Tag: Anal Bdsm


SENSUAL PAIN: Oct 25, 2017: The Davenport Files | Penelope Davenport


This is the shoot with Penelope Davenport in its entirety.

Scene 1: ” Mean Mutha Fucker”

When Penelope Davenport joined us in the Sensual Pain dungeon, it was quite clear her intentions to live up to her social media handle the “Sad Bratty Stripper”. As Master James began fitting her in a heavy metal yoke restraint, she appeared unaffected and on the verge of unimpressed. Attempting to throw her off balance in her stilettos, Master James man handles her while leading her to a solitary pole fastened to the floor center stage. Penelope moved rather quickly from taunting sassy remarks to “Sir, yes Sir” as he corralled her into place with a single tail quirt whip. Fastened to the pole in an awkward kneeling position he lifts her skirt to assess her pain tolerance with a caning. Turns out she’s not only a natural slut but also a pain slut. He props her head up using the dick on a stick and she begins to gag, causing drool to pour out of her mouth…ahhhh natures lube. Master James transfers the slippery rod to her exposed cunt and finds she is less than lubricated. At the slightest experience of pleasure, Penelope the brat makes another appearance as she blames her dry nether region on the fact that he hasn’t spanked her enough. Nothing a little stun gun won’t fix. He makes her fuck herself right into the stun gun over and over again until the proper lubrication level is reached and denies her of her orgasm just seconds before it peaks. It is quite evident that her true need is for pain and to relinquish control. Something Master James is well seasoned at delivering.

Scene 2: “Parallels of Pain”

Penelope has been used for an hour at this point by Master James. Her ass is raw, her nipples are tender. Her pussy is wet and creamy from teasing and fucking. She is whipped and prodded by Master James, and he is not even close to done with her. He takes Penelope by her hair and leads her around like chattel. Brings her to her knees and bound by metal. Pillars of steel hold Penelope in her natural position, on her knees.

Scene 3: “Let It All Go”

Blinded by leather black out goggles and gagged with a red ball gag, Penelope Davenport has a calm about her as she is bound to top of the wooden cage on her back. Two metal rods at her hips await a third horizontal rod that will lock her legs in an extreme missionary and totally fuckable position. Master James binds her wrists at her sides and hoists her shackled ankles up to the gallows with rope as to give you a wide open view of her fuck holes and those pretty bows on her long, nylon covered legs.
What happens in the scene to follow is what Sensual Pain is all about. Quickly but thoroughly, Master James takes Penelope through a series of pain and pleasure that leaves her all sorts of wrecked. The good kind of course. Twisting her perky nipples and whipping her whip prone pussy then using the high powered vibrator to get her to the edge of…. denial. Paddling her tender ass with a horsehide leather paddle and then fucking her wet pussy with the fuck stick as she eagerly tries to reposition herself to steal an orgasm. Back and forth He takes her until she is finally allowed to release. You get a birds eye view from above as she squirts off the edge of the cage and endures the tortures of an immediately administered vibrator. In the end, Penelope is left in a puddle of tears and has quite a moment reflecting and soaking it all in.

Also included is a post shoot interview.
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SENSUAL PAIN: Oct 18, 2017: Anal Slave Inspection | Abigail Dupree | Master James


For the past few months, Master James has had His slave abigail occupied with priorities that don’t necessarily involve shoving large toys in her asshole for your viewing pleasure. But that doesn’t mean that the rule stating that ‘her holes must be ready at any and all times for her Master’s use and pleasure’ doesn’t stay in affect. Master James asks His slave if her ass would pass an inspection and her hesitation tells Him all He needs to know before turning on the camera for you to see her struggle. Restrained on her back with her legs pinned to her chest by a rusty steel bar cinched down on the backs of her thighs, He kindly lubes up the smaller steel egg and begins stretching her ass to where He likes it. It doesn’t take long for Him to get impatient though so he quickly moves past the next two toys that inch up in size and goes for the big kahuna, Chance… the dildo of the equine variety. Obviously challenged by it’s girth, abigail yelps and moans as she tries to concentrate on relaxing those sphincter muscles that are on edge. Fear and relaxation don’t usually go hand in hand. Will she pass her inspection???
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INFERNAL RESTRAINTS: Sep 29, 2017: Unhappily Married Part 2 | London River


London River was the nagging wife. She made OT miserable, but he took his revenge. After he made her feel his pain he put her to sleep. One she wakes he explains his plan.

