Pleasing the prisonâs female Warden
Sierra was sitting in the highly overcrowded cell, shoulder to shoulder with her fellow orange shirt clad inmates. No one was talking. Not one of the cowering women even chanced looking at another. It was just the way it was in this nightmarish place.
Sierra shifted on her bare ass. The dirt of the concrete floor grinding into her buttocks as she tried to find comfort amongst the ten other whimpering women crammed into the tiny two meter wide by three meter deep cell.
Some of the newer inmates, the ones sobbing and whimpering the most, still had on some underwear. Those were the panties they were no doubt wearing the day they were snatched up by the secret police.
All the women of course wore the bright orange t-shirts that simply said âPrisonerâ on the back and the front. But as was the nature of this place, to make the women feel fully degraded and humiliated, not one other piece of clothing was issued to themâŚever.
This meant that for long-time inmates like the one sitting next to Sierra, they usually had nothing on at all. Their clothes long ago worn out and shredded off their abused bodies.
The skin and bones frame of this woman, with sagging and horribly whip maimed tits, utterly meant her entire body was exposed to the elements and all the leering guards.Â
Though she didnât get many looks any more since she had been here so long and suffered so badly, she easily looked twice her age, and any appealing aspect of her femineity had long ago disappeared.
Sierra was just happy that after her first few months in this horrible place she still had her orange prison issued top to shield part of her body from the always lecherous eyes of the roaming guards.Â
Though her underwear was long gone. Her white panties destroyed in the first few weeks by the guards in their usual rough handling of her.
Sierra shifted about, again bumping into the skinny naked woman beside her as her balance tilted slightly.Â
Sierraâs shackled hands, locked securely behind her back and stuck by a short chain to her collar, like all the other women sitting in the cell, allowed her no way to catch herself.
âWatch it you stupid, bitchâŚFuck, youâre a moron.â The long-term inmate growled at a contrite looking Sierra.Â
The scrawny woman, a look of disgust on her filthy and sunken in face, even tried to poke Sierra in the side with her extremely boney elbow. Her chains rattled loudly as she sneered at Sierra and she tried to move her trapped arms about.
After sitting there for days on end, month after month, shoulder to shoulder, Sierra still did not know this womanâs name, but she did know the woman hated everyone around her.Â
The woman had spat many times on Sierra and once even found a way to lift her half-starved boney ass up off the messy floor to piss on a shocked and whimpering Sierra.
Sierra was about to say âSorryâ when the thick steel door to the cell flung open. There stood two large hulking guards flanking the most feared employee in this secret prison, the Warden!
She stood over six feet tall in her 5 inch heels. She had on a plain black blouse, the top three buttons loose to show her ample cleavage. She also wore a plain and simple grey skirt, though the hem of it barely fell to mid-thigh and a long sexy slit up the side meant it was very flexible to wear.Â
It was a perfect outfit for a lesbian dominatrix who loved having her pussy tongued out by the cowering females under her âcareâ.
The stern face Warden put her hands on her hips. She braced herself in her Louboutin shoes and then asked,
âLadyâsâŚWhat the fuck!...Did I just hear one of you say something? Did one of you have the nerve to carry on a conversationâŚin my prison?...Who the fuck spoke?âÂ
The Wardenâs eyes travelled over the pack of bowed and trembling heads. When no one acknowledged the sneering woman, she napped her fingers and then randomly pointed into the pack of shivering heads.
âTake that one, bolt her into the stocks in the compound and then whip her until you canât see any of her pasty white ass anymore.â She barked at the guard on her left.
He waded through the pack of shrieking and whimpering women, kicking them hard if they blocked his path for more than a split second.Â
When he came to stand right at Sierraâs shaking feet, heavily shackled and drawn in close to her bare ass, to her relief he pointed down to the newly incarcerated young woman that sat just in front of her.Â
The girl was shaking her head from side to side and moaning to herself, ânoâŚnoâŚnoâÂ
âThis bitchâŚ.maâam?â he asked as her grasped the back of the girlâs collar and her cruelly shackled hands.
