Jenny's Boy Toy
Tiny Tutor (Re-Upload)
chapter 11
by
Bobob1
As Jenny's hand drew closer, you attempted to kick it away as her fingers clasped your legs. You knew it would do nothing to deter her, but it was the only thing you could think of. Unfortunately, you failed to realize that your kicking allowed a certain outline to become visible again. You realized your mistake instantly, but it was too late as you heard the giant blonde's voice boom above you. “Ohh em gee!!! Is that what I think it is?” Your heart sank in defeat as you heard her cheer like a child on Christmas morning.
Jenny was flattered at your clear evidence of attraction to her, and in a borderline trance-like state she reached her fingers towards your midsection and attempted to slide your shorts off. Knowing very well what her intentions were, you tried to squeeze your legs together in an attempt to keep the clothing secure. Jenny laughed at your awkward resistance as she pulled your shorts off with ease, tossing them aside with one fluid motion and exposing your blatantly erect penis, much to your humiliation.
“Well, well, well! Seems like you have a thing for me too, that is so cute!” Jenny smiled from ear to ear as she gawked your vulnerable boner on display between her boobies. It had been awhile since she had any fun with the male anatomy, and seeing your erect penis had her heart fluttering with anticipation while her mind swirled with ideas of what to do next. “The penis is part of Biology... right? This can be our first lesson! Hee hee! ” Though you couldn’t see anything, you were able to piece together what was about to happen to you, and began to kick and grunt as Jenny's hand began to descend it towards your lower body.
Her finger gently brushed a few times along the extent of your penis. It was an uncontrollably ticklish sensation, which caused you to shiver in a state of unease you had never felt before, and it only became worse as she started to tap at your tip, and rub on more sensitive parts of your member. She took notice of the increase in stiffness and began to poke it back and forth, causing it to slap against her boobies. Jenny erupted in a fit giggles causing you to bounce around with her jiggly chest as she continued to fondle you. There was constant contact with her skin, her finger would poke one side, and instantly the opposite end of the shaft would be greeted by the skin of one of her orbs. You felt a tingling sensation as blood continued to rush to your penis, conflicting with your attempts to get your bearings straight.
Jenny began to incorporate more fingers to assist her endeavors as she incorporated a mix of taps akin to a pianist, it was as if she was playing the piano, but your cock was the only key. The constant stimulation from being touched all over was driving you wild, causing you to moan involuntarily with pleasure. You tried to shout in protest, but it just came out a muffled mess due to the generous amount of boob flesh gagging your mouth. As you twisted and squirmed, you mentally questioned the universe as to what exactly you had done to be put in this ridiculously humiliating situation. Even though you were not enjoying this at all, your member reacted on its own accord as it seemingly reached towards the giant girl's fingers. Jenny of course assumed this meant that you were enjoying her affections, and happily continued having her way with you thinking you were having the time of your life.
“You are such a fun tutor, Sammy! I really like your teaching style!!” You heard Jenny taunt you as she continued her touching with little respite between each time her fingers made contact. She kept up a balanced blend of gentle caresses, and excited tickles. “Muah! Muah! Muah! Muah! Muah!” you heard the dreaded sound of Jenny’s kissy lips return, causing an elevation in both your anxiety and unwilling arousal. You increased the rate of your kicking upon hearing the osculating sounds from her lips. It would be much more appealing if you could be this situation with Mallory, you mentally cursed Jasmine for putting you in this predicament in the first place. You couldn't help but wonder how much better your day would be going had you been allowed to join everyone on the boat.