The life London knew is over. Her new life is about to begin. It will be a far cry from what she’s used to. While she was asleep he altered her body. Her hair is now platinum blond. She’s sporting new giant tits.

Now that her body has been perfected OT is going to train London to be the perfect wife. His methods might seem a bit harsh, but he’s nothing if not determined. One thing is for sure. London will never be the same again.
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SEXUALLY BROKEN: Aug 14, 2017: Julia Waters first ever porn shoot. Brutal throat fuckings, ANAL fucking, with amazing bondage | Julia Waters


So we have fans, and sometime hot fans, that have never shot porn. Well here you have a Civilian stepping into the hardest game on the block, Lets Watch!

This hot newb has never been on a Sybian, so of course we just have to, it’s how thing work. It doesn’t take long for Julia to cum a few times while enduring one of the most brutal face fucking we have ever gave, and this to a The Real Girl Next Door.

But we didn’t stop there, we brought the fuckings too. We don’t do ANAL often, but today we fucked the living shit out of this brand new porn star ass! You will be watching a classic in real time….
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INFERNAL RESTRAINTS: Jun 9, 2017: Diabolical | Tess Dagger


I had just enough chain to reach the end where it was attached to the floor, but it was locked to the ground. The thick metal collar around my neck was also locked. The rubber in my mouth was surrounded by a strap of metal that locked behind my head. I was trapped. As if I could have released the chain from the floor he came in and pulled it tighter so I could no longer reach the lock. When I had finally gotten comfortable he came in and pulled it even tighter.

The device he put me on next held me with my ass in the air. With my legs spread my sweet pussy was completely exposed. His tender caress and gentle kiss only made me more afraid of what he was going to do to me next. When the heavy paddle hit my ass for the first time I knew this was going to be worse than I had feared. My screams didn’t slow him down. They only made him decide to finger my asshole before he shoved a thick metal hook inside.

His final contortion leaves my asshole completely open for a giant dildo and my ass exposed for a heavy caning. That’s not enough for him though. He canes my feet till I’m near tears. Then he decides to try and get me to cum. It’s not hard. Pumping the dildo a little and vibrating my clit is all it takes before I’m panting and shaking with orgasm.
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INFERNAL RESTRAINTS: Mar 17, 2017: Dolled Up | Lydia Black


Adorable Lydia Black is about to join O.T.’s extensive collection of perverted sex toys. Once he’s got her in her new dress and make-up she is exactly right to replace the doll he broke last week. Lydia thought she was meeting him for a quick smoke before she headed home, but at this point she will be lucky if she ever sees daylight again. He takes his time in stripping her naked, going over every inch of her body looking for any defect. She’s exposed and humiliated, trying desperately to ignore how dirty his hands and words make her feel.

Lydia is one sexy catch. Quite flexible and fully poseable, this might be the best little punching bag he has brought home yet. Metal restraints pull her limbs out wide while a latex mask leaves her in the dark. She tries to scream and struggle when he starts working her pussy with the whip, but in the end it starts to sound more like moaning than anything else. A quick check between her legs shows him that she is adjusting to her new life nicely.

Dripping wet, Lydia probably thinks that if she can suffer through enough he will reward her with his cock. It’s true, in a sense, since he has 8 inches of cold steel on hand to extract multiple orgasms from her poor, abused cock socket. He works her pussy until she squirts, and then starts railing her ass with the same metal member. Both holes leave her bucking against her bondage as the waves of ecstasy roll over her.
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SENSUAL PAIN: Mar 01, 2017 – Transitional 465 | Abigail Dupree


From Slave Abigail’s perspective
I am my Master’s test subject in his twisted laboratory.
For quite some time now I have had the fantasy of having a cock. There is something so empowering in the fantasy of being able to fuck someone. Master takes this fantasy in this shoot, and brings life to my desire.

Let us being with the inspection of me and my fantasy.

Tied up and shackled, I am whipped and prodded by the Doctor, my fantasy becoming his own. Once finished with the preliminary testing and looked over, I feel my fantasy of empowerment being stripped down more and more to his own. The doctor brings me down to his chair for more wicked tests. He inspects my usable pleasure holes, putting his sounding kit well to use. The pleasure and pain melding together, I imagine how my cock would be growing as I am inspected by this twisted doctor.
I am found worthy for further inspection. He takes his slave in his medical chair, using this body as he sees fit. Master fills my ready holes, as I stroke my long cock; It is so pleasurable for me, that my cock explodes all over my stomach and chest. He grants my wish and twists to his pleasure. I am his lil sissy to use and abuse.

