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October 32nd	By : eoraptor Category: Kim Possible > Threesomes/Moresomes Views: 1903 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: Rated NC-17, X, MA+ etc. Don't expect much plot. Kim Possible and related characters ©2002-2007, 2019 Walt DIsney Animation. I own nothing and claim no profit by it.

Chapter List
- 1-Midnight
- 1
October 32^nd
By Eoraptor
Chapter 1: Midnight
Anne looked at the clock. It was ticking, the old electromechanical dorm clock she’d had since college.

Eleven fifty-seven.

Eleven fifty-eight.

Eleven fifty-nine.

With a faint clack, midnight ticked over, all four panels of the clock resetting.

First lying, and now staying out long past curfew. Kim was really racking up the trouble maker points tonight.

James and the boys were still at the hospital, helping to clean up the mess left behind by Kim’s epic three-way battle. Said battle, between a besuited cybertronic Kim and the likes of Shego, Doctor Drakken, and Duff Killigan, had leveled the emergency entrance to the building, as well as the haunted house.

Anne had clocked out long ago; since she was not needed, being a brain surgeon and not an engineer or construction expert. She sipped her red wine and fingered the brim of her broad witch’s hat boredly. When she had volunteered to take the first watch of Kim duty, she hadn’t expected her daughter to be a no show to her punishment.

She heard the door rattle and looked up, prepared to level the best of her motherly fury, enhanced by most of a bottle of pinot noir and a bit of a dark chocolate rush charging up her faculties.

The good doctor was just about to raise her voice when she realized that it wasn’t Kim finally coming in, but the boys.

Not her boys, though; it was Ron and Kim’s current crush Josh. They were giggling and chuckling, half bound together by the loose belt of the costume they shared, a white and rainbow haired unicorn.

Anne was long accustomed to Ron letting himself into the house. But Josh was a new thing all together. Ron shushed Josh and guided him in, not having noticed Anne seated on the couch and waiting for them.

“Dude! I am being quiet!” Josh answered, in a completely non-quiet way.

It took Anne about five seconds to realize that they were inebriated. Or at least beyond their limited tolerances.

Ron dropped a rather sizeable bag of candy on the floor next to the recliner and flopped into it.

Josh dropped a similarly sized bag and almost fell over Ron, since the costume still joined them partially.

Anne couldn’t help but notice Josh’s backside. For an effeminate artistic boy, he had a very nice…

The doctor scolded herself mentally. She was quite literally old enough to be the boy’s mother. Still, she had to compliment her daughter’s eye for detail in the choice of her current crush.

“Ahem,” she cleared her voice loudly enough to alert the pair that they were not alone. “Boys…”

Ron looked up and waved brightly, “Hi, Misses Doctor P!”

Josh seemed a lil bit more circumspect, as though he realized something was wrong with this scenario, though he couldn’t quite gather what. He too waved, and finally managed to unbuckle himself from the other blond boy. “Uh, hi.”

“You two had a good night?” There was a hint of motherly disapproval in her voice, but she had to admit that for two high school freshmen, they had made an admirable haul of candies.

“Yup!” Ron enthused, reaching into the bag. “You gotta try these wicked caramel apples, Misses P!”

He dug around in the bag and pulled one out. It was clearly homemade; a rich red apple coated in caramel. From the way it stuck to its cellophane, it was apparently a candied apple too.

When Ron leaned close to hand it to her, she caught a whiff of the liquor on his breath. Yup, he was drunk. She politely took the apple from him and considered it. Then she considered the two boys.

She politely unwrapped the candied caramel apple, and was instantly hit with a whiff of intoxicant. Spiced rum permeated the air and the sticky sugar coating her finger tips where the obviously adult treat dripped out to greet her.

“And where did you get this Ronald?”

“Um…” He genuinely tried to recall. “Uh, oh yeah, Kappa Beta Phi was handing them out! All the frats were giving out king sized candy tonight! It was badical!”