“Heehee! This is totally like, the best day of my life!!!” Jenny teased as she resumed the smacking of her lips as she toyed with your privates. "You really are a special guy, Sammy! Definitely the boy of my dreams!" Thoughts of covering your tiny naked body with smooches kept crossing her mind as she watched you squirm helplessly between her boobs. But she reminded herself that she had the entire day with you, so she just continued to savor this super special moment with her new potential boyfriend! Jenny then took her index finger and began to twirl your sensitive appendage in circles, like a single helicopter blade desperately trying to lift off the landing pad that was her cleavage. Your member brushed along the generous boob flesh each time it made a pass. The curvaceous blonde began to sway her hips and shake her juicy booty in circles in the water, matching the pace of rotation from her finger, fawning head over heels for her cute little boy toy. “I think I might just have to keep you, cutie!” Jenny said. "Maybe I could purposefully fail my Biology midterm and start the course over, that way you can stay with me longer!" Your stomach dropped in response to her declaration. "My mom is paying for this anyways, so you'll get paid more AND we get to spend more time together! I can keep you for an entire quarter... or maybe even longer! Doesn't that sound FANTABOLOUS?!" Jenny was answered non-verbally by further squirming and more aggressive grunts from the young boy at her mercy. From her perspective you just looked too cute for words. The clueless blonde just dismissed your displeasure with some more smacking from her luscious, sparkly kissy lips as she began to taunt you once again.
This situation was getting worse by the second. You hoped that Jenny was just being sarcastic, but given her actions up to this point, it wouldn't surprise you if she was being serious. Horrifying thoughts of spending the next several weeks with this girl and her family flooded your mind and filled you with dread. To add insult to injury there was nothing you could do about it; you no longer had access to your phone because of it getting ruined yesterday, so you couldn't contact anyone. It was now completely up to Jenny's mom, Janice for how long you would be employed, and she obviously has taken a liking to you as well. Plus, the fact that they can afford a place like this in addition to their own home made it evident that they were plenty well off when it came to money. This meant that there would be no incentive to end your services prematurely, so unless something miraculous happens Jenny gets to keep you for as long as she pleases. This deduction, along with your current state made you feel utterly hopeless, you would do anything to have your phone back so you could call Stacy and have her rescue you from your curvaceous admirer. Maybe choosing this girl as your client wasn't your brightest idea..
At this point you were absolutely overwrought with your hapless twist of fate as you experienced sensory overload from all this fondling. Every fiber of your being yearned for a discharge, and your stomach churned as you felt a looming climax on the horizon. Clenching every muscle you could, you attempted to hold it all in, hoping that would calm your throbbing penis. You managed to hold on for now, yet you also started to feel yourself drift in and out of consciousness as Jenny playfully continued to tickle and stroke at your sensitive appendage, and if she didn't stop soon you weren't going to be able to contain it any longer...
Jenny was flattered at your clear evidence of attraction to her, and in a borderline trance-like state she reached her fingers towards your midsection and attempted to slide your shorts off. Knowing very well what her intentions were, you tried to squeeze your legs together in an attempt to keep the clothing secure. Jenny laughed at your awkward resistance as she pulled your shorts off with ease, tossing them aside with one fluid motion and exposing your blatantly erect penis, much to your humiliation.
“Well, well, well! Seems like you have a thing for me too, that is so cute!” Jenny smiled from ear to ear as she gawked your vulnerable boner on display between her boobies. It had been awhile since she had any fun with the male anatomy, and seeing your erect penis had her heart fluttering with anticipation while her mind swirled with ideas of what to do next. “The penis is part of Biology... right? This can be our first lesson! Hee hee! ” Though you couldn’t see anything, you were able to piece together what was about to happen to you, and began to kick and grunt as Jenny's hand began to descend it towards your lower body.
Her finger gently brushed a few times along the extent of your penis. It was an uncontrollably ticklish sensation, which caused you to shiver in a state of unease you had never felt before, and it only became worse as she started to tap at your tip, and rub on more sensitive parts of your member. She took notice of the increase in stiffness and began to poke it back and forth, causing it to slap against her boobies. Jenny erupted in a fit giggles causing you to bounce around with her jiggly chest as she continued to fondle you. There was constant contact with her skin, her finger would poke one side, and instantly the opposite end of the shaft would be greeted by the skin of one of her orbs. You felt a tingling sensation as blood continued to rush to your penis, conflicting with your attempts to get your bearings straight.
