I rested my head between Anna's legs finding comfort in her scent and the inside of her thighs lightly compressing the side of my head. While I was here, nothing seemed to matter and I could switch off and breathe deeply, temporarily forgetting my worries. To add to the contented feeling, Anna started stroking my hair softly; I could get used to his kind of attention.
"I think I'm going to have to tell the warden what an amazing impact you've had since you started here, Emma. Since the prison is doing so well, I will suggest you for the new role in 'Prisoner Relations'. As part of your new role, you will have the opportunity to explore your growing sexual needs while being rewarded for earning me money on the side and keeping quiet about what you've uncovered here at Bellgate."
Deep down, I knew this offer amounted to bribery, but as Anna scratched lightly behind my ear, I leaned into her touch, willing to listen to more of what she had to offer. If this had happened before the stuff that happened with my father, I would have gone down fighting, not giving a shit about the blackmail and what could have happened to my career. I would have done what I thought was right. After the way my father was treated, I owed them nothing, and by the confidence in Anna's voice, it sounded like she had been getting away with this for quite some time.
Then there was the appeal of exploring my sexuality further. I'd known that I'd always enjoyed sex, I was no prude, but I'd never done anything as kinky as what I'd done in my short time in this prison. Anna had seen what I was capable of when I regressed into that submissive headspace, I was pliable to the desires of those around me and I showed no inhibitions.
"Now, Emma. If I create this role for you with a substantially higher pay bracket, I need to know that you can do as you're told. Crawl out from under my desk, strip down completely, and kneel beside me with legs spread and your hands on your head."
I slowly complied, instantly reacting to the authoritative tone in Anna's voice. Something about her made any resistance I had melt away to subservience. I felt so exposed facing with my hands on my head and my knees spread apart, even more so when Anna came closer to inspect me; weighing my ample breasts in her hands and tracing a hand across my toned body. She stepped up close to me so that her crotch was in my face and I buried my face into her wet panties.
Anna stepped back, lowering her panties and she placed them over my head so that the wet patch covered the area between my nose and my mouth. I sighed, experiencing her scent and her taste with every breath.
"Keep your hands on your head, my little slut."
Anna said sternly, and I did as I was told, watching her as she picked up two binder clips from her desk. She pinched one of the clips open and hovered them over my nipples teasingly before releasing her grip as they pinched down on my nipples. I felt a sharp pain almost instantaneously that shot through my body, causing my clit to throb needing more. Anna repeated the act with my other nipple, and she stood there playing with them while I continued to hold my hands on my head like the good little slut I was.
"Hump it."
I briefly snapped out of the trance I was falling into to notice Anna holding her foot between my legs and I took the opportunity to start rubbing myself against it. It felt so demeaning to get off this way, but I didn't care, it was the humiliating nature of humping her foot like a bitch on heat that appealed so much. As I found my rhythm, the clips on my nipples swayed as my breasts bounced up and down. I grinded faster and faster against her foot, fuelled by the humiliation and the thought of satisfying Anna by obeying her.
"What are you, Emma?"
"I am a good little slut." My voice was shaky, but not with a lack of conviction. My frantic humping of Anna's foot had me on the brink of orgasm. My whole body was tense, anticipating the pressure to boil over as I tried rubbing myself against her foot even quicker to push myself over the edge. That was until she removed her foot from between my legs leaving me pathetically humping thin air in desperation.
"I didn't hear you. Say it again."
"I am a good little slut."
"Again."
"I am a good little slut."
I repeated the phrase, again and again, in the hope that she'd return her foot to where it was between my legs and eventually, she complied, but she'd picked up my blouse and used that as a cover for me to hump. My breasts bounced more vigorously as I humped her foot covered by my blouse until I came hard. My whole body convulsed as I rested on her foot, my mouth open, breathing in her scent as she pulled off the binder clips from my nipples. The pain was intense but sent me into a deeper level of climax, prolonged by the pain.
