u/ValuableEarth858

All characters in this story are 18+

Link to Ch1; Link to Ch2; Link to Ch3; Link to Ch4

CHAPTER 5

After a few months of existing like this, I bought a chastity cage for myself.  I had a little money now, and my porn preferences had hovered about chastity for years, although so much more now in the last couple months.  Plus, I’d been masturbating so frequently, and all my fantasies now were now back to involving my little sister, and I figured an enforced break might not be the worst thing in the world.  Although I wonder sometimes now whether ultimately the decision came down to a desire for “safety” in being locked up.  Perhaps Emma wasn’t the only one who developed control issues.
It arrived in the mail and was… well, not perfect.  The cage that arrived was black, made of silicone or resin, and it didn’t exactly have bars, but there were cutouts so it was breathable.  But it was too big.  I’m about average when erect, but when it’s not, I’m less than an inch long.  And unfortunately, while I liked the feeling of trying it out & locking myself up, I was still able to get a partial erection.  Plus, it was big enough that I’d be able to pull out if I really wanted to, which obviously wasn’t what I was looking for.  Nonetheless, I wore it on & off.  Never in the pool, but there would be plenty of times when I’d be sitting on the couch next to my little sister, and be caged.  It wasn’t terribly uncomfortable, but the nights & early mornings were tough due to the partial morning wood.  I did more research, read some people’s reviews online, and bought another better fitting one, set to arrive several weeks from then.

Apparently, my sister had been curious about the first package I’d received, with the East Asian shipping stamps, and my refusal to say what it was.  But she respected my privacy enough to leave it alone.  That time.  When this one did finally arrive though, and I wasn’t around to grab it and sprint up to my room, she opened it.  She was careful, as she always is with everything, and we had plenty of packing materials in the house to reseal it.  So, Emma had been able to see what I had ordered, and I had no idea until much later.

The day it arrived, not knowing it had already been opened, I was beyond excited to see it.  I liked the feeling of the old cage, and couldn’t wait to try a properly sized one.  I ran to my room, and tore it open.  This one was a significantly better fit.  It was proportionate enough that there was no way I could pull out, which had been my first priority.  It was a similar design to the other one, but in this case, I could swell in the cage when I got aroused, while erections weren’t really possible, even a little bit.
I excitedly sat down at the computer, and took a quick video of me closing the lock, and posted it online.  It didn’t garner any immediate attention, not that I’d expected it to, and I closed that window to start looking at some of my favorite porn, and revel in being turned on while not being able to do anything about it!  It was so tight & uncomfortable, it was everything I had wanted, and I was feeling so deeply & naturally submissive.  I went of course to my most frequently viewed images, captions of sisters dominating their brothers.  Soon enough, I was deep enough into subspace, that I accidentally moaned Emma’s name out loud.  It was very quiet, there was no way she could have heard me, even if she’d been listening right at my door.  But this sensation was so new for me, and yet so powerful, it caught me off guard.  There was a part of me that wanted to run out there immediately and throw myself at her feet.  Though of course my shame and sense of wrongness won out in the end, as it should.  I was torn as to whether I even wanted to keep the cage on after that.  But it was such a good fit, and there was no way my little sister could know I was wearing it or thinking about her.  Plus, wasn’t this the best way to protect her, and to be devoted to her?  She was so innocent, she couldn’t understand, she wouldn’t even think about things like this.  In all the times we’d talked about her legion of suitors, she’d never mentioned chastity at all.  Almost doubtless she’d come across it in porn, since it was more mainstream now every day.  Maybe it just wasn’t for her.  Regardless, I decided to keep the cage on for now.

