Kim didn't realize just how bad an idea her mother being with her on this mission was, as much as she hadn't planned this at all, until they were tied up and captured by Dr. Drakken, until everything was very clearly going wrong in ways that she needed a way out of, but felt at a loss for. But even worse still was when she was knocked out and came to with nobody there at all, just Kim tied tight to a chair in what seemed like the dark. There didn't feel like another chair behind hers or at her side, which left a lingering, heavy question about where her other was. "Mom?" she called out in shock, unsure what was going on or where she was, but as she spoke, the heavy crashing noise of large lights turning on left her groaning as blinding illumination filled the room.

"Oh good, you're awake." Something new had come over Dr. Drakken. Something much more malevolent and vicious than he had ever felt before, and it was all directed at the sweet, ripe milf that had fallen into his hands. "Just in time, because the drugs have set in."

"Whatever you gave me, it's not going to work!" Kim yelled confidently, sure that her body could fight it, whatever it was, but that was as her eyes struggled with the light. As the room came into focus, she realized that she hadn't been the one drugged, and the appalling sight in front of her left her gasping.

Shackled into a vulnerable position on her hands and knees, Dr. Anne Possible was facing toward her daughter, stripped totally naked, covered in a thin sheen of sweat, with eyes bugged out and cheeks burning bright. "Nngh, so--oh, Kim, please, don't look at me like this." She bit down on her lip, shivering as the wicked effects of intense aphrodisiacs pumped into her and then left to simmer for hours were leaving her mind frayed. This wasn't just something to get her in the mood; her erogenous zones were lit up and extra sensitive, her entire form aching with such powerful need that she couldn't help but swell with pleasure and lust every time she moved about, at least as little as she could. "I feel so... W-what have you done to me?"

"Pumped you so full of pleasure enhancing pills that you're going to submit to me and agree to be my slave, right in front of your daughter." Drakken was riding the wave of something vicious and merciless as he walked up behind Anne, hand tracing along her taut buttocks on its way down to caress her pussy, giving it the slightest of touches as he listened to his drugged victim howl and shiver in delight. She was loud, throwing her head back in need. "Do you see that? I barely touched her, and she can't even handle that. Imagine what it's going to be like when I fuck her."

"You keep your filthy hands off of her!" Kim yelled, struggling against her bindings, but they were on tight, and the chair felt reinforced. There was no getting to anything that could save her, and she groaned in frustration, not used to Drakken being this competent. She couldn't escape, and for once his plan was something that she couldn't get sarcastic about and brush off.

"You mean like this?" Drakken asked, giving Ann's ass a firm slapping, and then going right in with his fingers, pumping his digits rapidly in and out of her drooling twat. "She's so wet, my hand is soaked just going for a feel." Fingerfucking his nemesis's mother felt oddly satisfying for the evil doctor, who reaped the benefit of the high grade aphrodisiacs he'd pumped her well over any sane dosage with, and listened to the sweet, wordless cries of pleasure that followed as Ann gave in utterly to his touch, shivering and pushing back against him. "How do you feel, Doctor Possible?"

"I need it so badly!" she yelled, answering truthfully, too dazed and needy to even think about how to lie as she shivered against his touch. It was electrifying, the pleasure utterly without comparison and driving her mad, making her tremble as his digits pumped deep into her sopping wet twat. She had bee leaking all over her thighs all this time, and now she was even wetter and messier as he touched her, as she finally received something even beginning to resemble the release that she had come to crave. "Please, doctor whoever you are, I--"

"You will refer to me as Master from now on," Drakken snarled, slapping her ass again, and for good measure ground his thumb against her clitoris as he kept up the assault on her aching cunt with his fingers. 'Do you understand?"

"Ngh, yes, Master," Ann whimpered, eager to obey, to keep Drakken happy and to do whatever he asked so that he wouldn't stop touching her. That was all that mattered right now as she squirmed, the bindings making it all very futile, but she wasn't doing it to escape, she was doing it because as his fingers pumped in and out of her dripping hole she couldn't stay still for the life of her, moving fitfully about with each passing second. "It feels so good, please, can I have another finger."

"If you want something, you can ask for it like the shameless, cock addicted whore you are from now on." It was a power trip to a degree that Drakken simply could not believe, and he looked wickedly at Kim the whole time, smiling wide as he made her watch him violate and degrade her mother. "Say it loud and clear, so that your little daughter can know that you value getting another finger into your pussy than you do about your pride. Scream it out, let her know that her mother is my whore now!" It left him cackling. He was a man possessed, driven by something different, something powerful and raw. Something that guided him to actions that ensured the absolute airtight perfection of his plan.

