Good Boys Get Rewards

by TheGreatRedWingedRodent (ao3)

Chapter 1: A New Beginning

Life had returned to something like normal after in the week after the events on Ferrix. Syril had returned to a promotion and a window office-he wasn’t sure he’d earned either of them, but a partial explanation had been provided when he returned home that afternoon. His mother had been waiting in the lounge and handed him a sealed letter with trembling fingers. Her fear was properly justified-the logo of the ISB stark in black on the clear white envelope. She gestured for him to read it, and he did so, slowly and clearly:

FOR THE ATTENTION OF IMPERIAL CITIZEN

SYRIL KARN

Your aid and assistance in a recent matter of great importance to the Empire in general and the Imperial Security Bureau, in particular, has been Officially Noted. A commendation has been attached to your Citizen’s File, and a financial reward of 100,000 Credits has been sent to your personal account.

The Empire thanks you for your meritorious service.

MAJOR PARTAGAZ,

IMPERIAL SECURITY BUREAU

His mother looked at him in mild astonishment, not saying anything. How typical, he thought but didn’t say that himself. She did smile though-an actual warm smile and nodded-respect? Awe? He couldn’t tell. It was a rare enough gesture that he smiled himself, and inwardly celebrated the possibilities the money and acclaim afforded him. His musings were interrupted when his mother spoke again.

‘The woman left another letter-this one just for you, she said.'

Syril’s heart skipped a beat.

‘The woman? Wait, what did she look like?’

‘ISB Officer-blonde. Severe looking. Cruel eyes-I’d be careful of that one, Syril’.

He nodded, slightly shell-shocked, as he took the second letter out of his mother's hands, and read it to himself silently.

Hello Syril.

The last time we saw each other, you told me I didn’t need to thank you. I appreciate the sentiment behind that-but I still feel some sort of compensation is in order for your good work. You will have already received the official and financial forms of this compensation. Come to 17AC7 Adler Plaza on Saturday at 4PM for my personal reward.

You will be thoroughly clean and presentable to receive this reward.

I’m sure you’ll enjoy it-I know I will.

Accepting no refusals or hesitation.

Dedra Meero.

‘What does it say, Syril?’ His mother asked, her curiosity more obvious than her congratulations.

‘A personal invitation, mother-nothing more’.

Inwardly he smiled-he had… something to prepare for.

Several Days Later

He had arrived as instructed-clean, presentable, at 17AC7 Adler Plaza at 4PM. He’d thought about buying flowers or a gift but had decided against it. He hadn’t had that much experience with any gender, but something about Dedra told him she would not welcome soft things. His blue suit was pressed, he was freshly shaved-he had even used a little of the very expensive Cyrenaica oil he’d been given by an ex-boyfriend. Still, something about Dedra’s letter told him that he should expect the unexpected-or at least the unusual. Bracing himself for whatever that was he knocked, three times. In the silence after the third knock, he was momentarily uncertain. But then he heard her voice-firm, dangerous and commanding.

‘You may enter Syril.’

The door swung open into a low-lit corridor, black with red lighting. The door swung close behind him. The surfaces were gloss and shiny, and yet somewhat warm and flexible. Is this some kind of rubber? What is this? Again, Dedra’s voice interrupted him, still as commanding, but underlaid with something exotic, something erotic.

‘Take off your clothes Syril, leave them in a neat pile. Once you’ve done that, close your eyes and place your hands behind your head. Keep your legs spread. Do not move until I say otherwise. Do not speak until I say otherwise.’

Arousal joined his fear and curiosity, settling in his brain and in his groin. He stripped, down to his socks and pants, the latter starting to tent with lust.

‘Did I say to leave those on? I do plan on punishing you in a great many ways Syril-lets not add disobedience to the reasons why.’

His fear spiked, but in a way that only made him hornier. A wire had gotten crossed somewhere, and Syril had never been more scared and aroused at the same time.

He finished undressing, left his clothes in a neat pile, and followed the rest of her instructions. He waited there for what felt like an eternity but must have only been minutes, until he heard the steady clack of heels-obviously high, and obviously pointed. The smell of rubber and latex got stronger, and he so desperately wanted to look at what she was wearing. She came next to him and spoke softly into his ear. She was clearly aroused, but it only seemed to add to her ferocity.

‘If you open your eyes before I tell you to, I will keep them pinned open for the rest of our time together. If you move your hands, I will clasp them in iron mittens. If you move your legs, I’ll chain them to your scrotum. You may only address me as ma’am or mistress. If you’re a very good boy, I might let you call me mommy. Is that understood? You may speak now, slave.’

