The Chastity Prison

As I sat there, straining hard in my cock prison, a female guard walked past, her short blonde hair just visible next to the bars. My mind flashed back to what the guy in the quad said.

"G-guard?" I nervously said.

The footsteps stopped and I heard the sound of leather boots turning on the spot back to my cell.

"What is it?" she replied in an impatient voice.

I gritted my teeth, here we go. "I... need to be punished."

Her disdain turned to a smirk, that stretched across her face.

"Already? I can tell we're going to like you here." she said, tauntingly.

I was filled with dread for what was going to happen.

"Up against the wall inmate, hand behind your head." she said, unlocking the door.

I got up, facing the wall, hands behind my head like she said. I heard the door open and close behind me, then the sound of a zipper. I wanted to turn around but didn't dare, suddenly my hands were grabbed and I was pushed over my bunk, and my work pants were pulled down. What the fuck?! I was about to try and turn around but was held down, she quickly folded my arms behind my back and forced me to the bunk.

"Do you want this or not? Cos if you keep squirming you can go without." she threatened me as if I knew what the hell was going on.

"What the fuck are you doing?!" I yelled.

"Relieving some frustration, the way inmates deserve." she said in a seductive way that made me hesitate fighting back.

I tried to turn around and saw she was rubbing some kind of gel into her baton, which she had tucked between her legs like a long, shiny black cock. She was still wearing her black shorts but the zipper went down all the way to the baton, her light blue top barely contained her breasts, she had a cheeky face and short, boyish bleach blonde hair. Her name badge read "Kara". She pulled her hand away, still smirking. It was at that point I realised the only way the baton was staying between her was because the handle was up inside her, and the gel was lubricant, oh god, what had I asked for?

She grabbed my shoulders and flipped me onto my back, I didn't want to fight her but I didn't want what was coming either, pulling my legs up into the air by my ankles she pushed the tip of the baton towards my asshole. I was mortified, what the fuck had I gotten myself into? I was about to protest but she smacked my ass hard.

"Don't you want your punishment?" she asked.

I stayed still and through all of it, maybe due to the sight of her big breasts jiggling with each movement or how cute she was, but I was still straining in my cock cage. I winced as she eased the baton in.

"There's a good boy." Kara said in a motherly voice, squeezing my ankles as she slid the baton deeper into me.

It hurt and I writhed about trying to somehow escape the pain, but as it eased, I relaxed and accepted the invasion. I felt ashamed that I'd let this happen, no, that I asked for this to happen! I'd just have to tolerate this and then I can pretend it never happened and I'd never ask for this again, why the fuck did I ask for this to begin with, what kind of fucking idiot asks for punishment?! Kara started to thrust in faster, her smile turning into a wide grin as she was obviously enjoying this too. Suddenly she touched something inside me and I felt a brief rush of pleasure and let out an involuntary moan, Kara noticed.

"There we go, oh yes you're going to be asking for this every day I bet." she said, teasing me as she repeatedly hit the same spot, I felt helpless but the pleasure inside me was undeniable.

She licked her lips slowly and seductively, you could tell she was enjoying this more than she should. I put my hands over my face and mouth as she picked up speed yet again, the feeling of pleasure inside me at an almost constant stream. Then abruptly, with a long moan, she withdrew the baton. She must have cum. I felt the pleasure die down inside me slowly, I felt unfulfilled, short-changed, and ashamed that I didn't want her to stop. Kara removed the baton from it's place between her legs and zipped up her black shorts.

"Well, better luck next time." she said, mockingly. She ran a hand over my caged dick and inner thigh with a smile, I twitched as a response and she giggled before pointing to the wall.

I got up, pulled up my work pants and stared at the wall as she backed out of the cell, locking the door behind me.

What the fuck did I just do? I just got fucked by a girl... and I almost came. I realised that I wasn't horny any more and the buzz and thoughts had just faded away.

"Got Kara on your first time? What a lucky guy." said the voice from across the corridor.

That guy had heard what had happened. I felt embarrassed, but I remember he'd asked for it too, so at least he was no better off than me, but I still felt ashamed.

"...yeah."

"She's a real cutie that one, very good at hitting the right spots am I right?" he said conversationally.

"Look man, I don't really want to talk about it." I bluntly replied.

