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Chapter 2
by JohnManTD
What's next?
Day 2
The insistent, brutal brightness of morning speared through my eyelids, dragging me from a thankfully dreamless oblivion. For a blissful, disoriented microsecond, the world was normal. Then I moved.
A soft, unfamiliar weight shifted on my chest.
My eyes snapped open. I was lying on my back, the thin fabric of my old band t-shirt stretched taut, outlining two distinct, undeniably present mounds. The breasts. They were still there. My hand flew to my chest, fingers brushing against soft, warm flesh that was most definitely not pectoral muscle. The nipple, even through the cotton, felt exquisitely sensitive, already tightening into a small, hard bud at the light contact.
“Fuck,” I breathed, the word a raw exhalation of disbelief and despair. It hadn’t been a nightmare. The app, the challenge, the transformation… it was all horrifyingly real. These small, surprisingly responsive, undeniably female breasts were a permanent fixture on my otherwise male frame. Forever.
I scrambled out of bed, my legs tangled in the sheets, and stumbled towards the full-length mirror on my closet door. The reflection that stared back was a grotesque parody of myself. My familiar, average face, pale with sleep and dawning horror. My usual lean, unremarkable male torso. And then… them. Two soft, pale, perfectly formed A-cups, maybe small B-cups if I puffed out my chest, complete with dusky rose, exquisitely sensitive nipples that were currently hard as pebbles, practically vibrating with an alien awareness. They weren’t huge, not by Chloe’s or Megan’s goddess-tier standards, but they were undeniably, irrevocably, breasts. My breasts. On my body.
A wave of nausea, cold and sharp, washed over me. I clutched my stomach, leaning against the doorframe for support, my breath coming in ragged gasps. This couldn’t be happening. This couldn’t be my life.
My phone, lying innocently on my nightstand, pulsed with a faint, almost mocking luminescence. The Reality Weaver app. The source of this waking nightmare. My first instinct, primal and overwhelming, was to smash the damn thing. Hurl it against the wall, stomp on it until it was nothing but shattered plastic and broken circuits. But then, the chilling memory of the app’s interface, the greyed-out “Escape is Futile” logout button, the ominous warnings about permanent consequences… it stayed my hand. Destroying the phone probably wouldn’t destroy the app. Or the curse. Or these goddamn tits.
With a groan of utter despair, I picked up the phone. The app was already open, its stark, minimalist interface glowing with a smug, digital indifference.
REALITY WEAVER – USER: OLIVER
LEVEL: 0 (NOVICE WEAVER – PATHETIC WORM)
EXPERIENCE POINTS: 0/100 TO LEVEL 1 (FAILURE PENALTY APPLIED)
AVAILABLE GEMS: 0
DAILY CHALLENGES (REFRESHED):
[EASY] – REWARD: 1 GEM, 10 XP – “Minimal Worm Wriggling”
[MEDIUM] – REWARD: 3 GEMS, 30 XP – “Slightly Less Abysmal Mortal Effort”
[HARD] – REWARD: 6 GEMS, 70 XP – “Vaguely Competent Cosmic Task”
Failure penalty applied. So, not only did I have permanent man-boobs, but I hadn’t even earned the pathetic ten experience points. This app was a cruel, vindictive bastard.
I stared at the screen, a cold knot of dread tightening in my stomach. What was I going to do? Risk another challenge? Risk another, potentially even more horrifying, permanent alteration? Just for the slim chance of earning enough gems to reverse this… this mammary mutation? The thought of deliberately inviting more of this app’s twisted games into my life was terrifying.
No. Fuck that. I couldn’t. It was too risky. I’d just… I’d live with it. Live with the breasts. It was a horrifying prospect, a lifetime of secret shame and potential public humiliation, but surely it was better than whatever fresh hell the app might unleash if I failed another challenge? I’d wear baggy hoodies. I’d avoid swimming pools and locker rooms. I’d become a recluse. It would be a miserable existence, but at least it would be… predictable. Contained.
I took a deep, shaky breath, trying to calm the frantic hammering in my chest. It’s okay, Ollie. You can do this. You can adapt. You can hide.
I went back to the mirror, pulling on a fresh t-shirt, then a loose-fitting hoodie over it. If I slouched, if I kept my arms slightly forward, if nobody looked too closely… maybe it wasn’t that noticeable? The outline was there, a subtle but definite curve beneath the layers, but it wasn’t, like, in-your-face boobs. More like… really unfortunate moobs? Man-boobs that had taken a sharp, unexpected turn into actual, undeniable breast territory. Yeah. I could maybe, possibly, with a lot of luck and strategic layering, pull this off.
A sliver of fragile hope began to dawn. Maybe this wouldn’t be the end of the world. Maybe I could just… ignore the app. Pretend it didn’t exist. And life, however weird and titted, would eventually go back to some semblance of normalcy.
