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Mother Knows Best	By : sandman-nobody Category: Kim Possible > General Views: 26443 -:- Recommendations : 1 -:- Currently Reading : 4
Disclaimer: I do not own Kim Possible. I am not making money from this work.

Chapter List
- 2
- 3
- 4
A/N: Time for another update. Seems like everyone is still enjoying themselves so a big thank you to everyone who took the time to review and comment on the last two chapters. This week we finally get a look into Ron’s part to play in this little scheme Ann has going on. Hopefully, a few of you will enjoy what this chapter brings to the story. Be sure to let me know what you thought after you’ve finished reading. Considering how old this fandom is I am continuously blown away by the amount of people who still care enough to read and give feedback. I’ll look forward to hearing what you have to say.

Chapter 3
Girl(s): Kim/Ann
Tag(s): Handjob, Cum Eating.
Words: 8006
Editor: Mr. G
Bright and early in the next morning, Ann possible could be found preparing her family’s breakfast, flipping pancakes and stirring eggs. Already her loving husband was at the table, his morning paper in hand and reading it with a peaceful expression. It was the perfect scene of a peaceful morning shared between husband and wife. But they were also father and mother, which is why when their two youngest twin boys came racing into the room, pushing and shoving the entire way, neither was surprised when the gentle atmosphere was shattered and replaced with a much more familiar but appreciated excitement.
A sigh fluttered from the Possible patriarch as he dropped his paper to give his sons an admonished stare. Catching the warning, both young men quieted before sitting themselves down in their usual seats. A little roughhousing between boys wasn’t all that strange, but it was time for breakfast. And seeing the food their mom put in front of them, whatever disagreement or dare that had sparked the fight was quickly forgotten.
Smiling to himself, the father of three took a small drag of his coffee mug, proud of seeing his family. But only seeing two of his three children, a quick glance at his watch sparked a concerned glance upstairs.
“Honey, Kimmie cub is going to be late if she doesn’t hurry,” he remarked. His wife didn’t seem nearly as worried about their oldest as she poured the food onto plates, discreetly giving Kim a slightly larger portion. She would need it.
“I went up to check on her earlier, dear,” Ann answered with a smile. “She’s just taking care of a few things before going to school.” And technically, Ann decided that wasn’t completely untrue. If the deep panting and buzzing sound were anything to go by, Kim was most certainly taking care of something. Twice, by the sound of things. But James didn’t need to hear that.
Placing his plate in front of her husband, Ann carried a fond smile as she ran her hand through his brown hair. He cared about his children so much. It was one of the things she loved most about him. Many times over the past weeks, she had thought about how all that was happening would affect him. And ultimately, Ann wasn’t too worried. Sure, finding out his little girl is pregnant will be a shock, but when he sees her in the hospital holding her newborn baby in her arms, Ann knew her husband would be putty.
Giving a soft chuckle, the redheaded woman placed a soft kiss on the top of his head before returning to the stove. Kim took this moment to make her appearance, walking down the stairs with a bright and healthy glow alight in her cheeks.
Muttering a soft hello to her family, Kim gave her mother a shy glance before settling down at the table, an unusual awkwardness firm in her demeanor. Thankfully, none of the rest of her family seemed to pick up on this as her plate was set before her and an uneventful meal began to start the morning. A quiet and peaceful mood that would continue right up until a certain blond-haired young man decided to pay his favorite family a visit.
The family looked up hearing a rapid knock on the home’s side door. Years of just making himself welcome and inviting himself inside whenever he liked meant he didn’t bother waiting for anyone to get up and opened the door on his own. No one even blinked seeing the familiar freckled face suddenly appear. “Hola, Possible family! Kim, you ready-?” he stopped short, making an exaggerated effort to sniff the air. His expression shifted to something more bashful before he continued, “Er, are those pancakes I smell?
So cheerful, even this early in the morning, it was hard not to return the boy’s wide smile. Unfortunately, as Ann glanced at her husband she could see his disapproving face curl from the inside of his newspaper.
With a sigh, Ann knew James wasn’t quite as fond of Ron as the rest of the family. In his eyes, the young man was simply an ignorant clown, undeserving of his daughter’s friendship. He kept this to himself, however, more than aware that he alone held this opinion. Standing up, Ann was more than happy to see the young man on this day, greeting him with her own warm smile.
“Ronald,” she touched his arm affectionately. “would you like me to fix you a plate?” And not one to hold back, Ron made no effort to hide his enthusiasm as he nodded his head, already gearing for what would be his second breakfast of the day.
“Bottomless pit,” Ann heard James grumble into his paper, that just being one of his many, many endearing nicknames for the young lad.