Ultimately, I wore it for 2 days straight before caving and masturbating furiously through the weekend.
I thought I’d be able to go longer, as I had with the larger cage.  It couldn’t have been the difference in size, because this one was far more comfortable, especially at night, because I couldn’t get erections that pushed the cage to tighten around my balls.  But there was this new electricity coming off me.  Pure submissive frustration.  I’d put the cage on the moment it had arrived, maybe that was it.  I hadn’t masturbated first.
I thought my energy might have been impacting Emma too, because there was a subtle change with her.  She was more… free.  Less reserved.  She never wavered from her sweet demeanor, but she seemed more physically laid back, and less careful about her movements & the way she presented herself.
I loved it, though at the time, I barely noticed a change at all, it was so subtle.  But looking back, these were the days where I was caged, fully under my little sister’s thumb, but things hadn’t actively evolved between us yet, to the point they are now.
God I loved her.  I still do, of course.  But back then…  I was still living under the façade that she was this wholesome, naïve teenager, my perfect sister.  That we were peers.  I knew we were different, that her experience & dominant personality were unusual in someone of her age.  I knew that my sexual feelings towards her weren’t normal, and part of the reason I loved the cage was that it encapsulated my shame about them.  But back then, I still believed that I was her big brother, and that’s how she saw me.  Speaking as a caged virgin, wow, I guess people can make themselves believe anything.

 

Things progressed slowly.  I wore the cage on & off, and still never in the pool, as I was afraid the swim trunks would reveal my “secret”.  For her part, Emma dressed a little more provocatively, and acted a little more… curious… about my life in retrospect.

“Hey, how come you’re not coming swimming?” she asked, on a particularly sweltering day.

Good question.  I was already out there, sitting in the shade.  With my cage on.

“Um, I’m just not, um.  I’m taking a break from swimming.”

“Huh.”

“What?”  Shit, maybe too defensive.

“You’ve just been on a weird swimming schedule I guess.  Just wondering what’s up with you?”
She kicked up to the side of the pool, and pulled herself up by her arms, to swivel onto a folded towel and sit down.  I only caught a glimpse of the amazing breasts I’d been obsessed with all this time, but I couldn’t help but notice that every part of the back of her peach colored bikini top could be undone with a couple pulls.

“What’s up?... Just the usual.  I don’t know.”

“We used to play pool games, are you bored of them?”

God no!!  If anything, I was desperate to touch her, it had been a couple days with my cage on, and it had been at least a week since I’d even been in the pool, thanks to my fear of exposing my cage.  Maybe she was right, maybe it was time to take it off for a while.  I’d be horny in the pool and might get hard, but what else was new?  I could always just stay in for a while after Emma got out.  I usually did.
“Ok, I mean, I can go get changed.”

“That’s not what I said.” freezing me as I started to pull myself to my feet.  “I just wanted you to tell me.”

The way that she left “tell me” hanging was enough almost to make me gulp.  But this was the whole reason why I made sure to stay away from things like pool activities.  I reassured myself that, even though my secret was the very most pressing thing on my mind, there was absolutely no way my little sister knew about the chastity cage I was wearing.

“I just took a break, I didn’t know it meant so much to you.”

“Ha, ha.”  But she let it go, and slid back into the water, the side of the pool squeezing her ass cheeks, pushing them upwards, until they finally went over the edge.

Her head popped up again “But if something is going on, you can talk to me.”
She submerged herself again, without giving me a chance to answer.

I had to still my heart once again with reassurances that she didn’t, couldn’t know anything, before making my way inside.

Author’s note: Mid-week chapter. It’s not a fun chapter, so I’ll keep it short.  Sometimes a story needs unsexy plot lol.  That being said, chastity starts next chapter, and the remaining chapters will be getting steamier.  Still very slow burn though, fair warning.  Thank you to everyone who is reading! 😊

