June 5, 2020 – Abigail Mac, Maddy Oreilly/Sexy Domme Abigail Mac uses her good submissive Maddy

Posted in BDSM, Lezdom on June 6th, 2020 by bdsm-club_support

Having your tits zip tied is awful enough. Being lead around by them is even worse. Being dragged around while helplessly bound and blindfolded is the worst. That’s Cherry’s problem. She has to roll around and squirm with her tit being tugged on.

After her tit had suffer its time to move on to her cunt. Cherry’s little gash doesn’t really look all that red… Yet. Some flogging, some skewers, some sharp wires, will begin the process of turning her slit pink.
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Hogtied – February 12, 2020 – Maddy O’Reilly

Posted in BDSM on February 14th, 2020 by bdsm-club_support

Maddy O’Reilly: Naughty Slut Submits to The Pope

Maddy is a dirty slut, and she loves getting tied up and tormented, but we haven’t had her on the pages of Kink.com for many years. That changes today when she submits to The Pope. How could anyone say no to that? We now present to you Maddy O’Reilly, bound and beaten and made to cum. Maddy begins her journey on her knees like every good whore should, in inescapable bondage. The Pope enters and we get right into the good stuff. After some flogging and cropping, we find out how playful Maddy can be. She clearly loves this more than any of us may have thought, so The Pope cranks up the intensity with some brutal bastinado. She is rewarded with multiple orgasms before moving on to the next scene, where we have Maddy face down and ass up to showcase her luscious ass. The only proper thing to do in this scenario is a double flogging scene to ensure maximum suffering. Her ass and back are berated with non-stop flogging until her flesh glows a bright red. That is followed with some heavy-handed spanking, then she is fucked and made to orgasms repeatedly. The final scene begins with Maddy spread eagle on the floor. She is as helpless as she can possibly be, and The Pope takes full advantage of the situation. Her beautiful suffering is heightened with a cat o nine tails as it whips her flesh. She squeals as he hits all of her sensitive spots. The cane stripes her body, then The Pope moves on to the brutal torment of her feet with a knitting needle. The orgasms are plentiful as the scene wraps up. It’s been a while since we’ve seen Maddy, but we are confident in saying it’s totally been worth the wait.
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Infernal Restraints – Jun 21, 2019: Bait and Switch | Maddy O’Reilly

Posted in BDSM on June 24th, 2019 by bdsm-club_support

Maddy comes for a bondage shoot and gets something more horrific!

I don’t consider myself a prude. It’s important for a performer to set her limits and demand that they be respected. Producers, clients, customers, men never respect our limits. They push, they twist, the bargain.

This time it’s gone too far. I came for a simple bondage shoot. He had different ideas. It started with a few little touches. Nothing I haven’t put up with before. I told him I was uncomfortable. That only made him mad.

It all went down hill from there. I keep using my safeword. I keep calling “red”, but I think it amuses him and excites him. If he ever lets me go I’ll tell the world what he did to me. If they even believe me it won’t make a difference.
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Everything Butt – Dec 14, 2018 – Ivy LeBelle, Dana DeArmond, Maddy O’Reilly

Posted in BDSM on December 15th, 2018 by bdsm-club_support

Anal Craving Beauties

Dana DeArmond has two naked anal sluts held captive, each inside a clear acrylic cage. To the left is Ivy LeBelle, standing completely naked in a tall cage. To the right is Maddy O’Reilly, naked on her knees, trapped in a smaller cage. Their Mistress Dana DeArmond fingers her own asshole on a bed placed between the two, teasing them, knowing that they want nothing more than to taste her ass, and each other’s asses. When Dana leaves the room, Ivy escapes and lets Maddy out of her cage. The two hurry to the bed. Maddy gets to her knees and Ivy sinks her tongue into Maddy’s asshole. Maddy wants a taste and licks Ivy’s asshole like she’d been starved of it, then shoves an acrylic toy inside. She pops the toy in and out of Ivy’s ass and presses an Hitachi vibrator against her clit and Ivy has a huge orgasm. Maddy gets on her back and Ivy shoves a clear butt-plug inside of her and puts the vibrator on Maddy’s pussy. They switch places again and Maddy gets an even bigger clear toy and stretches Ivy’s ass out with it. Dana DeArmond comes back and is furious to find out that her two anal craving slaves are out of their cages and hooking up without her permission. She puts them over her knee and spanks their big round asses until they’re pink. In the next scene, Dana straps on a big dildo and fucks Maddy’s ass in doggie while Ivy lay on her back between Maddy’s legs, ready to get face-fucked for when the dildo comes out of Maddy’s asshole. Dana fucks her fast and deep and Maddy cums hard from the pounding. It’s Ivy’s turn to get fucked so Ivy gets on her back and spreads her legs wide. Dana fucks her ass well and Ivy has a shivering orgasm. Next, Dana flips Ivy over and slowly inserts a fat glass toy in her ass, creating a window for us to see deep down into her asshole. Maddy gets jealous of Ivy’s stretched ass and wants something big in her ass too so Dana gives her what she wants and shoves her fist all the way inside Maddy’s ass. And before the two get back in their cages, Dana washes their asses out with a water enema.
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Infernal Restraints – Dec 14, 2018: Pain It Forward: Slashed | Maddy O’Reilly

Posted in BDSM on December 15th, 2018 by bdsm-club_support

Maddy joins the ghost realm with London and Stephie.