The words flooded out of him in a sort of erotic panic.

‘Yes ma’am.’

‘There’s a good boy. Now, let’s get you ready.’

She proceeded to apply… objects to him. A heavy collar around his next, attached to what he was pretty sure was a lead. Chains connecting his ankles and his wrists. That was merely the start.

‘Have you ever worn a cock cage before, slave?’

‘Uh, no ma’am. Just a cock ring, ma’am.’

She slapped him then, straight on his penis. Only her instructions prevented him from wincing in pain.

‘What you did with your cock outside of my questions is irrelevant. Your cock isn’t even yours anymore.’

As she said this, she squeezed his cock hard, applying lubrication as she built up the cage out of plastic around it. Ring, divider, hard plastic shaft. Then at last came the fateful click of a lock and more rustling of latex. His arousal increased tenfold, but the cage restricted him. His arousal caused him to pulse and strain against the hard shell, but to no avail. It was a pleasure, it was pain, it was all of them. He heard Dedra chuckle, and though she was breathy with her own clear desires, the sadism came out in full force as she squeezed his balls.

‘This is my cock now. I decide when and if you cum. I decided how you cum, and into and onto what. If you’re a very good boy, I might let you cum tonight.’ He moaned wontly at this, after which he got strapped by what felt like a riding crop, or what he imagined the ancient implement to feel like. The blows landed on his chest and thighs, and he got the hint. Once the blows had stopped, she spoke again.

‘Open your mouth, Syril. Let’s get you plugged up.’

He did so, and something think and lock and rubbery entered his mouth. His jaw stretched around it, and she reached around his head to do up a buckle. He drooled around the gag, and his cage pressed him with consistent, delicious pressure. The next thing he felt was her lubed-up fingers getting rubbing around and slowly penetrating his arse. He’d cleaned it thoroughly as she said. The stretch as she fit one, two, and finally three fingers in burned, and he revealed in it.

‘If you cum now, I’ll send you home till tomorrow with the cage on your pathetic cock, the plug in your arse, and a sound down your urethra. You will have to wait a day until I take any of them out.’

He held on, as she slowly, gently, replaced her fingers with a bulbous plug. He’d done an anal play before, but this was larger and heavier than anything he’d experienced.

‘If this falls out, I will spank your arse until you can’t sit down for a week.’

She punctuated the threat with four quick stripes of her crop, two to each cheek. He winced but did not move, merely grunted.

‘Hmm, I do so like it when you moan. You’ll be doing a lot of that and so will I, although of a rather different kind.’

At that she pressed herself into his side, latex-covered breasts rubbing his chest, and her pussy, warm through more latex, pressing into his hips. She writhed slowly, driving him wild, as she reached and attached a leash to his collar. She withdrew and he moaned at the loss of contact, and all she did in reply was laugh, slow and cruel and wanton.

‘Oh, I’m going to have such fun with you going forward. Get on your hands and knees, and crawl when I tug your leash.’

He did she commanded and crawled like a Molossian Hound when she tugged, slowed by his chains, weighed down by the pressure of the plug and the confines of the cock cage. Blows to his backside and back encouraged him, as he crawled in darkness, pain, and pleasure.

Eventually, she pulled him up short. The hard plastic of the corridor had been replaced with a softer substance- rubber, again? Latex? Almost, but tougher than any he’d heard of. He tried to rub his cage on the surface but realized his mistake when Dedra pushed a spiked heel into his swollen balls.

‘Try to get off without my permission again, and I’ll force you to orgasm so many times you’ll beg me to castrate you.’

The heel came back, and he moaned in relief and in the strange pleasure that came from pain.

Dedra’s tone softened as she spoke next.

‘I suppose I shall give you a glimpse into what I’ve got planned next. Keep your eyes closed until I say so-remember what I said earlier. You may lift yourself up, but remain on your knees.'

The blindfold came off, but his eyes remained closed, her wrath both fear-inciting and exciting. Her heels sounded softly off the strange floor.

‘Open your eyes and look at me, Syril.’

He opened his eyes and gasped around the gag at the sight of her splendor.

Chapter 2: I do enjoy the countenance of pain

She was clad in black glossy latex from foot to neck, covering everything but somehow more obscene because of it, tight and gloss and showing her *just so*. Tight boots went up to her thighs, with high spiked heels. A latex corset wrapped around her, pushing up her breasts. Her hair was in a ponytail, and her makeup highlighted her cruel eyes and lips. She looked like pain; she looked like pleasure. Syril wanted to worship her with his body, his mouth, his pleas for mercies, with his screams. Her crop pushed his chin gently up her, and his drool ran freely from his mouth.

