Jasmine a 23 year old young man that crossdresses has been messaging a 50 year old man. They agree to meet. Jasmine gets dolled up earing plaid skirt, black lace stocking, lace panties, and a red and black lace corset. Jasmine has long black hair, Latina, 5'5", bubbly ass, and thick thighs and feminine features. Jasmine is a virgin submissive bottom. Ivan is 6' tall salt and peppered hair with facial stuble. Ivan is married and a father. Ivan is fit for his age and always wanted to fuck a transwoman or cross dressers ass. Ivan's cock is massive 8 inches long 7 inch circumference with a big mushroom head. Low hanging big balls. Ivan is a dominant top.

Story begins:

As the sun dipped below the horizon, casting the world in a warm, amber glow, Jasmine, a 23-year-old Latina man with a secret passion for crossdressing, stood before his mirror, carefully applying the final touches to his ensemble. His long black hair was pulled back into a sleek ponytail, revealing delicate feminine features matching his soft smooth hands. He adjusted the plaid skirt that hugged his curvy hips, the black lace stockings that teased beneath his smooth, olive skin, and the lace panties that hid his virginity, waiting eagerly to be taken. The corset, red and black lace, encased his torso like a second skin, emphasizing his bubbly ass and thick thighs.

Jasmine glanced at his phone, checking the time one last time before straightening his posture and taking a deep breath. It was time. He made his way out of his modest apartment, the heels of his 3 inch black platform heels clicking against the concrete floor. The air outside was cool and crisp, carrying with it the faint scent of the ocean. He took a deep breath, feeling alive and excited in a way he had never experienced before.

As he walked down the deserted street, his heart pounded in his chest, equal parts fear and anticipation coursing through his veins. He knew the man he was meeting, Ivan, was older, married, and had a daughter in college. Jasmine had chatted with him online for months now, sharing stories and secrets about their desires and fantasies. They had both agreed that it was time to meet, and now here he was, finally about to make those fantasies a reality.

Up ahead, he saw Ivan's silhouette against the light streaming from a nearby storefront. His heart skipped a beat as he watched the tall, broad-shouldered figure approach. Ivan looked even more handsome in person, his salt-and-pepper hair stuble framed his face and accentuated his sharp features. He was dressed casually, but there was something about the way he carried himself that exuded dominance and control.

"You must be Jasmine," Ivan said in a deep, commanding voice as he came to a stop before him. Jasmine nodded shyly, unable to speak as his gaze drifted down to take in the curves of Jasmine's body. "You look stunning," he added, reaching out to cup Jasmine's cheek in his large, strong hand.

The touch sent a shiver of desire down Jasmine's spine. He felt so small and feminine in Ivan's presence, and yet there was something so reassuring about the older man's strength and dominance. Ivan leaned in closer, their bodies almost touching, and whispered, "Are you ready to give yourself to me, Jasmine?"

Jasmine nodded shyly, his heart racing. He had never been with a man before, let alone someone like Ivan who exuded such confidence and control. Ivan smiled, a predatory glint in his eye, and then took Jasmine's hand, leading him further down the street. The air was cool against his bare skin, and he could feel the warmth of Ivan's hand wrapped around his own.


They walked in silence for a while, each lost in their own thoughts. Jasmine's mind raced with anticipation and fear, while Ivan was consumed with lust and the desire to dominate. They passed by a secluded park, its grassy knolls and twisting paths offering them a sense of privacy. Ivan guided Jasmine to a quiet bench beneath the canopy of trees, and as they sat down, Jasmine felt the nervousness in his stomach begin to ebb away.

Ivan took in the sight of Jasmine, his lips curling into a satisfied smile. "You are so beautiful," he whispered, reaching out to caress Jasmine's cheek. The touch sent a wave of heat through Jasmine's body, and he leaned into Ivan's touch, reveling in the feeling of being desired. "I've fantasized about this moment for so long," Ivan continued, his voice low and rough. "I can't wait to claim you."

As Ivan spoke, he reached down to undo the buttons of his slacks, revealing the thick bulge beneath. Jasmine's eyes widened in anticipation, and his heart raced as he watched Ivan's powerful hands move with practiced ease, freeing himself from his clothes. The older man's cock sprang free, hard and throbbing, and Jasmine felt a mixture of awe and arousal.

"Here it is," Ivan said, his voice low and commanding. "Take it." He placed the head of his cock against Jasmine's lips, and Jasmine opened his mouth, taking the thick length into his mouth. He gagged at first, but Ivan's hand on the back of his head guided him, urging him to take more. He sucked and licked, feeling the velvety skin slide across his tongue, the musky scent filling his nostrils.

As he bobbed his head, Jasmine's hands moved to Ivan's hips, feeling the powerful muscles beneath his skin. He moaned around the cock in his mouth, feeling the desire welling up inside him. He wanted to please Ivan, to make him feel good. He wrapped his lips tightly around the head, teasing the sensitive tip, and then began to move his head up and down, taking more of Ivan's length with each stroke.

