Poolside with Jenny
Tiny Tutor (Re-Upload)
chapter 9
by
Bobob1
Jenny slid the backdoor open and stepped outside, the shining sun in the sky symbolically represented her current mood. The outside heat was relatively humid, so Jenny decided that a nice dip in the pool would be pleasant for you both. The massive woman walked towards the water, her voluptuous rump continued to bounce and jiggle in delight as she hauled her unwilling little friend with her.
The trip to the pool wasn’t far, and you hadn’t even had the chance to sort out your own thoughts before you were looking down at the clear waters, your host hovering momentarily at the edge before lowering herself to sit with her feet dipping into the water. The fist around you finally released, but only to drop you next to the flesh of Jenny’s thigh, the hand itself flattening against the tiles beside you and cutting off your route of escape. It probably wasn’t done intentionally, but you found yourself once again completely unable to escape from this girl as you stared up at the happy blonde.
Intentional or not, Jenny had you exactly where she wanted, turning to you with a lascivious smile while deliberately puffing out her chest and giving it a little shake in an attempt to seduce you. As little space as you’d had to begin with, you ended up with even less as she deliberately bumped you with her hips, essentially sandwiching you between her hand and her booty. You tried to squeeze your way free, as this position wasn't the most comfortable or ideal, but Jenny was oblivious to your discomfort. “So… you wanted to start on my tutoring right? Well I want to relax, but I don’t see why we can’t do both. I’m happy to talk about a little biology if that’s what makes you happy cutie.” The blonde licked her lips, her other hand moving to run across her abdomen in slow deliberate movements while her large eyes continued to stare you down. “Where would you like to start?”
As inexperienced as you were with girls in general, you weren’t so dense as to not recognize what Jenny was trying to do, but at the same time this might be your only opportunity to get things back on track and do your actual job, so you forced a smile and forged ahead. “Right. Well, your answer to my ad just said that you needed general assistance with biology, but that’s a pretty broad area. Ja-Your mother said that you needed help with your mid-terms right? Do you know what topics you’ve studied this year? That would really help to narrow things down a bit.” The blank look you received in response wasn’t encouraging, but you were pleased at least when the hand that had pinned you lifted away as Jenny rubbed at her chin pensively. Taking your chance you backed up a few steps, before deciding to change tact. “Okay, well. Could you maybe just tell me what you’re having the most trouble with right now?”
To your mind the question had seemed relatively clear enough. What area of biology are you having the most difficulty with? Unfortunately, Jenny’s mind was focused on things other than her studies right now, and the topic flew completely out of her head at what she interpreted as a much more open-ended inquiry. A blur of movement nearly sent you flying as your captor suddenly shifted, the loud splash that followed, and the water that pelted down at you as a heavy downpour, let you know that she had slipped into the pool, her form disappearing from view completely for a moment before majestically reemerging with another wave of water. Rising up before you, moisture streamed from the shelf of her breasts and fell like a curtain, pressing you flat on your back as you were cast in the shadow of her impressive curves. For a fleeting moment you were worried they would crash down upon you, but thankfully they remained held aloft as blue eyes peeked down at you from above.
The near ever-present blush on Jenny’s cheeks remained as she smiled down at you, though there was a hint of melancholy in her eyes now. She was happy that you had shown interest in her happiness and well-being, but it was still a bit of a sore topic. Still, if she was going to really make her move on you, she had to be open and honest with you, so she sighed once more before answering your perceived concerns. “Thanks for noticing Sammy. It’s just… like I said before my boyfriend dumped me recently and I’ve been a bit depressed over it.” Realizing the blonde’s mistake you tried to respond, but were forced instead into a hasty retreat as the breasts above finally descended, giving you just enough time to scamper out of the way before slamming down on the pool’s edge. “I mean… to put it in a biology sense, I really thought I had the whole attraction thing down, and that he was super into me, but then… he just wasn’t.” Not realizing your attempt to create distance, she reached down to scoop you up, effortlessly lifting your body while ignoring your attempts to squirm. “I guess there were signs though. He just never seemed that interested in kissing me, you know. Like, what if I’m just a really terrible kisser and no-one I ever kiss will ever want to kiss me again?”
It was clear that Jenny was becoming upset, as her grip on your body began to tighten, your flesh starting to distort as it conformed to the shape of her fingers. Desperate, you called out in an attempt to prevent any further damage. “I… I’m sure that’s not the case. You’re very pretty and probably a great kisser. Any guy would be lucky to be with you, right? That’s just basic biology.” You weren’t sure if that really made any sense, but it seemed to have the desired effect as the grip on your body loosened, only for it to then go too far as the blonde’s hand realized you all together and you fell down onto the soft surface of her left breast, bouncing slightly with the impact.
It was only when you found your balance and looked up that you realized the true extent of your error, Jenny’s downright hungry eyes filling you with dread. It was clear that she misinterpreted that last statement as you saw the elated smile return to her face once more. You tried to correct yourself, but couldn’t even get pass an “I-” before the blonde’s much louder voice boomed out. “Oh, I knew you were my kind of guy Sammy! But then, who can blame you. Just look at this body.” To emphasize her point she reached down to press you against her quivering orb, rubbing you into the flesh for a moment before turning to carry the both of you deeper into the pool. “If you wanted a kiss all you had to do was ask you know!"
