Spanking, spanking punishment, punished bad girls

[LMChallea]

Violet Sky - Piledriver Punishment Tagaytay

Release Year: 2017
Studio: Assylum
Cast: Violet Sky
Genres: Mind fucking, Pain, Punishment, Spanking, Amateur, Brunette
Video language: English
Dr. Mercies did not make the best choices when selecting wardrobe items today, but we believe painal is always better when delivered by deranged-looking dudes.
Format: mp4
Duration: 22:29
Video: 1280x720, AVC (H.264), 2156kbps
Audio: 119kbps



File size: 376.0 MB


DOWNLOAD FROM FILESMONSTER: Violet Sky - Piledriver Punishment

Tied and tormented sub Opelika

Release Year: 2025
Studio: bdsmprison
Genres: BDSM, Torture, Corporal Punishment, Humiliation
Video language: English
Servant Mia fails to pour Maitresse tea properly and receives harsh sexual punishment including a severe caning. She must satisfy her superior by licking pussy and ass while Madeline orgasms on her face. Mia 's second chance to prove she is a worthy servant is shattered when she completely fucks up taking dictation. An over the knee spanking is duly administered followed by the strapon in her pussy and ass producing explosive orgasms
Format: mp4
Duration: 12:04
Video: 1920x1080, AVC (H.264), 24175kbps
Audio: 127kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Tied and tormented sub

[LMChallea]

Sarah Vandella - School of Hard Fucks Christchurch

Release Year: 2015
Studio: Assylum
Cast: Sarah Vandella
Genres: Bondage, Face slapping, Punishment, Spanking, Big ass, Pornstar, Two guys
Video language: English
This scene is rough, sick, and fun. One of those things that makes you go "what the fuck" even while you blow your load. This girl is gorgeous and still innocent in a way--so we go to town on her.
Format: mp4
Duration: 37:11
Video: 1280x720, AVC (H.264), 2159kbps
Audio: 124kbps



File size: 624.4 MB


DOWNLOAD FROM FILESMONSTER: Sarah Vandella - School of Hard Fucks

Felicity Feline - Assie vol.2: Sick Anal Dreams Earlham

Release Year: 2016
Studio: Assylum
Cast: Felicity Feline
Genres: Face slapping, Heavy degradation, Punishment, Spanking, Female dom
Video language: English
Dr. Mercies makes Felicity eat his ass continuously while she takes it up the butt from Nurse Holl. But the real highlight here is the rapid-fire facefucking. Felicity breaks down in tears, but the cruel staff of the Assylum keep fucking her... It´s all for her therapy.
Format: mp4
Duration: 32:35
Video: 1280x720, AVC (H.264), 2835kbps
Audio: 125kbps



File size: 708.8 MB


DOWNLOAD FROM FILESMONSTER: Felicity Feline - Assie vol.2: Sick Anal Dreams

IR - Bonnie Day - Chatter Bitch: Part One Kalamata

Release Year: 2014
Cast: Bonnie Day
Genres: BDSM, Extreme Bondage, Domination, Fetish, Spanking, Humiliation
Video language: English
Bonnie Day Has Her Behavior Modified.
Man, Bonnie Day can be one obnoxious ass bitch around the office. She's constantly getting in the way of everyone else getting their work done. Well, OT needs his business running like a well oiled machine, and if she is going to get in the way of that then she is going to have to be taught a lesson in proper office performance.
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. Sometimes they just need a little bit of incentive to behave themselves properly.
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, then OT is more than happy to do it. If Bonnie doesn't like it she's free to quit. You know... as soon as we unlock her.
Format: mp4
Duration: 39:06
Video: 1280x720, AVC (H.264), 7284kbps
Audio: 111kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: IR - Bonnie Day - Chatter Bitch: Part One

[LMChallea]

Kara Cox - Dr’s Abusement vol.1 Placida

Release Year: 2014
Studio: Assylum
Cast: Kara Cox
Genres: Face slapping, Heavy degradation, Nasty filth, Screaming, Spanking, Amateur, Brunette
Video language: English
So we shred her like a bunch of dolls and then use our cum to glue doll stuffing to her ruined body.
Format: mp4
Duration: 33:54
Video: 1280x720, AVC (H.264), 1828kbps
Audio: 125kbps