Ivan groaned, his hips jerking forward as he enjoyed the sensation of Jasmine's mouth on him. He reached down, cupping Jasmine's head in his strong hand, guiding him up and down in time with his own thrusts. "That's it, Jasmine," he murmured, his voice rough with lust. "Take all of me."

The air was thick with desire as they moved together, their bodies swaying in perfect rhythm. Jasmine could feel the heat building inside him, a mixture of pleasure and anticipation. He wanted Ivan to touch him, to make him feel like a woman.

As if reading his mind, Ivan pulled Jasmine from his lap and stood, urging him to his feet as well. The older man towered over the smaller man, his erection still hard and demanding. He wrapped his arms around Jasmine, pulling him close, and then lowered him down onto his knees. The cool grass tickled Jasmine's back as he felt Ivan's warm hands guide his own to his groin.


"Touch yourself for me, Jasmine," Ivan whispered, his voice thick with desire. Jasmine's fingers trembled as they made contact with his bare flesh, tracing circles around the head of his cock. He moaned, feeling the tension building inside him as he stroked himself. The sight of Ivan watching him, his intense gaze making it clear that this was for his pleasure alone, sent a shiver down his spine.

As Jasmine continued to touch himself, Ivan leaned down, capturing one of his nipples between his teeth, eliciting a sharp gasp from the younger man. He pulled and sucked, rolling the hardened peak between his lips, and Jasmine arched his back, thrusting his hips forward. The sensation was exquisite, and he felt himself growing closer to the edge.

Ivan released his nipple with a pop, watching as Jasmine's chest heaved in anticipation. "Do you want me to touch you?" he whispered, his hand moving lower, teasing at the entrance to Jasmine's body. The younger man nodded frantically, unable to form words as his need for Ivan overtook him.

Ivan's fingers slid inside, coating themselves in Jasmine's arousal. He moved them in a circle, pressing against the tight muscle, and then began to thrust gently. Jasmine arched his back, crying out as pleasure washed over him. Ivan's hand was strong and knowing, and it felt as if he had been waiting for this moment for eternity.

The older man leaned in, capturing Jasmine's lips in a bruising kiss. His tongue thrust deep into his mouth, tasting his own essence on Jasmine's tongue. Their bodies moved together in perfect harmony, their skin slick with sweat and desire. Ivan's free hand moved up and down Jasmine's back, kneading the muscles there before curving around to squeeze his ass cheek.

Jasmine felt as if he were on the verge of losing control, his entire body trembling with need. He could feel the heat building within him, a pressure that seemed to be centered deep in his core. As Ivan continued to thrust his fingers inside him, his hips began to move of their own accord, meeting Ivan's rhythm.

Their kiss deepened, becoming more urgent, more desperate. Jasmine could taste the salty sweat on Ivan's lips, feel the strength of his body as he held him close. His own movements became more frantic, more urgent, as he sought release from the intense pleasure that was building within him.

Ivan's thumb pressed against the sensitive bundle of nerves at the base of Jasmine's cock, and he cried out, his body arching back. He clutched at Ivan's shoulders, his fingernails digging into the muscle as he came, spilling his seed onto the grass beneath them. The release was overwhelming, a wave of pleasure that seemed to wash through every inch of his body.

As Jasmine's shudders subsided, Ivan pulled his fingers away, licking them clean with a soft moan. He looked down at the younger man, still kneeling before him, and felt a rush of possessiveness course through him. He wanted to claim Jasmine, to make him his forever. But he also knew that such a thing could never be.

Ivan brushed a stray lock of hair from Jasmine's forehead, his touch gentle despite the strength in his fingers. "Are you all right?" he whispered, his voice rough with emotion. Jasmine looked up at him, the haze of pleasure still clouding his eyes.

"I... I think so," he managed to say, his voice barely above a whisper. Ivan smiled down at him, his thumb tracing circles on Jasmine's cheek. He leaned in, their lips a breath apart, and then pulled back, as if reluctant to take the next step.

But there was no denying the desire that burned between them, and Ivan knew that they both wanted this. His tongue darted out, flicking against the puckered ring of muscle, and Jasmine arched into the touch, his body shuddering with need. Ivan licked and teased, coating his tongue with the tangy flavor of Jasmine's ass, before pushing forward, pressing his tongue inside.

Jasmine cried out, his hips bucking wildly as Ivan took him deeper, his tongue thrusting in a rhythm that mirrored the older man's fingers inside him. The sensation was overwhelming, both painful and exquisite at the same time. He could feel the heat of Ivan's breath on his skin, and the wetness of his tongue as it moved inside him.

