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    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
    75.3K views
    116 min degrading of bdsm sissy pain whore Alina
    02:20
    116 min degrading of bdsm sissy pain whore Alina
    alinanightsky
    18.2K 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
    65.7K views
    Painful nice big cock
    01:57
    Painful nice big cock
    63.4K views
    Compilation with Weekly Episodes from the pain whore Alina
    02:05
    Compilation with Weekly Episodes from the pain whore Alina
    alinanightsky
    13.9K views
    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
    4.9K 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
    23.3K views
    pain, pleasure & cum load for T-girl Alexandra
    11:13
    pain, pleasure & cum load for T-girl Alexandra
    123K views
    Linday Purple Pain
    10:15
    Linday Purple Pain
    9.1K 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
    7.6K views
    TS_ScarlettRose struggles to take it!
    00:37
    TS_ScarlettRose struggles to take it!
    forsakinsin
    9K views
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    42.3K views
    Tight Ass Shemale Reign Swallow 12 Inch BBC Deep Up Her Ass
    00:40
    Tight Ass Shemale Reign Swallow 12 Inch BBC Deep Up Her Ass
    Soloregin
    2.2K views
    Transsexual
    35:14
    Transsexual
    MIMEROMOLE
    1.5K views
    Sweet Anal Pain for Solo Sissy CD
    05:00
    Sweet Anal Pain for Solo Sissy CD
    Regina Blasegern
    8.9K views
    cd tranny getting anal pain pounding by fucking machine
    00:57
    cd tranny getting anal pain pounding by fucking machine
    Sasha Earth
    7.5K views
    Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
    06:57
    Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
    Dope Slut
    1.2K views
    Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    Kink
    915.1K 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
    28.2K 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
    8.7K views
    More maintenance spanking for Kitsy. OTK punishment.
    06:53
    More maintenance spanking for Kitsy. OTK punishment.
    Kitsy Meow
    3.1K views
    Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
    10:27
    Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
    Cyanide Mistress Of Darkness
    15.9K views
    Get ready for pain and submission little Sissy Slave.
    06:54
    Get ready for pain and submission little Sissy Slave.
    Denise Humain
    7.8K views
    Girl loves pain and cum
    10:00
    Girl loves pain and cum
    12.8K views
    Pink psycho bath bondage
    05:37
    Pink psycho bath bondage
    Jazebel
    2.1K views
    Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
    00:46
    Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
    StrightAss
    1.3K views
    Painting tranny
    07:53
    Painting tranny
    395.7K views
    Pain and Pleasure Part 2
    01:15:03
    Pain and Pleasure Part 2
    193.6K 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
    33.5K views
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    02:37
    DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
    154.5K views
    Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
    38.4K views
    Pain and Pleasure
    51:35
    Pain and Pleasure
    83.2K 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
    110.1K 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
    548.7K views
    Lisa Femelle - The Whore of Master pain-
    13:35
    Lisa Femelle - The Whore of Master pain-
    39.3K views
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    31:02
    HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
    69.7K 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
    99.9K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    55.1K views
    Redhead Asian shemale all covered in pain gets fucked
    07:10
    Redhead Asian shemale all covered in pain gets fucked
    Extreme Ladyboys
    40.8K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    104.9K 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
    14.3K 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
    20.3K 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
    49.7K 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
    17.8K views
    got a new toy with electro shock and vibrating function
    08:24
    got a new toy with electro shock and vibrating function
    4.8K views
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    29.7K 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
    5.4K views
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