For a moment, Ann thought Ron had heard the older man as she watched his expression fall ever so slightly. Raising an eyebrow, Ann followed his eyes to Kim instead. Suddenly, it was impossible not to notice the two seemed distinctly uncomfortable. And if the way Kim stubbornly refused to look at her best friend was any clue, it was clear something was going on between the two. Exactly what, she couldn’t say. But given the events of the other day, it wasn’t impossible to put the pieces together.
Whatever it was, Ann was willing to bet a pretty penny it had something to do with the thick sweater her daughter had chosen to wear that morning.
“We should go too, Ron,” Kim spent the entire breakfast focused on her meal. It was only when her dad and brothers left, and they were running late that she finally acknowledged his existence. Appearing almost too afraid to hope, even this small a gesture was enough to restore his signature grin.
Choosing to show up like nothing was wrong had been a gamble, and part of him had half expected to be turned away at the door. But seeing the olive branch for what it was, however begrudging, Ron just nodded his head, all too eager to pretend the other day hadn’t ever happened.
Ann watched the two stand up, Ron scrambling as he offered to carry Kim’s bag. Nursing a now lukewarm mug of coffee, she had been waiting for the two to get going. But she needed just one thing before they left.
“Hold on you two,” Ann called out. Turning his attention from one redhead to the other, both young adults turned as she approached the pair, eyes trained on the young man. “Ronald, I was hoping that I could ask you for a favor.” The mother smiled at them both.
“Sure thing Mrs. P,” he grinned. “whatcha’ need?”
One thing Ann always loved about Ron, he was always so ready to please. As soon as he heard her, his expression beamed at the chance to return any of the kindness the Possible family had shown him over the years. A fact that Ann was dearly counting on.
Rather than answer right away, the older woman surprised the two when she glanced at her daughter. Gesturing with her head away from the other woman, her smile was playful and secretive, the kind of teasing delight a parent might carry when they knew of some surprise they couldn’t yet disclose. Ron hesitated for a moment but ultimately couldn’t find a reason not to obey before allowing his friend’s mother to lead him across the room.
The secretive tone continued when Ann pressed her shoulder to Ron’s, angling them until they both faced away from her daughter. This had the added effect of allowing Ron to breathe in the older woman’s perfume and feel her breath on his face as she murmured against his stiff expression.
“Ronald, dear, you don’t have anything planned after school, do you?” He shook his head, still openly confused. But Ann’s answering grin was enough to help him ease against her smaller frame.
“Wonderful,” she breathed, seeming genuinely pleased. “you see, I was hoping you wouldn’t mind coming by to help me with a little something. Kim should have cheerleading and its very important we finish before she comes home.”
Still awkward, Ron visibly fidgeted, shifting from foot to foot before answering. “Um, yea! For sure. But, ah, what do you need me to do?”
Already dangerously close to the elder Possible, Ron did his best to avoid looking at her face, lest he finds himself… distracted. But feeling his eyebrows draw up, he made the mistake of glancing towards her blue eyes, only to freeze at the sight of a small dusting of red color flush her cheeks. Suddenly, his own face was burning under his freckled complexion. If Ann noticed, she chose not to comment, and the next thing he noticed, her lips were dangerously close to the sensitive lobe of his ear sending goose bumps up his spine as soon as her warm breath broke across the side of his face.
“It’s a surprise,” she whispered in a tone that did sinful things to Ron’s virgin sensibilities. “For my daughter. And since you and she are such good friends, I know you’re the perfect person to help. You can do that for me, can’t you?”
When she pulled away, Ron’s cheeks were the color of rubies. It took visible effort not to laugh out loud. Thankfully, befuddled as he was, Ron still retained enough of his motor skills to nod his head and stutter out, “Yes.”
“Thanks so much,” she responded cheerfully. They were still close enough to whisper, but Ann had mercifully put enough space between them that he could think clearly again. “You won’t mind keeping this a secret, will you? At least for now?” Again, he nodded his head. And Ann rewarded him with a smile that was dazzling all on its own. But she wasn’t a cruel woman and having gotten what she wanted, she decided it was time to return the boy to her daughter’s side.
Of course, throughout all of this, the young woman watched her mom and friend like they were crazy. Moving towards the sink to start on dishes, Ron walked back to Kim to get headed towards school. They didn’t even make it to the door before Ann overheard her daughter question, “what was that about?” But true to his word, Ron remained silent. Blushing, ever so slightly, but otherwise quiet, much to Kim’s annoyance. The last thing the mother heard was the sound of Kim’s hot sigh before the door slammed behind them.
Watching the two children leave, Ann gave a peaceful sigh before glancing at her watch. She needed to get busy herself if she wanted to be home in time to make her new appointment. From her schedule, she had two biopsies and a hemorrhage on her plate for the day. Tedious, but not time-consuming. With any luck, she would be finished with enough time to get ready.
True to her assumption, time in the operating room would fly allowing her to blow through her appointments. By the time she was finished, clocked out, and rolling up her driveway it was hardly afternoon – allowing an extra two hours before she could expect Ron to bumble through the front door.
