Punishment painfully porn Videos

[Bowezab]

Graias - Tough life next to the strict master scene 4 Phoenixville

Diana is once again on the comfortable bed, however this is not a spotless sleep, but a cruel punishment. While approaching the end of this hot series, Dr Lomp is determined to ruin the already exhausted girl completely. He realizes that he hasn’t been paying enough attention to her poor teen pussy. Therefore, in this part of the series, Diana will be punished on her untouched pussy. The innocent teen is counting down the minutes one by one, while she is being ensured that she won’t be able to touch her tormented pussy for a quite time. Diana is facing the most cruel session since her slavery life, so watch this movie to not to leave the innocent girl all alone now.
Format: mp4
Duration: 14:21
Video: 1920x1080, AVC (H.264), 24670kbps
Audio: 148kbps

File size: 2.5 GB


DOWNLOAD FROM FILESMONSTER: Graias - Tough life next to the strict master scene 4

A Spanking With Mr Richards Part 4 Fossil

Cast: Ariel Anderssen
Genres: BDSM, Spanking, Caning, Fetish, Stockings, Humiliation
It's my final formal spanking session with Mr Richards, professional disciplinarian! And I'm suspicious that he might have something special in mind. By which I mean something severe. Dressed in stockings, suspenders, high heels and silk lingerie, I come into his formal punishment room. There are a dizzying array of implements waiting for me! Surely he doesn't plan to use all of them? Some of them look incredibly severe (like the cane, or the carpet beater, or the heavy leather strap). But as the punishment progresses, I can't help but start to enjoy it, and in all honestly, I don't want it to end. I wonder if Mr Richards is picking up on this? Something tells me that perhaps he is.
Format: mp4
Duration: 15:24
Video: 1920x1080, AVC (H.264), 8002kbps
Audio: 122kbps

File size: 916.8 MB


DOWNLOAD FROM FILESMONSTER: A Spanking With Mr Richards Part 4

Assylum - Lily Thot - Little Anal Serving Toy Mount Airy

Beautiful, little Lily is back for movie night with Dr. Mercies. This is a uniquely authentic and down to Earth scene, with Lily serving the good doctor with her ass and mouth in a very natural way. Of course, natural in Dr. Mercies' world includes being tied to a popcorn cart for rough ass fucking and punishment. It also involves some messy face fucking, piss drinking, BDSM pain delivery, rimming, ATM, and more... just how sweet Lily likes it.
Format: mp4
Duration: 52:14
Video: 1920x1080, AVC (H.264), 12705kbps
Audio: 101kbps

File size: 4.8 GB


DOWNLOAD FROM FILESMONSTER: Assylum - Lily Thot - Little Anal Serving Toy

Devon Lee alongside Chris Charming Millstadt

Cast: Chris Charming ,Devon Lee
Video language: English
Feature dancer and adult pornstar Devon Lee is introduced to BDSM by Chris Charming. She has a body to die for and looks incredibly sexy being punished in bondage and having sex.
Format: mp4
Duration: 38:24
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps

File size: 364.6 MB


DOWNLOAD FROM FILESMONSTER: Devon Lee alongside Chris Charming

PornstarsPunishment - Sienna West - Guilty By Association Dongen

Release Year: 2010
Genres: All Sex, Anal, Big dicks, Big tits, Hardcore, Latina
Being famous comes at a cost especially if you aren't so nice to everyone. Sienna finds herself in a virtual world that she didn't order. Over the past couple of years virtual technology has allowed those that can afford it the opportunity to enter into simulated dreams. In this dream, Sienna is sent into Jordan's world where she gets punished in the ass for all her misgivings to others.
Format: Windows Media
Duration: 42:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps

File size: 3.6 GB


DOWNLOAD FROM FILESMONSTER: PornstarsPunishment - Sienna West - Guilty By Association

Binding Natasha - Natasha Voya Part 3 Harbor City

Release Year: 2023
Studio: Dangeoncorp
Cast: Natasha Voya
Genres: BDSM
Video language: English
Another beautiful young woman to put through my paces...the intensity tests the limits of her submission, but I thought I had finally got through to lovely Natasha...after multiple orgasms and much punishment...
Format: mp4
Duration: 10:53
Video: 1920x1080, AVC (H.264), 3328kbps
Audio: 309kbps

File size: 290.8 MB


DOWNLOAD FROM FILESMONSTER: Binding Natasha - Natasha Voya Part 3

A Lady in Bondage for Punishment - Bridgette B Part 4 Campaign

Release Year: 2023
Studio: Dangeoncorp
Cast: Bridgette B
Genres: BDSM
Video language: English
Bridgette receives the utmost attention from The Pope as he works her body and mind.
Format: mp4
Duration: 12:42
Video: 1920x1080, AVC (H.264), 2825kbps
Audio: 309kbps

File size: 292.4 MB


DOWNLOAD FROM FILESMONSTER: A Lady in Bondage for Punishment - Bridgette B Part 4

[Bowezab]

A Lady in Bondage for Punishment - Bridgette B Part 3 Mountainside

Release Year: 2023
Studio: Dangeoncorp
Cast: Bridgette B
Genres: BDSM
Video language: English
Her bare bod y is quite a sight on it's own however, once her Master begins the ritual of restraining her, it gets even better.
Format: mp4
Duration: 11:33
Video: 1920x1080, AVC (H.264), 2831kbps
Audio: 309kbps

File size: 266.3 MB


DOWNLOAD FROM FILESMONSTER: A Lady in Bondage for Punishment - Bridgette B Part 3

Sexy Taylor Wild shows student how to be rebellious in class Tortosa

Release Year: 2025
Cast: Taylor Wild
Video language: English
When Elias refuses to wear his school uniform, he's labeled a troublemaker by the entire faculty—except for Mrs. Taylor Wild, a jaded literature teacher with a hidden rebellious streak of her own. Rather than punish Elias, Taylor Wild challenges him to channel his defiance with purpose. Through secret lessons in history’s greatest revolutionaries and cryptic assignments that question authority, Elias learns that true rebellion isn’t about breaking rules—it's about reshaping them. But as the duo’s underground lessons attract attention, both student and teacher must decide how far they’re willing to go to stand by their convictions in a system built to crush nonconformity.
Format: mp4
Duration: 29:59
Video: 1920x1080, AVC (H.264), 11716kbps
Audio: 309kbps

File size: 2.6 GB


DOWNLOAD FROM FILESMONSTER: Sexy Taylor Wild shows student how to be rebellious in class

The Front Door Punishment Novorossiisk

Studio: Sweet Pictures
Video language: English
I have decided both of the sluts must be properly punished. I would not give them to move. All they can do is to follow my orders. But since they are real sluts I am happy master.
Format: mp4
Duration: 28:02
Video: 720x480, AVC (H.264), 3782kbps
Audio: 125kbps

File size: 803.0 MB


DOWNLOAD FROM FILESMONSTER: The Front Door Punishment

A Slave To Be Punished Haworth

Cast: Lily Madison, Angel Wicky
Genres: Domination, Fetish, BDSM, Lesbian, Outdoor, Whipping
Cruel and sadistic Angel Wicky has to punish her naughty slave girl LiLy Madison today. She sits the redhead on a saddle stand, probes her cleavage with a riding crop, then spanks her tits with the crop. Next Mistress Angel gets LiLy to lick her knockers, before pinching LiLy's nipples in return. Then she takes down LiLy's blue denim shorts and pulls the struggling girl by her roped wrists over the saddle stand, where she then spanks her ass with her hand and LiLy's boobs with the riding crop. Seeing how her slave is thoroughly distressed at the punishments, Mistress Angel nonetheless continues to give her more spanking and then the ultimate humiliation of a bridle headpiece that lets LiLy know that someday soon, she may ridden like a horsie by her ruthless mistress!
Format: mp4
Duration: 22:07
Video: 1920x1080, AVC (H.264), 7815kbps
Audio: 184kbps