The terrified young woman wasnât actually the inmate the Warden had been pointing at, but the sadistic woman didnât care. Plus, she knew the one he was selecting had barely been in this place a week and for sure this could be a good teaching lesson for the pretty little bitch who was facing a 20 year sentence in this place for posting disparaging online comments about the President.
âSureâŚsheâll doâŚit will be a good lesson for this new one to suffer and learn why these pieces of shit need to always keep their mouths shutâŚRight ladies?â
The young prisoner was screaming now, pleading that she had âdone nothing wrongâ. Her trapped hands were clawing at nothing as the guard hauled her up on to her feet. Feet weighed down by huge steel shackles.
With one strong hand he grabbed the waist band of her flowered cotton briefs which he then yanked and ripped away from her body.Â
âCanât have these covering your sexy tight bottom if we are going to whip the shit out of it!...And wow, thatâs some nicely looked after pussy down there too!â he decreed with a loud laugh.
âMaybe, bitch, if youâre obedient and share that fine pussy with us, we wonât shred your ass so badlyâŚright madam Warden?â he said, cupping the shocked looking girlâs newly exposed mound.Â
His fingers pushed in through the terrified girlâs well-manicured pubic hair. His long digits probed into her folds, making her shake her head and whimper in shock as his handsy intruding continued before turning his attention to his boss, the smirking Warden.Â
She just nodded back at him and replied,
âJust drag the little slut out of here and do what you feel like doin to her! Though, after youâve introduced her to the rest of the afternoon guard shift, give her cute ass at least 20 lashes, so she does get a good taste of her new life in hereâŚâ
The screaming and begging young inmate and the grinning guard both quickly disappeared from sight. Though the girlâs unending sobs and begging for mercy screams could be heard long afterward as she was dragged slowly down the hall by her hair.Â
Her heavily shackled feet having to work hard to move the mighty amount of heavy thick steel and chain trapping them. It was a sick and degrading feeling that Sierra, and every other prisoner in this cruel place, knew all too well.
The stern looking Warden once again put her hands on her hips and she smiled over the group of filthy-haired, partially clothed, inmates. Sierra chanced a look upwards, only to have her eyes lock with the evilly smiling Wardenâs.Â
The Warden winked at her and in that instant Sierra knew why the Warden had come. Sierra gulped and began to anxiously tremble, knowing full well what came next.Â
The Warden snapped her fingers in the air, and she gruffly ordered the remaining guard,
âGrab you know who, my favorite one sitting over there, inmate 144⌠something. Take her to my personal interrogation cell. Get her ready for some late afternoon questioning.â
The guard nodded at his boss who licked her lips at Sierra. Then she twirled around to depart the cell doorway. She was out of sight by the time the guard had a grip on Sierraâs long hair and was hauling her up onto her feet.
âYou know the way, inmateâŚget marchin!â he bellowed as Sierra tried her best to maneuver her heavily shackled feet through the pack of chained up, whining and sobbing women all sitting there at her feet.
The guard was laughing behind her as he kicked out at a few of the women desperate to wriggle their ass out of the way. At least he hadnât taken out his shock baton to make them, or herself, scream for no good reason she thought to herself.
Even though she was naked from the waist down, hands still trapped behind her back, she tried not to think about how pathetic she must look.Â
She tried to block out the feelings of degradation and humiliation that threatened to break her, especially as she was paraded towards a group of six more guards leering at her from the end of the hallway.
Once out in the uncrowded confines of the secret prisonâs labyrinth of hallways, she actually breathed a momentary sigh of relief. The air seemed to be less stench laden out here and she wasnât squeezed up to another sniveling and whimpering womanâs sweaty flesh.
But then they began to walk down these long series of brightly lit hallways that led to more remote and threatening parts of the prison and the anxiety and fear that came with being forced to cumbersomely march to those places, bottomless and in chains, quickly returned.
Sierraâs aching wrists were still cruelly locked up high in the middle of her back. Her chaffing ankles were still wrapped in heavy bolted together rings of iron and then locked together with the heaviest of chains. It all kept her steps slow and cumbersome.
