Punishment painfully porn Videos

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Elegant quests North Reading

Release Year: 2014
Studio: KINK
Cast: Ella Mills
Genres: BDSM, Humiliation, Torture, Bondage, Pain
Video language: English
The Fellows in Ache masquerade ball is the brilliant setting for the glorious Domina Tory Lane to instruct Her encounter a lesson on making sure She cums first.The 2 creep off into the private basement to fulfill all of Tory’s sexual dreams and to punish Her guy for being selfish and unworthy. Tory uses wordy humiliation, a wrist suspension and a biting cane to hit and mind plumb Her submissive. After a lengthy sesh of cootchie licking and sex, Tory prizes Her marionette permitting him to cum.
Format: mp4
Duration: 1:14:14
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.6 GB


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Elizabeth Thorn - Futile Resistance Pilot Grove

Cast: Elizabeth Thorn
Genres: BDSM, Fixation, Whipping, Vibr
Video language: English
Resistance is futile. Elizabeth Thorn knows. She has it tattooed over her pussy. We know that there is no way in hell she is getting free from her bondage before we're done with her, but it's more fun for us if she struggles a bit. Bondage is just fine when the girl is passive and does as she's told, but there is something just a little more exciting about a woman who will try to pull herself free from her shackles.The surest way to make her kick and scream a bit is to give her a dose of intense corporal punishment. OT takes the time to gag her and blindfold her with tape so that she can feel the crack of the whip against her face. It graces her tits and twat, too, giving her nice red welts all over her body. Near orgasms are just as effective. She isn't allowed to cum without permission, but it's not going to stop OT from lighting her pussy up with a vibrator.
Format: mp4
Duration: 50:04
Video: 1280x720, AVC (H.264), 7283kbps
Audio: 109kbps



File size: 2.6 GB


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Infernalrestraints - Just a Whore Yayas De Viajama

Release Year: 2017
Studio: infernalrestraints
Cast: Lauren Phillips
Genres: Bondage, Rough Sex, Kinky Fetish, BDSM, Torture
Video language: English
This languishing torment is like brainwashing for Lauren Phillips. As she struggles against her chains she hears O.T.'s words echoing in the back of her head. "You're just a whore. Nothing but a dirty whore."I'm just a whore living in captivity. This is my life; chains, and canes, and endless pain. I'm just a whore and this is my destiny; to have my holes by whatever device my new master has handy. I'm not being punished for anything. I know my place. When he whips my back or canes my ass, it isn't because I did something wrong, it's because I am wrong. It's what I deserve. I'm just a whore and this is what I'm good for.
Format: mp4
Duration: 39:27
Video: 850x480, AVC (H.264), 2695kbps
Audio: 110kbps



File size: 811.8 MB


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Infernalrestraints - Unauthorized Climax West Farmington

Release Year: 2015
Studio: Infernalrestraints
Cast: Endza Adair
Genres: Asking Permission To Cum, Ass Caning, Caning, Celebrator, Cut Clothing, Cut Panties, Hood, Orgasm, Orgasm Denial, Orgasm Restriction
Video language: English
Endza should know better than to cum without permission. OT shouldn't have to tell her that things like that are unacceptable. She's shackled down, with her ass in the air. She just suffered a brutal caning. Her clit is clamped with weights. It should be obvious that she is the submissive slut, and a good submissive slut knows that she has to beg for permission, and wait until she receives it, before having an orgasm. She'll learn the lesson, though. The caning was just for fun, the whipping will be for punishment. One foot on the floor and the other strung high into the air, Endza's pussy isn't just exposed, it is practically a painted target. It's begging to be snapped at with the whip. And after a few minutes of sharp stinging across her sensitive clit, Endza will be ready to do some begging of her own.
Format: mp4
Duration: 45:13
Video: 1280x720, AVC (H.264), 2682kbps
Audio: 108kbps



File size: 926.1 MB


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Mean Girl Tribunal Stittville