A quick hop in the shower and Ann went to work applying her special shampoo and skin softening creams she kept hidden away for special occasions. Already shockingly young for her age, she knew these things would give her skin and hair a glowing sheen. When she finally arose from the steamy room and caught her reflection in the mirror, she couldn’t help but pause and admire the extra effort. With any luck, James would be home later that night and she’d be able to surprise him. Two birds with one stone.
A smile lifted her features as she mused on the thought. For whatever reason, her and her husband’s bedroom activities had picked up as of late. Mostly in part to her initiative, though he certainly hadn’t been complaining. Which only made herself smile.
She was proud to know she could still be called desirable, even after three children and more years than most women were comfortable to admit. Even stark naked and stood in front of her reflection, Ann could admire her body and say that she was still one hot momma. Her breasts might not rest as high as they once had, and her hips were certainly wider, but both remained shapely and suppled. Seeing Ron’s reaction that morning had certainly been an ego boost.
She gave her reflection one last wink before moving onto cosmetics. She spent the next twenty minutes applying all that she knew to enhance her already dazzling features.
Deep smoky color dusting her eyes made their bright blue color even more startling. Mascara was next flipping her long lashes in a way that made men swoon. And to top it off, Ann’s blue orbs twinkled as she twisted a stick of bright passionate red lipstick free from its tube and onto her full lips. It was only when she was finished that she inspected herself. The woman that stared back at her looked more ready for a night on the town than a simple conversation. But she recognized she needed every weapon she could utilize for the next step of her plan.
A nervous flutter caused her flat stomach to heave in the weight of the uncertainty that awaited her. A deep breath later and Ann forced herself into her room, underwear and clothing were strewn in all direction.
In all her planning, in all the time and expenses she had put into the crafting of her daughter’s future, there had always consisted to be one thing that remained unaccountable. A random element that couldn’t be arranged beforehand. A wild card. Unfortunately, this one thing just happened to play the largest part in making her grandchild’s life a reality.
Ronald.
From the very beginning, she already knew who she wanted to be the father to her daughter’s child. While not the most desirable sort of young man, Ann knew from personal experience that the unassuming and boring type of guy most woman saw as teenagers made the best husbands and fathers as adults. Unfortunately, most girls were too obsessed with looks and popularity at that age to ever give them the light of day. But Ann knew better. Ann could see how devoted he was to her daughter even without ever dating her. And Ann knew there wouldn’t ever be anyone who loved Kim more.
She had no way of knowing how he would react to what she was about to reveal to him. In the back of her mind, she wasn’t too worried as she knew the mind of a teenage boy was more than malleable when it came to the opposite sex. But even so, one bad reaction or guilty conscious was all it took to send everything she had worked for up in flames.
Ann chose a simple, albeit tight fitting blouse and left the first two buttons undone. The two halves opened just between the shape of her breasts allowing a healthy shelf of cleavage to show through. Perhaps a little obvious, but she knew she would have to be as ‘convincing’ in her pitch as she could.
Without a bra, Ann’s mature breast pressed against the thin fabric of her top in a way she knew Ron would notice. Glancing down, it was impossible not to see the outline of her nipples clearly through the cream color. And even better, as Ann failed to properly dry herself after her shower, spots of dampness turned the material nearly translucent against her flesh.
Licking her red lips, Ann gave a hum of excitement already seeing the poor boy’s expression. But oh well…
Looking back at the pile of clothes, Ann decided forgoing any underwear might be just a tad too much for the boy. And so, to give Ron even a speck of hope, Ann gathered and shimmied a pair of lacy white bridal cut panties up her legs and around her curvaceous hips. To complete her attire, she fished a nice pair of jeans that hugged her body just so, making each and every curve of her mature body as clear as day.
Admiring herself once again in the mirror, Ann couldn’t help feeling a small tingle flush her sex. Suffice to say, she looked, well, like a tramp. But that wasn’t necessarily a bad thing. Before she could be too caught up in the moment, the sound of the doorbell ringing broke her from her reverie as she turned her attention to the next piece of her ever developing plan.
Hurrying to the front door, Ann retreated into the kitchen and called out, “the doors open, Ron. I’m in the kitchen. Just come on in!” The sound of the door opening echoed not a moment later, followed by a slightly nervous Ron. “Thanks again for dropping by,” she added, still making sure to remain hidden from sight. Ron was such a frightful young man. Ann needed to make sure he was comfortable before she could do anything that might scare him off.
Giving a great big smile, Ron closed the door behind him. “No problemo, Mrs. P. Happy to help. Just tell me what you need and I’m your guy.” Then, rubbing his hands together to show his eagerness, Ron paused, a look of confusion overtaking his features. “But, ah, I actually don’t know what we’re doing today?”
