Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud Isabella

Cast: Charlotte Sartre  ,Dee Williams
Genres: Anal Stretching ,Strap On ,Blonde ,Gay ,buttplug ,Gaping ,Anal Fisting ,LezDom ,Lesbian ,slim
Video language: English
Charlotte Sartre is a very disobedient inmate at the all women’s prison. She’s been keistering anal toys and copulating with the other female prisoners. The Butthole Prison has brought attention to the Warden on this issue. Anal Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her female inmates. Charlotte denies she’s done anything wrong and seems to think she can prove her innocence by NOT being able to fit any toys into her “tight ass”. If the anal toys don’t fit, you must acquit. Unfortunately for anal hungry Charlotte, try as hard as she can to keep her asshole tight, it just wants to stay open and suck up everything in its path. You could drive a truck through Charlotte’s loose butthole. Dee starts with a nice firm over the knee spanking. Charlotte’s tushy turns bright red and she writhes with pain and pleasure. The spanking isn’t enough punishment, so Dee starts fingering and plugging Charlotte’s asshole with toys. Charlotte’s ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler and needs to administer a full anal examination. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte’s ass. Determined to understand how Charlottes has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee’s asshole so that Dee can see how easy it is to hide things in buttholes. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open.
Format: mp4
Duration: 1:04:31
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 707.1 MB


DOWNLOAD FROM FILESMONSTER: Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud

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Cabo: Weekend Nightmare Part 4 Mound Valley

Cast: Madison Young  ,Mallory Knots  ,Jenni Lee  ,Sasha Monet  ,Star
Genres: Blonde ,Bondage ,Latinx ,Rope Bondage ,switch ,Breast Bondage ,natural boobs ,Outdoors ,Handler ,Domination
Video language: English
This is part 4 of a 5 part fantasy epic we have produced on location for hogtied.The weekend goes on for our bondage-loving friends. Sasha sweats it out in the heat of the sauna, Sierra is bound high up above the living room. Madison is sexually teased so badly, that when she finally cums, she squirts her pleasure wide and far. Jenni is stuck to a tree, with a vibrator stuck to her, orgasms ensue. And Star is her back arched in a punishing tree tie.
Format: mp4
Duration: 29:05
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps



File size: 276.2 MB


DOWNLOAD FROM FILESMONSTER: Cabo: Weekend Nightmare Part 4

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Brenda Stole his Retirement and He Wants it Back! - Part 2 Mangilao

This clip starts where Part 1 ended... I stand Brenda up and back her up to the large table with a 4x4 post poking through the middle. I tie her hair up high on the post tight, forcing her to bend backwards. I turn her around which reduces her stress but It's only so I can smack her ass. She doesn't seem happy about this at all. I turn her back around and tie her legs out to the table legs. When she spreads her legs, it tightens up her hair rope a little bit more. I add a crotch rope and tighten it with the overhead hoist. I then tie a rope around her neck and the post, which limits her mobility even further. I remove her gag to see what she has to say. I want to know where she has my cash hidden or I want access to an account with my money in it. I don't get the answers I want so I slap her thighs a few more times before clamping her nipples with clover clamps. She is really struggling as she endure the clamps on her bound tits. You can tell by the way her breathing changes. To make it worse, I tie some twine to them, pull them tight, and tie them to her crotchrope. It's not long before a few tears are streaming down her face. I believe I'll be getting my cash back before to long. I'm going to give her more time to think about it though. I gag her with a huge ball of string and then tape it in, going around the post as well. Brenda now has to endure a very stressful position. She is bent backwards over the edge of the table. An extremely tight crotchrope forces her hips out and forward, while at the same time she's being pulled up and back by her hair. A rope attaches her neck to the post and the tape sealing in her gag is also around the post. Her bound tits are clamped as well! I leave her for just a short while. When I return, I remove the clamps. She screams and moans, although er gag muffles them quite nicely. I then have some fun slapping her tits and thighs with a long thin wooden paddle. I'm positive I'll be getting my answer very soon! Brenda is clearly in distress, but I want her to know that it can still get worse in case she has any thoughts about giving me false info. I remove her shoes, forcing her to stand on her tippy toes. Fresh tears start flowing as she endures her excruciating predicament. I know I've broken her so I release her from the post, but I keep her arms bound behind her back and put her on her knees. The clip ends shortly after.
Format: Windows Media
Duration: 22:55
Video: 1280x720, Windows Media Video 9, 5956kbps
Audio: 187kbps



File size: 1.0 GB


DOWNLOAD FROM FILESMONSTER: Brenda Stole his Retirement and He Wants it Back! - Part 2

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Aria vs. Her Orgasm Workout Huize