“You went all the way to Upperton?” she considered the boys, suddenly glad that neither was old enough to drive, and pitying them just a bit, because it seemed an innocent enough mistake.

Anne licked her fingertips where the sugar and rum soaked caramel had dripped onto blood red witches’ fingernails. The candied apple all but covered the taste of the spiced rum. Actually, it nicely complimented it in her adult estimation.

She looked up, about to explain to the boys what they had eaten and admonish them about the dangers of home-made treats, when she realized Ron’s pants were, as usual, loosely hanging off his waist beneath his costume.

And his boxers were loose too this time. All the fault of his over-sized unicorn back-half. It had probably been keeping his pants up most of the night; and now that the suspenders were loosened by Josh disconnecting the front half of the costume, Ron was rather in danger of losing his pants.

Par for the course for the boy, Anne knew.

Josh finally seemed to become aware of how cumbersome the front half of the unicorn was. He sat forward from Ron’s lap and peeled it off. With it came his shirt.

Kimmie had really good taste in boys. Josh was trim and fit as the unicorn top came off, along with most of his puffy blue pirate’s shirt and hat from earlier in the evening.

In his unaccustomed intoxication, Josh fell off, and pulled Ron with him. Anne was treated to a view Ron’s bare backside as his pants and the unicorn lower half slid down.

Maybe it was her own half bottle of pinot, or maybe it was the fact that James treated her more as a roommate these days than a wife, but she had to admit, all the chasing Ronnie did after her daughter had gifted him with a rather nice backside.

Of course, she was a doctor, and had seen male anatomy before in her professional duties; including drunken college boys who had had too much, or worse, had had too much and gotten behind the wheel. Again, she felt a motherly thank-you that both boys had nothing more motorized than a bicycle tonight.

Still… Between Josh and Ron, Kim had some very pretty friends.

She took an absent-minded bite of the candied apple and considered them both, before bending forward to extend a hand to Josh, his being the closer of the two.

“Thanks ma’am.” Josh enthused, taking the deceptively strong hand of the doctor and managing to right himself.

In the process the unicorn top came completely, along with the pirate hat, squished as it was beneath the head of the beast, and along with the blue puffy shirt. Anne smiled a bit at the sight in spite of herself.

After all, she was allowed to look, she was a doctor.

Josh went to pull his shirt back on and the doctor found herself pouting. She quickly shook her head and hid her face behind the adult apple. Such behavior.

Ron stood up, and completely lost his pants in the process. Either he was too drunk to notice, or too used to the situation to care.

Anne was treated to a view of his Jewish heritage via a circumcised penis nestled in a thick blonde tuft of hair.

Perhaps a moment too late, she told the boy to pull up his pants. And she wondered if Kim knew just what her best friend forever was packing. And if so why not…

And then she chastised herself. These boys had no idea what she was thinking, but that didn’t make it alright.

She took another bite of the spiced apple and chewed it, trying to banish the thoughts drifting through her mind.

And where was Kim tonight? Surely the boys were looking for her, not an old woman.

“That’s a pretty costume Doctor Possible.” Josh supplied, fumbling with the buttons of his puffy shirt, which had come half undone from the jostling of wearing two costumes, one atop the other.

“Oh, um, thank you Josh.” Anne smiled a bit in spite of herself. “I like yours too.”

Anne was still dressed in her not-so-wicked witch outfit from the hospital, hat and all. She hadn’t bothered with taking it off since getting home and going for a bottle of wine to settle her nerves after the pitched battle outside her hospital.

The wine and the chocolate were working on her because she couldn’t help but notice that Josh’s lips were a bit flushed from the candied alcopop apples he and Ron had already imbibed. She wondered, in some hidden part of her brain, what it would be like to kiss them, and if they were really as soft as Kimmie imagined in her diary.

After all, it was a mother’s job to know these things.

What was in her daughter’s diary, not what it would be like to kiss her daughter’s crush, of course.

“Yeah, way badical costume, Misses Doctor P.” Ron cheered, and in pumping his fist managed to upset himself to the floor again.

