Cover of The Sissy's Enchanted Surrender

The Sissy's Enchanted Surrender

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Logan is happily married, but secretly has a desire to become a sissy. His wife does not know. One day Logan stumbles across a shop for “magical items” online. He impulsively decides to buy a set of magic earrings and butt plug. The earrings while worn slowly feminize his body and the plug creates intense and permanent cravings for anal while growing in size to stretch Logan’s ass

Chapter 1: The Curious Curiosities

The home office smelled of stale coffee and dust. A single lamp with a faulty bulb cast a jumpy, jaundiced light over the chaos of Logan’s desk—a cracked keyboard, a scatter of unpaid bills, a monitor glowing like a portal in the gloom. In the corner, the unmade bed was a testament to sleepless nights, the sheets tangled from hours of lying perfectly still while his mind raced elsewhere.

On the screen, the webpage looked both too slick and strangely archaic. Enchanted Curiosities: Where Wishes Take Root. The items were displayed against velvet backgrounds, their descriptions written in a looping, persuasive script.

“Siren’s Call Earrings: Not mere adornment. A slow, sweet symphony of change. They listen to your deepest want and make it flesh. Sterling silver with moonstone drops.”

“The Eternal Hunger Plug: Rose quartz. Once seated, it stirs a craving that never fades. It grows, gradually, to meet the capacity of your true desire. Satisfaction is a journey, not a destination.”

Logan’s finger hovered over the trackpad. His other hand instinctively went to his wedding band, twisting it around his finger. The metal was warm, familiar. On the desk’s only clear corner, a photo frame held a captured moment of generic happiness: him and Sasha on their wedding day, smiling with their faces squinted against the sun. He looked like a stranger in that picture. A confident, simple man.

A knot tightened in his stomach, a sickening blend of shame and want. This wasn’t him. The him everyone knew. That him drove a sensible sedan, remembered to take the recycling out, and made love to his wife with a careful, dependable routine. But the other him—the one that lived in the silence between heartbeats, that hummed just beneath his skin—spent its time imagining the weight of earrings, the slide of silk, the terrifying, beautiful surrender of control.

He’d found the site a week ago, a ghost of a tab always hiding behind his spreadsheets. A fantasy. A private joke. But the joke had curdled into a need that ached like a bone deep bruise.

“Just looking,” he’d whispered every night. “Just a look.”

Now his cursor hovered over the ‘Buy Now’ button. The total, with express shipping, was obscene. He could buy Sasha a nice anniversary gift with that. He should close the tab. Go to bed. Kiss his wife’s shoulder and try to forget.

His thumb ran over the stubble on his jaw, a grating, masculine texture. He imagined it gone. His skin smooth. The delicate weight of those moonstones pulling at his earlobes.

A wave of heat, half-nausea, half-thrill, washed through him.

He glanced at the photo. Sasha’s smile was frozen, kind, unknowing.

“I need this,” he whispered, not to the room, but to the hidden self. The words were a vapor in the still air.

He clicked.

The confirmation page loaded instantly, without the usual processing spinner. Your Order is Complete. Your Curiosities have heard you. A cold prickle, like static electricity, danced across the back of his neck. He slammed the laptop shut. The sudden darkness felt heavier, the shadows in the corners of the room seeming to breathe.

He sat there for a long time, listening to the hum of the refrigerator downstairs, the faint tick of the house settling. The guilt came first, hot and immediate. What had he done? He’d spend tomorrow cancelling the order. It was a moment of weakness. A silly, expensive mistake.

A sharp, electronic chime shattered the silence.

The doorbell.

Logan flinched, his heart kicking against his ribs. It was past eleven. Nobody visited. A wrong address. It had to be.

It chimed again, two short, insistent bursts.

He stood, his legs unsteady. He padded to the hallway, the floorboards cold under his socks. The porch light was off. Through the frosted glass of the front door, he saw a distorted silhouette, tall and oddly thin.

He unlocked the door, the click too loud in the quiet night, and pulled it open.

The porch was empty. The suburban street was quiet, slick with a recent rain, streetlights painting oily streaks on the asphalt.

