Young Master Ch. 05 - The End free porn video

I was running through the mansion, being chased by something so horrifying that I didn't dare to turn around and see what it was. I tried to find my room, but the once familiar hallways were now disjointed and strange, as if the building had be rearranged and some pieces had been replaced with imitations that had a sinisterly artificial look to them. My pursuer was getting close, its hot, rancid breath scalding the back of my neck. I kept running, even though I knew I'd never escape. Even a second spared from its horrible embrace would be worth the hopeless attempts to escape. Suddenly, out of the corner of my eye, I saw a soft shadow dart into a far hallway...somehow, I just knew it belonged to a friend. For a moment, I dared to believe their might be an escape, or at least a place I could rest for a moment and delay my inevitable damnation. I turned down the hall, almost falling as the tile became slippery, some thick, milky liquid coating the floor. I just kept running, knowing each step would be my last and still taking it anyway, constantly proving myself wrong for just a moment longer. And then I hit my dead end...at the end of the hallway...something worse than whatever was chasing me... a mirror...

I was beautiful...heart breakingly, soul crushingly beautiful. My features had grown even softer from my cherubic chin to my button nose; my lashes longer, fanning my cum hither sea blue eyes; my lips plumper and shinier, open and panting at the sight of the vision before me. My hair was falling about my face, flaxen curls of spun gold, with a lacy cap keeping it somewhat in order. My breasts were flush as they rose and fell in my panicked arousal the red set off alluringly by my pale, creamy cleavage. The french maid outfit was even more fetching now that I had the figure to fill it. I felt my stockings rub against one another as the sight of my shapely legs barely covered by my short, ruffled skirt, made me squirm and shiver. I reached out to touch my reflection, tentative and fearful...but my reflection wasn't so timid, she reached back and pulled me in, screaming as I fell deep into the darkness...into the basement...

I was completely surrounded by darkness, a void I had a terrible premonition was far from empty. I was too terrified to even run, after all, where was there to go? All I could do was stand paralyzed, petrified as I awaited whatever horror would reach out of the abyss to claim me as its own. I almost welcomed it at this point, at least then I'd know things couldn't get any worse. But there was still that lingering doubt that they just might get worse than even I could imagine...so I prayed for an end and prayed for one more second, my thoughts chasing each other down the drain. And then I saw it...faint and ghost-like, the smallest glimmer of light. I was sure I was imagining it, my mind inventing phantoms to keep me company, but I also knew I didn't care. I ran for the light, getting closer and closer and feeling a welcoming warmth as I saw it take on a woman's shape. When I finally reached it, Isabella was standing before me, shining in the darkness like an anger come to deliver me from damnation.

She took me in her arms, her skin so soft against my cheek. I felt safe with her. It didn't matter that I was in the darkness with no sight of an exit, it didn't matter that I would never be a man again. All that mattered was she was lifting my mouth to hers, thrusting her soft tongue into mine, claiming me as her own with a kiss. A long, loving kiss...so wet...even after she finally broke our lip's embrace, I felt the wetness...warm, sticky wetness...I looked at her full lips as they curved into a haughty smile...I saw something shine from inside...something sharp...she opened her mouth and razor blades fell out by the handful. I opened my mouth to scream, but all that came out was a gush of hot blood...I crumpled to the ground as her maliciously mirthful laughter filled the void, flames bursting from the ground to illuminate the twisted architecture of Hell. I crawled back from her still, squirming on the floor, desperate to get just a little further away from her razor blade smile and predatory laugh. That's when I felt the breath again...hot rancid...and hovering right over me...the monster lunged for me...and I could scream again...

"AAAAAAAAAAAAAAAAIIEEEEEE!"

"Good, you're awake. Now we can get on with the ceremony." I open my eyes and see my step-father cutting an even more imposing figure than usual in a shiny black rubber robe, the cowl casting a shadow over his strong brow but not dimming his burning eyes one bit. The light fell on his powerful, chiseled jaw cocked up as usual, but his seductively sadistic smile replaced by a tight lipped grimace. Isabella was d****d at his feet, content as a kitten, completely nude...my collar was nowhere to be seen. I had lost her completely, I couldn't even claim the lie of ownership anymore.

My eyes darted across the room, hoping I'd see something...anything that would give me a glimmer of hope in this abyss of despair. But all I saw were two more hooded figures, my step-brother Dirk smiling broadly as he licked his sensual lips, and Darius staring with a hunger I'd never see before, his sharp features twisted into a razor-sharp smile. I tried to place the room, a hardwood floor of dark teak, red velvet d****s surrounded the large circular room, empty save for us. I tried to see an exit, but everything was covered, the whole effect was dizzying and disorienting. I couldn't place this room in my head, I could have sworn we didn't have a room like this anywhere in the mansion...and then it hit me...I was in the basement!

