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The torment and humiliation of their Mistress

jameson14

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A Slut's Examination pt 1

A Slut's Examination -pt 1


Henna is back again, and our intense pain loving slut needs to thoroughly examined. Dr. Alebeard is in the house, and soon he's spreading open her already moist pussy and punishing it with his leather crop.
Henna
BDSM, Pain, Toy
Pics: 183
Name: hennamh2s1_photography.zip
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jameson14

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Weeping Willow

Weeping Willow


Not exactly an original pun, I admit, but when someone hands me a willowy little painslut like this and she cries so beautifully, I couldn't help but resort to this painful pun. The pun is nothing compared to the hard caning she gets though. Such hard punishment for such a skinny girl.
Willow Hayes
BDSM, Pain, Toy
Pics: 206
Name: willow1_photography.zip
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jameson14

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Dancing Clamps

Dancing Clamps


Winnie's nice, perky tits need some tender loving abuse from Alebeard. Clamping her big nipples with weighted clamps, Winnie does a lovely dance of pain with her tits while Alebeard spanks her with the crop.
Winnie Rider
BDSM, Pain, Toy
Pics: 507
Name: winnie4_photography.zip
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jameson14

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After Pleasure...

After Pleasure...


Ash's pussy is big, red and swollen but Alebeard is feeling generous. He's going to let Ash have an orgasm or two, and with the hitachi wand that's exactly what she gets. Of course after her pleasure comes the pain, and we clamp her pussy lips shut for being such a filthy whore.
Ash
BDSM, Pain, Toy
Pics: 350
Name: ash4_photography.zip
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jameson14

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Silence, pig!

Silence, pig!


We're getting sick and tired of Ivy's constant whining. We've barely started whipping her soft little pussy and tits, but she's acting like we've been at it for days. Well luckily we have a mask that'll keep this little pain pig quiet while Alebeard whips her cunt with his crop!
Ivy
BDSM, Pain, Toy
Pics: 212
Name: ivy3_photography.zip
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Size: 56 Mb
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jameson14

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Winnie and Alebeard

Winnie and Alebeard


Now that Winnie has had her fun cumming all over Dru's strap, and her pussy is red and swollen, its time for Alebeard to have a turn with the lovely Winnie. And of course the first thing that appeals to him are those big heavy breasts that just call out for punishment. Strapping her to our brand new bondage bed, Alebeard takes his time covering Winnie's nipples in welts!
Winnie Rider
BDSM, Pain, Toy
Pics: 380
Name: winnie3_photography.zip
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jameson14

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Ash's Star

Ash's Star


Ash is getting pretty worn out already, between her caned ass and tormentd thighs she's been through a lot. But that doesn't stop Alebeard from taking his single tail to her small firm tits and rubbery nipples. Or keep him from giving her a hard pussy spanking with his hand.
Ash
BDSM, Pain, Toy
Pics: 222
Name: ash3_photography.zip
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jameson14

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Cropping the Ivy

Cropping the Ivy


Ivy is one of those plants that gets overgrown if you don't keep it in check. Our painslut Ivy is the same way, she'll turn into a little bratty bitch at the drop of a hat. So Alebeard uses his crop and cane to make sure we keep Ivy-slut an obedient little painwhore.
Ivy
BDSM, Pain, Toy
Pics: 145
Name: ivy2_photography.zip
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jameson14

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The Cunt Strap Cums

The Cunt Strap Cums


Dru digs out an old strap of his, one that's punished many pussies in its day, and uses it to make Winnie come. Her cute little cunt turns purple and blue from the beating but she comes like a dirty little whore.
Winnie Rider
BDSM, Pain, Toy
Pics: 402
Name: winnie2_photography.zip
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jameson14

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Ivy's Tearful Introduction

Ivy's Tearful Introduction


Poor Ivy has come to Alebeard to suffer his infamous sadistic treatment. Alebeard doesn't waste any time dragging her out of the cage we've stuck in her, quickly dragging her over to the spanking bench and immediately caning her ass until she's crying. She wanted it, and now she's getting it hard.
Ivy
BDSM, Pain, Toy
Pics: 152
Name: ivy1_photography.zip
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Size: 39 Mb
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jameson14

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Ash's Ass

Ash's Ass


I love Ash's pale skin, and her ass is a perfect canvas to show off those beautiful red welts that Alebeard's cane leaves behind. Then he focuses on her adorable pussy, shoving a big ribbed dildo into her aching, wet hole.
Ash
BDSM, Pain, Toy
Pics: 210
Name: ash2_photography.zip
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jameson14

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

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
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jameson14

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Stone: "It fucking hurts so much!"

Stone: "It fucking hurts so much!"


Oh god, why are they caning my ass so hard! Can't they see how sore I am? I can't take it! Why do they keep hurting me?
Stone
BDSM, Pain, Toy
Pics: 268
Name: stonemh2s3_photography.zip
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jameson14

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Oh God! pt 1

Oh God! -pt 1


Hazel doesn't know what she's in for yet. She think she knows what to expect after her last visit, but Alebeard never repeats a performance. He's going to make her suffer in all new ways, starting with a brutal thrashing across her perfect tits. "My tits are on fire!" she screams...careful Hazel, you might give Alebeard ideas...
Hazel Hypnotic
BDSM, Pain, Toy
Pics: 212
Name: hazel2s1_photography.zip
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Size: 70 Mb
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jameson14

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Elise's Purpose

Elise's Purpose


We're going to teach Elise her purpose in life; to suffer and cry for our amusement.
Elise Graves
BDSM, Pain, Toy
Pics: 304
Name: elisetrash6_photography.zip
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jameson14

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Taking down Rain pt 4

Taking down Rain -pt 4


Rain's pussy is just not cooperating with Alebeard's lovely idea of electrocuting it. And that calls for punishment, which is swiftly delivered with Alebeard's crop across her swollen pussy lips.
Rain DeGrey
BDSM, Pain, Toy
Pics: 319
Name: rain4_photography.zip
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jameson14

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Ash: "It's going so deep...it hurts!"

Ash: "It's going so deep...it hurts!"


Watch Paintoy Ash cumming and suffering as Alebeard flogs her pussy while it gets pounded by our fucking machine.
Ash
BDSM, Pain, Toy
Pics: 379
Name: ash8_photography.zip
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jameson14

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Elise Graves: "I'm worthless...keep hurting me!"

Elise Graves: "I'm worthless...keep hurting me!"


Elise Graves returns once again, she may scream and cry every time she comes here, but the reality is that she just can't get enough of Alebeard's abuse. She wants to suffer horribly, and who is Alebeard to deny this gorgeous girl what she wants?
Elise Graves
BDSM, Pain, Toy
Pics: 207
Name: elisecf1_photography.zip
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Size: 67 Mb
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jameson14

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"It Hurts so Good"

"It Hurts so Good"


Ah, those are the words we love to hear coming out of our slutty painwhore Trixie as we pound her cervix with a big purple dildo!
Trixie
BDSM, Pain, Toy
Pics: 270
Name: trixie2s4_photography.zip
Resolution: 720x1280
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jameson14

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No Words, Just Hurt

No Words, Just Hurt


Sometimes when you're really making a whiny bitch like Ivy suffer, you need to just shut up and enjoy the music: the sweet, sweet music of the paddle smacking her soft, round bottom accompanied my her moaning cries of pain.
Ivy
BDSM, Pain, Toy
Pics: 233
Name: ivy7_photography.zip
Resolution: 720x1280
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