Cast: Princess Beverly, Princess Carmela, Princess Bella
Genres: Femdom, Humiliation, Whipping, High Heels
When our personal slaves get out of hand we usually just simply beat them. Sometimes though, there are special circumstances which require the long arm of the law to adequately crush any resistance some of you losers at home may have to our Dominant Authority. This idiot actually had the audacity to write her a very disrespectful email. And this kind of behavior just simply can not be tolerated. Welcome to the first-ever recorded Mean Girl Tribunal. And whenever a slave awaits to be judged by one of us you can rest assured the verdict will never be in its favor. (Btw, this slave actually met Princess Beverly the night before the shoot Irl so she could lock him up in chastity and keep the keys with her to make sure he showed up the next day at Our shoot for his "judgement day". This slave looks completely downcast as the charges are read. The Honorable Princess Bella presides over the court, holding this scared slave to the fate of her judgement. What should its punishment be? An insulted Mean Girl makes for angry Mean Girls. We need to ensure this will never happen again. The slave needs to be made an example of. Whatever the punishment, it will surely outdo the crime. By order of the Mean Girl Tribunal it is ordered that it will suffer under the scourge of our whips. Oh, it's offering $700 in cold hard cash? Princess Beverly takes the cash, no problem- but that's not going to save it from suffering. We make it kiss our feet, look up and say thank you to each and every one of us- Princess Beverly, Princess Carmela, and myself. Its beating is about to begin. It even admitted it was guilty as charged! It won't just be punished for being disrespectful- it will be made to suffer. It's going to take more than begging for mercy, more than apologizing, more that grovelling to stop us. In this clip you're learn the extent of Mean Girls' wrath. The first half of this clip is the "trial" of the slave - which is totally real, btw - and then the second half is us beating the SH**** out of this idiot!! And we mean like for real. He is literally groveling at our feet, begging us for mercy and crying like a little bitch almost the entire time we are beating him. He learned his lesson, we think. Don't fuck with the Mean Girls.
Format: mp4
Duration: 18:55
Video: 1920x1080, AVC (H.264), 7773kbps
Audio: 162kbps



File size: 1.1 GB


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Infernalrestraints - Babyfaced Long Island

Release Year: 2015
Studio: Infernalrestraints
Cast: Alina West
Genres: Ass Hook, Corporal Punishment, Dildo, Drool, Leather Straps, Metal Bondage, Nipple Clamps, Orgasm, Pussy Fondling, Ring Gag, Shackles, Vet Wrap, Vet Wrap Blindfol
Video language: English
Alina West starts off experiencing exactly the kind of bondage she was expecting. It involved shackles and nipple clamps and a strong man running his hands all over her body. She's a hot blonde. She has a nice set of tits. She could probably find a man willing to shower her with attention and affection, but instead she is here, getting the kind of humiliating treatment that she has always wanted.But this isn't just some dungeon. OT is one of the best minds in metal bondage. He has some ideas on how to make this experiencing more unique. You've never seen a sex swing like this. It's a metal frame that Alina straddles that has a number of points to secure her to. Her wrists and ankles lock into shackles and the ass hook keeps her from wriggling around too much. It is easy to spear her cunt with Mr. Pogo in the position she's in. He can even make the whole thing vibrate if he's feeling kind. She's suspended off the ground and not going anywhere, so he may as well have some fun.
Format: mp4
Duration: 53:26
Video: 1280x720, AVC (H.264), 2685kbps
Audio: 109kbps



File size: 1.1 GB


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Infernalrestraints - Iron Bound Allen Park

Release Year: 2013
Studio: Infernalrestraints
Cast: Courtney Taylor
Genres: Arm Binder, Ass Flogging, Ball Gag, Blonde, Caning, Chains, Dildo, Drool, Flogging, Foot Caning, Foot Torture, Hitachi, Metal Bondage, Metal Collar, Metal Gag, Nipple Clamps, Pipe Gag
Video language: English
Courtney Taylor has no idea what iron bondage is about. She can't even recognize what most of these metal contraptions are for. And then she says the fateful words. "Ok, well... I trust you." Trust is such a funny thing. She must think she is too hot to hurt. A lot of girls like her do. She has the huge tits and blonde hair that make men do stupid shit for her. Today will be all about what we would like to do too her. How much punishment can those tits take? How long can she hold back the waves of orgasms? What twisted positions can she languish in, and for how long before she has to beg to be released? Ever scene is another test, both of the limits of Courtney's endurance and the depths of our perversion.
Format: mp4
Duration: 41:24
Video: 1280x720, AVC (H.264), 2683kbps
Audio: 109kbps



File size: 886.3 MB


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Infernalrestraints - The Assistant Owasso

Release Year: 2015
Studio: Infernalrestraints
Cast: Jessica Kay
Genres: Begging, Dragon Tail, Flogging, Hitachi, Metal Bondage, Metal Dildo, Mittens, Nipple Clamps, Orgasm, Pipe Gag, Pussy Whipping, Strappado
Video language: English
Jessica Kay got into this gig thinking that if she hung around long enough then maybe O.T. would notice her and decide to use her in the same way he does all of the models that come onto the set. She doesn't want to be on video, she has no interest in being a star, but Jessica definitely wants to be dominated and she has become obsessed with being the next girl he handles. Her plan is simple, if she dresses like a slut enough then O.T. won't be able to help himself. Or so she thinks. Well, it pays off once, but not in the way that she thinks. Sure, O.T. uses her, but it comes with conditions. She isn't going to be strutting around the office wearing skirts so short her panties peek anymore. She'll be nice and professional. But Jessica isn't a quitter. She wants to be dominated daily and she'll do whatever it takes to make it happen. Sure enough, things start slipping through the cracks and she needs to be punished again. Metal bondage, corporal punishment, and more than a few induced orgasms are coming for her. It may be counter productive and just encourage her to mess up more, but O.T. is tired of her screwing around so if nothing else works he is going to give her more of what she wants than she'll know how to handle.
Format: mp4
Duration: 52:30
Video: 1280x720, AVC (H.264), 2696kbps
Audio: 109kbps