File size: 1.3 GB


DOWNLOAD FROM FILESMONSTER: A Slave To Be Punished

A Lady in Bondage for Punishment - Bridgette B Part 5 Spring Branch

Release Year: 2023
Studio: Dangeoncorp
Cast: Bridgette B
Genres: BDSM
Video language: English
Put through her paces, Bridgette cums and cums again for us before she is left exhausted on the wooden cross.
Format: mp4
Duration: 11:12
Video: 1920x1080, AVC (H.264), 2826kbps
Audio: 309kbps

File size: 257.9 MB


DOWNLOAD FROM FILESMONSTER: A Lady in Bondage for Punishment - Bridgette B Part 5

A 's Job is Never Done: Anal Assassin Trains Her Step- Sombreffe

Cast: Angel Allwood, Chloe Cherry
Genres: BDSM, Bondage, Humiliation, Blowjob, Anal
Angel Allwood always thought the good life would be sweet. No longer tied to her old life as an assassin for hire, she decided to get married to a rich man and retire to a life of leisure. Little did she know that nothing is as perfect as it seems. The blight on Angel's perfect little dream is her husband's 18 year old Chloe Cherry. She is spoiled, sassy, entitled, and still lives at home. And, if there is one thing that Chloe can't stand it is being told what to do by her slutty step-mom. The simplest of requests for Chloe not to wear her ear phones in the house gets spit back into Angel's face from Chloe's bitchy little mouth. Chloe knows that there is nothing that Angel can do about it because she will always be 's perfect little girl. Shitty days always seem to get worse, and Angel's day has only just begun. After the spat with her bratty step- the doorbell rings and her old assassin boss bursts through the door and back into Angel's life. She begs him to leave her new family alone and to respect her decision to get out of “the game.” But John Strong doesn't play by those kinds of rules and with a hand of her throat he reminds Angel that there is no “getting out.” In a desperate attempt to appease him from potentially causing harm to her new family she follows his instructions. He makes her strip and then handcuffs her wrists to keep her restrained. Jamming his stiff cock down her throat, she pleads with him to stop, but he makes her gag over and over. Tired of her back talking, John duct tapes her mouth shut and starts to fuck her tiny pink pussy and her tight asshole back and forth with reckless abandon. After John has had his fill, he makes Angel clean his cock off and notices step- Chloe cluelessly lounging outside in the sun. His appetite quickly grows and he informs Angel that he is going to teach Chloe some much needed respect. He drags Angel to the kitchen and takes Chloe by surprise. Chloe quickly realizes that she is out of control as John tackles her to the ground, strips off her slutty hot-pants, and then scrubs her mouth out with soap. Before she can catch her breath, John thrusts his huge rod into her mouth and teaches the incorrigible bitch how to deep-throat. He then tests Chloe's little cunt and her pristine asshole to see if she is as pleasurable as her step-mom. To keep the neighbors from hearing the sound of their screams he drags them into the basement, ties them up in tight rope bondage, and stuffs their mouths with huge red ball gags, so he can further discipline his captives. First order must be established, and he has Angel teach her step- the sacred rules of submission: Honorific, Eyeline, and Deportment. The girls quickly learn their place and cower at the feet of their stern and dominant man. After relentlessly punishing the smooth white skin of his slaves with hot wax and a black leather flogger, John then puts his whore submissive's on their knees. They beg their master to shower their unworthy whore holes with a hot load of his cum. John then shoots a massive wad all over their faces and makes them lick each other clean. Submissive slut Chloe Cherry and her whore step-mom Angel Allwood get tied up in rope bondage, ass fucked by a huge cock. and learn the rules of discipline!!
Format: mp4
Duration: 1:13:12
Video: 1280x720, AVC (H.264), 4883kbps
Audio: 122kbps

File size: 2.6 GB


DOWNLOAD FROM FILESMONSTER: A 's Job is Never Done: Anal Assassin Trains Her Step-

So Sexy in Bondage - Sydney Cole Part 4 Penalolen

Release Year: 2023
Studio: Dangeoncorp
Cast: Sydney Cole
Genres: BDSM
Video language: English
She endures every scene without complaint, in total submission as I pleasure and punish her for her beauty...She knows she deserves it....
Format: mp4
Duration: 7:51
Video: 1920x1080, AVC (H.264), 3350kbps
Audio: 309kbps

File size: 211.1 MB


DOWNLOAD FROM FILESMONSTER: So Sexy in Bondage - Sydney Cole Part 4

[Bowezab]

A Piece of PI Morgan City

Cast: Alani Pi
Genres: BDSM, Bondage, Domination, Dildo, Anal
Alani Pi has a fresh face and a beautiful body. Pure, tender, unspoiled. A perfect specimen for Elise Graves' sadistic desires. But how much punishment can this petite beauty endure? The real pain doesn't even come from the whips or floggers, it comes from the subtly torturous positions. First Elise ties Alani's nipples down to her toes. Later Alani's back is warped into an incredible arc as her face is pulled toward the ceiling. Finally she is laid back into a chair with her pussy spread wide open to be by an eager Elise. Every position presents its unique challenges. Alani has to stay as still as possible while her tits are stretched beyond what any normal person would dare attempt. Once she is on the floor the game becomes about how long her burning, fatigued muscles can hold the cruel position. Then back to the chair where she is about to find out whether or not she can take everything Elise is doing to her poor, exposed hole.
Format: Windows Media
Duration: 1:01:08
Video: 1280x720, Windows Media Video 9, 1464kbps
Audio: 125kbps

File size: 715.5 MB


DOWNLOAD FROM FILESMONSTER: A Piece of PI

A Perfect Submissive - Molly Mae Part 2 Clyman

Release Year: 2023
Studio: Dangeoncorp
Cast: Molly Mae
Genres: BDSM
Video language: English
Feenix plans a day of objectification through bound punishment, submissive conditioning and plenty of pleasure overload...Molly has serious interests in experiencing what he has in store for her, and she submits very well from the first minute...
Format: mp4
Duration: 11:46
Video: 1920x1080, AVC (H.264), 3341kbps
Audio: 309kbps

File size: 315.5 MB


DOWNLOAD FROM FILESMONSTER: A Perfect Submissive - Molly Mae Part 2

A Painful Bet Part 4 Hathaway

Cast: Jess, Tindra Frost, Sarah Stern
Genres: BDSM, Spanking, Caning, Fetish, Punishment, Humiliation
Jess & Tindra are right in the middle of the most painful experience of their young lives. Because of a stupid bet they are now the first girls in the school ever to have been caned and what a caning they have received. Now they must endure the final strokes but then they find out that not only will they be punished as before on their bottoms but they will have their hands tawsed as well. The pain goes on.
Format: mp4
Duration: 19:02
Video: 1920x1080, AVC (H.264), 4837kbps
Audio: 156kbps

File size: 696.9 MB


DOWNLOAD FROM FILESMONSTER: A Painful Bet Part 4

Mistress Irena Mur aka He Is Her Thing's Extreme Femdom part 2 Lviv

Welcome to my world. It is not for everyone. Full access is reserved for the worthy. Kneel before me, worthless thing. You exist only to serve and worship. Feel the weight of my control, the heat of my desire. Obey, or be punished.
Format: mp4
Video: 1920x1080

Total size: 5.9 GB in 42 files.

