It was the final summer. In more ways than one, though I was wholly concentrated at the time on my successful completion of high school and the terrifying vista of the unknown that now loomed before me.

We had graduated a week ago, some two hundred of us passed formally out of the comforting embrace of high school into the wilds of university, college, the job market, travel, or a score of other opportunities. For myself, I hadn’t bothered to make any immediate plans. No summer job waited for me, no university or college had yet gotten back to me about acceptance. Heck, I was toying with the idea of just taking a year off and traveling a little myself!

But for the time being, I was content to hang out with my friends. Tristan, my best friend through high school, had invited me over for a grand day of video games, video games, and more video games. With the possibility of a movie or two to break up the enjoyment of racing, fighting, or adventuring with some mindless relaxation. We mostly had the place to ourselves. His folks were away, jetting off for a vacation in Europe which Tristan had regretfully turned down since he had landed himself a job. His sister was home though. Kelsey.

I had had a crush on Kelsey for a long while. Only a couple of years my senior, the vivacious brunette seemed to ooze charm and playfulness. Outgoing, athletic, and a geek over a range of fantasy books, she was never short of incredible any time I saw her. Though in my final year, she seemed to have cottoned on, at least a little, to the existence of my crush. At the very least, she seemed to take a passing enjoyment every now and then in making a comment, or tossing a wink at me, to make my face heat in a brilliant blush. Then would come a soft giggle, or a charming chuckle, and a brief squeeze of my arm to show she meant no harm. And then she’d be off, with my existence so far as I could tell safely forgotten about.

Needless to say, when I came trooping into the house after Tristan, and saw her lounging around in her jogging kit, I hurried along after my friend as quickly as I could to prevent any awkwardness. She was my best friend’s sister after all. Kelsey grinned after me, giving me a cutesy wave as I blushed and raced away.

A few hours into our gaming session though, and all hints of awkwardness were forgotten about as I trounced Tristan up and down the raceways of Mario Kart. Not suspecting for a moment that this was the day that my life would take a sudden, and deeply unexpected turn.

“Ha!” I crowed as I zoomed across the finish line once again, narrowly avoiding the green shells that Tristan sent my way in a vain effort to stop me. Tristan gave me a good-natured shove and groaned as he rolled his eyes at my victory animation, “You filthy cheater!”

“Cheating?” I sputtered with mock indignation, “I don’t need to cheat! I rock at this game!”

“Nah,” Tristan said, grinning as he egged me on, “Definitely a cheater. No other possible explanation.”

“No other--?” I muttered, and then more loudly, “I could beat you with one hand tied behind my back! No sweat, no problem!”

“Oh yeah?”

“Yeah!”

“How about both hands?”

I blinked, looking over at my friend. Tristan was lounging back on his bed, a smirk plastered across his face as he affected to be totally at ease. There was the tiniest hint of tension in his slender frame, but I didn’t recognize that at the time. My brain was far too jumbled up on his words.

“B-both hands?”

“Sure, both hands.” Tristan reached across and opened a bedside drawer, drawing out a shiny pair of handcuffs, “I’ll cuff you up and we’ll race. See if your skills actually match the checks your mouth is writing.”

I sat there for a few moments, digesting the sudden shift, as Tristan played with the handcuffs and watched me with an air of detachment.

“We could even do prizes,” he mused, absently swinging the cuffs back and forth. I couldn’t help but watch them as they moved, “If you manage to beat me, and demonstrate you are just as good with a handicap, I will officially acknowledge you as the best at gaming…and I’ll let you borrow my entire set-up here for a month this summer.”

“Wow.” I blinked. It was a lot. The start of summer holidays, nothing to do, and Tristan starting a summer job. I hadn’t the faintest idea what I was going to do that summer, beyond firming up my plans to take a year off before cracking on with university. A whole month of having consistent access to the massive store of video games that Tristan had was no small thing.

“And if I somehow lose?”

“You stay tied up. I get to add some more and keep you as a prisoner…let’s say until dinner time? That’s about five hours, give or take.”

I squinted at him a little, but the deal seemed eminently favourable to me. I’d been kicking his behind for about an hour now, and he didn’t have a single successful race yet. The getting tied up thing was a little strange, but heck neither of us had been included much within the run of the mill popular groups at high school. If this was some odd thing he wanted to try, it didn’t seem that big a deal. I’d seen plenty of movies with captives being held by the bad guy, and figured it would be something like that.

