Punishment painfully porn Videos

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Jem vs. The Ballet Boots Conrath

One simple job, that's all she had. Instead of cleaning my house while I was out she spent the time trying on shoes and outfits. When I returned I found her in nothing but some lingerie and ballet boots. What better punishment than to let her spend some quality time in the outfit of her choice! I put leather mittens and a gag in her mouth to prevent any objections and led her to the basement. Once there I attach jem's mitten to the ceiling and she's left with two options. Stand in the ballet boots or hang by her mittens. Either way, she's going to have a long... long time to think about it!
Format: mp4
Duration: 16:19
Video: 1280x720, AVC (H.264), 1925kbps
Audio: 122kbps



File size: 245.1 MB


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Brutal Facesitting - Luisa Runnemede

Cast: Luisa
Genres: Femdom, Facesitting, Cunnilingus, Anilingus, Stockings, Chindo
Luisa is engaged with training of her obedient slave. He must to obediently serve his Mistress. If she desires an oral gratification, he must diligently work out with his tongue. Otherwise, Louise will be happy to punish him with her whip. She adjusts him by beating his back with her whip while he licks her pussy. Then she throws him on the bed, puts attach phallus on his face and sits on it with her pussy. She begins to slowly move on it at first and then gets faster and faster. And now she gets an orgasm, and all the moisture from her pussy is now on slave's face. For such effort she does handjob to this little asshole...
Format: Windows Media
Duration: 14:48
Video: 1280x720, Windows Media Video 9, 3703kbps
Audio: 187kbps



File size: 423.5 MB


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Clubdom - Beg Us To Get Kicked Upper Black Eddy

Release Year: 2013
Studio: Clubdom
Cast: Cadence Lux
Genres: Ball Busting
Video language: English
Goddesses Brianna and Cadence are tired of their slave being so disappointing and decide to punish him. Not only are they going to kick him in his pathetic balls, they are going to make him keep begging to be kicked while they do it!Brianna and Cadence take turns kicking and kneeing the slave in the balls, making him beg for more as they laugh at his pain. They kick him from behind, making him guess who is kicking him, then kicking him again for every wrong answer. They finish the bitch off with some full force running kicks, followed by a series of brutal knees to the balls that take the bitch to the ground.
Format: mp4
Duration: 6:44
Video: 1280x720, AVC (H.264), 6324kbps
Audio: 126kbps



File size: 318.7 MB


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Clubdom - Stella Liberty Whips Quilicura

Release Year: 2018
Studio: Clubdom
Cast: Stella Liberty
Genres: BDSM, Corporal Punishment, Female Domination, Femdom, Whipping
Video language: English
Stella Liberty has decided to ready her whip, which is bad news for the pain slave. He is locked up, exposed, and mentally tormented with the upcoming whipping. Stella once again shows the pain slave no mercy. Heartlessly carving up his back, questioning the slave´s desire to be her property, Stella continues her incessant testing of this slave. With the severe flagellation, the slave shakes not only with trepidation, but also due to the merciless beating that pushes his limits. Has Stella Liberty decided which slave to keep yet?
Format: mp4
Duration: 6:49
Video: 1280x720, AVC (H.264), 6289kbps
Audio: 126kbps



File size: 320.6 MB


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Big Titty Babe Loves To Be Punished Campo

Cast: Qesastop, Alice Qesastop
Genres: Hardcore, Russian, All Sex
Video language: English
he petite brunette teen Qesas Top eagerly presents herself to the muscular stud, her perky breasts bouncing with each movement. He looms over her, his massive frame dwarfing the young amateur babe as he grips her by the hair and her onto all fours. With a cruel twist of his fingers, he tears off her panties, exposing her vulnerable pussy to his lustful gaze. He wastes no time plunging into her tight heat - every thrust deep and punishing as he rails against that delicate flip.
Format: mp4
Duration: 43:41
Video: 1280x720, AVC (H.264), 4875kbps
Audio: 188kbps