Aria starts off with her arms and legs tied off to four corners in a semi spreadeagle. A magicwand sits between her legs, taunting her with potential pleasure. When it's finally turned on, Aria finds the orgasms she desires are not easy to come by. Forced to lift herself to the wand, she can only hold herself in position for a half minute. Muscle fatigue takes hold, leaving her more and more frustrated. Again and again she tries to orgasm before her muscles give out. Will she be able to do it?
Format: mp4
Duration: 14:35
Video: 1280x720, AVC (H.264), 1470kbps
Audio: 184kbps



File size: 177.1 MB


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Mud - Melody Nanafalia

Melody with her perfect pale skin is locked in the trunk of a car, her wrists and ankles cuffed. When the car stops, she's yanked out and dragged down a storm cellar. She disappears into darkness.
Her wrists are cuffed behind a pole. She slowly sinks to the floor, sitting on cold concrete. He manhandles her a bit, just to let her know who's boss. Then he kneels over her, his crotch in her face. He vibrates her until she comes. It's a way of owning everything, even her pleasure.
He leaves her. She settles in for the night. Cold concrete floor, implacable steel around her wrists and ankles. Like part of a long ago dream, her toenails are painted red.
It's a nightmare, really. She wakes up lying in a puddle of her piss. He dumps a pile of grain on the floor. She eats. He drops a pail of water near her head. Then it's time for a little breathplay by inflating a dildo deep in her throat. He makes her come again, writhing and screaming. From relief? From dread? When he leaves her this time, she can't lie down, only sit and wait. He wants her to come to his bed willingly. But she won't.
Metal shackles and chain. A metal gag in her mouth. A stim locked inside her. Move those stones over there, he says. She clatters as she walks. He's wearing a jacket in the cold air. She's naked. She slogs through muck barefoot, slipping from stone to stone, limping. Then he orders her to lie face down in the muck. What choice does she have? Of course it's humiliating. Maybe if she agreed to sleep in his bed, it would end.
Certainly there's a point at which she will break. We have to assume that she will.
Of course.
Format: real
Duration: 37:04
Video: 852x480, RV40
Audio: 94kbps



File size: 134.2 MB


DOWNLOAD FROM FILESMONSTER: Mud - Melody

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Morgan March Yiyuan

After a long break from modeling, which you can hear about during her interview, Morgan March is back for torment and pleasure with SocietySM...she puts on a hot little red outfit for us and we drool over her long, thin body as she talks about her experiences with BDSM...we have her suck a huge dildo for us, then we have her strip...she is directed to gag herself...then onto the bed where we have prepared four nooses...one at each corner...Sexy Morgan slips her ankles in...then her wrists...she seems hesitant to pull tight on the ropes, but she does, and the nooses tighten around her limbs leaving her helpless and spread...there's nothing like making a hot, little, bitch tie herself up for you...the Pope enters the scene and begins by tightening the ropes...he spreads her our tight, then whips her...then a dildo on a stick and the magic wand gives her two of her many screaming orgasms of the day...Morgan has one of those pussies that can cum over and over...but it's as much torment as it is pleasure...in the next scene, we roll her over on her stomach...her legs are spread and her hands are tied behind her back...we rig her body into a harness and pull it up to keep her torso off the bed...the Pope whips her until Morgan can take no more of the rig we have her in...so we let her body rest on the bed and move on...the Pope continues with dildo and vibrator and Morgan cums with each...in the next scene, we tie her up like a pretzel...on her back, thighs pulled back to her shoulders...arms over her legs and tied down...she is completely helpless as the Pope rigs her huge nipples with electric clamps...he holds the magic wand on her cunt until her pussy is frothing and poor Morgan is screaming and struggling the best she can, which isn't very much...then we stand her up with her hands over head...her legs are strapped open and the Pope uses electricity on her nipples and inner thighs...Morgan thrashes as the current stuns her...then it's more screaming orgasms...the Pope hangs weights from her pussy lips and it's rare that we see a model thrash around from sheer anxiety like Morgan...but once he gets them on, she settles down nicely...afterall, struggling after they are on only makes them hurt worse...in the final scene, we strap Morgan to a chair...the vibrator is rigged directly to her cunt and the Pope clamps her nipples and leaves her to cum over and over...we signed Morgan to a one-year slave contract, so you'll be able to enjoy her screams until the summer of 2008...
Format: Windows Media
Duration: 55:25
Video: 640x480, Windows Media Video 9, 769kbps
Audio: 62kbps



File size: 338.5 MB


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This is What Hard Use Looks Like Saint Johns