Anne blushed this time, just a little; and tugged the hem of her witch’s skirt downward. She felt suddenly conscious of it being a bit too short for a forty-year-old mother of three.

Not that she didn’t keep herself in shape, but…

“Ron, what are we going to do about your pants, bro?”

“I duno, maybe some kind of steel reinforced belt or something, man?”

Again, Anne was confronted by Ron’s endowment, and again she wondered if her daughter knew what she was missing. But this time the thoughts were a little louder.

It wasn’t like he was monstrous, she considered as she took a third bite of the apple; so much that he was…

“There we go, just right!” Ron seemed to think he had succeeded in getting his pants up and out of the tangle of the unicorn bottom-half.

All he had really succeeded in doing was trapping his penis against his belt. And all the jostling was having an obvious effect on the teen’s flesh.

James, Anne thought to herself, you don’t know what you are missing tonight with a wife who is home alone.

“Josh,” Anne took a bigger bite of the soft, sticky, and overly sweet apple, “Were you looking for my daughter?”

The teen, who was now relaxing on the floor next to Ron’s chosen recliner, shook his head adamately, “No Misses Possible, I know she’s in trouble. But Ron said this was a safe place to stop after we crashed the bikes for the third time.”

Anne again felt good that these two boys had at least some sense compared to people she saw in her ER every weekend. She licked her fingers clean of the apple juice and sugar and spiced rum.

And didn’t fail to notice that at least Joshua Mankey was watching how she did it, “Please, call me Anne. You too, Ron.”

Why she had said it she didn’t completely know, but she was a lonely woman, home alone with two healthy young guys. Why shouldn’t they all be friendly?

The boys seemed to be a bit confused at the turn of cheeriness from the doctor.

“I’m Serious, two… Handsome young men like yourself shouldn’t have to stand on formality…” she licked her lips, and felt her face growing a little hot.

Ron settled into his chair and nodded, “Um, okay Doctor Anne.”

The doctor chuckled a bit and let her eyes drift a little. She wondered about a paper that had crossed her desk in jest, about sweet things and how they could flavor bodily fluids.

She had a half-eaten adult apple and most of a bottle of pinot noir in her in addition to some of her secret stash of very dark chocolates. How would these boys taste after a night of….

No.

But maybe?

Damn it James.

She knew that her husband wasn’t unfaithful…. It was that he was increasingly asexual.

What kind of man could work next door to Vivian Porter and not come home hard every night?

On the other hand, Ron and Josh were…. Well they were right here.

No.

But maybe…

Well, if she wasn’t good enough for her husband…

Anne decided to throw caution to the wind. It was Halloween after all, or just had been. A time for masks.

She pulled on the mask of a lonely woman and moved over, sitting on the arm of Ron’s chair.

Reaching down, she ‘carelessly’ dropped her caramel candied apple into his lap. Making sure to drop the heavy sticky half-eaten fruit for maximum mess.

“Shit. I’m sorry Ron, look what I did?!” she got up and knelt over him.

More precisely she bent over at the waist, swaying her hips a bit, and picked up the sticky treat. She allowed her fingers to linger at the sticky tip of Ron’s member as she removed the treat and judged his reaction.

He froze like a deer in the headlights once his brain reported to him that Anne’s fingertip was grazing his very exposed penis.

“Shhhhhhhhhh,” she giggled just a bit at the expression she saw in his eyes, “Our little secret?”

Licking his lips, Ron nodded dumbly.

Anne withdrew her finger and licked it off, turning her gaze on Josh, “Ours too?”

She could taste something new on her finger, and looked back. Ron’s head was twitching, and there was an obvious drop of precum on the tip, mingling with the sugary remnants the apple had left.

Josh didn’t seem to realize what Anne had done to Ron, so she decided to see if he was game at all or not.

Turning, she ran her tongue longingly over an unbitten sector of apple, and moaned very faintly at the taste of rum and sugar she found there.

She saw Josh swallow, but he certainly didn’t seem ready to bolt from her presence. “Like I said, call me Anne. If you want.”