File size: 517.8 MB


DOWNLOAD FROM FILESMONSTER: Kara Cox - Dr’s Abusement vol.1

Kinky Blond Sorority Sisters Nanchong

Cast: Ashley Fires ,Kait Snow
Genres: blond ,face-sitting ,sub ,dildo ,kinky ,multiple-orgasms ,corporal-punishment ,toned ,bdsm ,natural-boobs
Video language: English
Kait Snow, a young freshman in college, shares a dorm room with senior Ashley Fires. Kait is green and inexperienced while Ashley, a gender and women’s studies major, is willing to exploit all of Kait’s credulous ways. She uses Kait as a study subject to write a paper on the effects of lesbian BDSM on a straight girl. Kait is put in bondage, has her clothes ripped from her body, flogged, spanked, titties tormented then caned to the verge of breaking and rewarded with multiple orgasms. She’s made to fuck Ashley’s beautiful pussy with a dildo gag then fucked relentlessly in her ass. College will never be the same or quite as innocent for Kait again!
Format: mp4
Duration: 58:14
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 636.5 MB


DOWNLOAD FROM FILESMONSTER: Kinky Blond Sorority Sisters

First Kinky Lesbian Experience Hirtshals

Cast: Ashlee Graham ,Felony
Genres: brunette ,femdom ,spanking ,face-sitting ,sub ,tattoo ,fingering ,fake-boobs ,humiliation ,strap-on
Video language: English
Welcome Ashley Graham to Whipped Ass! This on location movie takes us out of the Armory and into a beautiful Victorian mansion within San Francisco equipped with a lush dungeon dripping with opulence! Ashley answers an ad in the newspaper hiring Felony a local dominatrix to give her her first lesbian experience. Ashley has no idea what she signed up for and may get more than she bargained for. Hot lesbian over the knee spanking, paddling, tit bondage and torment, foot worship, lots of squirting action and strap-on fucking!
Format: mp4
Duration: 1:03:13
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 690.8 MB


DOWNLOAD FROM FILESMONSTER: First Kinky Lesbian Experience

[LMChallea]

Mercies - What gives you pleasure gives me pain West College Corner

Release Year: 2017
Studio: Assylum
Cast: Mercies
Genres: Asslicking, Painal, Rough oral, Bondage, Caning, Crying, Pain, Punishment, Spanking
Video language: English
Then he face fucks her roughly, jams his cock into her ass for a rude and hard ass-to-mouth fucking, and leaves her. She is probably cured now.
Format: mp4
Duration: 30:00
Video: 1280x720, AVC (H.264), 1778kbps
Audio: 125kbps



File size: 420.2 MB


DOWNLOAD FROM FILESMONSTER: Mercies - What gives you pleasure gives me pain

Anastasia Rose - When Pig Girls Fly Merchantville

Release Year: 2017
Studio: Assylum
Cast: Anastasia Rose
Genres: Caning, Dehumanization, Face slapping, gagging, Heavy degradation, Nasty filth, Spanking, Suspension, Training, 1821
Video language: English
We hope you will jerk off and maybe gain a few insights too, as we aim to illuminate things that we simply don´t see everyday.
Format: mp4
Duration: 1:03:40
Video: 1280x720, AVC (H.264), 1622kbps
Audio: 124kbps



File size: 818.4 MB


DOWNLOAD FROM FILESMONSTER: Anastasia Rose - When Pig Girls Fly

Gia Derza: Fits Like a Glove West Columbia

Release Year: 2025
Studio: Kink
Cast: Gia Derza, The Pope
Genres: Brunette, Hardcore, Anal, Natural Tits, Anal Fingering, Fingering, Toys, Hairy, Ass, Fetish, Spanking, Anal fisting
Video language: English
Gia has a great time taking Elizabelle's hard cock inside her until she feels her warm cum all over her stomach and cock.
Format: mp4
Duration: 49:51
Video: 1920x1080, AVC (H.264), 5496kbps
Audio: 187kbps



File size: 2.0 GB


DOWNLOAD FROM FILESMONSTER: Gia Derza: Fits Like a Glove

[LMChallea]