Breathing deeply, I unclenched my fists, feeling like I'd just run a marathon. That orgasm had left me feeling amazing all over and I couldn't help but look up at Anna in awe.
"I am a good little slut," I said breathlessly.
"Yes, you are. Now get dressed, say thank you and goodnight to Ash before you finish your shift tonight and keep an eye on the phone I gave you for any further instructions."
My whole body felt numb, but not in a bad way. It was like I was satisfied all over, but if I continued in the current trend, it wouldn't be long before I craved to be treated that way again. The frequency with which I felt the need to be used and abused was becoming much more common. I got dressed, ignoring the fact that my blouse was damp with my juices and went to leave.
"Are you forgetting something?"
Anna looked at me, her eyebrows raised, and it was only when I caught my reflection on a shiny surface that I realised I was still wearing her panties over my head. My cheeks warmed as I handed them back sheepishly, and Anna pulled me in, meeting my lips with her own as they crashed into me. I responded as best as I could, but I could only let her lead as she explored my mouth with her tongue.
Slowly, Anna pulled away as our lips parted, and I reached towards her, yearning for more. That kiss had left me weak and ready for round two, but it was clear that she was done with me for now. Sighing, I left the room and headed straight for Ash's cell. Curiously, he was still alone, sitting on the chair.
"Officer Emma, how good to see you again."
I locked the door behind me and let my panties fall to the ground again. I pulled his cock out of his boxer shorts and stroked it until it was hard, holding eye contact with him the whole time.
"I wanted to say thank you for earlier, Ash."
"Uh-huh."
Ash smiled as I climbed atop him on the chair, guiding his cock inside me as I lowered myself onto his lap. Anna's kiss had proven that I still wasn't completely sated and I begged for Ash to bite my breasts as I bounced on his cock, feeling it penetrate deeper and deeper inside of me. Ash didn't need to be asked twice, and I put my hand over my mouth in case I made too loud a sound as his teeth clamped down on my soft, fleshy breasts. I rode him faster as he bit down harder, and it didn't take too long until I clenched onto him as waves of pleasure ripped through me and I felt his cock quiver before shooting his warm load deep inside me.
Climbing off, I knelt in front of him as I cleaned his cock and let him slap my ass before I got ready to finish the rest of my shift with his cum leaking into my panties and my blouse covered in my scent.
I woke up the next day to a text from Anna on my new private phone informing me that I was now officially a 'Prisoner Relation Officer' now that it had been signed off by John the warden. It impressed me how quickly Anna had worked, but it was also how scary she had managed to get John to do what she wanted. I realised that accepting this role gave Anna more control over me, and as my clit throbbed lightly, I didn't think that was necessarily a bad thing.
The taxi dropped me off to work nearly two hours early as Anna requested that I come in early for my shift. She showed me my new office, which was conveniently next to hers, a plain four-walled room with no windows and a desk.
"For the moment you will still be involved with the inspections until we sort out the shifts with the other officers, but your work will soon primarily be based from within this office handling complaints and suggestions from the prisoners, ensuring that they are in the best place to continue their rehabilitation before they are released back into society. Now, for the reason I asked you in early today, follow me."
I followed Anna outside of the low-security wing through the complex, passing a separate staff building, another couple of wings, including the female prisoner wing, and then on to the maximum-security wing. After signing in and being checked by security, Anna led me down some bland corridors before we entered a room downstairs that appeared to be a storage cupboard.
"What are we doing in here?"
The room was small, with shelves holding cleaning supplies and admin supplies, and there wasn't much room to do anything, but as Anna slid across one of the shelving units at the back, I saw a reinforced door which required a key for access. She led me through the door into a dark, brick-walled room with a slow, dripping leak in the ceiling. Anna slid the shelf back to conceal the door and then locked the door closed.
