The Ketchum Connection ( 2 ) [Pokemon]

Credit: DraceDomino

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"Are you sure the twerp and his dumb friends are gonna come through here?" Meowth grumbled irritably, strutting in the lead of their trio as they walked through the woods just outside of Pallet Town. "All I know is that it's pretty strange for a Pokemon trainer to waste their time sittin' around at home. I bet he's gettin' the drop on all kinds of rare Pokemon before us!"

"Quit your whining, Meowth!" Jessie clenched a leather clad fist, snapping in her usual angry tone. She was keeping low to the ground with a crouching walk, doing her best to keep her gloriously long red hair underneath the line of the nearby bushes. Pallet Town was a sleepy little place that didn't even have its own Officer Jenny, but if Ash was any indication there was probably a decent trainer or two lurking around. "The twerp has to come home sometime to say hello to his Mommy, doesn't he? Well, once this plan works we'll be able to wait in his house as long as we want!"

"Mhmm!" James was quick to chime in, though his voice was slightly muffled from the disguise bag he was rummaging around in. "And while we're there, we'll be able to raid the kitchen!"

At that point in the plan, that part was less of a perk and more of a requirement. As Team Rocket was prone to do, they had wasted their monthly company stipend on materials for their overblown plan. This one consisted of sending Ash's Mom on a full expenses paid vacation to Johto, squatting in their house, and then just sort of...grabbing Pikachu and locking the door when Ash came home.

It wasn't one of their better plans, but at least the outfits were cute! James had just procured a pair of Johto flight attendant costumes from the disguise bag by the time they all set eyes on Ash's house, though he didn't get very far in handing one over to Jessie before he noticed something frustrating about them.

"What? No, no, I specifically ordered one man's and one woman's!" Large, overblown rivers of tears outline James' exasperated face as he clutched a pair of short flight attendant skirts, one in each hand. "Jessie, I don't want to dress like a girl again…!"

"You'll either dress like a girl, or I'll do it for you!" Jessie snapped once more, an eye twitching and her temper flaring all the further. "Now get to it, James! Meowth, are you ready?"

"Mii-iiii~"

"What was that, Meowth?"

"I didn't say nothin'!"

"Miiiiiime!"

The last thing the trio of Team Rocket goons heard before they all slipped into unconsciousness was the battle cry of a Mr. Mime.

...which was weird in and of itself because that's not traditionally how mimes work.

***

As Jessie started to wake, the first thing she could feel was the noticeable chill running across her entire body. Cold concrete underneath her bare feet, cold air across her shoulders and down her back, and her fingers trembling and chilly. When she began to move even before opening her eyes, she soon realized that she had far bigger problems than the cold - her arms were bound behind her back, and she was firmly tied to a padded chair.

"W...What?!" The Team Rocket woman's eyes shot open as she instantly woke the rest of the wake, studying her surroundings in rapid fashion. She was in a basement of some sort, with a washer and dryer on one side and a child's bike hanging on the wall of the other. She was indeed tied with rope that settled just underneath her now-exposed breasts, bound around her snugly but not painfully. When Jessie lifted her head to gaze directly ahead of her, however, she gave an immediate nervous swallow and a quiver of fear ran through her.

"You?! But you're...you're…"

"Hi! I'm Delia, Ash's mom." The naked woman that stood before Jessie was the picture of friendly, middle-aged sweetness, even considering the circumstances. She was just as naked as Jessie and stood right in front of a fully inflated air mattress, the pump of which was still humming to suggest she had only recently inflated it for her impromptu guest. "You must be Jessie, right? I can tell by the hair. Ash has told me so much about you, and you're...well...you're just the worst, aren't you?"

"What did you do to me?! Where's James and Meowth?! Why am I naked?!" Jessie was bouncing up and down atop her chair, skidding it across the concrete and making her impressive tits bounce. She was ready to glare and spit venom until she passed out again, although her demanding screams were muffled slightly as she looked down and tilted her head in confusion. "And...why do you have that? That's a surprise."