I clutched my chest instinctively, and let out a tiny yelp...I was wearing the french maid outfit! I didn't fill it out nearly as well as in my nightmare, but I had no doubt that I was all but unrecognizable as a man...I looked like a petite, poorly developed young woman...or more accurately, I looked like a sissy. No...I was a sissy, I just wasn't able to hide it under my clothes anymore. I couldn't help but run my hands up and down my hips, feeling the contours my corset was giving me. I was snapped out of my reverie when I noticed my outfit was rubber too...it struck me that whatever they planned was going to be very, very messy. I felt my clit twitch reflexively and felt it crush painfully against cold steel. They had caged me! I shuddered to think of what they had planned...that's when I noticed the drain in the floor, and I started begging, "Please, please, don't do this to me! I'm sorry...I tried being a man, but I'm just not cut out for it...but just because I'm a sissy doesn't mean I want to be a slave! I beg you, just let me go!"

Laughter filled the room, heavy and dark like ominous storm clouds gathering over me. My step-father's thunderous voice finally said, "You are in the wrong place if you are looking for mercy, and you are definitely asking the wrong men. Mercy is for the weak. Do we look weak to you?" It was a rhetorical question, but I still couldn't help but shake my head dumbly. There was nothing about them that was weak, and as much as it terrified me, I had to admit that it seemed fitting that they were in control. But everything was happening so fast, and I could sense a dreadful inevitability rushing towards me...one that would seal my fate forever...

"Remember, none of this was forced upon you. And from what Dale tells me, you are quite the needy little slut. Really we're doing you a favor. Out on your own you'd probably be scooped up my some diseased pimp, and you'd end up turning tricks until disease and d**gs ravaged your pretty looks and you'd be left to die in a gutter. As our slave you will be well cared for. We will make you even more beautiful than you already are, educate you, teach you marketable skills, and most importantly we will protect you from your own weakness." I wanted to protest, but I knew it would be pointless. I was surrounded by men that could hurt me in ways I probably couldn't even imagine, and I could sense both Dirk and Darius were waiting for an excuse. But that wasn't the real reason I didn't argue with him. The real reason was that it all sounded so terribly true.

"Of course, I don't give a single, solitary fuck about what happens to you, but I will not allow anyone that carries my name to sully it in public. I gave you a chance to stand at my side. I gave you the opportunity to honor my name, to join the family business and experience true power for the first time in your pampered life. And what did you do? You SPIT on my name! You became a sissy's bitch, and then you tried to corrupt my youngest son, getting him to break my rules and betray my trust. At least he used a sissy properly, which is the only thing that spared him from sharing your fate. But make no mistake, blood does not protect my sons any more than your pathetic heritage stood in your way. All you had to do was prove yourself...and I suppose you did after a fashion." As insane as it sounds, I actually felt guilty as I listened to his tirade. His voice was so authoritative, it left no room for disagreement. I started thinking that maybe I did deserve to be punished. I couldn't bear to look at his accusing eyes any longer, I felt like they were burning me on the stake, so I looked at his feet instead. And that's when I saw the true source of my woes, and tried one more time to plead my case...

"But, you don't understand. Isabella tricked me! She played mind games with me, made me think she loved me to get me to lower my guard, subtly eroded my confidence and then preyed on my indecision and inexperience. She's the reason I'm like this! She made me a sissy!" I saw a satisfied smile curl up on her face and I seethed with rage. Darren reached down calmly and picked Isabella up by her throat. Even after all she'd put me through, I couldn't stop from yelping sympathetically as my step-father held my ex-sissy up by the neck, with her toes dangling precariously above the ground.

"Is what she saying true? Did you intentionally manipulate and corrupt my step-son?" I held my breath waiting for her to answer, silently begging her to deny it, praying for forgiveness for unthinkingly tossing her to the lions. To my horror, Isabella's smile only grew wider, her face was growing splotchy and purplish as she nodded yes. I closed my eyes, not nearly brave enough to see what horrible fate would befall her..."That's a good gurl, Isabella. I knew I could count on you." He gave her a kiss that looked like it would have taken her breath away if she had any left, and then he lied her gently at his feet. She looked at me with a heartbreaking mix of haughty pride and the hazy lust of a submissive sissy.

"Look at you...you never had a clue did you? Of course Isabella was acting on my orders, she wouldn't dare defy me. I told her to test your willpower...and you failed miserably. So now, you will join the other sissies down in the basement. Now that we have the begging and blaming out of the way, we can get on with the ceremony. Are you ready to take the brand of the Harrow house?" I was utterly destroyed...all of it, every tender kiss and hard throb...it was all a game, and worse, it wasn't even her game. I was just another chore to her. And then I saw what he meant by a brand. I guess it's because I never got to see much of Isabella from behind, but I never noticed the tramp stamp she had burned into her flesh. But it was all I could see now, an ornate 'H' knotty and pulpy from where it was seared into her soft skin just above her ass. Stark panic made me brave enough to defy them.

"You can't do this to me! I'm rich! When my mother gets home she'll see to you! You hardly have any money of your own! You just have your shitty name! Well I don't want it! Not on my skin or anywhere else! I'm Byron Templeton III. You can keep your fucking name!" I was spitting by the time I was finished, out of breath and shaking. The speech had been almost too big for me, it took what little courage I had found with it, leaving me hoping that bringing up my mother's money might save me from their wrath.