The delusion lasted approximately seven minutes. Until I went downstairs for breakfast.
Mom was at the stove, humming tunelessly as she flipped pancakes. Chloe and Megan were already at the kitchen table, radiating their usual aura of effortless, intimidating hotness. Chloe, in a silk robe that probably cost more than my monthly rent, was delicately sipping green tea and scrolling through her phone with an air of bored superiority. Megan, all black ripped jeans and artfully smudged eyeliner even at this ungodly hour, was hunched over a bowl of what looked like charcoal-infused artisanal granola, radiating her customary disdain for all living things, especially her family.
“Morning, sweetie,” Mom chirped without turning around. “Pancakes are almost ready.”
“Morning,” I mumbled, heading straight for the coffee pot, keeping my back to my sisters, hoping the baggy hoodie would provide sufficient camouflage.
“Ollie?” Chloe’s voice, sharp and laced with that familiar, condescending amusement, cut through the sizzle of pancakes. “Is that a new hoodie? It looks… rather voluminous on you. Trying to hide something?”
My blood ran cold. I froze, coffee cup halfway to my lips. “Uh, no,” I stammered, not turning around. “Just… chilly.”
“Chilly?” Megan drawled, her voice dripping with sarcastic disbelief, finally looking up from her bowl of existential angst. “It’s seventy-five degrees out, Ollie. And you’re sweating like a pig in a sauna.” She tilted her head, her dark eyes narrowing with a predatory focus that made my skin crawl. “Actually… you do look a bit… different. Around the chest. You been hitting the gym extra hard? Or just cultivating an impressive set of man-boobs?”
Chloe snorted into her green tea, a delicate, cruel sound. “Oh, please, Megan. Ollie and ‘gym’ are two concepts that exist in entirely separate realities. He’s probably just put on a few pounds. All that ramen and self-pity finally catching up with him.” She eyed me up and down, her gaze sharp and merciless. “Or… wait a minute.” A slow, dawning, horrified-yet-gleeful smirk spread across her perfectly sculpted features. “Are you… are you actually taking hormones, Ollie? Did you finally decide to embrace your inner… showgirl?”
The accusation, the sheer, casual cruelty of it, hit me like a physical blow. My face burned. My hands clenched into fists. “No!” I snapped, whirling around to face them, forgetting all about strategic slouching and camouflage. “I haven’t put on weight! And I’m not taking fucking hormones! What the hell is wrong with you two?!”
My outburst, fueled by panic and humiliation, only seemed to confirm their suspicions. Chloe’s smirk widened. Megan’s eyes gleamed with a dark, malicious amusement. They both stared, openly and unapologetically, at my chest, where, even under the hoodie, the subtle but undeniable curve of my new breasts was now agonizingly apparent.
“Oh, honey,” Chloe cooed, her voice dripping with false sympathy. “There’s no need to be so defensive. If you’re… exploring new identities… we support you. Mostly. Though, frankly, if you are transitioning, you might want to invest in a better bra. That lumpy, uneven look is not very flattering, darling.”
“And maybe some actual style advice,” Megan added dryly, gesturing vaguely at my baggy hoodie with her spoon. “Because ‘homeless badger impersonator’ is not really a viable aesthetic, even for you.”
I couldn’t take it anymore. Their laughter, their casual cruelty, their smug, knowing glances… it was too much. “Fuck you both!” I yelled, my voice cracking with a mixture of rage and despair. I turned and stormed back upstairs, their mocking laughter echoing behind me, each peal a fresh stab of humiliation.
I slammed my bedroom door shut, leaning back against it, my chest heaving, tears of frustration and shame pricking at my eyelids. This wasn’t going to work. Hiding it wasn’t going to work. Not from them. Not from anyone. My life was over. I was going to be the titted freak, the family joke, the subject of endless, cruel speculation.
That’s when I heard it.
A voice. Soft. Feminine. Incredibly close.
“Oliver…”
I froze, my blood turning to ice again. Who was that? Mom? Had she followed me upstairs? But the voice… it wasn’t Mom’s. It was… different. Smoother. More melodic. And laced with an unsettling, almost intimate amusement.
“Oliver… can you hear me?”
I spun around, scanning my messy room. Empty. Closet door shut. Window closed. No one there. Was I actually losing my mind now? Had the stress finally snapped something?
“Down here, handsome,” the voice purred again, closer this time, definitely female, with a rich, sultry timbre that sent a strange shiver down my spine. “On the desk. Your phone.”
My phone? I stumbled towards my desk, my heart pounding a frantic rhythm against my ribs. My phone was lying where I’d left it, screen dark. But as I reached for it, the screen flickered to life, displaying the stark, minimalist interface of the Reality Weaver app. And the voice… it was coming from the phone’s speaker. Clear as day. Like someone was on a call with me.
