Tag: Breast Bondage


Futilestruggles: Jennah Likes it More than She is Willing to Admit – Part 2


This clip starts where Part 1 ended… A big pink shop rag is stuffed in her mouth and then sealed in with clear tape. I rope her ankle and then I tie it off to the top of the pole where I tied off her wrists. Soon after I snug up her crotchrope by tying a rope to it and tying it off at the top of the pole as well. Since she has a stripper pole in her house, I order her to dance for me. She moans, and whimpers through her gag as she tries to sway back and forth. I eventually untie her leg, and then some heavy clamps are added to her nipples. I get out more rope and I tightly tie her legs with many bands of rope as Jennah whimpers through her gag. I also redo her crotchrope, but this time I start with many turns of rope around her waist making sure to cinch it. Then a new tighter crotchrope is added. After her legs are satisfactorily bound, I take a break and just enjoy the view. After a while, I return. I remove the nipple clamps and then pinch her sore nipples. She screams and tries to jerk away, but she obviously isn’t going far. I sit her down in a chair as I continue to manhandle her. I untie her wrists and order her to put them behind her. She obeys. They are retied behind her back before I tie her tits up with very thin rope. Droplets of milk form on her nipples as her breasts are bound at their base and squeezed. This is where Part 2 ends.
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Futilestruggles: Drusillas First Hogtie – Part 2




Drusilla is once again manhandled and groped in between her legs being thoroughly bound. I also manage to bind her tits with some thin twine. I let her sit for a while, but she gets a panty gag sealed in with a full roll of vetwrap and some black electrical tape. This is where Part 2 ends.
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FutileStruggles: The Girl Punished for Disobeying – Part 2




This clip starts where Part 1 ended. The girl stands, with drool running down her chin and onto her tits, waiting with her wrists tied around the post for what’s coming next. It’s not long and she knows that it is tight tit bondage. Once bound I spend some time slapping them as The girl yelps through her ballgag. Next a tight crotchrope is added and then attached to a block and tackle and pulled up and forward. I remove her ballgag and stuff an old rag in her mouth before many wraps of black tape are applied over the lower half of her face. Next, her nipples are clamped before her elbows are bound and cinched around the post. Her crotchrope is not tight enough for my liking so I tighten it until her hips are thrust forward and she is standing on her tippy toes. I leave her like this and in agony for quite some time. Before I leave her for the evening, I manhandle her and slap her inner thighs… I have a few more clamps and I don’t like to be wasteful, so I apply them to her bound bulging tits. Soon after the lights go out. I think she’ll be happy to strip when told to do so next time. I also added a little behind the scenes footage at the end.
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Futile Struggles: Ginger’s Test – Part 3




This clip starts where Part 2 ended. I sit Ginger back down in the chair. The first thing I do is go get a new gag. I order her to open her mouth as I squish the huge sponge and shove it in her mouth. I seal it in with clear tape. I remove her neckrope and then I crush her elbows together and tie them. I continue adding ropes to her upper body. Her arms are chicken winged and then rope is wrapped around her arms and body and cinched tight! I put her on the dirty concrete floor and make her struggle for our enjoyment. After a while I add a little more rope before I arch her into a very strict hogtie. I tell her that it is perfect, but then I change my mind. I soon tie her head back by the rope in her hair. Now it is perfect. She looks very happy in this tight hogtie. I add some nasty clamps to her nipples and she seems to like it even more! After a while of her being on her stomach, I ask her to see if she can roll on her side. It takes her a little bit, but she manages to do it. I am pretty impressed. Now that she is on her side, her tits took slappable, so that’s what I do. She moans through her gag as I slap her bound tits. I add another length of rope which runs through her legs. I then re-attach the nipple clamps. I leave her for the remainder of the clip until the very end. I ask her if she’s ready to be untied and a few other questions so I can hear a little gag talk before I release her. I start to untie her as the clip ends.
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SEXUALLY BROKEN: Aug 7, 2017: Dee Williams in the hardest hour in Porn! Non-stop live action, brutal face fucking devastating! | Dee Williams | Matt Williams | Sergeant Miles


Not many people on the planet can edure the Sexaully Live live show. It’s intense helpless bondage, and some the roughest sex in mainstream porn and it’s 45 minutes of straight no cut, no breaks, rough sex! We only do 12 a year, and we carefully pick our girls for it. Dee Williams is one of the best all around models in the industry, able to take the most hardcore bondage and fucking.