“Deal!”

“Sweet. Turn around then, and let’s get started!”

I shivered a little and blushed as I felt the cold metal close about my wrists. Visions of the cartoons I had watched, and still watched, of captive damsels suddenly flew through my head as I squirmed back around to face the television. Tristan positioned the controller so I could hold it properly, and then flipped over to a tournament race selection.

As we started playing I did my best to concentrate, but found myself continually distracted. Had I just been playing with my hands behind my back I probably would have been fine. I knew the controls well enough at any rate. But I was cuffed! Bound, and largely helpless! I couldn’t get over the weird tingling feeling that kept racing up and down my body every few moments when I realized again, and again, and again, that I was handcuffed.

I lost the first race. Not by much, and I nearly had him at the end, but I just couldn’t concentrate in that first ten minutes. Tristan chuckled, “Told ya. Leveling the playing field…”

I didn’t respond, beyond rolling my eyes and grunting a little. I wasn’t quite certain about speaking right then, nervous it would come out as a squeak. I didn’t want my best friend realizing just how much I was enjoying this situation, despite my video game champion status being whittled away.

I managed to eke out a win on the second race, mostly because of bad luck for Tristan. Two blue shells in a row would do that. But he handily won the third. I was sweating a little now, twisting my wrists in the cuffs and straining against them slightly as my mind raced with what was to come. I couldn’t give in so easily, he might think I was enjoying this! So, as he rocketed towards the finish line of the fourth and final race with my fate about to be sealed, I blurted out, “Double or nothing!”

Tristan cocked an eyebrow as he won the race, allowing the post-victory credits to roll, “Double or nothing? What are we changing it to?”

I rattled my wrists in the cuffs for a moment, “I want one more race.”

“Hmmm…” He pondered for a moment, then his eyes snapped to mine with a grin, “Alright, I suppose I’ll give you one last chance to win your freedom. But that means if I win, you are staying my prisoner overnight. And…” he raised a finger, “I get to pick the course.”

“Fine.”

He smirked, and toggled over to Rainbow Road without a hint of hesitation.

My heart sank. Soared. Fluttered about my insides. I was so going to lose. My hands flexed in their metal restraints…helpless. With all that that entailed. But I couldn’t back out without trying…

“Bastard.” I muttered.

“Language.” He cocked an eyebrow as I opened my mouth to retort, “You really wanna lose speaking privileges before we even start the race?”

“N-n-no…” I stammered, flushing at the grin that flicked across Tristan’s face.

He gave my shoulder a friendly shove, “you can get your shit-talking in while we race if you want…but when I win you may have to pay for it.”

“If you win!” I shot back, hefting my controller behind my back.

“Whatever makes you feel better,” Tristan chuckled as he set up the race.

It wasn’t even close. Tristan beat me handily, while I was still plunging off the course in the first lap. My mind was overrun throughout by thoughts of bondage, terrified and thrilled all at the same time. He let out a whoop as he crossed the finish line, and I flinched a little as he hammered a friendly hand against my back in celebration.

“Whoooo! Yes! Suck it!” he crowed in triumph, “Who’s the best!?”

“You are,” I muttered, tossing my controller onto the bed awkwardly

“Damn right,” Tristan chortled, as he stood up and stretched, “Now, wait here, and I’ll be back. Gotta make sure my captive is properly secured with more than simple handcuffs.”

“More?” I half-squeaked.

But Tristan was already gone, practically scampering out of the room in his gleeful haste. I sat there, stewing in my mental confusion. Caught between arousal and nerves. It didn’t occur to me to try to plead my sentence down. For one thing, Tristan would never let me hear the end of welching on a bet. For another…

I squirmed. For another, I was kinda intrigued by the thought of bondage. Restraint, and restriction. Tightly retained as a captive.

I hadn’t much longer to wait.

Tristan came back into the room, clutching a box to his chest with a grin plastered over his face. It thumped down next to me with an ominous metallic jingle, and I chanced a glance over to see black leather, chains, and all manner of unfamiliar shapes. He quickly dipped his hands in, coming out first with a wide broad belt that went around my waist. Then leather cuffs that replaced the handcuffs, leaving me far more comfortable, and far more securely restrained as they were attached to my waist belt with chains. And the final piece, a thick leather collar, was briskly wrapped around my throat and locked into place.

