Fluttershy's Self-Bondage Misfortune
Chapter 1: Did you learn your lesson?
Load Full Story Next ChapterYou checked the clock. There are six hours left until Rarity comes over to check on you for your spa date. The bed and dresser in your room are covered in supplies for today’s self bondage session. You make sure Angel and the other animals have cleared out of your room before closing the door and windows. It is just creepy when one of them stares at you while you are playing.
It’s never been easy to overcome your shyness. Ever since you became attracted to stallions, the thought of asking them to date or be intimate was intimidating. Sure, you’d love to have a special somepony in your life to help you find physical joy and comfort with. However, your shyness always gets in the way. The longer you avoided relationships, the harder it became to take that first step.
You realized you were turning twenty-eight and have never kissed a pony, or had anything that didn’t run on batteries between your legs.
Sure, Rarity had generously set you up on a few dates. The stallions were always gentleman, but that was rarely the problem. With your shyness and their often radically different cutie mark, there was little to talk about. While the botanist had been nice, he only wanted to talk about plants while you only knew about animals. Between that and the silence, you made it through dinner with a few yes and no answers, before promising to see him again. Of course, you lied, as you were so embarrassed by your failure to open up to anypony.
Self-bondage had been your salvation. Finally, your shyness could not get in the way anymore. What had started with a hoof in the shower, or a brief visit to the laundry dryer while it was running, had escalated into strict self-bondage. Each orgasm made the next less appealing, until you found yourself in ridiculous scenarios to reach that same plateau as the last memorable orgasm.
You decided on using ice as a release mechanism, and brought it upstairs. Setting down the cup of solid ice with a rope in it, you run it through a bolt in the ceiling so the key to your bondage will be dangling inches above your hoof at the end.
You check all of the ropes, adjusting the length and making sure all of the cinch knots are nice and tight. Several are already attached to the headboard and footboard of your bed. The intricate floral patterns carved in the thick wood made perfect attachment points.
On each of the ropes, between the noose and the attachment to the bed, are two metal rings. The noose’s rope runs through the two rings. It allows them to be tightened by pulling on the excess rope, however it can not be slackened.
It had taken nearly an hour to get all the ropes just right this morning, and then you had to braid your mane and tail into two long braids with knots at the end. All of that hard work was about to pay off. With one last glance over your supplies, you begin the most arousing step: the first rope.
You took the pre-measured rope and draped it over your neck and under your mane. You guide the two ends of rope between your legs and around both sides of your tail. The cotton rope slides into your pussy which is quickly beginning to get moist. Tugging on the rope allows you to determine the best placement for the knot over your clitoris. Positioning is everything, and once you’ve found the right spot you let the rope fall loose.
A small knot in the two ropes is placed so that once tightened, it will tease and torment your clitoris throughout the ordeal. You then tie three more knots to fall along your chest.
The next item before the rope is fastened in place is to insert your two favorite toys. The first is an inflatable butt plug. It has a cord that runs to a small control box, with enough juice to run for two days. It has several settings including a random one, and has brought you immeasurable joy since buying it.
With some lubricant from your box of secret toys, you lube the butt plug well. As you begin to push it in, you exhale and try to relax. No matter how many times you put it in place, your anus always resists at first. With a wet plop it slides into place, and your tight ass begins to come to terms with it’s invader.
Next is the second toy, a large black dildo. It also has several settings and was designed by a specialty manufacturer. It’s called The Changeling and it is designed to fill a mare up completely. It has bumps and ribbing on it unlike a stallion, and is designed to stimulate the most sensitive nerves in your pussy.
You’re so wet you don’t really need any lube to get the dildo in at this point. Biting your lip you push it in dry and moan as it tugs at your labia and fills you up. Once it’s in, you secure it to your pussy with the rope, passing through a small ring at it’s base. The butt plug is next, and you make a small loose knot around the cord to the inflation bulb and control box. It won’t be going anywhere now either.
Finally, the rope reaches your neck where you draped it earlier. It’s now circling your body, splitting you into a right and left half. You pull it under the rope and tighten it. Itpushes the invaders deep into your ass and pussy and you moan in approval. With one more tug, you feel the knot slip over your clit and shudder.
