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The torment and humiliation of their Mistress

jameson14

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Gagging Whore Part 7

Gagging Whore Part 7


We still feel that Trixie doesn't quite understand the gravity of her mistake. Throwing up on a client is one of the worst crimes a whore can commit. I think a hard flogging will drive that point home.
Trixie
BDSM, Pain, Toy
Pics: 180
Name: trixie7_photography.zip
Resolution: 480x640
Size: 41 Mb
Format: jpg

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jameson14

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Caning her Slutty Little Ass

Caning her Slutty Little Ass


Trixie's fiery red bush can't hide that slutty pussy between her legs, her slender pussy lips gape open looking for something big and hard to stretch and pound it. Alebeard is happy to oblige with a big purple dildo, but just before she can really start enjoying herself he pulls it out and instead takes a cane to her slutty little ass.
Trixie
BDSM, Pain, Toy
Pics: 257
Name: trixie2s3_photography.zip
Resolution: 720x1280
Size: 86 Mb
Format: jpg

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jameson14

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Ivy: "My tits, please leave my tits alone! They hurt too much!"

Ivy: "My tits, please leave my tits alone! They hurt too much!"


Ivy's big, heavy tits are going to be feeling the pain as Alebeard using crops, clamps and suction to turn them into big swollen mounds of pain.
Ivy
BDSM, Pain, Toy
Pics: 268
Name: ivy8_photography.zip
Resolution: 720x1280
Size: 55 Mb
Format: jpg

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jameson14

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Effective Punishments for School girls part 5

Effective Punishments for School-girls -part 5


We want Mina to suffer for us, for her adorable schoolgirl face to be scrunched in pain and covered in tears. Abusing her tight quivering pussy and her tiny tits is the perfect way to achieve that.
Mina Kay
BDSM, Pain, Toy
Pics: 254
Name: mkay5_photography.zip
Resolution: 1467x2200
Size: 70 Mb
Format: jpg

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jameson14

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Willow: "Not the belt on my tits again! Please!"

Willow: "Not the belt on my tits again! Please!"


Willow's hairy cunt will enjoy the vibrator Alebeard is using, but her tits will probably not enjoy the hard strapping they're going to get from Alebeard's belt!
Willow Hayes
BDSM, Pain, Toy
Pics: 272
Name: willow7_photography.zip
Resolution: 720x1280
Size: 116 Mb
Format: jpg

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jameson14

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Whip Well Before Use pt 3

Whip Well Before Use -pt 3


Table tennis is one of the most boring games since... well, tennis. But replace the ball with a helpless painslut, and the paddles with well...paddles, and we're in a game of table tennis actually worth watching. Alebeard and ArtExtreme pass the pain back and forth between them, seeing who can drag the get the loudest scream out of Hazel Hypnotic's mouth.
Hazel Hypnotic
BDSM, Pain, Toy
Pics: 353
Name: hazel3s3_photography.zip
Resolution: 608x1080
Size: 91 Mb
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jameson14

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A Slut's Examination pt 3

A Slut's Examination -pt 3


We're gonna see just how big Henna's mouth really is, first by shoving a gag in her mouth and then by seeing how loud she can scream.
Henna
BDSM, Pain, Toy
Pics: 342
Name: hennamh2s3_photography.zip
Resolution: 720x1280
Size: 95 Mb
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jameson14

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Mercy, Mercy Me! part 2

Mercy, Mercy Me! -part 2


Or asked for. Despite her name, Mercy doesn't really want us to show her mercy. She wants to be used, abused like a piece of meat, to have her dignity stripped by whips, paddles and cocks. She wants the entire world to see her taut body quivering in fear, and her face screaming in agony. She wants to be a Paintoy.
Mercy West
BDSM, Pain, Toy
Pics: 179
Name: mercy2s2_photography.zip
Resolution: 1467x2200
Size: 46 Mb
Format: jpg

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jameson14

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Shown no Mercy pt 3

Shown no Mercy -pt 3


Mercy West just can't keep from squirming around, and we want to watch her scream and cry. Fortunately we have the perfect piece of equipment for her. We stick her head in some stocks, and her arms in restraints, and then whip those pretty tits. She can't even see where the whip is landing, but she can feel every burning lash of the whip...
Mercy West
BDSM, Pain, Toy
Pics: 208
Name: mercy3_photography.zip
Resolution: 608x1080
Size: 56 Mb
Format: jpg

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jameson14

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Emma in the Victorian -Full video