File size: 1.1 GB


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Infernalrestraints - Tilt-A-Girl Cowansville

Release Year: 2016
Studio: Infernalrestraints
Cast: Charlotte Sartre
Genres: Caning, Clit Suction, Dildo, Hitachi, Hood, Inversion, Leather cuffs, Leather Strap Gag, Orgasm, Pogo, Pussy Clamps, Shackles, Suction Cups
Video language: English
Charlotte Sartre can forget about freedom for a while. Too sexy to let go of, this hot piece of ass is going to spend the day riding O.T.'s favorite device, the Tilt-A-Girl. A metal frame that can be locked into place, this device piece of work lets him flip his bitch upside down or send her spinning. Whenever he finds a position he likes he chocks the evil iron item and begins to work her over. Corporal punishment is probably the fastest way to a girl's heart, if she is a dedicated submissive like Charlotte. Gag her, beat her, and degrade her and you'll hardly have to work at all to get her off. Too much pleasure and pain overwhelm her senses. Charlotte is lost in subspace. Her eyes lose focus, most of her body goes numb. All she can feel is what O.T. wants her to. Bondage, pain, and a profound need to satisfy him.
Format: mp4
Duration: 49:52
Video: 1280x720, AVC (H.264), 2693kbps
Audio: 109kbps



File size: 1.0 GB


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Interrogatio rebecca german Tamaroa

Release Year: 2008
Studio: Inquisitionlive
Rebecca, the beautiful miller's , had already appeared before the High Court of the Erotic Inquisition and was released on probation. But on a warm summer night, she once again gives in to her weaknesses and performs an unfortunate witchcraft ritual to summon her true lover. It is no dream when the incubus appears and subjugates the witch. Rebecca feels remorse and once again faces the witch hunters' court. But her body seems possessed by a demon of lust. Even before the court, she repeats her sinful deeds! Only with painful punishments can the witch be brought to justice. The bullwhip and the Spanish are supposed to drive the evil out of the devil woman!
Format: avi
Duration: 1:07:46
Video: 576x432, XviD, 1288kbps
Audio: 93kbps



File size: 700.2 MB


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ElitePain cards of pain rld zazie Lodge

Release Year: 2023
Last time, after winning the regular version of Cop, Zazie promised she would never return to us. But now she is back and playing the Reloaded version. In this game, the player can draw a new card once per turn for an additional 10 strokes if she is not satisfied with the first card she drew. However, this second card is always final! The rest of the Cop game rules remain unchanged: The player must distribute 100 stokes to 5 body parts. Each round is slightly changed by a "lucky card" that the player draws. Ariel is the new hostess, and Amanda executes the punishment. (At one point during the game, Ariel joins Amanda)
Format: mp4
Duration: 1:05:55
Video: 1280x720, AVC (H.264), 2142kbps
Audio: 153kbps



File size: 1.1 GB


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Infernalrestraints - Pampered Penny Part 2 Roden

Release Year: 2014
Studio: Infernalrestraints
Cast: Penny Barber
Genres: Ass Whipping, Bruises, Cage, Celebrator, Chains, Dildo, Full Face Mask, Hitachi, Hood, Marks, Metal Bondage, Mittens, Nipple Clamps, Orgasm, Pogo, Pussy Whipping
Video language: English
She is struggling to remain free but the way the rope around her neck connects to the pulley, there is no way Penny Barber can resist the strength pulling her into her new box. She hates feeling claustrophobic. Between the cage and the hood she knows this is going to be terrifying. She has tears running down her face before she is even locked in. It wouldn't be so bad if she could manipulate the bondage herself but the way her hands are wrapped up she can't get a grip that would allow her any kind of relief.The key is to make being outside of the box much more frightening than being inside. To do this OT employs some serious corporal punishment. Chains keep her bound between two posts while he works his whip across her ass and the backs of her thighs. Flipping it between her legs he lands several sharp blows right across her clit and pussy lips. Even the orgasms are meant to be painful. The pogo between her legs doesn't let her relax at all. As the vibrator makes her weak in the knees and her body begins to slide down the shaft she feels the pressure pushing it further inside of her. There is a bruise forming on her leg from the paddling she is enduring, all the while trying to focus on the feeling between her legs. She wants to cum. The longer she fights it the harder it will be to stay on her feet. How many times can she cum in one day? How much pain can she endure between orgasms? Every time OT rebinds her Penny knows something worse is coming. Every position has its own trials and vulnerabilities. Each one leaves her open to assault from another angle. The punishments, vibrators, and orgasms all get more intense with each new bind.
Format: mp4
Duration: 49:44
Video: 1280x720, AVC (H.264), 2683kbps
Audio: 108kbps