DOWNLOAD FROM FILESMONSTER: Mistress Irena Mur aka He Is Her Thing's Extreme Femdom part 2

Justine Delight Shinhopple

Cast: Justine Joli
Video language: English
Justine Jolie is well known for her beauty and glamour, her composure and her grace. But here on wiredpussy we give you the chance to see the nasty side of Justine. The side that likes to get punished, shocked, and made to lick spit off a dirty floor. Here is your chance to see her bound and blindfolded suffering through an electrical interrogation. Your chance to see her pretty face slapped, her tits and ass flogged, and her pussy pounded with electricity. This is your chance to see Justine like you’ve never seen her before. Don’t miss it!
Format: mp4
Duration: 58:49
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps

File size: 558.8 MB


DOWNLOAD FROM FILESMONSTER: Justine Delight

Regan's Punishments - Regan Reese Part 1 Pepperell

Release Year: 2023
Studio: Dangeoncorp
Cast: Regan Reese
Genres: BDSM
Video language: English
It was almost three years to the date, since I had my hands on Regan, so I was taking full advantage of today.
Format: mp4
Duration: 13:54
Video: 1920x1080, AVC (H.264), 3327kbps
Audio: 309kbps

File size: 371.2 MB


DOWNLOAD FROM FILESMONSTER: Regan's Punishments - Regan Reese Part 1

A Painful Lesson Chippewa Falls

Cast: Stephany
Genres: BDSM, Spanking, Paddling, Punishment, Humiliation, White Panties
Stephany's guardian has called in the schools headmaster to administer severe punishment at home to this badly behaved girl. He lectures her and then spanks her over his knees. Then it's time for him to administer the schoolcaneto her bare bottom. Good well measured hard strokes soon have the desired effect on this young lady.
Format: Windows Media
Duration: 25:15
Video: 960x576, Windows Media Video 9, 1953kbps
Audio: 62kbps

File size: 381.8 MB


DOWNLOAD FROM FILESMONSTER: A Painful Lesson

[Bowezab]

Chatter Bitch part1 & part2 - Bonnie Day Excel

Release Year: 2025
Video language: English
Bonnie Day Has Her Behavior Modified. Man, Bonnie can be one obnoxious ass bitch around the office. Here at Intersec we have a… unique view on how to punish our employees. We don’t like to just fire people if we know there is a way they can be reformed. In this case the punishment is corporal and it comes along with some intense heavy metal bondage. It’s the only way we can be sure that she’s going to learn not to bother the rest of the staff when they are working. We need to be able to depend on her to do what she is told, nothing more and certainly nothing less. And if that means taking a few days out of her work week to bring her down to the dungeon and show her what the price of disobedience is.
Format: mp4
Duration: 1:19:42
Video: 1280x720, AVC (H.264), 7285kbps
Audio: 111kbps

File size: 4.2 GB


DOWNLOAD FROM FILESMONSTER: Chatter Bitch part1 & part2 - Bonnie Day

A Spanking With Mr Richards Part 1 Molina

Cast: Ariel Anderssen
Genres: BDSM, Spanking, Fetish, Stockings, Humiliation
I'd been thinking about being spanked for more years than I care to admit to. And yet, I'd never found the right person to do it with - I wanted someone who knew what they were doing, and enjoyed it themselves - the idea of someone spanking me simply out of a desire to serve my need was horrific to me, and so I never quite got the opportunity to experience what I so passionately desired. So when I found the website for Byron Richards, a professional disciplinarian who specialised in spanking, it seemed like a perfect opportunity. And that's why I found myself at his house, at 4pm on a Wednesday, finally about to get spanked for the first time. Dressed smartly in a skirt and silk blouse with tan stockings, suspenders and silky cream panties, I hoped I'd dressed appropriately but was so uncertain about what was going to happen that I found myself rather at a loss. Byron had suggested that a role play might be a good way to start, so he immediately started scolding me for the dangerous driving that my character was guilty of. And all too quickly, he was instructing me to lift up my skirt & bend over the table for six strokes of a leather tawse over my panties! It was sting-y and hard to take, but then when he told me to lower my panties, I started to wonder if I could actually cope with any more? After four more strokes, I horrified myself by actually safewording. After all these years of waiting to experience this! But Byron, as an experienced Dom, knew what I needed. Switching seamlessly from the role play to real life, he told me that I should be punished for coming to a stranger's house, knowing next to nothing about them, and putting myself in such a vulnerable position! For this, he decided, an over the knee spanking was just the remedy. And, thank goodness, after the initial shock and humiliation of being pulled over his knee had faded, I started to realise that yes, perhaps I really did like spanking after all.
Format: mp4
Duration: 17:44
Video: 1920x1080, AVC (H.264), 7999kbps
Audio: 124kbps

File size: 1.0 GB


DOWNLOAD FROM FILESMONSTER: A Spanking With Mr Richards Part 1

Trapped, abused, and writhing in ropes Saco

Cast: Cherry Torn ,The Pope
Video language: English
She is back. Kink legend Cherry Torn returns to submit to sadist extraordinaire The Pope. A female slave such as Cherry doesn’t need much of a warm up, so The Pope wastes no time and digs into his captive masochistic whore right away. With severe and painful clover clamps attached to her nipples, The Pope begins to smack her tits, feet, and ass with a stiff leather riding crop. Cherry is a pain slut and even as she shrieks from the searing pain, her pussy grows wet and excited from the impact play. The corporal punishment builds as The Pope torments her tits and yanks the clamps from her nipples. As the pain courses through her body, The Pope crams a hitachi onto her swollen and sensitive clit sending her into a frenzy of involuntary orgasms. As she is cumming the first of her multiple orgasms the sadist clamps his massive hands over her throat and chokes as her body trembles from cumming. Before she can catch her breath, Cherry is suspended in the middle of the room with only one knee perched on a small sliver of wood. The Pope ties her tits via clover clamps to a post on the other side of the room and relishes in her pain as he adds weights to the nipples clamps. He digs into her feet with the sharp end of a metal spike and torments her tender soles without mercy. As she hyperventilates from the pain The Pope stuffs her tiny pink pussy with a giant dildo which makes her quiver with delight. As her g-spot gets stimulated, she begs to cum but this only makes The Pope laugh because he relishes orgasm denial. He relentlessly pounds her cunt with the dildo and finally lets her cum until the pain of multiple orgasms becomes completely overwhelming and transcendental. Next she is tied standing straight up to a pole. The Pope loves predicament bondage and ties a crotch rope to her sensitive pussy and dangles two heavy bowling balls from the other end. This makes Cherry thrust her pelvis forward to try and relieve the pain of the pussy rope that is bisecting her tender and swollen clit. Just when she relaxes and surrenders to the bondage, The Pope jams a vibrator onto the rope that is running directly over her clit. She screams from the pain and begs for mercy. And The Pope is only too willing and makes her cum from the intense pain that becomes pleasure. To finish her day, Cherry lays back and allows her legs to be tied and pulled out to the side with tight and restrictive rope bondage. The Pope switches back and forth between whipping her cunt with a leather flogger and stimulating her clit with a hitachi. As the pleasure and pain mounts, Cherry looses herself in the experience as orgasm after orgasm is ripped from her , squirting pussy.
Format: mp4
Duration: 44:24
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 486.6 MB


