Anal Bondage Stories

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Anal Bondage Stories
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There is the only choice available and she has to accept it.
The "full report" Master requested- at least, the first part.
My first time as a Dom to a couple.
Conclusion of Jennifer's 3rd visit to Club 35.
A slave's suffering, done out of love.
Brie looks back on how her and Claire got started.
Scott teaches Angie total submission.
Mike and mum explore some fantasies.
Breakfast after a night of fun...but the fun isn't over yet!
Sonia had never considered sticking raw ginger up her ass.
Jason reminds his lady toy and her tight ass who the man is.
A story about the arrival of her Master.
Anal sex, fisting, and a little S&M, without much back story.
Cheating wife gets taught a lesson.
Watching and learning from a slave sister.
A husband/wife duo claim Nan as their special toy.
An edgy first meeting between a master and his sub.
Grant Holden's first scene with the Society.
Further pain and pleasure of anal submission.
The Vassal Academy is proposed, and born.
Charlotte didn't know her virgin ass would pay her master.
Master uses a cucumber & a motorcycle to please her.
She comes to fully appreciate her new Master.
A new world is opened up back there.
Daughter and widowed mother have a first encounter.
First time in a long time for anal.
She needs just one more night of fantasy.
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Anal sex, fisting, and a little S&M, without much back story.
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I walk into the room, a little cranky from traffic and stress. Suddenly there is a blindfold that effectively blocks all the light. He says nothing, but he slowly unbuttons my blouse and slips it from my shoulders. My bra is then removed, and he gently cups my breasts, toying with the nipples. His caresses become more forceful; my breath hisses through my teeth as he suddenly pinches my nipples. His hands keep moving.
I am stripped naked and gently pushed to the bed. A large gag is pushed in my mouth. My jaws immediately complain in discomfort, and I struggle with the hard, rubber ball. He notices, but says nothing, leaving the gag in place.
His hands are at my breasts again, roughly and then squeezing my ass. He turns me around, and I hear the zipper of a bag. His hands are now on my arms...rope now binds me at the elbows and wrists.
As I am lead to a standing position, I realize how the bondage forces out my breasts. This was planned. There is now metal on my nipples...he releases the painful clamps, with a stern reminder to behave myself.
Oh, it hurts. And I can't be good. I start to complain behind the gag and twist in my bondage.
Before I can even think, I am face-down across his lap. His hand makes a violent connection with my ass. I am being spanked like a naughty little girl. The pain and the humiliation force me to calm down and accept what is coming.
The spanking continues...it hurts, it hurts, it hurts. He slows and begins to rub my sore, heated ass, lecturing me about my outburst.
He pulls away for a moment, and I hear him snap a glove onto his hand. It returns, slick with lubricant. There is pressure on my tiny asshole, and then his large finger slides in to the second knuckle. I whimper from discomfort and humiliation.
He tells me that my asshole is much too tight to accept his cock and that it must be stretched. I whimper again, and he takes pity on me and removes the sharp nipple clamps. Oh, they burn coming off.
I am then ordered to kneel on the bed and arch my back in order to give him better access to my ass. I feel horribly vulnerable in this position.
The gloved finger returns and is soon joined by another. He pulls them apart, stretching me, and I moan into the bed. He continues adding fingers, until there are four large fingers in my tight burning asshole. I am in real pain now and struggle to keep quiet behind the awful gag.
He removes the fingers, but promises to fist me before the evening is over. There is a wonderful feeling of emptiness that I know will not last long. He returns with a large, evil-looking plug, which is thankfully well lubed. Unfortunately, I was not paying attention and had let my arched position slip. Of course, he immediately notices and viciously smacks my sore, red ass three times.
"I told you to arch your back, slut."
I whimper but obey. Then the plug is sliding into me. Too big, too big, too big! My asshole burns as he slides the widest part past my sphincter. I shudder and my asshole spasms around the over-large intruder.
He caresses my back and ass as I adjust to the plug.
As I get up, the massive plug shifts inside me and hurts .