"Haha, well, in a weeks time, it'll be all you want to talk about and we can compare them, they are all goddesses, all of them." he said again.

"Yeah. I'm sure." I said sitting down on my bunk.

I felt violated, but part of me couldn't deny that it was kind of hot, maybe I was just attracted to Kara. I felt that weird come-down of sanity after you orgasm but I'd not orgasmed. This was a lot to process and I was feeling dirty all over. But it did ease the frustration, that much was true.

I laid down, spacing out for a while thinking about what just happened. Whilst I tried to process it, the buzzer sounded and "dinner" was shouted down the hall. I was hungry this time, I'd have to use those weird things in the lunch hall if I wanted food, and after what I'd just been through I wasn't sure I wanted to.

I followed the line down the hall and various guards kept a watchful eye on us, I saw Kara standing by the door to the lunch hall, she saw me looking at her and winked. I looked away, I'd always wanted to have sex with a girl like her, but... not like this. We were herded to the same rooms as before, this time I got forced into second place unwillingly, seemed most of the people on my side of the queue were also newbies reluctant to go first. The guy in front of me was eager to get going and the second the buzzer sounded, he dove to his knees and began licking and sucking the dildo between the girls legs. Kara was on the right this time, I was on the left, I didn't want to have to do any more humiliating things in front of her, but there wasn't much choice, I was too hungry to go without. The guy in front got up and and with a big smile licked the white liquid off his lips and headed to the exit. I was pushed forwards.

The girl in front of me was a brunette with a grim looking face and thighs that looked like they could crush a watermelon. She clearly worked out, her biceps were nearly as thick as her thighs. Her badge read "Ingrid". She reached forwards and pushed me down to my knees, the dildo pointing into my face. I really didn't want to do this, but with the medusa stare of the guard I opened my mouth and moved it towards the dildo.

"I don't have all day inmate!" she said with a impatient but seductive eastern European accent. Before I could do what she asked, I found my head being pulled onto the toy and it suddenly thrusting into my mouth.

I coughed as some of the liquid from the tube was shot into my throat... it tasted of chicken? Chicken in white wine sauce?? I was confused, but pleasantly surprised. Still spluttering, I looked around to see if others were laughing at me.. but... nothing. Everyone was either looking eager or looking worried. I didn't feel any shame suddenly, no one cared if I was doing this because everyone was either doing it or going to be. I sucked on the dildo and without much work, the food kept coming. I looked up and the guard was almost smiling.

"See, just needed a firm hand to encourage you to be good." she said in a way that made me a little uncomfortable.

Another minute of tentative sucking proceeded, I felt the action of mildly arousing to my shame, not the action itself, but seeing her thighs and the feeling of her hand on my head, I was starting to strain in my cage when she suddenly pulled it out my mouth and cleaned it off.

"You're done, unless you want some more later?" she teased, waving the dildo around suggestively.

I smiled weakly and left, walking past people on the way out; nobody reacted to what I'd done at all, it was oddly relieving. I sat outside and once again saw the smaller guy. He saw I'd been in this time and tried to start a conversation.

"See, it's not too bad once you get used to it." he said, forcing a smile.

"Why can't we just have a regular cafeteria, like, every other fucking prison?" I asked, sincerely.

"It's part of the rehabilitation. Everything around here is designed to break down your toxic masculinity." he explained, as one of the larger inmates licked and sucked his fingers on the way out of the dildo room.

"I guess this is pretty humiliating, but if everyone is doing it then it's not so bad." I stated.

"There's more to it than that..." he started, before he could finish the buzzer sounded again and in the noise I lost him as we were all filed back to the cells.

I lay there, trying to sleep. Whilst Kara had pacified the buzz of horniness from earlier, I couldn't help but feel it creeping back into my mind again, she was so hot, what I would give to bend her over something instead of getting fucked by a baton, it was so demeaning. But that was the point I guessed. The more I thought about it, the more I realised how little of the facility I had seen, how many more horrors awaited me. I thought of Kara waving around her baton-cock and even with my dick straining in the cage, eventually I fell asleep.

I woke up, still highly aroused, all I could think of was tearing the cage off and masturbating. It was 5am, I'd barely gotten any sleep at all but I was wide awake with sexual frustration, I didn't want to ask. I really didn't want to ask to be punished again, but I didn't know how to deal with it, I couldn't touch my dick and nothing else I did would satisfy. I got out of bed and pushed my face up to the bars, the eerie silence of the early hours made every noise deafening. Across the corridor the guy opposite me appeared at the bars.