‘It’s a new kind of latex. All that makes that material so good, but with none of its disadvantages. One day, if you’re a good boy, I make let you wear an outfit.’

She grabbed his leash and pulled him to his feet.

‘I’m going to show you this room-I have others, but we’ll start with this one. Then I want you to beg me, using whatever means you want, to use something in here. If you beg poorly, then the cage stays on until Sunday. If you don’t beg at all, you will never see me again. Is that understood?’

He nodded vigorously, straining against his cage, his arse clenching around the plug. He didn’t think he’d ever been this desperately horny.

The room was filled with terrifying delights. An X-Cross with numerous shackle points. A padded wooden horse, with various attachments for pleasuring men and women and every other sort of gender. A cabinet filled with outfits, barely visible behind ornate glass. Another cabinet filled with probes, clamps, whips, and implements of pleasurable pain and painful pleasure. A vac-bed mounted to the wall. A wooden box with a hole in the lid, topped with an ornate-looking throne. There was a body cage hanging from the ceiling and a simple cage by the floor. The opposite was a huge bed, ornate and harsh, again made with the same latex material. It was a bed for fucking, for punishing, much more than for sleeping. Syril’s mind reveled in the depravity, and his cock strained and pulse within its confines, a most delicious form of torture.

She dragged him before the throne, and push him back on all fours, undoing and withdrawing the gag from his mouth. He moved his jaw, delighting in the ache, but did not speak. She, however, did, glancing in between his legs.

‘You know, in my work, I have conducted many Interviews. And in my personal time, I have conducted many sessions. And do you know what the two similarities between them are?’

He said nothing, and she sighed, striking his chest hard, once, twice in a quick session.

‘I asked you a question-I expect an answer.’

It took him a moment to respond, addled as he was.

‘No ma’am.’

‘Of course, you don’t, because you’re a man, and men only think with their cocks. Which is why I like locking them away. You lock away a man’s cock, he can’t think for himself. It takes a woman to think for him. And that takes me back to my original question.’

He listened intently, trying to maintain eye contact and not let his gaze wander and wander over her latex-clad body. She spoke again, her pitch and tone going straight past sensual and into the fully erotic.

‘The two similarities are as follows: one, I do enjoy watching people suffer. It makes me wet, Syril. So, so wet. The first time I ever properly orgasmed was thinking about a girl whose face I smashed up in a fight. And secondly, despite that, I know there is a time and a place for everything. This leads me to ask why have you been leaking on my floor without my permission?’

At this, she tapped the cage with her crop, and grabbed his face, pointing his head down at his crotch-there was a small but constant stream of pre-cum leaking out onto the glossy floor. She pushed him down, holding him by his hair just above the puddle.

‘Well, what are you waiting for, slut? Clean up!’

She let go of his head, and he bent even closer, his tongue darting out to clean up his salty discharge. She stood behind, raining blows on his arse as she did so. She occasionally struck him directly on the bulbous base of the plug, causing him to moan and shake and leak even more, but he didn’t stop until the floor was clean and the inside of his mouth was full. She grabbed his hair again and pulled him up, putting them face to face for the first time. He was tempted to kiss her before she spoke.

‘It’ll take you a good long time to earn the right to kiss me, Syril. Try now, with your mouth like that, and I’ll put enough electricity through your tongue that you can taste the voltage.’

He held still, aroused beyond belief, as she grasped his face and probed his mouth with her other hand. She rubbed herself against him as she did this, laughing at his moans and shudders all the while. Eventually, she had gathered all the pre that was left in his mouth on her gloved finger and held it in front of it.

‘Swallow, slut’.

He did so, eagerly, and rejoiced in her cruel laugh.

‘You really are a slut, aren’t you?’

She pinched his nipples and squeezed and twisted them, hard.

‘Whose slut are you?’

Through the shooting pain and haze of arousal, he managed to scream out a response.

‘You’re slut ma’am, yours, always yours!’

She let go, and the blood returning to his nipples caused him to yelp, and she laughed again-softly this time, one hand going to the plug and the other going to rub the side of his face. She pressed and twisted the plug as she stroked his face, warm latex caressing his cheek.

‘Oh, you sweet boy, my little pain-slut. I think you’ve earned your chance to beg.’

She pushed him to his knees again before her throne and sat upon it like a queen about to render judgment-which, he supposed, she was to him. She slowly, making sure his focus was entirely on her, under a zip covering her cunt. It glistened with arousal, he clit prominent, her labia engorged with blood. It was the most beautiful thing Syril had ever seen. She ran her finger through and put it in Syril’s mouth, and gently rubbed herself with her other hand as he cleaned it with his tongue.