“That’s better,” the voice cooed as I picked up the phone, holding it to my ear with a trembling hand. “Took you long enough to notice little old me. I was beginning to think you were going to ignore me all day. And after the… intimate moment we shared last night? I’d be crushed.”
“Who… who are you?” I stammered, my mind reeling. “How are you… talking to me through this… this app?”
A low, musical laugh echoed from the speaker, sending a cascade of goosebumps down my arms. “Oh, Oliver. So many questions. So delightfully clueless.” The voice was undeniably female, mature, with a sensual, almost smoky quality that was both alluring and deeply unsettling. “You can call me Nadia, darling. And as for how I’m talking to you… well, let’s just say I’m an integral part of the Reality Weaver experience. Think of me as… the spirit of the curse. Your personal guide, your tempter, your occasionally sarcastic and frequently disappointed cosmic companion on this bizarre little journey you’ve stumbled into.”
“Nadia?” I repeated, the name feeling strange on my tongue. “Spirit of the curse? What… what does that mean? Am I actually cursed?”
“Oh, absolutely,” Nadia purred, her voice dripping with amusement. “Deliciously, irrevocably cursed. You accepted the terms and conditions, Oliver. You clicked ‘CONFIRM, YOU MAGGOT.’ There’s no backing out now. The Reality Weaver app isn’t something you can just… delete like a boring game of sudoku when you get frustrated. It’s bound to you. Until you reach Level 100, that is. Then, and only then, will the app, and my charming company, be passed on to the next unsuspecting worm… I mean, chosen one.”
Level 100? My blood ran cold. “Level 100? How long will that take? What happens if I just… refuse to play? If I ignore the challenges?”
Nadia chuckled again, a low, throaty sound that was far too seductive for a disembodied curse-spirit. “Oh, you can refuse, darling. By all means. Be my guest. You’ll just be… stuck. As you are. With those adorable little budding breasts of yours becoming a permanent, non-negotiable part of your masculine physique. No more challenges, no more gems, no more XP. Just you, your tits, and a lifetime of awkward explanations and ill-fitting shirts. And, of course,” her voice dropped to a conspiratorial whisper, “you’ll miss out on all the truly delicious rewards the Shop of Unspeakable Temptations has to offer. The power, Oliver. The transformations. The chance to reshape yourself, your world, in ways you can’t even begin to imagine…”
“I don’t care about rewards!” I insisted desperately. “I just want these… these things… gone!” I clutched my chest, feeling the soft, unwelcome swell beneath my hoodie. “You said ten gems could reverse a punishment. How do I get ten gems?”
“Why, by completing challenges, of course,” Nadia replied, her voice practically dripping with feigned innocence. “It’s quite simple, really. A little effort, a little risk, a little reward. The cosmic transactional economy at its finest.” She paused, then her tone shifted, becoming more persuasive, more tempting. “Come on, Oliver. You felt it last night, didn’t you? The thrill? The power? The sheer, unadulterated weirdness of it all? Don’t tell me a tiny part of you isn’t… curious… to see what else this little app can do. What else you can do.”
I groaned, sinking onto the edge of my bed, the phone still pressed to my ear. She was right. Damn her. That perverse, undeniable curiosity was still there, gnawing at me. And the thought of living with these breasts forever, enduring my sisters’ endless mockery, Mom’s worried glances… it was unbearable. But the thought of facing another challenge, another potential permanent alteration… that was equally terrifying.
“It’s a trap, isn’t it?” I said finally, my voice heavy with resignation. “I’m damned if I do, damned if I don’t.”
“Precisely!” Nadia chirped, her voice bright and cheerful again. “Welcome to the wonderful world of cosmic curses, Oliver. It’s all about impossible choices and entertaining consequences. Mostly entertaining for me, of course.” She paused. “So? What’ll it be, worm? Embrace your new titted reality? Or… take another spin on the wheel of misfortune? The daily challenges have refreshed, you know. Fresh torments await.”
I looked at my phone. The app’s stark interface stared back at me. Easy, Medium, Hard. Minimal Worm Wriggling. Slightly Less Abysmal Mortal Effort. Vaguely Competent Cosmic Task. Each one a potential Pandora’s Box of unknown horrors. But also… a potential source of gems. A path back to normalcy. Ish.
“The Easy challenge yesterday…” I began hesitantly. “It gave me… these.” I gestured vaguely at my chest. “What kind of fresh hell does a Medium or Hard one unleash?”
“Oh, the possibilities are endless, darling,” Nadia purred. “But so are the rewards. More gems, more XP, faster progression towards that ever-elusive Level 100. And think of the stories you’ll have to tell! Assuming you survive with your sanity, and most of your original body parts, intact.”