"GAH HA! Listen to him, dad, he's actually proud of the name Byron. He's named after a sissy poet and he thinks he can shit on our name! Ha! You know, Belle, normally I don't grudge fuck you flat chested sissies, but personality counts for a lot, and you just made it to the top of my 'to do' list!" I cringed at every braying word of Dirk's tirade. He took a step toward me, and I felt my asshole flinch in fear, remembering how thick he felt pressed against me in the shower, and knowing he wouldn't be a gentle lover. Surprisingly, Darren stopped his advance by simply lifting his hand in the air. For a second, I allowed myself to hope that my threat had worked. But then he spoke... "Your vapid, pill popping mother isn't coming home, Belle. She'll stay doped up and dreaming her life away at the asylum for as long as I use 'her' money to pay the doctors exorbitant fees." I realized with a sob that I hadn't worried about my mother once since she was sent off to get treated for 'exhaustion'. I wondered if that meant I was a terrible son or she was a terrible mother...probably a little of both. But I was far too scared to process any guilt at that moment, especially when my step-father continued, "Your mother named me the executor of her affairs, so I control all of the money. Since you are penniless now, I can do anything I want to you, that's the privilege of power. And if you are hoping for an inheritance to come along and save you someday, think again. You will sign away all legal claim to your mother's estate before I allow you the honor of joining our stable."

The tiniest glimmer of hope lit a long path ahead of me, one of suffering, servitude, and shame, but one that ended in freedom and splendor. I couldn't sign my rights away...it was my only hope to ever escape their clutches..."You can't make me sign anything. Someday I'll get my share of the inheritance and then we'll see how easy it is to keep me locked up." I felt the strength return to my legs and I did something I never in a million years imagined I would have done...I stood up to my step-father. Sure, I was a little unsteady on the high heels I was apparently locked into, but I was on my feet, tottering right over to him and looking him square in the eye. I could swear I saw a hint of admiration in there just before he laid me flat with backhand I could only register as a blur, a thunderclap, and an explosion of pain that knocked me to the ground.

"Father, I'm getting bored. Let me break her so we can get on with this. I'll have her begging to sign in her blood withing five minutes flat." Darius' tone was cold and dead. But his threats didn't have the intended effect...if I surrendered, I'd be at his mercy for the rest of my life. If I resisted, one day I would be free from his sadistic embrace, and from what I'd seen of his handiwork, he would torture me for fun even if I never defied him.

"Not yet. Remember, son, there are rules to this game. We go from youngest to oldest which means Dirk gets first shot at getting our stubborn little sissy to see the light." It says a lot about how completely fucked my situation was that getting hate fucked by a gorilla was a relief compared to the alternative...and that was only a temporary 'reprieve'. He made his way over to me and opened his robe, revealing his hard, naked flesh. His cock was even more fearsome than I had imagined it...and I had spent a lot more time picturing it my head than I cared to admit. It was almost as long as his father's...at least ten inches long...but much thicker...it was a fucking bludgeon...so thick I couldn't even put my hand around it. I realized with a whimper that I had my hand on his cock before he even asked...

"Now I've got to be honest, I'm not a very creative guy. I leave that kind of stuff to my older brother and my dad. But with a cock like this, who needs imagination? So here's the deal, and its going to be the best one you get all night. You sign the papers like a good little slave and I'll unlock your chastity cage. If you don't, I won't even use your spit for lube." My body didn't seem to appreciate the gravity of the situation. I was drooling for a chance to lube his cock, wondering if I could fit him in my mouth. My soft sex tried to grow hard, but only crushed against the unyielding bars of its cage.

I squirmed as my body begged me to beg him to let me sign, to feel his hands sliding over my rubber encased body, to taste him throbbing in my throat, to have him inside me, slooooowly and gently as he pushed my boi pussy to new limits. All I had to give him was everything...and at the moment it sounded like a bargain. But then I thought better of it...the single sane sliver of my mind that hadn't been paralyzed with lust or terror telling me I had to hold on for as long as it took. For once in my life, I had to be strong. "I...I...I won't sign. Do your wuh wuh worst."

"Oh no, little sissy..." He pulled my head up painfully as he leaned down into a kiss, crushing my soft lips against my teeth as sucked on my mouth. "I'm going to do my best." He thrust his tongue inside me without warning, it was thick and insistent, almost making me gag as it plunged down my throat. There was nothing loving about his kiss, but there was nothing sadistic about it either. It wasn't that he was trying to hurt me, after all, he could have broken me into pieces with his bare hands if he wanted to do. He just didn't care what happened to me as long as his ravenous appetites were sated. I trembled to think what he would do to my tender little hole if he was this rough with just his tongue. He dropped me to the floor, panting and flushed, and I knew I wouldn't have to wait long to find out.

I felt his thick fingers dig into the soft yielding flesh of my buttocks, I whimpered as he effortlessly pulled me to my knees and casually flipped my skirt up, leaving my asshole exposed and vulnerable. Despite the heart pounding panic coursing through me, my cockette was still trying desperately to get hard. It seemed no matter how often the metal bit into my tender flesh, it wouldn't take the hint. I bit my lower lip and said a silent prayer to anyone that would listen...I felt his fat cockhead press against my rosebud, trying to force it to bloom. I felt his muscles kiss my skin as he d****d over me, whispering, "Hey, Belle, I just wanted to say thanks for not signing the papers before I got a chance to fuck you raw."

