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    • Hard punishment and sex. KitsyMe0w
      11:33
      Hard punishment and sex. KitsyMe0w
      Kitsy Meow
      131.9K views
    • Pain Slut Kira
      36:28
      Pain Slut Kira
      Twistedrama
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    • Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      11:20
      Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      alinanightsky
      308.2K views
    • 116 min degrading of bdsm sissy pain whore Alina
      02:20
      116 min degrading of bdsm sissy pain whore Alina
      alinanightsky
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    • Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
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      Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      Kitsy Meow
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    • Slapping My Tits and Ass Like a Good Pain Slut
      08:55
      Slapping My Tits and Ass Like a Good Pain Slut
      Gray Perrier
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    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
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      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
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    • The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      02:55
      The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      alinanightsky
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    • Melody Tied up, Teased and Analised
      35:07
      Melody Tied up, Teased and Analised
      Melodyfluffington
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    • 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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    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
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    • Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
      03:43
      Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
      Sissy Sandy
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    • anything
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      anything
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    • sissy slut punishing herself with a paddle
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      sissy slut punishing herself with a paddle
      Emma Huntcock
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    • Training to become a sissy cuckold
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      Training to become a sissy cuckold
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    • Spanking myself a bit!
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      Spanking myself a bit!
      Bambi Christa
      3.8K 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)
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    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
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    • Trans girl gets her balls destroyed ballbusting by her friend and gets her fingers
      01:51
      Trans girl gets her balls destroyed ballbusting by her friend and gets her fingers
      Emmy Angeles
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    • Crossdresser enjoys a very painful flogging session in the d
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      Crossdresser enjoys a very painful flogging session in the d
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    • Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
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      Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
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    • Sissy Maids Punishment
      07:53
      Sissy Maids Punishment
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      27.9K views
    • Punishing my transgender Wife for starting arguement with me
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      Punishing my transgender Wife for starting arguement with me
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    • 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
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    • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      12:05
      TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      Trans Erotica
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    • Sadistic vampire Mistress
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      Sadistic vampire Mistress
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    • Hard Belting my sissy slave two
      01:36
      Hard Belting my sissy slave two
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    • Painful Anal Stretching With Facial
      06:53
      Painful Anal Stretching With Facial
      Chantal Fouet
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    • TRANSEROTICA Kinky Trans River Enza Dominates Cassidy Quinn
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      TRANSEROTICA Kinky Trans River Enza Dominates Cassidy Quinn
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    • Rebeccas Perversions 10
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      Rebeccas Perversions 10
      Rebeccafuxx
      965 views
    • Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
      05:29
      Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
      Jessica Bloom
      36.1K views
    • Pink psycho bath bondage
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      Pink psycho bath bondage
      Jazebel
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    • Flogging and caning Kitsy in ankle and wrist suspension.
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      Flogging and caning Kitsy in ankle and wrist suspension.
      Kitsy Meow
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    • No pain no sissy gain
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      No pain no sissy gain
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    • BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
      01:21:17
      BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
      Melodyfluffington
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    • Denise Humain in bath Final hard self spanking and nipple pain
      23:11
      Denise Humain in bath Final hard self spanking and nipple pain
      Denise Humain
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    • Warning : Sissyfication is real - Sissy Joyce's warning
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      Warning : Sissyfication is real - Sissy Joyce's warning
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    • FtM stuffed and whipped painfully
      07:06
      FtM stuffed and whipped painfully
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    • Kitsy. Ankle and wrist suspension bondage and anal sex. Captured bunny.
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      Kitsy. Ankle and wrist suspension bondage and anal sex. Captured bunny.
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    • Moira Zweit. Anal fisting, huge dildo, painful Ball busting
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      Moira Zweit. Anal fisting, huge dildo, painful Ball busting
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    • Indian Best Threesome Sex! Fuck Both of us
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      Indian Best Threesome Sex! Fuck Both of us
      indianXworld
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    • Tyche_Toxic Winces In Pain During Self CBT
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      Tyche_Toxic Winces In Pain During Self CBT
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    • Caning and choking Kitsy
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      Caning and choking Kitsy
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    • Morning Procedures - bathing in sheer lingerie and painful anal stretching
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      Morning Procedures - bathing in sheer lingerie and painful anal stretching
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    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
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      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
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    • Sissy tortured with wax
      02:59
      Sissy tortured with wax
      Sissy_Nadiene
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    • Daddy domination over his sissy sex slave and to taught her that my place is under his balls
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      Daddy domination over his sissy sex slave and to taught her that my place is under his balls
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