"Can't sleep huh?" he whispered upon seeing me.

I shook my head and sighed. He smirked back at me with a grin that knew something I didn't.

"If the regular girls aren't doing it for you, you need to ask for Alice." he explained.

"Alice Chun? Why her, what will she do to me?" I asked, nervously.

"She... well, she's better equipped to deal with your 'problem' than the other guards, you may not like it, but you can't deny she's good at her job. Some guys refuse anyone else." he said, teasingly.

"Fuck sake, can't you just tell me?" I snapped, this guy was just eating my frustration up, he seemed to thoroughly enjoy seeing me throw myself in the deep end.

"Shhh, decent people are sleeping," he whispered, smirking. "plus there's no way I'll give anything away, Kara told me about the look on your face when she got her girl-stick out. She said it was priceless, I hear you loved it too. There's no shame, Kara's a goddess after all, I hope you thanked her." he said, smiling as his face disappeared into the darkness of his cell.

"Dickhead..." I said to the darkness before going back to my bunk.

Great. Well, he said I may not like what Chun will do to me, so it's obviously something bad. I waited for a while, looking down the hallway the best I could hoping a guard would walk by so I could ask her quietly. The last thing I needed was everyone to hear what was going on in my cell, even though we were all in the same boat, no matter what logic told me, I was still embarrased to be asking, it was just shameful. But I was so frustrated, just thinking about Kara's 'girl stick' was getting me even hornier. I knew this was wrong, but she was hot and it wasn't gay or anything to let a girl do that to you, I thought in justification.

I waited for ages, absent-mindedly running my hands over the device strapped to my dick as I stared out the bars. Then I heard the sound of boots on the floor as a guard walked down the corridor. Finally!

"Guard, I need... punishment please." I whispered to the short redhead as she walked past my cell door, she stopped in place and looked up at the bars.

"Punishment, what's that?" she said loudly, I heard the sound of people stirring from their sleep.

"I... uh..." I was hesitating, I didn't want everyone else to know what I was after, but god did I need it.

"You want me to fuck you with my baton, don't you?" she stated, in the same loud voice.

People were awake now. Voices echoed down the hall, whooping and cheering like the sounds of a monkey sanctuary in full swing. I was turning a bright red.

"Yeah, fuck him Brook, make him squeal!" came a voice from down the hall.

I could hear the sound of the guy in the cell across from me, laughing. This was embarrassing.

"No, it's okay I don't want anything." I said shamefully.

"Oh no, there's no need to be ashamed, I can tell you need it, cutie." she said, unlocking my cell door.

My heart sank, this was only going to get worse.

"Strip." she commanded.

I didn't have a choice, I stripped off my clothes in front of her and like before, turned to face the wall.

"Mmmm, what a nice ass you have. I'm Brooklyn, C blocks night guard, here to take care of poor inmates who are just too slutty to sleep like good boys." she proclaimed, like the boasting of a superhero.

'Slutty?'

Hoots of laughter came from the corridor, they could hear everything. I heard the familiar unzipping sound and suddenly felt cold steel wrap around my wrists, she handcuffed me! There was a tug from the chain connecting my hands behind my back and I was pulled to my knees. From there her hand pushed my shoulder and I was slowly pushed onto my face, until my ass was lifted in the air. I tried to get up but her boot came down against the back of my head and I turned it sideways awkwardly. Behind me, I saw through my own legs my dangling cock cage, Brooklyn's thick thighs and her dainty hands, her bright pink nails stood out as she rubbed lubricant into her 'girl stick.'

I closed my eyes and felt her stick push against my hole, in no time at all it pushed past my defences with a sting.

"It's in boys, really easy too!" she shouted to the others. More laughter followed.

"Me next Brook!" came voices from other cells.

"Shut up!" she yelled as she pushed the stick in deep. The crowd quietened as she released a pleasured sigh quietly, getting into a rhythm of fucking me. She was a lot harder than Kara was, but my god did it feel good.

The embarrassment stung, but my body needed this.

"What a good boy, who do you belong to?" Brooklyn asked in a demeaning way.

