Becoming Her: A Dream of boobies

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Josh starts to have strange huge breast focused dreams about growing up and over time they start to slowly change is memories about growing up. Slowly the dreams start to shift to him becoming obsessed with having his own sissy boobies. Slowly the dreams start effecting his reality and feminizing him and making him wanting breast to wanting bigger and bigger breast. The dreams start start getting more sexual slowly turning Josh into a busty chubby cock-craving sissy boy.

Chapter 13: Forced Feminization Ritual

The giggles still echoed in Josh’s skull, sharp and high-pitched, even as the cold tiles of the boys’ bathroom floor bit into his bare knees. Evelynii’s perfume – sickly sweet, like rotting flowers – clung to him, mixing with the acrid tang of urine and cheap disinfectant. His chest felt alien, compressed and prominent within the confining lace of the ridiculous pink bra Evelynii had clipped him into moments before. His own small, tender breasts pressed against the fabric, a hot, aching presence he couldn't ignore.

"Legs apart, Jessi," Evelynii chirped, her voice dripping with a mocking sweetness that felt utterly wrong. She nudged his knee with the toe of her sparkly sneaker. "Gotta make room for the welcoming committee!"

The door swung open with a bang, hitting the wall. Brad, Mike, and Derek crowded the entrance, their eyes wide, hungry. Their gazes weren’t on his face; they were glued to the swell of flesh above the frilly pink cups. Brad’s hand was already down the front of his jeans, working.

"Fuck me," Derek breathed, his voice thick. "Look at those little tits poking out."

"Told you she was ripe," Brad grunted, shoving past Evelynii. He stood directly in front of Josh, his fly undone, his thick cock straining against his boxers. The sheer size of it, the blunt head already glistening, sent a fresh wave of terror crashing through Josh. This wasn't a dream. This hurt. This smelled. The cold tile, the musk of male arousal, Evelynii’s cloying scent – it was overwhelming, terrifyingly real. He tried to remember playing football with these guys last week, the solid thump of a tackle, the grit of the field… but the memory slipped away like smoke, replaced only by the visceral fear of Brad’s looming presence.

"Hold her head," Brad ordered Mike, his eyes never leaving Josh’s chest.

Mike, shorter but wiry-strong, moved behind Josh, grabbing fistfuls of his hair – her hair? – yanking his head back sharply. Pain lanced through Josh’s scalp. He choked, trying to pull away, but Mike held him fast. Brad fumbled with his boxers, freeing his cock completely. It slapped heavily against Josh’s cheek, hot and hard, smelling of salt and skin.

"Open wide, slut," Brad commanded, pushing the thick head against Josh’s tightly closed lips.

Josh clamped his jaw shut, a whimper escaping. Panic thrummed through him. Brad wouldn't… He's my friend… We won State… But the memory dissolved again, leaving only the pressure, the heat, the terrifying reality of the cock demanding entry.

Brad sighed dramatically. "Playing hard to get, huh? Fine." He looked at Derek. "Get her tits out. Let her see what she's missing."

Derek grinned, eager. His hands were rough as he grabbed the flimsy straps of the training bra, yanking them down Josh’s arms. The cups pulled away, and Josh’s small, pale breasts spilled free, the nipples hard and sensitive in the chill air. A wave of shame so profound it was nauseating washed over him. He tried to cover himself, but Mike twisted his arms painfully behind his back.

"Look at that," Derek murmured, his fingers roughly squeezing one small mound, pinching the nipple. Josh cried out, the sound muffled against Brad’s cock. "Like little peaches. Gonna get bigger, Jessi. Gonna fill out real nice." His other hand slid down Josh’s belly, fingers scrabbling at the waistband of his skirt.

Brad used the moment of distraction. He shoved his cockhead hard against Josh’s lips, the pressure relentless. "Suck it, bitch, or Derek starts fingering that virgin cunt right here."

The crude threat, combined with Derek’s insistent fingers hooking under the skirt’s elastic, broke something in Josh. A sob tore from his throat, his jaw went slack. Brad thrust forward, forcing the thick crown past his lips and teeth, gagging him instantly. The taste of pre-come, male and musky, flooded his mouth. Brad groaned, deep and satisfied, as he pushed deeper, the shaft filling Josh’s mouth, bumping the back of his throat.

"Yeahhh," Brad hissed, grabbing the back of Josh’s head now, fingers tangling in his hair alongside Mike’s. "That's it. Take it deep, Jessica." He started fucking Josh’s mouth with short, brutal thrusts. Josh choked, tears streaming down his face, drool slicking his chin. He couldn't breathe. The world narrowed to the pounding in his ears, the suffocating stretch of his jaw, the rough tile under his knees, and the terrifying sensation of Derek’s fingers finally pushing past the waistband of his panties.

Derek’s touch was shockingly cold at first, then searingly intimate as he roughly explored the cleft between Josh’s legs. Josh flinched violently, trying to buck away, but Mike and Brad held him immobile. Derek’s finger found the tight, untouched entrance, pressing hard. Josh screamed around Brad’s cock, the sound a desperate, muffled plea.

"Tight little thing," Derek chuckled, applying more pressure. "Gonna need some spit." He leaned down, not towards Josh's face, but spat a thick wad directly onto his fingers, then rubbed it against Josh’s entrance.

Brad pulled his slick cock almost all the way out of Josh’s mouth. "You watch," he growled, slapping Josh’s cheek lightly with his shaft. "Watch Derek open you up. Then it’s my turn."