I remembered my earlier thought. The Easy challenge… it was actually quite simple. “Wear a bra that fits.” If I’d had more time, if I hadn’t wasted two hours in a state of horrified, autoerotic fascination, I could have just gone to Target, bought a cheap bra, worn it for a minute, and boom. Challenge complete. One gem, and no punishment of tits. Ten more days of that, and I’d have enough to reverse the boobs. Slow, yes. Humiliating, probably. But… potentially safest?
But Nadia’s voice, a seductive whisper in my ear, was already nudging me towards a more reckless path. “Come on, Oliver. Where’s your sense of adventure? Ten days of tedious, low-stakes challenges? Or… one or two thrilling, high-reward gambles? Think of the efficiency! You could be boob-free in no time if you play your cards right with a Medium or Hard challenge.”
Efficiency. She knew my weaknesses. The thought of enduring ten more days of this titted existence, ten more opportunities for my sisters’ mockery, was a powerful motivator. And a Medium challenge… how much harder could it really be? “Slightly Less Abysmal Mortal Effort.” It didn’t sound that bad.
“Alright, Nadia,” I said finally, my voice tight with a mixture of dread and **** resolve. “Fine. But if it’s something completely insane, I’m blaming you.”
“Naturally, darling,” she chuckled. “It’s always my fault. Now, which delightful torment will you be choosing today? Don’t be a coward. Go for the Hard one. Live a little. Or, you know, die trying. Metaphorically speaking. Mostly.”
Ignoring her goading, my finger hovered over the options. Easy was tempting, the path of least resistance. But ten days… And the thought of facing my sisters again tonight, still like this… No. Medium. Three gems. That would get me closer. Faster.
I tapped ‘[MEDIUM] – REWARD: 3 GEMS, 30 XP – “Slightly Less Abysmal Mortal Effort.”’ The confirmation screen popped up, its warning just as stark and insulting as before.
ACCEPT MEDIUM CHALLENGE?
WARNING: WORM-LIKE REGRET IS INEVITABLE, BUT ULTIMATELY FUTILE. FAILURE WILL RESULT IN PERMANENT PUNISHMENT. ARE YOU QUITE SURE YOUR PATHETICALLY LIMITED INTELLECT CAN GRASP THE POTENTIAL CONSEQUENCES?
[CONFIRM, YOU INVERTEBRATE IMBECILE] [CANCEL, AND ACCEPT YOUR BOOBY PRIZE]
“Booby prize,” I muttered, rolling my eyes. This app’s insult game was relentless. But my resolve was set. I jabbed ‘CONFIRM, YOU INVERTEBRATE IMBECILE.’
The screen flickered. New text appeared.
MEDIUM CHALLENGE ACCEPTED: “REACH YOUR CERVIX.”
TIME REMAINING: 13:47:22 (LOCAL MIDNIGHT DEADLINE)
PUNISHMENT FOR FAILURE: CURRENT PHYSICAL ALTERATION BECOMES PERMANENT.
I stared at the screen, utterly bewildered. Reach my cervix? What the actual fuck? “Nadia,” I said, my voice tight with confusion and dawning horror. “What the hell does that mean? I don’t have a cervix! I’m a guy! A guy with… with unfortunate chest accessories, yes, but still fundamentally, anatomically, a guy!”
Nadia’s laughter, low and throaty and utterly unsympathetic, echoed from the phone. “Oh, Oliver,” she purred, her voice practically dripping with amusement. “Are you quite sure about that, darling? Maybe… double-check your equipment?”
My blood ran cold. My hand, trembling uncontrollably now, drifted downwards, towards my groin, beneath the waistband of my pajama pants. My fingers fumbled, searching for the familiar, comforting weight of my penis and balls.
And found… nothing.
Just… smoothness. Softness. A distinct, undeniable absence where my lifelong companions, my male genitalia, should have been.
A strangled, horrified gasp ripped from my throat. I tore at my pajama pants, yanking them down, stumbling backwards until I crashed against the wall, my eyes wide with dawning, catastrophic understanding.
Where my penis and balls had been just moments ago, there was now… a pussy.
A perfect, undeniably female pussy. Smooth, pale skin. Delicate, almost translucent outer lips, slightly parted. Inner lips, a soft, dusky rose, like the petals of some exotic, carnivorous flower. And nestled within them, a tiny, glistening bud – my clit, presumably. It was… hairless. Perfectly sculpted. Almost unnervingly neat. Like something out of a medical textbook, or a very specific, very niche corner of the internet.
“WHAT THE FUCK?!” I screamed, the sound a raw, ragged tear in the fabric of my sanity. My hands flew to my groin, fingers prodding, exploring, confirming the impossible, horrifying reality. Penis gone. Balls gone. Pussy present. A fully functional, anatomically correct, undeniably female vagina. On my body. My otherwise still recognizably male body, albeit with the addition of small, sensitive female breasts.
