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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
    604.5K views
    This GIANT TS RAW COCK will HURT!!!
    00:41
    This GIANT TS RAW COCK will HURT!!!
    329.5K views
    She'll give him a sore ass and weak legs
    01:53
    She'll give him a sore ass and weak legs
    167.6K views
    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    10:28
    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    58K views
    Boss tranny show him his painful role
    02:17
    Boss tranny show him his painful role
    XXL4XXL
    33.4K views
    ts cock this big is gonna hurt
    07:23
    ts cock this big is gonna hurt
    50.9K views
    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
    8.4K views
    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
    57.5K views
    Big Black Cocks Really hurts
    05:07
    Big Black Cocks Really hurts
    cd_aysemmm
    3.5K views
    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
    32.8K views
    Slutypia rides first time ass wide open it hurts so good
    00:53
    Slutypia rides first time ass wide open it hurts so good
    8K views
    Hurts so good
    08:44
    Hurts so good
    33.4K views
    Femmby hurts their dick and has a painful ruined orgasm
    05:08
    Femmby hurts their dick and has a painful ruined orgasm
    2K views
    Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
    00:46
    Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
    StrightAss
    1.5K views
    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
    2.1K views
    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
    Tranny Newbies
    1.2K views
    Cum hurt me!
    03:29
    Cum hurt me!
    Victoria Lecherri
    3.9K views
    A quickie during the game never hurts
    06:11
    A quickie during the game never hurts
    17.2K views
    BLACK SHEMALE COCK DOES HURT
    01:16
    BLACK SHEMALE COCK DOES HURT
    503.9K views
    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
    06:51
    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
    Astra DIsaster
    99K views
    Blond angel tranny can't take this painal anymore
    07:11
    Blond angel tranny can't take this painal anymore
    67.9K views
    No rights day in da house. Painal for a harrased snowbunny the sissy slut Alina
    01:35
    No rights day in da house. Painal for a harrased snowbunny the sissy slut Alina
    alinanightsky
    5.7K 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!
    18.3K views
    This Dildo Hurts!
    07:07
    This Dildo Hurts!
    Subby Kim
    12.2K views
    fucking my femboy slave sissy slut painful anal
    01:33
    fucking my femboy slave sissy slut painful anal
    114.2K views
    Goddess TS Foxxy's Painal Slave
    07:26
    Goddess TS Foxxy's Painal Slave
    Kink
    209.7K views
    Stretch Nipples with special tool , VERY PAINFULL !!
    08:34
    Stretch Nipples with special tool , VERY PAINFULL !!
    12.8K views
    A Sissy Painslut Slave Is Born!
    14:44
    A Sissy Painslut Slave Is Born!
    32.6K 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
    6.3K views
    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
    09:57
    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
    25.1K views
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    05:55
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    30.2K views
    Young Goth Trans Does Painful Anal
    06:12
    Young Goth Trans Does Painful Anal
    Khatara Shikiku
    5K views
    This big fat strapon dildo will hurt at first
    09:38
    This big fat strapon dildo will hurt at first
    Sissy Instruction
    16.1K views
    Up Close Painful Femboy Dildo Practice
    01:04
    Up Close Painful Femboy Dildo Practice
    Khatara Shikiku
    3K views
    It hurt so much but I put it all inside
    05:07
    It hurt so much but I put it all inside
    cd_aysemmm
    1.8K views
    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
    4.7K views
    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
    3.5K views
    Putting this humongous dildo in my ass hurt
    04:17
    Putting this humongous dildo in my ass hurt
    FeelingFull
    1.6K views
    CdTina painful anal
    01:37
    CdTina painful anal
    2.6K views
    DGB - TRANNY GAY GREEN HIGH HEELS PAINFULL ANAL - ASS GAPING
    09:55
    DGB - TRANNY GAY GREEN HIGH HEELS PAINFULL ANAL - ASS GAPING
    2.9K views
    Sissy painful chastity cage cumshot with hair clip
    01:00
    Sissy painful chastity cage cumshot with hair clip
    Sorona
    4.5K views
    Fucking my sore butthole with dildo.
    01:22
    Fucking my sore butthole with dildo.
    everydeygrey
    2.9K views
    Kinky iris with new spike clamps, very painfull first time
    06:52
    Kinky iris with new spike clamps, very painfull first time
    8.5K views
    Ouch feels good ouch!
    23:56
    Ouch feels good ouch!
    14.9K views
    Tgirl Scarlette is so horny that it hurts
    00:59
    Tgirl Scarlette is so horny that it hurts
    1.5K views
    It hurts so good.
    00:13
    It hurts so good.
    3.4K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    933.3K views
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