This sought after video is very large, best to download before viewing.
Paintoy Emma
BDSM, Pain, Toy
Pics: 20
Name: emmavictorianvideo_photography.zip
Resolution: 832x1104
Size: 1 Mb
Format: jpg

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jameson14

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Wrecking of a Slave -part 1


Jessica Kay has hardly any tits to speak off, her pitiful A-cup breasts are so small you can't even grab a decent handful. We're going to punish her tits for being so tiny. Starting with her hard nipples, which are just begging for the clamps.
Jessica Kay
BDSM, Pain, Toy
Pics: 149
Name: jkay_photography.zip
Resolution: 1467x2200
Size: 42 Mb
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jameson14

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Brutalizing Miss Lane -pt 6


Ashley's pussy has already had the worst pussy abuse ever suffered on Paintoy. Pussy spankings; IcyHot applied to her pussy lips and fucked inside her with a dildo until even her cervix was coated in it; and relentless commandd orgasms has turned Ashley's one pretty pink fuckhole into a raw angry red gash of burning, aching female flesh. Even the touch of Hitachi on her throbbing, brutalized clit sends Ashley into fits of crying and screaming. But when Alebeard slips the electrified dildo into her abused, quivering hole? She only barely keeps from passing out
Ashley Lane
BDSM, Pain, Toy
Pics: 332
Name: alane14_photography.zip
Resolution: 1467x2200
Size: 91 Mb
Format: jpg

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jameson14

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Hypnotic Suffering -pt 3


Hazel can take a lot of punishment, her ass is already red and blue, and we've barely scratched the surface. Breaking out his flogger Alebeard whips her back while suctioning her tits, and then pounds away at her cunt with the handle of his flogger to see just how much pleasure we can wring out of her quivering body.
Hazel Hypnotic
BDSM, Pain, Toy
Pics: 196
Name: hazel3_photography.zip
Resolution: 720x1280
Size: 55 Mb
Format: jpg

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jameson14

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Darling painslut -pt 2


Nikki Darling's fine ass is tag teamed by Alebeard and Artextreme, who take frequent pauses to examine her wet,glistening pussy. Then, on top of everything else, we clamp those pretty tits and start slapping that gorgeous face.
Nikki Darling
BDSM, Pain, Toy
Pics: 449
Name: nikki2_photography.zip
Resolution: 720x1280
Size: 117 Mb
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jameson14

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Hypnotic Suffering -pt 4


Hazel has been using those pretty tits to hypnotize men for years, and now its time to make them suffer for it.
Hazel Hypnotic
BDSM, Pain, Toy
Pics: 192
Name: hazel4_photography.zip
Resolution: 720x1280
Size: 49 Mb
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jameson14

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Less than Trash Part 2


Elise masturbates her slutty cunt in front of everyone and then is given a hard paddling for being such a slut.
Elise Graves
BDSM, Pain, Toy
Pics: 6
Name: eliseless2_photography.zip
Resolution: 480x640
Size: 0 Mb
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jameson14

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Oh God! -pt 2


Paintoy Hazel Hypnotic continues suffering under Alebeard's cruel treatment, her tits are already burning but her pussy is dripping... juicy and waiting for punishment,
Hazel Hypnotic
BDSM, Pain, Toy
Pics: 207
Name: hazel2s2_photography.zip
Resolution: 720x1280
Size: 62 Mb
Format: jpg

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jameson14

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Winnie: "Not both of them! I can't take it!"


Normally when a girl is strung up and whipped, she has the option of turning herself around to expose a different side when she gets too sore. But when there's a whip on both sides, all she can do is hang there and let the pain lace its way across her soft, vulnerable body. Winnie's tears give proof to her suffering.

BDSM, Pain, Toy
Pics: 198
Name: winnie9_photography.zip
Resolution: 720x1280
Size: 44 Mb
Format: jpg

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jameson14

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Stevie and the Paddle


Stevie gets her creamy white ass reddened with the paddle.
Stevie
BDSM, Pain, Toy
Pics: 78
Name: stevie2_photography.zip
Resolution: 1080x1920
Size: 38 Mb
Format: jpg

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jameson14

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The Russian


This long lost clip has been restored and upgraded! Enjoy our Russian beauty suffering at the hands of Alebeard.
The Russian
BDSM, Pain, Toy
Pics: 20
Name: russianvid_photography.zip
Resolution: 808x1104
Size: 1 Mb
Format: jpg

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