Cast: Charlie Ann
Genres: Feet ,slim ,natural boobs ,Metal Bondage ,Blindfold ,Brunette ,Paddle ,Leather ,Bondage ,Gag
Video language: English
Charlie Ann, a sweet little freckle-faced cutie is back. We keep things real simple for this one. We bend Charlie over with her hands and neck in a hanging wooden stock. Her ankles are spread wide, and we put chain under her feet to fuck with her. We shove a gag in her mouth and tie blackout goggles on tight.
We clamp her nipples and tie them to her big toes for a little predicament. And then, we go to town on that sweet little ass sticking out in the air unprotected. We ruddy up those cheeks with a leather paddle. We sting her ass and pussy with a horsehair flogger. We break out the cane, the cat ‘o nine tails, the rubber flogger and we hit her ass hard.
The unrelenting barrage of different extreme sensations, all while blindfolded builds up some crazy energy in Charlie. When we’re done with the punishment we finger bang one hell of an orgasm out of that wet pussy. Charlie’s mind is pretty much gone by the end of the scene, leaving her a snot, cum, and drool covered mess.
Format: mp4
Duration: 26:51
Video: 960x540, AVC (H.264), 1365kbps
Audio: 122kbps



File size: 293.3 MB


DOWNLOAD FROM FILESMONSTER: This is What Hard Use Looks Like

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Filthy Lying Fuckhole Yaounde

Cast: Victoria Voxxx  ,Christian Wilde
Genres: Pierced Nipples ,BDSM ,Hitachi ,dom ,Submission ,Blowjob ,Humiliation ,Role Play ,Domination ,toned
Video language: English
Christian Wilde gets caught cheating and blames girlfriend Victoria Voxxx for ruining his marriage. He confronts her but she has no idea what he is talking about. Christian is hellbent on punishing Victoria and teaching her a hardcore lesson about keeping her mouth shut. While Victoria is lounging by her pool Christian storms in, grabs her by the hair, and dunks her head into the water again and again, all the while yelling at her about how she fucked things up. He treats her like a ragdoll and bends her over a rock and fucks her pussy hard. Then he drags the sopping wet Victoria inside and spanks her ass and face until both turn bright red, and then makes her suck his big hard cock. After a good deep-throat blowjob he ties her ankles and wrists together, finger-bangs her pussy, and fucks that slutty hole again until she begs to cum like a shameless whore. Next Victoria gets bent over on her knees and tied to a table while Christian fucks her silly. He vibes her clit with the Hitachi and pounds her pussy endlessly making her scream and moan in pleasure until he shoots a fat load all over her lying ass.
Format: mp4
Duration: 52:43
Video: 1920x1080, AVC (H.264), 9758kbps
Audio: 156kbps



File size: 3.7 GB


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Harmony Rose: Street Whore Westernville

Cast: Harmony  ,Zenza Raggi
Genres: Brunette ,Clover Clamps ,Smothering ,Facial ,brunet ,High Heels ,Blonde ,Facefucking ,Rope Bondage ,BDSM
Video language: English
Everyone knows Harmony is a fucking slut who can never get enough hard cock to satisfy her sexual appetite, so Princess Donna gives her a task that will be very challenging for such a greedy whore. Harmony is instructed to keep all cocks out of her mouth unless she wants to be shocked with the cattleprod. Of course she fails miserably and gets shocked ruthlessly with her least favorite toy. To make matters worse all this takes place not within the safe walls of the armory, but on the street where everyone can see her struggle, fail, and get fucked!
Format: mp4
Duration: 59:08
Video: 960x540, AVC (H.264), 1364kbps
Audio: 122kbps



File size: 645.5 MB


DOWNLOAD FROM FILESMONSTER: Harmony Rose: Street Whore

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Turning Her Out: Vanessa Sky Uses Hazel Moore's Asshole Northvale

Release Year: 2025
Studio: Kink
Cast: Hazel Moore, Vanessa Sky
Genres: Brunette, Big Tits, Anal, Natural Tits, Toys, Petite, Hairy, Latina, Interracial, Ass to mouth, Ass, Fetish, Lesbian, Lingerie, Rough Sex, Spanking, Submissive, Domination
Video language: English
But as she slowly and tenderly places the blanket across his lap, she is shocked as she realizes that he has a boner!
Format: mp4
Duration: 54:56
Video: 1920x1080, AVC (H.264), 5030kbps
Audio: 187kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Turning Her Out: Vanessa Sky Uses Hazel Moore's Asshole

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Victoria Voxxx: Chained, Trapped, and Beaten Mountainhome

