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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
    8.4K views
    Sweet Anal Pain for Solo Sissy CD
    05:00
    Sweet Anal Pain for Solo Sissy CD
    Regina Blasegern
    9.4K views
    Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
    06:57
    Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
    Dope Slut
    1.3K views
    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
    118.9K views
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    01:48
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    608.7K views
    Painting tranny
    07:53
    Painting tranny
    448.4K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    48.6K views
    Pain and Pleasure Part 2
    01:15:03
    Pain and Pleasure Part 2
    214.1K views
    25 min of abuse and hard use for the pain whore Alina
    03:04
    25 min of abuse and hard use for the pain whore Alina
    alinanightsky
    17.3K views
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    13:12
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    Fiona Fortune
    4.3K views
    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
    36.8K views
    Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
    16:47
    Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
    Kitsy Meow
    115.3K views
    Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
    03:30
    Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
    HatanoMiwa
    299.3K views
    Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
    52.8K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    65.3K views
    Compilation with Weekly Episodes from the pain whore Alina
    02:05
    Compilation with Weekly Episodes from the pain whore Alina
    alinanightsky
    31.8K views
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    170.2K views
    some fun kitty playtime
    16:17
    some fun kitty playtime
    Kittykisses96
    4.3K 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
    58.5K 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
    77.8K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    48.7K views
    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
    01:34
    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
    18.8K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    47.6K views
    Boss tranny show him his painful role
    02:17
    Boss tranny show him his painful role
    XXL4XXL
    33.9K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    76.3K views
    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
    25.7K views
    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
    116.2K views
    fucking my femboy slave sissy slut painful anal
    01:33
    fucking my femboy slave sissy slut painful anal
    114.4K views
    she puts her bikini aside and fucks him in painful doggy
    03:20
    she puts her bikini aside and fucks him in painful doggy
    174.8K views
    Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
    04:04
    Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
    HatanoMiwa
    62.1K views
    Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
    17:38
    Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
    Derek6699
    54K 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
    22K views
    Tranny with big cock fucks latino man in the ass
    35:40
    Tranny with big cock fucks latino man in the ass
    EroCom
    4.4K views
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    45.2K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    107.9K views
    Painful nice big cock
    01:57
    Painful nice big cock
    66.6K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
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    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    32K views
    Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
    01:29:00
    Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
    Cyanide Mistress Of Darkness
    20.5K views
    Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
    29:58
    Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
    LaRicura16
    6.2K 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
    6.4K views
    Sissy faggot bitch
    11:32
    Sissy faggot bitch
    Sissy Cindy Slut
    7.1K 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
    25.3K views
    Kylie's prediciment
    10:55
    Kylie's prediciment
    Kylie Lynn
    10.4K views
    Kill that sweet butthole with a Dildo
    03:26
    Kill that sweet butthole with a Dildo
    Charlotte Wilde
    6.1K views
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    01:29
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    MissRose TS
    13.8K views
    Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose
    10:12
    Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose
    Lilith_Eclipse
    17.4K views
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