"When I get out of this, I'm going to--"

"Shego!" Drakken yelled, and his companion came up quickly behind Kim, stuffing a gag into her mouth and tying it around the back of her head. She'd been waiting behind her the whole time to do precisely that, the doctor knowing he would eventually tire of Kim's voice. "Good. Now, all you can do is whine and watch. Now then, slut, you were saying?"

"Please shove another finger into my cunt and fingerfuck me!" Ann yelled, playing right into the expectations laid upon her, the demands that she didn't even think twice about. She needed it too badly, and pride was a small price to pay for a third finger inside of her. She shivered, and as she felt that digit sink into her hole, she was screaming, "Thank you, master!" without worry or shame. It didn't matter now; she was beyond those things, her head so fucked up by all of the pleasure drugs that all she cared about was getting more. In fact, each time she called him master, her body ached and swelled with a conditioned happiness, drawing even more pleasure from her obedience of her wicked captor.

All that mattered was the raw fingerfucking she received from behind, going faster and harder, pushing her rapidly over the edge. It was shameful how quickly she came, how quickly she was screaming, "Master!" as her body surged with the powerful swell of sensation, and she looked her daughter right in the eye as a powerful orgasm ran through her drugged and overly sensitive body, barely even aware of what impact it was having on poor Kim as she screamed for Drakken. Her daughter's arch nemesis conceded to by her own mother in throes of mad orgasmic delight She was too gone to process any of it now, only aware of pleasure, of how much she savoured every throbbing second of her trembling orgasm. It was amazing, but profoundly empty; she'd craved an orgasm for hours, but finally on the receiving end of one, all Ann wanted was more.

Drakken pulled his fingers out, grabbing her hair with his free hand to tug her head back so that he could shove the quim-dripping digits right into her mouth. She sucked on them, moaning around her master's fingers as she sucked her own pussy juices off of them, closing her eyes and bobbing her head as she simulated fellatio on them for no other reason than because they were in her mouth and her mind was so consumed by lust and sex that all she could think to do was suck them like his cock, and she did so shamelessly, trembling as her head rocked eagerly back and forth, both to lavish his fingers in attention as she sucked her own twat right off of him, and to hopefully entice him into giving her his cock for real.

"Your mother belongs to me now," Drakken snarled, licking his lips as he stared right at Kim, refusing to break eye contact for anything as he watched in wicked delight at the way she squirmed about in her seat, trying her best not to look at it, but not only unable to drown out the sounds, but unable to keep away for long as sick fascination brought her right back. "I could have taken you, of course. You would have been a great trophy, but your mother... Making her a slave to my cock means you get to watch, and you get to suffer so much more." He laughed wickedly, pulling the fingers out and then slapping Ann right across the face.

Kim tried to speak, tried to yell and howl to her mother to be strong, that she was going to find a way out of this, but the gag silenced all of it, muffling her voice and keeping her from moving her mouth enough to form proper sounds, reducing her attempts to mumbles and pure noise that meant nothing to her blissed out mother. There was no helping her now, and Kim was forced to remain in her front seat view to the breaking of her mother's mind and her subjugation under Drakken's cock. When she got out of this, she was going to give him the beating of a lifetime, and it was going to be glorious.

"I need your cock, master," Ann groaned, not realizing just how pumped full of drugs she was, how much had been put into her to leave her in such a vulnerable, defenseless mental state, for her to have such a shameless depth of depravity to unravel. Doped up and with her body absolutely on fire as the places he had touched her tingled with desire and longing, the echoes of his hands upon her leaving her even needier as her cheek, ass, lips, and most painfully of all her cunt all ached for him to touch her again. "Please, fill me with it, make me yours. I want you inside of me so bad, master." She was a married women, but she wasn't even thinking about that as she begged this man to take her, as she bit her lip and hung her head down lowly.

Drakken was in the best position he could have ever hoped for, stepping up slowly toward Ann's face, opening his coat and showing to her and, thanks to some careful angling of his body, also to Kim, the bulge of his cock in her pants. The evil mastermind was hung, but the bulge failed to do it the justice that slipping his pants down did, as he revealed to the bound and wound up woman his cock in all of its glory by grabbing hold of it and slapping her across the face with it. "Have you ever seen a cock like mine before?" he asked, already certain of the answer to that question as he smacked her across the cheek again, then dragging the throbbing shaft down along her face from forehead to chin, her tongue slipping out to lap at it as much as she could.

