The Amitery Club: Endra’s Fall

Amitery: (v.) The sexual domination of a mature woman by a younger person

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His stepmothers bookclub had been a weekly tradition basically since Jack's father married her, meeting every Thursday as Jack's father would travel to the city to spend the end of the week in his office. It was your typical married woman bookclub, reading smut disguised as romance, starting vanilla but slowly becoming more and more kinky as time went on.

Jack had always ignored his stepmom's little club, though as their books got more...interesting he found himself listening in on some of the conversations about them. What he heard definitely had an effect on him, it would any twenty-one year old man home from college, away from the easy sluts on campus that kept him satisfied. Tonight was no different, overhearing the women as he was about to leave to meet friends.

"...and the part when he told her 'keep begging me to stop bitch, I love it', god that got to me," the voice of Kendra Shaw caught his ear, "I had to stop reading and...take care of myself."

She was the oldest member of the group, as well as the only one married to a man she had known since she was young. Obsessive about her appearance very few of her years showed on her leggy, toned body, the boob job her husband had gifted her a few years ago erasing any sag that had come with mothering two kids.

"I wish Paul still had that kind of energy," she continued when the chuckles and agreements subsided, "I love him but he's not a young man anymore and he's never home these days anyway."

"Maybe you've had enough wine Ken," Jack's stepmother interjected over the friendly teasing from the rest of the women, "I can have Jack take you home if you want. Just come get your car tomorrow."

Jack cursed under his breath as he heard himself be volunteered to taxi some drunk MILF home just as his phone buzzed in his pocket. Pulling it out he read the text from his stepmother, 'I need you to take Mrs. Shaw home, thx'. Rolling his eyes he reacted to it with a thumbs up.

"Oh that would be great Hails, I wouldn't want to be a bother though." Kendra responded sincerely.

"Nonsense, I've already told him to do it," he heard his stepmom reply as he walked away, a plan beginning to form in his annoyed mind. If he had to do this he may was well make it worth his time.

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An hour later, as he sat in his room waiting to play the part of a taxi Jack got another text from his stepmom. 'We are done, Mrs. Shaw is ready to go.'

Being treated like one of the families drivers sealed Kendra's fate in his mind, she'd make this all worth his time whether she wanted to or not. Making his way downstairs to the front door he found his passenger waiting for him.

As if her fate wasn't already sealed seeing her added to Jack's dark craving. A blue sundress, cut off well above her knees to show off her legs, seemingly hung off of her tits. A full face of elegant makeup framed by perfectly done shoulder length blonde hair made her look like she was in her late twenties, not mid-forties. Black, ankle strap heels that emphasized her legs added her natural sex appeal.

"Thank you sooooo much for this Jack." She said with a friendly grin, slurring her words slightly as she followed him out the door. "I hope I didn't mess up your night too bad."

"It's whatever Kendra," Jack responded, using her name for the first time since he met her, a slight hardness in his tone that caused something deep inside of her to stir, "have to make sure you get home safe after all."

The young man lead her to his Mustang, a graduation gift from his parents he received before going to college and climbed into the drivers seat as Kendra sat in the other side. The powerful car roared to life as he pulled out of the driveway, beginning the drive to the Shaw estate.

"You've gotten so handsome," his passenger rambled from her seat, the wine clearly controlling her mouth, "I bet those girls at school are all over you aren't they?" She chuckled, unable to stop herself from picturing it. Her friend's stepson was very attractive as far as she was concerned, the time he spent in the gym evident on his powerful body, movie star good looks only adding to his appeal. "I hope you're not too rough on them..." she added devilishly, unable to help herself.

"I am Kendra," Jack growled aggressively in response, though not part of his original plan the chance to get in her head a bit was too good to pass up, "I treat them like the worthless sluts they are. Fuck them until they're nothing but broken toys." He paused for a second to let his words sink in, the admission shocking the tipsy woman into silence.

"That's what you crave isn't it," he suddenly continued, "someone who'll break you like your husband can't, who will use you like a fucktoy and make sure you feel as worthless as one when he's done."