“Kim, remember? But we’ll get to that in a second. I’m just finishing some last-minute dishes, but why don’t you have a seat? I left some snacks in the living room.” And just as Ann had anticipated, no sooner were the words out of her mouth than a loud whoop sounded from the other room; followed by the sound of footsteps hurrying off. With this, Ann made one last adjustment to her shirt, maximizing the amount of cleavage teasing from her open collar before heading towards the living room.
The sight that greeted her was not one of surprise. Just as she expected, Ron had already taken liberty with the tray she had left out, devouring half of the cookies and brownies. Ann’s smile only grew. If there was one thing men seemed to appreciate more than a pretty woman, it was a full stomach.
Ann purposefully made herself comfortable, sliding primly down onto the seat next to her daughter’s friend. She didn’t make the situation quite as awkward as that morning, but she remained close enough that their knees comfortably brushed against the other. Ron, however, remained completely oblivious to the presence next to him in favor of stuffing even more cookies into his face. It was only when Ann cleared her throat that the young man finally looked up from his plate, only to freeze as soon as his brain registered her appearance. Consequently, this forced his jaw to actually drop along with the current mouthful of food he had been about to swallow.
Cringing slightly at the glob of food falling onto the floor, Ann kept her expression light and pleasant as she pretended not to notice the boy young enough to be her son ogle her with little to no discretion. Honestly, the only way he could have been more obvious is if he actually pointed out her open shirt. With a small roll of her eyes, Ann eventually had to reach out to lift his jaw back into place.
“Ron?” she asked gently. Finally, his eyes snapped back up to hers, followed by an audible gulp. “Now, I was really hoping we could have a word about Kimmie.”
“Kim?” Ron asked in a slightly dazed voice. His cheeks burned vermilion as he attempted to look anywhere but his best friend’s mother. Unfortunately for him, Ann answered this action by scooching herself even closer, pressing them hip to hip.
“That’s right, Kim.” Ann agreed, smiling at the boy as he dared a nervous peek out of the corner of his eyes.
“S-Sure,” he stammered nervously. “Um, whatcha’ need to know?” It was only then that Ron realized how strange it was that Kim’s own mother was asking him for advice about her daughter.
With a deep sigh, Ann folded her hands in her lap - her expression turning tender. “Ron, I’ve seen how you look at my daughter.” The young man took this admission with all the grace of a punch to the stomach. Ann had to pinch her lips in amusement at the wide-eyed, almost afraid expression her words had inspired. “And,” she spoke before he had the chance to run away, “I just want you to understand that nothing would make me happier than to see you and Kim together.”
Whatever excuse or apology Ron had prepared to vomit in response to Ann’s first sentence was completely dashed upon hearing her continue. He even managed to forget about her… outfit, at least for that moment. “Really?” he asked in a voice Ann thankfully understood as hope. This offered her the chance to nod her head, before putting a sympathetic hand on his own.
“Of course, Ron,” she confirmed. And giving a small smile, Ann waited a few moments before she allowed her features to fall into a look of disappointment. “That’s why I wanted you know I feel why it’s just too bad…” and letting that hang in the air, Ann let out a saddened sigh.
“What’s too bad?” Ron asked, immediately taking the bait.
“Oh, you know,” Ann continued, somber. Waiting to look at his confused expression, Ann matched it with a small gasp of surprise. “You mean Kim hasn’t told you?” And upon seeing him shake his head in confirmation, Ann made a show to appear regretful as she squeezed his hand.
“Ron,” Ann spoke gently. “G.J.’s accepted Kim to join after she graduates high school. In a few months, she’s going to be gone for… well, who knows how long.” And appearing saddened by the thought, Ann took a deep breath before giving his hand a small pat.
“Wow… G.J.” was all Ron could mutter, the reality that he was losing Kim crushing any spirit he had to put into the mumbled words. “She… must be so excited.” Dropping his head, it was clear that Ron was anything but. “I can’t believe she didn’t tell me.”
“Oh, she thinks she is,” Ann sighed, disapproval clear in her features. “But I’m afraid I just can’t help but feel it’s wrong somehow.” Ron managed to look surprised by the admission.
“You… think she’s making a mistake?” he asked. he tried to hide it, but Ann could still pick up on the small twinge of optimism dusting his tone. Not one to ignore an opportunity, Ann made no hesitation on playing off of his emotions.
“Of course! A spy is no proper life for a young woman. I mean, what about college? What about marriage? What about children.” Accidentally putting an emphasis on children, Ann had to pull it back for a moment with a cough. Thankfully, Ron was too busy nodding his head in agreement to notice. “I just mean that she’s going to be missing out on so much. Who even knows if she will be happy?”
Letting that sink into to Ron’s brain, Ann stayed silent waiting for him to respond.