His hands are everywhere, surprisingly gentle as he guides my legs open. His voice is also gentle as he tells me how pleased he is. Suddenly, he savagely thrusts two fingers in my pussy.
The pain causes me to panic again, and I back away from him.
He is very angry; this is my second mistake in a very short time. I am thrown on the bed on my back. He unties my arms, only to immediately re-tie them to the headboard. My ankles are tied to my wrists, and I am obscenely displayed. I can feel the air on my widely spread pussy; the position also puts pressure on the horrible plug.
He takes off his belt, ignoring the panic in my eyes.
The first hits the inside of my right thigh and burns like fire. I bite back a sob as the second hits my other thigh. He continues until there are 10 angry red marks lining my inner thighs.
I take a deep breath, visibly relaxing as he pauses. Of course he notices and gets further annoyed.
"You thought I was done, little slut? Not yet. I'm going to remove the gag, and if you make a sound, I will double your punishment."
Without warning the belt crashes down on my unprotected pussy. Ohhh, I had no idea my sweet Charlie could be this brutal. The pain was terrible. I had to bite my lip to keep from screaming.
He whipped my pussy again and again, stopping once to insert a finger and laugh about how wet I was. "You clearly hate this, little slut."
He finally takes mercy on me and stops, untying me and removing the plug. Oh, it feels good to be empty.
"Stay on your back, with your legs spread."
He strokes my red, swollen pussy lips, not gently but not brutally either. The pain is there, but my body responds to the stimulus. He continues stroking, rolling my clit around with his other hand. I climb toward orgasm quickly, my over-stimulated body desperate for release.
I control my frustration and resume the ordered position on my hands and knees. It was time for him to fuck my ass.
I can hear the condom as he rolls it onto his cock. The plug has been out long enough for my ass to tighten again; I struggle to relax...I doubt he will enter me gently.
I feel the blunt edge of his cock as it pushes against my asshole. This is going to hurt.
I stretch and stretch and stretch until finally the head is in. Yep, it hurts, and he is nowhere near finished. He thrusts, hard, and buries the rest of his cock in my ass. I fight to hold my position and to relax. Must relax.
Then he is moving, withdrawing and thrusting as my muscles fight him. His hands dig into my hips; he fucks me brutally. The pain fades, replaced by something else. I move against him with each thrust, helping with my own assfucking.
The orgasm builds. I see white light behind my eyes, clamping down on the cock in my rectum. This triggers his release.
We lay for a few minutes, his cock still buried in my ass. I am a bit ashamed and have a difficult time looking at him.
"I am not finished with that ass yet, little slut. Let's see if we can find something to get me hard again."
I rise, find a washcloth and clean us both. He orders me back into my favorite (not) position, on my knees with my back arched. What else could he possibly want?
Then I hear the glove, and I know. He can't be serious.
He is. Two fingers violate my throbbing ass, immediately joined by a third. He allows me to relax my position a little and bury my face in a pillow. I'm scared.
There are now four fingers that push and spread and penetrate my ass. The pressure increases as his thumb is added to the hell in my rectum. It is too much and I begin to sob into the pillow. He does not stop.
The other hand is on the small of my back, forcing me open. He begins to push. I scream into the pillow. I had no idea something could hurt this much and not tear me open.
I begin to buck and twist and shake, anything to get that horrible thing out of my ass. I am sobbing now and shaking. He viciously grabs my pussy, forcing me to calm down.
I lay and cry. His hand starts to move, and suddenly I am in the middle of the most massive orgasm I've ever had. My body arches and spasms around his hand.
I curl up on the bed, still whimpering. He is gentle, but reminds me that I am not yet done.
I fall to my knees, no longer caring about anything, completely lost somewhere beyond thought. I accept the cock that pushes into my mouth. It hits my throat. I suck and lick as well as I can, devoted only to pleasing this man. He pushes his cock into my throat and cums while I swallow.
