Becoming Her: A Dream of boobies

Read the story

37 chapters · 83391 words · Read 0 times

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 7: Mama's Milk Revelation

The cold pizza boxes leached grease onto the hallway mat, a greasy counterpoint to the drying mess Josh had left earlier. He sat slumped against the wall, sweatpants tangled around his ankles, the chill of the floor seeping into his bare skin. His gaze was fixed on the single, glistening bead of milk making its slow descent from his swollen left nipple, tracing a path down the heavy curve of his breast before finally landing, warm against his thigh. Shock had momentarily frozen him, a brittle shell around the molten core of confusion and shame.

Milk. I’m… leaking milk.

The thought was absurd, impossible. Yet the evidence was sticky on his skin. He touched a finger to the drop, then brought it to his nose. A faint, sweet scent, alien and terrifying. His right breast pulsed with a familiar, deep ache, a pressure building beneath the skin. It felt… full. Fuller than the left.

Exhaustion, deep and cellular, finally pulled him under. He didn’t bother pulling up his pants or cleaning the hallway. He crawled, a clumsy animal, back towards his darkened bedroom, the scent of cheese and semen and his own strange milk lingering in the air. He collapsed onto the tangled sheets, the damp fabric cold against his exposed skin. Sleep swallowed him whole, a dark tide washing away the immediate horror, only to replace it with something more insidious.

He wasn’t in his apartment. The air was thick, cloyingly sweet, layered with talcum powder and the heavy floral perfume his mother used to wear. Gardenia. Soft, pastel pink light filtered through frilly lace curtains he didn’t recognize. The walls, once a faded blue, were now covered in flocked pink wallpaper. His childhood bed was gone, replaced by a massive, ornate canopy bed draped in white chiffon and silk. Mirrors lined the walls, reflecting the suffocating femininity back on itself. The rhythmic hum wasn’t a fridge; it was a powerful hairdryer, roaring somewhere nearby.

He was small again. Six years old? Seven? He lay propped on a mountain of lace-trimmed pillows, wearing only too-short pajama bottoms. His chest felt strange – tight, tender, with small, soft mounds pushing against his skin. He reached up, small fingers brushing over puffy nipples. A wave of confused pleasure-pain washed through him.

Then she was there. His mother. But not as he remembered her. She loomed over him, impossibly tall, her form exaggerated into grotesque, swollen curves. Her hips flared impossibly wide, draped in shimmering pink silk. But it was her chest that dominated the room, that stole the air. Massive, pendulous breasts strained against the thin fabric of a negligee, their sheer size defying gravity. They hung heavy, veined with thick blue lines like rivers under pale skin, the dark, swollen areolas huge, the nipples long and stiff. The scent of her perfume was overpowered by a deeper, richer, muskier smell – milk. Warm, mammalian, thick in the air.

"Shh, my sweet boy," she cooed, her voice honeyed, yet laced with a strange, vibrating intensity. She climbed onto the bed, the mattress groaning under her new, immense weight. She straddled his small legs, her vast hips pressing down, pinning him. Her smile was wide, adoring, yet her eyes held a predatory gleam he’d never seen before. "Mama’s here. Time for your feeding."

Her large, soft hands, smelling of cold cream, cupped under one monstrous breast. She lifted it, the heavy flesh wobbling, the prominent veins throbbing. She leaned forward, bringing the swollen, dark nipple towards his mouth. It glistened with moisture. "Open wide, darling," she whispered, her breath hot against his forehead. "Good boys nurse from mama."

Panic fluttered in his small chest. This wasn’t right. It wasn’t his mother. But a deeper, primal craving surged through him, overriding fear. His mouth opened involuntarily, drawn to the offered nipple, to the thick, sweet scent of milk. The warm, rubbery tip touched his lips.

"That’s it," she murmured, pressing down. "Suckle, Joshie. Feed. Grow strong and big and juicy for mama."