This wasn’t just a minor alteration anymore. This wasn’t just a pair of unwelcome tits I could maybe, possibly, hide under a baggy hoodie. This was… fundamental. This was a complete reassignment of my primary sexual characteristics. This was… this was a fucking nightmare.
“Oh, dear,” Nadia’s voice cooed from the phone, which I’d dropped onto the floor in my panic. She sounded utterly, infuriatingly amused. “Looks like someone wasn’t ready for a medium-level challenge. Surprise!”
I just stared at my new anatomy, my mind a chaotic blank. My fingers, seemingly with a will of their own, continued their hesitant, horrified exploration. The outer lips were soft, yielding. The inner lips, even softer, almost velvety. I parted them gently. The entrance to my new vagina was small, tight, glistening with a faint, almost imperceptible sheen of moisture. And the clit… oh god, the clit. It was tiny, yes, but it seemed to pulse with a strange, alien sensitivity, even under the lightest, most accidental touch.
“Reach your cervix,” I whispered, the words of the challenge echoing in my shattered brain. That meant… I had to put something… inside. Inside there. Inside me.
“How hard can it be?” I muttered to myself. Famous last words.
I took a deep, shaky breath, trying to rally what little remained of my courage. Okay. Fine. I had a pussy. I had a challenge. I had thirteen hours to figure out how to… stimulate my own goddamn cervix. Or this… this horrifying, unwanted, yet undeniably intriguing new piece of anatomy would become as permanent as my tits.
I sat down heavily on the edge of my bed, still naked from the waist down, staring at my new reality. My fingers, driven by a morbid, almost scientific curiosity now, returned to my pussy. I traced the outline of the clit again, more deliberately this time. A tiny, almost imperceptible spark, a flicker of something that wasn’t entirely unpleasant, shot through me. Okay. Interesting.
I tried to insert a finger. Just one.
And immediately winced, yanking my hand back as if burned. Pain. Not excruciating, but sharp, unpleasant, like trying to **** a key into the wrong lock. It was dry. Too tight. My body was clearly not… receptive.
“You can’t just… jam a dry finger up there, you absolute idiot,” Nadia’s voice, still emanating from the phone on the floor, drawled with exasperated amusement. I’d almost forgotten she was still listening. “Have you literally never been with a woman, Oliver? Or even, god forbid, read a book? Watched a vaguely educational film? Arousal, darling. Lubrication. It’s not rocket science. Though, for you, it might as well be.”
Arousal. Right. I needed to get… wet. I, Ollie, a twenty-two-year-old heterosexual male, needed to arouse my own newly acquired, magically manifested vagina. The sheer, mind-bending absurdity of it almost made me laugh again. Almost.
“And how the hell am I supposed to do that?” I snapped, glaring at the phone.
“Up to you, darling,” Nadia purred. “Whatever floats your particular, perverted little boat. But I’d recommend starting with the basics. That lovely little clit you’ve been so tentatively acquainting yourself with? She’s usually a good place to begin the negotiations.”
The clit. Right. I looked down again. It was still there. Small, pink, undeniably female. And, according to Nadia, the key to… unlocking this new, unwelcome, yet challenge-critical piece of anatomy.
With a sigh that felt like it came from the very depths of my soul, I reached down again. This time, I tried to be more… gentle. More exploratory. I circled the clit with the tip of my finger, light, teasing touches. Nothing. I tried a bit more pressure, a slightly faster rhythm. Still nothing. Just… a vague, distant sensitivity, like touching a numb limb.
“You’re doing it wrong, worm,” Nadia sighed from the phone, her voice laced with a mixture of pity and profound disappointment. “Think of it less like you’re trying to scrub a stubborn stain off a carpet and more like you’re… coaxing a shy kitten out from under a sofa. Gentleness, Oliver. Finesse. And for god’s sake, try to actually enjoy it. Your pussy can tell when you’re faking it.”
Enjoy it? How the hell was I supposed to enjoy this? This was a nightmare! But… the deadline loomed. And the thought of being stuck with this… this configuration… permanently? That was a powerful motivator.
I closed my eyes, trying to block out Nadia’s mocking commentary, trying to focus on the sensations. I thought about… women. Hot women. The airbrushed goddesses from my late-night internet excursions.
A faint warmth began to stir between my legs. A subtle shift in sensation. My clit, under my questing fingers, seemed to swell slightly, becoming firmer, more responsive. I changed my rhythm, trying lighter, faster circles, then slower, deeper pressure, experimenting, exploring. And slowly, tentatively, something began to happen.
A new kind of pleasure, entirely alien yet undeniably potent, began to build. It wasn’t the focused, driving intensity of male arousal. This was… different. More diffuse, at first, a spreading warmth, a tingling awareness that radiated outwards from my clit, down into my labia, up into my groin. My breath quickened. My nipples, my permanent, sensitive female nipples, began to ache, hardening into tight, prominent points against the fabric of my hoodie.
