Part one here



As it turned out, I was dead wrong about this being some sort of bit.

The second full day as Kelsey’s prisoner I got measured all over my body, for what ended up being a number of custom made bondage restraints, two separate black rubber catsuits, multiple hoods, collars, cuffs, and a large straitjacket all of which trickled in over the next two weeks. While Kelsey assembled this arsenal of fetish wear and restraint, she kept me busy with my new training regimen.

I spent hours every day cleaning to her exacting standards. Scrubbing, sweeping, and tidying her small space, ensuring that every surface was immaculate. Every crevice cleaned and dusted, every item neatly stocked and placed in its proper place. Kelsey wasn’t deliberately a slob or anything, but the knowledge that she now had a helpless slave boy to clean after her certainly made her usual standards slip a little.

I would make her bed, while she stood behind me and groped my ass. I would slowly sweep the floors while she watched me, occasionally deliberately dropping something to make me bend over and pick it up, chains clinking all the while. Other times as I scrubbed the floors, or did the dishes, she would press herself to me, teasing my achingly caged cock and murmuring things into my ear that had me blushing bright red, shuddering with arousal and aching need. I was still grappling with the idea that my best friend’s sister found me hot, attractive and delicious enough to keep as her personal bondage toy. I hadn’t realized that just as I had had a crush on Kelsey…so too had she had one on me.

That was a little confession that had floored me…or would have, if I hadn’t already been kneeling in front of her. I was in my leather cuff boxtie contraption, my arms securely and comfortably pinioned behind me. I had thick leather belts keeping me frogtied, and a large collar that was snug around my throat…and connected to Kelsey’s hand by means of a leather leash. For her part, she was wearing a tight, shiny piece of latex that pressed her breasts into a thoroughly attractive position, but left her midriff clear…and she was not wearing any pants.

I had stared at her, and missed it the first time that she had told me. And the second. Her laughter finally startled me into paying attention, coupled with her tugging my leash several times, and I blushed bright red as she repeated herself. I stared, this time at her smiling face, her twinkling eyes, the way they met my own with bright affection and deepening hunger. I shuddered, opening my mouth, not quite sure what to say. What the hell would anyone say, confronted by that? Knowing that your crush not only liked you back, but had leaped at the opportunity to capture you, enslave you, and keep you as some weird combination of sexual prisoner, and house slave.

"Cat got your tongue, pretty boy?” Kelsey cooed, batting her eyelashes and giggling as I blushed bright red.

“Nngh,” I grunted into the ballgag.

“Oh no. That’s right. I have your tongue.” Kelsey smiled, pulling me towards her with the leash, “Along with everything else. I have the rest of your body. I have your desire. I have your lust. I have your mind entirely. But most importantly, right at this moment…” Kelsey yanked me a little closer, one hand casually unstrapping the ballgag, and letting it dangle around my neck, “…is that tongue of yours.”

She looked at me, her eyes probing my very soul with the intensity of her gaze. Filled with playfulness. With mischief. The Kelsey I had known before. But in equal parts there was now a plain hunger. A dominance I had never managed to see, alongside that desire. That flame that burned within, just as much as one had burned within me for her. And here she had me captive and…and…oh…oooooh…

My mind began to scrabble and gibber in shy terror as the leash kept pulling. Kept pulling me down, away from her face, down past her breasts in that tight, shiny latex. Down until I hovered perilously above her inner thighs, mere inches away from her pussy.

“Stretch out your tongue, Toy. All the way.”

I did, though I still didn’t make contact. She held me there, outstretched, helpless and utterly within her power as I moaned. Tongue outstretched, bound and collared, and with her amused, knowing eyes and grin hovering just out of sight.

“Do you want to pleasure your Mistress? The woman you’ve lusted after for so long? Do you want to be the reason I cry out in ecstasy, my darling Pet? Do you want to be the one I turn to for my pleasure, anytime I wish?”

I gurgled and nodded, “Yeth Mithtretthh!”