"No! You're so big!" Drakken's cock would have been terrifying and imposing in any other circumstance, but she was in no position to be sensible or reasonable about anything as she shivered on her hands and knees, staring in reverence and awe at the massive, swollen shaft. It was something to be revered, longer than she thought would even fit in her pussy, fat enough to tear her in two, and yet the more his head rubbed against her face and smeared pre along her cheek and her forehead, the more she wanted it, not caring how much her body was utterly ill suited to handle it ."Please, wreck my pussy with it, stretch me out with that monster so wide that your cock will be the only one that can ever please me."

It was all music to Drakken's ears as he heard the mother of his nemesis beg for his cock, pleading him to subjugate her body, to ravage her. She didn't even hesitate to throw on all of the remarks about loyalty and how he would be the only man for her, and he wondered just how much of a secret slut had been simmering beneath the surface all along; he was pleasantly surprised by the way she spoke, mostly due to the fact that he had certainly given her quite a lot of drugs, but the creativity... That did not some from chemicals alone. "What it sounds like to me is that you were always a depraved little whore in denial," he said, taunting her by grabbing hold of her hair as he circled around behind her, tugging sharply back on her head so that she once more looked her daughter dead in the eye. "But your husband never gave you the sort of treatment you wanted, did he?"

"No," Ann confessed, bottom lip trembling as Kim watched, eyes wide, heart breaking in two as her mother threw her father under the bus. "I... James is a wonderful man, but he couldn't ever give me that. HE was fine, but not the beast of a man I needed, and not hung like I craved. But you... Master, I don't care about being a married woman, I don't care if it's betraying my husband, I need you to fuck me so badly, and I'll do anything to get it." She didn't care if she was looking at Kim, too gone to read her expression, too busy craving the sensation that her body trembled for.

Drakken laughed richly, staring at a heartbroken Kim as he pressed the thick, swollen head of his cock right up against his captive's snatch, feeling just how desperate and soaked she was, aching and needy. She craved his touch, and he was in prime position to make her work for it, but he wanted to do more than that; he wanted to tease Ann, to make her suffer a little before he gave her exactly what she wanted. "You really are a desperate slut after all. Don't worry, I'm going to fuck you like you deserve, and I'm going to keep you very happy for now on." He dragged his shaft up and down her drooling slit, his head pushing up against her puffy labia, making her shudder and whine as he teased her relentlessly, left her on the edge and just short of what she needed.

"Yes, that sounds amazing!" Ann howled. "I need it so badly, master." She was in such a state of utter need and ragged depravity that she didn't care what she was saying, the words all meaningless, all just expressions of the churning agony of sensation and desperation deep within her. The words just happened and she shuddered, embracing them carelessly and recklessly, owning them if only through sheer force of desperate hunger. It was a sensation she couldn't even begin to think about fighting against as his cock continued to run along her entrance, taunting her trembling body with the temptation and the tease. She was being denied what she craved and through it all, she was a noisy, vulgar wreck spilling words that would never have passed her lips on any other day. In her state, one orgasm simply would not do

Drakken pushed forward just a little, listening to the sweet sound of Ann's voice rising up, her body shivering as she felt him begin to give her what she wanted, and he considered for a moment teasing the woman, pulling out and fucking her mouth, making her work for the blowjob she hungered for. It would be so cruel and delightfully twisted of him to, and he was sure that desperation would turn Ann into a proper cocksucking machine so that she could give him everything she could to get what she needed. And he loved having that power over her, but the heat radiating off of her soaking wet pussy was just as intriguing, and he could always savour his mouth later, as his eyes fell onto the deciding factor. He didn't know why Kim couldn't look away from her mother being violated, but as long as she sat there in steady, terrified witness, he couldn't help but want to make sure that she was getting a full view of all the goods, and he was sure the expression of utter, mind broken delight on her mother's face when she came would be the most potent shot he could fire her way.