Ivan's hands gripped his hips tightly, holding him still as he worked him open. The friction of his tongue against Jasmine's tight ring sent waves of pleasure coursing through his body. He could feel the younger man's ass muscles contracting around him, squeezing him in a powerful grip. His own desire grew, urging him on, as he relentlessly explored every inch of Jasmine's ass.

Jasmine arched his back, pressing deeper into Ivan's touch. The sensation was overwhelming, intense, and unlike anything he'd ever felt before. He could feel the wetness of Ivan's saliva dripping down his thighs, the heat of his breath on his skin. His own need grew in tandem with Ivan's ministrations, and he found himself thrusting his hips forward, seeking more contact, more contact with the tongue that was driving him wild.

Ivan's hands gripped Jasmine's hips, holding him steady as he worked his tongue deeper inside. His fingers teased at the sensitive flesh surrounding Jasmine's entrance, sending shudders of pleasure through him. The younger man's ass muscles clenched and released rhythmically, milking Ivan's tongue with each movement. The sounds of their breathing grew heavy and labored, mingling together in a symphony of desire.

Ivan's desire fed him the strength to grab Jasmine and easily flip him gently but firmly onto the grass. Jasmine gave in as Ivan lifted Jasmine's ass into the air At the same time Jasmine's black heels dug into the grass just centimeters next to his ear. The sound of the grass and dirt grinding on his shoes was a shocking reality to Jasmine just how much he has submitted.

Ivan took this moment to admire Jasmine's hole as it breathed and gazed back at him. Ivan vigorously buried his face into Jasmine's ass digging his tongue deep into him. Circling and swirling in and out of Jasmine's ring filled him with sensation.

Ivan's saliva puddled around Jasmine's ass and he lapped it up over the puckered asshole and up Jasmine's taint. Ivan soon discovered Jasmine's balls greeting him to taste and fondle. He begins to embrace them in his mouth, flicking and juggling them with his tongue. As he pulls his head back the bridge of saliva connects them together. The cool night air hits Jasmine's wet balls the tighten upto hide. What seems to be saliva dripping beads from Jasmine's cock is actually precum.

Jasmine's precum lands on his own lips glazing them as the dim moon light reflects off of them. Ivan had a clear view of Jasmine's face where his eyebrows were raised, mouth slightly open to breath, and a look in his eyes saying take me I am completely yours.

Ivan positioned his cock at Jasmine's entrance. His cock was hard as a steel rod and glistening with pre-cum. He slowly pushed forward, feeling the tight heat of Jasmine's ass envelop his shaft. The sensation was overwhelming, both painful and exquisite at the same time. Jasmine gasped while holding his own ankles.

Ivan began to thrust slowly, feeling his cock slide in and out of Jasmine's ass. The sound of their flesh slapping together filled the night air. Ivan reached cupping Jasmine's balls in his hand, massaging them gently as he fucked. Jasmine relaxed his body, his lips parted in a silent moan.

As they moved together, Ivan could feel Jasmine's ass muscles clenching and releasing around his cock. It was like being wrapped in the most exquisite, tight velvet glove. He increased the pace, pounding harder, deeper, wanting to feel himself buried to the hilt inside Jasmine's ass. His grip on Jasmine's hips tightened, guiding him expertly.

Ivan lifts Jasmine while still inside him. Face to face they breath into each other in a rhythmic pattern. Ivan's arms hook underneath Jasmine's legs. Ivan pins Jasmine against the nearby tree. If it wasn't for the corset, the bark would have been uncomfortable on Jasmine's back, but this protection only made the jagged bark increase Jasmine's senses how all this was real. A real dream come true for him.

Ivan's thrusts deepen as he leans into Jasmine, crushing their lips together. The weight of Ivan's body presses Jasmine deeper into the tree, accentuating every movement. Jasmine's hands come up to wrap around Ivan's neck, holding him close. The tension between them is palpable, electric. Their hips move in perfect sync, the sound of skin slapping against skin echoing through the night.

Jasmine's orgasm hits him like a freight train, the threaded burst shoots across his chest and splashes his chin. His body shuddering and tensing around Ivan's cock. He cries out, his voice muffled by their kiss. His ass clamps down on Ivan's cock, milking him as he cums, filling Jasmine with his seed. Ivan's own climax is synchronized to Jasmine's, his body tense and shaking as he releases into Jasmine's ass. His cock is so big and thick his huge 4 burst of thick creamy loads do not have much room in Jasmine's tight body and quickly begins to drip out lubricating Ivan's cock.

Ivan's arms tremble from the effort of holding Jasmine against the tree. He pulls out of Jasmine with a groan, their hips still moving in time, their bodies still pressed together. Jasmine's legs feel like jelly as he slides to the ground. He looks up at Ivan, their chests heaving, their lips swollen from the forceful kisses. The moonlight casts a pale glow on their entwined bodies.