Sure enough, sticking out straight from Delia's lap was an impressive, meaty cock at full erection - as any cock would be upon seeing Jessie naked and tied to a chair. Once it became the topic of discussion Delia slapped a hand against the side of her dick and grinned, squeezing it a little and slowly starting to walk over to her guest. She moved with a methodical and focused pace, swinging her hips, matching Jessie's gaze, and soon standing as close as she possibly could. One of Delia's hands rested on Jessie's head, and from her proximity that big, impressive length draped casually across Jessie's tits. There it laid, a small, pulsing promise of things to come.

"Listen, Jessie, we have a lot to cover today, so I can't spend hours catching you up." Delia rolled her eyes, and drummed her fingers atop Jessie's head. "But to cover the quick notes? James and your Meowth are fine. James is upstairs in a...similar position as you, and Meowth is spending some time with the other Pokemon at Professor Oak's lab. No one's going to hurt any of you."

"Then...then why did you do this? What's going to happen?" While it was reassuring that she and her friends weren't going to be hurt, considering the fact she was still bound and naked there was still clearly other, even worse ramifications to be had. Delia was just as charming as ever, and gave a little laugh that made her cock bounce atop Jessie's breasts.

"Jessie, Ash just doesn't...have time for you and your shenanigans any more. I'm sorry, hon. But surely you've noticed how many girls he's been surrounded by lately?"

"I...well…" Jessie scowled a bit, and nibbled her bottom lip. "He's always had a rotating group of friends of varying quality surrounding him! I simply assumed...uh...hmm." The Team Rocket girl's nose twitched, and she pursed her lips as she started to put the pieces together. "...that would explain why half of them are usually naked when we drop in to steal Pikachu."

"Exactly." Delia continued. She slowly brought herself down to kneel before Jessie, and her hands slid up to hold the bound woman by the shoulders. Her grip was firm and her tone protective, and though Delia still had a kind sweetness about her, the mother bear was still lurking behind her tone. "Jessie? I can't let you and your idiot friends cockblock my boy. Especially not when I have such a great solution!"

"S...solution." Jessie murmured, and she felt goosebumps immediately rise across her skin. She squeezed her thighs together and fidgeted within her seat, hoping to skid back away from Delia's grasp. She once more gazed at the older woman's naked figure and the air mattress behind them, and of course, that massive cock that even now pointed straight at her nose. "Are you...you going to...rap-"

"Hmm? Oh, of course not!" Delia beamed. She stood up, pinched Jessie's cheeks, and then swung around on a heel to begin walking back towards the air mattress. Jessie almost let herself take a sigh of relief before Delia spoke again, saving her the trouble by letting her know that she was still in plenty of hot water. "I'm just going to show you what you're missing until you beg me to fuck you!"

"Wha-"

"Girls! Send the first one in!" Delia cupped her hands to the sides of her mouth and called upstairs, to which she was responded to by the noise of immediate giggling. The basement door began to open and footsteps followed, and what Jessie witnessed next was impossible for her to ignore.

The Team Rocket girl sat there, bound and bare, forced to watch as Delia Ketchum fucked damn near every woman in Pallet Town.

***

Jessie's eyes were massive and her pupils tiny, lips thinly stretched to a perfect line as she watched it all unfold. With a bead of sweat rolling down the side of her head, the crimson-haired villain could do nothing but sit still as the first girl came downstairs to begin her service of Delia Ketchum.

Jessie didn't recognize her - she must've just been some Pallet Town woman that had fallen under Ash's mother's charms. About the same age as Delia and a little chubby in the thighs, but most notably she was heavily pregnant. She wasn't in the basement for more than a minute before she was on her knees deepthroating the other woman's cock, barely even paying Jessie a passing glance as she did so. Her tangled mess of auburn hair bobbed gleefully up and down and with every shove forward her pregnant tummy swung as well, and Delia gave a satisfied sigh as she finally enjoyed some form of satisfaction that evening.