With everything in position, you make the first loops around your ribs. You pass one of the two ends of the rope around the left side, and between the two knots on your chest. You do the same on the right side, then pull them taught and back around your back.
You wrap each end around the rope running up your back, and down the same side, pulling tight at each step. The next loop around pins the top of your wings to your back. A shiver runs down your spine as the next loop pins the bottom of your wings to your side. They won’t be able to move while you’re in bondage, and any struggles against the ropes will only cause more discomfort in your wings.
At last you tie off the rope and admire yourself in the mirror. The shibaru tie has made an intricate pattern of diamonds on your chest and stomach. The knot in the crotch rope is hitting you just right, and there is more to do.
Next is a large foam ball gag. It warms up and expands, effectively gagging you. The leather buckle is easy to put in place and after a few seconds you click the ball gag firmly into your mouth. You can feel it absorbing your saliva and starting to expand.
Finally you crawl on top of the bed and lay on your back. Around you is a maze of ropes so you can tighten up your self bondage. Hanging from the ceiling is a key to a padlock. It will fall next to your right hoof so you can unlock a lock fastening that particular rope to the headboard. From there, you will be able to undo the other ropes, or stretch out and grab your emergency knife from the night stand.
The key will fall when a large cup of ice on the ground melts. Until then, you’ll be at the mercy of the vibrators.
You fasten your tail and hind legs to the footboard first. The cinch knots slide easily over the knot in your braided tail, and the hooves of your legs. They tighten up securely, pulling hard against your skin but stopped by a smaller stop knot to prevent them from cutting off circulation.
The long pink mane is next, and you pull it taut against the headboard. You’re now unable to get up, as your legs, tail, and mane are tied down to the bed. You grab the inflation bulb for the butt plug before you fasten your forelegs in place. You inflate it once, twice. . . twelve times before you feel fit to burst. It feels so wonderful and full, but you decide against going any larger this time. You normally stop at eight.
With a soft click the vibrator is turned onto random, then the butt plug to random. You moan into the gag, biting down on it, as they begin to operate at different speeds and intervals.
At the point of no return, you quickly slip your left forehoof through the last noose. You tighten it firmly with your right forehoof until it too is pulled taut.
Your right hoof which is where the key will land is next. That rope is different than the others, as you can’t tighten it with the same hoof you put through it. Instead, it’s a preset length with the lock instead of rings, so that you can reach the lock and get free when the key falls.
Sliding your hoof through, the perfectly sized noose tightens down. You tug on each extremity, feeling the ropes pull back against the tops of your hooves. There is no way they can come off now, unless loosened to get around each hoof.
The dildo flips to it’s highest setting and you drop your head back and moan loudly. As soon as it starts, it stops. It’s in interval mode, hitting you with intense vibrations then stopping, off and on, over and over.
You buck your hips into the air, moving what little you can, as the dildo continues to tease you. The butt plug is also increasing in intensity and the anticipation is leading you towards your first orgasm of the day.
The vibrators cut out, switching to a constant low mode. You groan in frustration as you were so close. Using the knot in the crotch rope, you continue to get off by grinding against it. The struggles against the ropes are helping you finish what the vibrators started.
Just as you’re about to cum, the butt plug switches to high. You can feel it pushing against the wall between your rectum and pussy, right against the grooves in the dildo.
A rush of warmth spreads across your body as you tense every muscle. You resist the crescendo of fire in your pussy as long as possible, letting it build and build to a bigger orgasm. You can’t hold back the damn for long, and the vibrator hits a faster speed just as you explode.
Screaming loudly into the gag you barely notice the liquid squirting out of your pussy onto the bed. You pant heavily and grin stupidly through the gag as your heart races. Sheer joy and ecstasy flood your mind as the fire slowly dies out.
As you’re writhing on the bed you realize the vibrators are still on high, and the pressure against your clitoris and pussy lips from the ropes are keeping you on the verge of climax. With concentrated effort you push for a second orgasm. You let your muscles relax for a moment, then tighten them up and grind the dildo further into your pussy. You can feel it bottoming out, and each ridge and bump on the dildo scraping along inside you.