All characters in this story are 18+

Link to Ch1; Link to Ch2; Link to Ch3

CHAPTER 4

Our parents both passed away suddenly, right at the beginning of Covid-19 pandemic.  They hadn’t been much of an active presence in our lives, travelling as much as they did for their business, but it was so cataclysmic and so shocking that it changed each of us, and caused us to dramatically re-evaluate our circumstances.
The home we’d lived in all our lives was deeded to an aunt & uncle who lived on the other side of the country.  The pandemic was raging, and our parents wishes had been simple, even before that – standard cremation, no funeral.  So that took care of that.  And our aunt & uncle decided, considering the danger of travel, a danger which had been so suddenly thrust to the forefront of all of our minds, the two of us would continue living in the house, on our own, as we had been successfully for some time now.  The loss, and the isolation of lockdown, changed things for us quite a bit.
There were no more dates for my sister, though she did tell me later that she still had several guys interested over text & video.  She was excited at how she was able to make it even more frustrating for them, because they had no idea if or when they’d ever see her in person.
At the same time, the deaths did change Emma.  She became firmer & more controlling, for one thing.  It seemed like she wanted everything to be exactly her way, as if somehow, if she had enough control, she’d be able to prevent future tragedies.  Yet she was still my cute little sister, and she managed to keep from coming off as cold.  Obsessed as I was, I would eagerly obey even the strangest requests.  They were never commands though.  Just asking that we do things the way she wanted more & more.  Simple requests or suggestions, always with a bubbly & enthusiastic smile.  Sometimes, it was hard for me not to lose myself in the innocence of her face.  In the end, predisposed as I already was to do as she said, she slowly became in complete charge of our house and our relationship.

For me, the change was more of a depression.  Not that my sister wasn’t also sad, but for me, it looked like time alone in my room, “self-care”, which usually just meant masturbating even more frequently somehow, and the final end to my already nearly nonexistent social life.

All characters in this story are 18+

Link to Ch1; Link to Ch2

CHAPTER 3

My lack of any experience with women, combined with the rejections from my few attempts to even start any relationships, led me to fully fetishize what I couldn’t have.  And this paired perfectly with my sister’s continuous tales of keeping people on her hooks.  I was shocked at the details, and how personalized she made it for each one of her potential partners.  But she was never exclusive, and would go into great detail about how she learned what a boy’s thing was, and would tailor what she wore, how she acted, and what she said, in order to get the very most out of him, despite never having any intention of acceding to their desires.

Emma never cared about whatever material gifts they tried to buy her.  It seemed like the best thing she could possibly receive was their roiling, frustrated, complete focus & desire.  Not surprising that my own ultimate fantasy became her, the very most unattainable woman.

I maintained my virginity, along with how achingly pathetic I felt about it, as well as my porn habit, and my all-consuming need for my perfect little sister’s approval.  My fascination with her body continued, and I worry that, more and more, she began to notice my glances.  Not to mention the fact that, though I didn’t realize it at the time, my complete & utter lack of experience was something my perfect little Emma was very conscious of.  It never quite occurred to me that maybe she was engaging in a special little game with me too.

In many of the stories I read online, the seductive sister would come out of the shower and the brother would briefly see her naked.  Or she’d do a strip show as a “joke”, things like that.  Oh no, only one bed!   Nothing of the sort happened with my sister.  The most I ever got to look at was an occasional skimpy bathing suit.  But I’d still be completely transfixed.  Plus, one thing that I thought those stories never got right was the PROXIMITY & the time spent together.  It was every single day.  No words can describe how overpowering that lust is, when you’re sitting next to, eating with, talking to, and seeing the object of your lust day in and day out.  No matter what she was wearing, or the amount of privacy she had in the shower, I was inextricably in her orbit, and completely wrapped up in her.

Then, at long last, I crossed the line, starting with her panties.  One night, she came back from a date, and after sneaking up the stairs, I saw her pull her panties out of her purse, and toss them in the hamper, just before she shut her door.  I had to know why.  I thought maybe learning something from my sister might ease the awkwardness I had around girls, and I was so desperate to finally lose my virginity.  Although we did talk fairly openly about her conquests, I would have been mortified to ask her directly.  I didn’t want my little sister thinking of me as a virgin loser, who couldn’t get girls without her help.  It had never crossed my mind that she might already think of me that way.