“Mmmmm, good boy. Though, I don’t want you to orgasm too close to my own…so for every one of these delightful little sessions, I’m going to add an extra day of chastity before we try your Cum for Captivity game again. That’s fair, isn’t it? I’m giving you such a gift here…it would be churlish to want two gifts in the same day…”

I groaned, wanting to object, wanting to protest that it definitely was not fair! Yet the idea of being the one to make Kelsey cum…the idea that she was keeping me for her enjoyment and genuine desire, rather than just some odd prank or longer term imprisonment without purpose…no. No she wanted me, in similar ways to how I wanted her…she just wanted to be in control.

So I nodded.

“Good boy.” The leash yanked me down, burying my head between her thighs, and my tongue firmly within her. She griped the back of my head, and let out a smug and satisfied purr of enjoyment as I began to squirm, and lick, and moan, and shake.

“Mmmmmmmm, suuuuuch a good boy. Make me cum more than once, my darling Toy, and I’ll even cuddle you in bed tonight.”

I moaned, groaning into her as I applied myself with blushing enthusiasm…and I felt her settle into the couch. Settle into what would turn out to be an oddly enjoyable night. The first night during her enslavement of me where she took me into her bed, strictly bound, utterly naked apart from my bonds and chastity cage, and getting groped and fondled until I was panting and wailing with need…and then she simply began to cuddle me. Whispering little reassurances. Little promises of more bondage. Of more control. Of her dragging more pleasure from me, of her keeping me for herself. Of me being her slave, and she my Mistress…until I finally, mercifully fell asleep.

And when I wasn’t cleaning or being used as her sex toy, I was being trained to her exacting standards. I was made to practice positions. I was shown how to properly give massages, or worship her boots, or practice my kissing technique while I was strictly bound. I was shown how she wanted me to walk when I was her maid, and the different gait and posture she wanted when I was her bound and anonymous rubber gimp. I was strictly trained about when and how I was allowed to communicate, whether gagged or not, and when Kelsey expected silence. I grew to learn when I was allowed to cuddle into my captor, and when she wouldn’t tolerate any physical touch.

I learned, above all, that she intended to keep me for quite a while indeed. Chances for freedom came and went with every opportunity to play Cum for Captivity. What started as simple weekly forfeits for an orgasm swiftly began to include other things. I lost the “right” to speak, and soon had to request being ungagged. I lost the privilege of being free of rubber or latex. I soon after lost the privilege of sleeping in a bed, and was confined to a cage, unless I had impressed her enough that she wanted to snuggle with me while I was strictly bound. For an entire week I wasn’t allowed to stand, unless I begged her. Unless I offered her more forfeits. More time as her chastity slave. More surrendered pleasure, or more bondage, or more servitude.

Every day, she chipped away at me a little more. Every day she entranced me a little bit more. Every day I became hers, more and more, little by little.

By the end of the first month, I had stopped pleading with her to be let go. That wasn’t going to happen by me asking, and the constant begging was losing me other more practical things like chances to beg to cum, or to eat more than blended up food, or a whole host of other little pleasures that she denied me whenever she felt like it. Freedom became an ever more distant prospect, and was replaced with daily concerns of wanting pleasure. Wanting caresses. Wanting safe things. Things that were acceptable to my Mistress. Things that didn’t challenge her ownership of me.

Things that would keep me here, with her, for as long as she wanted.

“I just…I really hope I didn’t scare him off is all,” Tristan’s voice was muffled and distant. I squirmed a little as I heard it, knowing he was talking about me. I was tightly bound in my rubber catsuit, my arms crushed snugly in an armbinder, my head thickly hooded and firmly gagged. My cock throbbed in its chastity cage, and I felt the pulses of the butt plug lodged in my ass as I lightly, oh so lightly squirmed and strained against the belts that crushed me into a tight and unyielding balltie. More than that, I was held snugly within a large suitcase. A suitcase, that Tristan had just straightened and begun to pull out of the room. Out of the basement apartment that had been my secret home ever since the morning after he had first tied me up. I let out a faint, oh so faint moan, and di my best to listen.

“I couldn’t help it,” Tristan was continuing, in response to something Kelsey had said, “It was just meant to be a game. Someone I could finally try out tying up and…and…damn it. I still want us to be friends, and I haven’t heard from him in almost six weeks!”

