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    Pain and Pleasure Part 2
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    Pain and Pleasure Part 2
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    Pain and pleasure, chastity and lust, Part 2
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    Pain and pleasure, chastity and lust, Part 2
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    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
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    Pain and Pleasure
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    Pain and Pleasure
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    Anal fist fuck faggot love to feel the pain in the ass
    18:18
    Anal fist fuck faggot love to feel the pain in the ass
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    Pain and pleasure, chastity and lust, Part 1
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    Pain and pleasure, chastity and lust, Part 1
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    Black blow up spiked butt plug for my S&M Daddies!
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    Black blow up spiked butt plug for my S&M Daddies!
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    Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
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    Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
    08:01
    Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
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    Kisses and pain in intimity
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    Kisses and pain in intimity
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    3 dildos, a crop, clothspins and a horny girl on a bed
    09:09
    3 dildos, a crop, clothspins and a horny girl on a bed
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    Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
    06:08
    Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
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    Morning Procedures - bathing in sheer lingerie and painful anal stretching
    06:36
    Morning Procedures - bathing in sheer lingerie and painful anal stretching
    Chantal Fouet
    3.4K views
    pain, pleasure & cum load for T-girl Alexandra
    11:13
    pain, pleasure & cum load for T-girl Alexandra
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    Domination and pain with this 2 shemales hardcore punishment
    10:07
    Domination and pain with this 2 shemales hardcore punishment
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    Linday Purple Pain
    10:15
    Linday Purple Pain
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    Not available in United States

    painful anal stretching and outdoor cumshot
    04:34
    painful anal stretching and outdoor cumshot
    Chantal Fouet
    3.3K views

    Not available in United States

    Not available in United States

    Not available in United States

    I am a naughty bitch that needs to be punished severely
    06:39
    I am a naughty bitch that needs to be punished severely
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    2.5K views
    Sissy Maid - Pain & Pleasure Bondage
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    Sissy Maid - Pain & Pleasure Bondage
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    Perfect Penis Pill for my subincision
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    Perfect Penis Pill for my subincision
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    Linday Loves Pain
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    Linday Loves Pain
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    CdTina painful anal
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    CdTina painful anal
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    Finishing up with pain on my balls
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    Finishing up with pain on my balls
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    Pain and Joy 2
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    Pain and Joy 2
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    Fat Sissy light ball torture and wax play in chastity
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    Fat Sissy light ball torture and wax play in chastity
    Chubby Sissy Dani
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    sissy slut with nipple clamps
    01:19
    sissy slut with nipple clamps
    Emma Huntcock
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    Electro Plug slips all the way in
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    Electro Plug slips all the way in
    Anyankah Renee Athanasia
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    sissy slut punishing herself with a paddle
    02:49
    sissy slut punishing herself with a paddle
    Emma Huntcock
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    Transsexual
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    Transsexual
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    Sissy and the tip
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    Sissy and the tip
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    Pain Is Her Pleasure
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    Pain Is Her Pleasure
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    Pain Slut Kira
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    Pain Slut Kira
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    Just because I can..
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    Just because I can..
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    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
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    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
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    Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
    16:47
    Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
    Kitsy Meow
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    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    08:09
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
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    Lisa Femelle - The Whore of Master pain-
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    Lisa Femelle - The Whore of Master pain-
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    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
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    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
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    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
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    How to Give Pain and Pleasure to a Big Sissy Cock
    11:41
    How to Give Pain and Pleasure to a Big Sissy Cock
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    My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
    06:06
    My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
    Nathalia Fontes
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    Pleasure Pain Sissy
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    Pleasure Pain Sissy
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