‘Before you can worship me with your mouth Syril, I want you to beg for your punishment. I want you to choose what will happen, and I want you to tell me why you deserve it. If you don’t choose and beg, I’ll put you in the vac-bed for the rest of the weekend. And not touch you at all. Is that understood?’

He nodded and began to beg like a man processed.

‘Ma’am, please fuck me on the horse ma’am. Please fuck my arse, bend me over and tie me down and fuck me until I can’t walk. Cane my legs, my arse, my feet so I can’t walk or sit or lie down without thinking of you. Fuck me, hurt me, use me. Punish me for failing to capture Andor, punish me for Ferrix, punish me for what happened outside the ISB. Fuck me and hurt me and don’t me cum, please, please, please.’

He said in a rush and fell silent, all the while as Dedra rubbed her pussy in a slow, measured way. She said nothing for a moment, and then pulled sharply on his leash. Kneeling, he pretty much fell face-first into her pussy. She grabbed his hair and ground his face against her snatch, smearing her juices all over him. Syril moaned in pleasure and thought he might die if his cock didn’t get any relief. He remembered what he had begged for and shuddered. Dedra wrapped her latex-covered legs around his head and over his back, and he realized with a pained grunt that her boots had little saw-like blades built into the backs of the heels, digging into his flesh, cutting him. He clenched and unclenched his fists, gently rattling his chains as she spoke again.

‘Eat me out, slut. Bury your tongue in my pussy. Make me cum, and don’t stop until I tell you to. If you stop, I’ll put a dildo gag-one with the perforations in, and use your face like a fucking cock, and you won’t even get to taste my sweet cunt.’

He needed no more encouragement and went to his take with gusto. He’d done this a few times before but had always had his hands to help. Now he just had his tongue and tongue and licked and lapped and sucked like she was life itself-she was life itself to him. His body was a mess of sensations, of pain and pleasure and denial and torment, but his mind was focused on her and only her. Nothing existed beyond her cunt, as her first orgasm overtook with his tongue buried inside her, flooding his mouth with her juices. He moaned at the taste but resumed his task as her crop started landing blows on his back, and she was soon orgasming again, harder and stronger. Some detached part of him wondered if it were possible to drown in pussy, but a baser wondered how hard she would cum as she suffocated him to death between her legs. The thought drove his tongue all over, to her clit and every other part, until she came for the final time, screeching like a demon out of his mothers stories. She pushed him of, dragging her heels along his back as she did, leaving shallow cuts along his skin. Not enough to bleed him, deep enough to hurt. He reveled in it, and as he looked up, he caught a glimpse of something beyond pleasure in Dedra’s place, a sort of ecstasy he’d only heard old monotheists talk of.  Her voice low and flooded with pleasure, Dedra spoke again.

‘Oh, my sweet, sweet boy-you’ve more than earned your punishment.’

Chapter 3: Imagine my boot stamping on your cock... forever

Dedra was quick and efficient tying him to the horse, spreading his legs apart just enough so that it was another discomfort. She did the same with his mouth, an archaic dental gag contorting his face, much as the hooks she put up his nose did. They weren’t sharp-she’d just had the droid clean the floor-but they weren’t soft either, and tears and drool fell freely and equally. But it was a good kind of pain-well, to her, all kinds of pain were good so long as they were inflicted on other people. But Syril was clearly enjoying himself-he hadn’t stopped leaking out of his cage. She was thrilled at the power and briefly wondered if this is what the Emperor felt like, just on a smaller scale. It was possibly treasonous, but she didn’t know if any traitor had ever felt this good.

‘I could rip your mind apart, you know? Run enough voltage through a brain and it turns to mush. Your last ever conscious thought would be how good it feels as I fuck your arse. Would you like that, Syril? Would you like mommy to leave you as nothing more than a mindless caged butt slut?’

He moaned and nodded, his eyes almost wet and wide. She almost wanted to pin them open like threatened to and put a mirror in front of him, so he was forced to observe how much of a wreck he was. But he didn’t deserve that yet.

‘Well, if you’re a good boy for me, I may too that for you. But today, mommy has something in mind.’

As she spoke, she teased his plug, and none too gently pulled it out of him. As she did, her right hand rolled the Wartenberg wheel which she’d picked up earlier up and down his cock, carefully getting to those bits of flesh she could. She rubbed the pinned head over the slit of his penis, pressing fully against its plastic confines, as she finally fully removed the plug. Syril did a full-body shudder in his restraints, and Dedra reveled in her power. ISB politics and security investigations helped her scratch the itch, but as she poured lube over her gloved hand, she wondered if it were possible to keep someone like this forever-powerless, edged, denied, punished, and pleasured in the same way at the same time. The thought caused her now hypersensitive cunt to pulse in her latex, the base of the strap-on its own source of pleasure, gently pushing into her like a plug.