Naughty Mistress Likes To Play With This Hot Girl Anamoose

Release Year: 2014
Cast: Madlin And Cindy Hope
Genres: Bondage, Fetish, BDSM, Wax, Anal, Toys, Lesbian
Video language: English
Mistress Cindy Hope has slavegirl Madlin to play with. While she reads a magazine, the Hungarian goddess keeps her naked submissive standing and leashed next to the couch...
Then Cindy decides to have fun with her subbie. She tugs her down by her leash and gets Madlin eating her out in this fetish Hot video. She has Madlin well-trained to lap deep at her dominant quim...
But Madlin’s duties are not only sexual. The Hungarian slavegirl fetches refreshments for her mistress, but then the domme cruelly trips her...
For such clumsiness, punishment is required in the form of a harsh spanking on Madlin’s naked bottom. In fact, determined to really redden that butt, Mistress Cindy puts Madlin over her knee to unforgettably warm those cheeks.
Then, for her further amusement, Mistress Cindy chains Madlin to the coffee table for some lesbian bondage and pours red candle wax all over the helpless girl’s nude body and shaved pussy! Madlin writhes and gasps in agony as her naked skin is littered with the sizzling wax.
But there’s even more - as inventive Mistress Cindy sits on her slave’s face and then takes out a black dildo for further humiliations and penetrations in this epic of Full HD Bdsm!
Format: mp4
Duration: 37:55
Video: 1920x1080, AVC (H.264), 7810kbps
Audio: 184kbps



File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Naughty Mistress Likes To Play With This Hot Girl

Arielle Aquinas - Anal Circus Girl Cunningham

Release Year: 2017
Studio: Assylum
Cast: Arielle Aquinas
Genres: Rough oral, Bondage, Crying, Dehumanization, face pain, Face slapping, Punishment, Screaming
Video language: English
Throughout it all, she gets hard face slaps, spanks, and learns to eat Dr. Mercies´ ass. Whenever she displeases him, she gets punished, and he collects her tears in a little bottle. The tears will be used next time... for something very twisted you´ve never seen before anywhere.
Format: mp4
Duration: 56:29
Video: 1280x720, AVC (H.264), 2127kbps
Audio: 124kbps



File size: 935.1 MB


DOWNLOAD FROM FILESMONSTER: Arielle Aquinas - Anal Circus Girl

Audrey Holiday - Fuck My Sweet Ass Senseless Massey

Release Year: 2016
Studio: Assylum
Cast: Audrey Holiday
Genres: Whipped cream, Bondage, Nasty filth, Spanking
Video language: English
Dr. Mercies made her tongue his ass so deep that her ear rubbed against his ass cheeks. After he came all over her face and in her mouth, he covered her face with chalkboard tape to seal in that nutritious cum and prepare her for her next lesson.
Format: mp4
Duration: 37:36
Video: 1280x720, AVC (H.264), 2268kbps
Audio: 125kbps



File size: 661.7 MB


DOWNLOAD FROM FILESMONSTER: Audrey Holiday - Fuck My Sweet Ass Senseless

[LMChallea]

Worn Out Electra

Release Year: 2021
Genres: BDSM, Bondage, Spanking, Torture, Humilation
Video language: English
The sack she's tied in covers her pretty face, but there's plenty to see. Her muffled screams can be heard as her suffering begins.
She's strung up by her ankles and the bag comes off. She's going to have to suck his dick to get the treatment she wants.
Format: mp4
Duration: 41:31
Video: 1280x720, AVC (H.264), 7328kbps
Audio: 124kbps



File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Worn Out

Patient Sedusa - Anal Tears at 18 Years Heth

Release Year: 2016
Studio: Assylum
Cast: Patient Sedusa
Genres: Caning, Crying, Face slapping, Paddling, Pain, Punishment, Screaming, Spanking, 1821, Amateur, Big ass
Video language: English
This girl was an anal virgin, but she seems to live for our brand of painal. I don´t know if anyone can help this twisted teenager.
Format: mp4
Duration: 47:55
Video: 1280x720, AVC (H.264), 2064kbps
Audio: 125kbps



File size: 815.6 MB


DOWNLOAD FROM FILESMONSTER: Patient Sedusa - Anal Tears at 18 Years

Chanel Preston's Hot New Play Thing Cleghorn

Cast: Chanel Preston ,Dresden
Genres: dominatrix ,strap-on ,pussy-eating ,shaved ,dungeon ,fingering ,toned ,face-sitting ,fake-boobs ,lezdom
Video language: English
Blonde club goer Dresden finds herself lost in the big city where Chanel Preston snatches her from a dark alley and takes her back to her dungeon. Dresden transforms from a cute damsel in distress to an orgasm hungry submissive slut after Chanel spanks, flogs, finger bangs her before sitting on her face. The evening finishes after Dresden comes multiple times form a hard pussy and ass strap-on fucking!
Format: mp4
Duration: 1:11:36
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 784.7 MB


DOWNLOAD FROM FILESMONSTER: Chanel Preston's Hot New Play Thing

[LMChallea]

