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    My huge tranny cock is going to hurt a little at first
    14:37
    My huge tranny cock is going to hurt a little at first
    Tranny Newbies
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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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    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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    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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    This GIANT TS RAW COCK will HURT!!!
    00:41
    This GIANT TS RAW COCK will HURT!!!
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    She'll give him a sore ass and weak legs
    01:53
    She'll give him a sore ass and weak legs
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    Blond angel tranny can't take this painal anymore
    07:11
    Blond angel tranny can't take this painal anymore
    63.7K views
    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!
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    Boss tranny show him his painful role
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    Boss tranny show him his painful role
    XXL4XXL
    28.8K views
    fucking my femboy slave sissy slut painful anal
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    fucking my femboy slave sissy slut painful anal
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    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
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    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
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    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    10:28
    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    53.6K views
    This Dildo Hurts!
    07:07
    This Dildo Hurts!
    Subby Kim
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    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    05:55
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    29.6K 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
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
    09:57
    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
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    ts cock this big is gonna hurt
    07:23
    ts cock this big is gonna hurt
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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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    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
    3K views
    I want to lick a black dick and then put it in my ass. I want to drink milk, I am bored. That's my ass hurting. I want a black penis that relieves me of honey.
    01:10
    I want to lick a black dick and then put it in my ass. I want to drink milk, I am bored. That's my ass hurting. I want a black penis that relieves me of honey.
    Zwiml_oficaill
    1K views
    Young Goth Trans Does Painful Anal
    06:12
    Young Goth Trans Does Painful Anal
    Khatara Shikiku
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    painful anal stretching and outdoor cumshot
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    painful anal stretching and outdoor cumshot
    Chantal Fouet
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    Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
    01:52
    Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
    MaureenNadh
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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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    Fucking my sore butthole with dildo.
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    Fucking my sore butthole with dildo.
    everydeygrey
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    Painful Anal with a huge vegetable
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    Painful Anal with a huge vegetable
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    Up Close Painful Femboy Dildo Practice
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    Up Close Painful Femboy Dildo Practice
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    Your tight white ass is going to be sore for a week
    15:19
    Your tight white ass is going to be sore for a week
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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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    It hurt so much but I put it all inside
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    It hurt so much but I put it all inside
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    Sissy Anal Close up of 8 plus inches it hurts so good
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    Sissy Anal Close up of 8 plus inches it hurts so good
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    CdTina painful anal
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    CdTina painful anal
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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
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    Putting this humongous dildo in my ass hurt
    04:17
    Putting this humongous dildo in my ass hurt
    FeelingFull
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    My First Painfull Dildo
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    My First Painfull Dildo
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    DGB - TRANNY GAY GREEN HIGH HEELS PAINFULL ANAL - ASS GAPING
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    DGB - TRANNY GAY GREEN HIGH HEELS PAINFULL ANAL - ASS GAPING
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    first bbc for sexy blonde ts
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    first bbc for sexy blonde ts
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    I FUCK ON THE FIRST DATE
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    I FUCK ON THE FIRST DATE
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    First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    1.3M views
    Trap takes BWC for the first time from daddy
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    Trap takes BWC for the first time from daddy
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    first time taking BWC in ass and i like it. Part 2
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    first time taking BWC in ass and i like it. Part 2
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    First experience with a thick tranny
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    First experience with a thick tranny
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    Wife gives Crossdresser Husband his first cock
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    Wife gives Crossdresser Husband his first cock
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    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
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    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
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    My first sex with a Ladyboy
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    My first sex with a Ladyboy
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    Jesslynn letting master have her first
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    Jesslynn letting master have her first
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    First sex with trans
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    First sex with trans
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