“There we are, all properly done up,” His voice sounded a little strained, as though he was also trying to stay calm, “First order of business is cleaning up this place.” He gestured around his room at the general chaos, “Get to it, slave boy.”

“Seriously?” I groaned, “This is gonna take hours!”

“Oh yeah! Almost forgot!” Tristan snatched up a red ballgag from inside the box and dangled it in front of me with his shit-eating grin, “You gonna behave, or is my prisoner going to have to be disciplined…?”

I flushed, not wanting to meet his eyes as my vision seemed to fill with the cherry-red ballgag. I opened my mouth without further protest, making soft grunting sounds as the gag quickly filled it and silenced me.

My head was swimming with all manner of confused feelings as I staggered to my feet and began to clean. Tristan for his part collapsed back onto the bed, deliberately ignoring me as I began to tidy up. I soon heard the sounds of cartoon racing and violence once again from the TV as he seemed to forget about his friend in bondage in favour of relaxing gaming.

It was a surreal experience as I shuffled around his room, with the only attention being given was complaining if I got too loud or if I obscured his view. For my part I was grappling with my confused enjoyment of my restraints, wondering where in the world Tristan had happened upon this collection. Wondering what it might be like to be held captive not by my friend…but by his sister…

I found myself picturing Kelsey finding me like this, or of her having put me in this restrained position in the first place. Of what the older girl might do to me…or make me do…

I had to pause a fair amount to readjust myself. The last thing I wanted was an obviously raging hardon that would almost certainly be misinterpreted and probably do some damage to my friendship. So I concentrated as best I could on the cleaning of my friend’s room, and on the enjoyably soft feeling of the leather cuffs and collar.

Happily everything passed without incident, and it was less than two hours later when I was finally done. Tristan’s room was fit for actual habitation now, and I had a large garbage bag filled completely with the detritus of a week of summer vacation. Plus probably some exam cramming too.

I grunted into my gag and gestured as best I could with my bound hands. Tristan looked around and whistled appreciatively, “Well, that looks great! You’ve got a real knack for this man. Makes me feel better about the rest of the chores.”

“Moooaarrr??” I groaned into my gag

“Yeah I got left with a chore list for the main floor too.” He jumped to his feet and snapped a leash to my collar, tugging me towards the door as he strode out of the room, “I figure the least my captive can do is help out to earn his supper. Otherwise…prisoners go to bed hungry…”

I muttered dark imprecation into my gag, and then squeaked as he swatted my rear.

“No backtalk from prisoners now…”

I felt myself shivering a little as I was paraded down the stairs, my mind whirling with the imprecations. Kelsey was definitely home. I hadn’t heard anything to indicate she was gone out. Which meant that at any moment the basement door might open and my longtime crush would come up to see her kid brother’s friend bound and gagged with implements that were clearly meant for the domination and subjugation of captives. What the heck was she going to think of me? Would she be grossed out? Would she laugh at my idiocy and otherwise go about her day? Or would she be…interested…?

“I could yell for her if you want?” I blanched as Tristan chuckled, his eyes knowingly locked on mine, “Wouldn’t you like her to see you all bound? See once and for all if she, y’know…?” He grinned as I flushed a deep, deep red. I dearly did not want to show just how thrilling and terrifying I found that concept, so I shook my head and tried to pretend all my blushing was just about potential embarrassment.

The list of chores that Tristan had been left with was quite large. I had a sneaking suspicion that the size of the list was certainly meant for two people. That he and Kelsey had been meant to collaborate on cleaning the place up. But the entire list had seemingly been left in his hands, which now meant that all of the household drudgery was dropped into my cuffed and restrained hands. I was shown the list, hanging from a magnet on the fridge, and told that I had to get most of it completed. Whatever I didn’t complete would mean one additional piece of bondage that would get added to me for when I went to bed. If I didn’t want to be super uncomfortable, I should make sure to get as much done as I could.

“Unless you like this sort of thing,” Tristan chuckled, “Then by all means slack off. I’ll know you love being tied up then.”