“I’m sure he just needed time to process things, and understand how he felt about his first kink experience.” Kelsey’s voice was soothing, understanding…and shot through with hints of secret mischievousness that I just knew had her internally squealing in delight. For she had her brother’s best friend captive and helpless…and was having her brother unknowingly transport me outside…to where her car was waiting. She was going back to university, and I was going with her. If all the expensive gear and the many weeks of training hadn’t underlined it for me enough, the fact that she had just matter-a-factly informed me that I was coming with her, no discussion, no teasing, was enough to drive home that she had decided this…this…whatever relationship was something that was continuing. Whether I was a slave, a slave boyfriend, or something else…she had me captive.

She had me, owned me, and could clearly do with me as she pleased.

“I mean the fact that he went through with the bet, let you tie him up and keep him tied up…he has to be fairly fascinated with bondage too, bro.” Kelsey comforted Tristan as the two siblings exited the house, lugging Kelsey’s secret prisoner along behind in the heavy suitcase, “You didn’t do anything beyond an initial tie up and making him sweat and work a little from what you’ve told me, so I can’t imagine he isn’t talking to you because he’s too embarrassed.” Kelsey paused, and I felt a sudden weight as she pressed her hand right to the part where my head was, “I’m sure he just has a lot of on his mind right now. I bet, brother dear, if you just give him some more time…if you let him sort out how he truly feels about bondage, he’ll get in touch and thank you for it.”

I shuddered, and heard Tristan sigh.

“Thanks sis.” There was some rustling outside the suitcase. The siblings were hugging. Just a normal hug…while I strained and groaned within my tiny prison.

“Of course,” Kelsey’s warm voice was tinged with affection, “Why don’t you come visit me sometime, when you can get off work, huh? Before I actually start my heavy class load in the fall. I’m sure you’ll have a great time, relaxing and getting away from the city.”

I felt myself suddenly go airborne, and heavily thud down as the suitcase was slammed firmly into the trunk of her car.

“I’d like that.” Tristan admitted, his voice beginning to fade as he stepped back.

“Good. Cause I wanna make sure this is a summer to remember. For both of us.”

The trunk door slammed, and the rest of the conversation was lost to me. I groaned, squirming and straining against my bonds. There was no give in them. Just the sensation and firmness of their strict hold over me. The tightness of my chastity cage, my cock and balls aching from the game that Kelsey had played with me that morning. I hadn’t wanted to go in the suitcase. But she had convinced me from trying to squirm away by taking a crop to my crown jewels anytime I refused her. I had managed to say no at three different points, but had lost my taste for it. There was no point to enduring pain, not when Kelsey was going to get her way regardless. So when she had had me in the armbinder, and had demanded that I squirm into the suitcase so she could strap me down, I had neatly avoided further punishment by meekly murmuring “Yes Mistress” and complying. Though that did leave me unable to move an inch, as Kelsey firmly, firmly believed in making certain I understood my place was to obey her unquestioningly…and that questions or refusal brought consequences.

I moaned suddenly as the plug nestled within me whined to full life, buzzing and burbling away in my rear, causing me to arch against the belts holding me fast and wail into my gag. My chastity cage feeling incredibly, tightly, full as I strained every muscle, every part of me, to somehow overcome my hopeless situation. To somehow cum, despite the steel keeping me captive.

It was hopeless though. I could only lie there, being teased and tormented by the buzzing plug. I heard and felt the rumble of the car turn on, felt the gradual motion as it began to pull away, and let out one final wail of mingled frustration, arousal, nerves, and anxious expectation as I was carried away. Away from my best friend’s home. Away from my childhood neighbourhood. And off to distant university…as a student of an entirely different sort.

“C’mon Toy, I know you can do better than that,” Kelsey snapped, her crop slashing down to impact my quivering rubber covered ass. Once. Twice. Thrice. Each time making me squeal around the large rubber dildo that I was furiously sucking on, doing my best to put on a sensual show for my Mistress. Embarrassing myself for her amusement, as she sat nearby on the couch and watched me with glinting almost predatory approval. I groaned as the crop began to move in slow circles across my pink bottom, providing gentle taps as I reapplied myself, my arms locked behind me in the constantly familiar armbinder. I was otherwise covered head to toe in rubber. Kelsey had kept me in a full rubber catsuit, including a thick hood, from virtually the moment I had entered her home after she brought me up to be with her at university.

