Day 2 am
I wake suddenly when the lights outside the cell burst to life.
The door above opens and i see the now familiar heavy boots of the guard clump down the steps.
"Time to wake up sweetheart," he says, and I warily climb out of bed covering my now bruised and marked breasts. He throws in a clean bikini and I take it to the en-suite area to put it on. There is no door to the en-suite so no real privacy, but it's less exposing than dressing in front of the guard. I put the bottoms on first, my pussy is still tender, but not as raw as yesterday, my tits are still incredibly sore though and I place the bikini top on gently. I turn back towards him and he nods towards the shoes, I roll my eyes and pick them up, then sit on the bed to put them on, he then unlocks the cell door. He walks over to me and grabs my right wrist, encasing it in a heavy leather cuff, then does the same with the other then leads me up the stairs.
I walk in silence and wonder where we are going and what lies in store, I don't ask though, i doubt he'll answer, and knowing would only make it worse. He stops at a door half way down the corridor and knocks on a door.
"Come in" I recognise Mr Richards voice.
The guard opens the door and guides me in ahead of him, closing the door behind him. The room is about the same size as the cell, with a padded bench in the centre and some weird looking machines at one end where mr Richards is standing wearing a smart business suit. He looks at me with a confident and disarming smile.
"Sorry to wake you this early", he says.
I have no idea what time it is anyway,
"but I have some business in the city I must attend to."
I don't know how or what to respond so just stare back blankly,.
With a nod towards the bench he instructs the guard to put me over the bench and he turns around to check in the machines. The guard placed his big strong hand in the small of my back and guides me to the bench. It's just under waist high and padded in thick dark red leather. He pushes me forward bending me down over it. I wince as my tits press down on the bench, still sore from last night's whipping. He takes my cuffed wrists and fixes them to the bottom of the bench, then walking behind, pulls my legs apart a couple of feet and secure my ankles to straps attached to the bottom of the bench. He then undoes my bikini top, I lift up as much as I can but it still hurts when he whips it out from under me.
I settle my self down gingerly trying to ease the pain of my tits as he moves behind me again. He undoes one side of the tie side bikini bottoms, then the other and they fall to the floor. I feel my cheeks redden - it feels so dirty having my bikini bottoms removed in such a way and I feel so exposed knowing my ass and pussy are fully accessible in this position. I look up and facing me is a mirror clad wall, in it I can see mr Richards wheeling forward one of the machines. He pulls it level to my ass and i see it has a long mechanical arm with a big thick paddle on the end. He adjusts the arm and I feel the cool surface of the paddle on my ass, it covers both cheeks. He steps back from the machine a remote in his hand and I watch as the arm of the spanking machine hypnotically rotates back.
SLAP
The arm swings forward in a blur smacking the paddle onto my ass. I grunt and watch the arm swing back....
SLAP
Again the paddle solidly smacks my ass. The machine delivers even predictable smacks, spanking every two seconds. Soon my ass is red and I flinch in anticipation of each blow, taking shallow gasping breaths trying not to cry out. The paddling stops and the guard walks round in front of me rolling up my bikini bottoms in his hands. He tells me to open my mouth and I do so hesitantly. He thrusts the bikini bottoms in my mouth gagging me then uses the ties sides to tie it securely round the back of my head. He steps back and I watch mr Richards pressing some buttons on the remote. The arm swings back slowly then crashes forward with far more force than before. I scream into the gag the mechanical arm winds back then flies forward again.
I fight back the tears as my whole body trembles with each punishing blow of the paddle. Finally it stops and I look up tears welling in my eyes as the guard removes my now sodden bikini bottoms from my mouth. I am so relieved to see mr Richards putting down the remote and roll the evil spanking machine back I could cry, but instead I'm frozen in fear when I see him rolling forward another machine. This time though the machine is placed between my legs and I can't see what it is. My heart races, my pussy is still marked and sore from my cunt whipping please god let this not be a pussy spanker........It's not, instead I feel a round bulbous head press against my pussy lips, it's a fucking machine...I moan but it's for effect, I'm so glad it's not another spanking machine.