Thankfully, the teen boy did not disappoint. “Well… should we try and talk to her?” And hearing him include ‘we’, Ann couldn’t suppress the deep feeling of satisfaction she was feeling in that moment.
Ann shook her head before leaning close to the boy, pressing their arms against each other. “Oh, I’ve tried. But you know how stubborn that girl can be. And, Well… I had one idea, but-. No, I couldn’t. It’s too crazy.” And just like she expected, at the smallest possibility of hope, Ron jumped like he’d been trained.
“Wait! What is it? I mean, it might be worth a shot, right?” And as Ann looked into his big brown eyes staring back at her with what she could only describe as pure trust, the mother of three actually felt her heart jump in her chest.
Taking a shuddering breath, Ann’s expression strained in its attempt to look neutral. Keeping one eye on Ron’s features, the redhead searched for any reactions she could read. “Ron?” she asked, creeping her fingers from his hand to his thigh. Glancing down, Ron made no move to push her away as he turned back to her gaze, a small flash of caution being his only response. “What… would you do for Kim? How far would you go?
Blinking for a moment, his face turned serious as he answered without hesitation. “Anything.” Pleased by his answer, Ann graced the poor boy with the smallest of smiles.
“Do you mean that, Ron? And don’t answer right away. Would you do anything for Kim? Even if it upset her for a little bit? Even if it made her hate you?” At this question, Ron’s features curled in worry. Feeling his breath start to build, his eyes flickered in indecision.
“W-Why would she hate me?” he asked in a pained voice.
“That’s not what I’m asking, Ronald,” Ann responded, her voice eerily calm in the stuffy atmosphere. “What I want to know is, if my daughter is about to make a mistake, would you do anything to stop her, even if it made her angry?” And staring into Ann’s emotionless mask, Ron finally began to feel the oppressive, overwhelming air of the room.
Swallowing nervously, Ron’s eyes stared into Ann’s features as if they might hold the answer. After what felt like an eternity to them both, Ron nodded his head – slowly at first but quick to increase in speed as his resolve hardened. And much to Ron’s relief, Ann’s face broke into a wide, joyful smile. This is when he felt her hand slip to the inner surface of his thigh, and face come confusingly close to his own.
“I can’t tell you how happy I am to hear that Ron,” And Ron nearly jumped out of his skin at the sensation of her hand suddenly rubbing up and down his leg without warning.
Before he could voice what was going on in his head, Ann was quick to speak, her face still hovering mere inches from his own. “Ron? Let me ask, do you think Kim is… attractive?” she asked without mercy. And this showed on Ron’s face as his eyes widened dramatically.
“Wha-?” he exclaimed in response, becoming increasingly uncomfortable and aroused by the second. It was right about then that he suddenly remembered the surplus of exposed flesh peeking from his best friend’s mother’s blouse. Not surprisingly, this did nothing to help his thoughts flow any smoother. In a flash of panic, all he could do was hope the sudden hardening underneath his pants didn’t grow long enough to greet her gentle petting.
“My daughter,” she repeated herself. “Do you like her body?”
Swallowing audibly, Ron had to blink to try and process what he had just been asked. Unfortunately, the growing wood in his pants, as well as his inability to look away from her chest left his ability to filter his words less than functioning. “Sometimes!” he admitted in a panic, a bead of sweat trickle down his neck.
“Well,” Ann drew out, swallowing the final distance between her chest and his arms, mushing them into the thin appendage, “would you like to have sex with her?” Growing a coy grin, Ann couldn’t help but giggle at sudden jump her question had inflicted.
“What!?” Ron gasped as he seriously questioned his own sanity. This had to be a dream, after all. There was no way Ann Possible was actually asking these things. But mustering the courage to look up from her chest and into her patient features, a tight fist closed around his stomach as he realized this was, in fact, reality. Blinking incredulously, Ron gave a nervous laugh before shutting up completely. “There’s no way Kim would go for a guy like me.”
Ann let out a modest chuckle before she moved her hand to brush aside a few strands of hair – giving the boy a knowing smile. “You just leave that to me. But this isn’t about what Kim wants, this is about what you want. So, let me ask again, do you want to have sex with Kimmie?” and waiting for a reply, Ann watched Ron stare up at her completely lost.
Suddenly, Ron’s throat felt very dry as he actually tried to picture him… being with Kim. He always thought she was beautiful, always. And even the slightest possibility that he could actually make it happen left his crotch ridged in the confining tent of his pants. Finally, unable to deny his greatest wish, Ron met Ann’s eyes and nodded.
“Do you want to take care of her?” Ann asked without missing a beat. And again, Ron nodded his head.
“Yes,” he spoke, his voice high and small.
“For the rest of her life and yours?” Giving him this question, Ann’s features darkened considerably. “I can’t give my only daughter to a boy who’s just looking for a one-night stand, Ronald. Are you prepared to be with her forever?” Despite meaning for her words to sound imposing, to Ron’s ears, it sounded heavenly. The rest of his life with his best friend? With the most beautiful girl on the planet? What the hell kind of question was that? Regardless, he nodded his head furiously as though he couldn’t answer fast enough.