"Couldn't get this wrapped around my dick soon enough." The older woman chuckled, patting the other woman's head as she gazed at Jessie with a deeply hungry eye. "Tying you up like that and having to watch you wiggle around? I thought I was going to pop."

"Y...You're...you're insane if you think I'll-" Jessie was silenced, not by Delia herself, but by the woman sucking her cock that sharply spun around, pressed a finger to her spitsoaked lips, and shushed her.

"Shhhhh!" She shot Jessie an angry glare before happily going right back to work, this time slathering her tongue up and down Delia's heavy, hanging balls. It went on like that once Jessie finally settled and kept herself quiet, still in utter shock at what she was witnessing. Sure, Delia was attractive for an older woman, but finding out she had pregnant sluts on call? The mere idea that all of those girls hanging around Ash recently were the same time of gang? It was a little difficult for Jessie to wrap her head around, and this woman had been through quite a bit.

"Mmm...yes, please, fuck me! Ohh, Delia, I've been so hot thinking about you!" The visiting woman was on her back on the air mattress before too long, cradling her pregnant belly as Delia knelt down between her thighs. She let her fingers dance across the woman's stomach in an affectionate fashion, and she even took her time in pushing forward with a slow and pleasant penetration. Even if this woman was her pregnant thrall, even if the entire damned town was, a Ketchum still made sure that their women enjoyed themselves! Before long Delia was ramming forward with heavy thrusts that the other woman was moaning desperately over, and though Jessie was still disturbed she couldn't help but feel a laugh rising to her throat. Delia and even her lover gazed at her in confusion, though they didn't stop fucking even as Jessie spoke.

"Ha! You're going to fuck her that hard now, and expect to impress me?" She lifted her head in haughty fashion, and tried to cross one knee over the other, though only got as far as the length of the rope connecting her ankles. "You're going to tire yourself out at that rate!"

"Oh, honey." The voice of the pregnant woman was almost as compassionately sweet as Delia's - gentle and tender but in a distinctively condescending way. "You've got a lot to learn about the Ketchum family."

She was right. It wasn't long after the pregnant visitor was overtaken by cries of orgasmic bliss, and she was gleefully fucked by Delia Ketchum for well on a half hour without any break or pause. Delia's smile was smug as she jammed her prick again and again into the woman in a variety of different positions, the most scandalous of which as she held onto Jessie's shoulders and let her pregnant tummy rest on the Team Rocket girl's tits. She spasmed and squirted and cried out in release more times in a half hour than Jessie ever had in an entire night of sex, and even though Delia had just begun, a seed of jealousy had already been planted, and it was every bit as virile and potent as that which she had put in that woman months ago.

By the time she was heading back upstairs, dripping cum from her well-filled slit and wobbling on her knees, another girl was heading down to replace her. This one was just as pregnant yet had a pleasant spring in her step, and Jessie realized with a shocked expression that she was no older than Delia's own son. The young lady had a cute shoulder-length blonde hair cut and had dressed cutely for the occasion - nothing more than a pair of nylons and lacy gloves that travelled to her elbows. Even if she was being fucked in a basement as an example to Delia's prowess, there was no reason not to make it romantic!

Again, Jessie watched. She could still practically feel the grip of the last woman on her shoulders while she watched the younger one get fucked, pounded vigorously from behind as she screeched and shrieked her delight. This one was half Delia's age and yet her youthful energy didn't seem to do her any good, for within a half hour she too was exhausted and trembling and too sensitive to take any more vigorous poundings. She kissed Delia passionately before making her way upstairs, and Ash's mother stood back up as she waited for the next delivery of pussy.

"How you feeling, Jessie?" Delia smirked, and idly gestured to her cock. Glistening in squirt and her own cum, yet still standing straight up as if she had just woken up in the morning. "Like what you see?"

"You're never going to break me!" The other woman shot back, snarling, hoping that Delia wouldn't notice the stiffness of her nipples, or the fact that she had been grinding her thighs together. "I swear it!"