"AIEEEEEEEEEEEEEEEEEEEEEE!" He forced his gigantic helmet through my taut ring, every millisecond seemed more impossible than the last. It felt like giving birth in reverse...like being impaled on a burning log...like a fat cock stretching out my asshole without the mercy of lube. Every cell inside me screamed in agony. He was slowly deforming my body, stretching it past a point the human body was ever intended to go. It was surreal...it didn't feel like flesh...flesh doesn't burn like hot coals or cut like jagged glass. Every time I thought he couldn't possibly go any longer, more fresh agony would force its way further inside me. I closed my eyes, and told myself over and over again that it was almost over...almost over...almost over...

"Well the head's in...that wasn't so bad, now was it?" Dirk's hand came crashing down on my ass, sending a shock-wave of pain that reverberated with the agony inside me, screeching a duet like some lullaby for demons. If he noticed, he didn't make any mention of it...he just kept driving his monster deeper inside me, devouring me from the inside with every impossible inch. His fingers gripped my hips, pulling me back towards him as his freight train carrying an overload cargo of heated Hell kept rolling along. I couldn't breathe to beg him to stop, couldn't think to consider signing my soul away to save my life, couldn't do anything but process pain so profound it would confound a poet. And he just kept coming...

"Fuuuuuuck...this is soooooo fucking tight! Shit...I'm not even sure you can take my full length, but it is going to be a blast finding out." Dirk was a true monster, and not just because of his ogre cock and gorilla hands...he had a satyr's soul. He wasn't even trying to get me to surrender at this point. If he was, he would have pulled out so that I could beg him not to stick his pet lamprey back in me, or at least stop to let me catch my breath. If he had...I don't know...but its hard to imagine willingly agreeing to let him continue if I had the capacity for choice at the moment. And he wasn't doing it to torture me...as inhumanly intense as it was, he wasn't going out of his way to hurt me. Even spanking me was just a show of ownership, and possibly even affection. He was a monster because my living Hell wasn't even a consideration for him...it never even crossed his mind. Once his dick was hard, he was going to find something to fuck. He was a simple b**st...the world was just a wonderful collection of holes to him...and asking whether a hole wanted to be filled was far too philosophical a question for him to ponder.

"Damn...all the way in. I should get a t-shirt made for you sissies that manage to fit my full length. Something like 'I got stabbed by the Dirk and lived to tell about it'...then again, maybe we should wait and see on that part..." I took a deep breath to prove to myself I wasn't dead yet. He was inside me...and I wasn't dead yet. I allowed myself to hope that maybe the worst was over. As he pulled out slowly, he raised my hopes even further, the pain lingered like a ghost's cock behind him, but it was ethereal, insubstantial compared to the unreal reality of his flesh. When he was all the way out, I let out a sigh as long as his prick, proving I could exhale as well. I could breathe again, and that told me I had survived. And when he shoved a fourth of his cock back into me in one thrust, and then kept hammering away a few invasive inches at a time...I learned I could scream again as well...

"AaaaAAaAAaAAAAAAiiiIIIIIEeeeEEeeeEEEEEE!" his cruel cock forced out what little air I had left in a scream so large I was amazed it fit in me in the first place. The pain had been slow and constant before, but at least it had been predictable, getting progressively worse the more he warped my tenderest tissue. This was like being gored by a wild boar from the inside. Savage, unpredictable attacks that left me panicked and waiting for the next strike, forever guessing wrong and paying with my ass.

He began to pull out, and I dared to take another breath again, then just as reached the half way point, he changed course and slammed his weapon inside me all the way to the hilt. "EEEEEEEEEEEEEEEEEEEEE" a birdlike wail flew out of me, free from the torture chamber housed inside my skin. I envied it...I was stuck inside my treacherous flesh, cursed with a body that seemed to feel everything a little too much...skin that surrendered to pleasure a little too easily, and felt the sting of the inevitable punishment even more keenly. I tried to think through the pain, but it was like there were shards of glass cutting into my brain, making my thoughts alien and disjointed. Things like...I wonder if Dirk will get grounded if he fucks me to death...if I had Dirk's body, would I be fucking a sissy in the ass right now...God, I hope they don't put 'fucked to death' on my tombstone...is this really worth my inheritance...or maybe I'd just be a really ugly sissy...how much does a new asshole cost, anyway...it went on and on like that as Dirk continued pounding me at an erratic pace.

But pain is a strange b**st, it can tear out your guts from the inside one moment and began playfully nibbling the next. I don't know if its because my asshole finally stretched wide enough to take his strange b**st, or if my blood was acting as some sort of primitive lube, or maybe my brain finally said 'fuck it, I'm not processing this shit anymore. If you want to get fucked by a rhino horn or whatever it is, that's your business.', but whatever the reason, the pain lessened to the point that it felt like pleasure compared to what came before. The adrenaline and endorphins flooding my body probably didn't hurt either, making me feel high, doped and wired at the same time, without a shred of shame or sanity to prevent me from rolling my hips back onto his cock just so I could feel him slam them back down. I giggled and grunted as I felt his freakish manhood swell to grow impossibly thicker in response.

