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    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    36.4K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    43.1K views
    This Dildo Hurts!
    07:07
    This Dildo Hurts!
    Subby Kim
    10.9K views
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    43.5K views
    FEMOUT.XXX: So Hard It Hurts
    03:11
    FEMOUT.XXX: So Hard It Hurts
    Femout
    13.8K views
    Candle Wax & Chastity Go Together like PB & Jelly
    07:05
    Candle Wax & Chastity Go Together like PB & Jelly
    MJ
    3.1K views
    Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
    03:43
    Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
    Sissy Sandy
    5K views
    Sweet Anal Pain for Solo Sissy CD
    05:00
    Sweet Anal Pain for Solo Sissy CD
    Regina Blasegern
    9.1K views
    Ladyboy Lisa 3 Pain And Pleasure
    06:12
    Ladyboy Lisa 3 Pain And Pleasure
    Ladyboy Gold
    21.9K views
    FUCKING MY HOLE WITH A BOTTLE
    00:26
    FUCKING MY HOLE WITH A BOTTLE
    Natasha Fox
    1.3K views
    Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    667.9K views
    Painting tranny
    07:53
    Painting tranny
    419.5K views
    BLACK SHEMALE COCK DOES HURT
    01:16
    BLACK SHEMALE COCK DOES HURT
    485.2K views
    I love a challenge, but this dick was already hurting me inside
    09:31
    I love a challenge, but this dick was already hurting me inside
    Nathalia Fontes
    12.2K views
    Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    Kink
    928.7K views
    This GIANT TS RAW COCK will HURT!!!
    00:41
    This GIANT TS RAW COCK will HURT!!!
    320.2K views
    pain turns me on
    01:14
    pain turns me on
    boobyb0y
    84.6K views
    Pain and Pleasure Part 2
    01:15:03
    Pain and Pleasure Part 2
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    Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
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    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
    106.7K 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
    32.2K 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
    13.8K views
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    162.9K views
    Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!
    01:12
    Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!
    14.7K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    44.2K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    59.8K views
    Pleasure and pain 2
    26:26
    Pleasure and pain 2
    271.6K 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
    171.8K views
    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
    06:51
    Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
    Astra DIsaster
    91.8K views
    fucking my femboy slave sissy slut painful anal
    01:33
    fucking my femboy slave sissy slut painful anal
    112.1K 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
    22.7K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    72.3K views
    Tiny dicks moaning in agony
    54:27
    Tiny dicks moaning in agony
    268.3K views
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    50.7K views
    Dulce Hurts My ass1
    04:08
    Dulce Hurts My ass1
    84.1K 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
    112.8K 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
    70.4K views
    More maintenance spanking for Kitsy. OTK punishment.
    06:53
    More maintenance spanking for Kitsy. OTK punishment.
    Kitsy Meow
    4.9K views
    i get fucked till hurt a7777
    04:11
    i get fucked till hurt a7777
    206.9K 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
    51.7K views
    Black Guy Burst My Ass Until It Hurt Me
    02:31
    Black Guy Burst My Ass Until It Hurt Me
    109K views
    How a Tgirl severely punishs her big cock.
    10:29
    How a Tgirl severely punishs her big cock.
    MyLolaTrav
    22.3K views
    Dulce Hurts My Ass2
    04:09
    Dulce Hurts My Ass2
    85.3K views
    Put it in me doc. Make it hurt
    05:45
    Put it in me doc. Make it hurt
    Angeles Cid
    155K views
    Pleasure Pain Sissy
    03:14
    Pleasure Pain Sissy
    37.7K 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
    37K 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
    14.6K views
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