"Heh, if you say so." Delia smiled, and shrugged. She only offered Jessie one more idle thought as the next woman started to step down the stairs - or, as it happened to be, a pair of them. "But I can promise you one thing, Jessie...you're already more tired than I'll be all night."

It went on like that for hours. Maddening, wild hours. Women of all shapes and sizes came down the stairs one after the other, each of them offering their usually pregnant bodies up for Delia's amusement. Not a single one of them seemed to find it strange that Jessie was bound and bare, not a single one of them even thought it was weird that they were sharing the same enormous, potent cock. Sometimes, it was infuriating, especially when Delia coaxed them into plopping their bellies on her tits so she could watch it jiggle while they were fucked. Sometimes, it was desperately frustrating, like when the woman during hour five had made the scene.

"You're just going to allow this?!" Jessie begged, hopping up and down in her chair as much as she was able. "You're a Jenny! Aren't you supposed to stop this kind of thing?!"

"Sorry!" The slutty Jenny peeled her face away from Delia's balls, ribbons of spit still connecting her lips to that trembling flesh. "I'm the Pewter City Jenny. Wrong jurisdiction!"

As the hours passed, the frustrating and the infuriating started to dwindle and become steadily replaced by something entirely new. It was impossible to deny that Delia Ketchum had been satisfying these women in a way that Jessie had never even come close to witnessing. They worshipped her cock, kissed it as passionately as they would a spouse, screamed in glorious delight when Delia pumped them full of cum again and again and again. Most of them were Pallet Town natives but a few had come from out of town for the occasion - the Jenny from earlier, a Joy from Cerulean, one of Misty's sisters, and a woman that looked almost eerily similar to a member of the Elite Four. Must've been a cosplaying fan.

The women just kept coming, and also cumming. The stairway leading up to Delia's kitchen seemed like an endless revolving door, and no sooner was one woman exhausted did another start making her way downstairs. The entire time, Delia barely looked like she was breaking a sweat, no matter how many loads she pumped into her pregnant sluts. It was finally starting to make sense to Jessie just why Ash had always been surrounded by girls lately - if he was anything like his mother, it'd take a lot of them to keep him satisfied. She could only imagine just what he'd be like when he had Delia's benefits of age and practice.

Delia finished up with the final woman - a curvy blonde with a knockout figure - and as she wobbled up the stairs Delia finally turned her attention towards Jessie once more. She stepped off the air mattress which by that point was almost entirely deflated, and stood before the Team Rocket girl with her massive cock sticking straight out, the tip teasing above the edge of Jessie's bust. She just stood there, letting Jessie bask in how magnificent her member was, and letting her dwell on everything she had seen and heard...and smelled. After all, by that point the basement was little more than a den of her scent, the heavy air of lust and depravity saturating every last breath.

"Well?" Delia finally asked, quirking a brow as she looked towards Jessie. "I'm out of sluts. Congratulations, you managed to last longer than I thought you would."

"I...I told...youuuuu...that I'd...last…" Jessie was a resilient one, but by that point it was clear she was a twitching mess. She hadn't moved from her seat, yet her hair was a bit frayed and sweat lined her figure. Underneath her seat there was the proof of a few wet drops of squirt - simply watching Delia ream those Pallet Town women around her cock had been enough to make her cum a few times. Still, Jessie had a flicker of victory, a brief moment where it seemed like she had done the impossible - resist Delia Ketchum's dick. "I...I win, bitch…"

"Hmm. Maybe." Delia shrugged, and in doing so her cocktip bounced on Jessie's tits. Even that tiny bit of contact made the Team Rocket girl audibly gasp, and her shock only magnified as Delia continued her thought. "But I guess if we're not having sex, I'll let you go in the morning. You can just sit here all night." A pause. "Alone. Smelling the air. Thinking about everything you've seen. Wondering why you've never screamed like them. Sounds like a long night to m-"

"All right, yes, please, just fuck me, too!" Jessie cut off her future owner, her brow bending inward and her voice calling out in a desperate, hungry plea. "Please, you're right, it's amazing! I beg you! Pleeeeeaaaase!"