"Damn...who...ungh...taught you...nngh that?" A sick thrill kissed its way up my spine sending icy-hot shivers that made me melt. Of course I hated him, there were enough scraps of me left to remember that even as I squeezed his cock with my aching asshole and winced through the reminder of how bad it could hurt.,,but hating him was what made it so hot...so forbidden...so kinky. I was a novice to surrender, but I was learning fast, and I loved to study...especially since I had just discovered the ironic sense of power in controlling how much pleasure he would receive. A slight roll of the hips, a subtle squeeze, a sudden thrust backwards, all drove him closer to the brink of oblivion, or slowed him maddeningly. Sure he, could have held me down and pounded away at me and there would have been nothing I could do to stop him. He could make me into a weak, whimpering hole, but if wanted more pleasure than he could drill out of me, he would have to let me work my magic.

"Fuck...that's it...GGRAAAGH...you earned it!" Dirk's savage roar shook the room, traveling down his mountain of a body like an avalanche, gaining momentum until I exploded out of his cock, practically punching me with a torrent of his man mead. Thankfully, his scream drowned out my own, as every muscle in my body seized up and sucked out every last drop of his cum. Maybe it was some sort of instinctive attempt to put out the fire still blazing in my abused ass. Maybe I was responding vicariously to his pleasure as I always seemed to do, my body recognizing a superior a****l's right to pleasure and rejoicing that I brought it about. But most likely, it was just the chemical waste my brain was shitting throughout my body after suffering through the sustained brutality of Dirk's love making.

Whatever it was, if faded as soon as it came, leaving me to feel the cool air hitting my inflamed guts as my asshole gaped lewdly. I felt paradoxically empty and full the same time...my boi pussy ruined, maybe forever stretched wide and hungry, while at the same time, the outline of his cock lingered in the form of every throbbing nerve in my ass crying out in pain. It was a dull, stabbing throb, a hurt that had faded, but refused to leave my side...like a possessive lover wanting to hold me close as long as he could. Still it wasn't half as bad as the throbbing ache pushing insistently against my chastity cage, confused and betrayed that it hadn't gotten to cum after such a rough fuck. Maybe if he had pounded my prostate a little bit longer...but I pushed thoughts like that out of my head, not wanting to want the man that was trying to enslave me. Instead I gathered tiny shreds of my willpower of the floor and looking up at Dirk asked, "Do you surrender now?"

I cringed as his hand raised high in the air, ready to strike me down..."DIRK DANIEL HARROW! You will not lay a hand on her. You have cum, and thus your turn is ended. Now calm down and control yourself. Let's see if Darius fares any better." Relief turned to horror as Darius made his way over to me. If Dirk was a monster out of carelessness, Darius was one out of dedication. All I had to do was look at the scars on his sissy's skin between the ink and piercings to know what kind of man he was. Every step he took brought me one step closer to the gallows. I held my breath and closed my eyes, stupidly acting as if it would make a difference, as if I'd open my eyes and see anything but Darius' sadistic smile.

"Aww, look at you, you're shaking like a leaf. Don't worry, my beautiful Belle, I'm not going to hurt you. Hurt you? Heh...you should be so lucky..." He took my head in his hands and lifted me into a kiss, softer than I expected, our lips merely grazing one another. I didn't know what to do with a kiss like that. Even when Isabella was playing at being romantic, her kisses were powerful, passionate. I kept expecting him to take advantage of my confusion my forcing his tongue down my throat, but to my surprise, he just kept gently pressing his lips to mine, never opening his mouth or more importantly, mine. His fingertips stroked my cheek and I started to squirm in his arms. He held me close, but allowed me to writhe in perplexed frustration, never gripping me to tightly or taking advantage of the obvious strength housed in his taut muscles. In a moment of weakness, I found myself sucking on his lips, trying to part them with my tongue, trying to coax out a real kiss from him, the kind that hurt. I just wanted things to make sense again...

"Now, now, Belle, this is supposed to be torture, remember? So I can't have you acting on those nasty little urges of yours. You will behave yourself and meekly accept whatever I do to you or there will be consequences." His tone was gentle, but in a practiced, artificial way that was even more terrifying than his usual serial-killer cold affect. He held my head firmly as he held me with his lips hovering over mine, but he didn't hurt me in the slightest. My imagination ran wild, I was on the verge of tears just from trying to picture what agonizing abomination he would perform if I didn't obey. I knew that was exactly what he wanted, to twist my fear inside me like a knife and let me torture myself, all while being gentle as a lamb...but knowing his game and being able to prevent it from working on me were two very different things...