The next day, when she was out, I rummaged through her hamper.  It had been too dark for me to see which pair specifically, so I just pulled them all out.  They were spread out around me, as I began to look for… something.  And then I started to feel them with my fingers, still not sure what I might find, but I was kneading the crotch area, almost reverently.  A couple felt slightly different than the others, but then, I found the one, I was sure of it.  I lifted it to my nose to smell, and it was like a whole new world opened up for me!  At my sister’s scent, I was harder than I’d ever been in my life.  Almost without conscious thought, I slowly moved my tongue to the fabric.  The taste was mostly fabric of course, but there was something else, unlike anything I’d experienced before.  And I reveled in it, capped with the danger & deep uncertainty I was feeling.  I stuffed the whole thing in my mouth, and grabbed at other pairs to press to my nose and inhale.  I had only been touching & rubbing my penis over my pants, and thrusting my hips at nothing, but without much warning I CAME!  I came furiously, riotously, roaring out of me, throbbing with a level of arousal I’d never had before.

But in seconds, I felt incredibly ashamed, ruining the afterglow, and I rushed to put Emma’s panties back in the hamper, and get back down the hall to clean myself up.
“I’m never ever going to do that again,” I whispered.
All the same though, something had snapped open inside of me.  I hardly knew what it was that I was so desperate for, but there was a fix I now needed.  I had always needed it, I bet, but now I knew I needed it.  And yet, I felt horrible, creepy, weird, and perverted.

However, just a couple weeks after that, any thoughts of family, at least in that way, were abruptly, violently, put on hold.

All characters in this story are 18+

Link to Ch1

CHAPTER 2

In the meantime, little changed. I touched her as much as I could without crossing any lines.  I kept up the foot massages that I pretended to hate.  I’d brush up against her when opportunities presented themselves.  And one of my continued favorites was how much I’d be able to touch her during pool games.  But nothing of note really happened.

Unlike me, Emma had a few close friends she’d managed to keep through elementary & middle school, and her circle expanded by the beginning of high school, possibly due to her looks.  As a result, she was much more socially adept, and I’d find myself left at home more & more.  In fact, it was the very thing I had made sure not to do to her when the roles were reversed.  I didn’t hold it against her though, and it certainly didn’t change my obsession with her.  In fact, it arguably made it grow.  It was the same “denial” factor that I’d attributed to the girls in high school who I’d never talked to.

She got asked out by guys all the time, and to my immense delight, the occasional girl.  She turned down all the girls, but seemed to take extra pleasure from telling me about all their emotional entreaties and how she acted like she was “taking them into consideration” before rejecting them.

Emma would tell me about all of her early dating experiences.  It was interesting to see how she changed.  The first couple times, she said yes, although they barely lasted.  It feels like that’s normal with those first sorts experiences.  This didn’t seem to make her jaded though, just a bit more cautious.  Eventually, she had her first boyfriend, Bradley, which did last a couple months.  As time passed however, she quickly became more confident, and seemed to take great pleasure in being desired.  I suppose everyone does, but for Emma, it seemed like she preferred being desired to actually being in any relationships.  Her looks allowed her to gain experience, and nail down exactly what it was she was into, more quickly than a lot of girls her age.  She’d go out with guys plenty, but would rarely ever bring one home, and one of the things she’d tell me about most often was how frustrated she could make them.  She’d give me little demonstrations too, leaning over the counter while wearing a pastel low-cut top, she’d catch me staring and say “See?  That’s what I did to this boy last night, and you could just see it in his eyes how much he wanted me when I dropped him off later.”  Her delight was palpable, and infectious.

She had always been so gentle with me, but that’s exactly how she acted around them as well.  There was never any “big reveal” with any of them, never a knife twist, or a sudden rejection.  She just led them on and led them on.  Using her body to promise one thing, and her gorgeous wholesome face to show another version of herself, equally appealing but altogether different. The whore & the virgin, as the colloquialism goes.  She was never the one who actively rejected her suitors.  She was subtle, using the way she dressed, spoke, smiled, and touched.  She was a savant, it was like she knew exactly how much skin to show, or exactly where she wanted their minds to go, to keep them right on the edge, and on her leash.  She pushed, working them into knots of frustration, and then cooled things off until they could hardly bear to be around her anymore.  This was her passion.