“I have seen you take that entire thing, like a proper little Slut, and I will not tolerate backsliding in your training.” Kelsey continued, providing several firm warning taps, “So when I say that I want you to deep throat it, that means I want to see some genuine deep throating. That is…if you want your reward…” She chuckled, and I could see out of the corner of my eye that she had spread her legs, letting her other hand make twirling motions above her sex, “You do want to please your Mistress, don’t you Toy?”

I groaned and nodded again, sucking over and over as Kelsey laughed, “You are such a sweet Pet, darling, giving up your pleasure for me. Worshiping that rubber cock for me. You love being my captive, don’t you Toy?”

I felt myself nodding. Heard myself moaning. My mind was torn, but the greater part of me was focused entirely on the shivers of pleasure racing through me. The idea that this might earn me the chance to pleasure Kelsey…that she in turn might see fit to pleasure me too…it was far, far too much for any hope of resistance to cross my brain.

“Mmmm, gooood boy. Suck. Keep sucking. Bob that head back and forth,” Kelsey’s voice became that throaty, purring, sensual buzz in my ears, making me shudder and blush. Driving me wild, as she knew it would.

“You need to be ready to show hospitality to my guests Toy. I might have the girls over sometime, once you are a bit more trained. And some of them could bring their own boyfriends and…well…I’d hate to be inhospitable…” I heard her chuckle and I bleated into my gag. She…she wouldn’t, would she? That wasn’t…that couldn’t be for real…

“Oh,” Kelsey giggled, “and of course, thanking my brother for introducing the two of us…indirectly, I know, but still counts. If not for that silly little bet of yours, you wouldn’t have been tied up in my gear, and I would never have known that the cute shy boy hanging around was a secret, kinky slut. Just waiting for someone like me to wrap a collar around his throat and claim him as the slave he was meant to be.”

I groaned, moaning as I felt one of her feet begin to tease and toy with my achingly full balls. With my throbbing, caged cock. I grunted, shivering and moaning, trying to nod my head as I furiously bobbed back and forth, shoving the rubber phallus deeply into my throat.

I had barely thought about Tristan and how this had all started in the two weeks since I had arrived at Kelsey’s university residence. Kelsey had kept me in the two bedroom apartment, squirreled away from the world and any “harmful” outside influences. My existence hadn’t changed all that much from when I was slaving away in her basement apartment, only now that was no chance of being interrupted by some saviour. I was definitively stuck with this gorgeous, devious, slightly loopy, incredible woman.

“You wouldn’t mind thanking him like that, would you slave?” Kelsey giggled.

I groaned again as her hand pushed my head forward, forcing me to swallow more of the rubber cock. I gurgled around it, trying for some approximation of agreement, and Kelsey held me in place, her teeth nibbling sensually at my earlobe.

“Because I’ll be honest Toy,” Kelsey whispered into my ear, “I think it would be kinda hot…not least because I’ve been dying to try fucking you with my strapon and, well, it seems only fair that I give Tristan…something…for all his troubles.”

I grunted, shaking my head a little at just how intent she was beginning to seem, but she just tightened her grip, and pushed me a little more forward. Forcing me to take just a little more of the rubber cock on the wall. Forcing me to reckon with my enslaved, helpless, submissive reality.

“I’m sorry Toy, did you have something you wanted to say? Do you not like the idea of pleasing your Mistress? Do you object to what I plan to do with you?” Kelsey’s other hand that wasn’t making me swallow more of the rubber cock suddenly tightened in a vice like grip around my caged cock and swollen balls.

I gurgled and gave a slight shake of my head, and Kelsey gave my precious caged genitals a warning squeeze before releasing them.

“Mmmmm, that’s what I thought. Good boy. Now that we’ve agreed that I know what’s best for you, why don’t you come back to the couch with me, and you can show me how grateful you are for all the training I’ve given you…and the wonderful opportunity to be my slave.”

Ten minutes, and one orgasm for Kelsey later, I was still kneeling between her legs when the door suddenly opened.