File size: 1.6 GB


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Clubdom - Jean Bardot & Kylie Caning Part 4 Port Trevorton

Release Year: 2014
Studio: Clubdom
Cast: Jean Bardot
Genres: Body Worship, Caning
Video language: English
Mistresses Jean Bardot and Kylie Rouge have hired Lew and Alex, two repairmen to do some odd jobs around the property today. Imagine the shock to the two Doms when one of the repairmen turns out to be a canceling male chauvinist pig. Despite the protests of his partner Alex, Lew can´t shut his mouth and stop letting his male arrogance get him deeper and deeper in trouble. Even worse, after being given direct orders from Miss Bardot not to enter her private dungeon, the brazen idiot marches right in at first opportunity, considering her warnings a joke. Little did these two repairmen know that the joke would be on them. We next find our repairmen in the dungeon, Alex in a kennel and loudmouth Lew strapped to a milking bench. Goddess Jean Bardot is furious and decides to remove some of Lews testosterone by milking his overactive balls. Both Mistress Kylie and Goddess Jean take turns roughing pulling and milking Lews pig stick as he both moans on pleasure and cries in agony. The Goddess´s to not let up for a second, taunting and tormenting the loudmouth caveman as they pull his cum out of his cock and then force him to eat it. Not satisfied, Goddess Jean unleashes fury of kicks to the repairman´s´ balls, leaving him howling like a wounded as the Goddess´s move on to repairman Alex. Having been the well behaved one, the Goddesses allow Alex a chance to earn his freedom. If the stud can hold his load and fuck Mistress Kylie and make her cum in under 3 minutes he will be allowed to go free. To drive this point home, Mistress Jean demands Alex deeply inhale the scent of Mistress Kylie womanhood. Driven to please his Masters, Alex fucks the Miss Kylie with all the passion he can muster, finally making her quiver in climax. As Alex withdraws, Goddess Jean realizes that Alex came in his condom as well! Furious, the Doms teabag Alex´s slutty mouth with the filled scumbag, then humiliate him by dumping his filth out on his face and in his mouth. Mistress Jean promises he will be punished for an unauthorized orgasm. We return to find both Goddesses amusing themselves punishing Alex by shocking him with a cattle prod. Alex jumps and flails wildly, not knowing where the next jolt of electricity will come from. Both Ladies laugh and laugh at the spectical before them, noticing that the repairman is paying close attention to their boots. Taking mercy on the sad little slut, Mistress Kylie Rouge and Jean Bardot allow the worm to lock and kiss their boots. As the boots become shiny through worship, both Dommes notice that Alex is quite turned on by worshipping their boots, and demand he become a little boot bumper. Alex eagerly humps away like a bunny, slamming his hips and cock into Mistress Kylie boots until he can´t hold back and explodes all over them. Amused, Goddess Jean demands Alex link up his filth. Mistress Kylie mentions how turned on she is, and Goddess Jean remembers that they still have a loudmouth slave to punish. Nothing makes Mistress Kylie cum like the pain and agony of a slave, and Goddess Jean delivers in spades on the rude and arrogant hide of Lew. A brutal caning leaves the loudmouths ass covered in multicolored welts as tears roll down the pigs face and his screams fill the air. all this pain and suffering has Miss Kylie on the verge of orgasm, so Goddess Jean switches to a whip to amp up the pain even more. Spine chilling screams echo throughout the club do estate as Lew begs and pleads for mercy while Miss Kyle reaches orgasm due to his pain. To finally drive home the point that men should respect women both Doms Don their 10" inch strap on cocks and destroy both repairman asses. Both are flipped upside down and InsideOut but neither can escape nor gain any mercy from the monster cocks if Mistress Jean and Kylie. Once completely Fucked, both boys are ordered to clean thier asses off the cocks that just pounded their formally virgin holes. Finally satisfied Goddess Jean tells loudmouth Lew to scram, and he quickly runs for his life off property. However, the cure and respectful Alex is offered a spot in the club do stable.
Format: mp4
Duration: 6:40
Video: 1280x720, AVC (H.264), 6412kbps
Audio: 126kbps



File size: 319.8 MB


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Dominate Collection Of SexuallyBroken Geismar

Release Year: 2024
Genres: Compilation, Collection, BDSM, Torture, Humiliation, Whipping, Spanking, Pain
Video language: English
We hope these nasty slaves are ready, because it's domination time! They're about to get tied up and punished like never before.



