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Chapter 16 by Damos Damos

What's next?

Retrieve the money

Karen and James find the stash and ride out.

Hours after retrieving the money, James made a stop to his house; Karen herself walked in first and seeing the luxurious layout of the rooms and decoration; just realised how her latest pet could look after her for the rest of her days and that was of money made her consider taking it all for herself. Instead she had a better idea. When James returned with some luxurious ale and saw the empty box there he saw naked in the empty bath tub Karen laying in the money that she had poured into the tub. Even more to James’ surprise was how she used a bank note to rub her pussy moaning about her dominance over him, “Fuck yes! I have a plan for all this money!” She moaned louder as she squirted over the notes and pulling his lips to latch onto her nipple said, “All the women under my leash and you to fuck them like a trained puppy!” She pulled herself up and sitting over the edge of the bath pointed for him to kneel as he did she groaned as the stream of golden liquid shot out into James’ mouth, “Soo obedient; serving is what you want; your only desire!” he studied her stomach and tilting her head he submissively replied, “Your child.” She finished urinating and letting him lap up the last drops up of urine from her pussy pondered it as she considered whilst, “Too fuck me; you have to earn it. You haven’t earned the right. However, here’s your chance!” she pulled her strap-on up and purring she stated, “Lie down let me show you the only true way to ride!”

Later that day Karen stood their in her leather outfit, her breasts straining in her corset, the deputy’s house was quite luxurious and seeing James naked tied to his bed Karen smirked pulling on her straps to tighten her large toy that now hung around her waist. “You look so good like tied up like a good slut!” Karen stated jerking her toy in her hand, “Yes mistress!” Karen lined her toy with his ass and nodding said, “Good boy. Time for your reward!” he groaned feeling the head push in and seeing his eyes meet hers Karen bit her lip with excitement seeing how he willingly let her do anything to him. Specifically her use a penis shape to fuck him; he got into it and arching his back let Karen now fully thrust her big toy inside him.

Beads of sweat poured off Karen’s cheek as she pounded away relentlessly for three hours; making sure his hole was sore from being stretched; she pulled out and leaving the toy to hang between her legs untied James who immediately went to kiss her she nodded as she let him lick the sweat off her before sucking her toy clean Karen ordered, “I have plan. I have a desire for a child but my body will not carry it.” James looked up and seeing letting James now move up to suck her nipples heard her say, “I need to put that no good whore to use. You will impregnate Abigail and in exchange she will use her skills to entertain you!”

James nodded and kissed her stomach feeling a mix of emotions; love, anger, confusion but mostly obedience; he knew his place now. “I’ll do anything for you mistress!” Karen’s eyes sparkled, “Good boy!” She slapped his cheek lightly before striding out of the room.

The next day Karen brought out more toys. A set of handcuffs, a whip and a paddle. She looked at him and smirked, “Today, we’re going to train your obedience further!” He gulped as she locked the handcuffs around his wrists and ankles. She picked up the paddle and slapped it against her palm making him flinch. She then proceeded to tie him to the bedpost; his body tight with anticipation.

Starting with a gentle tap on his buttocks she began to spank him, gradually increasing the intensity. He yelped and squirmed with every smack, his body growing more and more sensitive. Karen felt a thrill with every cry and moan he let out. She knew she had him in the palm of her hand; completely at her mercy. She stopped for a moment, watching his body redden and his breathing become shallow. She leaned in close, whispering, “You love this, don’t you, my little slut?” He nodded vigorously, unable to deny it.

Moving on to the whip, she traced its leather tail along his chest and abs, watching him quiver under her touch. She flicked it through the air, the sound echoing through the room as it barely grazed his skin. He tensed, his muscles rippling in anticipation. When it finally landed, it was a sharp sting that made him gasp. She watched him carefully, ensuring she didn’t go too far, enjoying the dance of pain and pleasure playing out on his face.

With each stroke of the whip, she whispered commands. “Spread your legs wider, slut. Arch your back, let me see your tight hole begging for it!” James complied, his breath coming in ragged gasps. The pain was intense, but it was mixed with an overwhelming arousal that had him hard as a rock. He hadn’t felt so alive in years. Karen’s dominance over him was complete and utterly intoxicating.

Her next tool was a set of nipple clamps, attached to a chain that she wrapped around his neck. She tightened them until he whimpered, watching his eyes water before she let go, leaving them to pull at his sensitive peaks with every movement he made. The sensation sent waves of pleasure through him, making his cock throb painfully against the leather strap that bound it. He knew he was hers to play with, to mold into whatever she desired.

Karen took a step back, admiring her handiwork. She picked up a riding crop and tapped it against her palm as she walked around the bed, watching James struggle against his restraints. He could feel his pulse quicken, his body begging for more. "Now, darling," she said, her voice like honey, "it's time to really test your obedience." She trailed the crop along his thighs, leaving a line of fire in its wake. "You will not cum until I give you permission. Do you understand?" He nodded, his breath hitching as the crop stopped just shy of his swollen member.