I am here for his pleasure.
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INFERNAL RESTRAINTS: Jan 20, 2017: Creep Suck | Sierra Cirque


Two for One in Ultra4K

Sleep is fitful and only possible after the exhaustion of constant shifting around and adjusting the stones that are my bed. It feels like my body has been covered in blows – the rocks are bruising me. Its getting colder. The sun is lower; It beams through a window and illuminates the details of what hovers above me. I am one of those web bound carcasses. As it darkens, the chirps and squishes begin — shadowy flutters of darting fantoms swirl above me. They seem to be attracted by my presence — often diving at me and bombing me with their droppings.

The smell grows fouler by the day; my toilet is my bed. In the beginning he would come and stand over me; staring, pissing, playing with himself. Today, when he brought me the slop, he was wearing a gas mask.

The everyday chores of the grounds are much more interesting as I allow my mind to wander to that creature entombed in my barn. It is less distracting of late because of the stink, and I now must face the task of cleaning it. I have prepared a platform based on the designs I have seen at the county fair; A grooming table that holds her wrist and ankles so she is on all fours.

For days I have been content with just knowing that it was stored there. To compensate and motivate the chore of cleaning it, I want to take it to another level.
I am going to bifurcate her — two for one. At the head I will have her do makeup. The cock sucking will have a classier feel. At the tail, a machine will soften and swell her gash for my cock.

Something is up; he’s standing over me holding the black head bag and that terrible pole that locks around my neck. He orders me to role over onto my stomach — I know this drill, so I put my hands behind my back immediately. (Reaching through the grate he locks the shackles together.) He slides the bag on my head, yanks the chain tight and locks it.

I hear the muffled sound of the grate scraping on the concrete. He yanks me out of the hole by my neck. The concrete scraps my skin as I struggle to gain my footing. This is the worst — he pushes me forward by that pole. It is a stifling fright — I cannot see where I am stepping. He seems to delight in letting me trip or briskly walking me into obstacles.

I’m now on all fours locked at the wrist and ankles. It must be a table or platform of some kind. He pulls the hood off my head — the purpose of this position is suddenly clear. A bucket of soapy water and a hose are lying on the floor. Im sure he will make what is to come as horrible as possible. I can’t help but sigh with great relief as this vile stench is about to be washed from me.
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SEXUALLY BROKEN: Aug 22, 2016: London River Can’t Stop Cumming When Bound with Rough Anal Sex! | London River | Matt Williams | Sergeant Miles


London has already gone through two intense scenes for her live BaRS feed. But it isn’t over yet. She is bound with her legs back and her arms down and her pussy and ass in the perfect position for pounding. First Matt and Sergeant Miles take turns with her little cunt. She’s already had a lot of orgasms that way, so they decide to see if she can while doing something different.

When they move on to her ass she comes unhinged. This is her favorite thing and she cums over and over with cock in her ass. By the time they are finished anally drilling her she is panting and dazed. Her eyes are glossed over. The lights are on but nobody is home. London has been sexually destroyed.
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SEXUALLY BROKEN: Oct 23, 2015 | Darling | Matt Williams | Jack Hammer


SEXUALLY BROKEN: Oct 23, 2015 | Darling | Matt Williams | Jack Hammer

The one, the only, the Darling. Busty blonde Darling of the incredible back arches, mind-blowing multiple orgasms and no gag reflex. A lover of dick and bondage like no other. A bubblebutt that craves the cock and a mind that craves destruction via sex. What do we have in store for her today?

How about a brutal back arch that would make most throw in the towel immediately, a fucking machine wedged deep in that greedy ass, strict metal bondage and an epic facefucking by BBC until Darling is a babbling drooling destroyed mess of slut?

We think that that sounds like a fine idea and do exactly that. Darling also thinks it is a fine idea. Well, it is hard to tell honestly. She is so busy cumming and shrieking and sucking cock that she doesn’t seem to be doing all that much thinking…

No matter. We don’t need her to think. We only need her holes. Which we use until what is left behind is a drool covered babbling and vacant-eyed fuckdoll staring off into space. We think she liked it. Until next time my dear.
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