For a moment, I stood staring at her confused in the dark room until she motioned for me to get onto my knees. There was a chain with a steel collar attached to the wall in front of me, and there were two holes, roughly two inches in diameter which filtered in a small amount of light from the next room. I allowed Anna to fit the steel collar around my head, the power to make my own decisions deserted me the instant I went down on my knees in front of her.
"As part of the unwritten part of your new role, you will occasionally have to do things like this for me. One day, when I trust that you are truly with me, I will show you how I run this place, and how rich it has made me, and since you're increasing my profit my little slut, I'll use some of that money to reward you."
Seconds after Anna stopped speaking, she removed my blouse and I heard the sound of people entering the room behind the wall. They laughed and I heard the clapping sound of what I guessed was a celebratory high-five before two large, flaccid cocks fit through the holes.
"Get to work."
Anna smirked, and I looked between her and the cocks, confused, before following my desires and taking the two cocks in my hands. I stroked them softly, putting one in my mouth, teasing it to become hard before switching to the other, ignoring the fact these prisoners were the worst of the worst. Anna guided me between the two cocks, encouraging me to be a better slut. I felt her hand take a grip of my hair as she pushed me closer to the wall, forcing the cock deeper down my throat, pushing my gag reflex.
"Don't forget the other, give it your all."
Anna commanded as I gagged on the unknown man's cock, and I stroked the other cock faster. I soon hyperfocused on the two cocks, forgetting everything else but the need to satisfy them both. Like a junkie presented with a lifetime supply of their addiction, I jumped from one cock to the other, devouring them with my mouth.
The cock on my right was the first to shoot his load. Anna held me down deep on his cock so he shot it straight down my throat, causing me to cough it back up over my chin. I didn't have time to recover as I took the other cock in my mouth, seeing a new cock replace the one I had dealt with and I took that in my hand. When I switched again, the other cock started twitching in my hand as it inevitably spewed over my face.
When the cocks stopped poking through the holes, Anna wiped my face with a tissue, soaking up as much cum from my body and then stuffing the cum-soaked tissues into my mouth and sat stroking my hair whilst I knelt close to her on a chain leash. I had been in such an intense place, a manic desperation to pleasure the cocks that appeared in front of me to impress Anna, and now I was being rewarded with her stroking me, calling me her good little slut. If I was even slightly normal, I probably would have been offended, but her praise made me feel warm inside, proud as if I had accomplished something.
"Good girl, now keep those tissues in your mouth until we return to your office."
I waited patiently as she unchained me, and I put my blouse back on, grimacing at the texture of the cum-soaked tissue breaking up in my mouth. Anna led me out of the secret room and I kept my head down as we passed through security, unable to meet the gaze of anyone. I thought it was only a matter of time before anyone confronted us about what we were doing here, but either Anna was trusted completely, or more likely, she had people on her payroll down here.
Over the next few weeks, Anna found more opportunities to use me in my new role in prisoner relations. The irony was that what I was doing truly did improve prisoner relations and behaviour within the prison. I could barely believe it, but I had found my calling as a slut. I'd never felt more comfortable with myself than when I was pleasuring or serving someone else, even if it meant being hurt or humiliated for their amusement. If I wasn't performing sexual deeds for her profit, I was with her or Ash and seeing to their desires.
Anna's empire within the prison slowly revealed itself as I spent more and more time with her. She had found a way to hide money within the vast finance system of the prisoners, making it appear as if nothing wrong was happening. Through various fake accounts, she could siphon the money she earned from supplying the prisoners with contraband, or my personal services out into overseas accounts. The longer I spent around her, the more I felt under her control, and I desired her to be a permanent part of my life.
One evening, Anna had arranged for me to start early again, and I met her outside the women's prisoner wing. As a gift for my performance so far in the new role, Anna had bought me a slim, black, leather choker that locked closed with a cute, tiny padlock. I had been blown away by the unexpected gift and got a little emotional as she locked it around my neck and attached the key to a necklace around her neck. That moment made me decide I wanted to commit to Anna's project here at the prison, even if it was highly illegal.
