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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
    82K views
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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
    Candy Ass Sissy
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    Black blow up spiked butt plug for my S&M Daddies!
    08:37
    Black blow up spiked butt plug for my S&M Daddies!
    Victoria Lecherri
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    Boss tranny show him his painful role
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    Boss tranny show him his painful role
    XXL4XXL
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    Redhead Asian shemale all covered in pain gets fucked
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    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
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    Working on Sissy Slave Denise Humain Nipples for hours Part 1
    10:01
    Working on Sissy Slave Denise Humain Nipples for hours Part 1
    Denise Humain
    45K views
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    28:23
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    Denise Humain
    1.8K 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
    19.1K views
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
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    Kill that sweet butthole with a Dildo
    03:26
    Kill that sweet butthole with a Dildo
    Charlotte Wilde
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    Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
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    Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
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    00:20
    Sissy training Extreme CBT electric shock cock pain bdsm
    iFetFuc
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    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
    4.9K views
    MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
    05:24
    MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
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    Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
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    Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
    Denise Humain
    3.1K views
    Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
    44:19
    Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
    Denise Humain
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    cd tranny getting anal pain pounding by fucking machine
    00:57
    cd tranny getting anal pain pounding by fucking machine
    Sasha Earth
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    Rebeccas Maso Perversions
    22:12
    Rebeccas Maso Perversions
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    TS_ScarlettRose struggles to take it!
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    TS_ScarlettRose struggles to take it!
    forsakinsin
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    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    03:41
    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    Cyanide Mistress Of Darkness
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    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
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    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 2 - 4
    02:02
    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 2 - 4
    Denise Humain
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    Perfect Penis Pill for my subincision
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    Perfect Penis Pill for my subincision
    Vulva Cock Jez
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    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 4 - 4
    10:24
    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 4 - 4
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    ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
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    ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
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    EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BIZAR
    05:41
    EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BIZAR
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    Denise Humain in bath Final hard self spanking and nipple pain
    23:11
    Denise Humain in bath Final hard self spanking and nipple pain
    Denise Humain
    4.7K views
    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 3 - 4
    08:03
    Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 3 - 4
    Denise Humain
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    Hot Crossdresser fucks herself with a massive homemade toy!!
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    Hot Crossdresser fucks herself with a massive homemade toy!!
    Dope Slut
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    FUCKING MY HOLE WITH A BOTTLE
    00:26
    FUCKING MY HOLE WITH A BOTTLE
    Natasha Fox
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    Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
    00:29
    Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
    iFetFuc
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    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
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    DRIPPING HOT WAX ON MY COCK
    05:57
    DRIPPING HOT WAX ON MY COCK
    Kenzie Star
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    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    01:48
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
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    The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    10:53
    The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    alinanightsky
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    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
    02:46
    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
    alinanightsky
    27K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    30K views
    Compilation with Weekly Episodes from the pain whore Alina
    02:05
    Compilation with Weekly Episodes from the pain whore Alina
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    Pain Is Her Pleasure
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    Pain Is Her Pleasure
    Kink
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    pain turns me on
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    pain turns me on
    boobyb0y
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    A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
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    A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
    alinanightsky
    11.6K views
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    HatanoMiwa
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    fucking my femboy slave sissy slut painful anal
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    fucking my femboy slave sissy slut painful anal
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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
    Nicole Montero
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    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    49.8K 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
    67.9K views
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