Just when you are getting tired of thrusting the dildo in, you feel your pussy clamp down on it. Waves of pleasure spread out from your pussy and through your tight, tired muscles. You’ve cum twice already in record time, and lay back to catch your breath. With the vibrators temporarily on a lower setting, you focus on getting ready for the next orgasm and the remaining four hours.
Before you can catch your breath, you notice the vibrators slowly building speed as another orgasm approaches. You let the ropes bite into your legs as much as possible, increasing the pleasure. You hold your breath and see if you can cum before you have to breathe again.
The burning in your lungs and muscles builds up with the orgasm and vibrations. Closing your eyes, your world becomes the humming and your loud moaning, along with the sensations racing through your abdomen.
Each second brings you closer to the third climax, and your pussy clenches relentlessly on the dildo. Even your ass is tightly gripping the butt plug as your entire body tenses.
You’re almost there and you continue holding your breathe. Just a little longer, and then you exhale, screaming with all your might into the gag. The orgasm washes over you, turning every burning sensation in your body into a fresh wave of pleasure.
After riding that third orgasm down you decide it’s a good time to call it quits.
You reach around looking for the key. It should have landed right where your hoof is now. Then, you feel a soft thud and hear a clink. The key fell, hitting your hoof, and flying off the bed.
You begin to panic and hyperventilate. Without the key you’ll be stuck here four more hours, which is longer than you’ve ever been tied up before. The vibrators seem to sense your fear, choosing that moment to push you yet again to the bring of an exhaustive orgasm. Your pussy is starting to get overly sensitive to the continued assaults, and you find yourself groaning as pleasure turns to pain.
The assault continues as you frantically try to reach the key you know isn’t there. The corners of your vision are turning black, and you try to slow your breathing. Your heart is racing and the vibrators have decided to randomly go full speed again. The pleasure begins to overwhelm the pain, then absorb it, until every fiber of your being is on fire. You feel yourself cum as you pass out from exhaustion.
For the next four hours you drift in and out of consciousness and climax. Your entire universe has narrowed down to this one bed, this one moment, and this one session. Countless orgasms have come and gone as the clock taunts you, ticking slowly towards your spa date with Rarity.
Looking over at the clock you realize it is three p.m. Rarity was supposed to pick you up by two. You sob quietly as the vibrators turn off and on in morse code, teasing you. A tear begins to roll down your cheek before you close your eyes and let exhaustion take you back to sleep.
You wake up feeling a little better. The ropes are biting into your skin less, and the vibrators are on their lowest setting. At that speed, they won’t knock you out with another orgasm, but they are keeping you constantly aroused and unable to cum.
Moaning softly you feel around for the key, before realizing it’s not there. It is dark out, so you look to the clock to see how long you’ve been tied to your own bed. That’s when you realize it’s not dark—someone has blindfolded you!
You moan and thrash about, and are rewarded by giggling from the intruder. You freeze, not moving a single muscle, as terror grips your heart like icy daggers.
“Well,” a familiar voice said. “I’m flattered that I was your failsafe, Fluttershy. Still, I think you need to learn a lesson about safety.”
Rarity? You turn your head towards the voice and pout through the gag. That’s when you realize it’s been replaced by a different gag that tastes like rubber. You mutter again and Rarity catches the drift.
“Oh, that’s a butterfly gag. When I found you here I went back to get a few of my own toys. Let me show you.”
The rubber in your mouth slowly inflates, and you realize it’s in three pieces. One pieces is between the gums and your teeth on each side, and the other rests above your tongue. As the three inflate, you feel them push against each other. The four tight straps on your head become apparent as they hold your jaw closed, and firmly seal the gag in place.
Each pump brings greater pressure onto your mouth. You try to moan and find that you’re so effectively gagged it barely comes out as a whimper.
“See how much more effective it is? Now that you’re awake, it’s time to check the rest of your setup.”
Rarity walks around, tugging on the ropes. “I’ve loosened them while you were asleep, but feel free to struggle. I’ll make sure you’re not hurt. However—”
You feel the already large inflatable butt plug grow even bigger in your ass. The soreness and fullness have you feeling like you need to use the restroom horribly. Before you know it, the trickle of urine down your leg lets you know it wasn’t the butt plug.
“—this brings us to your punishment.”