With just that tiny bit of pressure - the mere whisper that she might have to sit there in the heat and the stink in her lusty and frustrated state - was enough to push Jessie over the edge. Delia merely smirked upon hearing it, and gave a tiny nod.

"Good." She purred, and moved a hand down to begin untying her newest acquisition. "Because I've been wanting to fuck the little bitch that gives my boy such a hard time for years."

Jessie's long night wasn't nearly over yet...but at least the latter half would be more interactive than the first.

***

Jessie wasn't tired in the slightest. In fact, it only seemed like digging in to all those local women was merely what she needed in order to get ready for the main course. As Jessie was tossed to her hands and knees Delia slid a few fingers across the redhead's soaked slit, and found her so delightfully warm and wet it was clear that no further attention was needed. The eight hours spent watching her fuck random pregnant women was clearly all the foreplay Jessie needed, and with a grin Delia eased herself down to the base inside of the villain.

She was tight, gloriously so, and it made Delia shudder as she felt that inviting cunt wrap around her. She clutched Jessie's waist just as the other girl did the deflated air mattress, and the slams of her hips came fast and furious as she fucked her hard and desperate from behind. Of all the women that screamed in the basement that day, Jessie was immediately known as the loudest. Her cries of spastic pleasure had been building all night long, and now she screamed loud enough for the people outside in the town streets to hear. Each slam forward made her squeak and squeal in delight, and what little resistance was left in Jessie's heart was immediately pushed away. The presence of Delia's cock inside of her brought Jessie a pleasure that she couldn't even wrap her head around, and when the older woman dove her two fists into Jessie's hair to grab it like a leash, she was all too willing to obey.

With a wet slurping noise Delia pulled her cock from Jessie's pussy, yanking the criminal's hair forward to have a run at her mouth. Jessie held nothing back, and with the threads of her own sticky squirt wrapped around Delia's member threw herself into the work. She sucked and slurped and worshipped that pulsing member just like all the other women did before her, and indeed she could even taste them on Delia's cock. What had to have been dozens of women - from the local girls at every age from Ash's to Delia's, to the visiting Joys and Jennys, to the woman that looked like she was in the Elite Four. Jessie could taste a combined blend of the flavors of their pussies, licked straight from the throbbing, twitching member of her new owner.

Delia merely kept her hands in Jessie's hair as she worked, grinning from ear to ear and letting her prick smear as much spit and juice as possible across the other woman's face. The messier it got the more ravenously Jessie trailed her tongue across her balls or worked at deepthroating that impressive member, and Delia knew...she had caught herself a good one. Ash was having plenty of fun with his group of friends, but he was still young - and wrangling a tricky pet like Jessie would be a skill he'd need to learn as he got more experience. Still, she'd have to send her son a thank-you card for putting up with Jessie and James for this long, long enough to eventually bring them into her life.

And on that note, Delia grinned all the wider. She still had a second treat upstairs to work at breaking in the morning!

"On the chair again, Jessie." Delia ordered, and Jessie scrambled to obey. The redhead flopped back down again and spread her thighs in desperate anticipation, showing off just how soaked she was from the brief attention she got from Delia. When the older woman finally stepped forward she eased her cock right into Jessie, and as the redhead's legs wrapped around her waist and hooked her ankles behind her back, Delia drew in close. With one hand at Jessie's shoulder and the other wrapping again within her hair, the Ketchum mom offered Jessie a whisper. Half-promise, half-threat, but every last tone of it genuine. "You and James have a home here, and all of my cock as you can handle...but you never bother my boy again. Understand?"

"Yes, yes...please...please, anything! Anything you want, so long as I can have more!" At that point Jessie was thoroughly addled, and with every thrust of Delia's hips she only became moreso. She whimpered and whined and bucked back into Delia every time she could manage, and when the Ketchum mom leaned in to give her a fierce and passionate kiss, Jessie spasmed in climax for what felt like the thirteenth time that evening. Of all the women Delia had fucked that night, Jessie was the first she kissed. Had to make sure her taste was fresh and untarnished by the time Jessie enjoyed it.