Her nipple pushed past his lips. It was huge, filling his small mouth, thick and yielding. A gush of warm, sweet milk flooded his tongue. He gagged reflexively, then instinct took over. His lips closed around the areola, forming a seal. He sucked, hard. Another thick wave of milk surged into his mouth. He swallowed convulsively. It was richer than cow's milk, thicker, sweeter, coating his throat with its cloying warmth.

He sucked greedily now, his small hands instinctively reaching up, not to push her away, but to grasp the immense, warm weight of the breast pressing against his face. His fingers sank into the soft, yielding flesh. He moaned around the nipple, the sound muffled, vibrating against her skin. It was overwhelming – the smell, the taste, the sheer suffocating softness enveloping him, the heavy warmth pinning his legs. Pleasure, deep and confusing, pulsed through his tiny body with each swallow, centered in his own tender chest and… lower. A small, traitorous stirring beneath his pajama bottoms.

"Good boy," his mother sighed, her voice thick with satisfaction. She shifted her weight, grinding her wide hips slightly against his trapped legs. He felt the heat radiating from her core through the silk. "Such a hungry little thing. So greedy for mama’s milk." She pressed his face deeper into her cleavage, the other massive breast heavy against the side of his head, threatening to smother him. "Drink deep, my darling. Make mama proud. Fill yourself up. Feel yourself change."

He sucked harder, frantic now, lost in the rhythm, in the sensory overload, in the bizarre pleasure-pain blooming in his own developing chest. His small cock hardened noticeably under the thin fabric. The room seemed to pulse with the roar of the hairdryer and the wet, sloppy sounds of his suckling. Each pull at her engorged nipple felt like it was rewriting something inside him, weaving the scent of gardenias and warm milk into the fabric of his being. Good boys nurse from mama. Grow big and juicy.

Josh gasped awake, choking. He was on his back, tangled in his damp sheets, the thin morning light filtering through his real, grimy window. But the sensations lingered like a physical brand. His mouth tasted thick, cloyingly sweet. The phantom weight of his mother’s massive breast still pressed against his face, the sensation of her nipple stretching his lips. His own chest was agony – both breasts swollen, hard, burning with trapped pressure. The left one, particularly engorged, felt like a rock beneath his skin. The sheet was damp beneath him, not just with sweat. Sticky wetness soaked the fabric over his right nipple.

Fuck. FUCK!

He sat bolt upright, the movement sending sharp jolts through his tender tits. He looked down. His chest was visibly larger than last night. Fuller, rounder, straining the fabric of his slept-in t-shirt. The left one was definitely bigger, the nipple dark and painfully erect beneath the damp cotton. A fresh wet spot was blooming over the right one. He touched it. His fingers came away slick with thin, white fluid. Milk. Again.

Panic, raw and primal, seized him. He scrambled out of bed, stumbling towards the small bathroom across the hall. He needed to see. Needed to know. He fumbled with the light switch, the fluorescent glare blinding. He ripped his t-shirt over his head, the fabric catching on his swollen nipples. He gasped. Stared into the smudged mirror above the sink.

His reflection was a grotesque caricature. His face was pale, stubbled, etched with terror. Below his neck… it wasn't him. His shoulders were the same, still broad from his old workouts, but now sloping into softness. His belly was a definite curve, soft flesh spilling slightly over the waistband of his boxers. But dominating the reflection were his breasts. They were high, rounded, unmistakably female D-cups now, perched on his chest. The left was noticeably larger, fuller, the skin stretched tight and shiny, deeply veined in blue. The right, though smaller, was catching up fast, swollen and firm. Both nipples were large, dark brown, hard as pebbles, glistening with beads of milk that welled up and dripped slowly down the heavy curves.

"No," he whispered, his voice a shattered rasp. He touched the left one, the engorged flesh hot and unyielding. A sharp, electric jolt of pain shot through him, followed immediately by a gush of milk. It sprayed in a thin, white stream, splattering against the mirror, obscuring his horrified reflection. "Oh Jesus fuck! STOP!"