"puh puh Please duh duh don't huh huh hurt me." I immediately regretted pleading for mercy, giving him that much more power over me. He paid no attention to it, mercy being a concept as alien to him as fire is to a fish. Instead, he pulled me into his lap and pulled my top down over my shoulder, and began covering my exposed flesh with tender, teasing kisses...my skin sizzled and I felt myself melting into his lap despite myself. I couldn't control my body, this was everything it wanted, to be controlled and helpless and loved...all at once. And it was too stupid to know it was all a sick game. I rubbed my ass against his lap feeling his impressive hardness against my soft skin, I imagined how tender he would feel inside me...and my cage closed in around my swelling flesh, sending a spasm of pain from my groin to my gut, where it stewed and festered. Now I knew his plan...to kill me with kindness. "I know what you're trying to do, Darius, and it woOoOooOOOOOHH!"

"Sorry, you trailed off there at the end. Something about this not working?" I'm putty in his hands as he toys with erogenous zones I never knew I had. He was rubbing slow circles around my nipples, running his tongue along the outside of my ear and darting in and out like a thief, and lightly nibbling on my neck, my pulse pounding so hard he could probably taste it. By the time he peeled off my leather dress and left me naked save for my maid's cap, stockings, and cockette cage, I was a whimpering mess. I didn't know how long I could take it. Every sweet caress was followed by the increasingly brutal bite of cold steel. And if I understood the fucked up rules right, he got to play with me until he came. But he showed no sign that he was going to fuck me...which meant I was fucked. And then things got worse...

"NoOOoOOOOh pleeeeeeeasssssse doOOOooOOOn't!" His fingers found there way inside my gaping hole. I wish I could say I was moaning for him to stop because it was still sore, but the stabs of pain where a welcome respite compared to what followed them. Darius proved himself an artist with his fingers, manipulating my sissy spot with a skill and dexterity that would have impressed the world's finest watchmakers or bomb defusers. He was certainly winding me up, hitting sissy spots I didn't even know I had, making my entire body an exposed nerve, every inch of flesh soaking up the slightest physical contact. My own sweat trailing down my trembling flesh like teasing fingers, his hard swimmers physique rubbing against my soft, yielding flesh...well, more like my soft yielding flesh rubbing up against his hard body, but same difference. My genitals stubbornly refused to yield to its prison. I was starting to think it had more fight in it than I did. But then I felt a familiar twinge, like a chord being struck inside me...that bubbling bliss building to an ecstatic eruption. My body leapt on the shred of hope like a feral dog lunging for a scrap of raw meat. And that's what I was at that point...raw meat. Mindlessly racing towards a goal my mind was telling me I'd never reach. Because even if I could find a way to cum with this cage on, Darius would never have given me the satisfaction. True to form, the moment before I exploded, he pulled back, defusing me with expert finesse.

"You probably think I'm cruel, don't you? It's okay, you don't have to answer, I know how you sissies whisper behind my back, how you always scurried away to avoid me in the halls. As if I was your step-boogeyman. But if you could see through my eyes right now, you'd know I am the most compassionate man you've ever had the honor of meeting." As if to 'prove' his point, he begins playing me like an instrument again, one had on my nipples, the other inside me, and his lips raining down a barrage of soft kiss along the nape of my neck. He composed a symphony of whimpers and moans as he continued to string me along and hang me out to dry. The longer he played and the more crescendos he cut off, the more the pleasure turned to pain. It got so bad I was getting nostalgic for something as sweet as a raw ravishment. I was willing to do almost anything for a little relief...but not anything.

"NNH nev uh uh Never...suh uh unh surrender. Nnh nuh not to yuh yuh yoooOOoooOOH!" Darius' plan had backfired. Sure I was so exhausted I didn't know if I would have the strength for the next moan, sure I was dying to taste ever last inch of him, sure his loving treatment had left me in a state of Purgatory I'd gladly have cut off a pound of flesh to escape, but that was his mistake. HE was the cause of it all. And all I had to do was nothing and he couldn't win. It was a daunting task, but I had a lifetime of practice at doing nothing, and I intended to use it to my advantage.

"Sigh...and now you're blaming me for your own stubbornness. Making me the villain in your dime store dreadful so you don't have to face the truth. You want to be our slave just as much as the other sissies, you just want it forced upon you so you don't have to admit it. That's why I am the kindest man you'll ever meet. I'm willing to play the heavy for you, to make you do things you would never dare admit you wanted to do, things you beg me to stop until your throat grows so hoarse you can't even whimper. And then I'll make you do things you never even knew existed, and I will make you love them. And yes, you will hate me for it, but that is a price I am willing to pay." Throughout his self-deluded tirade, Darius, continued to torment me with suffering I apparently wanted but was too afraid to admit. Funny, I just thought I hated his living guts.

I knew I had to do something. Darius was hard, but showing no hints of an impending orgasm. And as much as I hated him, I doubted I could withstand his abuse as long as he could dish it out. I didn't think, if I did, I probably would have cowered from the idea like a scared little rabbit. Instead, I reached inside the boiling pit of bile that made up my innards and pulled out a s**thing onslaught, "Fuck you, you wimp! At least, Dirk had the balls to fuck me. You're so afraid I'll make you cum before I surrender that you are just fingering me like a virgin on prom night."