And of course, her entire ass and pussy was exposed. The orange shirt she was wearing was nowhere near long enough to offer her any modesty. Her bum with its simple prisoner number tattoo was fully in the lip-smacking guardâs view.Â
He was enjoying the show as she waddled along in her strict restraints. And as they passed a check point of three leering guards, she tried not to look at how much they were focusing down at her exposed pussy.
As they passed the other guards, one smiled and said,
âNice ass, inmateâŚI see you havenât been here long enough yet for it to thin down to something boney and uglyâŚ.Yep bitchâŚthatâs some very nice ass you got there.â
Sierra said nothing but she did come to a shrieking halt as the guard behind her grabbed her hair and he tugged her to a sudden stop. Then he smacked her ass hard with his broad open palm and growled,
âWhat the fuck, inmate, he just praised your ass, bitch! What do you say back?â
Sierra twisted her head in her thick collar to look over at the three grinning guards. Some tears leaked from her distressed eyes as she stuttered out the only words that she could think of in that moment.
âThank you, SirâŚthank youâŚ.OOWWWâŚGAAWD!â she then screamed as the guard leading her to the Wardenâs private interrogation cell prodded her with his electrified shock baton.
âMove it, slut, enough with the flirting.â He chuckled at her as he shocked her bare ass cheeks one more time for good measure.
But this time he dug the electrodes hard in between her ass cheeks and he kept the voltage flowing for seconds as she screamed and tried to walk her heavily shackled feet fast as she could muster down the hall.
âDonât burn the bitchâs ass up, HankâŚThe Warden likes those asses she fucks with to be nice and somewhat fresh looking!â shouted out one of the three guards now well out of her blurry tear blocked vision.
Unbelievably it was a comment that brought her relief since the guard forcing her along the hallway did stop shocking her ass.Â
But when they finally arrived at the steel door marked simply âInterrogation Cell #1â he stepped up close behind her, his hands kneading her ample bum and his nasty breath in the side of her face.
âSo, when we get inside this cell, you gonna thank me for not shocking the fuck out of your ass, inmate, as we took our nice afternoon walk?â
His hands then slid over her bare hips and to her front. She could feel his rock hard erection under the fabric of his guard trousers as he rubbed his crotch up against her butt and his hands travelled all around her lower bare torso to finally land on her mound.
He pulled painfully up on a few small clumps of her pubic hair and he lustfully growled, âAre you gonna thank me in there or what?â
Having to stand on her toes as he pulled up on her brown pubic curls, Sierra through her deep winces managed to grit her teeth, nod her head and say simply, âYesâŚyes SirâŚI âll thank youâŚ.I âll thank youâŚSir!â
Which is how twenty minutes later Sierra came to be in the cell on her bruised knees, hands still stuck behind her back, and hot sticky semen leaking from the corners of her gasping mouth.Â
There was even a long string of cum hanging off her chin and her orange shirt was dappled across the chest where it said PRISONER with wet spots of drool and fresh white ejaculate.Â
This was the pose she was in as the high heels of the Warden came clicking in through the door.
âAh, so you decided to start the without me.â Stated the Warden her in her usual cold business like voice.
The guard patted the top of Sierraâs head as she tried to swallow down the last of what he had just shot into her mouth.
âThis obedient prisoner was quite adamant that she thank me, for getting her down here safelyâŚYou know how dangerous a prison can be.â
Sierra kept her head bowed and her eyes focused on the floor. Though within seconds the space she was staring at was taken up with a pair of red shoes that would have cost more than her monthly rent if she were still free and living a normal life. But there was nothing normal now about her existence.
The Warden marched over to a corner of the cell and pulled out a stool sitting there by a rolling table that was covered by a cloth. Sierra had once caught a glimpse of what was under that cloth.Â
Just that one glimpse of those tools of torture and she had resolved herself to do anything to never be on the receiving end of those horrific looking devices, or even see under the cloth again for that matter.
The Warden took a seat on the stool, her slit skirt riding up so high, almost all of her thighs were in full view for the grinning guard.
And at Sierraâs kneeling level, the cum swallowing prisoner got a good glimpse of the Wardenâs well-manicured pussy. Not a stitch of underwear was in sight as Sierra glanced away from the demanding womanâs exposed crotch.