Wishlist Penn Laird

Release Year: 2021
Genres: BDSM, Bondage, Spanking, Torture, Humilation
Video language: English
Dee has come back and wants to meet the new slut on the block. That would be Hazel Hypnotic, who is all too ready to sit and chat. She does not realize that all of these questions are designed to give SD an edge in the upcoming fun. Hazel tells it all. How much she loves being tied up and shocked. How great it feels to get fucked and used. How wet it makes her to be humiliated by the things that are done to her. And SD takes all of that knowledge and uses it to make both of them very happy girls.
Format: mp4
Duration: 58:25
Video: 1920x1080, AVC (H.264), 4881kbps
Audio: 100kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Wishlist

Collared, Gagged, Spanked, Whipped Paauilo

Illustrious Rouge is brought in. She is wearing 7" ballet boots and shiny panties. Her wrists are taped behind her back. I sit her in a chair and leave her for a few moments. When I return, I strap a posture collar on her. A big red ballgag is next. I stand her up and make her face a length of pipe. It has a 90 degree attachment at the bottom. She straddles that. She has trouble standing in the boots. I lock her collar to a ring attached to the vertical bar. I grab her by her hair with one hand and start smacking her ass with my other. I eventually remove my hand from her hair and grab her by her right tit. After a while, I pick up a leather belt and continue whipping her ass with it. This goes on until almost the rest of the clip.
Format: Windows Media
Duration: 9:26
Video: 1280x720, Windows Media Video 9, 5956kbps
Audio: 187kbps



File size: 420.9 MB


DOWNLOAD FROM FILESMONSTER: Collared, Gagged, Spanked, Whipped

Violet Monroe - Analand vol.1 Daniels

Release Year: 2015
Studio: Assylum
Cast: Violet Monroe
Genres: Face slapping, Heavy degradation, Nasty filth, Spanking, Big cock, Pornstar, Redhead, Skinny, Two guys
Video language: English
Finally, they take her together to a demented anal amusement park, tie her to the spinning platform, and fuck the shit out of her ass. Lots of ass eating and ass to mouth here, of course.
Format: mp4
Duration: 40:15
Video: 1280x720, AVC (H.264), 2907kbps
Audio: 124kbps



File size: 933.4 MB


DOWNLOAD FROM FILESMONSTER: Violet Monroe - Analand vol.1

[LMChallea]

Patient Charlotte Sartre - Treat my Ass Horribly, p1 Severn

Release Year: 2015
Studio: Assylum
Cast: Patient Charlotte Sartre
Genres: Spanking, Wax play, 1821, Brunette, Skinny, Tattoos, Two girls
Video language: English
In part 2, she´ll get hung from the ceiling and ass fucked while multiple candles whirl over her head and drip burning wax all over her body. Then we´ll wax her asshole shut too. Once again, an authentically hard scene. Other sites fake it, we make it.
Format: mp4
Duration: 40:58
Video: 1280x720, AVC (H.264), 2478kbps
Audio: 125kbps



File size: 783.8 MB


DOWNLOAD FROM FILESMONSTER: Patient Charlotte Sartre - Treat my Ass Horribly, p1

The milgram experiment pt. 1 Glen Carbon

Release Year: 2015
The successful Milgram Experiment series (based on a real Yale University experiment) returns with its third installment. Female volunteers are tested how cruel they are, how far they go when their task is to punish other females (our spankee models) for failing in a test. The outsiders were not aware of the real point of the experiment, they thought that we were scientists, and that we were testing how punishment affects learning. This video features three girls being whipped an caned. Some painful surprises are waiting in this video.
Format: mp4
Duration: 1:58:48
Video: 1280x720, AVC (H.264), 3895kbps
Audio: 153kbps



File size: 3.5 GB


DOWNLOAD FROM FILESMONSTER: The milgram experiment pt. 1

Savannah Fox - Ass-Slave Yoga Dinwiddie

Release Year: 2016
Studio: Assylum
Cast: Savannah Fox
Genres: Licking cum off floor, Rough oral, Bondage, gagging, Spanking, Big ass
Video language: English
Then he fucked her anally on a yoga ball and her yoga mat. He blew a big, thick load all over her tongue, then made her drool it onto the floor and lick it up yoga-style. As a reward, he let her cum quickly after eating all his cum.
Format: mp4
Duration: 50:19
Video: 1280x720, AVC (H.264), 2103kbps
Audio: 125kbps



File size: 824.5 MB


DOWNLOAD FROM FILESMONSTER: Savannah Fox - Ass-Slave Yoga

[LMChallea]