DOWNLOAD FROM FILESMONSTER: Trapped, abused, and writhing in ropes

Secret Drawer San Rafael Del Yuma

Release Year: 2024
Studio: Mommy’s Boy
Cast: Lauren Phillips, Tyler Cruise
Genres: Redhead, Big Tits, Fingering, Milf, Tattoos, Old Young, Hairy, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Cumshot
Video language: English
Lauren Phillips has caught her stepson Tyler Cruise watching porn on his cellphone, so she's decided to confiscate it for a few days as punishment. But Tyler is going stir-crazy without his phone, so he decides to sneak into Lauren's bedroom to get it back.
When Tyler enters Lauren's bedroom and starts poking around, he doesn't find his phone... but Lauren's instead! Tyler begins pulling various wild sex toys out of the drawer - each item more shocking than the last - until he is finally caught red-handed by Lauren while holding one of her sex toys in his hands.
Lauren is angry that Tyler was trying to get his phone back early, and doubles down on her opinion that Tyler is obviously not ready to approach sex maturely and responsibly. But to Tyler's surprise, Lauren decides that the best thing to do is teach Tyler a lesson in wholesome sex - better he learns it from her than from somewhere else! Tyler glances hesitantly at Lauren's toys, but she reassures him that she knows he's not ready for dealing with yet... they're just going to start with the basics of sex! Tyler is bewildered, but agrees to learn by having sex with his hot stepmom!
Format: mp4
Duration: 40:30
Video: 3840x2160, AVC (H.264), 14650kbps
Audio: 125kbps

File size: 4.3 GB


DOWNLOAD FROM FILESMONSTER: Secret Drawer

Regan's Punishments - Regan Reese Part 3 Mount Sidney

Release Year: 2023
Studio: Dangeoncorp
Cast: Regan Reese
Genres: BDSM
Video language: English
I put her little body through pure hell and overloaded her senses with non-stop punishment, but she is eager to please, so I set the bar higher than before to see if she is willing to let me take her there...and she did.
Format: mp4
Duration: 9:36
Video: 1920x1080, AVC (H.264), 3329kbps
Audio: 309kbps

File size: 256.6 MB


DOWNLOAD FROM FILESMONSTER: Regan's Punishments - Regan Reese Part 3

Absolutely shredded, Ariel X yields to the Pontiff Cuyahoga Falls

Cast: Ariel X ,The Pope
Video language: English
Ariel X is a super fit muscle-goddess who has a long history with Kink, and being handled by The Pope. She needs her fix of pain and pleasure and so she contacts The Pope to punish her in a way that only he could get her to do. Alone on a bed, surrounded by a plethora of kinky toys, Ariel strips down to her muscles. She’s told to put rubber bands around her feet. She wraps her pretty pups in rubber bands then pulls them slow and far, snapping them on her sensitive soles. She gets on her knees and hits her fit round ass with a leather flogger. After that, Ariel X flexes her big defined muscles. She flogs her perky perfect tits, and then flogs her pussy hard. For being so hard on herself, a reward is earned and she grabs a big vibrator and has a big orgasm. She puts a ball gag in her mouth and rubs her pussy while flexing her muscles. On all fours, Ariel grabs a big dildo and fucks her pussy. She’s ordered to ride the dildo while pressing a vibrator against her clit. She fucks herself with the dildo, snapping the rubber bands on her feet to get close, begging and drooling through the ball-gag to cum. When The Pope lets her cum, Ariel lets out a screaming orgasm and cleans off the toy by shoving it down her throat.
Format: mp4
Duration: 31:00
Video: 1920x1080, AVC (H.264), 9749kbps
Audio: 156kbps

File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Absolutely shredded, Ariel X yields to the Pontiff

A Painful Bet Part 3 Superior

Cast: Jess, Tindra Frost, Sarah Stern
Genres: BDSM, Spanking, Caning, Fetish, Punishment, Humiliation
The third part of our two girl cold caning epic sees the lovely Tindra Frost back for her second caning. The first caning had been delivered cold but this one was to be delivered onto a bottom now on fire from the very severe strokes already applied Sarah the mistress is now getting well into her swing and Tindra knows as she compares her bottom with Jess's that she is in for a painful time. She enters the room and is instructed to bed over and then her torment begins. A full no hold back second caning.
Format: mp4
Duration: 7:13
Video: 1920x1080, AVC (H.264), 4716kbps
Audio: 156kbps

File size: 258.0 MB


DOWNLOAD FROM FILESMONSTER: A Painful Bet Part 3

[Bowezab]

Regan's Punishments - Regan Reese Part 4 New Site

Release Year: 2023
Studio: Dangeoncorp
Cast: Regan Reese
Genres: BDSM
Video language: English
I know that she has gained experience in the BDSM world, and I will find out how tough this whore has become.
Format: mp4
Duration: 12:08
Video: 1920x1080, AVC (H.264), 3330kbps
Audio: 309kbps

File size: 324.1 MB


DOWNLOAD FROM FILESMONSTER: Regan's Punishments - Regan Reese Part 4

Regan's Punishments - Regan Reese Part 5 Dodge

Release Year: 2023
Studio: Dangeoncorp
Cast: Regan Reese
Genres: BDSM
Video language: English
It was one of her biggest challenges, but she made it through the day, and was rewarded for her suffering...
Format: mp4
Duration: 12:28
Video: 1920x1080, AVC (H.264), 3335kbps
Audio: 309kbps

File size: 333.4 MB


DOWNLOAD FROM FILESMONSTER: Regan's Punishments - Regan Reese Part 5

A Note From The Teacher Coalmont

Genres: BDSM, Spanking, Punishment, Humiliation, White Panties
When this girl turns up in her class without her school uniform she is sent to see the headmaster. He tells her to go and change into her uniform and return to him. Once back in front of him he decides to punish her with a traditional over the knee spanking onto her firm bottom. Despite her screams she is soundly spanked.
Format: Windows Media
Duration: 13:35
Video: 960x576, Windows Media Video 9, 1953kbps
Audio: 62kbps

File size: 201.7 MB


DOWNLOAD FROM FILESMONSTER: A Note From The Teacher

Elliot Skeleton and Harmony Terrasson

Cast: Harmony ,Elliot Skellington
Video language: English
Mistress Harmony wastes no time punishing a clumsy mover who steps on the her sexy foot. She slaps his balls, paddles his thighs hard while his screams increase and his eyes widen with pain. The heart of the scene is the strap-on where Mistress Harmony works his ass over in three different positions until his hole gapes open. A dildo gag pleases Her while She smothers his face with Her luscious ass. This update is not to be missed.
Format: mp4
Duration: 38:05
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps

File size: 361.7 MB


DOWNLOAD FROM FILESMONSTER: Elliot Skeleton and Harmony







Anal punishment of contemporary master craftsman Devas West Copake

Release Year: 2014
Studio: Freedom
Cast: Hibiki Otsuki, Tomoda Aya, Arimura Chika
Genres: FemDom, StrapOn, Catsuit, Toys, Anal
男をイカセる特技を持つAV女優は数々 いますが、その中でも2014年2月ぼ時点 でトップ4といえば「結城みさ」「大� ��ひびき」「友田彩也香」「有村千佳 」となるでしょうか。その「イカセ� �四天王」の匠の技を存分にご紹介い� ��します。本作品はその匠達の「アナ ル責め」に特化した作品ですので「� �ナル」に興味のない方のご視聴はお� ��めいたしません。
Format: avi
Duration: 1:59:11
Video: 800x450, AVC (H.264), 1002kbps
Audio: 125kbps

File size: 995.9 MB


DOWNLOAD FROM FILESMONSTER: Anal punishment of contemporary master craftsman Devas

