I know you’re not trying to hustle me?” Jenny countered.
“Haha… trust me… I’m no pool shark, more like a flounder,” you admitted.
“Alright… how about if I can do two laps before you can do one, then I win?” Jenny suggested.
“And what happens if you win?”
“Then you have to do something I tell you to…”
“And that would be?”
“You’d have to lose to find out…” Jenny teased.
Curiosity got the better of you; you wanted to see how this would play out. “Alright, you’re on!” you told the redhead.
“Alright! Hop in!” she smiled.
You dropped into the water and gasped. The shock of cold surrounded your body. “Gah....” you whined as your body slowly acclimated. Jenny laughed and waded nearby in the open water to wait for you to get ready. After a few seconds, you were able to use your limbs again. You swam around a bit to get a feel for the water. Jenny was right, the feel of your entire body being coated with the ethereal sensation of water felt relaxing and invigorating. Your cock remained stiff and at attention, which felt like it would become a problem in the race.
“You ready?” Jenny asked, as she sidled up beside you. Her boobs kept trying to buoy out of the water.
“As ready as I’m going to be,” you said.
“Then go!” Jenny called out with a laugh!
She was already swimming away, leaving you to catch up. You spun your arms, paddling through the water. You felt yourself sluggishly move forward. Jenny was already at the end of the lane when you were only midway across the pool. She took advantage of her heavy lead to pause and give you a smack on the backside to rev you up.
“Come on, John! At least give me a challenge!” she chided before swimming off to finish her first lap. You didn’t want to be totally washed by her, so you pushed on, making it all the way to the end of your lane by the time she was approaching her second run. “Looks like it’s going to be a neck and neck!” Jenny called out before moving to push off from the edge of the pool.
This gave you an idea. As she kicked out, face up in the water, you hopped over to her lane and landed on top of her. She gasped, not expecting this move, and nearly went under. Her swimming expertise kept her afloat with you in tow.
“Cheater!” you cried out in mock indignation. She tried to wrestle you off of her while still doing her lap.
“Just evening the playing field!” you replied. You had your arms wrapped around her neck and were holding on for dear life as she propelled the both of you through the water. You hugged her body, pressing your firm cock against her backside as her hips swiveled to keep up propulsion.
“I’m still going to beat you,” Jenny said confidently.
“How’s that?” you asked.
In response, Jenny dove down. You held your breath and clung on tight, but she managed to slip her head from under you, leaving you grasping at the water. Freed, she swam up like a fish. You reached out, getting a hand on each of her boobs, but you could not get a tight enough grip on her body and she swam away. Thwarted, the only thing you could do was follow her and accept your loss like a man.
First, you swam straight up to get your head out of the water and reacquaint yourself with life sustaining oxygen. Then, you looked around to see where the finish line was. Jenny was sitting on the edge, waving at you smugly. Defeated, you humbly swam over to the victor. Not wanting to look too sore over your loss, you pushed hard to finish strong. Jenny clapped, cheering you on.
“Attaboy, John! You got this!”
You lifted your head as you approached the end of the pool, only to bump into a soft pillow. You backed off and realized it was Jenny’s butt. Jenny turned her head to face you with her ass still blocking your path. “Just wanted to show you what you lost out on!” she teased.
“It’s a darn shame too,” you sighed. “But, I’ll admit it. You beat me, fair and square.”
“Why thank you!” Jenny grinned, proudly. She sat up on the edge of the pool again, legs dangling in the water. “Now for my prize!”
“What do you want me to do?” you asked.
She sat back and spread her legs, pointing down. You looked at her cleanly shaven pussy, glistening with droplets of water. You then looked up to her and raised an eyebrow. She bit her bottom lip through her grin and nodded. You shrugged. She was the winner and got to choose her prize. You swam up and ran your fingers over her labia and the folds began to open up. Jenny tilted her head back and moaned. You rubbed your fingers along her creases, as they coated you with her juices. Jenny laid back and spread her legs wider, oblivious to the rest of the swimmers in and out of the pool. You dipped your head in to taste her sweet nectar. You felt her body shiver as your breath warmed her mons. Your tongue caused her to gasp and shiver some more. You applied yourself to her peach, licking and fingering until she pulled you away.