London said she’d be here, but there’s just this creepy dude wanting me to come inside his house.
Supposedly London is in there. I should probably just leave, but I can’t abandon a friend in need.

It’s getting really late and I need to get to work. The sun is almost down.
Maybe I’ll just knock on the door. If she doesn’t come out I’m leaving.

London is feeling ill. The guy wants me to help coax her from the bathroom to my car.
I’ll just see if I can get her out of there. That’s all, just a quick conversation, then I’m gone.

Why does my head hurt? What happened? Did he hit me with a pipe? Why can’t I move?
All I can taste is metal. Oh SHIT! I gotta get out of here! This is so fucked up!

I keep thinking I see London, but she’s not really there. She looks sad. What happened to her.
He says she’s dead. Is it her ghost? Was that Stephie Staar’s ghost I saw in the car?

I guess I’m dead now too. London is so beautiful. I’ve always wanted to make out with her.
We can do whatever we want. This is actually pretty great!
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Real Time Bondage – Jan 6, 2018: O Cum All Ye Faithful Part 1 | Maddy O’Reilly

Posted in BDSM on January 9th, 2018 by bdsm-club_support

Suffer the Maddy unto me!

Maddy O’Reilly has been a fan of Insex for a long time. She rarely gets to play, but when she does, she goes hard. For our Christmas update Maddy is dressed as Jesus. She’s sure to suffer for our pleasure.

With Maddy up by her neck attached to Summer’s neck we have her sing Christmas songs. Of course we don’t make it easy. The vibrator on her clit makes it really difficult for her to remember the words and she ends up chocking poor Summer.

Christmas is such a festive time of year so we tie Maddy up with some decorations. We wrap her with lights and put a wreath on her head. A Christmas tree is not complete without bells so we attach some to her nipples with our tightest clamps. Some special candy canes are crushed and placed under her feet.
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Infernal Restraints – Oct 13, 2017: Baptism | Maddy O’Reilly | Samantha Rone

Posted in BDSM on October 15th, 2017 by bdsm-club_support

Samantha Rone and Maddy O’Reilly have a religious experience together!

Dear God, I fear I may have sinned. It all started when I was talking with my friend and fellow church goer Maddy O’Reilly. She’s so pretty and I just couldn’t help telling her about something I found on the internet while fighting the good fight. I found out that she and I are both interested in the same thing. That’s where it all went wrong. She knew a guy. The creepy guy from church who wears all black. He goes by the name OT.

He had us undress each other. Maddy looked really cute. I was so nervous. I hadn’t been naked in front of a man before. Not even a doctor. He made us face each other and then he bound us together with handcuffs. My heart was pounding as he touched us. I felt you in that moment, God. I felt you holding me through Maddy. As I tasted her lips on mine I felt you.

When OT started whipping us I felt your warm embrace. As my ass turned red you overwhelmed we with peace and pleasure. I’ve never felt so loved. When it was all over and we were free of the bondage Maddy offered to give me the same amount of pleasure she had felt. As I squirted all over her I felt you flow through me onto her pretty face.

Please tell me Lord, did I sin? Or is this truly my calling? Sincerely,Samantha Rone
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Infernal Restraints – Feb 3, 2017 Maddy O’Reilly | Abigail Dupree | London River | OT | Sergeant Miles | Nora Riley

Posted in BDSM on February 10th, 2017 by bdsm-club_support

Hacker Cracks Under Pressure

Maddy O’Reilly is a hacker, and she’s a good one too. She’s been working for years pulling images and information from secret government organizations,foreign and domestic alike. After so long kicking virtual ass and taking names, however, she’s grown very cocky and a little careless, and when you’re working against the FBI, a little bit of carelessness goes a long way. In no time at all she has the feds kicking in her door, pushing her down on the bed, locking her in handcuffs, and carrying her off to God knows where.

Wherever it is that she ends up, it’s dark. She has no idea what’s happening, all that she knows is she’s terrified and being pushed into a tiny cage next to a girl who looks like she’s been in there for a long time. Maddy is made to take her clothes off as a large man holds a taser next to her cage and watches, insisting she removes every article even if she has to tear it off her body. When he leaves her she is already shaking and tearing up, and they haven’t even gotten started with her yet.