I grunted and shook my head, fighting off the telltale flush as I threw myself into the chores. I wouldn’t give him the satisfaction of knowing how much I was coming to like this. I certainly wasn’t going to reveal just how much I enjoyed the thought of his sister finding me all tied up. No, this would stay just a lost bet between friends. This would stay at the surface level. No need for him to examine my motivations more closely than that…I hoped.

So I swept the main floor. I fetched food and drinks for Tristan as he sat and watched some sci-fi TV show in the living room. I scrubbed and cleaned the kitchen counters. I tidied up the front hall, nearly dying of fright when I thought I glimpsed someone peering in at me through the glass beside the door. I hurriedly retreated from further tasks in that area, concentrating on cleaning the back area of the main floor. Which soon enough I was making real progress on. It was thrilling, a fair bit at least, do so such mundane tasks while collared and bound. But if no for the gag, I would’ve been complaining about midway through.

Tristan seemed to sense this eventually, because he called a halt as the second hour of cleaning the main floor ended, “I’m gonna be tying you up for bed anyway, so I can’t have you in no restraints.” He urged me down onto the couch and then attached leather cuffs to my ankles, which were then connected to my wrists. Hogtying my with chains and locks, before he added a thick leather blindfold.

“I want you to hang out here for a bit, rest up, and enjoy the sensation of being a helpless prisoner. I’m gonna go out, grab some movies and some snacks and other stuff. Maybe grab a pizza too. Wouldn’t that be nice?”

I muttered my agreement into my gag, and he gave me a reassuring pat on the shoulers, “Don’t worry so much man, you did a great job. Now you just get to enjoy bondage for the rest of the night while we watch movies…and I at least get to play video games. You’ll be a bit too tied up for that sort of thing I think.”

And there I was left, bound, gagged, and helpless to do anything but shift a little on the couch and mumble and moan into my gag. I heard the slam of the door as Tristan headed out, and settled in to squirming gently against my bonds as my mind flew about in fantasy land. Imagining I had been tied up by robbers…or perhaps a neighbour…or some other nefarious villain who intended to spirit me away. To make the bondage and the submission real in a way that went far beyond the friendly tie up game that I had so far experienced.

But again and again I returned to the central image that remained in my mind. Of Kelsey, gorgeous, confident, vivacious Kelsey, finding me in my bonds. In my mind she wasn’t outraged or disgusted, but intrigued. She actually became interested in me, beyond the good natured teasing that she had flung the way of anyone that Tristan had hung out with at home. She would find me, and kneel down next to me and run her hands along my body, and perhaps say something like…

“Well what do we have here…?”

I suddenly felt hands on me, and flinched in utter shock as I heard a voice. Her voice. Right next to my ear.

“MMmmmmmmm!!”

I heard a throaty chuckle, and then let out a gagged moan as her hands moved and squeezed. Kneading my ass, feeling up my bound wrists and ankles, and slowing running over my still clothed back.

“Not very nice or mannerly of my brother to leave his toys lying around like this.” Another squeeze of my rump prompted another plaintive, needy, moan from my lips, “Such a pretty toy too…”

I froze a little at that, my heart hammering in my chest. Kelsey…Kelsey thought I was cute? Pretty? What…?

I felt the blindfold being removed off my head, and suddenly found my vision completely filled by Kelsey, instead of darkness. Warm brown eyes caught my own, making them their prisoner. Messy brown hair hung down beside her face, with the rest swept up in a high pony tail. She trailed one finger along the side of my face, her lips curved in a delighted smile as she took in my state of profound confused desire.

“A pretty toy…already wrapped up in my bondage restraints…” She giggled as my eyes widened further, and I felt the onrush of a furious blush begin, “Oh yes, darling boy, where did you think my brother got all this stuff? He’s hardly flush with cash at the moment, and gear like this is expensive. Besides, he’s barely figured out which side of this,” she jiggled the collar around my throat, “…he wants to be on. Whereas I, by contrast, know precisely…” Her grin widened and she gave the collar another tug, “Wrapped up in my bondage. Wearing my collar. I think that makes you mine.”

My brain had completely seized up. I was bound in restraints, kinky, fetish restraints, that belonged to my crush. My crush, who had just…just…

I let out a squeak into my gag, and Kelsey giggled again.