You looked up quizzically, locking eyes with your neighbor. There, you caught real desire in her eyes. “Get out of the pool,” she said, urgently.
You followed her command and climbed out. She laid you down. With your back to the ground, your erect penis was glaringly obvious. Jenny stood over you, looking down at your pronounced member. She crouched over it, guiding her opening to align with the tip of your dick. You laid back and enjoyed the moment, feeling like a winner despite losing.
Jenny slowly sank her body onto yours. You both shivered with pleasure at the sensation. She inched lower until she bottomed out on your crotch, then started to rock her body. She sighed and moaned. You groaned back. Soon, she was riding you at a steady pace, pulling your hands up so that they could grope her ample breasts.
“You know… huh...huh…” you said, “I never took you… huh… for being so… forward…”
“I don’t know… hah…. Hah… what’s come over me…” she admitted. “That race got my… ngh... heart...mmm... pumping! I just felt like I needed some… mngh…. Cock!”
It was either the race or your gym privileges that amped up Jenny’s libido, you couldn’t tell one way or the other. It might even have been a blend of the two. Either way, you weren’t going to argue the results.
“I’ve alway… huh… seen you walking down the street… huh…” you continued, thrusting hard into her pussy as she pushed back. “Always… huh… wanted to just… ngh… go over to meet you…”
“Hahh… hah…. Yeah… I work… hah… coffee shop… hah… walk to work,” Jenny replied, using half sentences due to being distracted by your pounding dick up her vag. “
“Well.. huh… maybe, next week, huh… I could… huh… meet up with you? Huh… for some coffee?” you proposed. It felt weird, asking someone you were in the middle of fucking for a first date.
“Oh… mmm….” Jenny responded. “I’m sorry, {First_Name}, I have a… mmm… boyfriend… I hope you’re not too… oooohhhh…. upset...”
You didn’t need to reply to reassure her that you were still cool. Instead, your body did the talking, firing off a jet of cum deep into her pussy, causing her to bend over and grip you for support.
“Ahhh!” she cried out with satisfaction.Her quivering body caused you to unload another shot of cream into her body. It sent another shuddering wave of ecstasy through her. She bucked and moaned. Her cries of pleasure echoed over all the other pool sounds, but everyone continued what they were doing, unabated. She rode out the waves moaning and screaming, then collapsed beside you, panting heavily. You both took a minute to recover, laying naked, by the pool, soaked in your own juices as gym goers swam laps and made dives, not paying you any attention.
“You know…”Jenny said, after the moment of silence. “Maybe you COULD come by for some coffee after all. It’s not like I can turn down a customer, right?” You smiled. She added a caveat, looking at you with all seriousness to make sure things were clear. “But, only as a friend… You ok with just being a friend? Maybe a gym buddy!” She pried herself off you and looked down at the sticky mess the two of you made with each other.
You admired your work as well before saying, “I’d love to be gym buddies with you, Jenny!”
Jenny smiled, then went down on you, licking you clean of the cum and pussy juices before sidling up to meet you face to face. As she slid, she dragged her heavy bosom against your body. Her perky nipples dug against your skin. She gave you a peck on the cheek and said, “Well, until next time, gym buddy!”
Without waiting for a response, the busty redhead stood up, stepped toward the pool, and dove in with a splash! Not looking back, she resumed her laps. You sat back and watched her for a while. Then you were interrupted by someone.
“Are you alright, sir?” a voice behind you asked.
You turned to see the lone lifeguard of the pool standing behind you. She glanced over your shoulder toward your lap, taking notice of your glistening tentpole, still standing thanks to Jenny’s tongue bath.
How do you respond to the lifeguard?
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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