Regan's Punishments - Regan Reese Part 2 New Oxford

Release Year: 2023
Studio: Dangeoncorp
Cast: Regan Reese
Genres: BDSM
Video language: English
Punishing her is something that I've cr aved since we last met, because of her cute little face when she cringes from the pain.
Format: mp4
Duration: 12:49
Video: 1920x1080, AVC (H.264), 3328kbps
Audio: 309kbps

File size: 342.4 MB


DOWNLOAD FROM FILESMONSTER: Regan's Punishments - Regan Reese Part 2

[Bowezab]

A Lesson In Pain Part 1 Spring Hill

Cast: Verity Page
Genres: BDSM, Spanking, Paddling, Whipping, Punishment, Humiliation, White Panties
Young Verity is up in front of the head teacher at her expensive boarding school. Her guardian has been summoned and he is not best pleased. Verity will not learn, not only is she badly behaved at home but she is also a real bully at school. The headmaster is asked to take her in hand and improve her behaviour. He is well practiced in improving the behaviour of young ladies and verity soon finds herself over the study table. The head selects a heavy punishment paddle for this lesson and it is soon being applied to the bare bottom.
Format: mp4
Duration: 18:19
Video: 1920x1080, AVC (H.264), 4871kbps
Audio: 156kbps

File size: 675.5 MB


DOWNLOAD FROM FILESMONSTER: A Lesson In Pain Part 1

Rubee Punished for Tardiness - Part 2 Futilestruggles Molde

Release Year: 2024
Studio: Futilestruggles
Cast: Rubee Rox
Genres: BDSM
Video language: English
This clip starts where Part 1 ended. Rubee's ass is begging for more spankings... especially now that it is lifted by the ropes. I eventually untie her neckrope from above and allow her to sit in a chair for now. I remove her gag before I dod a little test on her right tit. Once tied her nipples really extend, begging for clamps. We'll get to that, but her gag needs attention first. Many wraps of black tape make it excruciatingly tight. I step back and watch her suffer and endure the gag. I want her harness ballgagged for when I stand her back up, so I remove her extreme cleave and tightly buckle on the white harness ball gag. this is where Part 2 ends.
Format: mp4
Duration: 22:32
Video: 1280x720, AVC (H.264), 2940kbps
Audio: 117kbps

File size: 505.6 MB


DOWNLOAD FROM FILESMONSTER: Rubee Punished for Tardiness - Part 2 Futilestruggles

All Natural Big Titted 19 Year Old Squirts For The First Time Port Alsworth

Cast: Amber Rayne, Felony, Iona Grace
Genres: BDSM, Bondage, Lesbian, Dildo, Clothespins
Iona Grace is girl with an all natural body and huge tits. She's the new girl on the block at the bar and the other go-go dancers feel the need to teach her just how to use those big titties and that bangin natural body to make them money! When she's caught stealing their tips Amber and Felony take matters into their own hands after hours and teach Iona a lesson in lesbian BDSM and punishment till her pussy is squirting all over for the first time! Humiliation, double penetration with a butt plug, spanking, caning, ass licking, foot worship, tit bondage/punishment and squirting are all included!
Format: Windows Media
Duration: 54:54
Video: 1280x720, Windows Media Video 9, 1464kbps
Audio: 125kbps

File size: 657.9 MB


DOWNLOAD FROM FILESMONSTER: All Natural Big Titted 19 Year Old Squirts For The First Time

The Beast Punishes Beauty - Kate Alton Part 1 Burnley

Release Year: 2023
Studio: Dangeoncorp
Cast: Kate Alton
Genres: BDSM
Video language: English
Kate is a very pretty woman ...she's been having BDSM fantasies for most of her life, and on this day, I get to make them come true...
Format: mp4
Duration: 14:25
Video: 1920x1080, AVC (H.264), 3314kbps
Audio: 309kbps

File size: 384.0 MB


DOWNLOAD FROM FILESMONSTER: The Beast Punishes Beauty - Kate Alton Part 1

A Lesson In Pain Part 2 Menlo

Cast: Verity Page
Genres: BDSM, Spanking, Caning, Punishment, Humiliation
After being well punished Verity thinks that maybe, just maybe she got off quite lightly but no, the headmaster has other ideas. Her behaviour and her total lack of remorse indicate that the lesson has not been learned. The punishment must continue. Her uniform skirt is raised and she has to bend over the staff room table, this is where punishments of this sort are traditionally carried out. She is caned and caned very hard. She ends the punishment session in tears.
Format: mp4
Duration: 8:12
Video: 1920x1080, AVC (H.264), 4860kbps
Audio: 156kbps

File size: 301.5 MB


DOWNLOAD FROM FILESMONSTER: A Lesson In Pain Part 2

Available Woman Samoa

Cast: Mark Davis ,Joey Ray ,Jada Fire
Video language: English
This is a fantasy roleplay update where a couple plays out a kinky game of punishment, humiliation and sex involving a complete stranger. Mark Davis ties Jada Fire to a tree in the countryside and offers her to the first person who finds his sign that reads “Free Whore.” She learns her lesson the kinky way and ends up being double penetrated in bondage.
Format: mp4
Duration: 32:46
Video: 960x540, AVC (H.264), 1363kbps
Audio: 122kbps

File size: 357.2 MB


DOWNLOAD FROM FILESMONSTER: Available Woman

Alex Spanks Clare Hamlet

Cast: Alex More, Clare Fonda
Genres: BDSM, Spanking, Punishment, Humiliation
Alex More finds out that Clare Fonda is not the landlady, as she pretended to be. And Clare had taken her money and even spanked Alex. Now Clare does not have the money to return, so Alex puts Clare over her knee for a long, painful spanking. Alex spanks her bare bottom with her hand and a hairbrush, turning that famous bottom bright red. Clare rubs that sore bottom.
Format: mp4
Duration: 10:43
Video: 1920x1080, AVC (H.264), 3901kbps
Audio: 185kbps

File size: 321.1 MB


DOWNLOAD FROM FILESMONSTER: Alex Spanks Clare

[Bowezab]

Riley Janes Hogtie Test - Part 1 Futilestruggles Ida

Release Year: 2024
Studio: Futilestruggles
Cast: Riley Jane
Genres: BDSM
Video language: English
This Riley's 1st time in any serious bondage. I was originally going to do a discipline/punishment storyline, but once I started and saw her expressiveness as she was being bound I knew that wouldn't work, lol. Riley told me that she had been wanting to be seriously bound and filmed for a long long time. She also said she liked it better than she thought she would. We have since done another shoot so look for that one soon! The clip starts with me leading her down several long halls. She is gagged with a huge red ball gag, her wrists bound behind her, and her ankles are hobbled. She is brought into a room. A strap is buckled around her neck and then a length of rope is tied to it and tied off overhead. The ballgag is then removed. Her eyes roll back in her head as soon as the rope touches her body. I tie her waist off to the fence post behind her. I then attach a fence stretcher to the front of her crotchrope. I use the leverage to pull her crotchrope very tight! She is now being pulled, forward, back and up. Her expressions are priceless as the ropes tighten. I then start binding her legs and the tighter I cinch them the more Riley seems to like it. Once her legs are completely bound the clip ends.
Format: mp4
Duration: 21:22
Video: 1280x720, AVC (H.264), 2914kbps
Audio: 117kbps