With a wicked smile, she straddled him, her leather-covered thighs pressing against his skin. She began to tease him, using the crop to tickle his balls and the base of his cock. He squirmed, trying to control the building pressure. She leaned down, her breath hot in his ear, "If you cum without my permission, there will be consequences." The threat only made his need more intense.

Karen reached for the lube, slathering it on the strap-on that was still attached to her. She positioned it at his entrance and pushed it in with a slow, deliberate ****. James tensed, his muscles straining against the handcuffs as she began to fuck him with a rhythm that was both agonizing and exquisite. She varied her pace, sometimes slow and deep, other times fast and hard, making sure to hit his prostate with every thrust.

He could feel his orgasm building, his body screaming for release. But he knew better than to disobey. He focused on her commands, her every movement, the sound of her leather against his skin. She leaned down and whispered, "You're doing so well, my pet." Her breath was sweet against his neck, sending shivers down his spine.

Karen's hand reached down to stroke his cock, the coolness of the leather a stark contrast to the warmth of her touch. He bit his lip, fighting the urge to come as she played him like an instrument of pleasure. Her strokes grew firmer, faster, her grip tightening around him as she watched the desperation in his eyes. "Not yet," she murmured, her voice a siren's song.

The crop came down hard against his chest, the sting bringing him back to reality. He gritted his teeth, focusing on the pain to keep his orgasm at bay. She leaned in closer, her breasts pressing into his face. "Suck," she ordered, and he eagerly obeyed, his mouth wrapping around one of her nipples as she continued to pound into him with the strap-on.

Karen reached behind her, her hand wrapping around the base of the toy to give her more control. She twisted it slightly, making him groan into her skin. "Good boy," she purred, her hips never stopping their rhythmic motion. "You're so obedient." James felt his cock throb, the leather strap biting into his flesh with every thrust.

Her hand moved from his cock to his balls, squeezing gently before releasing. "Do you want to cum for me?" she whispered, her breath hot on his ear. "Beg for it."

James moaned, the tension in his body coiling tighter and tighter. "Please, mommy, I need to cum," he pleaded, his voice hoarse from his earlier cries.

Karen's smile grew as she listened to his **** pleas. "Not yet," she teased, her voice a sweet **** that only served to fuel his need. She reached over to the bedside table, her eyes gleaming with mischief as she picked out another toy from her collection. It was a sleek, black dildo, the size of which made James swallow hard. "You're going to take this like the good little slut you are," she said, stroking it lovingly.

Applying more lube to the dildo, Karen positioned it at his entrance, watching his expression as she began to push it in. The sensation was overwhelming, filling him more than he had ever been before. He whimpered, his body adjusting to the intrusion, his eyes never leaving hers. "That's it," she cooed, "Take it all for me."

As she worked the toy in and out of him, James could feel the stretch of his hole, the burn of his body opening up to her will. She twisted it, finding the spot that made him squirm and cry out. Her hand found its way back to his cock, stroking it in time with the dildo's rhythm. She knew just how to push him to the brink without letting him go over.

The room was filled with the sounds of their passionate play, the slap of leather against skin, the squelch of the dildo moving in and out of him, and their mingled gasps and moans. Karen's eyes never left his face, reading his every reaction, his every need. She was his conductor, orchestrating his pleasure and pain to her will.

Karen reached for a vibrator and switched it on, the buzzing filling the room. She pressed it against his clit, watching as his body jerked in response. The vibrations sent waves of pleasure through him, his cock straining against the strap. She watched with glee as he struggled not to cum, his entire body taut with tension. She knew he was close, so very close.

With a wicked smile, she leaned in and whispered, "You can cum now, but only if you can make me cum first." James' eyes widened in surprise and determination. He had never felt so alive, so desired, so completely under someone's control. He took the challenge eagerly, his tongue flicking against her clit as she continued to fuck him with the strap-on.

Karen's hips bucked as he licked and sucked, her movements becoming erratic as she approached her own climax. The vibrator in her hand worked in tandem with his tongue, sending shudders through her body. He felt the walls of his ass clench around the dildo, his body begging for release. She could feel it too, the pressure building, the sweet agony of denied pleasure.

Her grip tightened on the crop as she watched him, her strokes becoming more erratic. "Make me cum," she panted, her voice a **** command. "Make your mistress cum and then you can have your pathetic little release." James redoubled his efforts, his tongue swirling around her clit as he tried to ignore the painful throb of his own cock.

….

He could feel the tension in her thighs as they tightened around his face, could hear the catch in her breath as she approached the edge. The smell of leather and sweat filled the room, mingling with the scent of their arousal. He focused solely on her, his world narrowing to the slickness of her folds and the taste of her desire.

  • after she has him bound and wearing leather - fucking his ass with her toys -
  • She says he has earned the right to fuck her- he fucks her hard and enjoys it. Ponders switching instead of dominance.

Leads to later on- Abigail made the Slut she is- Karen makes him impregnate her.

What's next?

  • No further chapters
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