So he slammed forward, Ann's eyes going wide as she felt the massive cock shoved all the way into her soaked and desperate snatch. She screamed in satisfaction, trying to speak but only finding noises as a hand grabbed her hair and pulled her head back a little, making absolutely certain her eyes were meeting Kim's as he began to rail the married women as hard as he could, wanting every reaction to the fucking she was receiving to be plastered across her face. Due to his size, her pussy was going to be an absolute dream regardless of factors, incredibly tight as she grew used to such a tremendous penetration, but there was much more waiting for him than that. The wetness, the heat, and best of all the way she pushed back against him in a display of ragged need were all incredibly satisfying factors as he gave her firm ass a harsh strike.

Kim had grown still where she sat, partly due to getting tired and partly because she wasn't sure what to make of what was happening before her. Anger was giving way to something she couldn't even begin to understand, something that despite not grasping she thoroughly hated for even the faintest of implications therein. Taking in deep breaths, she tried to steady herself and her thoughts, push from her head whatever she could pin on stress and maybe even a faint undercurrent of guilt, but it wasn't enough to make her close her eyes or draw in her focus as she listened to her mother's screams of utter pleasure. Never before had she heard any noises from her parents' bedroom, but by the sounds Ann was making it seemed the redheaded mother of three was a screamer, or at least someone who had all the potential in the world to be a screamer if the right cock came around.

Not to mention a cocktail of aphrodisiacs.

"You feel so big inside of me," Ann whined, never having felt a cock like this before inside of her. Or really anything. Drakken was hung, and the sensation of being utterly torn apart and stretched open was something that she never could have imagined felt so good. Too gone to call upon even the faintest of medical knowledge and realize just how savage the penetration she was taking was, she simply moaned and cried out, twisting her hands and feet against the bindings on the floor that held her down so that Drakken could fuck her doggy style. The utter savagery of what she was being subjected to was divine, and she couldn't help but feel like everything was coming together for her, as her needy body was given everything it had been built up to crave.

"I wonder if tightness like this runs in the family," Drakken cackled, making sure that Kim heard him loud and clear before giving her behind another rough strike. The high of fucking someone so receptive and desperate, paired with the ego boost of hearing her cries of delight as her body came to crave him in ways too destructive to hold back, were made all the better by watching Kim as he did so, the grand act of retribution and victory that felt better than he could have ever fathomed. He was in control now, and the savagery of his thrusts was picking up steadily, each second bringing a more intense and savage pounding to her needy little twat. But as great as watching Kim see the most wicked victory imaginable as he conquered her mother right in front of her, the subservience he was pounding into Ann Possible's tight cunt was going to last a lot longer than Kim's appalled reaction would. She wasn't going to stop being his for quite some time to come, and he was going to savour her for the long run.

Bucking his hips faster and pounding his prize captive harder, Drakken had loosened her up with ease, if only through the raw conquering of her pussy without a care for anything but the sensation that would follow. Another slap across her ass, another pull on her hair as her head rolled back, and she was learning her place quickly, his roughness all meant to ingrain into her a sense of deep obedience and understanding of what he wanted, which all led back at the moment to making sure that Kim saw everything. He was getting off on the thrilling exhibitionism and the way that he demoralized her. It was too sweet, too powerful, and he relished in everything he was doing to her as he subjugated his mother's pussy, turned her into the eager, broken slave who could give him everything he ever wanted.

There was a wetness between Kim's legs that absolutely infuriated her, and what was worst among all of the many things she was feeling was that her anger of that was greater than her anger toward Drakken now. The sounds, the sights, the lingering memory of Drakken's massive cock reminding her just how much of it was inside of her mother at that moment... Maybe it was a frantic defense mechanism horrible misfiring, but Kim found herself starting to wonder what her mother was feeling, what amounts of pure, unrelenting bliss were so great that her face would be frozen in a look of utter nirvana as she threw her own husband's sexual prowess under the bus. Surely, the drugs had an effect, but that level of not giving a shit, that level of pure indulgence and surrender to pleasure like she could have never imagined sounded very good to Kim at that moment as her mother, served up to Drakken thanks to her own actions, suffered for her mistakes. She really could have used that sort of numbness.

Although her mind may have been numb, Ann's body definitely wasn't, continuing to throb with heavy, aching desire as she was plowed from behind without mercy or care. It was consequence free bliss, and after simmering in her own arousal, getting fucked like an animal felt damn good. She didn't shy away from letting him know, compliments spilling out amid moans, cries of how much she loved her master's cock and how much he owned her pussy. All of the many twisted things that he couldn't help but delight in the pure thrill of as she offered herself up to him and to the pleasure he offered her.

