Cover of The Turning of Josh

The Turning of Josh

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Josh is a 42 year old male with curly brown hair, a beard, and glasses who lives in a fancy apartment building downtown. He had seen Abby, a 20 year old blonde trans women, several times in the lobby. He loved her seductive walk and how she dressed. Each time he saw her she was in a short little mini skirt, fishnets, and high heels. Sometimes she had a crop top, and sometimes a form fitting corset. She did nothing to hid the bulge of her 9 inch cock under her skirts, she liked when guys stared and she had caught Josh several times. She had a thing for turning straight guys and lived to breed them. Abby had an idea of how to spice up her boring weekend. She knocked on Josh's door that night around 9. She was wearing a tiny pleated denim skirt, fishnets, a sexy lace corset, and knee high boots. When Josh answered his jaw ever so slightly. "I need your help she said" looking up at him with her big blue eyes. "What do you need from me" Josh asked. Strolling confidently into his apartment she turned and said "I need to be fucked raw and hard". Josh smiled and stepping up to her said "Thay I can do, just leave the skirt on". Josh had fantasies of being with a trans women but he never thought it would come true.

Chapter 1: The Unveiling: A Proposition Too Hot to Ignore

The muted bass of a distant club throbbed through Josh’s apartment walls, a familiar soundtrack to his Friday nights. He was halfway through a documentary on obscure 80s synth bands when the insistent pounding started. Not unexpected, but still jarring enough to make him fumble his beer. The knock was sharp, urgent, and unmistakably hers. He set the bottle down on the coffee table, the condensation pooling around its base, and stood, his heart already racing.

He peered through the peephole, a nervous flutter in his chest. Abby. Tonight’s ensemble: a tiny pleated denim skirt that defied gravity, fishnets showcasing legs that went on for days, a lace corset that hinted at secrets beneath. He hadn’t seen her in the lobby for a few days and was wondering if she had moved. Her lips, painted a deep crimson, curled into a smirk as if she knew he was watching.

He took a breath, smoothed down his already neat t-shirt, and opened the door. The sight of her up close was even more potent than he remembered. Her eyes, a startling shade of blue, widened slightly as she took him in. She leaned casually against the doorframe, her hips cocked to one side, the bulge beneath her skirt impossible to ignore.

“I need your help,” she purred, the words laced with a playful innocence that didn’t quite reach her eyes. Josh’s gaze flickered down to the unmistakable bulge straining against the denim. She tilted her head, her blonde hair cascading over her shoulder, and he caught a whiff of her perfume—vanilla and something darker, more intoxicating.

“What do you need from me?” he managed, his voice a little rougher than intended. He cursed himself internally. Play it cool, Josh. But his hands were already sweating, his pulse quickening as she stepped closer, her heels clicking against the hardwood floor.

Without waiting for an invitation, Abby strolled into his apartment, her heels clicking on the polished wood floors. The faint scent of her perfume, a mix of vanilla and something darker, lingered in the air. She moved with a confidence that left him feeling both exposed and exhilarated. Josh closed the door behind her, his eyes never leaving her form as she turned to face him, a sly smile playing on her lips.

“I need to be fucked raw, and hard.” The words hung in the air, a challenge and a promise all in one. Josh felt a surge of heat, a primal response he hadn’t experienced in years. He stepped closer, his gaze fixed on the tantalizing silhouette beneath her skirt. His mouth went dry, his cock already hard in his jeans.

“That I can do,” he said, his voice low and husky. “Just leave the skirt on.” Abby laughed, a throaty sound that sent shivers down his spine. She reached behind her back and unlaced her corset, letting it fall to the floor with a soft thud. Underneath, she wore nothing but a black lace bra that barely contained her breasts. Josh’s breath hitched as she stepped closer, her fingers tracing the edge of her skirt.

“You’re going to have to work for it,” she whispered, her voice dripping with mischief. “I want to see how badly you want this.” Josh’s hands trembled as he reached out to touch her, his fingers brushing against the smooth skin of her thigh. He looked up at her, his eyes filled with a mixture of desire and trepidation. She was so close, so impossibly close, and yet she felt like a dream he might wake from at any moment.

Abby leaned in close, her breath warm against his ear. “Don’t be shy,” she murmured. “I like it when you’re rough.” With a growl, Josh grabbed her by the hips and pulled her against him, his mouth crashing down on hers in a desperate kiss. He could feel the hardness of her cock pressing against his stomach, and he knew he was already lost. Her lips were soft, yielding, but there was a fierceness in the way she kissed him back, her tongue sliding against his with a hunger that matched his own.

She moaned into the kiss, her hands clawing at his back. She pushed him towards the bedroom, her eyes burning with a hunger that mirrored his own. “Let’s see what you’ve got, baby,” she whispered. “Show me what you can do.” Josh stumbled backwards, his hands fumbling with the button of his jeans as she guided him towards the bed. The room was dimly lit, the soft glow of the bedside lamp casting shadows on the walls as Abby climbed onto the bed, her skirt riding up to reveal the black lace of her panties.

“Fuck, Abby,” Josh breathed, his eyes raking over her body as she pulled down her panties, revealing her hard cock. He knelt on the bed, his hands trembling as he reached out to touch her. She was smooth, warm, and so fucking hard. He wrapped his hand around her, stroking her slowly, watching as her head fell back, a low moan escaping her lips.

“That’s it,” she whispered, her hips thrusting into his hand. “Don’t stop.” Josh’s cock throbbed in his jeans, and he quickly undid his zipper, pulling himself free. He was already leaking, his precum glistening in the dim light as he positioned himself between her legs. Abby’s hand reached down, guiding him to her entrance, and Josh hesitated for a moment, his eyes meeting hers.

“You sure?” he asked, his voice hoarse with need. Abby nodded, her lips curving into a wicked smile. “Fuck me, Josh. I want to feel you.” With a groan, he pushed into her, the tight heat of her body enveloping him. She was so fucking tight, so warm, and he had to fight the urge to come right then and there. He thrust into her, his hips slamming against hers as she moaned, her nails digging into his back.

“Harder,” she gasped, her legs wrapping around his waist. Josh obliged, his thrusts growing more frantic as he fucked her, his cock hitting that spot inside her that made her cry out. Her cock twitched against his stomach, and he reached down, wrapping his hand around her and stroking her in time with his thrusts. Abby’s moans grew louder, her body trembling as she neared the edge.

“I’m close,” she whispered, her voice trembling with need. “Fuck, Josh, I’m so close.” He could feel her tightening around him, her body trembling as she came, her cock pulsing in his hand. Josh groaned, his own orgasm crashing over him as he spilled inside her, his hips jerking as he emptied himself. They collapsed onto the bed, their bodies slick with sweat, their breaths coming in ragged gasps. Abby turned to him, a satisfied smile on her lips.

“Not bad, Josh,” she whispered, her fingers tracing lazy circles on his chest. “Not bad at all.”

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