Tentacles Transforming: The Sissy's Debut

Chubby crossdressing man is abducted by tentacle aliens and transformed into sissy. Given detailed medical exam and then dropped in a bdsm club

In the grimy back alley, Benjamin, a chubby man who loved lingerie, was suddenly swallowed by a swirling vortex of light. When the glow faded, he was in a cold, metallic cell, his satin panties and lace bra no match for the stark metal. A tentacle, thick and purple, pushed through a hole in the wall, wrapping around his ankle. It tugged, dragging him toward the opening. He yelped, his dress riding up as he was pulled across the rough floor. The tentacle yanked him into a dimly lit room, where more tentacles awaited, each dripping with viscous fluid. Benjamin's clothes were torn away, leaving him naked and exposed. He struggled, but his chubby limbs were no match for the alien strength. A tentacle wrapped around his waist, lifting him off the ground, while others secured his wrists and ankles to a table. He was splayed open, his soft body trembling as a tentacle probed his mouth, forcing it wide. Another tentacle slithered up his thigh, circling his cock before heading south. He squealed as it breached his ass, stretching him wide. The sensation was intense, a mix of pain and pleasure that left him gasping. The tentacle withdrew, but the intrusion was not over. His body was contorted, stretched, and reshaped, tentacles sliding over his sensitive skin. He felt a deep, piercing pain in his chest, and when the tentacles finally released him, he was different. His body was slimmer, his skin smoother, and his hips were wider, giving him a feminine curve. His cock remained, but it was smaller, nestled within newly formed folds of flesh. His breasts were larger, soft, and inviting. He was transformed. A tentacle approached, holding a pink latex corset. It was wrapped around him, the tight material pushing his breasts up and emphasizing his new waist. Another tentacle held a large, shiny plug, which was lubricated and pushed into his ass. He gasped at the intrusion, his body clenching around the foreign object. He was then lifted by the tentacles and brought to a bustling BDSM club, his new body on full display. The room was filled with the scent of leather and sex, and he could hear the moans and cries of pleasure from the other patrons. He was dropped onto a stage, surrounded by a crowd of eager eyes. His wrists were bound behind his back, and he stood there, plugged and corseted, ready for use by the patrons.

The crowd around the stage was a writhing mass of leather and latex, their eyes gleaming with lust and anticipation. Benjamin, now more of a sissy than ever, stood trembling, his new body on display, the plug in his ass shifting slightly with each nervous movement. The corset dug into his ribs, pushing his breasts up and out, making them bounce slightly with his rapid breaths. A tall, muscular man in a leather harness stepped onto the stage, a wicked smile playing on his lips. He circled Benjamin, his eyes roving over the smooth skin, the curves, the plug glinting obscenely. He reached out, his calloused hand gripping Benjamin's chin, forcing his head up. "Look at you," he murmured, his voice a low growl. "All trussed up and ready to go." Benjamin whimpered, his eyes wide with fear and arousal. The man's hand trailed down his neck, over his collarbone, and cupped one breast, squeezing hard. Benjamin gasped, a jolt of pleasure shooting through him. The man leaned in, his breath hot on Benjamin's ear. "You like that, don't you, sissy?" Benjamin's breath hitched, his body betraying him as his cock twitched, trying to harden despite the unfamiliar folds of flesh. The man chuckled, his hand moving down to grip Benjamin's hip, fingers digging into the soft flesh. He leaned in, his lips brushing against Benjamin's ear. "Let's see how much you can take, shall we?" The man stepped back, his eyes never leaving Benjamin's body. He snapped his fingers, and a woman stepped onto the stage, a wicked-looking crop in her hand. She circled Benjamin, her eyes taking in every inch of his body. She reached out, her fingers tracing the line of the corset, before moving down to grip the base of the plug. She gave it a slight twist, making Benjamin gasp. "Let's see how you handle this, sweetheart." Benjamin's eyes widened as she began to pull, the plug sliding out slowly, inch by agonizing inch. The sensation was intense, a mix of relief and loss, his body clenching around the retreating object. When it finally popped out, he let out a shaky breath, his body trembling. The woman smiled, her eyes gleaming with malice. "That's just the beginning, sweetheart. Let's see what else you can handle."

The woman tossed the plug aside, her eyes never leaving Benjamin's body. She nodded to the man, who grabbed Benjamin roughly, forcing him to sit on the edge of the stage. Benjamin's heart pounded as another figure approached from the wings: a burly, stoic man in a doctor's coat, carrying a cold, metallic gyno chair. The crowd murmured in anticipation as the doctor wheeled the chair onto the stage. Benjamin's eyes widened in panic, but the man in the leather harness simply laughed, pushing him towards the chair. "Time for your check-up, sissy." Benjamin was forced into the chair, his legs spread wide and secured in the stirrups. The cold metal against his skin made him shiver, but the real chill came from the hum of the crowd, their eyes hungry and eager. The doctor adjusted the chair, tilting it back so Benjamin was lying flat, his ass elevated and exposed. The woman with the crop stepped forward, running the leather tip down Benjamin's thigh, over his hip, and between his breasts. "Let's see what we've got here," she purred, her fingers tracing the edge of his corset. She snapped the crop against his inner thigh, making him yelp. "You're going to be a good little patient, aren't you?" Benjamin nodded, his breath coming in quick gasps. The doctor stepped forward, his gloves snapping into place. He picked up a jar of lubricant, squeezing a generous amount onto his gloved fingers. The crowd watched, rapt, as he spread Benjamin's ass cheeks, exposing his tight hole. Benjamin tensed, a whimper escaping his lips. "Relax, sweetheart," the doctor murmured, his voice cold and clinical. "This won't take long." He pressed a finger against Benjamin's entrance, pushing in slowly. Benjamin gasped, his body clenching around the invading digit. The doctor scissored his fingers, stretching Benjamin wide, preparing him for what was to come. The woman leaned in, her crop tracing lazy circles on Benjamin's stomach. "Such a good little sissy," she cooed. "Taking it all so nicely." The crowd roared their approval, their eyes gleaming with lust and anticipation.