 The Warden tapped her chin, smiled, and then with a sexy aroused voice, ordered the guard,
âStand the bitch up and uncuff her wristsâŚand then you can leaveâŚI need my alone time with this one.â
âAs you wish maâam.â Is all the well satisfied guard could say.Â
He was quite well satisfied having just spent almost all of the last twenty minutes with his cock in Sierraâs groveling mouth. Even his balls he had the snotty whimpering bitch put one at a time into her mouth, all while he held the shock baton hard into her tits.
Her fear to not be on the abusive end of his sadistic tool of control, making her eager to suck on his cock. Eager to try and swallow what came out of it so she wouldnât end up feeling the painful jolts of electricity that he could pulse through her tits.
He yanked Sierra up on to her feet by the short neck chain, making her gasp as the collar dug cruelly into her throat.
And then she felt it. The most magnificent and rare feeling. Her wrist cuffs were unlocked from her neck chain. Her weak arms were released from the strict 24-7 captivity of being stuck behind her back and they fell to her sides.Â
She slowly moved her hands to her front and for the first time in probably over a week, she looked down at her hands. She flexed her fingers and then rubbed her hands together, letting them hang there in an unconscious weak attempt to cover the front of her exposed lower half.
She didnât even realize she was doing it until the Warden barked at her.
âDONâT HIDE THE GOODS, INMATEâŚKEEP YOUR PUSSY FRONT AND CENTER FOR ME TO ADMIRE!â
Sierra immediately let her hands fall to her sides. The short lengths of chain still hanging off her permanent wrist shackles bounced off her bare hips and upper thighs.
Thatâs betterâŚYou can go now, guardâŚIâll take things from hereâŚ.Oh. but remember what I want done at the top of the hour!â The Warden stated with an evil smile on her face.
The guard smirked, nodded and left. The Warden shifted on her stool. She spread her legs so that her pussy could easily be seen by a nervously trembling and blushing Sierra. For Sierra knew what came next in this room. This was not her first visit to this place.
So, inmate, do we start with you getting down on your knees and licking my cunt till I pull on your hair and I spurt in your face? âŚOr do we end with that?...After I vigorously fuck your dirty snatch with one of our toys?â
The Warden smiled evilly and directed her head nod over at the lone barred window in the cell. A window from which one could glimpse the outside world, albeit just a small chunk of blue sky that appeared over the high walls of the prison⌠and the gallows and punishment posts that stood out there in the compound.Â
Sierra relished these little views of the sky. It was the only time so far in her unjust incarceration that she ever got to glimpse anything other than gloomy concrete walls, piss stained floors, and the dirty bruised and abused flesh of other women crammed into her cell.
But the window also harbored something much more sinister. It was where the Warden kept her collection of âtoysâ. A collection that many a prisoner in this cruel place had become familiar with, and not in a fun way.
Sierra looked over her shoulder at the small window. Even from this angle she caught the glimpse of a sliver of blue sky and some birds, and she felt the most minute, tiniest bit of joy.
But of course, the sordid noose swaying in the breeze also caught her attention, as did the phallic sex toys and painful looking ass stretching plugs sitting in front of the bars. Sierra shuddered; she didnât know what to do or say.
The Warden checked her diamond studded wristwatch and then shifted off the chair.
âWell, inmate, I shall decide for us then! I think first you should pick something for me to fuck you with. Something which I can stick in you pussy, ram in your cunt, pump into your tight channel over and over again, as I stand behind you and you stare out that windowâŚwatching the surprise I have planned for you.â
Sierraâs head popped back up, her teary fear filled eyes opening wide. âW..w..what?â is all she managed to stutter out as the Warden snapped her fingers and demanded,
âGet over to the fucking window and assume the position, inmate. Hands spread on the wall! Your fuckable lovely ass facing me, and then drop your mouth and put those cum coated lips of yours around what you choose to get fucked withâŚby me.âÂ
Sierra knew all this. She knew what the horny domineering Warden wanted of her. It was like this almost every time they came to this cell. She was just in anxious confusion at what the Warden had said about a surprise.
