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    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
    42.2K views
    Finishing up with pain on my balls
    04:02
    Finishing up with pain on my balls
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    slave for pain
    00:39
    slave for pain
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    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
    17:02
    Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
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    Sissy Maid Icy Hot Wooden Pony Punishment 2
    23:29
    Sissy Maid Icy Hot Wooden Pony Punishment 2
    Derek6699
    29.8K 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
    24.5K views
    Pain and pleasure, chastity and lust, Part 1
    51:35
    Pain and pleasure, chastity and lust, Part 1
    109.7K views
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    02:06
    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
    Titten-Sau
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    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
    5.3K 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
    35.6K views
    Icy Hot Wooden Pony Self Bondage Torture
    17:40
    Icy Hot Wooden Pony Self Bondage Torture
    Derek6699
    19.5K views
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    10:11
    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
    34.3K 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
    11.9K 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
    50.2K views
    Gay Fat Asian Sissy Pain Slut Dancing
    01:11
    Gay Fat Asian Sissy Pain Slut Dancing
    JessicaLynn15
    13.2K views
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    01:29
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    MissRose TS
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    Sissy training Extreme CBT electric shock cock pain bdsm
    00:20
    Sissy training Extreme CBT electric shock cock pain bdsm
    iFetFuc
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    Daddy Loving Sissy Pain Slut Whipping
    01:17
    Daddy Loving Sissy Pain Slut Whipping
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    School Uniform Painful Dragon Dildo Fuck
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    School Uniform Painful Dragon Dildo Fuck
    PrincessKitti3
    569 views
    Pain and Pleasure
    51:35
    Pain and Pleasure
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
    09:57
    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
    26.6K 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
    21.9K views
    Selfuking
    04:12
    Selfuking
    Papiricoo
    31.8K views
    Sissy faggot bitch
    11:32
    Sissy faggot bitch
    Sissy Cindy Slut
    7.6K views
    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
    Lilith_Eclipse
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    Sissy slut in pain
    01:18
    Sissy slut in pain
    SissyPropertyUk
    9.9K views
    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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    Belted sissy pain-slut
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    Belted sissy pain-slut
    28K views
    got a new toy with electro shock and vibrating function
    08:24
    got a new toy with electro shock and vibrating function
    6.1K views
    Kill that sweet butthole with a Dildo
    03:26
    Kill that sweet butthole with a Dildo
    Charlotte Wilde
    6.4K views
    Urethral sounding and vibration of a caged and bound shemale
    08:09
    Urethral sounding and vibration of a caged and bound shemale
    MyLolaTrav
    18K 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
    7.1K views
    Sissy Maid - Pain & Pleasure Bondage
    14:55
    Sissy Maid - Pain & Pleasure Bondage
    Derek6699
    11.8K views
    Sadistic vampire Mistress
    05:41
    Sadistic vampire Mistress
    Jazebel
    3.9K views
    electric sex and painful end.
    01:24
    electric sex and painful end.
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    Rebeccas Maso Perversions
    22:12
    Rebeccas Maso Perversions
    Rebeccafuxx
    10.3K 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
    7.6K views
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    07:34
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    Denise Humain
    2.2K views
    Pain free Kitty Kaiti..mega load
    02:13
    Pain free Kitty Kaiti..mega load
    85K views
    booty ass fat bbw big geng cum sperm squirt piss pain spit
    00:46
    booty ass fat bbw big geng cum sperm squirt piss pain spit
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    First try for new plug and a bit bigger
    01:28
    First try for new plug and a bit bigger
    Sanne
    6K views
    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
    4.2K views
    BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
    08:00
    BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
    Denise Humain
    2.3K views
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    05:55
    Ass-to-Mouth Painful Sissy Bareback Fuck in Motel
    30.5K views
    Mistress and pain slut
    00:26
    Mistress and pain slut
    25.8K views
    Young Goth Trans Does Painful Anal
    06:12
    Young Goth Trans Does Painful Anal
    Khatara Shikiku
    5.4K views
    Kisses and pain in intimity
    18:35
    Kisses and pain in intimity
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