"I-I..." Kendra struggled to think of a response, her heart now pounding in her chest as he head was filled with images of what he was saying. It was wrong and she knew it, but she couldn't help imagining how it would feel to be used by him. Before she could figure out how to move forward though Jack turned into her driveway, pulling up to her house.

Thanking her lucky stars the ride was over she reached for the car door, about to step out into safety when she suddenly felt a hand in her hair. Before she could react Jack yanked her away from the door, ignoring her shriek as he pulled her head forcefully over his lap.

"Jack! You can't! I'm marr-" Kendra began to protest before her words were cut off by a sharp slap that left her cheek stinging and tears forming in her eyes.

"Shut the fuck up Mrs. Shaw," Jack snapped, his tone making her name sound like an insult somehow, "I had plans tonight and since you ruined them you're going to make it up to me like a good whore." He growled, his voice harsh and demanding as he slapped her again.

"Y-yes I-I can do that," Kendra muttered, unable to stop herself from reaching between his legs and rubbing his cock through his jeans, her growing lust and drunkenness making her weak to his commanding voice, "just please stop slap-"

Her words were cut off again by the palm of his hand, prompting her to quickly open his jeans and fish his cock out, stroking it silently hoping to avoid any more pain as a tear slid down her cheek. Unable to resist the growing arousal she felt Kendra lowered her head, wrapping her lips around his thick shaft as she put her knees in the seat to get comfortable, bobbing her head up and down slightly.

Despite the growing warmth quickly taking over her mind she hoped this would be enough to satisfy him. His cock was far thicker than the few she'd seen in her lifetime, and longer too. There was no way she'd be able to handle it. Her fears were quickly realized though as she felt Jack applying pressure to the back of her head, forcing her down further and further until his cock was pressed against the opening to her throat, causing her to gag slightly.

"Hands behind your back." Jack snapped as she felt him pull her dress up over her ass, exposing her black panties in the light from her porch. When she hesitated his free hand crashed down on her ass twice, her scream muffled as she quickly obeyed, grabbing her wrists behind her back.

As Jack pushed her head further down slowly, her gags becoming more forceful as her throat tried to expel the invading manhood, Kendra could feel him pull her panties aside, his fingers sliding inside of her wet cunt, her face burning with shame knowing how obviously she was enjoying this even if she didn't want it.

"Of course you like being treated like a whore," Jack laughed cruelly as she half moaned from the pleasure of his fingers inside of her and half gagged violently on his cock, "I've heard you talk about those books you all read. How you fantasize about being in one."

Kendra wanted to protest but his manhood was denying her any ability to, tears now streaming down her cheeks as it caused her throat to bulge. Suddenly Jack slammed her the rest of the way down, the glob of saliva building in her throat shooting out of her nose unceremoniously as she felt herself reach the base of his cock.

Just as suddenly as she reached it Jack yanked Kendra off of his manhood fully, allowing her gasp for air as drool poured out of her mouth. A small part of her mind screamed at her to put an end to this, to try and get away, but it was overwhelmed by the orgasm building slowly but steadily inside of her as Jack let her live out her most secret fantasies.

Suddenly she felt her head forced down again, his mouth accepting the cock violating her throat as it ended her chance to catch her breath. Jack slammed her down to the base, suddenly yanking her halfway up and slamming her down again. He began to fuck her throat like this, the bottom half of his cock sliding into her mouth again and again forcefully as Kendra gagged and retched on his massive cock. She knew her makeup was ruined, the tears steadily sliding down her cheeks and his cock smearing her lipstick making that clear. Despite it all though she could feel her orgasm bubbling to the surface, getting closer and closer, her cunt aching to enjoy it.

Suddenly the fingers that had been drawing it out of her were gone and Jack yanked her off his cock, bending her head back painfully to make her look up at him. Kendra coughed as she caught her breath, whimpering slightly at being denied the orgasm she craved by him.

"Beg me to take you inside and fuck you in your husband's house like the slut you are Mrs. Shaw," Jack demanded forcefully as he looked down at her, "convince me you deserve to be allowed to cum on my cock like the pathetic whore you are."