On the welcome mat sat a small, black cardboard box, no larger than a book. It was utterly unmarked. No logo, no shipping label, no tape. The cardboard was cool and dry, despite the damp air.

Logan snatched it up and stepped back inside, locking the door with a hurried, fumbling turn of the deadbolt. He stood in the dark foyer, holding the box. It was lighter than he expected. He gave it a gentle shake. A soft, muffled clink and a heavier, duller thud came from inside.

No. It wasn’t possible. He’d ordered it sixty seconds ago.

A floorboard creaked upstairs. Sasha’s sleep-thick voice drifted down. “Logan? Was that the door?”

His throat clenched. “Just a delivery guy,” he called back, forcing his voice into a casual register. “Wrong house. I sent him away.”

“Okay.” A muffled sigh. “Come to bed.”

“In a minute.”

He waited, frozen, until he heard the mattress sigh as she rolled over. Then he walked, careful and quiet as a thief, back to his office. He didn’t turn on the light. The glow from the streetlamp outside was enough.

He set the black box on his desk, right beside the wedding photo. He stared at it. The contrast was unbearable. The smiling faces, the promise of normalcy, and this stark, anonymous container holding his secret.

This was the point of no return. Opening it made it real. He could still take it out to the trash bin right now, let the rainwater soak it into pulp. He could go upstairs, crawl into bed, and let the digital receipt expire in some forgotten inbox.

He reached out and lifted the lid.

Inside, nestled on a bed of black tissue paper that felt like whispering silk, were the items. The earrings gleamed dully, the moonstones holding trapped milkiness in their depths. They were beautiful. The plug was a smooth, polished rose quartz, simple, almost innocent looking. It was smaller than he’d imagined.

He lifted one earring. The silver was cold. Without thinking, he brought it to his right earlobe, which had never been pierced. He pressed the sharp post against his skin.

A sharp, piercing pain made him gasp. A hot bead of blood welled up. He fumbled, dropping the earring back into the box with a clink, and pressed his fingers to his earlobe. They came away smeared with a single dark red drop.

He stared at the blood, then at the earring in the box. The post was clean. Unbloodied. As if it hadn’t just violated his skin.

A strange warmth began to spread from the tiny puncture, not a burning, but a radiating, deep heat that travelled down his jaw, into his neck. It was not unpleasant. It felt like… acceptance.

From upstairs, Sasha called again, her voice clearer now, edged with a thin slice of concern. “Logan? What are you doing down there?”

He looked at the photo, at her frozen, smiling face. He looked at the open box on the desk.

“Nothing, honey,” he called back, his voice a stranger’s in his own ears. “Just… tidying up.”

He didn’t move. The warmth in his earlobe pulsed, a slow, secret rhythm. The box seemed to wait. The night held its breath.

The night held its breath. Logan stared at the single drop of blood on his fingertip, a dark ruby in the weak light. The warmth in his earlobe pulsed, a soft, insistent throb that seemed to echo in the quiet room.

He could still stop. He could close the box, wipe the blood away, and go upstairs. Pretend.

His other hand moved of its own volition, dipping back into the black silk of the tissue paper. His fingers closed around the second earring. The metal was no longer cold. It seemed to thrum in time with the pulse in his already-pierced lobe.

With a shuddering exhale, he brought it to his left earlobe. He hesitated, the sharp point resting against his skin. He thought of Sasha asleep above him, of the man in the wedding photo. A final, silent apology hung in the air, unanswered.

He pushed.

The pain was a bright, shocking spark, followed instantly by that same spreading wave of deep, liquid heat. This time it flowed across his scalp, down the back of his neck. He screwed his eyes shut. When he opened them, he looked at the plug.

It glowed faintly on its bed of silk, the rose quartz holding a light of its own. It looked obscene and beautiful. His mouth was dry. He unbuttoned his jeans, the sound of the zipper deafening. He pushed his trousers and briefs down to his knees, the cool air of the room hitting his skin. He was already half-hard, a traitorous response to his own fear.