“Oh you are just precious. Have I shorted out your brain? That’s alright. I don’t expect my boys to do much independent thinking." She stroked her fingers up and down my bound form, her eyes twinkling at me in delight, "You're here to look pretty for me, and please me with your submission. Putting that mind to use by completing tasks I set for you. No need to think for yourself. Boys get into trouble when they do that, don't they?"

I goggled at her, uncertain how to respond, and she booped me on the nose with another chuckle, "Good boy. But before I forget…or before dear Tristan returns for your little movie night, let me give you a present.”

I bleated in shock as she suddenly reached down and yanked my pants down and away, letting my half hard cock flop out, freely in between us. She came back and delivered three firm spanks as I bucked in my bonds on the couch, “Toys don’t talk pretty thing. Now let me fix you up properly, with no fuss, or we are going to have problems…”

I stared off into space in shock, feeling Kelsey tracing the fingers of one hand gently around my midriff. Then I felt the spatter of wet lube being squirted across my member, and moaned as I felt cool plastic engulf it. What the hell was happening?

“Toys like you don’t have much control.” I grunted in frustration as my cock felt constricted and then I heard the snick of a lock, “A nice little chastity device should let you enjoy your bondage sleepover with your friend without any embarrassing erections.”

“Mmmmmphhh!?” What the hell had she just locked on me? God that felt weird. I couldn’t…I couldn’t…what had she done!? I began struggling in my bonds, but she spanked me back into submissive quivering as I lay there and stared at her with wide eyes. She clucked in mock concern and reapplied my blindfold, plunging me into unseeing, unknowing darkness once more. Then up went my pants, leaving me for all anyone else knew in precisely the same predicament as before. The chastity cage a secret known only to me…and to Kelsey.

“Whenever my dear brother lets you go…come find me.” Kelsey whispered into my ear, nibbling briefly at my earlobe, “We can talk about you earning your way out of that device. And if you’re a very good boy…” She kissed me over the gag, sending me back into a full scarlet blush, “I might even let you cum…”

And just as suddenly, her presence was suddenly gone. I was left to squirm and moan on the coach, grinding my caged cock into the soft, yielding leather beneath me. Moaning into my gag as the fiendish device prevented anything even close to an erection, yet left me hard and throbbing against the confines of the cage itself. A dazed arousal gradually asserted itself as my primary frame of mind, and my fantasies now completely centred on the gorgeous, domineering brunette that had left me even more helpless than she had found me.

It was in such a distracted state that Tristan returned, with pizza, snacks, and a couple of movies for us to watch. I could hear the smirk in his voice as he congratulated me on being, “such a well-behaved little captive in my absence. I suppose that means you get to enjoy the movies with me, once I’ve got you properly set up.”

I was retied to a chair, my cuffs locked behind me in a sort of sitting hogtie, before more rope was bound across my thighs, waist, and chest. I was ardently glad that I had worn loose pants today, as they helped mask the suddenly larger presence in my groin region from seeming suspicious. I was on pins and needles the entire time the ropes were being tightened, certain that Tristan was going to figure out that something had just happened between his sister and I. Somehow that suddenly seemed like the larger threat, one potentially to our friendship, than the fact that his sister had literally just locked my cock away from anyone but her.

But I wasn’t found out. I was able to relax by slow degrees as the first of the movies spun by me, helped along by getting fed a steady stream of pizza, pop, and snacks. I would be allowed a few bites, or a few seconds of chugging a pop, before it was removed, I was allowed to finish swallowing, and then the gag would be crammed back into my mouth. Tristan grinned each time he was able to do this, evidently thrilled at the control he was allowed to exert. I wanted to say something smart and cutting, but the chastity cage constricting me, let alone the plethora of bondage material keeping me closely bound to the chair reminded my whirling brain that I was in no position to be a smart aleck.

Eventually the bathroom sounded its siren call for me, and I was untied from the chair. Tristan insisted that I stay collared and gagged during my bedtime preparations, but he at least unlocked my wrists and ankles, and allowed for my freedom of movement. The cuffs stayed on, but I had full range of motion thankfully, especially since I needed the use of my hands given the chastity cage he didn’t know about.