Maddy is in trouble, because the FBI found out that she has downloaded thousands of images of state of the art torture techniques they use to get information out of prisoners. It only seems right that her punishment is to have each of them used on her. The trouble is she doesn’t have any information they want, so there is nothing in the world she can do to make them stop. They cane and whip and flog her ass until it swells and changes colors. They lock her in a box with horrible ambient noise blasting at absurd volume. They hang her upside down and stick an electrified dildo in her ass. They waterboard her and touch her vulnerable body. Now she’ll understand why it’s best for girls not to get too curious.
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Sexually Broken – Apr 8, 2016 Maddy O’Reilly | Maestro | Jack Hammer

Posted in BDSM on April 15th, 2016 by bdsm-club_support

The curvy redhead Maddy O’Reilly is back for another serving of Sexuallybroken. She just can’t get enough. And who can blame her? Bondage cock and orgasms are always a great way to spend the day. Let’s give this cock slut exactly what she craves.

Bound in strict rope bondage that perfectly displays Maddy’s juicy all natural breasts and sporting a big black ballgag that seals up her face pussy, our starlet is ready for a test drive. Let’s see exactly what this fuck toy can take.

Pussy, meet dick. Dicks, meet pussy. Get acquainted you three. Maddy is ragdoll fucked all over our well used bed as the cocks run a train on her tight pussy. Judging by the noises that are leaking around her ballgag, Maddy is enjoying herself immensely. As are we.

Maddy is fucked every which way from every possible angle as the dicks turn her into a sex sandwich. The tight rope bondage turns her into the perfect fuck pet. We use her until we have had our fill for the day. We will try another round when the urge arises…

Tags: Big Ass, Big Butt, Big Dick, Black Ball Gag, Black Cock, Interracial, Long Hair, Natural Breast, Pale Skin, Red Hair, Rope Bondage, Rough fucking, Small Tits, Tattoo
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Sexually Broken – Mar 4, 2016 Maddy O’Reilly | Maestro | Jack Hammer

Posted in BDSM on March 6th, 2016 by bdsm-club_support

Sexually Broken - Mar 4, 2016 Maddy O'Reilly | Maestro | Jack Hammer

Today we are happy to welcome back that lush pale redhead Maddy O’Reilly to the pages of Sexuallybroken. Maddy is one of those that was simply built for sex. She craves it. She needs it. And we are here to provide. As we do.

The set up is simple but effective. A pillory, a hot porn star and two hard cocks. Mix up and let the fun start. Once we have Maddy bound in place, all we have to do is walk up and make full use of that luscious bubblebutt. Which is exactly what we proceed to do.

The drool pours out of Maddy’s ballgagged mouth as the dicks pound out her pussy. The harder we fuck her the bigger the puddle of drool grows around her feet. This is hole training at its best. All Maddy can do is take the dick we dish out. She loves every single minute of it.

We fuck until we have had our fill, two hard cocks tag teaming our starlet down into a drooling undone mess. Maddy clouded eyes stare off into the distance and we do the only logical thing…stick a leather hood over her head and vibrate her to another orgasm. Good times, good times. Until we meet again…

Tags: Big Ass, Big Dick, Black Ball Gag, Black Cock, Black High Heels, Drool, Hood, Interracial, Long Hair, Natural Breast, Pale Skin, Red Hair, Rough fucking, Rough Sex, Small Tits, Vibrator
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TopGrl – Dec 3, 2014: Leaving Marks Part Two | Maddy O’Reilly | Elise Graves

Posted in BDSM on December 12th, 2014 by bdsm-club_support

I no longer need Maddy to prove anything to me. I am all too aware of how she feels. She loves me. She wants to serve me. And I will give her that chance.

She is so natural in how she obeys. Her devotion to pleasing me is pure, just like the outpouring of emotion that my attention elicits. She holds nothing back, screaming, moaning, and crying freely as the moments, and my canes, hit her.

That is real freedom. It doesn’t matter that her arms and legs are bound by rope or that her will is broken by mine. All of the caning, crying and cumming sets her apart from the mundane and makes her free. And she can only achieve it through submission.
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Oct 21, 2014 – Maddy O’Reilly, Elise Graves

Posted in BDSM on October 24th, 2014 by bdsm-club_support

I do this for the purest of reasons, Love. Not the love of the woman. As beautiful as she is, Maddy O’Reilly isn’t worthy of my love. I do it for the love of bondage, and discipline, and hearing a young, hot female scream out in pleasure and pain.

You can’t imagine what it’s like to have such a pretty girl under my control. If she could see me her eyes would say, “I’m all yours,” but blindfolded and hogtied on the bed she can only show her eagerness by obeying my orders. When they play starts to get rough I slide her blindfold down into her mouth and turn it into a gag.

