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    This Dildo Hurts!
    07:07
    This Dildo Hurts!
    Subby Kim
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    Tranny's sore asshole is torn by a huge anal dildo in the bathroom
    05:06
    Tranny's sore asshole is torn by a huge anal dildo in the bathroom
    Dicktrassy dicktrassy
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
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    Up Close Painful Femboy Dildo Practice
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    Up Close Painful Femboy Dildo Practice
    Khatara Shikiku
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    Putting this humongous dildo in my ass hurt
    04:17
    Putting this humongous dildo in my ass hurt
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    Young Goth Trans Does Painful Anal
    06:12
    Young Goth Trans Does Painful Anal
    Khatara Shikiku
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    Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
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    Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
    MaureenNadh
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    Fucking my sore butthole with dildo.
    01:22
    Fucking my sore butthole with dildo.
    everydeygrey
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    This big fat strapon dildo will hurt at first
    09:38
    This big fat strapon dildo will hurt at first
    Sissy Instruction
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    Just got new toy realy big and it hurts lol...had to try it
    22:42
    Just got new toy realy big and it hurts lol...had to try it
    Xi Liang
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    Sissy Anal Close up of 8 plus inches it hurts so good
    10:15
    Sissy Anal Close up of 8 plus inches it hurts so good
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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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    Goddess TS Foxxy's Painal Slave
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    BLACK SHEMALE COCK DOES HURT
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    BLACK SHEMALE COCK DOES HURT
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    A Sissy Painslut Slave Is Born!
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    A Sissy Painslut Slave Is Born!
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    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
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    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
    Astra DIsaster
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    ts cock this big is gonna hurt
    07:23
    ts cock this big is gonna hurt
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    Ouch feels good ouch!
    23:56
    Ouch feels good ouch!
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    This GIANT TS RAW COCK will HURT!!!
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    This GIANT TS RAW COCK will HURT!!!
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    Stretch Nipples with special tool , VERY PAINFULL !!
    08:34
    Stretch Nipples with special tool , VERY PAINFULL !!
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    She'll give him a sore ass and weak legs
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    She'll give him a sore ass and weak legs
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    My huge tranny cock is going to hurt a little at first
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    My huge tranny cock is going to hurt a little at first
    Tranny Newbies
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    Your tight white ass is going to be sore for a week
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    Your tight white ass is going to be sore for a week
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    Boss tranny show him his painful role
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    Boss tranny show him his painful role
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    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
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    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
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    A quickie during the game never hurts
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    A quickie during the game never hurts
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    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
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    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
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    Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!
    01:12
    Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!
    Alexis Tall Goddess
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    painful anal stretching and outdoor cumshot
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    painful anal stretching and outdoor cumshot
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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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    My asshole hurt a lot but I enjoyed it very much
    05:09
    My asshole hurt a lot but I enjoyed it very much
    cd_aysemmm
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    Kinky iris with new spike clamps, very painfull first time
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    Kinky iris with new spike clamps, very painfull first time
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    Big Black Cocks Really hurts
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    Big Black Cocks Really hurts
    cd_aysemmm
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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
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    It hurt so much but I put it all inside
    05:07
    It hurt so much but I put it all inside
    cd_aysemmm
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    Slutypia rides first time ass wide open it hurts so good
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    Slutypia rides first time ass wide open it hurts so good
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    CdTina painful anal
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    Sissy painful chastity cage cumshot with hair clip
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    Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
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    Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
    iFetFuc
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    Femmby hurts their dick and has a painful ruined orgasm
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    Femmby hurts their dick and has a painful ruined orgasm
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    DGB - TRANNY GAY GREEN HIGH HEELS PAINFULL ANAL - ASS GAPING
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    Tgirl Scarlette is so horny that it hurts
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    Tgirl Scarlette is so horny that it hurts
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    It hurts so good.
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    It hurts so good.
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    ride dildo
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    ride dildo
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    Misty from Pokemon has a Penis 2!
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    Misty from Pokemon has a Penis 2!
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    Sissy Coral having an orgasm on her vibrating dildo
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    Sissy Coral having an orgasm on her vibrating dildo
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