The dildo is big but my pussy is embarrassingly wet and the dildo slides in between my pussy lips. Again I see mr Richards step back with a remote control, he presses a button and the dildo slides forward. The girth of the dildo takes my breath and I lift my head up, mouth open in a silent scream. The dildo retreats back only to return and enter another inch or so deeper. The next few strikes repeat the pattern, each time it returns it penetrates me deeper, I am panting and shamefully turned on by the slow rhythmic fucking the machine is giving me. My pussy is full of the dildo and I panic wondering how much deeper it can go, but instead of deeper the pace of the thrusts picks up and it starts to fuck me faster. I look up and see my body judder with each thrust, but it's not just from the thrust of the machine, I can no longer feel the burn of my ass or the pain of my tits, just an orgasm building. I catch Mr Richards' eye, he's smiling - clearly aware that I am getting off from the fucking machine. I can't give them the satisfaction, I hang my head down and bite my lip, I need the release but can't let it show. I cum containing it as best I can hoping neither the guard or Mr Richards can tell.
Still the machine fucks me deep, but then I feel something else round and firm pressing against my clit, immediately before it switches on I realise it's a wand. The wands powerful vibrations send my clit into overload, I am going to cum again, I can feel it sweeping through me.
"Look up!" Mr Richards says "I want to see you cum."
Fuck you! I think, I'm not giving him the satisfaction. My breathing is heavy and ragged, it's my orgasm is building, then...
Thwack! The cane slices through the air and sears into my reddened flesh of my ass. I scream out loud and thrash against my bonds.
Thwack! Again the instant shocking pain of the cane makes me shriek out loud
"Look up!" Mr Richards repeats.
"Bastard!" i growl.
Thwack!
I can't bear any more cane strokes and lift my head looking straight at the mirror. The wand continues to vibrate my clit as the machine pounds my pussy. I am panting faster and faster, I grind my clit against the wand, I can't hold it off.....I am going to cum. My head drops.
Thwack!
I fling my head up moaning, my whole body judders as wave after wave of euphoric orgasm courses through me.
The wand is turned off and the fucking machine slows. I lie limply on the bench aware of my loud breathing and racing heartbeat, post orgasm aftershocks still firing off inside me. Mr Richards is still stood there watching avidly with the cane by his side.
Finally, he flicks a button on the remote and the fucking stops. He puts down the cane and I allow my head to drop back down. The guard wheels the fucking machine and wand away, my pussy feels like it's gaping open suddenly absent of the big fat dildo inside it, I've never felt so slutty in all my life.
"You need to rest before tonight," Mr Richardson says, "take her back now." He instructs the guard. With that he leaves and I hear the door shut behind, and steps disappearing down the corridor.............then another sound.....a zipper being pulled slowly. I look up just in time to see the guard's erect cock spring from his trousers.
"No" I complain, "Mr Richards said to take me back."
He ignores me and sinks his cock fully into my pussy in one thrust making me gasp, he fucks me with deep long strokes. He fucks me rhythmically without saying a word then I feel something wet and slick drop onto my asshole. I look up again and see him holding a small bottle dripping some kind of oil or lube onto my ass.
"Why? Just fuck my pussy." I plead, but he just smirks and pushes first one then two fingers up my ass. I moan at the invasion, I'm about to be anally raped and there is nothing I can do but take it......even worse the thought only turns me on more. I look up in the mirror and see an angry determination on his face - I pull against my bonds, this seems to only spur him on, his big heavy hand swats my ass. He slides his cock out of my pussy and presses it against my asshole. He nudges the head forward, teasing me - making me anticipate it. I try to relax my ring knowing it will hurt less that way, then without warning he thrusts forcefully, painfully breaching the muscular resistance of my ring. I groan, half in pain.....but also a little bit of relief, satisfaction even....... He enters me roughly, his full length filling my ass within a few powerful strokes. He fucks me with a primal urgency, his forcefulness only turning me on more......I feel another orgasm building. I feel his hips smacking against my ass cheeks as I am forced to take his whole length inside me.
I cum before he does, he pounds my ass harder and harder driving me to a climax I'm powerless to contain or control.