He took the plug. It was smooth, almost warm to the touch. He’d never done this, not really. A fumbled, shameful attempt or two in a locked bathroom years ago, nothing more. He wasn’t prepared. He had no lube.

It didn’t matter.

The moment the tapered tip pressed against him, his body yielded. The quartz slid inside with a shocking, effortless ease, as if it were being drawn home by a magnet deep in his core. It wasn’t a stretch. It was a completion.

“Oh, fuck,” he gasped, his knees buckling. He caught himself on the edge of the desk.

The sensation was staggering. It wasn’t just the physical presence, the full, perfect pressure filling a void he hadn’t fully acknowledged. It was a feeling that unspooled from his ass and shot through his entire nervous system—a radiant, electric certainty. This was it. This was the missing piece. A low, helpless moan escaped his lips as the plug settled fully inside him, the flared base resting snug against his skin. It felt incredible. It felt like a truth he’d been searching for his whole life.

Then the earrings began to sing.

The warmth, which had been two localized points of heat, suddenly flooded. It was a gentle, golden wave that poured down his shoulders, into his chest. He felt it concentrate, pooling in strange places. A tingling fullness in his lips, as if they were subtly swelling. A soft, aching sensitivity across his pectorals, the nerves there humming to life. A strange, subtle loosening in his hips, a shift in his center of gravity. The heat bloomed hottest around the plug, a feedback loop of pleasure that made his cock twitch against his thigh.

It was profoundly pleasant and utterly, profoundly distracting. He looked down at his own hands, half-expecting to see them changed. They looked the same. But he felt… remapped.

A creak from the staircase. Sasha’s voice, closer now, just outside the office door. “Logan? You’re still up. What’s going on?”

Panic, sharp and clean, cut through the warm haze. He yanked his jeans up over the plug, the denim pressing the base against him, a constant, thrilling reminder. The zipper was a struggle. He turned, putting the black box behind him on the desk, his body blocking it from view as the door pushed open.

Sasha stood there in her robe, her hair mussed from sleep. She looked concerned, annoyed, beautiful. The normalcy of her was a slap.

“Just… a work crisis,” he said, the words tumbling out. His voice sounded odd to him—softer, maybe. “Server outage. I’ve gotta… I’ve got to get it back online. It’s gonna take a while.”

She blinked, her gaze scanning his face. “Now? It’s midnight.”

“I know. I’m sorry.” He could feel the warmth still dancing on his lips. He fought the urge to touch them. “It’s a whole thing. Don’t wait up. I might just crash on the couch later if it gets too late. Go back to sleep.”

She sighed, the sound of settled resignation. “Fine. Don’t drink all the coffee. And try not to be a zombie tomorrow.”

“I won’t. Love you.”

“Love you too.” She turned, padding back up the stairs.

The moment her footsteps faded, Logan’s shoulders slumped. The lie sat bitter on his tongue, but beneath it, the plug throbbed, a sweet counterpoint. He waited until he heard the bedroom door click shut, then he moved.

He turned off the desk lamp, plunging the office into near-darkness. He didn’t look at the wedding photo. He carefully closed the lid of the black box and slid it into the bottom drawer of his desk, under a stack of old manuals. It was still there. It was real.

He crept upstairs, each step a new sensation as the plug shifted inside him. He paused outside their bedroom door, hearing her steady breathing. He wouldn’t wake her. He couldn’t lay next to her like this, with this secret singing in his veins and filling his body.

He retreated to the guest room. The sheets were cool. He lay on his side, the position sending a fresh, deep pulse from the plug through his groin. He stared at the wall.

He wouldn’t go to work tomorrow. He couldn’t. The thought of putting on his suit, of sitting in meetings while his body hummed with this strange, warm magic and the relentless, perfect pressure in his ass… it was impossible. He pulled out his phone, its glow lighting his changed face in the dark.

He typed a quick email to his boss. Coming down with something violent. Won’t be in. Need a sick day. He hit send.

Sasha would leave for her office at eight. She wouldn’t disturb him if she thought he was sick.

That gave him hours. Hours alone in the house.

To experiment.

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