She was startled out of her shock by the slap of the stern womanâs hand to her pussy. Sierra shrieked as the Warden grabbed at her pussy and she dug her long nails into Sierraâs softest flesh.Â
âGet the fuck over there and choose something for me to pump into your cunt!âŚYou understand, inmate? Or do I call for a guard so he can throw you into one of the solitary pits and we all forget you ever existedâŚfor the rest of your sentence?âÂ
Sierra violently shook her head about. She had heard about the hellish âpitsâ and she wanted to never find out what those were either.
âNo pits maâamâŚpleaseâŚI âŚI understandâŚI âll go to the window, maâam.âÂ
Those words of capitulation had the Warden grinning at Sierra as the poor terrified prisoner turned and she dragged her heavily chained feet across the cell floor.Â
Once at the barred cell window she stopped for the briefest of seconds to glance up at the blue sky, then she dipped her head and using her mouth she took hold of a most cock like looking dildo resting on the sill of the window.
Sierra flinched as from behind the Wardenâs hands grasped both her butt cheeks. The Wardenâs long sharp nails dug into her buttocks. The pressure only releasing when the Warden moved her hands out and across Sierraâs ass and then up to her waist.
From there, the Wardenâs hands wrapped around Sierraâs tightening stomach. They pushed up under Sierraâs well stained orange prison shirt, travelling up until the Warden had firmly cupped both of Sierraâs tits.
The Wardenâs warm breath was on the side of Sierra shivering face. Sierra could only moan since she still had the fake penis head lodged in her mouth. The dildo just hanging there from her mouth as the Warden huskily told the trembling prisoner,
âHmmm, good choiceâŚI always enjoy the feel of this one in my hand as I grip it and push it into a wet cunt. A few of you always pick this one...I think most of you incarcerated bitches are actually dirty whores, who secretly like getting fucked with such big thick things!â
The Wardenâs hand left Sierraâs right breast. It came out from under her orange shirt and took a grip of the fake cock that was lodged firm in between Sierraâs pursed lips.
âOh yes, lick it a little more if want to make it slide in easierâŚgo ahead and give it a good suck, inmateâŚsee how nice and thoughtful I can be.â
Sierra took the unexpected offer of kindness and sucked and slobbered on the fake penis that would soon be making her shriek. It always did.Â
But then the entire collection, of so called toys the Warden had, they all seemed oversized and built to do nothing but cause deep uncomfortable agony to those who didnât want them forced into their bodyâs.
Sierra clenched her eyes shut as the Warden pulled the dildo of her slobbering mouth and she ran the saliva coated tip down to Sierraâs exposed pelvic mound, circling it around Sierraâs curly haired patch.Â
âNow spread those chained feet of yours, arch your back and angle your hips so you can give me a nice view of your dirty snatch from behind.Â
Sierra was shivering and digging what was left of her fingernails into the rough concrete wall around the cell window. The concrete well scratched up from many years of other prisoners assuming the same degrading position.
She was trying hard to block out all external noises and ready herself for the unwanted and violent intrusion that would come next. She was gritting her teeth so hard and squeezing her eyes shut so hard, she was not comprehending the commotion outside the cell window.
For outside the window, and obviously against her will, a filth covered, scrawny and heavily abused looking woman was being dragged up the gallows steps by four laughing guards.
Her hands were of course chained behind her back and stuck up high between her poking out shoulder blades. Her ankles and knees were both wrapped in layers of newly locked on chain. She could barely walk, but then she never would need to again.
She was attempting to scream out something, her screams never stopping, but a huge steel bar and u-lock stuck around her head held a thick block of wood deep into her mouth so not one of her pleading, screamed out words, could be understood.
The four guards found it easy to control the terrified womanâs struggling body. They were laughing the entire time it took them to carry her up the gallowsâ five steps and then throw the thick hangmanâs noose around her thinned out neck, just above her permanent steel collar.Â
And this is what Sierra finally saw, looking out through bars of the cell window when her eyes flew open, because the first couple inches of the fake cock, the Warden had pushed up into Sierraâs painfully stretching slit.
âWell look out there at that! Isnât that a fine sight to see.â Purred the Warden into Sierraâs ear as she pushed another inch of the dildo up into Sierraâs clenching and aching sex.