And a replication of this dynamic was the very first thing I got into, porn-wise, after I finally figured out a way to get past the parental software installed on our computers.  I found out that certain girls considered themselves “beta” to other girls.  Of course, alpha/beta was classic locker room talk for boys, but I hadn’t imagined it would extend to the mysterious other sex. And it revealed to me that, if there’s a beta girl, there’d also be alpha girls.
Due to my own status as a virgin, I’d likely be considered a (secret) relative beta within my own gender.  But in terms of porn, I consider myself straight, so while there was a variety of beta male content, it wasn’t what I had been seeking out.
This idea of submission, based on no quality other than the dominant’s sheer will & sexuality, turned me on immensely.  It slowly but surely changed my way of thinking about my little sister.  Emma’s swimsuits & clothing had become slightly more revealing, and the more potential romantic partners she frustrated and then turned down, the more my unrequited longing for her continued to grow.  I told myself that she didn’t know anything about these desires, and that, since she never thought of me that way, it would certainly never occur to her that her big brother was thinking about her like this.  I was aware of the fact that, had we not been related, she’d have me exactly where she wanted me, considering the mind games she seemed to adore so much.  Of course, I was certain the thought had never crossed her mind.  Plus, I didn’t want to derail my fantasies.  The idea of being used by my little sister absolutely heightened any arousal for me, while making even simple everyday tasks with her both excruciating & exhilarating.

At the same time, I was desperate to get a girlfriend of my own.  Of course, I wouldn’t think of asking out my sister, though I occasionally fantasized about asking her and somehow not being turned down. 
At age 18, a senior in high school, Emma had grown into her perfect face, which was wholesome & the best possible match between round with excellent bone structure.  Not to mention her body, which… well, I couldn’t keep her hips & boobs out of my fantasies.  Suffice it to say, she was way out of my league, oh and of course, my sister!
I needed an outlet for the frankly absurd amount of sexual tension building in our house, and I was still trying so hard not to obsess over things like her panties, even as I was constantly gazing at her body and fantasizing about Emma’s games.
But after just a couple stuttering attempts to ask out my peers, most ending with “can I think about it?” followed by a text about how I was a nice friend, I basically gave up.  Maybe in college, when I can get a new start…

My pornography tastes continued down the rabbit hole of dominance & submission.  I was now masturbating at least once a day, usually more, to images & captions of male chastity, stories sexual slavery, and tease/denial videos.  And of course, the first category I’d visit on any site was Taboo/Incest.  I didn’t have money to pay for content without our parents seeing the transaction, but apparently there are plenty of women who are happy to record themselves humiliating men for free.

Dear Reader,
This is a long, very slow burn.  If you’re looking for something with less of a buildup, more power to you, but this is not it.  I will likely release chapters weekly. 
The story contains themes of incest (obviously), panty worship, light BDSM, psychological manipulation, and of course, chastity (but not until chapter 5).
All characters in this story are 18+
This is not my first time writing, but it is my first time attempting something erotic.  I would happily welcome your comments and feedback.
Thank you!

PART 1

CHAPTER 1

In retrospect, it was entirely my own fault.  But when it was all beginning, it really felt like each step along the way was inevitable.  Almost natural, actually.  Plenty of people make choices as teenagers which seemed right at the time, but they look back on unfavorably.  Or maybe anyone of any age can feel that they don’t have any control over their choices at all.  When they’re out of their minds with lust, their body aroused & brain foggy.  Tunnel-vision.  Desperate, frustrated, unfulfilled need.

Emma, my sister, is younger than me by several years, but we grew up pretty close all the same.  My dad had noted the bond between us several times.  I never found her annoying, and I never turned her away when my friends thought she was too young, or didn’t want a girl around.  Not that I had many friends.  We grew up fairly far away from school or neighbors.  But not only that, I felt protective.  Our living situation hadn’t always been easy, in that we’d had to figure out a lot on our own.  And I was older, plus I was a boy & she was a girl.  There was no question in my mind that it was simply the right thing for me to take on the chores that she didn’t want to do, or come running when she called.  Big brother stuff.  Or as our mom had put it, “She had you wrapped around her finger from day one.”  Not that I minded.  But other kids at school didn’t seem to pay much attention to what their little sisters said.  They certainly had no desire to do any extra tasks their sisters asked for.  So my devotion to her just distanced me from them a bit more, and made me spend more time with Emma.