As you listen to her voice you can’t help but be aroused. You’d never shared your secret with anypony. You’d never even been with anypony. Yet here you were, with your best friend Rarity holding the key to your freedom. For once there were no concerns over whether or not the ice would melt, the key would fall, or if the escape knife was close enough to reach.
For the first time your only concern was climax. You were safe, bound, and completely at Rarity’s mercy. There was no easy way out of the bondage if you changed your mind. Rarity owned you. She had total control of your pleasure.
You started bucking against the crotch rope and vibrator, finding the thoughts racing through your mind incredibly arousing.
“You really are a kinky little mare. As I was saying, however, your punishment is orgasm denial. It’s five p.m. now and I canceled our spa date. If you want to cum, you’re going to have to earn it.”
With the vibrators set to low, and the plug pushing out against your entire stomach, you realize she is right. You’ve never felt so aroused, so completely full, and yet it isn’t enough. Even bucking against the crotch rope isn’t working. You begin sobbing softly and yanking at the ropes, trying to get some little push over the edge.
A hoof runs across your breast sending a chill down your spine. Just one touch from Rarity is electrifying. After she’s playfully traced circles around your teets, you feel something cold levitate against them.
Realizing it’s an ice cube, you try to squirm away. It’s futile as she begins to torture your nipples, one at a time, with the ice. Just when you can’t bare it anymore, she’ll lift the ice and move it to the other nipple.
The more your squirm, the more she teases you. Several times she stops completely, as if she can tell when you are too close to orgasm. The ice cube traces its way down to your engorged pussy lips and clitoris. It is torture as she traces it along your inner thigh.
You try to trick her and control your breathing, to force yourself over the edge of climax. Still, she is too clever and the ice cube never gets you there.
“What’s the hurry? We have all night and I don’t think you’ve learned your lesson yet,” Rarity cooed.
As Rarity uses her magic to tug your wings, soreness and pain washes over your back. After so long in bondage, they are beginning to ache. Once a few of the loosest feathers have been plucked by Rarity, she brushes them against your hoof. Between the hard wall of your hoof, lies your ticklish frog: a small patch of skin and nerves.
You try to laugh and realize how difficult that is while spread eagle on a bed. Trying to pull your hoof away is a joke, as the taut ropes allow no movement. Wiggling as much as you can, you are overtaken by fits of laughter. This causes you to writhe much more than usual. Just when you think she’s going to let you climax, she stops.
Moaning as loud as you can proves useless. Before you can finish catching your breath she starts on the next hoof. Rarity tickles you and teases you one hoof at a time, until she has brought you to the edge four times: once with each ticklesh foot.
“My, you’re getting rather desperate, Fluttershy. So much passion and energy, and I’m just getting started. Perhaps next time you’ll use something safer like an ice lock?” Rarity asked.
You think about it for a moment, and nod your head no. Now that she knows your secret, you want her to play with you more often. There is an amazing orgasm building just a hoof’s reach away from you. Rarity keeps pulling it back out of reach at the last second, yet you know beyond a doubt once you reach that climax, no other orgasm will ever compare.
“No? You don’t want to be safe?”
You shake your head no again.
“Could it be. . . are you enjoying this?”
You nod your head yes emphatically, pulling on your mane as the rope tries to keep it pinned to the bed.
Rarity chuckles and you can feel a strap of something slide across your bare stomach. “My you are a clever girl. Since you’re enjoying this so much I’ll pay extra special attention to making this the best orgasm you’ll ever have.”
Right as you begin to nod your approval, the strap hits you in the stomach sending a jolt of pain through you. It wasn’t hard enough to break skin, just enough to sting for a minute.
“That’s artificial leather. Since you’ve been naughty and won’t play safe, it’s time to spank you like the naughty filly you are.”
Yes, spank me Rarity you mumble into the gag.
The strap hits on the inside of your left thigh. With the vibrators keeping you on the edge of climax, that smallest sensation caused your pussy to tighten up. At this rate, this might be your release.
Rarity continued whipping you. Slowly she worked her way around your thighs, and onto your flanks. She saved your stomach and nipples for last. After striking you twice as hard on the stomach, you come out of your stupor and stop bucking the air.
“Have you been naughty?”
You nod your head, yes.
“Do you need more punishment?”
Yes.