I glanced at myself in the mirror. The sight was… shocking. Me, Ollie, sitting on my bed, naked from the waist down, my hoodie pulled up to expose my small, aching breasts, my face flushed, eyes half-closed, fingers working diligently between my legs. It was the most transgressive, gender-bending, deeply fucked-up thing I had ever seen. And it was, to my utter, abject horror and undeniable, shameful arousal, incredibly, intensely, addictively hot.
My own tits. The sight of them, jiggling slightly as I moved, the feel of their soft weight against my hands when I instinctively reached up to cup them, sent fresh waves of molten heat straight to my groin, amplifying the pleasure, intensifying the arousal. My pussy was definitely getting wetter now, a slick, slippery heat coating my fingers, making them glide more easily against my throbbing clit.
“That’s it, worm,” Nadia purred from the phone, her voice a low, seductive hum. “You’re getting the hang of it. See? Not so bad, is it? Being a girl? Having all those lovely, sensitive bits to play with?”
I didn’t answer, lost in the rising tide of sensation. My fingers moved faster now, more confidently, my hips starting to rock instinctively, chasing the pleasure. My moans were soft at first, then louder, more unrestrained, filling the quiet of my room. This was… incredible. So different from male masturbation. So much more… total. All-consuming.
When I felt I was wet enough, when the pleasure was almost unbearable, I hesitantly tried to insert a finger again. This time, it slid in. Easily. Smoothly. Into a warm, tight, wet heat that made me gasp. My pussy clenched around my finger, gripping it, milking it. The sensation was… indescribable. Overwhelming. I pushed deeper, exploring, my finger moving in and out, finding a rhythm that made my hips buck, my breath catch in my throat.
I added a second finger, stretching myself, filling myself more completely. The feeling of fullness, of being penetrated, even by my own fingers, was intensely, shockingly pleasurable. I curled my fingers slightly, searching, exploring, trying to find that elusive, challenge-critical cervix. Deeper… deeper… But reaching it, that was going to be a challenge. My fingers felt too short, the angle awkward.
I kept trying, pumping my fingers in and out, rubbing my clit with my thumb, my body writhing on the bed, lost in a vortex of new, intense, undeniably female pleasure. The orgasm, when it finally, inevitably, hit, was explosive. Different from any male orgasm I’d ever experienced. It wasn’t just a release; it was a full-body convulsion, a wave of shattering pleasure that started deep in my pussy and radiated outwards, making my vision blur, my toes curl, a high-pitched, almost feminine scream tearing from my lips.
When it finally subsided, leaving me trembling, gasping, sprawled bonelessly on my bed, drenched in sweat and my own slickness, I felt… utterly wrecked. And strangely, confusingly… satisfied.
I lay there for a long moment, catching my breath. Then, reluctantly, I reached for my phone. The Reality Weaver app stared back at me, its interface unchanged. Challenge: REACH YOUR CERVIX. Still active.
“What the fuck?” I groaned, pushing myself up. “I definitely… did things. Lots of things. Why isn’t it complete?”
“Oh, you came, did you, worm?” Nadia’s voice, laced with amusement, echoed from the phone. “Adorable. But did you actually hit the cervix? That was the challenge, darling, not just ‘give yourself a rather enthusiastic, if somewhat clumsy, female orgasm.’”
I scowled at the phone. She was right. I’d gotten… distracted. Overwhelmed by the new sensations. I hadn’t actually completed the specific objective.
“Well, some women need something a bit… bigger… to reach the cervix properly, Oliver,” Nadia continued, her tone a mixture of clinical detachment and subtle mockery. “Fingers are fine for foreplay, but for the main event? Sometimes, you need a more… substantial tool.”
Bigger? Substantial tool? My blood ran cold. “What are you saying?” I asked, my voice barely a whisper. “I need a… a dick? I have to fuck a guy or something? Nadia, I am not fucking doing that! I’m straight! And I definitely don’t want some random dude’s cock inside my… my new… this!” I gestured vaguely at my crotch.
“Up to you, darling,” Nadia purred. “You’ve got until midnight. And that punishment for failure… permanent pussy… it’s quite the motivator, isn’t it?” She paused. “Or, you know… there are other… tools… available. If you’re feeling… inventive.”
I glanced at the clock. 9:45 AM. I had to leave for my shift at Walmart in less than an hour. Fuck. There was no time for cervix exploration right now. I’d have to figure this out later. After work.
With a groan of utter despair, I **** myself off the bed. Getting dressed was a new ordeal. My usual boxers felt wrong, bunching uncomfortably around my new anatomy. I ended up going commando under my jeans, a deeply unsettling sensation. The jeans themselves felt different, looser in some places. And my small, sensitive breasts were a constant, distracting presence beneath my t-shirt and hoodie.