Dress to kill in her stocking and black high heels, Dee is ready as she can be. Soon the boys of Sexaully Broken are going to bring the cock, and those boys know how to fuck a helpless girl. From brutal face fucking and deepthroating to hard fucking that causes Dee to squirt out several mind blowing, screaming orgasms, this update has it all.
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THE TRAINING OF O: July 4, 2017 – Tommy Pistol and Anna De Ville




Anna De Ville is a pretty petite anal whore who came to The Training of O to have her ass stretched to its limits. We start with Anna tied in rope bondage with her ass in the air and a ball gag in her mouth. Tommy Pistol spanks and stretches Anna’s ass with his hands getting it ready for a big acrylic toy. Tommy then fucks her ass with the toy, violently stirring it around and pops it in and out of her ass with ease making Anna’s asshole gape so big you can see all the way into her pink butt tunnel. A short distance away, Tommy has placed two glass butt plugs on the ground. He explains that the only way she’ll get any cock is to waddle over and shove both glass butt plugs up her ass and waddle back. As she does so with ease, Tommy rewards her with a proper face-fucking and crams his cock and balls all inside her whore mouth. Tommy then makes Anna give back his toys. As suspense builds, Anna eventually pushes both glass toys out and reveals to us her pretty rosebud. With her ass still in the air, face shoved on the floor with her legs and wrists tied with rope, Tommy double dips and pounds Anna’s ass and pussy in pile driver back and forth. Tommy then has Anna fist her own ass while he flogs her. In the next scene, Anna De Ville shoves Tommy Pistols cock in her ass in reverse cowgirl with clamps on her nipples and breast bondage and rides his cock until she cums. Anna then finds herself on a table completely naked in missionary with one leg in a frog tie. Tommy wrecks her gaping ass once again until he blows his load all over her face.
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THE TRAINING OF O: June 20, 2017 – Owen Gray and Dolly Leigh




We start in a well lit white bedroom with Dolly Leigh sitting at the edge of the bed with her skirt up, fingering her pussy. James Mogul, dressed in all black is asking her questions about her fantasies while The Gimp, Owen Grey jerks off in the corner. Dolly has often had the fantasy of being taken, tied up, and taught how to worship cock and wants nothing more than to be molded into an observant obedient fuck toy. James Mogul along with the help from our Gimp, Owen Grey and his massive cock are both here to fulfill all of Dolly’s slutty desires. James gets right to it and ties Dolly’s wrists with rope behind her back, lowers her to her knees holding only her head and guides Dolly to Owen’s cock to give her the first lesson of the day. Cock Worship. He explains that there are four steps to cock worship; observe the cock, kiss the cock, pleasure the cock, and indulge in the cock. Although challenging at first, a few cracks of the flogger helps Dolly get it right. Next James has Dolly standing in a french doorframe, tied with rope to all six hinges along with breast bondage and a vibe tied to her inner thigh, smashed up against her pussy. Also on her thigh are electrodes sending a charge into her leg from a tens unit. Mogul commands Dolly to not cum despite how much she would like to. She lets one slip and pays for it with the flogger. Dolly holds back another orgasm as long as she can and gets rewarded with Moguls thumb right up her pussy, pressing on her g-spot, sending her flying in the air for the biggest orgasm of her life. Next Dolly is tied up and fucked in pile-driver, doggie and missionary. Owen “The Gimp” Grey stretches Dolly’s pussy with his fat dick while Mogul crops her pussy and zaps her natural tits with high voltage if she breaks any of the days rules.
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SEXUALLY BROKEN: Apr 17, 2017: Bella Rossi BaRS Part 3: The Pile Driver! No other position makes a girl feel like a complete slut! | Bella Rossi | Matt Williams | Sergeant Miles


Bella Rossi BaRS Part 3: The Pile Driver! No other position makes a girl feel like a complete slut!