File size: 475.4 MB


DOWNLOAD FROM FILESMONSTER: Riley Janes Hogtie Test - Part 1 Futilestruggles

Aileen's Spelling Test Cottbus

Cast: Aileen
Genres: BDSM, Spanking, Caning, Punishment, Humiliation
New girl Aileen is not really in the mood to learn her german vocabulary. When Alex enters the room - asking if she has learned anything she affirms to him that she has learned everything. Alex starts a spelling test and soon finds out, that this lazy girl has learned nothing. He gets the cane immediately and gives the poor girl a very special spelling lesson
Format: avi
Duration: 13:52
Video: 640x480, XviD, 1635kbps
Audio: 125kbps

File size: 180.1 MB


DOWNLOAD FROM FILESMONSTER: Aileen's Spelling Test

A Perfect Submissive - Molly Mae Part 4 Vaughan

Release Year: 2023
Studio: Dangeoncorp
Cast: Molly Mae
Genres: BDSM
Video language: English
Molly responds like a perfect sex slave, accepting her punishments with erotic flair and enjoying the pleasure he demands of her, like a well trained whore...
Format: mp4
Duration: 16:09
Video: 1920x1080, AVC (H.264), 3328kbps
Audio: 309kbps

File size: 431.5 MB


DOWNLOAD FROM FILESMONSTER: A Perfect Submissive - Molly Mae Part 4

The Beast Punishes Beauty - Kate Alton Part 2 Novi

Release Year: 2023
Studio: Dangeoncorp
Cast: Kate Alton
Genres: BDSM
Video language: English
She is very will ing, but she certainly enjoys not only being submissive, but being completely helpless at the hands of an aggressive beast...
Format: mp4
Duration: 13:41
Video: 1920x1080, AVC (H.264), 3332kbps
Audio: 309kbps

File size: 366.4 MB


DOWNLOAD FROM FILESMONSTER: The Beast Punishes Beauty - Kate Alton Part 2

Roxanne Hall and Jade Marxxx San Anselmo

Cast: Roxanne Hall ,Jade Marxxx
Video language: English
Jade Marx returns and lives up to her reputation for enduring punishment and just being a sexual maniac. This time she is dominated by the powerful and seductive Roxanne Hall who clearly enjoys being sadistic and merciful to her slave sluts. Awesome nipple punishment mixed with foot worship, smothering, verbal domination, multiple orgasms, spanking, flogging, and strap-on sex.
Format: mp4
Duration: 29:27
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps

File size: 279.6 MB


DOWNLOAD FROM FILESMONSTER: Roxanne Hall and Jade Marxxx

Alex In Agony Fort Hancock

Cast: Alex
Genres: BDSM, Spanking, Whipping, Punishment, Humiliation
One of our best whipping performances ever! Blindfolded! Beautiful! Bullwhipped! Alex in agony is truley a paingate masterpiece! The performance of this new paingate star under the whip is amazing, absolutley outstanding. Needless anything else to say - just: this session is a must see! And it´s just the beginning. Expect much more from natural whip talent Alex!
Format: Windows Media
Duration: 15:05
Video: 720x576, Windows Media Video 9, 1458kbps
Audio: 156kbps

File size: 179.2 MB


DOWNLOAD FROM FILESMONSTER: Alex In Agony

Initially Engaging the Attorney Crystal Bay

Cast: Angell Summers ,Maitresse Madeline Marlowe
Video language: English
Angell Summers and Maitresse Madeline have a HOT lesbian connection in this weeks Whipped Ass roleplay update. Madeline plays a therapist whom gets locked up for sexually seducing her straight female patients. Angel is Madeline’s lawyer who can’t seem to shake Madeline’s seductive ways and finds herself dominated, fucked and punished in the woman’s prison! Hot lesbian pussy and ass licking, pussy and anal fisting, heavy flogging and big anal insertion are all included!
Format: mp4
Duration: 1:00:31
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 661.5 MB


DOWNLOAD FROM FILESMONSTER: Initially Engaging the Attorney

[Bowezab]

Grant me the delight. Inflict upon them the suffering Startup

Cast: Amber Rayne ,Kaylee Hilton ,Bobbi Starr
Video language: English
Episode 2: What good is being the director of a girl girl fetish site if you can’t take a little liberties with the talent now and then? Amber Rain and Kaylee Hilton find themselves in my dungeon, tied up with their arms behind their backs and wired up to take electrical shocks at my will.
With Amber and Kaylee in a precarious position that can only get worse at my whim, I grab their pretty little heads and have them eat, no, worship my pretty, hairy pussy. With my hand on the button, the consequences for not delivering an orgasm of my satisfaction are harsh, to say the least. But even if they can’t deliver, it doesn’t mean they’ll have a reprieve from chowing down on my feast of pudenda. They’ll have to take their punishment and continue to please me until I’m satisfied.
Format: mp4
Duration: 27:58
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps

File size: 305.4 MB


DOWNLOAD FROM FILESMONSTER: Grant me the delight. Inflict upon them the suffering

Alex Reynolds Spanks Jill Kassidy And Britney Light Maple Mount

Cast: Alex Reynolds, Britney Light, Jill Kassidy
Genres: BDSM, Spanking, Punishment, Humiliation
Alex catches Jill and Britney playing spanking games when she comes home from work (end of Friends two) and spanks them for real. It's good red bottom action in very intimate positions and ends with Penalty Swats.
Format: mp4
Duration: 22:04
Video: 1280x720, AVC (H.264), 3907kbps
Audio: 184kbps

File size: 662.9 MB


DOWNLOAD FROM FILESMONSTER: Alex Reynolds Spanks Jill Kassidy And Britney Light

Alice's Arrival Redwood

Cast: Alice Sky
Genres: BDSM, Spanking, Paddling, Punishment, Humiliation
Alice arrives at The Institute and is sent before The Dean. She is stripped of her clothing and spanked, while a fully nude Kiki stands in time out.
Format: mp4
Duration: 13:58
Video: 1920x1080, AVC (H.264), 2831kbps
Audio: 93kbps

File size: 299.6 MB


DOWNLOAD FROM FILESMONSTER: Alice's Arrival

Rubee Punished for Tardiness - Part 3 Futilestruggles Lushi

Release Year: 2024
Studio: Futilestruggles
Cast: Rubee Rox
Genres: BDSM
Video language: English
Yes, they are small, but I'm pretty sure I can get them tied. I cleave gag her with an Ace bandage before I fashion a simple chest harness. Now that we have a base, we can get them tits tied.
Format: mp4
Duration: 14:50
Video: 1280x720, AVC (H.264), 2898kbps
Audio: 116kbps

File size: 328.3 MB


DOWNLOAD FROM FILESMONSTER: Rubee Punished for Tardiness - Part 3 Futilestruggles

A Frame Built to Endure Clearbrook

Cast: Lorelei Lee ,Dani Daniels
Video language: English
Dani Daniels returns to Whipped Ass for an intense day of lesbian punishment, hardcore lesbian sex and bondage at the hands of the beautiful Lorelei Lee.
Format: mp4
Duration: 41:48
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 458.2 MB


DOWNLOAD FROM FILESMONSTER: A Frame Built to Endure

The Beast Punishes Beauty - Kate Alton Part 3 Mikkabi

Release Year: 2023
Studio: Dangeoncorp
Cast: Kate Alton
Genres: BDSM
Video language: English
She responds well to my directions and demands, and her pussy responds well and wet to being invaded by my fingers...
Format: mp4
Duration: 14:05
Video: 1920x1080, AVC (H.264), 3324kbps
Audio: 309kbps