He pressed his hands hard against the swollen mounds, trying to stem the flow, but it only increased the pressure, sending more milk leaking between his fingers, running down his wrists. The ache was unbearable, a deep, throbbing fullness that demanded release. He remembered the dream – the suffocating warmth, the greedy suckling, his mother’s voice. Good boys nurse… fill yourself up… feel yourself change.

He needed it out. The pressure was agony. Without thinking, driven by instinct deeper than reason, his hands moved. He cupped his left breast, fingers digging into the taut flesh. He squeezed. Hard. Pain flared, white-hot. Simultaneously, a thick stream of milk arced out, hitting the sink with a wet splatter. He gasped, the pain mixed with a bizarre, shameful relief as the pressure momentarily eased. He squeezed again, milking himself like a cow, wincing at the pain but desperate for the release as another jet of milk spurted out.

He alternated between breasts, squeezing the swollen flesh roughly, milk spraying the sink, the counter, his own trembling hands. Tears streamed down his face, mixing with the sweat and milk. He was sobbing, choking on the horror of what he was doing, what he had become. "Stop… please… make it stop…"

A sharp rapping on the bathroom door froze him mid-squeeze. Milk dripped steadily from his reddened nipples onto the tile floor.

"Josh? You alright in there?" It was Mrs. Henderson, his elderly neighbor from across the hall. Her voice was laced with concern. "Heard some awful noises. Like cryin'? And… splashin'?"

Josh stood paralyzed, half-naked, milk dripping from his swollen breasts, the sink splattered with white. Terror choked him. He couldn’t speak.

"Josh?" The doorknob rattled. The lock was flimsy. "I'm comin' in if you don't answer!"

"No!" Josh croaked, too late. The door, never properly latched, swung open.

Mrs. Henderson stood there, wrapped in a faded floral robe, her eyes wide with shock that rapidly curdled into horrified disgust. Her gaze swept over his tear-streaked face, down past his soft belly, and locked onto his milk-slicked, swollen breasts, his hands still cupping the left one, a final drop pearling on the nipple.

Her mouth dropped open. She took a step back, clutching her robe tighter. "Good Lord Almighty," she breathed, her voice trembling. Her eyes, filled with utter revulsion, met his. "What… what are you?"

She slammed the door shut. Her footsteps retreated quickly down the hall, punctuated by her muttered, fading words, laced with pure terror: "Monster… Dear God, a monster…"

Josh stared at the closed door. Then his legs gave out. He slid down the wall beside the milk-splattered sink, curling into a ball on the cold tile. His breasts ached fiercely. Milk still leaked in thin streams, pooling on the floor beside him. Mrs. Henderson’s horrified face, her final word – monster – echoed in the roaring silence, louder than the phantom hairdryer, louder than his mother’s suffocating whispers. He buried his face in his hands, his shoulders shaking with silent, broken sobs, the warm milk trickling down his skin the only proof he hadn't completely dissolved into the nightmare.

The cold tile bit into Josh’s bare hip as he huddled against the bathroom wall. Milk dribbled from his sore nipples onto the grimy linoleum, forming small, sticky puddles that reflected the harsh fluorescent light. Mrs. Henderson's hissed "Monster!" echoed louder than her retreating footsteps, carving a canyon of raw shame deeper than anything the delivery driver’s disgust had managed. He couldn’t move, muscles locked in a rigor of pure humiliation. His own body, leaking, aching, undeniably altered, felt like the ultimate betrayal.

The pressure built relentlessly inside his swollen breasts, a deep, urgent throb that pulsed in time with his frantic heartbeat. He squeezed his eyes shut, desperate to block out the reality of the milk-spattered sink, the open doorway, the world outside knowing. But behind his eyelids bloomed the pink boudoir, the suffocating scent of gardenia, the impossible weight of his mother’s veiny mammoth tits pressing him down. The dream wasn’t an escape; it was a tightening vice. He whimpered, a low, broken sound trapped in his throat, his fingers instinctively curling into claws against his own milk-slicked skin. He needed release. Needed it to stop.