The doctor's fingers withdrew, leaving Benjamin's ass pulsing with emptiness. He heard the click of the speculum opening, the cold metal pressing against his entrance. He tensed, but the crop snapped against his inner thigh, a sharp sting that made him relax briefly. The speculum slid in, its jaws spreading him wide, the crowd letting out a collective groan of approval. The doctor tilted the speculum, adjusting the angle to give the crowd a better view. Benjamin could feel every inch of his insides exposed, the cool air of the stage contrasting with the heat of the lights and the lustful stares. He blushed deeply, his body trembling with a mix of humiliation and arousal. The woman with the crop leaned in, her breath hot on Benjamin's ear. "Look at them," she whispered, her voice laced with malice. "Look at how they want you. How they need to see you like this." She snapped the crop against his nipple, making him arch his back, a soft moan escaping his lips. The crowd was a sea of writhing bodies, their hands moving over each other, their breaths coming in ragged gasps. The air was thick with the scent of sex and lust, the hum of their collective desire a palpable force. Some in the crowd started to touch themselves, their hands moving faster and faster as they watched the scene unfold on stage. The doctor, seemingly oblivious to the growing frenzy, began to probe Benjamin's exposed hole with his fingers, stretching him further. Benjamin gasped, his body betraying him as he pushed back against the fingers, seeking more. The woman chuckled, her crop tracing lazy patterns on his skin, leaving faint pink marks. The crowd's moans grew louder, their bodies moving in sync, a wave of lust crashing over them. Hands gripped, stroked, and squeezed, the stage a symphony of carnal sounds. The first roar of release echoed through the room, a man in the front row coming undone, his cum spilling onto the stage. It was the spark that ignited the powder keg. Cum sprayed onto the stage, coating the leather and latex of the crowd, mixing with the sweat and the heat. The doctor paused, looking up at the spectacle, a cruel smile playing on his lips. He turned back to Benjamin, his gloved hand gripping the base of the speculum. "Ready for the next part, sweetheart?" he asked, his voice cold and clinical. Benjamin could only nod, his body trembling with anticipation and fear. The crowd's roar of approval was deafening, their desire a tangible force that pressed down on him, trapping him in a web of lust and submission. The woman with the crop leaned in, her lips brushing against his ear. "This is just the beginning, sweetheart," she whispered, her voice a low purr. "Let's see how much you can take."

The woman's cruel smile widened as she straightened up, the crop held tightly in her hand. "Time for a new position, sweetheart," she purred, running the tip of the crop down Benjamin's quivering body. The doctor nodded, his gloved hands efficient and cold as he removed the speculum, eliciting a gasp from Benjamin. The crowd, still throbbing with desire, watched with bated breath as the burly man in the doctor's coat wheeled out a large, shallow bowl, its edges lined with soft, worn leather. The man in the leather harness stood, his muscles gleaming under the harsh stage lights. He grabbed Benjamin's arms, pulling him roughly from the gyno chair. Benjamin's legs wobbled, his body still trembling from the humiliation and arousal. The man forced him down into the bowl, his back arching over the cool metal. The crowd groaned in approval, their eyes gleaming with lust as Benjamin was secured, his wrists and ankles bound to the sides of the bowl with thick, sturdy ropes. The woman circled the bowl, her crop snapping against her palm as she surveyed her handiwork. "Perfect," she murmured, her eyes gleaming with malice. "Now, let's see how much you can take, sissy." The doctor stepped forward, holding a small, delicate vibrator. He switched it on, the low buzz filling the air as he pressed it against Benjamin's exposed, pulsing hole. Benjamin gasped, his body clenching around the toy, his hips bucking slightly. The crowd roared, their hands moving faster, their breaths coming in ragged gasps as they watched Benjamin struggle and squirm. The woman leaned in, her crop tracing lazy patterns on Benjamin's heaving chest. "Ready for your bath, sweetheart?" she whispered, her voice laced with malice. She straightened up, raising her arms as she addressed the crowd. "Alright, boys and girls," she called out, her voice ringing through the room. "Let's fill this bowl. Let's see how much he can take." The crowd roared in response, their hands moving frantically as they stroked and pleasured themselves, their eyes locked onto Benjamin's bound, trembling body. The first spurt of cum hit Benjamin's chest, warm and sticky, making him jerk against his bonds. The woman laughed, snapping her crop against his nipple, eliciting a soft moan from his lips. The crowd's collective desire was a palpable force, a wave of lust crashing over Benjamin as he lay bound and exposed, awaiting his cum-filled bath.