Bella Rossi BaRS Part 3: The Pile Driver! We physical bound Bella so her pussy is inches from her face. She has to watch us pound the living shit out of it, close up and personal!

Bella is bound with her face inches from her pussy and completely helpless. A person can not stay in the position for long, so while she can handle we are going to fuck the living shit out of the shaved wet tight pussy!

Bella has no choice but to watch the hard dick slam in and out of her pussy, she is completely helpless as we make her cum over and over! We even make her squirt in her own mouth, there is just nowhere to hide from herself!
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HARDTIED: Apr 12, 2017: 30HH | Alyssa Lynn


Torment for Tiny Tramp with Tremendous Tits

Alyssa Lynn has one of the craziest pairs of tits anyone on our staff or elsewhere has ever seen. They stick out a solid nine inches from her tiny little rib cage and it’s honestly a miracle her petite frame can hold them up at all. And Matt Williams is so excited to get his hands on them.

Alyssa’s breasts may not be the focus of all of Matt’s torment today, but they are absolutely the focal point of their time together, and Matt would like to make that very clear. After getting her undressed, one of the first thing he does to Alyssa is tie her tits off in a rope harness so that they look even rounder and bigger than they usually would.

He ties her ankles and spreads her legs so that her pussy is exposed. Then he drills a pole into the ground, a dildo and a hitachi taped to the end of it. Matt sticks the tip of the dildo inside her and pushes the hitachi up against her clit. Since she’s strapped down there’s nothing she can do to move away from the sensation as he begins to flog her tits and covers her face with a plastic bag so she can’t breathe.
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INFERNAL RESTRAINTS: Apr 7, 2017: Tit Trap | Alyssa Lynn


Hot Hopeful Gets Her Shot at Fame

All Alyssa Lynn wants in the world is to join her heroes in entering the porn community and, more specifically and importantly, becoming an Insex girl. She says about as much to O.T. when she texts him asking, or maybe begging, for him to try her out for the show. He gives her specific instructions:

He tells her to undress, piling her discarded clothing onto the bag she brought with her. Then she is to get up on a box and kneel with her feet hovering over her feet and her hands folded behind her head. She has to wait there, un-moving. We have high standards here at Insex and if she moves so much as an inch we have no use for her.

Lucky for us and for her, she doesn’t, which means we can try her out on a few things. O.T. will be running her through the motions, seeing how she reacts to a few of the things we tend to use on our girls. He whacks and taps Alyssa’s feet and her ass and her huge, round tits with a cane, seeing how she shifts and figuring out what kind of sounds she makes. Then he wants to compare that to what happens if he sticks a pussy hook in her and vibrates her clit with the celebrator. Doing interviews with new girls is one of the best parts of the job.
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SEXUALLY BROKEN: Apr 3, 2017: Bella Rossi BaRS Part 1: Big titted girl next door, brutally face fucked and made to orgasm! | Bella Rossi | Matt Williams | Sergeant Miles


Big tited slut, has her tits bound and vibrater stuck on her clit. Face fucked to subspace!

Bella Rossi BaRS Part 1: Today we update with scene one of the March live show, the big titted and flexible Bella Rossi finds out fast, what helpless and subspace looks like while you’re completely dick drunk!

Bound in a modified sitting strappado position, Bella has her huge tits tightly bound and a vibrater is locked onto her wet shaved pussy. She is completely helpless and about to get the face fucking of her life.

Orgasms after orgasms, that is Bella’s new life, she can’t stop the vibrator from making her cum, and she can’t halt the brutal throat fucking the boy’s of Sually Broken are giving her. Deepthroating, massive throat spit and a girl cumming uncontrollably! This is just the warm up and Bella is already broken, the next 3 scenes are going to be special!
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REAL TIME BONDAGE: Apr 01, 2017 – London River


London’s Friends Leave a Mental Mark

London River is very special to us here at Real Time Bondage, so she’s got some extra time in her very special live feed. She’s still got proof of the last few hours she’s spent with us: imprints of rope wrapping around her tits and neck almost like it’s still there.