Cowgirl Live part 5 Beach City

Release Year: 2021
Genres: BDSM, Bondage, Spanking, Torture, Humilation
Video language: English
She's been attached to the chair long enough. Let's have her prance and dance around for us. That's right PD -- caress and hold her tight -- close your eyes and dream. And while you do reach down and grab her junk. Massage, squeeze, pull, and knead those soft doughy lips. Stand the gazelle up. Her arms are fastened behind her back in a box tie. Collar her neck with a leather strap and affix it to the pulley chain. We don't want her falling while teetering on those high heels. Yank up on that collar. Love the way the head has that tilt. Stretch her up. A little neck play is due. Slide down her panties.
Format: mp4
Duration: 51:07
Video: 1920x1080, AVC (H.264), 4879kbps
Audio: 106kbps



File size: 1.8 GB


DOWNLOAD FROM FILESMONSTER: Cowgirl Live part 5

Anneliese Snow - Doormat vol.2: the Painal White Horse Beach

Release Year: 2017
Studio: Assylum
Cast: Anneliese Snow
Genres: Face slapping, Riding, Spanking, Suspension, Big ass, Big cock, Blond, Squirting
Video language: English
Then Dr. Mercies turns her into a bouncing bunny, and she bounces on Grim´s cock until he comes straight into her mouth. After a little ass-to-mouth play with the cum and some mannhandling and tit smacking from Dr. Mercies, the two men leave her to bounce around the room and contemplate her own anal sluthood. A great session for visitors who enjoy watching hot, submissive blonds get their sphincters gleefully ruined.
Format: mp4
Duration: 40:58
Video: 1280x720, AVC (H.264), 2061kbps
Audio: 123kbps



File size: 658.1 MB


DOWNLOAD FROM FILESMONSTER: Anneliese Snow - Doormat vol.2: the Painal

Paige Pierce - My Only Joys Are Yours, Sirs Cheboygan

Release Year: 2017
Studio: Assylum
Cast: Paige Pierce
Genres: Crying, gagging, Mind fucking, Pain, Punishment, Screaming, Spanking, Training, Big ass, Tattoos
Video language: English
Dr. Mercies dives deep into her head, with some heavy domination and sadistic mindfucking while Orderly Rex reams her big ass with his long, hard cock. Over the course of her therapy session, Paige learns to forget all her joys and focus instead on what makes the staff at the Assylum happy. You won´t find anything like this anywhere else. This is a hardcore treatment documentary.
Format: mp4
Duration: 54:51
Video: 1280x720, AVC (H.264), 1738kbps
Audio: 124kbps



File size: 751.8 MB


DOWNLOAD FROM FILESMONSTER: Paige Pierce - My Only Joys Are Yours, Sirs

[LMChallea]

Kat Monroe - The Rim Gym Hannover

Release Year: 2017
Studio: Assylum
Cast: Kat Monroe
Genres: Spitting, Ass worship, Face slapping, gagging, Spanking, Big ass, Brunette
Video language: English
But the only way she is allowed to catch her breath is by breathing the air from his ass. He throws in some rough gagging and rude facefucking, then feed her a patient sperm meal. She was a good patient who left Dr. Mercies proud.
Format: mp4
Duration: 35:03
Video: 1280x720, AVC (H.264), 1756kbps
Audio: 120kbps



File size: 484.0 MB


DOWNLOAD FROM FILESMONSTER: Kat Monroe - The Rim Gym

Mixed Lust Glendale Springs

Release Year: 2021
Genres: BDSM, Bondage, Spanking, Torture, Humilation
Video language: English
The perfect mix of black and blue, 731 and betty share some quality time in the country. First PD ties the two girls tightly on a mattress, gagging them with socks and covering 731 with a canvas bag. He plays with their breath, suffocating them both till they are gasping and choking for air.
Format: mp4
Duration: 57:36
Video: 1920x1080, AVC (H.264), 4880kbps
Audio: 107kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Mixed Lust

Patient Ava Little - Cummie, the Painal Cum Cat Broadview Heights

Release Year: 2017
Studio: Assylum
Cast: Patient Ava Little
Genres: Nasty cum play, Painal, Spitting, Bondage, Caning, Face slapping, Nasty filth, Spanking, Training, 1821, Redhead
Video language: English
The toy hurts her ass when it goes inside her, but she learns to take her painal with a smile. This was an authentic domination session with a genuine, submissive 21-year-old.
Format: mp4
Duration: 46:45
Video: 1280x720, AVC (H.264), 2633kbps
Audio: 124kbps



File size: 947.3 MB


DOWNLOAD FROM FILESMONSTER: Patient Ava Little - Cummie, the Painal Cum Cat