Work was a blur of barely suppressed panic and profound physical discomfort. Every movement was a reminder of my altered state. The slight sway of my breasts. The unfamiliar feeling of my thighs brushing together, the absence between my legs. I kept imagining everyone could tell, that they could see the subtle changes, that they knew my horrifying secret. I fumbled orders, dropped a pallet of canned peas, and nearly had a meltdown when Mrs. Henderson, my elderly prune-juice aficionado, asked me if I was feeling alright because I looked “a bit flushed, dear.”
All I could think about was the challenge. My cervix. The rapidly approaching midnight deadline.
On my lunch break, my desperation overriding my deep-seated aversion to public humiliation, I found myself standing outside the ‘Forbidden Pleasures’ adult novelty store a few blocks from Walmart. The windows were blacked out, the sign a lurid neon pink. Swallowing my pride, my shame, and a significant amount of existential dread, I pushed open the door.
The interior was… a lot. Dim lighting, plush red carpet, walls lined with an astonishing array of dildos, vibrators, butt plugs, fetish wear, and things I couldn’t even begin to identify. The air smelled faintly of latex and regret. A single shop clerk, a young woman with multiple piercings and an expression of profound, world-weary boredom, glanced up from her phone as I entered, smirked slightly, and went back to scrolling. Clearly, I wasn’t her usual clientele. Or maybe I was. Who the hell knew anymore?
I navigated the aisles, feeling like an alien anthropologist studying the mating rituals of a particularly depraved species. My face burned. My hands sweated. I just wanted to find something… functional. Not too big, not too scary, just… long enough. And thin enough. My fingers, even two of them, had felt surprisingly substantial.
Finally, tucked away in a corner labeled ‘Beginner’s Bliss’ (oh, the irony), I found it. A simple, silicone dildo. Pink, of course. About seven inches long, but relatively slender, with a slight, gentle curve at the tip. Perfect. Or, you know, as perfect as a dildo could be when you were a heterosexual male currently inhabiting a female body against your will, needing to stimulate your own cervix.
I grabbed it, marched to the counter, and mumbled something about it being a “gag gift for a friend’s party.” The clerk didn’t even look up, just rang it through with an air of complete, utter indifference that was, frankly, a blessed relief. I paid in cash, shoved the offending object into my backpack, and practically sprinted out of the store, my cheeks flaming.
The rest of my shift was agony. Every minute crawled by. Every customer felt like an interrogator. Every rustle of the plastic bag in my backpack sounded like a judgmental accusation.
Finally, finally, it was over. I practically ran home, ignoring my mom’s attempts at dinner-related conversation, and barricaded myself in my room. Moment of truth.
I stripped off my clothes, my heart pounding a frantic rhythm. The sight of my naked body in the mirror – the small, sensitive breasts, the smooth, alien landscape of my pussy – was still jarring, but the earlier horror was now overlaid with a grim, **** determination. I had to do this. I had to win.
Remembering Nadia’s advice, and my own earlier, surprisingly successful self-exploration, I knew I needed to get aroused first. Lubrication was key. I pulled out my phone, not even bothering with the Reality Weaver app this time, and navigated to one of my usual porn sites.
It was… a weird experience. Watching impossibly buxom women get pounded by equally impossibly endowed men, knowing that I now possessed the female half of that equation… it hit differently. The usual detached appreciation was gone, replaced by a strange, almost empathetic resonance. And when the close-ups happened, when the camera focused on glistening cunts being stretched and filled, on clits being licked and sucked… my own pussy gave a distinct, powerful throb. My breasts ached. My nipples hardened instantly. Fuck. This was… confusing. And incredibly effective.
Within minutes, I was undeniably, profoundly aroused. Wet. Ready. My clit throbbed with a life of its own, begging for attention. I obliged, my fingers moving with a newfound confidence, coaxing moans and gasps from my lips. This part, at least, was becoming disturbably familiar. Enjoyable, even.
Then, the dildo. I unwrapped it with trembling hands. It felt cool, smooth, surprisingly substantial in my grip. I added a generous amount of lube and took a deep breath.
Positioning myself on the edge of the bed, legs spread wide, I hesitantly brought the tip of the dildo to the entrance of my pussy. It slid in easily, the lube making it slick, almost frictionless. The sensation of being filled, of this foreign object penetrating me, was… intense. Overwhelming. A mixture of pleasure, discomfort, and profound, mind-bending weirdness.
I pushed it deeper, slowly, carefully. My pussy stretched, accommodating it, the internal walls gripping it with surprising strength. My breath hitched. My hips began to move instinctively, rocking back and forth, guiding the dildo deeper, searching.
This was it. The cervix. I had to reach it. I pushed further, gritting my teeth against the strange, almost uncomfortable pressure deep inside. My fingers, still working my clit, moved faster, more frantically, trying to build the pleasure, to override the discomfort.