Total size: 4.1 GB in 5 files.

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The Punishment Pool Marble Falls

Release Year: 2024
Genres: BDSM, Humiliation, Torture.
Video language: English
Victoria Vox returns to joining The Pope for some hot weather rope bondage in the pool! Ball-gagged and tied up with rope, Victoria is carried through the man-made rivers of the Kink compound by The Pope, stopping occasionally to finger her pussy. The Pope finds a cave and drags Victoria in so he can really finger-bang her pussy and spank her ass. Next up, The Pope has Victoria tied on her stomach on top of a rock in the pool where he can grope her without resistance. First The Pope fingers Victoria’s pussy and then spanks her thighs. The Pope uses some slack from the rope to choke Victoria, leading to even more orgasms
Format: mp4
Duration: 32:28
Video: 1920x1080, AVC (H.264), 9624kbps
Audio: 156kbps



File size: 2.3 GB


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Real Big Tits, Real Big Orgasms South Richmond Hill

Cast: Charley Chase
Video language: English
Charley Chase has an unbelievable, all natural body, so we tried to think of ways to punish her with it. We set up a rope slut obstacle course of sorts for this sexy bitch, tying her tits to a ring above to keep her upright as she slides her wet cunt along a rope with Hitachi vibrators tied to it. She comes every time she makes a stop on the vibrators, squirting all over the floor. We shove a Hitachi up her dripping pussy, and she shoots it out of her slit along with a huge stream of hot girl cum. We flip her upside down on the Y to give her an orgasm with rushing to her head. By the end, Charley Chase is a sloppy, happy, disoriented cum-puddle of satisfied slut.
Format: mp4
Duration: 1:04:09
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 701.5 MB


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Clubdom - Sissy is Fucked Nenjiang

Release Year: 2017
Studio: Clubdom
Cast: Evelin Stone
Genres: Cross Dressing, Dildo Play, Female Domination, Femdom, pegging, sissy slut, Slut Training, Strapon
Video language: English
Goddess Evelin Stone and Mistress Tucker Stevens have Isobel Devi´s slave, Gaping Gabriella at the estate, cleaning the dungeon. He is not doing a good job so they decide to punish him by stretching out his pussy with the largest dildos they can find, in preparation for the strap-on fucking of his life. The women mock him while theyt stretch his asshole. Despite how large the cocks are, this is only his warm-up.
Format: mp4
Duration: 6:53
Video: 1280x720, AVC (H.264), 6349kbps
Audio: 125kbps



File size: 326.5 MB


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Doormat Footjob Jensen Beach

Cast: Mistress Gaia
Genres: Femdom, Footjob, Foot Fetish, Foot Worship
I instructed my slave to strip off and lay on the floor and wait for me to return. I warned him not to touch his cock, or I would severely punish him. I return to find he already has erection... As he looks up at me, his cock standing to attention. I begin to use my feet to stroke his standing dick. He lifts his head to see what's going on. I tell him not to move, and to stay down. As I continue with both feet he becomes more excited. I tell him I want to see a good huge cum spurt from his foot job. I have his cock firmly between my feet, stroking faster and faster until he begins to cum. His moans of joy an expression of gratitude to his Mistress. He's a messy slut and I have to clean my feet. I wipe them on his body, and leave him to consider how lucky he has been to serve under the feet of Goddess Mistress Gaia. Because he dissobayed me, and would not keep his head down. I will consider a suitable punishment. Perhaps 30 strokes of my bullwhip.
Format: mp4
Duration: 6:23
Video: 1280x720, AVC (H.264), 5091kbps
Audio: 149kbps