I became a teenager first, and began to experience what I assume were fairly normal sexual urges.  I watched a bit of porn when I could get away with it, but our parents installed a strict content blocker & keystroke monitor fairly early on, so I was left with the mild sex scenes in novels my parents wouldn’t have though to check, ads for bras or swimsuits, or my imagination.  Which put me in a situation where I was constantly aroused by even relatively mundane situations.  I remember sitting in class once and trying to hide an erection I’d gotten from the visible bra strap of one of the girls at her desk in front of me.  Admittedly, teenage boys get aroused pretty easily to begin with.  Still though.

This was around the time that many of my classmates began to date.  Several talked about experiences with girlfriends, although I was rarely present for the most personal details they shared.  I wasn’t close enough friends with them for all that.  But even so, hearing about them made me feel turned on, jealous, and painfully shy, all at the same time.  For some reason, the jealousy about what I couldn’t have made me all the more aroused.  The girls had something I wanted, and in my head, my fantasies morphed, and I imagined that the girls were active participants, exercising control over me, denying me.  Occasionally when I was masturbating in bed, I would even picture myself watching the girls I had crushes on having sex with my classmates.
Which, as you can probably imagine, led to even further distancing from my classmates, out of fear of embarrassment & humiliation.  Or in retrospect, possibly out of fear that exposure would lead me to further depravity.

A few years later, my sister hit puberty herself.  She kept some of her baby fat on her face, a very wholesome look, but as her body started to develop, I couldn’t help but notice.  These changes held my attention far more than any of the girls in my class.  Maybe it’s because of all the time we spent together, I don’t know.  Or maybe because there was no dress code at home, like there was at school.  Or perhaps it was that the longer I’d stayed a virgin, the hornier I was day in & day out, and my attachment to her grew.

Regardless, her hips, and even more so, her boobs, became a major focus of mine.  My mother had fairly large breasts, although I’d never thought much about it until my sister’s began developing.  And even then, it was more for comparison than anything else.  I didn’t think of it as perverted at the time, I just couldn’t quite help but look.  It genuinely was interesting, seeing something like that up-close and over time.  I sometimes felt like a scientist.  Stupid, I know.  It didn’t bother my parents very much, or maybe they just attributed it to how I’d always revolved around my sister.  Or perhaps they noticed but simply didn’t care.  Plus they travelled and were gone a lot.

Things around Emma didn’t get any easier.  We’d been unsupervised during the afternoons for years, so I guess there was nobody to tell us that our little wrestling games in the pool should probably have stopped after a certain age.  It wasn’t anything too intense, and there wasn’t a ton of body contact to begin with, other than incidental.  It was closer to a one-on-one version of playing chicken fight in the pool.
What I was suddenly finding arousing was what happened afterwards.  I had always made a point to let her win a good portion of our games.  Considering the fact that she was younger than me, it seemed unfair not to.  Plus, I think I was a little afraid she wouldn’t want to spend time with me if I didn’t.
In our games, the loser always had to do something the other person told them to.  Lately, she had been “forcing” me to give her foot massages.  I’m not sure if this would have been interpreted as sibling nonsense, or an issue that needed to be addressed, had adults been in the mix.  But they weren’t.

There had been a couple times where, rubbing her feet, I’d struggled to hide my erection, but now with her exquisite budding body, it was nearly every time.  Being that close to her, staring up her smooth legs, and the submissive action/position had really done something to me.  I began to desperately want to kiss her.  Not on the mouth, but on the tops of her feet, or in my wildest fantasies, her smooth perfect thighs, still a little wet from the pool water.  God, my sister’s upper thighs...  As I salivated & shifted my pants uncomfortably, that thought brought me back.  My sister!  My little sister!  Innocent girl that she was, she wouldn’t believe I was having thoughts like that, what was wrong with me?

I resolved to figure out how to get past the parental software on my computer.  I’d never had enough motivation to do it before, but if I was going to stop having those thoughts about my sister, I needed something else to fill that void.  Little did I know, my success would open the floodgates of my humiliation.