File size: 1.0 GB


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Katya Rodriguez: Hogtied Newcomer Bound and Tormented in Bondage Camargo

Cast: Katya Rodriguez ,The Pope
Video language: English
Katya Rodriguez has been with us on Fucking Machines before, but this time she’s got a new handler in The Pope. She’s very nervous, so she begins in a standing position, that quickly turns into a predicament position. She need to be comfortable so The Pope can gain her trust, but once he does, he instantly betrays her! He begins to punish her, and she presses her ass back into him, as if to signal that she is ready to suffer even more. Now she’s ready, so her leg is pulled into the air and that spreads her legs wide and exposes her honey hole. She is craving his touch to ease the suffering, and once he touches her pussy she can’t help but squirt everywhere. Next she is put in a predicament tie that has her leaning back with her legs spread wide, and her neck pulled back. Her nipples are put through grueling torment, and the pain alone makes this slut squirt again. It is now completely clear to her that The Pope’s touch, good or bad, is enough to drain her pussy of it’s juices. She wants to give him all of it, and he is going to take as much of it as he can. Next Katya finds herself face-down on the floor, totally helpless. The Pope turns her flesh a bright red from heavy impact-play before pouring hot wax all over her body. She is elated by what is happening to her, and he is willing to give this slut everything she can handle. To finish her off, he fucks her pussy so hard that he finally drains her of all of her pussy nectar.
Format: mp4
Duration: 45:51
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 502.5 MB


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Infernalrestraints - Saddle Up Marlboro

Release Year: 2015
Studio: Infernalrestraints
Cast: Nikki Knightly
Genres: Ass Caning, Ball Gag, Bit Gag, Black Ball Gag, Caning, Celebrator, Chains, Hitachi, Leather Straps, Nipple Clamps, Orgasm, Pogo, Single Tail
Video language: English
There is nothing in this world that makes a girl cum like a Sybian. The most powerful vibrator known to man, this machine is capable of tearing more orgasms from a punished pussy than any woman has ever been prepared for. Nikki Knightly begged OT for an orgasm when she thought he was just going to hit her with the Hitachi. Once she is saddled up, mounted on the ride-on fuck toy she instantly regrets that decision. The advantage that the Sybian has over all other vibrators is that it is so overwhelming. It doesn't matter what else OT is doing to Nikki, there is no way she can possibly stop herself from cumming. This makes the motorized orgasm machine perfect for conditioning a slave. Beat her while she is riding it and the signals in her brain will get all crossed. Soon enough she won't be able to distinguish pleasure from pain, and then the two will be forever mixed in her mind. After that the crack of a whip will get her as dripping wet as the hum of the vibrator, turning her into Pavlov's bitch.
Format: mp4
Duration: 44:27
Video: 1280x720, AVC (H.264), 2710kbps
Audio: 109kbps



File size: 919.5 MB


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Mesmerizing quests Shengsi

Release Year: 2014
Studio: KINK
Cast: Angela Bennett
Genres: BDSM, Humiliation, Torture, Bondage, Pain
Video language: English
This clamp commences where Part 2 ended... Eric resumes to easily slap and wring Cherry's strapped tits, before he binds her neckrope overhead once again. He turns her around and eliminates his belt. He repeatedly whips Cherry's arse with it. When she yelps a lil to loudly, Riley decorates her mouth with her hand. Riley looks on with a XXL smile as Cherry is punished. Several hard mitt spanks come next. Riley and Eric sit back and order Cherry to dance for them while neckroped. She does so highly reluctantly, and her captors are not happy with her performance. They get up and begin snipping away the rest of her clothing. They give her a wedgie with her panties, before snipping them off and shoving them in her mouth. Her cute lil blazer is next. As Eric snips away at her blazer, Riley has fun caressing Cherry and smacking her with the wooden paddle. She's left in just her heels, stockings, and garter belt. A taut chastity belt is next. Then they truss her elbows and chicken wing her, with more and more rope. They eliminate her neckrope and place cherry on the floor. This is where Part 3 ends.
Format: mp4
Duration: 57:06
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.2 GB


DOWNLOAD FROM FILESMONSTER: Mesmerizing quests