Driven by an agony deeper than thought, his trembling hands moved. He grasped his engorged left breast, the flesh hot and unyielding beneath his palm. He squeezed, hard, knuckles white. A sharp, tearing pain lanced through him, and instantly, a thick stream of milk shot out, hitting the floor tiles with a wet splat. He gasped, the pain mixed with a sickening flood of relief. He squeezed again, milking himself like a grotesque parody of a dairy cow, wincing, tears streaming down his cheeks as jet after jet of warm, white fluid arced onto the floor. He switched to the right, smaller but still painfully full, forcing the milk out with bruising pressure.

The rhythmic squelching sounds filled the small room. Squeeze. Pain. Relief. Splatter. Repeat. His sobs grew harsher, punctuated by raw, wet coughs. He was a thing, an animal, reduced to this leaking, self-milking horror. The dream image superimposed itself over the bathroom: his mother’s predatory smile, her voice a honeyed whisper piercing through his real-world anguish. Good boys nurse from mama. Drink deep, my darling. His small self’s greedy suckling echoed the obscene splashing on the floor. The connection was visceral, undeniable. This was the source. This was the poison rewriting him from the inside out.

He slumped forward, spent, forehead pressing into the cool porcelain of the toilet base. Milk dripped steadily from his abused nipples, joining the expanding puddle around his knees. The immediate agony had lessened, replaced by a deep, bruised ache and a hollow exhaustion that threatened to swallow him whole. He needed oblivion. Staggering to his feet, legs trembling, he stumbled back to his bedroom, not bothering to clean the bathroom, not caring about the trail of milk droplets he left behind. He collapsed onto the sour sheets, curling onto his side, his heavy, tender breasts resting uncomfortably against his arm. The world dissolved into a haze of pain and shame.

The cloying scent of gardenia slammed into him first, thick enough to choke on. Flocked pink wallpaper swam into focus. He was back on the mountain of lace pillows, tiny again, trapped under the suffocating weight of his mother’s hips. Her transformed body loomed over him, a landscape of shimmering pink silk and obscene flesh. Her massive, veiny breasts hung pendulously, swaying slightly, the dark, stiff nipples glistening with beads of thick milk. The air vibrated with the relentless roar of the unseen hairdryer. His own small chest felt tight, tender buds pushing against his skin, echoing the burgeoning weight he carried in the waking world.

"Missed mama, didn't you, sweet boy?" she crooned, her voice vibrating with a disturbing mix of maternal warmth and raw hunger. Her large hand, slick with cold cream, cupped her left breast, lifting the immense weight. The swollen nipple, dark and ridged, brushed against his lips. "So thirsty. Always so thirsty for mama." She pressed down. The rubbery tip pushed past his resistance, filling his small mouth. A flood of warm, sickly-sweet milk gushed over his tongue, thick and cloying. Good boys nurse from mama.

He gagged, then instinct took over. His lips formed a seal around the huge areola. He sucked, hard. Another thick wave forced its way down his throat. Pleasure, sharp and confusing, jolted through his tiny body, centering in his tender chest and pooling hotly in his groin. His small cock stiffened beneath his pajama bottoms. His hands, sticky with a substance he couldn’t name, instinctively rose, not to push, but to grasp the warm, yielding mountain of flesh pressed against his face. He moaned, the sound muffled, vibrating against her skin.

"Such a greedy little feeder," she sighed, grinding her hips subtly against his trapped legs. Heat radiated from her core. She pressed his face deeper into her cleavage, the other massive breast smothering the side of his head. The scent of milk and her musk was overwhelming. "Drink it all, baby. Make those sweet little titties of yours grow nice and big. Fill yourself up with mama’s good milk." Feel yourself change. He sucked frantically, lost in the suffocating rhythm, the pleasure-pain in his own budding breasts intensifying with each swallow, his small hips betraying him with tiny, involuntary thrusts. Her hand slid down, over his soft belly, towards the tell-tale hardness beneath the thin fabric. "Mama knows what her good boy needs..."