Darius threw me to the ground, towering over me, his voice lost it's gentle polish and was left with the cold steely tone of a sharp knife. "I don't know which is worse, that you would insult me like that, or that you think I'm stupid enough to fall for it. I tried doing this the easy way. I thought you would appreciate the creativity of my approach. But if you want it more traditional, then so be it. I'll bring out my toys and have you begging to be our slave inside five hours." I was scared stupid for a moment. All I wanted to do was hide under a rock and never come out. But there was nowhere to hide, and Darius was reaching down for me, his hand looming larger and larger over my face until it blotted out everything else. Mindlessly, I blurted out, "I can make you cum in under five minutes! I'd bet my freedom on it!" He paused, perplexed, and for a moment, I heaved a sigh of relief...and then it hit me...I had no idea how I was going to make him cum!

"Hmm...my way is much more certain, but what's life without a little risk? Very well, the timer starts from the moment I stick my cock in your gaping cunt and you have five minutes to make me cum or you sign your fortune and freedom away?" I just sort of nodded dumbly, hoping whatever part of my brain shit out that challenge would come up with an idea on how to win it. But all I could think of is what it would feel like hanging in one of those cages in the basement. I could taste the gruel already, feel the dark close in around me...no, not the dark, Darius' arms, pulling me to my knees, spreading me wide as his cock slid inside me without the slightest resistance.

Minute one...I was surprised at the length and girth of Darius' cock, it was only a little bigger than the 'runt' of the families. Sure, it was a nice size, but nothing compared to Dirk's or his father's, and it didn't have that comely curve that Dale's did, so he couldn't hit my sweet spot nearly as hard. I was beginning to understand why he got so good with his fingers...I stifled a laugh, knowing mocking his prowess wouldn't be the best way to make him cum...

By minute two I was ready to take back everything I didn't dare say about his endowments. He wielded his rod as masterfully as he had used his fingers, churning up my abused ass and sending those familiar sparks of mind melting bliss much sooner than I was prepared for. If he kept up like this, I might actually cross that threshold I'd been denied for so long, but all thoughts of making him cum had melted into a thick drool that ran down my chin.

Minute three stretched out into infinity. Every eternal second an inch closer to paradise as I crawled up from miles down in Hell...but still, Heaven was in sight. My body knew what to do even if I did not, rolling my hips as I thrust back onto his cock...milking his manhood with my soft, tight muscles...using every technique I learned from getting Dirk off in a desperate attempt to make him cum. I felt a little throb, but I knew there was no way I'd make him cum at this rate. I could feel a leash bite into my neck. I imagined him leering down at my bloodied body...and then it hit me...

Minute four was a decisive moment, I didn't plan it, I would have never been that stupid, or that brave. But something inside me knew what Darius wanted even if the rest of me was too terrified to contemplate it. I slammed my head into the hard oak floor, sending blood gushing from my nose onto my plump, shiny lips. Darius paused, paralyzed with shock as I looked back up at him, gave him a cum hither look and smiled even as the blood dripped from my chin...and squeezed...

"NNH! Wait...NO!" Darius erupted inside me like a water balloon popping every last drop of cum bursting out of him in a shotgun blast of sticky seed. I cooed in frustrated satisfaction, knowing I would be denied release that much longer, but momentarily content with my meaningless victory. To Darius' credit, it did not take him long to regain his composure, he covered his shame in his robes, stepping back into the shadows without a word of reproach.

"My my...I must say I'm impressed. I half expected you would outlast, Dirk. After all, the shock carried you through the ordeal more than anything, and Dirk's approach has always been, shall we say, direct? But to best Darius? That I did not expect. I'll have to reconsider my opinion of you...slightly. For that, you deserve a small boon. You are the only one in this room that isn't 100% certain that you will beg to be our slave. And I suspect that deep down you know you will too. So, I could walk over there and work my wonders, but that would be too easy. You've earned something a little more...poetic. So I will allow Isabella to take my turn. Isabella, you have five minutes to make her beg. If you don't...ah but why dwell on such an ugly thought?"

My jaw dropped as Isabella slowly crawled towards me, her eyes growing hungrier as she slowly sauntered over...but there was something else in them too, something I wanted to believe was regret. But when she smiled and ran her tongue slowly across her sensuous smirk, it was hard to imagine she felt anything but pride in what she'd done to me. I steeled my defenses, ready for any of her usual tricks. I figured she'd boss me around, fuck me silly, maybe feed me all of the cum pooling in my asshole baby bird style. Whatever she did, it would all be a part of the same sick game she had played from day one. Seduce and destroy...I was wise to it, and I wasn't going to let her push me around anymore...no matter how much I craved it. All I had to do was last five minutes...

What I didn't expect...what I wasn't prepared for...what I had no defense for...was for her to wrap her smirking lips around my earlobe, whispering, "I'm so sorry, Belle. But I had no choice...I still don't. And neither do you...at least this way, we can be together..." her voice was low, and ragged, full of a hurt I had never heard from her before. It wasn't until I heard the fear in her voice, the profound hopelessness, that I realized how pointless it was to try to resist. Sure, I could last long enough to ensure that Isabella suffered for my stubbornness, but surprisingly, the thought of that only made me feel guilty. And if I could, which I wasn't so sure of, what would be the point? After they finished their little game, they wouldn't just let me go. They had the rest of my life to make me sign whatever they wanted to. I had already lost whatever game they wanted to play the moment they made the rules. Four minutes were only a formality...