“Do…” She flicked the tip of her tongue off the apple as she fixed the blue-eyed boy with a look, “you want?”

His shocked look metamorphosed slowly into a grin of surprise, but he finally nodded, seeming to get the idea.

“Just our little secret, right?”

Getting on her knees between Ron’s thighs, Anne purred slightly. It had been a long time since she had seen an eager and willing member before her. At least one that wasn’t the results of experimentation with little blue pills and four hours being too long.

She reached up and deliberately ran her finger over the sticky mess at the tip of Ron’s manhood. “Just. A. Small. Secret.”

Ron shivered again at the touch. He had no clue what was going on with Misses Doctor P, Anne…. But a not small part of his brain ordered him not to move lest it stop.

While she was caressing the slit at the tip of Ron’s penis, Anne leaned over. Her lips found Josh’s and she kissed him, firmly and with an eager hunger she hadn’t experienced in a good long while. His lips indeed were soft, and sticky sweet, tasting of rum and apples.

He kissed her back suddenly and hard. He was not inexperienced, but Anne could tell that eagerness and youth were trumping age and skill.

Still, she let him kiss her, sloppily, and returned it, parting his soft lips with her tongue. She got a very soft moan out of the back of his throat as her tongue caressed his and she grinned into the embrace, pinching the head of Ron’s cock and feeling more sticky precum past the sticky sugar.

Breaking the kiss, she shook her head and swallowed. She was really doing this. She was going to give these two boys a ride home, and it had nothing to do with cars and everything to do with the three of them being drunk and willing.

Ron moaned and caught her attention.

Smiling in spite of herself, Anne unbuckled his belt. It was all that it took for the Hebrew boy to spring free and right into her waiting palm.

She closed her hand around his member and stroked slowly, watching his soft brown eyes. She was rewarded with a plaintive little moan.

“Is this your first time, Ronald?” she tilted her head as she watched him, lust mixing with clinical consideration. She allowed her daughter a LOT of freedom, as tonight had demonstrated, and she wondered if Ron had ever taken advantage of that.

“Y-,” ron shifted in his seat and grimaced, trying to nod, “Y- yes.”

“Then I won’t hold this against you…” Anne grinned wickedly and started stroking the boy in earnest.

She leaned over and stole another kiss from Josh, and raked the pointed nails of her free hand down his half-bared chest.

Sure enough, within just a couple strokes, Ron was eagerly pumping her hand.

“That’s a good boy…. Just like that. Don’t hold back now, I don’t mind.” She purred the words as she watched the blond boy with the impossible brown eyes fuck her hand and grip the arms of his chair.

In a moment it was fait au complete. Ron lost his mind, and a moment later, he lost his load into Anne’s strong and willing hand. He continued to pant and groan as his cock spasmed and spurted thick strands of white cum.

Leaning in, Anne indulged herself a long lick of the spasming member.

And then, without waiting for permission, she turned and kissed Josh again as she continued to stroke Ron through his virginal orgasm.

Surprisingly, Josh did not object to the sticky kiss or the cum on Anne’s breath. He just kissed back eagerly as before. Reaching up, and proving himself to be bold once given permission, he cupped one of Anne’s breasts through her top, squeezing it and groaning into their shared embrace.

Ron continued to pant and sigh and groan, dazed by how fast everything was happening, and at the sight of his thick ropey cum all over Anne’s fingers. His member was rapidly softening in her grasp, and he marveled at how slick it all felt, the sticky mess in his lap not sticky at all now, but smooth and slick.

Anne broke the kiss with Josh and licked his lips. Then she looked between both boys… young men really, and issued a command, “Bathroom, now.”

She may be willing to screw two college age boys, but she wasn’t going to leave the family living room smelling of that sex. The bathroom, on the other hand, had a vent fan and all sorts of Kimmie’s scented soaps and shampoos to cover the scent of cum.

She carefully licked her palm and fingers clean, and then took a final bite of apple to clear the taste of semen from her breath and got up to follow Ron. He knew the way easily. Josh followed her, shedding his clothes as they went.