With my bathroom stay complete Tristan led me back into his room, thankfully away from further discovery by Kelsey, and hogtied me on the thick rug next to his bed. My ballgag was replaced with a ring gag, and I had my blindfold applied again. I heard the leash being locked around one corner of the bed, and let out a moan as I settled into the floor, knowing that I was stuck.

“Sleep tight prisoner!” Tristan chirped from the bed, “Do your best to be quiet and sleep, otherwise I’ll have to tie you up more and stick you in the closet. I want to get a full night’s sleep after all.” He chuckled to himself and turned out the lights, the small slit that was free at the bottom of my blindfold becoming just as dark in my vision as everywhere else.

It proved to be an exceptionally restless night.

The bondage was probably enough to have made my mind race, but now the chastity cage ensured it. I couldn’t help but occasionally grind myself into the rug, hoping my friend wouldn’t hear me. My mind was fastened on what the morning might bring, what plans Kelsey might have for me. I dreamed of forced servitude, of being my crush’s bound toy that she played with. Of feeling her fingers on my butt again, tracing along my thighs again…of stroking my cock again. I yearned for her touch then, for her voice to whisper ‘good boy’ and so many other things, for her eyes and lips to shine at me their affection and approval…

I wanted quite a lot. And the chastity cage reminded me, in all its strict restraint, that I was helpless to obtain any of it. Even in my fantasy world, it brought me up short again and again, denying me even the enjoyment of dreams. But I couldn’t help trying again and again to recapture the feelings that had coursed through me when she had touched me and spoken with me, when she had locked me away, and promised more to come in my future. I wanted to feel that again, even as her fiendish device prevented me each time from getting there.

And so on the night went, spent almost in its entirety in squirming, desperate helplessness.

Eventually I was woken from my half-doze by Tristan’s alarm, still flooded with frustrated arousal and crowded with dreams of bondage debauchery. My friend was crowing about having kept me for the better part of 24 hours as his captive, and made sure to nudge me to full wakefulness with his foot.

“…And just remember,” he was saying as he unbuckled the gag, letting me finally flex my jaw, “we’ve proven I’m better at video games. You ever feel like disputing that…” he shook my still cuffed hands and then flicked the d-ring on my collar, “You know the sort of stakes we’ll be playing for, don’t’cha?”

I was feeling quite chastened, and settled for just silently nodding and blushing as he grinned and finished unlocking the last of my restraints. My heart was hammering in my chest, and it felt as though Tristan must certainly hear the clangor of my body betraying its anxiety as the two of us trooped downstairs to the door. The chastity cage was constrictingly tight around my cock, and I felt as though it must be perfectly obvious to anyone who looked at me just exactly what my situation was.

With a final teasing reference to a future “round two” I was finally let out of the house. I walked quickly away, down the drive, and then doubled back as soon as I was safely out of sight. Sprinting around to the side of Tristan’s place, I found the recessed door to the basement that his parents had installed some years ago. They had added it, planning to rent out the basement as a sort of stand-alone apartment, but for now it was Kelsey’s abode when she was home.

I was shivering with nervous apprehension as I approached and knocked gingerly on the door. I waited an agonizing thirty seconds before I heard a brief scuffle, and then the portal swung wide before me. Kelsey stood there, dressed in silken PJs and a fuzzy pink bathrobe. Blinking sleep from her eyes, she realized quickly who it was, and a sly grin bloomed on her face.

“How was your first night in bondage pretty toy?”

“Frustrating as all hell!” I was slightly shifting from one foot to the next, eager to be indoors and away from prying eyes. Kelsey seemed to enjoy my discomfort, and lounged against one side of the door.

“I should hope so. I’d hate to think you hadn’t saved some energy for me…” She winked, waiting a few more seconds before finally beckoning me inside. I gratefully surged forward, fairly scampering over the threshold and into her lair.

It was a spacious enough place, with a large common area that was a combination of living room, play centre, work space, and dining room. Two doors led off to a bedroom and bathroom on the far side of the space. But that’s not what grabbed my attention. There was a small bar-style table that ran at chest height from near the door to about three paces into the room. And on it was a carefully selected grouping of bondage implements. A collar, some bondage mitten cuffs, a waist belt, chains, ankle cuffs, and a ball gag.

I swallowed. What the hell was I getting into?

“Strip down.”

