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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
    10.4K צפיות
    Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
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    Just because I can..
    18:29
    Just because I can..
    Twistedrama
    75K צפיות
    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
    97.4K צפיות
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged.
    08:09
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged.
    Kitsy Meow
    72K צפיות
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    53.5K צפיות
    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
    19.1K צפיות
    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
    34.6K צפיות
    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
    64.1K צפיות
    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
    4.2K צפיות
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    9.3K צפיות
    How to torture a beautiful sissy cock
    09:59
    How to torture a beautiful sissy cock
    MyLolaTrav
    18.4K צפיות
    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
    48.8K צפיות
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
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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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    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
    32.2K צפיות
    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
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    29.3K צפיות
    How a Tgirl severely punishs her big cock.
    10:29
    How a Tgirl severely punishs her big cock.
    MyLolaTrav
    19.7K צפיות
    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
    8.1K צפיות
    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
    43.1K צפיות
    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
    12.1K צפיות
    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
    27.4K צפיות
    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
    17.4K צפיות
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    23:29
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    Derek6699
    25.4K צפיות
    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    13:59
    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    Denise Humain
    9.4K צפיות
    Compilation with Weekly Episodes from the pain whore Alina
    02:05
    Compilation with Weekly Episodes from the pain whore Alina
    alinanightsky
    9.3K צפיות
    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
    27.8K צפיות
    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
    20.4K צפיות
    3 dildos, a crop, clothspins and a horny girl on a bed
    09:09
    3 dildos, a crop, clothspins and a horny girl on a bed
    Bambi Christa
    8.4K צפיות
    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
    4.7K צפיות
    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 צפיות
    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
    15.5K צפיות
    Icy Hot Wooden Pony Self Bondage Torture
    17:40
    Icy Hot Wooden Pony Self Bondage Torture
    Derek6699
    16.2K צפיות
    Boss tranny show him his painful role
    02:17
    Boss tranny show him his painful role
    XXL4XXL
    26.1K צפיות
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    02:06
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    Titten-Sau
    15.2K צפיות
    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
    57.6K צפיות
    painful anal stretching and outdoor cumshot
    04:34
    painful anal stretching and outdoor cumshot
    Chantal Fouet
    3.4K צפיות
    Urethral sounding and vibration of a caged and bound shemale
    08:09
    Urethral sounding and vibration of a caged and bound shemale
    MyLolaTrav
    15.9K צפיות
    Candle Wax & Chastity Go Together like PB & Jelly
    07:05
    Candle Wax & Chastity Go Together like PB & Jelly
    MJ
    2.7K צפיות
    dumb slut gets the belt for cumming without permission
    04:08
    dumb slut gets the belt for cumming without permission
    Bambi Christa
    6.6K צפיות
    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    03:41
    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    Cyanide Mistress Of Darkness
    7.3K צפיות
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    15.6K צפיות
    No pain no sissy gain
    01:32
    No pain no sissy gain
    Kittykisses96
    2.3K צפיות
    More maintenance spanking for Kitsy. OTK punishment.
    06:53
    More maintenance spanking for Kitsy. OTK punishment.
    Kitsy Meow
    2.1K צפיות
    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
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