I didn't know what to answer, did I say her? Did I say Alice Chun? Susan Redifer? She smacked my ass hard and pushed the stick in deep.

"Y-you Brooklyn!" I yelled, hoping I was right.

"You're damn right you do." She said, the cheers resumed from the other cells.

Brooklyn picked up her pace and kept smacking my ass, it was humiliating but oh my god the sensation was incredible, the stick rubbing against my prostrate was sending shivers all over me, I could see drops of pre-cum leaking out of my cage and onto the floor as her thighs pulled away and then slammed back into me. Unlike me, the baton never went soft or got tired, it never orgasmed or needed a break and Brooklyn decided when I'd had enough.

I could hear her getting close, but yet again I was no where near orgasm. I didn't want her to stop, I wanted to cum. Brooklyn let out a pleasured moan and with a pop, pulled the stick out of me and removed it from herself, lifting her boot off the back of my head and zipping herself back up with a pleasured sigh. She clearly enjoyed that. I felt exposed and weak, since yet again I wasn't allowed to finish, there was still a vague buzz of sexual arousal in me. I tried to get up, but was still handcuffed and found it awkward. She laughed, amused by my struggling and mercifully undid my handcuffs. The short guard blew a kiss and backed away, locking the door behind her.

As the door slammed shut the other cells were filled with cheering.

"Which one of you sluts is next?!" Brooklyn bellowed down the hallway as she struck a cell door with her lubricated baton.

In response, many voices yelled out to her, begging their cell to be the next one she visited using words like "Mistress" and "Queen" to describe her. They all wanted release. I picked up my clothes and got dressed. That was the most embarrassing thing I'd ever experienced. In the distance I heard another cell door open as Brooklyn entered someone else's room to deal out more 'punishment'. I sat on my bunk with my head in my hands, thinking to myself what I'd done to deserve this. I closed my eyes and I was back in Susan Redifer's house, lifting the painting off the wall to reveal the safe, such an obvious place to hide a safe. I wish I hadn't tried to open it, I wish I wasn't there, I wish I'd just grown the fuck up and left her alone. This was crazy, I'd have to beg them for punishment until I could think straight. Thanks to her though, I was able to get some sleep.

The next morning I woke up with my cock straining in the cage already. This was torture, I got fucked last night, I don't want to beg for punishment again! I got up and leaned against the bars of my cell door and without thinking humped the air in desperation. I could see Brooklyn still walking up and down the corridor, checking in on people. It seemed most inmates were still asleep. I watched as she approached me.

"You're up early cutie, is that mean cock cage bothering you?" she said like a mother would to a child.

I just nodded, I was too horny to give into shame at this point, but I didn't want to draw any more attention. Brooklyn smiled and put on a sultry smile, she sauntered over and up to the bars and whispered to me.

"Do you need me to take care of it for you?" she whispered, seductively.

I already knew how she acted when she fucked inmates, if I agreed, would she make a huge deal out of it like last time? But maybe this wasn't the same 'service' she offered as our last encounter. Fuck it. I nodded. She smiled intensely and gestured for me to turn around. I turned around and put my hands behind my back as she unlocked the cell door. I was cuffed yet again.

"So, it seems you can't get enough of me huh? I love boys with dedication." she said.

I was hesitant to see where this was going, she was doing something behind me, I could hear her unzipping her shorts. Either she would fuck me or she wouldn't, I was still straining hard at this point, so my body was pulling me to the former. I felt a tug on my handcuffs pulling me to my knees, then the sound of her boots travelled around me until she was in front of me, her girl-stick poking out.

"Suck." she commanded.

I looked at it in the same way as I did at the dildos on the cafeteria girls, except this wasn't for sustenance though, this was to please her. It felt worse in many ways, but she was expecting it and I felt obliged to deliver it. I tentatively stuck my lips out and wrapped them around the end of the baton. Brooklyn looked down expectantly. I started to suck it slowly, this was humiliating.

"It looks like you don't like this much..." she said.

I froze and looked up at her, nodding with the baton in my mouth.

"Well, you better not tell anyone about this..." she whispered, removing the baton in front of me with a slick sounding pop.

She turned around and bent over, removing her shorts, there was no underwear underneath and her cute round ass was enticing, she twirled around and her shaved pussy was right in my face instead.