Taking a deep breath, Ann’s pupils looked to dilate as she stared deep into the expression of the boy before her. Both of them were breathing deeply. Ann’s free hand rose to caress the surface of Ron’s face in a gentle and tender action. All before she angled her head low to meet his ear.
“Then Ron,” she whispered, the sensation of her breath on his ear sending chills of delight up his spine. “Please help me force my daughter to get pregnant.” And the following silence would consume the entire home until not even the air dared to stir.
Still caressing the other side of his face, after a few tense moments Ann pulled back enough to gauge his expression. Unfortunately for her, upon seeing it a wave of panic flooded her entire system.
Eyes wide, Ron’s mouth remained open in shock as his entire body seized in one completely tense figure. Ann had no idea how things could turn out. But she’d known that even before approaching the young man. Lucky for her, she’d already come up with a few… contingency plans just in case she needed to ply him a bit. Unwilling to let everything she had worked for disappear, Ann’s hand completed the short journey from his thigh to his crotch, cupping the delicate bulge in a firm pressure that forced the young man to gasp, and break from his reverie.
“!” Letting out a shocked gasp, Ron’s wide eyes move to Ann’s in an expression of clear confusion. Ann met this with a look of complete serenity, as calm as one would be tending to a paper cut. This only proved to confuse him even further, however, as his eyes dropped down and back up multiple times to see her pale, manicured fingers against the tent that had formed from her words.
“Well, Ron,” she hummed with a smile, “how about it? Will you help me?” Adding a bit more pressure, she could feel the head of his dick press into the palm of her hand.
“What?” he gasped, part of him wanting to get up and run, but the other was too busy celebrating the event of a woman as beautiful as Ann actually touching him down there. Unfortunately, as her eyes pinned him with her question, his thoughts inescapably returned to his crush. “Bu-But we can’t do that to Kim! It’s wrong!” And attempting to keep a serious expression, the sensation of his zipper being pulled down ruined any chance.
Ann’s lone finger dipped into the dark, humid confines of his pants and ran her finger down Ron’s swollen member. “Why?” she innocently asked. She was already working to free the young man completely from his fly. And just as she hoped, Ron did nothing to stop her, too busy gaping like a fish forced out of the water.
“Ron, there is nothing on this earth I care about more than my children. There is nothing I wouldn’t do to keep them from living the best life they can.” Ann said all of this pinning him with her piercing blue eyes. Internally, her mind was awhirl trying to take into account how much of a liability Ron had become.
If he really rejected her, she wasn’t sure what she would be able to do. True, there were more young men she could possibly use. But Ron was who she knew would love her daughter as she should be loved. Not to mention the risk of him telling. Thankfully, despite the rocky start, Ann took comfort in the fact that Ron’s trusting light had yet to fade. Perhaps it wasn’t too late to salvage this investment.
“I- I know, but-” he stuttered out, flinching at the sensation of her nail scratching across the bulb of his inflamed head.
“But what, Ronald?” she dared him, her expression darkening ever so slightly. “Do you really think if I didn’t know it was the only option that I would do something so drastic? Could it be that you have a better idea?” Staring him down, her caressing gestures turned sharp as she held the blade of her nail against his shaft. Ron could only gulp at this pressure, shaking his head as he had to admit that he didn’t.
“Good,” Ann sighed. And once again her expression seemed to flow back into the upbeat and friendly disposition she was known for. The effect was jarring in a way that left Ron’s head spinning. So much so that when Ann’s hand returned to the slow languished stroking, he found himself relieved that he had not made her angry, rather than remembering that the person touching his dick was his crush’s mother. And as her hand engulfed the now ridged flesh, Ron could only feel the pleasure, amazed at how different a woman’s hand felt to his own.
“Ron.” Looking at the boy in front of her, Ann gave a small sigh before putting on an understanding expression. “Look, honey, I understand where you’re coming from. Trust me. At first, I had some trouble with it myself. But when I think about my Kimmie, and how much I know she will appreciate it one day, it gives me the strength to push on and do what I can for my little girl.” Giving Ron an enduring smile, Ann tried to make him see that she was doing all of this for Kim.
Ron glanced up at her eyes as he tried to understand the words she was saying. Unfortunately, his attention was drastically divided between her voice and the wonderful sensations he could feel from her hand. Although from what words he could discern, he had to admit Ann sounded sincere, and that maybe he had been a bit quick to judge… maybe?
“B-But… me?!” he finally managed, his eyes becoming wide at the prospect of his child growing inside of his friend. And in response, Ann simply smiled a wide grin that left him as breathless as her thumb currently brushing over the head of his arousal.