The strap of leather hits you again, equally hard, and you can feel yourself closer than ever to the orgasm she’s determined not to let you have.
“Are you ready for me to let you go?”
No, no! You continue to shake your head, not wanting out of the restraints.
“Are you ready to cum?”
Yes! You squirm and buck against the ropes and she hits you hard across the stomach again.
“That was rhetorical.” Rarity laughs and you feel something brush against your nipple.
Two small metal clamps bite into the skin around your nipple, taking your mind off of the impending orgasm. They are biting in deeply, but thankfully the pain dulls after a moment. You can feel her tying something to the clamps, and then feel her tug at your crotch rope. The nipple clamps are attached to it now, and the tug causes a fresh wave of pain through your nipples.
“This will stop you from wiggling those sexy hips so much. They’re my hips now, I own you, and I’m not ready for you to cum, darling.”
You feel weight shift on the bed and figure out Rarity has climbed onto it. The air from the butterfly gag deflates, and you find yourself swallowing to try and wet your throat.
“Now, if you want to get release, you’re going to have to pay it forward. When I take the gag out, you’ll eat my pussy. If you speak a single word or utter one noise, the gag goes back in and I leave you here just like this overnight. Does my little pet understand?”
You ponder it for the briefest of moments, before nodding in agreement. The straps loosen and a moment later you wiggle your sore jaw around. Before you can finish wetting your lips, you feel Rarity kneel over your head.
The fragrance of Rarity’s pussy smells faintly of a perfume, almost sickly sweet. As she lowers her lips over your muzzle, you realize how wet she is.
You stick your tongue out and are pleasantly surprised at the sweet taste of her shaved, moist labia. It quivers as you touch it with your tongue, and you quickly begin to explore the folds of her pussy.
Finding the clitoris, you begin to suckle it like a newborn foal. Rarity moans in enjoyment so you continue to suckle it, pausing briefly every so often to see how wet her pussy has become. Soon you need not stop, because you can feel her arousal dripping down onto your neck.
Your wings are stiff against the ropes, and your entire stomach and pussy are clenching up tight. As you suckle her clitoris, you try to buck your hips in the air. The painful nipple clamps send waves of pain through your chest, but you continue anyway.
The more you try to push yourself to arousal, the less the nipple clamps hurt and the more they are pushing you forward. Each time you pull the crotch rope just right against your pussy, the nipple clamps tear at the soft flesh of your nipples. The jolts of pain are as much a punishment as the orgasm denial.
A hoof smacks you in the side of the ribs just hard enough to get the point across. Your body jolts from the impact, pulling the clamps painfully tight and making you squeal.
“Focus on me, darling, or I’m likely to forget I found you here,” Rarity states.
You gulp and stick your tongue into her pussy. You’re quickly able to find her vagina and stick your muzzle in to get your tongue deeper. She feels tight and fresh to you, and you wonder if all pussies taste and feel like this. Rarity always struck you as a mare who knew her way around the bedroom. Perhaps that was why she was so skilled at these arts.
With your first priority being her pleasure, you ignore the constant arousal of your loins. In a few minutes, Rarity begins to sway her hips against you, building to her own climax. You redouble your efforts as you can feel her legs squeeze against your head and her pussy contracting.
Your own pussy continues to drip and you clench your muscles down on the dildo, wondering if this is the one. At the same time, Rarity pins your head to the bed as she comes. You can feel her juices squirt onto your head and run down into your mane. She bucks your face a few more times as she rides the wave of pleasure down.
After a minute, she climbs off the bed. “Truly wonderful for a first timer, darling. You’ll have to tell me later how someone who has never been with another pony learned such skill with their tongue.”
A hoof touches the vibrator, clicking it up one setting. “Are you ready for your reward?” Rarity asks.
You nod your head yes and smile around the gag. A moment later, you feel the butterfly gag slide back into place. You begin to protest and moan, but she interrupts you.
“What was that? Did I hear a noise?”
Gulping, you timidly shake your head no.
“Good, I didn’t think so.”
The butterfly gag goes in the rest of the way and is strapped in place. After she inflates it to size, she walks to the end of the bed. She gives the butt plug one more squeeze, sending a wave of pleasure through you. She also clicks it up one setting; yet they are still not set high enough to get you where you’re going.