File size: 245.0 MB


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Clubdom - Whipped By Cruel Women Cannon Ball

Release Year: 2017
Studio: Clubdom
Cast: Megan Jones
Genres: Corporal Punishment, Female Domination, Femdom, Whipping
Video language: English
Megan Jones and Mia Annabella are vicious sadists who are bent on breaking this slave purely for fun. They pretended that he didn´t do the best job cleaning, just to have an excuse to hurt him for their enjoyment. They string him up and Mistress Megan whips him good with Mia assisting in the torment. The women love being so cruel. Are you next?
Format: mp4
Duration: 6:48
Video: 1280x720, AVC (H.264), 6327kbps
Audio: 125kbps



File size: 321.3 MB


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Brutal Facesitting - Scarlett Pedricktown

Cast: Scarlett
Genres: Femdom, Facesitting, Cunnilingus, Anilingus, Chindo
Wow, this new dildo harness that Mistress Scarlett has gotten for her boy toy is fitting him so well! Now that there's a dildo on his chin, facesitting him is even more fun! All he's got to worry about now is giving his domme's clit a good treatment with his tongue and the rubber cock will do the rest. It doesn't mean that he can slack around though. His dominatrix might punish him any moment.
Format: Windows Media
Duration: 14:54
Video: 1280x720, Windows Media Video 9, 2915kbps
Audio: 156kbps



File size: 335.3 MB


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Brutal Facesitting - Erica Tennent

Cast: Erica
Genres: Femdom, Facesitting, Cunilingus, Anilingus, Humiliation
Them ignorant cheap-ass bastards that claim themselves to be fucking girls faces' every time they are blessed with a blowjob… Tonight one of them is going to get punished for the cheekiness of his kind. This pathetic slave will get his face fucked by his Mistress and this time there will be no exaggeration! Watch her sit on top of him and hump his muzzle as if it were a lifeless sex toy!
Format: Windows Media
Duration: 19:05
Video: 1280x720, Windows Media Video 9, 3939kbps
Audio: 156kbps



File size: 574.1 MB


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IR - yes, Yes, YES! - Sexy Blonde Girl Winnie Rider and OT Pontian

Release Year: 2014
Cast: Winnie Rider
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
Winnie Rider likes pussy torture. I'm not sure why we're bothering to say anything else. She's hot, she's willing, she's literally begging for us to hurt her. Her body language says as much as her voice. She leans forward when she tells us about how much enjoyment she gets from suffering through intense pussy punishment. Whatever metal bondage devices and pain toys we bring out she will readily play with.
Winnie's wearing a pretty dress but not for long. OT cuts it away quickly, revealing her banging body. Her tits are large and firm. Her pussy is shaved clean, a perfect target for his whip to crack against. Her ass is a nice round target without a blemish on it. Not yet, at least. In a few minutes it is going to have a combination of bruises from a heavy caning and the light crisscrossing red marks of a harsh whipping.
She told us that her favorite thing was pussy torture, though, and we didn't forget. OT is going to flog, cane, whip and paddle her pussy without mercy. And that won't be all that happens. Bondage isn't just for arms and legs. Clamps and hooks contort her face until she looks exactly how OT wants her to.. It's uncomfortable and distracting but nothing is going to keep her from feeling the impacts that are going to come down on her exposed cunt.
By the time her slot is filled with the cold metal dildo she is so sore. It doesn't matter. OT pounds Winnie relentlessly with the toy until she has an explosive orgasm. That doesn't begin to describe the intensity. Winnie wasn't kidding when she said she loved pussy torture. Getting abused like she did had her dripping wet and ready to blow before the steel cock was even inside of her. She's crying but it doesn't stop her from cumming.
Format: mp4
Duration: 49:37
Video: 1280x720, AVC (H.264), 7286kbps
Audio: 109kbps



File size: 2.6 GB


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