Today’s torment is less likely to leave a physical imprint on London, but the mental mark is bound to last for years. She is strapped down to a plank with belts at her neck, waste, and calves so that she can’t move. The plank is on a metal beam so that it rotates at about her hip. In front of her there is a huge tub of water, so that as her darling friends lift her feet up, London’s face will be slowly dipped into it.

O.T. watches as Matt Williams holds the one end and dunks the other, slowly at first, and then quickly over and over again. London Splutters and cries as she plunges head first into the water again and again until it feels as if she is drowning. It’s more terrifying than painful but you couldn’t tell that from the tears streaming from her eyes. Once it’s gotten to be too much they let her off, give her a quick hug, and move on to the next item on the list.
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HARDTIED: Mar 29, 2017: Classic Rain | Rain DeGrey


Rain DeGray is tied up all comfy and cozy down on her knees for Matt Williams where she belongs. Her mouth is stuffed full of ball gag and her breasts are swollen and pink from a rope harness that’s squeezing them tight. He clamps some clothespins onto Rain’s nipples to pinch them tight and sting her hard.

Matt stands her up and bends her over, pulling her arms into a brutal strappado and wrapping them with rope. Her legs are pulled apart and tied at the ankle so she can’t pull them back together. Then he torments each of them in their own turn. He taps the cane up and down each of her calves, each stinging a little more than the last. Then he stands her up and starts to tear into her tits with a flogger.

He strings a line from Rain’s neck rope down between her legs through her crotch so that it rubs snug up against her pussy. Then he pulls the rope attached to her strappado even tighter, hoisting her up by her elbows. Then, when her body is aching as much as he wants, Matt presses a hitachi up against her clit and starts to vibrate away.
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REAL TIME BONDAGE: Mar 25, 2017: Weekend @ London’s Part 3 | London River


A Coffin for a Queen

It’s episode three of our five-part special taking place in London River’s cozy cottage. She’s been through a lot already, but anything is easier to deal with in the comfort of your own home, which is good because London is going to need a little homey comfort.

London’s place is nice, but maybe it’s time to get her into a little closer quarters to spend the night. Our handlers, her close friends, bind her up in belts, her legs strapped together and her arms pulled tight to the sides of her torso. Then they lie her down in a foam coffin they made special for her to fit into, a tight and comfy bed. They have cut two holes in its top. The first by her nose so she can breathe, and the second above her pussy. They stick a vibrator through the second hole and put it on a timer so that at random points in the night it will vibrate her for a minute at a time, but she’s not allowed to orgasm till morning.

When she wakes up London takes care of a few things: brushes her teeth, puts on some makeup, dresses herself up in stockings and garters. Her friends then take her and sit her down on a narrow beam and tie off her breasts in a tight harness. After a moment it feels like the beam is trying to split her pelvis in half, driving up into her bones. It’s time London got a new label, so O.T. takes care of that, stapling names for her all over her body. It’s hard to pick a favorite through all of the stinging.
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HARDTIED: Mar 22, 2017: Releasing Riley | Riley Reyes


Riley Reyes has been too up tight lately, stressed and tense. Matt Williams is here to get rid of some of that tension for her through whatever means he deems necessary. To start her treatment, Matt has Riley down on her knees, tied up to wooden posts by rope around her arms, shoulders, thighs, and neck. He fits her quickly with a black ball gag and removes any fabric protecting any part of her body from his torment.

Matt flogs Riley, working her over with the many leather tails turning her chest and her ass red. He clips some clamps onto her nipples and hangs weights on them, tugging her tits down, stinging them and drawing some of her attention away from her pussy where Matt is giving his attention. He presses a hitachi hard against her clit and vibrates it as she moans and sighs. Still, it doesn’t seem quite enough. He’s going to have to turn his treatment up a notch.