“Because, Ron” Ann answered already understanding his question, “I knew that, like me, you care about Kim more than anything else on this planet. And you were the only one I could trust to help me.” Even as she said this, Ann made sure to pick up her momentum – adding the pleasure of her words with the release she could feel building in her hand. And just like she hoped, the boy before her seemed to blush at her words, a slow expression of satisfaction rising beneath his growing sense of arousal. Ann knew she almost had him. Now, all she had to do was drive the nail into the coffin.
Drawing herself even closer, Ann’s breast now fully rested against his side as she rested her chin on his shoulder, her petite frame wrapping around the young man in ways he hadn’t imagined. Her free arm wrapped around his shoulders allowing her fingers to tease the shell of one ear as her lips tickled the other.
“Besides,” Ann breathed, her tone and warm breath sending a shiver up Ron’s spine. “I know how badly you want her.” And like the best lie detector imaginable, Ann could feel Ron’s dick throb at her words.
With a cheeky grin for only her to see, she continued, “Just think about it, Ron. Kim, all yours for as long as you’re both alive. For you to hold, kiss, touch.” With each tempting offer, Ann rubbed her palm across the sensitive head of his staff. “Won’t she look beautiful under you, in the bed you’ll both share? And oh, when her stomach starts to swell, and you know that it’s your child inside her, there won’t be any better feeling in the world.”
At this point, Ron’s breathing had begun to pick up. And much to Ann’s delight, she could feel him beginning to thrust into her hand. From the light sheen across the top of his bright red head, she could see his precum leaking with every pass of her fist. The inside of her hand was coated in the stuff.
“Don’t you want that Ron?” she tempted him. “Don’t you want Kim all to yourself?” Then, with a wicked expression, her teeth glinted in the lamplight as she sighed into his ear. “Or… I suppose if you’re really so against the idea, I could find another boy to take your place.” And in that simple sentence, Ann could almost hear the sound of metal sinking into the wood as Ron’s attention snapped to her face, his lust-filled senses exploding in an expression of anger that could only be translated as one word.
Mine.
With a hand as fast as ever, Ann’s grip tightened as she could feel the poor boy coming undone. Still meeting his gaze, Ann watched as she speed her hand up, rocketing it up and down the now constantly throbbing mass of flesh standing from his thighs. And when the moment came, Ann would be left shocked when he used the distraction to launch his face into hers, capturing her lips in an explosive kiss.
Too shocked to stop him, Ann felt the first explosion of cum gush from his cock. In her hand, the underside of his shaft bulged so that she could actually feel the goo travel up and out the length of him. Reaching an impressive height, Ann had to actually gasp against Ron’s face as the first load landed on the arm of her still milking hand. Unable to help it, a soft mewl of arousal slipped out feeling the thick, warm goo soak into the sleeve of her blouse and mark her arm beneath.
After the first jet of cum, there were many others. Thankfully, the rest were extremely weak in comparison, merely shooting up to land back on her hand or simply leaking out entirely. All the while, Ann’s hand continued her massage, not stopping until the very last drop dribbled out.
After the amazing release through Ann’s hand had dissipated, Ron had to break the kiss as his lungs cried for air. And rather than chastise him for the inappropriate gesture, she used this time and stared at the mess he had made in the living room – humming in consideration. As a doctor, she stared at the white spew around her and took in all the information she could. Off her arm she wiped it away and held it up to her eye, inspecting its qualities. And as a woman, she couldn’t deny the deep throb the sight of all this mess had caused in her panties.
Soggy underwear aside, Ann was actually very pleased with Ron’s performance. The color looked good, as well as the thickness. And looking at just how much of her couch and carpet had been painted in jizz, quantity would not be a problem. She would need actual lab equipment to get a real read on his sperm count, but she doubted she needed to go that far. No, by the looks of things Ron was as healthy and fertile as any other teenage boy. Which is exactly what she’d been hoping to find out.
With great care, Ann moved to clean away any stray globs that had made any haywire trajectories in their fever. It wouldn’t do to have her husband and children come home to a spunk riddled family room. That’s just bad parenting. Thankfully, through years of practice, she had managed to keep most of what had emerged contained. And just as she finished her inspection, Ron awoke from his post-coital exhaustion and stared at her with an expression she could only call reverence.
Clearing her throat, Ann put on her most pleasant smile before sitting next to Ron and patting him on his knee. “So?” she asked, her voice as chipper as ever. “Change your mind?” Unfortunately, it was at that moment the silence was broken by the sound of the front door swinging open.
“Mom, I’m home!” Kim called out. After the incident yesterday, she wasn’t taking any chances.
Walking just two steps into her home the young teen could see her mother’s back and her friend on the couch through the open archway of their living room. She walked towards the pair, offering a curious hello. “Hey.”