I hesitated, and Kelsey rolled her eyes

“I handled your cock last night sweetie, there’s not much point in being bashful.” Her grin widened, “Adorable as it is. Now, I want to see my Toy in all his glory.”

“Can’t we talk about this?” God I hated how plaintive I sounded, but I couldn’t help it with my cock pressed tightly against its cage.

“Get naked, or get out.”

I surrendered. I’d never been much for confrontation, and Kelsey literally had me by my cock and balls. There was nothing I could do, hell nothing I really wanted to do, to resist. This was my crush for goodness sakes. I striped, as quickly as I could, and piled my clothes on the table. Kelsey smiled widely as the chastity cage she had locked onto me was revealed, and I stood awkwardly there, not sure whether I should cover myself or simply let her see her handiwork.

"Such a gorgeous, bashful boy," Kelsey murmured, sending further heat to my face, "But that gorgeous body needs some additions. Some extra little bits and bobs to remind you, and show everyone, that you are mine."

She beckoned me over, dangling the collar from one finger as I approached. There was a tag on it that I couldn’t see well enough to read before she made a twirling motion with her finger.

“Turn around pretty boy.”

I did so, and then let out a little soft whimper as the leather collar was brought up to rest firmly against my neck. I did tremble when I heard the snick of a lock, securing it to me until Kelsey wanted to remove it. Next came the waist belt, followed by the bondage mitten cuffs that reduced my hands to helplessly balled up fists. Then the ankle cuffs, and then the chains to connect everything together. I felt her fingers tracing my jawline, and then cup my chin.

“Open wide sweetie, lets silence that troublesome tongue of yours.”

And just like that I was once more bound, gagged, collared, and helpless. But this time…this time it was Kelsey holding the keys. Kelsey, my crush, not Tristan my friend. Kelsey, the object of quite a number of my fantasies, and certainly the central figure in my dreams last night. Kelsey, who looked approvingly on my bound and naked form before pressing herself closely to me, looking deeply into my pleading eyes.

“Now, my space is pretty clean sweetie, but since my brother used you as a maid upstairs, I think its only fair that the woman with the keys to your cock gets some similar usage out of you too, hmmm?”

I nodded, a little spastically, as one of her hands dipped down to caress my caged member.

"Aww, my Toy is so agreeable, that's good. You're going to be a good little Toy for your Mistress aren't you?"

I moaned and nodded again, thrusting my caged cock against her hand. Kelsey laughed and caressed it again before giving my balls a flick and straightening up as I flinched and whimpered.

“But before we get to that, I want to give you a sense of what your time with me here is going to consist of.” She hooked a leash to my collar and tugged me away from the door, over to where a large leather couch stretched out in front of a plush carpet that divided it from a nice looking modern tv. I was made to kneel in front of the couch, and quivered in front of Kelsey as she took her seat, legs stretched to either side of me and leash held casually in one hand while she gazed at me.

“I’ve enjoyed out little games of tease and denial up to now, Toy. You are such an adorably shy boy, and I’ve had a lot of fun pressing your buttons. But I never thought you’d be interested in some of my racier ideas…until I found you trussed up on the couch.” She made a satisfied sound and ran her hand through my hair, tugging me a little closer, “Once I had that cage on your cock, and your delicious reaction in hand…I knew that something like this was possible.”

“Lifff aahhet?” I squeaked into my gag, my wide eyes consumed with her own. I couldn’t break away, even if I had wanted to do so.

“Like keeping you…” Kelsey smirked as I moaned into my gag, “You’ve got no plans for the summer. I know, I listened in when you and Tristan were chattering away over your mutual plans to hang out.” She suddenly yanked the leash in closer, her free hand gripping my collar and pulling me in until I was mere inches from her face. Her grin widened into something lustful and predatory as she whispered throatily, “And I know that you’ve got a crush on me.”

I blushed brilliant, bright red and squirmed beneath her unyielding gaze. She held me there for eternal seconds, making certain that her message had sunk in, before relaxing her hold slightly. But I was still held close, my chest pressed against her thighs that squeezed me tight to keep me in place. Her hand still gripped the collar, though her thumb absently stroked my jaw in a comforting, proprietary fashion.