“C’mon in,” Kelsey called out with a giggle, “The gimp is leashed and bound, no need to be shy.”

I groaned, and was rewarded with her hand tightening around my head and pressing me more deeply between her thighs. Making me continue to work my mouth and tongue over her sex. Debasing me, despite my anonymity, before whoever it was who had walked in. Who could now see me, the kinky fetish version of me, in all my rubber—

“Hiya Kels,” Tristan’s voice sounded from behind, faintly amused and not at all surprised, “So this is the new boytoy?”

“Mmmmm…this…mmmhhmmmm…this is him,” Kelsey grinned, panting a little as I squirmed, and moaned, and shuddered while pleasuring her, “Been training him up for..mmmmm…most of the summer…”

I heard footsteps approach, and then his voice, my best friend’s voice, from so much closer, “Well beneath all the rubber and bondage I’m sure he’s quite a looker. Has he been out of that at all?”

“Oh a few times,” Kelsey admitted, undulating shamelessly, grinding against my mouth, “But I much prefer him this way. It emphasizes his position.” There was a brief pause, and then her voice returned, full of mischief, “Go ahead, you can feel him if you want. I promise, he is far, far too enamored with his Mistress at the moment…”

I gurgled a little and then whimpered slightly as I felt that first tentative hand on my hooded head. Then another running down my armbinder.

“How long has…ah…” Tristan sounded a little hoarse, “Have you…have you beaten your record?”

“Which one?” Kelsey asked, lazy, pleased laughter filling her voice, “He’s been bound and helpless from the moment I took him. Not once second of freedom. As for the other…” Kelsey giggled, “He gets orgasms. Sometimes. But his cock hasn’t penetrated anything apart from the hole I make with my fingers in…mmmmm…well I guess also since I took him. Maybe someday…” Kelsey leaned forward, and I felt her warm, tantalizing breath through the rubber, “Maybe someday he’ll earn real sex with his Mistress.”

“God you are so damn lucky,” Tristan muttered, his hands still running over my armbindered arms, now and then slipping off to feel my rubber catsuit covered back and sides. I groaned, squirming in my bonds and inadvertently pressing back into his hands as Kelsey kept my head firmly locked between her thighs. He settled a hand onto my ass and groped, “I would love to have someone like this. I dunno if I’d even want to keep them, like you…just…just…”

“Any word from…?”

“Not a peep,” Tristan huffed a sigh, “Honestly maybe I should’ve been a bit more up front. Told him I was actually into bondage, and not just some silly bet. Then at least I could’ve been tied up, maybe, or at least I wouldn’t have…I dunno…”

“I’m sure he’s fine,” Kelsey murmured, the pleasure in her voice disguised by my own actions, but clearly due to just how delicious it was that I was her secret prisoner even here right in front of her brother. “Have you managed…you know, since then to find anyone to…enjoy?”

“No,” Tristan groused, his hands seemingly moving on autopilot as he grumbled, “Haven’t had the time. Or really known where to go or what I’m looking for. The kink clubs aren’t much help when you don’t know whether you want cock or pussy.”

“Well,” Kelsey chuckled, “I’ve always found a nice mouth a perfectly acceptable compromise…”

I squealed as she shoved my head more deeply between her legs, and for a minute there was no more talking. There was just me licking and groaning and pleasuring. There was Kelsey gasping and moaning, and writhing on the coach. And there was Tristan, my best friend, unknowingly fondling me. The three of us stuck in that tableau of kinky debauchery until Kelsey came again with a cry of exultant pleasure.

“Tell you what,” Kelsey purred as she finally got a hold of herself, “I’ve been meaning to break him in to my strapon. Finally plunder that virgin ass of his and see if he can cum in chastity. Why don’t you enjoy yourself with his mouth?”

“What?” Tristan froze for a moment, “Are you serious?”

“Why not?’ Kelsey chuckled, “I’ve been having him practice for hours and hours every week. I promise you, my little gimp knows what he’s doing. Half a moment, hand me that ring gag would you? Don’t want anyone getting hurt or too overwhelmed and forgetting to keep their mouth open.”