Cast: Victoria Voxxx  ,The Pope
Genres: Corporal Punishment ,Dildo ,Chains ,Pierced Nipples ,Clothespins ,Metal Bondage ,Domination ,Pain ,The Pope ,Ball Gag
Video language: English
Victoria Voxxx is one of those models that gets more turned on the more you beat her. The torment is therapy for her, and the bondage is a way to ensure that she stays put during her time with her therapist. She begins locked in steel shackles on her wrists that hold her in place until The Pope begins the day of debauchery. One at a time, chain is added to weave a web of discomfort and suffering. Her body is slowly locked down and restrained tighter, and tighter. The Pope goes to work on her magnificent ass with a wooden paddle and other implements until the marking is very visible. Clothespins are added to her nipples for a little extra suffering before she is given a few orgasms. Next, Victoria is put in a doggy type device with her ass on display again; it’s such a perfect target to torment. More punishment is delivered to her ass before he uses his metal claw to over stimulate her brain, as well as her body. A dildo is shoved down her throat and then it gets buried in her wet pussy and it makes her explode with non stop orgasms. Victoria fights to escape him, but her attempts are worthless. In the final scene, Victoria is on her back with her legs folded under her, and her wrists bound to her ankles. Her throat is nice and snug with a heavy chain wrapped around it and pulled tight. Victoria doesn’t respond to normal torment, like other models, so The Pope takes it up a notch and finishes her off with a perfectly timed zipper.
Format: mp4
Duration: 59:27
Video: 1920x1080, AVC (H.264), 9740kbps
Audio: 156kbps



File size: 4.2 GB


DOWNLOAD FROM FILESMONSTER: Victoria Voxxx: Chained, Trapped, and Beaten

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Suffering and Orgasms Webster City

Cast: Lily LaBeau  ,Bella Rossi
Genres: Fingering ,natural boobs ,Femdom ,dungeon ,Sub ,slim ,other hair color ,Pussy Eating ,Dominatrix ,switch
Video language: English
Lily LaBeau returns in an explosive sadistic dungeon scene with Bella Rossi on top. Lily suffers beautifully at the hands of her cruel lezdom mistress in restrictive bondage taking humiliation, spanking, whipping and caning. She’s made to lick Bella’s gorgeous round ass and has uncontrollable orgasms ripped from her cunt when Bellas decides to fuck Lily’s asshole too, taking an anal pounding until she can’t cum anymore.
Format: mp4
Duration: 1:09:52
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 765.7 MB


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Armani Hogtaped - Part 2 Amalfi

This clip starts where Part 1 ended... It's not long before I return with more tape. I start at her wrists and tape all the way up her arms, welding them together. I take a few snapshots, before I stand her up. I pick her up and lay her face down on the hogtie bench. It's set up today so that her legs will be apart. Each ankle and calf are taped to the uprights. More tape is run across her chest and then to the back of the bench. More is added to her gag and then taped back as well, forcing Armani to look straight ahead. More tape is added to her thighs and then more tape to arch her just a tad more. I quickly grab her tits as I have something more to add to them, but not yet. I keep adding more tape. I leave Armani to struggle and endure for a while. When I return, I add some nasty little clamps to her nipples. She doesn't like this at all! I tell her I'll be back later and poor Armani is left in agony.
Format: Windows Media
Duration: 15:35
Video: 1280x720, Windows Media Video 9, 5956kbps
Audio: 187kbps



File size: 699.2 MB


DOWNLOAD FROM FILESMONSTER: Armani Hogtaped - Part 2

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Adara the Bad Roommate - Part 3 Verdunville

This clip starts where Part 2 ended. Although her attitude is better, I can tell that she is truly not sorry. She is still making excuses instead of taking responsibility for her actions. I quickly tire of the lies and insincerity spewing from her mouth, and in goes a cock gag. I shove it in all the way several times. Adara's eyes tear up and we hear her gag reflex. I am not into vomit, although I wouldn't be the one cleaning it up. She has gotten used to the nipple clamps that she has been wearing for quite some time now. I get quite the reaction when I remove them and give her nipples a little pinch afterwards. I continue making her bondage more stringent as I tie and cinch more rope around her tan tight body. I tie her hair and nose hook her as well. Her breathing gets heavy as she is ring gagged and her head is pulled back and tied off by her hair. I hung a plastic jug above her with a pin hole in the bottom. I start dumping the remains of the beer in the jug and let the stale warm beer drip on her face and body. Between the beer and her tied tits, the spring clamps slide off her left tit, but they clamp fine on her right tit. It's fun to just clamp one tit sometimes anyway. Her attitude seems to be improving! I still snip off her shiny satin panties and shove them in her mouth through her ring gag. It looks like Adara will be bound all night, but the beer will probably stop dripping on her face after a few hours.
Format: mp4
Duration: 19:41
Video: 1280x720, AVC (H.264), 2895kbps
Audio: 124kbps



File size: 436.2 MB


DOWNLOAD FROM FILESMONSTER: Adara the Bad Roommate - Part 3

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