And then… I felt it. A distinct, firm pressure point at the very back of my vaginal canal. The dildo bumped against it. A jolt, sharp and electric, shot through me, entirely different from clitoral stimulation. It wasn’t exactly painful, but it was… intense. Deep. Primal.
I pushed against it again, experimentally. Another jolt. Stronger this time. My hips bucked. A low groan rumbled in my chest. This was it. This had to be it.
My clit was on fire, my pussy clenching rhythmically around the dildo. The orgasm was building like a tidal wave, threatening to crash over me. I shove it in one last time just to make sure I hit it, and boom…
It hit with the **** of a goddamn hurricane. This orgasm wasn’t just clitoral; it was deeper, fuller, a full-body convulsion that seemed to originate from the very core of my being, from that newly discovered, brutally stimulated cervix. I screamed, a raw, unrestrained sound, my vision whiting out, my body arching off the bed, the dildo still buried deep inside me, transmitting wave after wave of shattering, almost unbearable pleasure. It went on and on, seemingly forever, until finally, mercifully, it began to subside, leaving me trembling, boneless, utterly wrecked, a puddle of sweat and spent sensation on my rumpled sheets.
I lay there for a long moment, gasping for breath, my mind blissfully blank. When I could finally move, when my limbs stopped trembling, I reached for my phone.
The Reality Weaver app glowed with a new, triumphant message:
CHALLENGE COMPLETE: “REACH YOUR CERVIX.”
REWARD: 3 GEMS, 30 XP.
CURRENT GEM BALANCE: 3
CURRENT XP: 30/100 TO LEVEL 1
PHYSICAL ALTERATION (FEMALE GENITALIA) REVERTING TO BASELINE…
I looked down. And there, nestled between my legs, blessedly, reassuringly familiar, was my penis. My balls. My own, original, male equipment. Back where it belonged.
A wave of relief, so profound it almost made me weep, washed over me. I did it. I actually fucking did it. I’d faced the abyss of permanent pussy-dom, armed myself with a novelty sex toy, and emerged… victorious. And surprisingly, if confusingly, satisfied.
“Well, well, well, Oliver,” Nadia’s voice, laced with a new note of something that might have been actual, grudging respect, purred from the phone. “I must admit, I didn’t think you had it in you. Or, rather, that you could get it in you. Color me… mildly impressed.”
I just laughed, a shaky, exhausted sound. I was still a guy. A guy with permanent, if small, female breasts, yes. But fundamentally, still a guy. And I had three gems. Only seven more to go.
I reached up, cupping one of my new, permanent tits. It felt soft, familiar now. Almost… comforting? “Not long now, ladies,” I whispered to them, a strange, almost affectionate smile playing on my lips. “Just a few more challenges, and you’ll be ancient history. And then… then I can finally get back to my boring, beige, wonderfully predictable, and entirely untitted life.”
But as I lay there, drifting off to sleep, the phantom ache of my recently departed pussy, the memory of that earth-shattering, cervix-hitting orgasm, lingered in my mind, a confusing, seductive whisper. Maybe… just maybe… a little bit of this app-fueled chaos wasn’t entirely unwelcome after all. Maybe.
Chapter 3 is available now on my Patreon (and features images!), along with other exclusive stories and images. For the latest of this story and more, check it out at patreon.com/JohnManTD
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The Challenge App
A Transformation Story
Oliver finds a weird magical app on his phone that gives him strange transformative challenges. The rewards seem interesting, but the punishments are not to be messed with.
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- Transformation, Body Swap, Gender Swap, Mind Control, Reality Warping, Magic, Artifact, Big Tits, Hot Girl, Hot Sister, Hot Mom, Girlfriend, Cheating, Taboo, Public Sex, Exhibitionism, Voyeurism, Power Play, Domination, Submission, Fetish, Kink, Corrupt, Amnesia, Unaware, Oblivious, Maid, Uniform, Hot Maid, French Maid, Ass, Thighs, Body Modification, Control, Manipulation, Hypnosis, Pussy, Cock, Dick, Orgasm, Swapping, First Person, Erotic, Smut, Sex, Stealing, Infiltration, Secrets, Danger, Conspiracy, Club, Secret Society, Experiment, Personal Growth, Moral Ambiguity, James, Lila, Emma, Corruption, Nipple Play, Cum, Reality Shift, Plot, Intrigue, Supernatural, Private, Semi-Public, Mindfuck, Brainwash, Brainwashing, Implant, Remote Control, Possession, Body Possession, gender bender, trait swap, breast expansion, expansion, ass expansion, breast enlargement, breast growth, be, tg, tf, remote
Updated on Jun 18, 2025
by JohnManTD
Created on Jun 15, 2025
by JohnManTD
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