There was no doubt that Ann would cum first, but it was a shock to find just how long it took her to finish, between the drugs and the sheer size of the cock plundering her. But when she did cum, she came hard, screaming up to the ceiling as everything burned within her and she lost herself to the overwhelming flood of raw, unending sensation that followed. She howled and twisted about against her bindings as her eyes rolled back and her tongue hung out, a look of ragged broken bliss upon her face that, thanks to the grip in her head, was pointed right at her appalled daughter as Drakken kept up the offensive, fucking her trembling, nearly limp body as the tightness and the gushing quim that leaked down her thighs brought him to a swift end too.

"I'm cumming inside of your mother!" he yelled wickedly, wanting to throw his head back to engage in the most satisfying of evil laughs, but not wanting to pull his eyes from Kim's reaction for a second, she was struggling again, bubbling up with muffled sounds of frustration and anger as he reached his limit. His cock erupted with Ann's spasming cunt, pumping her full of spurt after spurt of molten hot spunk, flooding her hole and sealing the deal, marking her as his in a capacity so shameless and utterly depraved that all he could do was savour it all before drawing his hips back. Cum spilled from out of her hole as he smiled contently.

"She belongs to me now," he added, pulling back off of the surface he was knelt down on. Seizing a remote control, he pressed a button that rotated the platform Ann was bound to, giving her daughter a full, bare view of her backside as thick, pearly white cum dripped from her hole and ran down her legs in an absolute mess. Her ravaged hole was now gaping, and the massive load pumped into her simply did not stay there, and Kim's eyes couldn't help but be drawn to how much burning hot cum there was leaking out of her twat as she tried her best to yell, but even then, her thighs were starting to rub together and even the faintest of friction against her thighs felt better than it should have. It was growing harder and harder to deny it to herself.

"L-look away, Kim," Ann finally managed to say, realizing only in a moment of brief lucidity what was going on before the platform began to rotate again. This time, when it stopped, a view of her from the side was given to her daughter, and she found herself with Drakken's cock right up against her face. The powerful smell of his dick and of her own pussy upon it left her shuddering, and her thoughts once more filled with the intensely sinful hungers that made her lick her lips and sink back into hold habits. "Nngh, master, may I please--"

"Clean it," Drakken said, swatting her in the face with his cock a few times for good measure before stuffing it into her mouth. Ann gagged as he drove it down deep and started to fuck her face, the new position making sure that Kim could see it all, and her eyes were naturally right on the action as she watched Drakken's long, fat cock plunge into her mother's mouth, making her choke and drool within seconds as she was violated deep and hard. It was a sight to behold and deeply, deeply worrying for the way that it made her shiver as she watched, unable to pull her eyes away.

Ann loved the taste of her master's cock. She knew she would, but the flavour of her pussy covering it made it an extra grand treat as she shuddered, twisting about in the low, desperate state of wanton lust where there simply was no escape from it; she was eager and ready to give him whatever he wanted and she couldn't even begin to say no to any of it. Everything done to her had made her the perfect toy for Drakken, a long term sexual servant who would be willing to do whatever he asked her to do, and to do it gladly. Such was her life now.

Kim shivered, unable to lo look away no matter what she did, and those frustrations were getting to her. Her eyes followed the sway of his balls swinging back and forth with each thrust, often smacking against her mother's drool-covered chin as he had her way with her. Each time she blinked, the flash of her mother's fucked silly expression lingered in her mind. It was agony, but the more she watched, the more curious she got, and that tension was all building up, bubbling into madness as she began to wonder without the faintest ability to shut down those thoughts what it would feel like, drugged or not, to be fucked like that. To be so carefree and focused on only one thing, to get that thing as often and intensely as she could have ever dreamed. All of that pleasure, all of that agony. The cathartic release that left her mother without anything to worry about but desire. She hated herself for it, and hated the fact that she couldn't look away, but it was impossible not to lavish in it as she hung her head down. She declared defeat to Drakken not with a scream of defiance, but with a lowly sound of frustration and madness as curiosity won out and she found herself almost willing to give herself to him.

The noise drew Drakken's interest for how lowly it was. "Take out her gag," he commanded Shego, who pulled it out of Kim's mouth. "You have something to say?" he asked, smiling wide, putting her on the spot and leaving the weight of her shame on her shoulders as he awaited the sweet words to follow.

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