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    Out of the Office 3 - Punished by a futa (futa on male)
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    Out of the Office 3 - Punished by a futa (futa on male)
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    Extreme inflation of the ass with powerful compressors - selfbondage timer
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    Extreme inflation of the ass with powerful compressors - selfbondage timer
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    Rock punishment
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    Rock punishment
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    Trans Caged and fisted and punished, only in Germany
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    Trans Caged and fisted and punished, only in Germany
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    Out of the Office 5 (Pegging, Futa on Male)
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    Out of the Office 5 (Pegging, Futa on Male)
    91K views
    Hardcore sex in a dungeon with tranny punishment
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    Hardcore sex in a dungeon with tranny punishment
    Latina Tranny
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    Fat Slut deserve punishment from her Transgender Dominatrix
    09:49
    Fat Slut deserve punishment from her Transgender Dominatrix
    Latina Tranny
    127K views
    punishment for slave to learn and then fucked like a fagget
    27:34
    punishment for slave to learn and then fucked like a fagget
    Latina Tranny
    111.6K views
    Leela's Thanksgiving Day Dinner
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    Leela's Thanksgiving Day Dinner
    Leela Wong
    65.8K views
    Mature trans covers herself with spunk
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    Mature trans covers herself with spunk
    Punish Shemale
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    Valentine's Day 1
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    Valentine's Day 1
    KatyKoroleva
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    Cum Punishment and Education
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    Cum Punishment and Education
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    Dizzy Miss Sizzy Punished By Mistress!
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    Dizzy Miss Sizzy Punished By Mistress!
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    Punishment For A Naughty School Gurl
    06:18
    Punishment For A Naughty School Gurl
    Chantal Fouet
    6K views
    British MILF Lisa spanks sissy Charlotte
    21:51
    British MILF Lisa spanks sissy Charlotte
    Lisa Essex
    19.8K views
    My Deep Throat
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    My Deep Throat
    KatyKoroleva
    7.7K views
    Wife Punished
    03:41
    Wife Punished
    Tina Samantha West
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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
    26.4K views
    Trying some new devices
    01:01
    Trying some new devices
    Aliska
    13.7K views
    MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED
    08:01
    MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED
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    The Story of Kt 2 by Mistress April
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    The Story of Kt 2 by Mistress April
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    Story of Kt - part 1 meeting my mistress April
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    Story of Kt - part 1 meeting my mistress April
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    Sucking is not a punishment for Candice
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    Sucking is not a punishment for Candice
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    Jayci's sissy clitty punishment
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    Jayci's sissy clitty punishment
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    Confession and punishment
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    Confession and punishment
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    Secretary Punishment!
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    Secretary Punishment!
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    Walking in the grocery store
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    Walking in the grocery store
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    3.8K views
    Mature ts cougar pussyfucking tight babe
    06:02
    Mature ts cougar pussyfucking tight babe
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    Prissie Sissy Cock Punishment
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    Prissie Sissy Cock Punishment
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    Micropenis has been a bad boy today
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    Micropenis has been a bad boy today
    Timmdaddy2000
    756 views
    I should be PUNISHED!
    01:19
    I should be PUNISHED!
    Victoria Lecherri
    2.8K views
    Makeup pause and punishment
    07:11
    Makeup pause and punishment
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    sissy girl punished
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    sissy girl punished
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    Transsexual mature babe pleasuring her ass
    06:02
    Transsexual mature babe pleasuring her ass
    Punish Shemale
    3.8K views
    I am a naughty bitch that needs to be punished severely
    06:39
    I am a naughty bitch that needs to be punished severely
    Victoria Lecherri
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    Femdom shemale punish cuckold
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    Femdom shemale punish cuckold
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    Rose the sissy gets punished for losing her butt plug
    02:22
    Rose the sissy gets punished for losing her butt plug
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    Punished
    05:20
    Punished
    977 views
    Trixie tries to be good after she punishes herself!
    02:44
    Trixie tries to be good after she punishes herself!
    Trixie
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    Punishing my little clitty
    01:57
    Punishing my little clitty
    Victoria Lecherri
    5.8K views
    Sissy Whore Rose gets punished by Daddy, Nettles this time!
    51:30
    Sissy Whore Rose gets punished by Daddy, Nettles this time!
    Rose Jenny
    15K views
    Stupid sissy bitch with chastity cage fucks her ass pussy and gets humiliated and fooled by teeny girl
    01:26
    Stupid sissy bitch with chastity cage fucks her ass pussy and gets humiliated and fooled by teeny girl
    Pussy-Pet-Slave
    3.7K views
    using a vibrator on my clit cage and butt plug and flogging myself
    03:46
    using a vibrator on my clit cage and butt plug and flogging myself
    Emma Huntcock
    702 views
    Punish my big booty
    03:10
    Punish my big booty
    Victoria Lecherri
    3.7K views
    flogging my sissyclit because I was a bad sissy
    03:33
    flogging my sissyclit because I was a bad sissy
    Emma Huntcock
    2.3K views
    Mrs Samantha punishes her slave tgirl Marina with a good spank and teases her
    14:09
    Mrs Samantha punishes her slave tgirl Marina with a good spank and teases her
    Mrs Samantha
    4.8K views
    Sissy Maid Punished!
    00:32
    Sissy Maid Punished!
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