He cradles me on the bed, gently allowing me to come down.
a bit brutal for my tastes but I still came. bad me
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By January Nelson
Updated September 30, 2019

If you are into whips and chains, then you are going to get turned on by these bondage stories from Reddit. Vanilla sex doesn’t do it for everyone. Some people need a little more excitement than that. They need a little more danger. If you get turned on by the thought of getting tied up, gagged, choked, and strapped to the bed, then you are going to love these bondage stories.

By January Nelson
Updated September 30, 2019

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“Claire was tied face down to the bed, a big red ball gag in her mouth and coarse ropes binding her wrists and ankles to the bedposts, keeping her in place. She was panting heavily, nervous, her small breasts heaving. She’d found this place online in one of the dark chatrooms where nobody used their real names.
She’d gone down three alleyways and entered a seedy place, where there were thick doors and sounds of pleasure coming through. Girls screaming in ecstasy, flesh slapping against flesh, men groaning. She’d signed a few forms and given her consent, then put on a pair of long black stockings, black high heels, a black collar, and had allowed herself to be tied down to this disgusting, small bed.
She was wondered how long it would be, and when the door opened, she felt her heart beat even faster. She couldn’t see the men enter the room but she could hear them. She felt their hands caress her body and begin to pull down her thin black panties to expose her tight pink pussy.
She felt their fingers probe her and her hands pulled down instinctively. The ropes were too strong and she couldn’t move as she was being played with, no matter how fast, or how deep they went. She felt the bed shake as a man climbed on, and she began to breathe heavily as he placed his hands down next to her head and something, something poked against her pussy.
Without warning he thrust in and she gasped in pleasure around her gag. The thick cock was so deep inside her that she thought that she’d scream! She tried to control her moans as the man used her like a sex doll, pounding her and grabbing onto her hair for leverage. She felt him speed up, felt him reach his climax, and she groaned as he came inside her.
He was panting heavily, and so was Claire, but for her it wasn’t even nearly over. The man climbed off the bed and another one climbed on next, thrusting his cock deep inside her.
For hours she felt herself get fucked by different men, used like a tissue to catch their cum. She came over and over again, screaming into her ball gag, loving the feeling of the cocks plowing her. By the end of the day when the man came in to untie her she could barely move her legs. She was dripping out of her cunt, semen staining the streets.
The ropes had left red marks around her wrists and ankles. Still, she knew that she’d be back tomorrow. As she left the room she saw other women leaving the rooms nearby, smiles plastered across their faces. They were walking bow-legged and their high heels were wobbling on the floor.
Claire was one of them now.” — Peskykin
“A girl—no, now woman, unequivocally, though she’s still a girl to me, with some of those endearing habits left over from childhood that most of us, the unlucky ones, lose when we (supposedly) mature: in her case, biting her lip and casting her beautiful dark eyes to the ceiling as she considered a posed question—a woman kneels before me, her hands bound, her pert breasts thrust forward, the position revealing the contours of her ribs.
“Sir,” she whispers. “Do whatever you want to me.” I reach out and run my hand through her hair, black as pitch, dropping down to one breast as I pinch her nipple and begin to undo my belt.
How did we get here? Let me back up.
I’m a PhD candidate in comparative literature a top university, one which was in the news last year for student protests, and which continues to be in the news on occasion. During the tumult of the protests, many of my colleagues noted class attendance dwindling—not that they particularly minded, since most of us are farther left than even our most sincere little radicals.
My class, for seniors writing theses, remained well attended, however. My secret was the same secret that led to record setting enrollments in previous years: sex. Any seniors who wanted to write theses on sexuality in literature? Sign up for the “Literature and Sexuality Senior Colloquium.” Genius.
If you’ve never read The Story of O—well, I recommend it. For academics, it’s easy to teach because students love to talk about it. And for Priya, my best student, it seemed to spark an interest she didn’t realize she had.
“I was thinking of changing my thesis topic,” she told me one afternoon after class, over coffee, while we discussed her initial proposal, which focused on oral histories of sex workers. “Something…”
And then she paused, bit her lip. She’s a petite girl, Indian-American, majoring in English and Biology, the latter to keep the possibility of med school alive.