Josh gagged, gasping for air, his eyes wide with terror as Derek positioned himself behind him. He felt the blunt pressure again, insistent, painful. Derek grunted, forcing a thick finger into the impossibly tight ring of muscle. Fire ripped through Josh. He arched his back, a raw scream tearing from his abused throat. It felt like being torn apart.

"Fuck yeah," Derek panted, working his finger deeper, twisting it. "Like a hot little vice." He added a second finger quickly, the stretch agonizing. Josh thrashed against the hands holding him, but it was useless. He felt raw, violated, the pain a bright, sickening light inside him.

Brad watched, stroking his cock slowly, his eyes glazed with lust. "Look at her squirm. Look at those little tits bounce." He stepped closer, grinding his shaft against Josh’s tear-streaked cheek. "Almost ready for the main course, Jessi."

Suddenly, Evelynii was there, kneeling beside Josh, her face inches away. Her own breasts, impossibly large and barely contained in her low-cut top, seemed to swell as she watched. Her eyes were wide, pupils dilated, her lips parted in a breathless smile. "Does it hurt, sweetie?" she whispered, her voice trembling with excitement. She reached out a perfectly manicured finger and traced the swell of Josh’s exposed breast, circling the hard nipple. "It hurts so good, doesn't it? Makes you feel real." Her touch sent a confusing jolt through Josh’s system – painful, violating, yet mixed with a traitorous spark of unwelcome sensation that made him whimper.

Derek withdrew his fingers with a wet sound. "She's ready, Brad. Tight as hell, but she’ll take it."

Brad shoved Josh’s head away from his cock, a string of saliva connecting them. He stepped around, positioning himself behind Josh. Josh felt the hot, heavy weight of Brad’s cock, slick with spit, pressing against his ravaged entrance. The sheer size of it promised agony.

"Hold her tight," Brad ordered, his voice thick with anticipation. He grabbed Josh’s hips, fingers digging in hard enough to bruise. Mike maintained his grip on Josh’s hair, forcing his head back and exposing his vulnerable throat.

"No," Josh choked out, the word barely audible. "Please… Brad… don't…" The name felt wrong on his tongue. Who was Brad? A flicker of a shared locker room, a fist bump… gone. There was only the pressure, the heat, the terrifying inevitability.

"Shhh, Jessica," Evelynii soothed, stroking his hair now, her touch clashing violently with the brutality around him. "Just relax. Let it happen. This is who you are now." Her gaze dropped to where Brad was poised, her tongue darting out to wet her lips. "Give it to her hard, Brad. Make her feel it.”

Brad didn't hesitate. With a grunt of effort, he thrust forward, driving the massive head of his cock into Josh’s unprepared body.

White-hot agony exploded through Josh. It felt like being split apart, impaled on a burning brand. His scream was a silent, tearing gasp, his body convulsing violently against the hands that pinned him. Brad groaned, a sound of pure animal satisfaction, as he pushed deeper, sheathing himself fully in the tight, clenching heat.

"Oh fuck," Brad moaned, his hips flush against Josh’s ass. "Fucking hell, she’s tight. Like fucking a virgin." He pulled back slightly, then slammed forward again, harder this time.

The pain was blinding, all-consuming. Josh’s vision swam. He felt the cold tile scrape his knees raw, felt Derek’s leering gaze, Evelynii’s rapt attention, Mike’s brutal hold. He felt Brad’s cock, a monstrous, violating presence tearing him open with every brutal thrust. Each slam of Brad’s hips drove the air from Josh’s lungs, forced fresh tears from his eyes.

"Take it, you whore!" Brad snarled, pistoning into him with increasing force. "Take my fucking cock!"

The rhythm was relentless, punishing. The wet slap of flesh on flesh, Brad’s harsh grunts, Derek’s muttered encouragements, Evelynii’s breathy sighs – it was a symphony of violation. Josh’s body was a vessel for pain, his mind shattering under the assault. Memories – his memories – of strength, of maleness, of simple, uncomplicated friendship, dissolved like sugar in boiling water. They were replaced by a terrifying blankness, a raw, screaming present filled only with sensation and the echoing names: Jessica… slut… bitch… Jessi…

A strange warmth began to bloom beneath the pain, deep inside where Brad was hammering him. It was faint at first, easily drowned out by the agony of the stretching, tearing invasion. But with each brutal thrust, the warmth grew, spreading tendrils that felt alien and terrifyingly pleasurable. It coiled low in his belly, a counterpoint to the searing pain. His traitorous body started to clench involuntarily around the invading thickness, a spasm that drew a guttural groan from Brad.

"That's it," Brad panted, sweat dripping onto Josh’s back. "Feel her gripping me? Fucking loves it!"

No! Josh’s mind screamed, but his body betrayed him. The warmth intensified, a pulse that seemed timed with Brad’s thrusts. The pain was still there, sharp and lacerating, but it was now woven with this insidious, unwelcome heat that made his breath catch in his throat. His nipples, still exposed and stiffened by the chill and fear, tingled sharply. He felt a flush spreading across his chest, creeping up his neck.

Evelynii leaned in close, her breath hot on his ear. "See?" she whispered, her voice thick with vicarious pleasure. "It feels good, doesn't it? So deep. So full. Just let go, Jessi. Be a good girl and come on his big cock." Her words, vile and hypnotic, seemed to feed the burgeoning warmth inside him, twisting the violation into something darker, more confusing. His hips gave a tiny, involuntary jerk back against Brad’s thrust, a movement he didn’t command. Brad roared his approval, slamming into him harder, and the warmth burst into a sudden, shocking wave of electric pleasure that ripped through the pain, leaving Josh gasping and trembling, utterly adrift on a terrifying sea where pain and ecstasy had become indistinguishable.

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