Ann was still turned towards Ron when she spoke, “Well, I think I’ve taken up enough of your time,” she thanked. “Thanks again for your help, Ron. I can’t say how much I appreciate it.” And without so much as another word, Ann moved to leave the room. “Nice to see you, Kim! Hope you had a nice day!” That was all she managed before she was out of the room somehow managing to keep her seductive appearance hidden.
Looking after her mother, Kim turned to Ron raising a confused eyebrow as soon as the older woman disappeared. “Do you know what that was about?” she questioned. Unfortunately, as Ron stared up at her, eyes large as the moon and expression just as empty, Kim was beginning to feel she might have just walked in on something she wasn’t supposed to.
Out in the hall, Ann Possible stood with her back pressed against the wall. She listened into the room, heart pounding in her breast as soon as she heard her daughter’s question. If she’d only had another few minutes, just one more and she was sure that she could have secured Ron to her side. Or at the very least, sworn him to secrecy. Now everything was balancing on a razor's edge and she was helpless but to sit there and wait to hear Ron’s answer.
“Ah,” making a hesitant noise, Ron stared at the young woman in front of him and felt his brain turn to putty. Should he tell her? Should he not? The ramifications of what Ann had told him could drastically affect his friend. Didn’t she have a right to decide what she wanted in her life? Even if that wasn’t him?
But then, if not him, then who?
And that’s what stopped him. For all his unconditional love, for everything he was able to put up with in the friend zone, the day Kim eventually fell in love with some other guy remained stained on the horizon of his consciousness as inevitable and foreboding as the grim reaper himself. He wanted to say that he was prepared for the eventuality, that he would be happy for Kim. But that was a lie. A lie he told himself because secretly part of him always knew that Kim would never pick him herself. But hope was a dangerous thing in the wrong hands. And that’s exactly what Ann had given him.
He didn’t know what the older woman had planned. He didn’t know if there was really any chance for him and Kim to be together. But Ann was telling him that she had a way. And that in doing so, he would be helping Kim have a better life. Finally, the answer was made for him as the word popped free of its own volition.
“Nope,” he answered, his head shaking negative. Kim watched him, his face strangely intense as he stared back at her. “She ah, just wanted me to move some boxes and books and, um… other… manly things…” Letting that awkward sentence die, Ron could feel himself start to sweat under Kim’s gaze. If her expression was anything to go by then he definitely sounded as crazy as he felt.
“Boxes?” she asked suspiciously, a single eyebrow raised to her hairline. To which Ron just nodded his head, humming in confirmation. “And that,” she just pointed to the door her mother had just left from, “you don’t know anything about why my mom was acting weird?”
“Was she?” he answered in response, a look of forced innocence plastered across his face. Staring at him for five more moments, Kim eventually sighed, a deep roll of her eyes signifying that she gave up.
“Whatever.” Giving the rest of the room a final sweep of her gaze, her eyes landed on the tray of treats Ann had left unattended. Following her eyes, Ron did the same, only to feel his heart stop.
Despite Ann’s rushed clean up, it seemed she had missed a spot. As Ron’s eyes fell on the food on the tray, his expression froze at the sight of a line of his cum blending into the white icing atop a stray cookie. It wasn’t much of one, but it was more than enough to still the young man’s breath. It was only when the sight of Kim’s hand entered his field of vision that he looked up, only to be too late as she grabbed the very treat he had been watching.
Raising his hand, Ron’s eyes widened as he reached to stop her. But he would be too slow in the end as he sat there watching her take a bite. If she noticed the oddly salty flavor mixed with the regular sweet sugar, she didn’t let it show – eventually swallowing her mouthful of baked good and fresh spouge with an appreciative hum. And all the while, Ron continued to sit there and watch helplessly but to stare as she unknowingly took himself into her body.
After being stared at like this for an uncomfortable length of time, Kim covered her mouth, still full of her second bite, before answering in an exasperated tone, “What?”
Blinking, Ron just shook his head hoping to hide the heat suddenly flooding his cheeks.
“Nothing.” And that was all he would say.
Out in the hall, Ann Possible could be seen grinning to herself as happily as a mother could be. With Ron dancing to her tune, the last of her pieces were finally in place. And it was only a matter of time now before it was all said and done, and her baby’s future was set.
Filling her lungs with air, Ann sighed in bliss as she moved to escape to her room and change back into something more comfortable. She had some reservations to book.
A/N: And there we go people. Ron is officially on board and all it took was a handjob and the promise of the opportunity to make Kim his. Whether she wants him or not. Kim, of course, remains oblivious to the actions of the people she calls friends and family and will possibly remain this ignorant until it is too late. Make sure to toon in to the next chapter in two weeks as we see what Ann has in store fore her daughter next. And as always, please be so kind as to let me know what you thought of this and the last two chapters, if you could be so kind.
Next chapter – September 11^th.
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Mother Knows Best