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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.
    Kitsy Meow
    50.8K views
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    42.7K views
    How a Tgirl severely punishs her big cock.
    10:29
    How a Tgirl severely punishs her big cock.
    MyLolaTrav
    16K views
    Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
    14:26
    Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
    Denise Humain
    13.7K views
    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    13:59
    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    Denise Humain
    6.2K views
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    23:29
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    Derek6699
    23.2K views
    Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
    14:42
    Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
    Denise Humain
    8.1K views
    Domination and pain with this 2 shemales hardcore punishment
    10:07
    Domination and pain with this 2 shemales hardcore punishment
    Latina Tranny
    26.4K views
    dumb slut gets the belt for cumming without permission
    04:08
    dumb slut gets the belt for cumming without permission
    Bambi Christa
    5.1K views
    Tabasco Dildo Punishment for forgetting my butt plug today...
    02:50
    Tabasco Dildo Punishment for forgetting my butt plug today...
    Sissy-Hinata
    1.2K views
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    13K views
    Candle Wax & Chastity Go Together like PB & Jelly
    07:05
    Candle Wax & Chastity Go Together like PB & Jelly
    MJ
    1.7K views
    Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
    14:21
    Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
    Denise Humain
    3.1K views
    Mistress Cy IPL Hair Removal Punishment
    07:02
    Mistress Cy IPL Hair Removal Punishment
    Cyanide Mistress Of Darkness
    8.9K views
    DRIPPING HOT WAX ON MY COCK
    05:57
    DRIPPING HOT WAX ON MY COCK
    Kenzie Star
    2.3K views
    Little sluts bills punishment
    10:18
    Little sluts bills punishment
    Lizz_ss25
    3.6K views
    BambiChrista gets punished for making demands of her Master. She has to hit clothspins off her butt and thighs
    06:35
    BambiChrista gets punished for making demands of her Master. She has to hit clothspins off her butt and thighs
    Bambi Christa
    3.1K views
    I am a naughty bitch that needs to be punished severely
    06:39
    I am a naughty bitch that needs to be punished severely
    Victoria Lecherri
    2.2K views
    Tyche_Toxic Winces In Pain During Self CBT
    01:14
    Tyche_Toxic Winces In Pain During Self CBT
    Tyche Toxic
    3.6K views
    Masochistic tranny whips himself with flogger
    05:11
    Masochistic tranny whips himself with flogger
    Keeno666
    1K views
    Hot Wax On Sissy Cock
    04:15
    Hot Wax On Sissy Cock
    SubmissiveFetish
    2.6K views
    The Pressure of Pain and Punishment
    03:41
    The Pressure of Pain and Punishment
    BadGod
    2.2K views
    FtM punished fir being lazy
    05:12
    FtM punished fir being lazy
    BonusholeToy
    667 views
    FtMbonusToy gets water tortured
    13:50
    FtMbonusToy gets water tortured
    BonusholeToy
    2.4K views
    sissy slut punishing herself with a paddle
    02:49
    sissy slut punishing herself with a paddle
    Emma Huntcock
    2.1K views
    Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
    03:43
    Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
    Sissy Sandy
    4.5K views
    Cock Punishment
    00:07
    Cock Punishment
    SubmissiveFetish
    1.2K views
    Painting tranny
    07:53
    Painting tranny
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    Pain and Pleasure Part 2
    01:15:03
    Pain and Pleasure Part 2
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    Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    Kink
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    Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
    218.4K views
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    137.9K views
    Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
    16K views
    Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    596.7K views
    Just because I can..
    18:29
    Just because I can..
    Twistedrama
    58K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
    79.2K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    60.5K views
    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
    80.1K views
    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
    Nicole Montero
    100.8K views
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    01:48
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    509.7K views
    Pleasure and pain 2
    26:26
    Pleasure and pain 2
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    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    42.9K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    33.1K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    33.1K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    100.8K views
    How to Give Pain and Pleasure to a Big Sissy Cock
    11:41
    How to Give Pain and Pleasure to a Big Sissy Cock
    MyLolaTrav
    30.2K views
    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
    55.5K views

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