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    Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    662K views
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    160.4K views
    pain turns me on
    01:14
    pain turns me on
    boobyb0y
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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
    104.8K views
    Just because I can..
    18:29
    Just because I can..
    Twistedrama
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    Pleasure and pain 2
    26:26
    Pleasure and pain 2
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    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    58.4K views
    Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
    03:30
    Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
    HatanoMiwa
    290.3K 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
    112K 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
    30.2K views
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    50K 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
    171.1K views
    Boss tranny show him his painful role
    02:17
    Boss tranny show him his painful role
    XXL4XXL
    29.2K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    106K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
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    slave for pain
    00:39
    slave for pain
    30.7K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
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    Working on Sissy Slave Denise Humain Nipples for hours Part 1
    10:01
    Working on Sissy Slave Denise Humain Nipples for hours Part 1
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    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
    68.4K views
    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
    60.1K 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
    51.1K views
    How a Tgirl severely punishs her big cock.
    10:29
    How a Tgirl severely punishs her big cock.
    MyLolaTrav
    21.7K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    42.3K 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
    19.2K 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
    53.8K 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
    36.4K views
    More maintenance spanking for Kitsy. OTK punishment.
    06:53
    More maintenance spanking for Kitsy. OTK punishment.
    Kitsy Meow
    4.3K 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
    31.1K views
    How to torture a beautiful sissy cock
    09:59
    How to torture a beautiful sissy cock
    MyLolaTrav
    19.9K 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
    18.6K views
    Finishing up with pain on my balls
    04:02
    Finishing up with pain on my balls
    Naomi Perv
    2.7K 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
    9.6K views
    Painful nice big cock
    01:57
    Painful nice big cock
    64.4K views
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    23:29
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    Derek6699
    26.4K views
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    02:06
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    Titten-Sau
    16.2K views
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    16.7K 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
    23.9K views
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    30.4K 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
    9.3K views
    Mistress Cy IPL Hair Removal Punishment
    07:02
    Mistress Cy IPL Hair Removal Punishment
    Cyanide Mistress Of Darkness
    10.6K views
    Balls stretched masturbation
    04:08
    Balls stretched masturbation
    MyLolaTrav
    19.2K views
    Sissy training Extreme CBT electric shock cock pain bdsm
    00:20
    Sissy training Extreme CBT electric shock cock pain bdsm
    iFetFuc
    29K views
    Kisses and pain in intimity
    18:35
    Kisses and pain in intimity
    19K views
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    43.1K 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
    5K views
    Pleasure Pain Sissy
    03:14
    Pleasure Pain Sissy
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    Icy Hot Wooden Pony Self Bondage Torture
    17:40
    Icy Hot Wooden Pony Self Bondage Torture
    Derek6699
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