File size: 376.2 MB


DOWNLOAD FROM FILESMONSTER: The Beast Punishes Beauty - Kate Alton Part 3

Rubee Punished For Tardiness - Part 1 Futilestruggles Leesport

Release Year: 2024
Studio: Futilestruggles
Cast: Rubee Rox
Genres: BDSM
Video language: English
Late again... I think she does it on purpose, but who cares. Rubee looks good in her tight shiny leggings, flimsy cotton tank top, and heels. I enjoy groping and manhandling Rubee, before turning her around and smacking her meaty ass. I need rope, so I grab her tit and lead her over to the bench, where I grab a bundle. I roughly grope her tits once again, even picking her up off the ground by them. I tie the rope around her neck before gagging her with my fingers and then with an old shop rag and clear tape. Once she's gagged I continue smacking her ass and roughly manhandling her. Her tank top is ripped exposing her small tits with long nipples. I grab more rope and get busy with it. Before long she is tightly crotchroped, and her legs are bound with many bands of cinched rope. This is where Part 1 ends.
Format: mp4
Duration: 23:56
Video: 1280x720, AVC (H.264), 2914kbps
Audio: 116kbps

File size: 532.3 MB


DOWNLOAD FROM FILESMONSTER: Rubee Punished For Tardiness - Part 1 Futilestruggles

[Bowezab]

Caught, Corrupted & Creampied: Anya Olsen’s Shady Deal Davisboro

Release Year: 2025
Cast: Anya Olsen
Genres: Blonde, Creampie, Natural Tits, MILF, Stockings, Straight
Video language: English
Mike is absolutely convinced that Ms. Olsen is out to get him. Low grades, detentions, and all kinds of punishments are making this jock’s senior year a living hell—and he’s determined to get back at her, no matter the cost. One day, he catches Ms. Olsen engaging in inappropriate behavior on school grounds, and he secretly records the whole thing on his phone. Later, he confronts her in her office and tells her what he saw. Anya tries to brush him off with threats, but Mike shows her the footage. Now, her job is on the line—and it’s up to Mike whether she stays or goes. The horny student starts fondling her, giving him a clear idea of what he has in mind. Ms. Olsen plays along, striking a horny deal with her student, sealed with hot cum, to keep the whole incident under wraps.
Format: mp4
Duration: 35:49
Video: 1920x1080, AVC (H.264), 4049kbps
Audio: 125kbps

File size: 1.1 GB


DOWNLOAD FROM FILESMONSTER: Caught, Corrupted & Creampied: Anya Olsen’s Shady Deal

Sarah Shevon Tied Up Punished and made to Cum Kernersville

Mistress Missogyny loves it when her play partners love device bondage as much as she does. Her prayers are answered when Sarah Shevon agrees to spend the day with her in the dungeon. Sarah is a big device bondage fan, and she has loved her role as a sub in videos for the most popular bondage sites on the web.
Format: mp4
Duration: 22:05
Video: 1920x1080, AVC (H.264), 2930kbps
Audio: 103kbps

File size: 491.7 MB


DOWNLOAD FROM FILESMONSTER: Sarah Shevon Tied Up Punished and made to Cum

Vanished: Tempting Mom & Daughter Ruined by Cruel Intruder Drift

Cast: Kate Kennedy ,Dee Williams ,Rob Piper
Video language: English
Sexy blonde Kate Kennedy is head-over-heels for her new dominant boyfriend Rob Piper. She can’t wait to sneak her hot sadistic sexual top into her step-mothers vacation home for some nasty BDSM sex. Rob is quite taken with her sweet gesture and jumps at the opportunity to bring their sexual games to the next level, tying her in a strenuous shibari rope position. With her arms and legs spread eagle in a grueling squat, Kate begs for orgasms and cock. But first, she must suffer through a barrage of cropping and tight clamps on her tender labia and perky tits. Slapped, spanked, and still begging, she is eventually rewarded with a screaming, squirting orgasm, followed by an intense throat fucking with Rob’s huge cock. She drools and chokes as he has his way with her mouth, then gags her and moves to her pussy. With her milky ass spanked bright red, she can do nothing but strain against the ropes to get more of his cock inside of her. Rob grants her an orgasm, but then slides his hard dick into her tight asshole. She tells him it belongs to him and is rewarded with a fast and hard anal pounding. When they’re finished, Kate hears her step-mother come into the house unexpectedly. Dee wasn’t expecting Kate either, and was getting ready for an extra-marital fuck-date to come over. Dee is even more surprised to meet Rob, for he was once her fuck-piece on the side, before she ghosted on him years prior. Rob and Dee try to play it cool in front of Kate, but as soon as she leaves the house for a jog Dee confronts Rob and demands he break up with Kate. Rob is still pissed off after being ghosted by Dee, so he decides to take her down in the middle of her own living room. Cuffed and stripped, Dee gives in immediately. Her slutty, submissive side emerges and she begs him to punish her. She gets a metal ass hook latched to her cuffs, and receives a strict caning and spanking, leading to an intense revenge fuck on the floor and a drooling make-up blow job. Just as Dee is gobbling down his cock, Kate comes back and walks in on them. She’s furious. But Rob isn’t having any of her shit, so he also puts Kate on her knees and has Dee explain herself. Kate is disgusted with Dee, but she’s under the spell of Rob’s huge cock and dominant hand. She begrudgingly shares his dick with her mother, eventually licking Rob’s cock clean right out of Dee’s asshole. Dee screams like a craven whore with Rob taking her in an anal doggy fuck-fest. Rob ties up both women, with Kate in a tight arabesque pose with her face tied into Dee’s pussy, which is exposed in a pretzel tie. Rob makes them both swear they belong to him as he pounds Kate’s trapped pussy. When Dee can no longer hold her orgasm she squirts all over her daughter’s face. This is just the beginning of the afternoon’s sexual depravity, as Dee teaches her step-daughter to ride Rob’s cock in reverse cowgirl. Once Kate is cum drunk and exhausted her mother pushes her off and shows her how a real submissive slut takes it in the ass, milking a huge load out of Rob for Kate’s pretty little face.
Format: mp4
Duration: 1:27:09
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 955.1 MB


DOWNLOAD FROM FILESMONSTER: Vanished: Tempting Mom & Daughter Ruined by Cruel Intruder

Sarah Jane Ceylon's Wooden Pony Ride Swiftwater

The Wooden Pony is an old device from the medeivel times. It is an archaic and cruel sort of punishment. Sarah Jane looks so innocent and sweet, but she has done it all folks. This time she going to give it a shot on a very uncomfortable device! Check out the Wooden Pony and see what you think!
Format: mp4
Duration: 9:02
Video: 720x540, AVC (H.264), 2226kbps
Audio: 122kbps

File size: 155.7 MB


DOWNLOAD FROM FILESMONSTER: Sarah Jane Ceylon's Wooden Pony Ride

Alice's Severe Punishment With The Dean Part 2 Tallaght

Cast: Alice
Genres: BDSM, Spanking, Caning, Punishment, Humiliation, White Panties
The Dean places Alice in position, laying her down so her bottom and thighs are nicely presented for the cane he is about to apply. Alice is left in tears, and marked to the Dean's liking.
Format: mp4
Duration: 5:41
Video: 1920x1080, AVC (H.264), 2832kbps
Audio: 93kbps

File size: 122.1 MB


DOWNLOAD FROM FILESMONSTER: Alice's Severe Punishment With The Dean Part 2

Sexy teacher gets spanked East Burke

Her ass is so damn spankable that the head teacher gives the hard thrashing lessons to Nata on a regular basis! Cruel and perverted? But this slut deserves the most extreme punishment for her bad behavior, no doubt! What is waiting for this blondie today? Upskirt slapping, chained and cuffed flagellation, over-the-knee spanking and some other discipline acts. But this teacher with so spankable ass is unready to change - every painful spanking lesson on the boss's knees ends up with a secret orgasm!
Format: Windows Media
Duration: 18:41
Video: 1280x720, Windows Media Video 9, 1499kbps
Audio: 31kbps