This was her chance, she could just refuse, go inside and finish herself off. It was the right thing to do, what she should do, but despite that Kendra knew any orgasm she could give herself wouldn't be as good as the one he could give her, and, despite the little voice in her head pleading with her to remain faithful, she needed to cum like a pathetic whore.

"P-p-please Sir," she began, shocking herself at how quickly she fell in submission to him, "ruin my marriage, fuck me in my husband's house like the cheating whore I am," as she spoke she couldn't stop her cunt from taking control of her lips, "treat me like your fuckdoll. I'm all yours Sir."

Before she could recover from the shock of hearing those words come out of her mouth Jack had let go of her, shutting his car off, and stepping out of it. Grabbing her purse off the floor she followed him on shaky legs, unlocking the door and opening it, but not stepping through. Somehow she knew he would lead her to where he wanted her.

And lead her he did, grabbing her hair he bent her over slightly and pulled her into her own home, finding a counter near the door and bending her over it. She didn't fight as he once again lifted her dress, tearing her panties off with ease and shoving them into her mouth. Instead she braced herself in nervous excitement as she felt his cock press against her married cunt, a muffled squeal escaping her lips as he grabbed her hair and forcefully yanked her back onto it.

Squeezing her eyes shut from the enjoyable pain of being forced to take Jack's massive manhood all at once she gasped as she felt it slam into her cervix, far deeper inside of her than her husband had ever reached. In that moment the orgasm that had been building up inside of her overwhelmed her, her eyes rolling back as she moaned, body shaking as her cunt squeezed his cock.

It barely registered to her how hard Jack began to fuck her through her orgasm, her mind shattering as wave after wave of pleasure crashed down on it like a tsunami. Weak whimpers and moans, muffled by her panties, were all that escaped her lips, drowned out by Jack's aggressive grunts and the sound of his body slamming into hers again and again.

As soon as her first orgasm subsided she could feel a second one rapidly building in her now overly sensitive cunt despite the pain of the cock stretching it and slamming deep. It didn't take long for it to hit her, her legs giving out as she collapsed into the man using her like a whore, like his whore.

As her orgasm subsided she felt Jack slip out of her, yanking her off the counter and lowering her to her knees. Spinning her around he slammed his cock down her throat, both hands in her hair as he bobbed her head up and down quickly, her arms going behind her back instinctively. She could tell he was close, the precum sliding down her tongue as his cock slid out of her mouth and his rapid grunts giving it away. Kendra felt a pride she hadn't felt in years building inside of her, she was about to give him the same pleasure he had her.

Suddenly, as a massive groan left his lips, Jack's cock began to shoot large, thick spurts of cum down her throat. Slowly he drew his cock back as it twitched between her lips, sending the last few ropes on to her face, something she'd never let happen before. But if it pleased her master he had every right to cum on her face.

"Lick up your mess slut." Jack growled as he caught his breath, gesturing to his cock, slick with her cunt juices and saliva. Without hesitation Kendra obeyed, licking him clean, savoring the taste. She didn't even protest when he used her hair as a towel to wipe himself off.

"Thank you Sir..." she began to say as she regained her senses, but he was already in process of getting redressed, wordlessly leaving her kneeling on the floor, looking like the whore she felt like. 'On the way boys, just had to do my stepmom a favor.' He texted his friends as he shut the door behind him.

A wave of emotions hit Kendra like a truck when she realized he really had just used her to cum. Tears streamed down her cheeks as she sobbed, feeling an overwhelming mix of shame, useless now that he was finished with her, and regret at her betrayal of her husband. Eventually she cried all the tears she had to cry though, numbly cleaning up the mess she was responsible for, resisting the urge to lick it up.

Finished she gathered her things and made her way to the bedroom, taking her phone with her when she went to the bathroom to clean up without thinking. Seeing herself in the mirror brought another round of sobbing, as seeing herself only reinforced what a whore she was. When she finally collected herself though she took a picture of the face in the mirror, not bothering to hide her puffy eyes.

"Thank you Sir, you've shown me what I am." She typed in a message to her new master. "You've shown me I'm nothing but a whore for you to use." Attaching the picture she hit send, accepting her new reality with open arms.