The rest of the night was a blur to Jessie. Delia hadn't been exhausted by that army of women, and she wasn't spent even by the time Jessie was drifting in and out of consciousness in a delirious, well-fucked state. She had been pumped with cum again and again, flooded and saturated with Delia's cream. Her pussy and her ass had each gobbled up what felt like pints of Delia's spunk, and every time she received a shot of it her hunger for more only burned hotter. She was a groaning, wet mess, dripping and churning with cream by the time Delia led her upstairs. Unlike the Pallet Town girls, Jessie wasn't able to walk by the time they were finished, and she could only crawl on all fours up the stairs. The entire time, cum oozed from her pussy, leaving a trail up the steps and into the living room. That night, Jessie was little more than a cum-filled Magcargo, dripping her trail wherever she crawled.

Delia put her new slut to bed on the living room couch, and in true motherly fashion even wrapped a blanket around her to keep her cozy and warm - that much cum would lead to a wet and chilly night otherwise. With that, the Ketchum mom dusted off her hands and padded into the kitchen for a drink. Covered in the scent of lust, mostly satisfied by her marathon fuck session, Delia couldn't help but smile when she saw the magnetic photo frame on the fridge with a picture of her son.

Ash was the best boy a mom could ask for, and nothing made her happier than helping him out. The only thing that even came close was sinking her cock into an eager, wet pussy.

Any day when she could combine those two passions was a good day to be sure!

***

Months later…

"Mom! Did ya hear? I won the championship!" Over the video call, Ash was showing off his badge, a massive smile spread from ear to ear. "I wish you could've been there, Pikachu did great!"

"I saw on the news, sweetie! I'm so proud of you!" Delia was leaning back at the kitchen table, wearing little more than her morning robe just barely covering her chest. She spoke directly to the tablet folded upright on the table showing her son's face, and she beamed with glowing pride at his accomplishment. "You're definitely my favorite Pokemon trainer!"

"Aww, thanks, Mom!" Ash blushed, but quickly snapped his fingers in realization. "Oh! And something else I forgot to tell you! Something really big and important!"

Delia chuckled. Only her Ash could forget about something important because he was so excited about Pokemon. Delia waited in anticipation as Ash called a few others to surround him, and one by one girls appeared on the other side of the video call. Misty, May, Serena, Iris, even a cute Scottish girl that Delia hadn't met yet. The girls all bunched in close, beaming and smiling, and they all spoke with Ash at the same time.

"You're going to be a grandmother!" Five times over, apparently!

"Oh! Oh, Ash!" Delia had tears in her eyes almost immediately, welling over with pride for her son. She picked the tablet up and gave each and every face on it a kiss, mwah mwah mwah mwah mwah, mwah! By the time she set the tablet back down Delia's happiness was overflowing, her hands folding together as she spoke. "You have to visit Pallet Town again right away, okay? I want to hold a baby shower for every last one of you!"

The rest of the phone call was nothing but the sort of bliss any mother dreamed of. Her son was an accomplished Pokemon champion, and soon - a father. The sort of phone call Delia had dreamed of. She was crying in joy all the way through, and when it finally ended Delia gave a satisfied sigh...and turned her attention to below the kitchen table. There, two familiar faces were working at worshipping her cock - kissing and sucking it from both sides, staring up at her with large, adoring eyes.

Jessie and James. The latter, dressed in an overwhelmingly feminine maid outfit - lace and frills and bows - the proper ladylike thing to wear while serving breakfast. The former, visibly pregnant with what was at least twins. Both gleefully sucking Delia's cock. Both sharing in her joy.

"Did you hear that, pets?" Delia cooed, and teased her fingers underneath both of their chins. She had been kind to both, and neither her housemaid James nor her bedmate Jessie wanted for anything - except more cock. "My sweet little Ash is coming home to visit soon!"

He'd surely be surprised to find out just why Team Rocket hadn't bothered him for the past six months.