You most certainly did NOT want a kiss, and frankly would have been much more interested in spending some time with Mallory instead. You tried to protest, but the next thing you knew you airborne and then a moment latter you were splashing down, spluttering as you struggled to stay afloat while Jenny’s colossal body moved lazily towards you.
The trip to the pool wasn’t far, and you hadn’t even had the chance to sort out your own thoughts before you were looking down at the clear waters, your host hovering momentarily at the edge before lowering herself to sit with her feet dipping into the water. The fist around you finally released, but only to drop you next to the flesh of Jenny’s thigh, the hand itself flattening against the tiles beside you and cutting off your route of escape. It probably wasn’t done intentionally, but you found yourself once again completely unable to escape from this girl as you stared up at the happy blonde.
Intentional or not, Jenny had you exactly where she wanted, turning to you with a lascivious smile while deliberately puffing out her chest and giving it a little shake in an attempt to seduce you. As little space as you’d had to begin with, you ended up with even less as she deliberately bumped you with her hips, essentially sandwiching you between her hand and her booty. You tried to squeeze your way free, as this position wasn't the most comfortable or ideal, but Jenny was oblivious to your discomfort. “So… you wanted to start on my tutoring right? Well I want to relax, but I don’t see why we can’t do both. I’m happy to talk about a little biology if that’s what makes you happy cutie.” The blonde licked her lips, her other hand moving to run across her abdomen in slow deliberate movements while her large eyes continued to stare you down. “Where would you like to start?”
As inexperienced as you were with girls in general, you weren’t so dense as to not recognize what Jenny was trying to do, but at the same time this might be your only opportunity to get things back on track and do your actual job, so you forced a smile and forged ahead. “Right. Well, your answer to my ad just said that you needed general assistance with biology, but that’s a pretty broad area. Ja-Your mother said that you needed help with your mid-terms right? Do you know what topics you’ve studied this year? That would really help to narrow things down a bit.” The blank look you received in response wasn’t encouraging, but you were pleased at least when the hand that had pinned you lifted away as Jenny rubbed at her chin pensively. Taking your chance you backed up a few steps, before deciding to change tact. “Okay, well. Could you maybe just tell me what you’re having the most trouble with right now?”
To your mind the question had seemed relatively clear enough. What area of biology are you having the most difficulty with? Unfortunately, Jenny’s mind was focused on things other than her studies right now, and the topic flew completely out of her head at what she interpreted as a much more open-ended inquiry. A blur of movement nearly sent you flying as your captor suddenly shifted, the loud splash that followed, and the water that pelted down at you as a heavy downpour, let you know that she had slipped into the pool, her form disappearing from view completely for a moment before majestically reemerging with another wave of water. Rising up before you, moisture streamed from the shelf of her breasts and fell like a curtain, pressing you flat on your back as you were cast in the shadow of her impressive curves. For a fleeting moment you were worried they would crash down upon you, but thankfully they remained held aloft as blue eyes peeked down at you from above.
The near ever-present blush on Jenny’s cheeks remained as she smiled down at you, though there was a hint of melancholy in her eyes now. She was happy that you had shown interest in her happiness and well-being, but it was still a bit of a sore topic. Still, if she was going to really make her move on you, she had to be open and honest with you, so she sighed once more before answering your perceived concerns. “Thanks for noticing Sammy. It’s just… like I said before my boyfriend dumped me recently and I’ve been a bit depressed over it.” Realizing the blonde’s mistake you tried to respond, but were forced instead into a hasty retreat as the breasts above finally descended, giving you just enough time to scamper out of the way before slamming down on the pool’s edge. “I mean… to put it in a biology sense, I really thought I had the whole attraction thing down, and that he was super into me, but then… he just wasn’t.” Not realizing your attempt to create distance, she reached down to scoop you up, effortlessly lifting your body while ignoring your attempts to squirm. “I guess there were signs though. He just never seemed that interested in kissing me, you know. Like, what if I’m just a really terrible kisser and no-one I ever kiss will ever want to kiss me again?”
It was clear that Jenny was becoming upset, as her grip on your body began to tighten, your flesh starting to distort as it conformed to the shape of her fingers. Desperate, you called out in an attempt to prevent any further damage. “I… I’m sure that’s not the case. You’re very pretty and probably a great kisser. Any guy would be lucky to be with you, right? That’s just basic biology.” You weren’t sure if that really made any sense, but it seemed to have the desired effect as the grip on your body loosened, only for it to then go too far as the blonde’s hand realized you all together and you fell down onto the soft surface of her left breast, bouncing slightly with the impact.
It was only when you found your balance and looked up that you realized the true extent of your error, Jenny’s downright hungry eyes filling you with dread. It was clear that she misinterpreted that last statement as you saw the elated smile return to her face once more. You tried to correct yourself, but couldn’t even get pass an “I-” before the blonde’s much louder voice boomed out. “Oh, I knew you were my kind of guy Sammy! But then, who can blame you. Just look at this body.” To emphasize her point she reached down to press you against her quivering orb, rubbing you into the flesh for a moment before turning to carry the both of you deeper into the pool. “If you wanted a kiss all you had to do was ask you know!"
You most certainly did NOT want a kiss, and frankly would have been much more interested in spending some time with Mallory instead. You tried to protest, but the next thing you knew you airborne and then a moment latter you were splashing down, spluttering as you struggled to stay afloat while Jenny’s colossal body moved lazily towards you.
172 views
·
April 23, 2025
Log in to comment