“About BDSM. I really liked The Story of O. And I was thinking…” Here, she laid out a fairly clever thesis topic, reading female empowerment into narratives of sexual submission. I OK’d the project and she was off.
It happened so gradually, I barely noticed it. I was attracted to her, naturally, but I was attracted to many of my female students and so the noise blocked it out—like most red-blooded male academics, I’d gotten used to being around attractive, smart, driven young people revealing their vulnerabilities. I began meeting with Priya bi-weekly, and then weekly, chatting about her paper, about her other classes, about her on-campus activism. At one point, I noticed my hand on hers. She was talking excitedly about a protest. I delicately removed my hand and she glanced down at it, and then at me—I couldn’t read the look on her face.
“No, it’s okay,” she replied, a little too quickly.
Another time, I forget exactly when, I mentioned something that clued her in to the fact that I had personal BDSM experience—something about after-care, something that set her eyes shining.
“So, you’ve… Done, like, scenes and stuff?”
“Priya, we shouldn’t be talking about this.”
“But it’s what my thesis is about. You have to talk to me about it.”
“But not about my own, personal…” I paused. Digging myself into a hole. “Interests.”
She grinned. “Are you a dom or a sub or a switch? You’re a dom. I can tell.”
I shut that conversation down pretty fast too. She wrote her thesis, graduated summa, and I was proud of her.
It was a month or two before I saw her again: I was riding my bike to the library, when I like to camp out in the summer months to work, since my apartment has no air conditioning, when I saw her in smart business dress, leading a group of prospective students on a tour. We waved and later, I saw the same group again in the library. She flashed another smile my way and, an hour later, found me again. Sans prospies.
It turned out, she had a job at the admissions office. A full time job. Would I like to get lunch with her? I would.
Over lunch, our hands found each other again. She invited me over for dinner that evening and I took her up on the offer.
In the dark of her bedroom after our first night together, her curled up in the crook of my arm, her breath ragged after our fucking, she asked me to be her dom.
“I’ve just read so much about it, and it sounds like… What I’ve always wanted,” she whispered. “And I feel like what I’ve always wanted—it’s been someone like you.”
I was quiet for a while. Of course, I wanted it. Who wouldn’t? Priya was gorgeous. She was a joy to be around, sweet and considerate, with a sassy edge that came with intimacy. She was smart as a whip, able to see through my bullshit in class when none of the other students could, giving me a raised eyebrow: our secret signal.
“Why don’t we ease into it, try a few things, and see if you like it,” I finally answered, whispering huskily into her ear as my hand ran down her smooth belly.
“Sir, for now. Yellow for slow down, red for stop—does that work for you?”
“That works,” she said, eagerly. I ordered her out of bed, told her to turn on the lights. She obeyed immediately.
“Good girl. Squat down. Touch yourself.”
Again, she obeyed: lowering herself into the awkward position, she slid a hand down and began to rub her bare pussy, spreading her dark lips open to reveal her pinkness.
“Good. And don’t you dare think you’re going to cum any time soon.”
I watched her for a minute, our eyes locked as she touched herself, gasping and whimpering softly. I had already made her cum once and I was surprised at how fast she orgasmed.
She nodded, biting her lip, and ran a hand up to her breasts, stroking them softly.
She obeyed, digging her fingers into her flesh, whimpering. She was a natural, tugging at her brown nipples, shuddering in pain and pleasure.
“Yes, Sir. I’ve always liked it… rough.”
She didn’t answer for a second, moaning.
“Good,” I replied. I strode over to her, laying my hands on her for the first time since we had begun. I took her by the hair, pulling hard.
Gripping her hard by the hair, forcing her head back, almost causing her to lose her balance, I lowered my lips to her ear.
“You never fooled me, Priya. I always knew you wanted to be my slut.”
She let out a cry and began to shudder. I knew she was cumming. I slid my fingers around her throat, letting them rest there and putting only a small amount of pressu
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