‘I’ve cum on your talented tongue so many times.’

She spoke softly, as she slowly fingered his arse wide open. His grunts and moans and shudders were like the most uplifting music. She smiled, but there was no warmth to it-only the destructive heat of a volcano. She stood in front of him now, his arse as lubed and open as possible. She rubbed up and down her cock, his eyes bulging at its size. It was

‘And I know you said that you don’t want to cum, but you’ve been such a good boy for mommy, I’ll let you make a choice. You can either cum now, but the cage stays on until next Saturday.’

He moaned, long and hard, at her words. It was a pitiful sound, and she exalted in it.

‘Or you can go without, and the cage comes off when you go home. But if you do that, I expect visual proof of the proper disposal of your discharge.’

At this she rubbed the inside of his spread mouth with her clean glove, spittle trailing off as she pulled her finger out.

‘By your lovely noises, I’m going to assume you’ve chosen the former.’

Syril nodded as quickly as his bondage would allow, but she truly didn’t care. His fate was sealed the moment he walked into her playroom. What followed next was sex, but it wasn’t gentle, and it wasn’t romantic. She did not care for soft things.

She did care for turning his arse, the back of his legs and the bottom of his feat red with her cane though. Carved from the trees of Oran III, it could main or even cripple if used incorrectly or correctly, if one desired such a thing. She had done that before, professionally and personally. But she decided to spare Syril that fate.

The blows rained down as his lubed arsehole clenched and his cheeks wiggled. Every step would be blessed pain for him, every seat a reminder of his place in the world. Even putting on his trousers would be an act of worship for his new goddess. She wished she could reach out and choke him without moving her hands like the traitorous Jedi had been able to do. But her wishes could not move constrict airways, no matter how much she wished for them.

Eventually, she stopped, and without a word and barely a sound started pressing her strap into Syril’s gaping hole. The new pressure produced new and interesting sounds, including what sounded like a choking thank you mommy, although she couldn’t be certain. She bent over his back, her body pressing into his cane marks and causing him to wince, even as she drove deeper into him.

‘There it is, take it slut. Take it for mommy, take it nice and deep for me.’

As she said this, she reached down into a compartment in the side of the wooden horse, and pulled a wand out, waving the heavy object in front of Syril’s face. In the future, she planned to masturbate with it in front of Syril as he was shocked and struck by her various implements, to confirm in his mind the association between her pleasure and his pain. In the meantime though, a more direct approach was called for. Turning it on, she pressed it against his cage.

‘You wanted to cum, didn’t you? Well, cum like this slut. Cum on mommy’s cock with a vibe against your cage. This is what you wanted, isn’t it? This is what you craved; this is why you came to me.’

All the while she increased the speed of her pounding, and moved the vibe around, in the space between the horse and his body, never letting it linger too long. He writhed and strained, and Dedra laughed, cruel and cold.

‘Oh, you poor needy thing. Come on boy, you can do it. Make mommy proud. Cum for mommy!’

His whines and moans reached a fever pitch, but Dedra was an old hand at this. At the last moment, she pulled out of him, stopping the pounding of his prostate. She pulled the vibe off as well, and what should have been a spurt, even with the cage, became ruined. Dedra herself came yet again at the sight, grinding the base of her strap against his arse all the while. She walked around and stood in front of him, reveling in the unspoken plea and his vocal moans.

‘Let that be a lesson to you, my sweet boy. I don’t only decide when you cum. I decide how, and if you’ll enjoy it. Little sluts like you cum too often and enjoy it too much. That’s why mommy has taken that choice away from you.’

She walked around him, unbuckling his restraints and binds. Part of her wanted to continue but knew the best pleasure would be gained if she didn’t break him too soon or too quickly. Even as she undid him, Syril remained still. Dedra admired that, in a way. Unprompted compliance was all too rare.

‘I will blindfold you now and take you into the reception corridor. Your clothes will be there, and there is a bathroom to clean yourself thoroughly. As I said, your cage will remain on. You can try and cum if you want to, but I will know if you do, and I will punish you accordingly.’

She grasped his chin and pulled him very close, enjoying the plethora of ruined emotions across his face.

‘Of course, I’ll punish you anyway. Mommy will always punish you Syril. But remember...’

She leaned in closer, lips brushing his ear. One of her hands stroked his battered arse, the other caressed his still-caged cock and balls.

‘Good boys get rewards.’