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    Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    Kink
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    Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
    281.8K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
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    47.4K 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
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    36.4K views
    Pleasure Pain Sissy
    03:14
    Pleasure Pain Sissy
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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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    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
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    64.7K 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
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    18.5K views
    some fun kitty playtime
    16:17
    some fun kitty playtime
    Kittykisses96
    4K 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
    53.8K 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
    115.7K 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
    48.1K 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
    21.8K views
    fucking my femboy slave sissy slut painful anal
    01:33
    fucking my femboy slave sissy slut painful anal
    114.2K views
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    23:29
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    Derek6699
    28.1K views
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    18K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    107.8K views
    Balls stretched masturbation
    04:08
    Balls stretched masturbation
    MyLolaTrav
    20K views
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    28:23
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    Denise Humain
    3.4K views
    Icy Hot Wooden Pony Self Bondage Torture
    17:40
    Icy Hot Wooden Pony Self Bondage Torture
    Derek6699
    18.1K views
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    45.1K 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
    20.3K views
    Daddy Loving Sissy Pain Slut Whipping
    01:17
    Daddy Loving Sissy Pain Slut Whipping
    JessicaLynn15
    5.6K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
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    Candle Wax & Chastity Go Together like PB & Jelly
    07:05
    Candle Wax & Chastity Go Together like PB & Jelly
    MJ
    3.6K views
    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
    12.1K 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
    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
    10.4K views
    Urethral sounding and vibration of a caged and bound shemale
    08:09
    Urethral sounding and vibration of a caged and bound shemale
    MyLolaTrav
    17.1K views
    got a new toy with electro shock and vibrating function
    08:24
    got a new toy with electro shock and vibrating function
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    Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
    10:27
    Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
    Cyanide Mistress Of Darkness
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    dumb slut gets the belt for cumming without permission
    04:08
    dumb slut gets the belt for cumming without permission
    Bambi Christa
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    Labor Pains
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    Labor Pains
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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
    27.8K views
    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    03:41
    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
    Cyanide Mistress Of Darkness
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    young enby does wax play and anal for a vampire
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    young enby does wax play and anal for a vampire
    kit69lupin
    446 views
    Mistress Cy IPL Hair Removal Punishment
    07:02
    Mistress Cy IPL Hair Removal Punishment
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    Sadistic vampire Mistress
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    Sadistic vampire Mistress
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    Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
    09:18
    Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
    MyLolaTrav
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    Maso Bitch Rebecca
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    Maso Bitch Rebecca
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    Kisses and pain in intimity
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    Kisses and pain in intimity
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    Clamping my nipples and clit, masochism
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    pain, pleasure & cum load for T-girl Alexandra
    11:13
    pain, pleasure & cum load for T-girl Alexandra
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    A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator
    18:03
    A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator
    MyLolaTrav
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    Hot Crossdresser fucks herself with a massive homemade toy!!
    02:33
    Hot Crossdresser fucks herself with a massive homemade toy!!
    Dope Slut
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    MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
    05:24
    MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
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    last week some long awaited toys finally arrive and i was eager to test them out part II
    06:31
    last week some long awaited toys finally arrive and i was eager to test them out part II
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