“Now, since you’ve gotten to get something to eat, it’s only fair I do to.”
You begin rocking your hips in anticipation.
Rarity chuckles. “That’s why I’ll be down in the kitchen making myself a salad. Don’t worry, it should only take an hour.”
Moans and sobs of disapproval force their way out past the gag.
“Come now, it wouldn’t be orgasm denial if I let you cum that easily! Besides, nopony has fed your pets all day long. Another hour or two and I’ll have prepared and fed all of your animals.”
You can’t do this to me! you mumble. You’re so close to the orgasm. The warmth and fire in your abdomen is spreading throughout your body, yet it lacks that spark to push you over the edge. For what feels like years you’ve been so close you could almost taste it. Each second in this torment and frustration made you more determined to explode in orgasm.
“When I get back, if you can tell me five things you learned today, I’ll let you cum.”
Hoofsteps approach the door and you hear it close behind her.
Moaning out, you realize you truly are alone. With no way to know what time it is, or how long she’ll really be gone, you wallow in your self-pity for a couple minutes. Then, the warming of your loins pushes you to defy Rarity. You’re going to orgasm while she’s out eating dinner to show her who is boss!
Slowly but surely, you test the limits of the ropes, the nipple clamps, and the vibrators. Pushing against the crotch rope, you grind the dildo in. Soon you look forward to the painful tugging of the nipple clamps. Each jolt of pain means you pushed the dildo in far enough. Each time the rope bites into your hooves it makes your pussy clench down harder.
The longer you spend chasing the climax, the more massive it gets. Yet, you still can’t reach it. Every fiber of your being is poised on a knife’s edge waiting for that orgasm. The bed sheets are soaked in your sweet and arousal, sending chills down your spine.
Once again, Rarity shows impeccable timing and walks in when you nearly had it.
“So, what five things did we learn?”
She walked over and quickly deflated the ball gag, loosening it enough to pull it out and hang it around your neck.
You completely forgot about the five things. Quickly, you improvised.
“Um. . . one, always have a second backup before your friend catches you?”
“Obvious, but that’s one,” Rarity chided.
“Two,” you say, “Is to always. . . That I need too. . .”
Rarity sighed, and you feel the gag lifting back into place. “Looks like you didn’t learn anything after all.”
“Two is to do bondage with a frie—mmph.”
Rarity pulls the gag back out. “What was that?”
“Two is it’s better to do bondage with another pony you trust”
“And did you learn who that is?”
“It’s you! I trust you, Rarity. Please, let me cum!”
Rarity ran a hoof down your stomach, pausing inches from your crotch. “Four?”
“Um, maybe being so shy is a bad thing? That I should find a nice partner and I won’t have to tie myself up all alone.”
“Good. Had I not decided to come over and apologize for running late and cancelling our appointment, I’d have found you here tomorrow morning,” Rarity explained. “Learn anything else?”
You bite your lip and try to come up with something—anything—to appease her. “I learned that I—” A bead of sweat rolls down your cheek, and you can feel your pussy radiating warmth and quivering in anticipation.
“I learned I want to be your pet! I love you! I mean, if that’s okay with you, I want to do this more because you’re really special to me!” you shout.
Rarity giggled. “About time, all these years going to the spa and only now do you realize I’ve had a crush on you. Sorry, but for friend zoning me, you need more punishment.”
“No, please! I don—mmph!”
The gag is quickly inflated again and you begin sobbing and crying. You can hear her hoofsteps crossing the floor.
“Oh, Fluttershy, I’m not that cruel.” You feel Rarity reaching between your legs and every muscle in your body freezes.
“I’ll be back in thirty minutes. Enjoy yourself, you’ve earned it.”
With a click, Rarity locks both vibrators at full speed. Before you can even register her hoofsteps heading for the door, you scream in ecstasy as your pussy explodes, and the orgasm washes over you.
You feel all that arousal, frustration, and pent up energy burst through in a split second. You feel your eyes roll back into your head as you pass out, and feel like you’re floating off into subspace.
Next Chapter: Two Weeks Later Estimated time remaining: 27 MinutesAuthor's Notes:
My friends said I write too much clop, and I should write 'serious' stuff, so I wrote some serious clop.