“So, my pretty Toy, this is where we stand. I know you enjoy being bound, and dominated. I know you like me. And I know…that I want a little slave boy to keep around here while I’m waiting for school to begin again. And as of yesterday...I knew that I wanted that little slave boy to be you. So you won’t be going back to your place, to waste away in leisure. To have nothing to direct or focus your skills, and simply idle the summer months until something grasps your attention.” She pressed her lips against my forehead, and then pulled me slightly higher on my knees so she could whisper into my ear, “Instead…I’ll be training you, my darling slave.”

I moaned into my gag, my brain less than focused on the implications of what she was saying. My cock was as hard as it possibly could be in its cage, straining for freedom and release. But it was straining for its freedom at the idea of my own being curtailed. Subjugated. Ended. By Kelsey.

“Yes,” she continued, her hand still stroking my jaw, “trained to be my perfect submissive. You’ll have your daily chores of course, around my little flat, to ensure I don’t have to lift a finger anymore to work. You will pamper me with attention. Foot rubs, massages, cooking, and other tasks to make my life easier. And you will be put through your paces to learn how to be an effective slave. Positional training, skills training, obedience training, anything and everything that I want you to do, you will do. And in return?”

I groaned in frustrated pleasure as I felt her reach down and grasp my caged cock, “In return…you get me. My attention, focused on you. My desires, played out upon your body and mind. You will be granted orgasms, wonderful, transcendent orgasms, by my hand. And my hand alone. You will be my fetish maid. My kitchen bitch. My bondage fucktoy. My submissive sex slave. I will become your world, and you will be my boy. Mine to keep, cherish, nurture, tend to, and train. And if at any point it becomes too much…if at any point you claim to want to abandon my collar and my control…we shall play a little game to ascertain the truth…”

“Mmmmm?” I grunted in confusion, and then moaned in sudden ecstatic desire as I felt her fiddling hand around my cock suddenly twist, and the cage fell away. I was free! I felt myself almost immediately stiffen, helped along by some judicious strokes from Kelsey.

“Stand up slave.”

I stood, teetering on unsteady legs, and she rose to stand behind me, her hand lightly running over the top of my jutting member.

“We’ll play a little game, called Cum for Captivity. I will have…hmmm…let’s say ten minutes. Ten measly, short little minutes, to make you cum. If you manage to hold out, I’ll let you go. If I manage to make you cum, the chastity cage goes back on, and you stay my prisoner until the next time we play.”

I groaned in disbelief, and then shuddered with barely contained sexual desire as she griped my cock, and rested her chin on my shoulder, “Just a little bit of self-discipline pretty toy, and you’re free…or you can enjoy your crush jerking you off and stay a slave. Up to you…”

I didn’t even try to win. I told myself afterwards that it was because I thought she was roleplaying, or that she would get tired of me. After all, no girl my own age had ever really expressed interest in me before, why the hell would this gorgeous lady have any enduring interest in me at all? This was all just a fun and sexy game to play, as a one off, with her brother’s friend, and I would get kicked to the curb by nightfall.

But truth be told it was her voice, whispering what a good boy I was to be her slave. It was her eyes, alight with amused, playful desire. It was her touch, seemingly electrical in its effect as it stroked up and down my shaft. Within five minutes I was moaning into my gag, shuddering and twitching as I spurted.

“Ooooh there it is!” Kelsey chuckled with amused confidence, kissing the side of my neck, “That didn’t take long at all did it slut? I think we’ll wait at least a week before we even need to think about playing again. Maybe two! In the meantime let’s get your cage back on, and then you can start on your first round of chores. Once those are done, your Mistress will need some attention for her own needs before I have you make lunch…”

I groaned, utterly spent in every way and completely unresisting as I felt myself get collected back up and locked away. I was led away, tugged along by her leash, towards the little kitchenette. Bound and naked, with my best friend’s sister bouncing away happily in front of me, as though keeping a restrained and naked slave boy was the most joyful and normal thing in the world to do. As though she really believed that I was her slave. Her property. Her…her fucktoy.

I blushed.

This had to be a bit. This had to be just a game. A day, maybe a couple days, and she would get tired of this. I would be able to reason with her when she ungagged me. We could talk. Hell, Tristan had let me go, why wouldn’t Kelsey? She couldn’t actually believe in this insane plan of keeping me all summer could she? Someone would figure it out. Someone would find out and come get me.

Right?