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    01:12
    Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!
    Alexis Tall Goddess
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    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
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    BLACK SHEMALE COCK DOES HURT
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    A Sissy Painslut Slave Is Born!
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    My huge tranny cock is going to hurt a little at first
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    Boss tranny show him his painful role
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    A quickie during the game never hurts
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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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    Big Black Cocks Really hurts
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    cd_aysemmm
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    Up Close Painful Femboy Dildo Practice
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    Khatara Shikiku
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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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    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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    It hurt so much but I put it all inside
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    cd_aysemmm
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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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    everydeygrey
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    This big fat strapon dildo will hurt at first
    09:38
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    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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    Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
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    iFetFuc
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    Femmby hurts their dick and has a painful ruined orgasm
    05:08
    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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    10:15
    Sissy Anal Close up of 8 plus inches it hurts so good
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    Tgirl Scarlette is so horny that it hurts
    00:59
    Tgirl Scarlette is so horny that it hurts
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    Hatanoxxxmiwa
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    Princess Butt-slut - Anal - Gapes - Huge Cumshots
    19:25
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    Melodyfluffington
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    Petite Small Tits Trans Princess Emmy Intense BBC Anal Sex
    08:12
    Petite Small Tits Trans Princess Emmy Intense BBC Anal Sex
    hothotfilms
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