File size: 213.9 MB


DOWNLOAD FROM FILESMONSTER: Sexy teacher gets spanked

Agony, desire, mature woman, Thames, savagely Java

Cast: Derrick Pierce ,London River
Video language: English
Blonde, giant tits, big booty, and completely submissive; London River is the kind of wanton whore that can never be satisfied. If she isn’t whimpering on the floor licking the boots of sadistic male dom she can’t be happy. Her giddy excitement at the prospect of being fucked and bound with inescapable rope bondage and brutal sex makes her flustered and unable to answer the questions her male handler presents to her. But as soon as a massive cock is shoved into her mouth she warms up suddenly feels satiated and comfortable. Her taskmaster works over her massive boobs and thighs with a heavy single tailed whip. She flinches and yelps as each smack from the impact play shakes her entire body. She begs to cum as she made to pull metal clover clamps off her erect and perky nipples. But the male dom loves to deny his submissive female sex slaves their depraved desire to have multiple orgasms and tells his hungry whore, “no.” Next she gets tied in a full suspension that leaves her hungry whore holes vulnerable and exposed to the terror of sadistic hands. While being choked and throttled, a huge dick thrusts in and out of her teeny pink pussy. Gasping for air and lost in subspace, she quivers from the first of her many orgasms. She is then immediately tied on her hands and knees with her perfect ass pointed straight up in the air. The entire back side of body gets abused and devastated with wooden cane that leaves long and thick welts on her ass and thighs that glow bright red. As she weeps and begs for mercy from the corporal punishment, she gets fucked ruthlessly from behind. Tired and broken, she is then tied with her feet behind her head and her arms trapped behind her back. She finds herself completely helpless, vulnerable, and exposed. The sadistic dom wastes no time and begins to fuck the shit out of her once again. She cums again and again until she has no idea where she is or what she is doing. And in this helpless state she gets showered by a massive load of jizz that drips and pools all over her used up body.
Format: mp4
Duration: 1:02:59
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 690.3 MB


DOWNLOAD FROM FILESMONSTER: Agony, desire, mature woman, Thames, savagely

[Bowezab]

The Beast Punishes Beauty - Kate Alton Part 4 Rosmalen

Release Year: 2023
Studio: Dangeoncorp
Cast: Kate Alton
Genres: BDSM
Video language: English
She endures very tight bondage, which she makes tighter by pulling very hard as I pleasure and punish her...her pristine beauty and sincere responses make Kate an ideal submissive play partner...
Format: mp4
Duration: 13:10
Video: 1920x1080, AVC (H.264), 3317kbps
Audio: 309kbps

File size: 351.0 MB


DOWNLOAD FROM FILESMONSTER: The Beast Punishes Beauty - Kate Alton Part 4

Alice's Severe Punishment With The Dean Part 1 Takaoka

Cast: Alice
Genres: BDSM, Spanking, Paddling, Punishment, Humiliation, White Panties
Alice has not had a good week, and is sent for some maintenance with The Dean. She is first bent over and strapped on the bare bottom with a tawse, but they are no where near done with this punishment. The Dean decides something else is needed to get Alice back on track.
Format: mp4
Duration: 5:12
Video: 1920x1080, AVC (H.264), 2831kbps
Audio: 93kbps

File size: 111.5 MB


DOWNLOAD FROM FILESMONSTER: Alice's Severe Punishment With The Dean Part 1

Mature, youthful women, experiencing a new pleasure, release freely! Wingett Run

Cast: Iona Grace ,Amber Rayne ,Felony
Video language: English
Iona Grace is only 19 years old with an all natural body and huge tits. She’s the new girl on the block at the bar and the other go-go dancers feel the need to teach her just how to use those big titties and that bangin natural body to make them money! When she’s caught stealing their tips Amber and Felony take matters into their own hands after hours and teach Iona a lesson in lesbian BDSM and punishment till her pussy is squirting all over for the first time! Humiliation, double penetration with a butt plug, spanking, caning, ass licking, foot worship, tit bondage punishment and squirting are all included!
Format: mp4
Duration: 54:54
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps

File size: 600.1 MB


DOWNLOAD FROM FILESMONSTER: Mature, youthful women, experiencing a new pleasure, release freely!

Alice's Visit To See The Dean Sarnia

Cast: Alice
Genres: BDSM, Spanking, Fetish, Punishment, Humiliation, White Panties
Alice is sent to see The Dean for a two part punishment. She is taken OTK with her legs dangling in the air, and is spanked very hard on her tiny bottom. She is then placed in an exposed and embarrassing time out.The Dean decides a strapping is also in order for Alice. She is laid on a stool so he can easily switch sides to make sure her bottom is fully and properly punished.
Format: mp4
Duration: 13:16
Video: 1920x1080, AVC (H.264), 2832kbps
Audio: 93kbps

File size: 285.0 MB


DOWNLOAD FROM FILESMONSTER: Alice's Visit To See The Dean

PornstarsPunishment - Bree Olson - The Slutty Life Waimea

Release Year: 2010
Genres: All Sex, Anal
Bree is a spoiled rich girl who goes to James's house to film an episode of her show, The Slutty Life. At first, James is very accommodating, but he soon finds out that Bree is a vain, insufferable, spoiled brat with no morals. She is rude to his mother, encourages his sister to dress like a slut, and even manages to sabotage James's relationship with his fiancee. After a while, James can take it no more, and arranges to give Bree a parting gift: an intense session of Pornstar Punishment.
Format: Windows Media
Duration: 39:05
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps

File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: PornstarsPunishment - Bree Olson - The Slutty Life

Sexy Taylor Wild shows student how to be rebellious in class Tilleda

Release Year: 2025
Studio: MyFirstSexTeacher
Cast: Taylor Wild
Genres: 4K, Big Ass, Big Tits, Blonde, Clips, HD, MILF, Punishment, School, Student, Teacher
Video language: English
When Elias refuses to wear his school uniform, he's labeled a troublemaker by the entire faculty—except for Mrs. Taylor Wild, a jaded literature teacher with a hidden rebellious streak of her own. Rather than punish Elias, Taylor Wild challenges him to channel his defiance with purpose. Through secret lessons in history’s greatest revolutionaries and cryptic assignments that question authority, Elias learns that true rebellion isn’t about breaking rules—it's about reshaping them. But as the duo’s underground lessons attract attention, both student and teacher must decide how far they’re willing to go to stand by their convictions in a system built to crush nonconformity.
Format: mp4
Duration: 30:05
Video: 1920x1080, HEVC, 1695kbps
Audio: 154kbps

File size: 409.1 MB


DOWNLOAD FROM FILESMONSTER: Sexy Taylor Wild shows student how to be rebellious in class





Accord Brittany

Cast: Harmony
Video language: English
Well it hasn’t exactly been two years since her last appearance at Hogtied. When asked why she would like to come back so soon, Harmony tells what brought her back for another round. This time we turn up the heat a little on our cute and sexy girl next door. Harmony endures some strict bondage and punishing positions. She also submits to foot torment, breath play, sharp flogging, pussy shaving, and multiple orgasms until our blond bombshell begs for them it stop. These are some of the treats for our members this week; Are you a member yet?
Format: mp4
Duration: 43:59
Video: 640x480, AVC (H.264), 1171kbps
Audio: 122kbps

File size: 417.8 MB


DOWNLOAD FROM FILESMONSTER: Accord