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    Sweet Anal Pain for Solo Sissy CD
    05:00
    Sweet Anal Pain for Solo Sissy CD
    Regina Blasegern
    8.9K views
    cd tranny getting anal pain pounding by fucking machine
    00:57
    cd tranny getting anal pain pounding by fucking machine
    Sasha Earth
    7.4K 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
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    Painting tranny
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    Painting tranny
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    Pain and Pleasure Part 2
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    Pain and Pleasure Part 2
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    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
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    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
    27K views
    Pain Slut Kira
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    Pain Slut Kira
    Twistedrama
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    Pain and Pleasure
    51:35
    Pain and Pleasure
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    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
    109.8K 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
    547.1K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    38.9K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    69.4K 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
    99.2K views
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    08:09
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    Kitsy Meow
    74.2K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    54.9K views
    Redhead Asian shemale all covered in pain gets fucked
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    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    40.6K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
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    Black blow up spiked butt plug for my S&M Daddies!
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    Black blow up spiked butt plug for my S&M Daddies!
    Victoria Lecherri
    20K views
    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
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    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
    alinanightsky
    11.8K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    15.7K 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
    65.5K 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
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    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
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    got a new toy with electro shock and vibrating function
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    got a new toy with electro shock and vibrating function
    4.8K views
    Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
    44:19
    Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
    Denise Humain
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    Extreme Anal Insertion Two Foot Long XXL Anal Slink
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    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
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    Sissy faggot bitch
    11:32
    Sissy faggot bitch
    Sissy Cindy Slut
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    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
    17.8K views
    third try with triple penetration toy
    07:35
    third try with triple penetration toy
    2.2K views
    Painful nice big cock
    01:57
    Painful nice big cock
    63.2K views
    Compilation with Weekly Episodes from the pain whore Alina
    02:05
    Compilation with Weekly Episodes from the pain whore Alina
    alinanightsky
    13.1K views
    Maso Slave Rebecca
    10:22
    Maso Slave Rebecca
    Rebeccafuxx
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    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
    28.6K views
    Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
    03:36
    Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
    xhtad1
    20.6K 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
    168.5K 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
    4.9K views
    Kylie's prediciment
    10:55
    Kylie's prediciment
    Kylie Lynn
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    Morning Procedures - bathing in sheer lingerie and painful anal stretching
    06:36
    Morning Procedures - bathing in sheer lingerie and painful anal stretching
    Chantal Fouet
    3.6K 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
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    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
    15.7K views
    Selfuking
    04:12
    Selfuking
    Papiricoo
    29.1K views
    pain, pleasure & cum load for T-girl Alexandra
    11:13
    pain, pleasure & cum load for T-girl Alexandra
    123K views
    Boss tranny show him his painful role
    02:17
    Boss tranny show him his painful role
    XXL4XXL
    26.8K 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
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    Domination and pain with this 2 shemales hardcore punishment
    10:07
    Domination and pain with this 2 shemales hardcore punishment
    Latina Tranny
    27.2K views
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    05:55
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    29.4K views
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