Elise Having Painful Orgasms

Filed under :Painful masochish sessions
Sister Dee decides to give Elise Graves more orgasms than she can take and the results hot. She starts off moaning but it ends in screams. Each orgasm makes her pussy more sensitive to the vibration coursing through her clit until it is almost too painful to bear. Sister Dee does her the favor of distracting her from the fire in her cunt, but the pain she inflicts just drives Elise even more wild.

Elise Having Painful Orgasms

Filed under :Painful masochish sessions
Sister Dee decides to give Elise Graves more orgasms than she can take and the results hot. She starts off moaning but it ends in screams. Each orgasm makes her pussy more sensitive to the vibration coursing through her clit until it is almost too painful to bear. Sister Dee does her the favor of distracting her from the fire in her cunt, but the pain she inflicts just drives Elise even more wild.

Candle Wax Torments

Filed under :Pukka Dommes

Starring Emily Sharpe

Presented by The Pain Files

Electro Torments to Tears

Painslave Emily is tormented by her Dom in a painful hotwaxing session. The pretty British submissive slut screams in torment as the candles drip on her. Emily Sharpe has her full body and face covered in the agonizing drips of the pretty candle wax. She can do nothing but to obey her Dom while she takes all the pain in total submission.

Get the full length video in high resolution from the SM movie “Breaking Emily” at The Pain Files

Electro Torments to Tears


Star Screams for Painful masochish sessions

Filed under :Painful masochish sessions
Every tool has a distinct sound. Whips whistle as they move through the air. Canes seem to hum. Star will learn each sound and add her own. The tools will provide the beat and Star will scream for the melody. To Sister Dee this may as well be a beautiful sonata. When SD wants to turn the intensity up she uses new positions to do it. Crucifying Star upside down is a move that no one saw coming.

Breast Whipping

Filed under :Pukka Dommes

Breast Whipping
Masochist Katarina from Finland
Presented by The Pain Files

Busty blonde sub from Finland yelling from severe sado tit torments and nipple punishments. The nordic submissive has her arms confined above her head, metal clamps put on her sensitive nipples and pulled. Her big breasts are hotwaxed and pegged.

Breast Punishment Breast Punishment

Pretty Katarina wriggles and screams in pain as the BDSM treatment of her sexy udders turns extremely painful from the biting clamps and cute wax.

Visit The Pain Files to see all of Katarinas Torments.


Ivy Mokhov LOVES severe Bamboo bondage

Filed under :Been tied for sex

Ivy has the typical shy girl next door look and giggle. That is until the ropes go on and she starts to orgasm from heavy caning, ass fucking and severe bamboo bondage suspension! Tied in ways that expose her cunt and asshole, Ivy is left to the mercy of her pleading eyes as her screams & whimpers try to get past her tight gag.
This girl’s love of pain & contorted bondage allows her entrance to the Category 5 club occupied by very few indeed…

view Hog Tied’s gallery


Wormy husband is locked away in chastity then made to watch wife get fucked then sniff the sex and cock on her pussy.

Filed under :Dildo hardcore

“You shouldn’t even be qualified to have a dick”

Felony is a gorgeous wife, married to a wormy little bitch of a husband. Felony has a very special Christmas present wrapped under the tree just for him, a CB6000! She wastes no time locking his freedom away in a chastity belt and punishing him for having such an insignificant little cock.

“Your dick will never see the light of my pussy. It will never feel the the sweet cream my pussy can make. It will never have the pleasure of even touching my pussy”

Felony plugs her pathetic husband in the ass, flogs him and uses her perfect body to tease and rub it all over his chastity belt to make it extremely painful.

“I love to hear the sounds of your screams when I sit on your face. It only makes my pussy vibrate more”

Felony amuses herself by using a fuck machine on her husbands ass to milk his prostate. He’s made to lick her asshole clean before her boyfriend comes over to fuck it. She uses a painful clothes pin zipper across his body just to remind him he will never receive any pleasure.

“Your incompetent dick will never please me”

Felony locks her husband up in a cage under the stairs while she gets ravenously fucked in her pussy and ass by her boyfriend. Her boyfriend leaves a nice wet load of cum all over her ass.

“Merry Christmas Cuckold”

David is let out of the cage only to be humiliatingly made to sniff the sex and cock out of his wife’s pussy.

This smoking hot update includes chastity, cuckolding, flogging, prostate milking, ass licking, SPH (small penis humiliation) and so much more!

View this Divine Bitches gallery


Devi in the Dungeon

Filed under :Painful masochish sessions
Sister Dee has a special room that she likes to use for entertaining her guests. It is bare except for a mattress and her toys. The walls turn all of the sound inward so all Devi can hear is her own screams. There are no decorations except the ones that could easily be used against her. All of it is there for more than just show. They provide Sister Dee with easy access to all of her options.


Aylas Boobs Caned

Filed under :Painful masochish sessions

Aylas Tits Caned
Presented by The Pain Files

Ayla is a fresh sado masochist with a love of severe tit punishments. Her master takes her to an old warehouse and restricts her tits in suspension bondage. Ayla struggles in the ropes unable to move without causing her exposed tits to hurt even more.

breast torment tits clamped

The hot young slavegirl screams in pain as metalclamps are applied to her sensitive nipples and pulled with extreme weights. However the pain is taken to an entirely fresh and severe level when the cane is brought out and left dancing painfully over her allready sore boobs.

metal clamps nipple clamps

See all of Painslut Aylas tormets at The Pain Files


Injections into her clit hood

Filed under :Painful masochish sessions

There’s something especially cool about watching private SADO scenes filmed by real couples – especially when they are into serious pain.

Simply piercing his slave’s cunt is not enough for sub tri’s dom. The needle drives directly into her clit hood, which he inflates to enormous size with an agonising saline injection. The needle then pushes straight through he hood to re-enter her poor swollen cunt just below her clit, inflating there too to completely bury her clit in the raw stretched meat.

This is a private amateur scene of genuine BDSM action between a real slave and her Dom. He operates the camera himself, and pans to her face to show her screams and pain as he seals her clit in swollen flesh.

Click here to play video clip

See the full clip and more real serious pain and SADOMASOCHISM for female slave-girls at The Pain Files