I expected some complaining. I expected some resistance. But Maddy gives herself over to bondage as easily as a sheep being sheared. She doesn’t have an ounce of pretension about her. When she hurts she cries out, when stimulated she cums, and when commanded she obeys. When given the chance she does all three at the same time.
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Aug 26, 2014: Final part of Maddy O‘Reilly‘s live BaRS show-pounding anal, tight bondage and 2 hard cocks! | Maddy O’Reilly

Posted in BDSM on August 30th, 2014 by bdsm-club_support

In the final scene of Maddy O’Reilly’s live show, all bets are off. We have pounded out all over her other holes, it is time for a severe anal training. This slut is a legendary anal whore, can she take the kind of ass fucking that Sexuallybroken dishes out? It is not for the faint of heart or weak of loins…

The set up is beautiful in its simplicity. Take this all natural lush redhead, bend her over until her is wearing her knees as a hat, shackle and lock her into place and then make full use of her ass until her mind melts. Which is exactly what we do, no more, no less. Maddy Is restrained into place with strict metal pipes and then it is on. One after another the rock hard cocks simply walk right up and make themselves at home. Maddy’s ass is warm and accommodating.

The unforgiving bondage and brutal ass training blast Maddy into another planet. 10 inches of BBC reshape her bootie as her shrieks echo off of the rafters. Her eyes are glassy and her mouth hole is slack. Maddy doesn’t even recall her own name at this point. This is the look of someone that is getting properly anally plowed.

By the time the dicks are done with her, Maddy is a dazed and babbling lump of well fucked flesh. The only thing holding her up is the bondage. Something tells us that today is a day that Maddy will not be forgetting anytime soon. You are very welcome my dear, we are always happy to train you properly…
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Aug 19, 2014 – Maddy O’Reilly

Posted in BDSM on August 20th, 2014 by bdsm-club_support

In scene three of Maddy O’Reilly’s live BaRS show, the punishing pace continues. We have already had a full run at her mouth and pussy, it is time to turn this all natural redhead into a true three hole slut. Maddy is dazed and cumdrunk, covered in drool and the ruins of her makeup. She has already been pushed harder then she ever has before and we are only halfway done with her. Does she have what it takes to do the full ride?

We had placed our slut for the day on slave position number 1 while we set up for the next scene to give her a moment to compose herself. She has had all the time she is going to get. Now her holes are going to earn their keep. Yanking her up and shackling her down onto our fuckstool, both ends of Maddy are now deliciously, completely exposed. We make full use of that fact. What follows is a non stop pounding of every available hole until her eyes are circling like pinwheels.

The leather cuffs keep her wrists and neck properly restrained. Maddy can not squirm away from the cock, her only option is to take the training. And take it she does. Her mouth is wide-open, her ass is completely available. Both cocks step up and attempt to shake hands in the middle. Maddy gurgles and gasps as 10 inch BBC tattoos its initials on her tonsils. The rock hard cocks pound her ass. She is vibrated and cums hard, shrieking, over and over again.

Maddy can hardly even twitch, fucked completely limp and we are still not done with her. The assfucking she just received is only the warm up for the proper pounding that is going to finish up this shoot. A few more thrusts into her cranked open mouth hole to remind her of her place and we are ready to move onto the fourth and final position. Enjoy the ride my dear, it is only going to get more intense…
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Aug 12, 2014 – Maddy O’Reilly

Posted in BDSM on August 14th, 2014 by bdsm-club_support

In part two of Maddy O’Reilly’s live BaRS show, the breaking down of this redheaded starlet continues. Today Maddy is here to be a three holed slut for our use. While we have plans for all of those holes, we want to test her multi tasking skills. The sybian is the most powerful vibrator in the world, put a pussy on it and that pussy will cum. Over and over and over again. How well can Maddy deepthroat while cumming her brains out?

Shacked down with strict metal and leather bondage onto a sybian, there is not escaping the sensation. Maddy has no choice but to ride out the sensations washing over her bound body. As overwhelming as the orgasm overload is, throw in throat training and this slut is doomed. Maddy will be taken apart by cumming and cock. One after another the rock hard cocks simply walk right up and make full use of that mouth.

Maddy sputters and chokes on the dick as her makeup runs down her face and the drool pours down her perky breasts. Her eyes are glassy and distant as the orgasms rip through her body. She deepthroats as best as she can, taking on a 10 inch BBC while cumming is no easy feat. Messy Maddy is completely destroyed and we aren’t even halfway done.

We unshackle this hard used pussy and put her in the corner where she settles into slave position number one. Mascara and drool cover her face and she is still heaving and shaky. Throat training at its finest. Await your fate slut, there is much more yet to come…
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