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    Painting tranny
    07:53
    Painting tranny
    390.5K views
    Pain and Pleasure Part 2
    01:15:03
    Pain and Pleasure Part 2
    191.9K views
    Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
    258.9K views
    Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    Kink
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    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    153.2K 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
    23.8K views
    Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
    36.9K views
    Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    644.4K views
    Just because I can..
    18:29
    Just because I can..
    Twistedrama
    76.6K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
    82.8K 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
    109.6K 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
    545.8K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    38.3K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    69K 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
    98.7K views
    Pleasure and pain 2
    26:26
    Pleasure and pain 2
    266K 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
    73.6K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    54.4K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    104.7K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    40.3K 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
    19.6K views
    How to Give Pain and Pleasure to a Big Sissy Cock
    11:41
    How to Give Pain and Pleasure to a Big Sissy Cock
    MyLolaTrav
    35K views
    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
    02:46
    Daddy domination over his sissy sex slave and to taught her that my place is under his balls
    alinanightsky
    8.7K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    14.4K 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
    65K views
    Pleasure Pain Sissy
    03:14
    Pleasure Pain Sissy
    36.8K views
    FtM bonus Toy : 100 cunt slaps
    03:23
    FtM bonus Toy : 100 cunt slaps
    BonusholeToy
    16.1K views
    Balls stretched masturbation
    04:08
    Balls stretched masturbation
    MyLolaTrav
    18.7K views
    How to torture a beautiful sissy cock
    09:59
    How to torture a beautiful sissy cock
    MyLolaTrav
    18.7K views
    pain turns me on
    01:14
    pain turns me on
    boobyb0y
    74.7K 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
    49.3K views
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    47.9K views
    Pleasure and pain
    21:12
    Pleasure and pain
    66.4K views
    Shemale with leather cloth likes cruel sex with pain in her apartment
    19:49
    Shemale with leather cloth likes cruel sex with pain in her apartment
    90.1K views
    got a new toy with electro shock and vibrating function
    08:24
    got a new toy with electro shock and vibrating function
    4.7K 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
    17.6K views
    Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
    08:01
    Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
    Linzy19
    33.3K 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
    5.3K views
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    29.5K views
    How a Tgirl severely punishs her big cock.
    10:29
    How a Tgirl severely punishs her big cock.
    MyLolaTrav
    20K views
    Sissy faggot bitch
    11:32
    Sissy faggot bitch
    Sissy Cindy Slut
    5.7K views
    Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
    25:04
    Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
    Derek6699
    8.4K views
    Working on Sissy Slave Denise Humain Nipples for hours Part 1
    10:01
    Working on Sissy Slave Denise Humain Nipples for hours Part 1
    Denise Humain
    43.4K views
    Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
    14:42
    Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
    Denise Humain
    12.7K views
    Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
    00:43
    Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
    Allmylinks
    27.7K 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
    17.7K views
    third try with triple penetration toy
    07:35
    third try with triple penetration toy
    2.1K views
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