Josh snapped awake, gasping, his body drenched in cold sweat and something else. His pajama bottoms were soaked through at the crotch, sticky with his own nocturnal emission. His breasts throbbed, heavy and painfully full, milk already beading on the nipples. The phantom taste of his mother’s milk coated his tongue, thick and nauseating. Shame warred with an insistent, gnawing pressure low in his belly. The dream’s final touch, her hand descending, had ignited a fire he couldn’t quench.

He didn’t think. He couldn’t. He shoved his damp boxers down with one hand. His cock sprang free, already half-hard from the lingering dream sensations. His other hand groped his swollen left breast, fingers roughly kneading the sore, milk-filled flesh. He pinched the hard nipple, hard. The sharp pain jolted straight to his groin, making him groan. He wrapped his fingers around his cock, already slick with pre-cum and the remnants of his wet dream.

He jerked himself viciously, his grip tight. Images flashed: his mother’s massive, veiny breast filling his mouth, the suffocating cleavage, her honeyed voice whispering filth. Good boys nurse. He squeezed his breast harder, twisting the nipple, the pain a counterpoint to the frantic pleasure building in his cock. He pictured her large hand, slick with cream, closing around his small erection in the dream. "That’s it," he gasped aloud, his voice ragged. "Fuck… suck it… milk me…" He imagined her mouth engulfing him, swallowing his cum like he’d swallowed her milk. His strokes became punishing, hips bucking off the mattress. He pinched his nipple so hard stars burst behind his eyes.

"MAKE ME CUM!" he roared, the sound raw and desperate. He came explosively, back arching violently. Thick ropes of semen spurted over his fist and onto his heaving stomach, mixing with the sweat and milk smeared on his skin. He shuddered through the violent pulses, his hand still clamped on his aching breast, milk leaking freely now over his fingers onto the messy sheets. The intensity was terrifying, a wave of obliterating sensation that left him gasping, utterly spent, adrift on a sea of self-disgust and the pervasive, cloying ghost of gardenia.

Silence descended, heavy and suffocating. The stickiness cooling on his skin felt like a second skin of shame. Then, a sharp, insistent rapping on his apartment door shattered the quiet. Not Mrs. Henderson’s tentative knock. This was hard, impatient. Official.

"Josh Miller?" A man’s voice, unfamiliar, flat. "Open up. Building management."

Panic, cold and sharp, lanced through his post-orgasmic haze. Management. Mrs. Henderson hadn’t just retreated; she’d complained. He scrambled off the bed, wincing as his heavy breasts bounced, milk trickling anew. He yanked his sticky boxers up, grabbed the milk-stained t-shirt from the floor, and pulled it on. It stretched obscenely tight across his chest. He took two steps towards the door and froze. The bathroom. The hallway. The evidence of his monstrous transformation was everywhere.

"Mr. Miller, we know you're in there. Open the door immediately or we use the master key." The voice held no warmth, only authority.

Trembling, Josh approached the door. He couldn’t open it wide. Just a crack. The chain lock rattled as he slid it on. He peered through the narrow opening. It wasn’t just the building manager, Mr. Garrity, a perpetually sour man in a stained polo shirt. Beside him stood a uniformed police officer, hand resting casually near his belt. Mr. Garrity’s eyes, small and hard, flickered past Josh’s face, down his body, lingering unmistakably on the stretched fabric covering his swollen chest. His lip curled.

"Jesus H. Christ," Garrity muttered under his breath, loud enough for Josh to hear. He cleared his throat, addressing Josh directly, his voice dripping with contempt. "Right. We’ve had… complaints. Disturbances. Unnatural… things. Mrs. Henderson is terrified. Says you exposed yourself." His gaze raked over Josh’s chest again. "Says you’re leaking. Says you’re… not right."

The officer remained impassive, but his eyes were alert, scanning Josh, the crack of the apartment beyond.

Garrity leaned closer, his voice dropping to a harsh whisper that carried perfectly through the gap. "Look, freak. We don’t want your kind here. Whatever sick shit you

Read on DreamPress