She laughed, Tristan joining in a moment later. I groaned, opening my mouth, at last perhaps prepared, maybe to voice some sort of potential objection. To beg her, even at the cost of suddenly revealing my identity as her slave, to not go forward with this insane plan. I mean…sure, guys thought about having a threesome. Some guys might even try to sleep with siblings. But I…I mean…Tristan was my best friend. I couldn’t…I…

“Glurk!” I gurgled a little as the ring gag was shoved into my mouth, the straps going around and buckling tightly in the back. The click of the lock, a moment later, was enough to make me whimper and shudder.

“God that’s hot,” Tristan muttered.

“Isn’t it though?” Kelsey practically squealed, “Alright help me get him over to the bench.”

The siblings worked efficiently enough, helped by the fact that I was still caught between trying to object to what was about to happen, and carried away with just how awesome it felt to have multiple sets of hands feeling me up through the rubber. Of how Kelsey hugged me close, nibbling at my ear and giggling because of what she knew. And of how Tristan seemingly was enraptured at the thought of playing with his sister’s gimp slave. In short order I was strapped down with belts lashing me to the bench at my ankles, my calves, my thighs, and two thick ones over my back and under the armbinder, leaving my bound arms to writhe independently of my otherwise firmly secured body.

I couldn’t see it when Tristan stepped in front of me, but I felt his hands caressing my hooded face. A moment later I felt Kelsey ease the zipper of my catsuit up to the small of my back, revealing my ass, and beginning to smooth generous amounts of lube into my quivering hole.

“Ggarrrgh!” I groaned into my gag, squirming in place.

SMACK

I yelped as Kelsey swatted the inside of my thigh. Hard.

“You can move around when we’ve started Toy, but I don’t want distractions just now, pleasant as they are. You need lots of lube for this to be enjoyable, for your first time.”

I groaned, squirming in my bonds as she continued to lube my ass…and as Tristan caressed my hooded face. I could faintly hear himself getting hard, and I tried one more time to wriggle and groan my objections, muffled though they were. But neither sibling deigned to do more than chuckle at my struggles and my muffled moans. I was their toy. And Toys didn’t get to make decisions.

“Same time?” Kelsey eventually asked, as she finished strapping a strapon harness in place.

“Y-Yeah,” Tristan said, his voice certainly hoarse with almost nervous anticipation.

I felt Kelsey lay a hand on my back, as Tristan pushed my forehead up. I let out one final moan.

“Aaaaaand…now,” Kelsey giggled, and slowly began to press into me.

“Waaaaaaggghmmmmm…” My groan was swiftly muffled as Tristan slid his cock into my mouth.

“Don’t talk,” He softly muttered, “Don’t talk…just suck, like a good bitch.”

“You listen to him Toy,” Kelsey purred, her entire body pressed to me as she slowly inched the strapon into my rear. “I want to see that head bobbing up and down like a good slave, just like I taught you…”

I groaned, my butt wiggling as it was invaded, and my mouth forced to take and suck as it too was penetrated and owned. I felt my entire body shudder, writhing in embarrassed, horrifically embarrassed arousal. The siblings slowly found their individual rhythms, one thrusting in as the other drew out, never allowing me a moment where both mouth and ass were free. Something always filling me. Something always thrusting submission and pleasure in, drawing any resistance out. Kelsey stood a little back from me, pressing hers strapon all the way in until her hips touched my ass, holding for a time, and then would retreat again. Tristan by contrast stood mostly still apart from some hip rocking, making me participate in my own double penetration. Forcing me to bob up and down, encouraged by plentiful spanks from Kelsey.

“Are you close?” Kelsey asked.

“Yesssssss,” Tristan growled.

“Good.” She thrust herself all the way into my rear, spanking me over and over again as she cried, “Then, my darling Toy, my sweet bondage bitch, I want you to finish giving your best friend the best blowjob of his life!”

I wailed around the cock in my mouth, my head plunging up and down as I heard Kelsey giggle at what must be shock on Tristan’s face.

“Are you…uuuunnnnghhhh…are you fucking with…mmmmmmeeee?” Tristan growled, groaning as both his hands clamped on my head.