Inside the women's prisoner wing, we walked through security with the briefest of searches and we were unopposed on our way through to the prisoner showers. Anna whispered to the female guard on duty, and she disappeared out of sight. I followed Anna's guiding arm as she told me to kneel on the shower floor with my back against a supporting pillar. Gently, she brushed her hand against my arms, moving them around the pillar where she cuffed my wrists behind my back. With duct tape, she secured my head to the pillar by wrapping around my forehead and the pillar, and then repeated the act by wrapping my upper chest. She finished by cuffing my ankles together behind the pillar; I was going absolutely nowhere.
"Have fun, pet."
Anna smiled warmly, leaving me alone and cuffed to the pillar in the empty shower room. A few minutes passed, and four women walked in. They undressed from their prison garments, a glint of wild excitement in their eyes with which they devoured their defenceless prey.
Knowing what was required, I stuck my tongue out like the obedient little pet I was becoming and the first of the women, a small Asian woman with gang tattoos and a dangerous look in her eye stepped forward, placing each foot on either side of me on the pillar as she smothered me with her sex. With my head and chest taped securely, I had no movement range with my head, and I was unable to do anything as the tattooed woman rubbed herself vigorously against my face. The other women, not wanting to miss out turned their attention to my nipples and my pussy.
Blinded by the pussy grinding on my face, I felt the first slap between my legs and my surprised gasp of pain was muffled by the cunt smothering my face. The girls swapped positions, taking turns to use my face and my tongue to get off while the others played with my body and spat on me. I felt my nipples being sucked, pinched, and twisted, my breasts were slapped, my thighs bitten and pinched, whilst my increasingly wet hole was being slapped. I think at one point, one of them even kicked me there.
I retreated into my submission, taking solace in the fact that I was causing them a great deal of pleasure and amusement while the abuse I experienced was pleasuring me greatly as well. How lucky I was to be allowed to explore this depravity.
I sunk deeper and deeper, realising that this was where I was meant to be, this was my happy place. It may be a bit more fucked up than how others may find themselves, but alas, this was who I was. Deep down I knew that Anna wouldn't allow any major harm to come to me. I knew she cared for me, but above all else, I knew the prisoners were intimidated by what she could have done to them with the power she held.
One by one, the girls each climaxed over my face, and when the last one surprisingly squirted all over me, the other three decided it would be funny to stand and piss over me. I closed my eyes as their warm piss crashed onto my hair and cascaded down my body. A part of me knew how demeaning this was, how humiliating it was to be pissed and spat on, to be considered so inferior that they had the right to do this to me, but it was that humiliation that caused my body to react. The worse they treated me, the more I fell into my happy place and the more aroused I became.
As the women left, I remained on my knees catching my breath. It said a lot about how far I'd fallen down this rabbit hole, but all I felt right now was pure bliss. I waited for their piss to stop dripping down my face, and I opened my eyes. Angry red marks covered my body from their attention, and I viewed each and every mark like they were a medal.
"Ew, I can smell you from here. Are you happy, my little, piss-drenched pet?"
With my eyes closed, still feeling like I was floating and living in the moment, I smiled and nodded up and down. I was happy. I'd managed to discover what was happening in the prison, and it no longer mattered to me. Anna was helping me to discover more about myself while I was being paid well above what I had started on, and above all that, prisoners' morale and behaviour levels were still improving. Admittedly, the reason why the relations with prisoners had improved would probably be frowned upon. I was aware that there were at least twenty pairs of panties that I had soaked in my juices that had been sold to inmates around the prison, and the demand for my services was growing, and with it, the price that Anna was charging for me.
Anna had taken to calling me her pet a few times now, and I couldn't help but feel affectionate about my new nickname. I was so happy she saw me that way., and I felt she was starting to love me as she would a pet, and I relied upon her to guide me through this depravity. I'd gone so far already, the question was, just how far would I let this take over my life?