The clamps on her breasts are removed and replaced by a rope harness, squeezing them tight. The hitachi, in turn, is replaced by a sybian, the most powerful vibrator we have in our dungeon. Riley is sat down on the sybian and vibrated to the point of madness as Matt flogs her ass and tits. After this many orgasms, she should have no choice but to relax.
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HARDTIED: Mar 15, 2017: Shared Rope | Dee Williams


Dee Williams has been in the game longer than just about any of our models. She is one of the top bondage models on the scene today, and we are so proud to have her as one of ours. Today she is going to start off with our handler Matt Williams and see what kind of plans he has in store for her today.

The dress Dee is wearing is tight and she isn’t wearing a bra, which is incredible for us because Dee has some of the finest tits in the industry. Matt can only hold himself back for so long before he cuts the dress right off of her and takes the next logical step of tying them off in a rope harness. This way, as her heart starts pounding, her tits get more pink and perky as time goes on. Having her arms tied back, her nipples squeezed by clamps, her back bent in a hogtie, and her pussy vibrated by a hitachi, her heart rate gets going pretty quickly.

Thinking that perhaps he should be generous, and share Dee rather than keep her and her incredible tits all to himself, Matt decides it’s best to hand her off to O.T. so that he might have some fun of his own. When O.T.’s got her, apparently all he wants to do is spread her wide open. He attaches clamps to her cheeks to hold her mouth open, letting drool spill out over her bottom lip. He uses rope to tie up and spread her legs so her pussy is exposed. He ties her nipple clamps to her toes so even her tits are held parallel. And then he goes at her with the celebrator.
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INFERNAL RESTRAINTS: Mar 10, 2017: Uneven Bars | Leya Falcon


Leya Falcon has a deep and abiding love for having things shoved up her ass. She’s like a fanatic. You would be hard pressed to find someone who gets as excited about anal as Leya did when we told her just what she was going to be getting up to on today’s show. From the moment she arrived in the studio she was dripping wet and ready to go, which is just what we like to see.

First we get her set up, do a few of our usuals, a few of our favorites. We gag her with tape, we clamp her nipples, we shackle her up to metal bars by her wrists and ankles so she can’t wriggle away. O.T. is taking care of her today and he is quite partial to the cane so Leya gets to get very familiar with the handy tool pretty quickly. He canes her feet, her ass, and her tits, which are tied off tight in a chest harness. Then it’s on to the good stuff.

O.T. has Leya down on her back with her legs spread a bit to expose her holes to our camera. He puts a little remote controlled vibrator the size of an egg in her pussy. Then he takes out a dildo, about the circumference of a baseball, and longer than most girls would be willing to put in their pussies. He has Leya lick it all over, then he slides it right into her ass and starts pumping away, fucking her with it as he takes out the hitachi to vibrate her clit. After a while with that, he takes out the vibrator and the dildo and sticks a pussy hook in the girl, but she just keeps begging until he puts it back in her ass. It’s hard not to give her what she wants.
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REAL TIME BONDAGE: Feb 25, 2017: Sweet Agony Part 3 | Dee Williams


Agony At Wit’s End

Somehow, some way, Dee Williams has made it through to the third portion of her live feed here at RealTimeBondage.com. Her eyes are red and wrinkly from suffering through the torment our handlers have been putting her through for the past several hours. After all that pain, it is, perhaps time to give her some pleasure. This would of course have been fine in moderation, but our handlers do not know the meaning of the word. They do, however, know the word “sybian.”

Dee is sat down on the sybian, having her pussy vibrated as hard as any pussy has ever been vibrated. She is shackled down by her wrists and her ankles so she can’t pull away as the sensation very quickly becomes too much for her. Her breasts are tied up tight in a rope harness so that they are even more swollen and plump than usual, and stones tied to her harness to add to the stress on her incredible tits. Her back is bent over a wooden bench, giving a better target for our handlers to beat.

With her chest pushed out in that position, her breasts are fully on display and vulnerable. They are already covered in deep purple bruises from what she’s been through, but that doesn’t mean they can’t be made worse. Our handlers flog her tits and her stomach as she gives little shrieks of pain. Then they stand her up, bend her over, and cane her ass until its color matches with the marks on her tits.
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