Anne brought the boys into the large master bath and promptly took hold of Josh’s erection, stroking it just as eagerly as she had Ron’s, “What about you Josh. Is it your first time?”

“Well, um…” Josh stammered, standing mostly naked before the doctor and Ron, his erection in her grasp. “NO, I mean, if a bl-, if oral sex counts ma’am.”

Anne chuckled softly, “Josh, I have your dick in my hand, no need to call me Ma’am…”

She stroked him a few times in her grasp and then looked to Ron, “Clothes off Ronald… Don’t want you getting any more messy yet, do we?”

Ron shucked off his clothes, and realized that he was sticky now as well as slick. He was also getting hard again already in the presence of Anne stroking Josh in front of him. It was like watching porno, but live!

Josh’s hips, meanwhile, were eager to the attention the good doctor was giving him.

“Well, oral sex counts in my book, but we’ll trust that you’re still good and clean,” Anne smiled and stroked his member a few more times, admiring the teenage physique and licking her lips.

Leaning forward, she breathed on Josh’s manhood and was rewarded by seeing it twitch. She stroked firmly at that movement and reached up with her free hand, cupping his sack and rolling it gently in her palm.

True to form, it didn’t take long for Josh to climax either, accompanied by a few eager moans as he shot his first eager load down the toilet Anne had carefully aimed him at, sparing his puffy pirate shirt the same stains Ron’s hockey jersey now had.

Sitting back on her stockinged feet, Anne licked her lips and admired each boy in turn. Then she stood up and reached behind herself, deftly catching the costume zipper and lowering it, revealing the push up bra that had otherwise gone unnoticed and unloved tonight.

Ron, seeing that he was needed for once by a Possible woman, obediently reached out and unhooked the bra, tracing his fingers over the creased lines of skin as Anne’s breasts swung free in front of her for Josh to see.

Anne watched the teenager closely for a moment, and then leaned forward, arching her back and allowing the bra to fall away between the two of them, “Go ahead Josh, I promise you, they won’t bite you…”

Sighing with enjoyment, Anne felt Josh’s eager young hands reach out and caress her previously confined breasts. Josh was surprisingly gentle, his artistic fingertips exploring the globes lightly, creasing the pale skin and avoiding each nipple for the moment.

The redhead doctor urged her breasts into the young hands and sighed, licking her lips. Eventually she reached around and found Ron, drawing him in for a kiss just as she had Joss. He was different, nervous, but willing, compared to Josh’s eagerness.

Reaching down, she grasped his member, and was pleased to find it firming up already and again. “Ronald dear, come closer,” She mumbled into his lips, leading him by the penis into the shower.

Turning on the water to the large master shower, Anne peeled out of the rest of her costume, making sure to give the boys a show as she rolled her stockings down her long legs. She then shed her panties, and bent over, allowing the boys a clean view of her dark red bush and the aroused folds between.

“Well, now that we have the preliminaries out of the way, why don’t you boys help me get wet?” She stepped into the shower and beckoned both high school freshmen with a come-hither glance.

She quickly grabbed them by their members, considering who she wanted to enter her first, as she was beyond ready for the main event. Josh was long and slightly curved upwards, perfect for hitting the right spot, but Ronald had the better girth and was rebounding much more quickly. She gave both boys a tug and purred, “Mmmmmm, such choices.”

Bending down under the hot stream, she took Ron’s member in her mouth and sighed at the old sensation of hot manhood between her lips. She was rewarded with an immediate moan from the boy and grinned around him, bobbing her head slowly and purring from the back of her throat.

Josh took some initiative and took one of Anne eager nipples into his mouth, sucking on it slowly and hungrily as he knelt with her on the shower floor.

Anne moaned around Ron’s cock as she reached up, clutching Josh to her breast. She reached up with her free hand and began to stroke Ron as she bobbed her head, moaning at the wonder of how this had all happened so fast.
TO BE CONTINUED
- 1
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October 32nd