Jenny began to incorporate more fingers to assist her endeavors as she incorporated a mix of taps akin to a pianist, it was as if she was playing the piano, but your cock was the only key. The constant stimulation from being touched all over was driving you wild, causing you to moan involuntarily with pleasure. You tried to shout in protest, but it just came out a muffled mess due to the generous amount of boob flesh gagging your mouth. As you twisted and squirmed, you mentally questioned the universe as to what exactly you had done to be put in this ridiculously humiliating situation. Even though you were not enjoying this at all, your member reacted on its own accord as it seemingly reached towards the giant girl's fingers. Jenny of course assumed this meant that you were enjoying her affections, and happily continued having her way with you thinking you were having the time of your life.
“You are such a fun tutor, Sammy! I really like your teaching style!!” You heard Jenny taunt you as she continued her touching with little respite between each time her fingers made contact. She kept up a balanced blend of gentle caresses, and excited tickles. “Muah! Muah! Muah! Muah! Muah!” you heard the dreaded sound of Jenny’s kissy lips return, causing an elevation in both your anxiety and unwilling arousal. You increased the rate of your kicking upon hearing the osculating sounds from her lips. It would be much more appealing if you could be this situation with Mallory, you mentally cursed Jasmine for putting you in this predicament in the first place. You couldn't help but wonder how much better your day would be going had you been allowed to join everyone on the boat.
“Heehee! This is totally like, the best day of my life!!!” Jenny teased as she resumed the smacking of her lips as she toyed with your privates. "You really are a special guy, Sammy! Definitely the boy of my dreams!" Thoughts of covering your tiny naked body with smooches kept crossing her mind as she watched you squirm helplessly between her boobs. But she reminded herself that she had the entire day with you, so she just continued to savor this super special moment with her new potential boyfriend! Jenny then took her index finger and began to twirl your sensitive appendage in circles, like a single helicopter blade desperately trying to lift off the landing pad that was her cleavage. Your member brushed along the generous boob flesh each time it made a pass. The curvaceous blonde began to sway her hips and shake her juicy booty in circles in the water, matching the pace of rotation from her finger, fawning head over heels for her cute little boy toy. “I think I might just have to keep you, cutie!” Jenny said. "Maybe I could purposefully fail my Biology midterm and start the course over, that way you can stay with me longer!" Your stomach dropped in response to her declaration. "My mom is paying for this anyways, so you'll get paid more AND we get to spend more time together! I can keep you for an entire quarter... or maybe even longer! Doesn't that sound FANTABOLOUS?!" Jenny was answered non-verbally by further squirming and more aggressive grunts from the young boy at her mercy. From her perspective you just looked too cute for words. The clueless blonde just dismissed your displeasure with some more smacking from her luscious, sparkly kissy lips as she began to taunt you once again.
This situation was getting worse by the second. You hoped that Jenny was just being sarcastic, but given her actions up to this point, it wouldn't surprise you if she was being serious. Horrifying thoughts of spending the next several weeks with this girl and her family flooded your mind and filled you with dread. To add insult to injury there was nothing you could do about it; you no longer had access to your phone because of it getting ruined yesterday, so you couldn't contact anyone. It was now completely up to Jenny's mom, Janice for how long you would be employed, and she obviously has taken a liking to you as well. Plus, the fact that they can afford a place like this in addition to their own home made it evident that they were plenty well off when it came to money. This meant that there would be no incentive to end your services prematurely, so unless something miraculous happens Jenny gets to keep you for as long as she pleases. This deduction, along with your current state made you feel utterly hopeless, you would do anything to have your phone back so you could call Stacy and have her rescue you from your curvaceous admirer. Maybe choosing this girl as your client wasn't your brightest idea..
At this point you were absolutely overwrought with your hapless twist of fate as you experienced sensory overload from all this fondling. Every fiber of your being yearned for a discharge, and your stomach churned as you felt a looming climax on the horizon. Clenching every muscle you could, you attempted to hold it all in, hoping that would calm your throbbing penis. You managed to hold on for now, yet you also started to feel yourself drift in and out of consciousness as Jenny playfully continued to tickle and stroke at your sensitive appendage, and if she didn't stop soon you weren't going to be able to contain it any longer...
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April 23, 2025
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