“Nope.” Kelsey chuckled, continuing to spank me in time with the undulations of her hips as she pressed the strapon deep within me, “I took him the day you let him go. I had you carry him out to the car when I left. He’s my slave, my broken submissive bitch, but I thought that since you broke the ice on the whole bondage dynamic he should show his gratitude. He is your best friend after all…”

“Oh my God,” Tristan muttered, his cock still in my mouth, his hands still moving my head up and down, my gurgles clearly egging him on, “You…you took…he’s…he’s got my…my cooock…Oh my God, Ohmygggggggoooood…”

I felt him cum, orgasming as he cried out, and I shuddered as I was made to swallow, his hands keeping me in place, not letting me retreat one inch from the length I had taken in, bearable only from the long hours that Kelsey had forced me to practice. I felt Kelsey cum a few moments later, the sneaky vibrator she had had buzzing away against herself at last pushing her over the edge.

And I…I just lay there. Filled at both ends, my locked cock straining to the utmost to release. To experience its own pleasure. But trapped. Unable to cum. Unable to do anything but ache and remind me of my submissive position. My new submissive life. Orgasms after all, were for my Mistress…and her guests…not for meeeeeeeeeeeee…

I let out a sudden squeal as I felt the head of a buzzing vibrator press into my caged cock and balls, already cranked to the max. I screamed, the sound muffled by Tristan’s cock, and bucked against my bonds, crying out in pleasure and need and pure embarrassment as I felt the pent up desire rage against the cage. Rage and rage, and pulse and pulse until finally somehow, someway, I felt something give. I felt myself spurt in the cage. Felt myself cum in chastity, while my ass was full of Kelsey’s strapon, and my mouth was wrapped around Tristan’s cock.

“Yes, he’s come a long way.”

Kelsey was leaning on me, clearly looking at her brother as she dropped the vibrator away, who was still panting, still holding me, still keeping his cock in my ring-gagged mouth.

“I had no idea he was into this sort of thing.” Tristan finally managed, one hand absently caressing my hooded head, “I thought I was pushing it with the whole slave for a day motif. I can’t believe this is…is…” Wistful longing filled his voice, “I wish I could…gaaah, I’d do that day different.”

“Well I’m sure you’ll find a guy or gal for your ropes and collar soon enough.” Kelsey giggled, “Besides, I think we both can agree that his proper place is here with me. You told me how big a crush he has on me, and I’ve come to adore having him around. Anyway,” She slapped my ass again, causing me to let out a gurgling moan, “You’re always welcome to swing by here. His cock and ass are mine, but I don’t mind sharing his mouth…” Kelsey reached up and patted my head with a proprietary air, “Sluts always need practice…and besides, from what you’ve told me his mouth was what got him in trouble with that silly bet anyway.”

“That would be…just…yes. Yes please, thank you.” He giggled suddenly, playfully and gently smacking my rubber hooded cheeks, making me grunt around his still mostly hard cock, “I guess you were always pretty subbie huh, to let this happen to you.” I groaned and blushed within the hood, trying to gurgle words, but he just thrust once or twice until I stopped before he resumed alternating between caressing my head and lightly smacking my rubber covered cheeks, or pulling on my collar, “I mean, I know you probably aren’t into dudes, and while that does make this way more fun for me…that was the main reason I didn’t just try keeping you for the week instead of just the day. Though honestly, at this point…I think you’d end up being a rubber gimp either way…”

I moaned, feeling the siblings pressing into me still. Feeling their hands caressing me, and gurgled in shameful arousal as he chuckled, “So I suppose I’ll be visiting a bit more often, now that I know about her little project…”

“Please do!” Kelsey giggled, “Now that I have proof that my little gimp Toy can cum in chastity, well I don’t need to keep stringing him along with all these maybe promises of future release. He’s clearly such a horny little slut at the thought of serving me, and whoever I want him to pleasure, that even chastity isn’t enough to stop him from cumming.”

I gurgled and moaned, but the siblings just laughed, keeping me filled and penetrated.

“If you are so turned on by me that you orgasm in chastity, you clearly don’t need to leave. Nor do I need to keep unlocking you for anything other than cleaning…” Kelsey purred, groping my ass while Tristan laughed and gently smacked my cheek.

“Welcome to your new life…”