I took her head in my hands, my lips tingling against hers, tears streaming down my cheeks, I begged, "Please, just give me a little longer...please pretend with me, for just a minute..." She didn't say a word, but I saw something soften in those hungry eyes of hers, and felt her hands pulling me into a kiss. Our mouths wrestled as if they were trying to swallow one another, our tongues wrapped around one another, sliding and twisting as if trying to get a good grip. She drank down my sobs and fed me moans with her slick little tongue. We fell to the floor, every limb frantically wrapping around each other as out sweat slick bodies slid against each other. We desperately clung to one another, trying to hold onto the lie for just one more second, to pretend there was still love somewhere underneath all the hurt and betrayal...to pretend it was there to begin with...but our time was running out...only three minutes to go...

I knew she didn't really love me. I knew this was just another chore for her, a way to stay in her Master's good graces. I knew that once I was down in the basement, I would be just another annoying sissy she had to keep in line. But that was okay, because the truth didn't matter in her arms. All that mattered was that I could believe in the lie just a little longer. This was the only thing I could do for her, the only way I could ever help her. And as long as I could pretend she loved me as much as I wanted to love her, it was worth any price. I pulled my mouth off hers reluctantly, crying out, "Please, let me sign!" I was pretty sure I still had two minutes, but I didn't want to risk cutting it too close.

"See boys? Never send a man to do a sissy's job. Give Belle the papers. I'll get the branding iron ready." He made his way over to one of the red velvet curtains and pulled an iron out of a brick oven cut into the wall. It glowed white and it lit his cowled face with a Hellish light. I couldn't take my eyes off it, even as Isabella handed me the papers, stroking my hair as I laid my head in her lap, signing every page she told me to. I moaned a sigh of relief as I heard the click of my cage freeing my sore sissy clit. I stroked it feverishly, hoping for a little escape even as the walls were closing in on me. My new Masters stood over me, their arrogant pricks turning their noses up at me as they delighted in my despair. Master Darren walked behind me firmly ordering, "Up on all fours, Belle. I want to make this a memorable occasion for you."

I doubted I would ever be able to forget it, no matter how hard I tried, and I buried my face in Isabella's bosom, not wanting them to see my cowardly sobbing. I was in agony imagining how much it would hurt, but instead of the hot hiss of the iron, I felt a much more welcome heat sliding in my well prepared hole. Despite Dirk's earlier abuse, I was at least well lubed with two loads of cum, and with my pathetic clit free to throb and leak all over the hard wood floors, all I cared about was feeling him hit my sweet spot as hard as he could. I flashed back to my room that first day with Isabella...watching him force his cock into her eager hole, not being able to imagine what it would feel like to be her. It turned out my imagination was woefully lacking. His experienced thrusts made Darius seem like an amateur, and his inexhaustible passion made Dirk look like a two-pump-chump. I had already given up everything I ever had or ever would have, so pretending I wasn't in love with his cock seemed like a moot point. "Yeeeeeeeeeesssss! Fuck me! Please! Fuck me harder! I'm so close...I'm so...EEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEE!"

The hours of torture and teasing, the terror and torment, the hopelessness and heartbreak...all of it left me in hot sticky squirts, my body finally getting the release it had been begging for. Mindless, a****l, pure, perfect pleasure...I almost felt sorry for them...they would never know such wonder, never feel every goosebump on their smooth skin become a throbbing clit, never cum so hard they went to that place no one could touch them...and stay there as long as a hard cock sawed in and out of them, breaking down the gates of Heaven with relentless pounding so I could sneak in. The voice of God spoke to me, sounding surprisingly like my new Master, "That's a good gurl. You're going to be so beautiful when the surgeons finish with you. You've had a fine head start, but wait until we give you the body to match your slutty soul. You'll see, you'll learn to love being a slave. Your kind always does..."

Who was I to argue with God? Especially while he was fucking me? I looked up and saw an angel smiling down on me and I knew I'd made the right decision. I was in Heaven...and then I felt the brand. At first I thought they made a mistake. It was ice cold...how was it supposed to burn their mark into my flesh? It seared my nerves on contact, making the initial heat too powerful to process, but luckily, there was so much more pain that followed, so I wouldn't be confused. I was cast into Hell, paying for the only sin in my step-father's eyes...weakness. I was damned, screaming up into the face of a succubus as she looked down at me with hollow eyes. Then again, maybe there was something in them, I hoped I was wrong, that it was just the pain blurring my vision...making everything go fuzzy and dark until I fell into a void even darker and more desolate than in my nightmare...

I was disappearing...being murdered, the last of my manhood and will burned alive and screaming. Byron was dying, and what little mind I had left was telling me that whenever I opened my eyes next, it would be as Belle. I would no longer be the Young Master...

I would be the Young Sissy...