Sierra gritted her teeth and blinked out at the sight before her. The eyes of the woman whose neck know look utterly stretched up, locked with Sierraâs.Â
The overhead rope was now beyond taut, and the terrified woman was on her toes, her face going purple as they both stared at each other. Sierra knew this woman, it was her cranky and always verbally abusive cellmate.Â
The woman out there being tortuously and slowly choked to death was the long-time occupant of the small patch of soiled concrete right beside Sierra. The woman whose boney pelvis and elbows had more than once bruised a cowering Sierra.
As the depth of the dildo stalled inside a chocked Sierra, it then began to swivel and lightly pump. The almost giggling voice of the Warden brushed against Sierraâs ear.
âI have always disliked that bitch from the day she was thrown in hereâŚI think about ten or eleven years agoâŚShe was some sort of high powered lawyer, even rich I hear tooâŚBut that didnât matter if you got on the wrong side of our glorious presidentâŚSo watchâŚwatch inmate, and see what I can make happen to any troublesome bitch at the snap of my fingersâŚ.And speaking of fingers!â
Sierra then felt a long-nailed finger on the Wardenâs other hand poke at her other snug, star fished back entrance.
âI fucked that bitch so many times when she first got hereâŚThough she was so unwilling to be fucked that I had to have her strapped down every time for the first few months. But then I got all those tools that you may have glimpsed under the cloth, over there on the cart.â
Sierra moaned and nodded. She held back a squeal as the Warden inserted her finger deep into Sierraâs tight ass and the dildo once again began to plunge up deeper into her sex. All while Sierra kept her butt angled back out, her hands on the wall either side of the windowâŚand her eyes locked on the twisted horror outside that cell window.
âI used all those twisted tools on that bitch till she was a blubbering broken mess. Then I threw her back in that cell you call home, and I never took her out of there again. I donât think the ugly broken bitch has seen a patch of sky for a good decadeâŚBut at least sheâll go out seeing it, one more timeâŚAnd of course our seeing our grinning faces!â
Sierra shrieked as the Wardenâs excitement from her own speech ramped up the lustful and sadistic womanâs efforts to fuck Sierra with the dildo. And as the Warden began to gasp and pant, she let Sierra know,
âI am doing this for you, inmateâŚI am slowly executing that old bitch because I know sheâs been mean to you, and youâll be forever grateful and ready bury your face in my pussyâŚwithout me even demanding it.âÂ
The Warden moaned deeply as she attempted to push in a second finger into Sierraâs ass and then she added,
âPlus⌠I âve learned my best orgasms come while both fucking a sobbing cunt and snuffing another oneâŚITâS TRUE!...ITâS SO WONDERFULLY FUCKING TRUEâ shouted the Warden into the side of Sierraâs sweaty and pain ridden face.
It was then the Warden screamed out through the window, âHANG THE UGLY OLD BITCH! COMMUTE HER LIFE S SCENTENCE TO DEATH!âÂ
And out there in the compound a guard, unseen by Sierra, released the hatch below the strangled prisonerâs dancing toes. The womanâs skin and bones frame dropped only a few inches and then dangled there as her chained feet and legs violently twitched.
And it was then that Sierra screamed deep and long herself as the Warden buried all of the dildo into Sierraâs cunt with deep forceful pumping strokes.Â
The two wriggling fingers that had been wedged deep inside Sierraâs bum then pulled out, and the Warden plunged them into her own sloppy wet pussy.
And outside the cell window the beaten and broken nameless woman hung there by her neck, her heavily shackled feet now swaying in the air. But without a neck breaking fall m her death was coming slowly as her lungs received no more air
Piss ran down her legs and her eyes slowly turned lifeless, but only after she witnessed the Warden orgasm and Sierra grip the bars in both humiliating agony from being cruelly violated and from the horror of what she was witnessing outside.
And when Sierra could finally breathe, the dildo no longer in her cunt, her legs weak and quivering, and her head bowed to stare at the floor, she heard the Warden say,
âNow come inmate, kneel at my feet and show me how well you can use that tongue on pussyâŚOr do you want to experience everything that old ugly hag just did?â