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    • Naughty tranny schoolgirl punished! Spanking and Slapping! Deepthroat! Cum into mouth!
      01:18
      Naughty tranny schoolgirl punished! Spanking and Slapping! Deepthroat! Cum into mouth!
      TV_Helena
      26K views
    • Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance
      13:25
      Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance
      MistressKoraBell
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    • Nasty tranny cop Aylla fucks guy
      28:05
      Nasty tranny cop Aylla fucks guy
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    • Maximum punishment for chaste loser slave: fuck rubber doll with cage!
      01:17
      Maximum punishment for chaste loser slave: fuck rubber doll with cage!
      TV_Helena
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    • Sunday punishment by Master
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      Sunday punishment by Master
      PA8mmMaster
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    • Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      14:42
      Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      Denise Humain
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      08:18
      Valentine's Day 1
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      Caning and choking Kitsy
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    • You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN
      07:43
      You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN
      TV_Helena
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      06:02
      Jizzsprayed tranny getting gangbanged
      Punish Shemale
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    • Anal Punishment for Christmas with Mistress Elsa Muse and Lilith Lix
      05:18
      Anal Punishment for Christmas with Mistress Elsa Muse and Lilith Lix
      Loren Aprile
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      Pathetic Maid Apology Riding Crop Self Punishment
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    • Sissy selfbondage tied in abandoned attic
      08:28
      Sissy selfbondage tied in abandoned attic
      AVGsissy
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    • Sucker for Punishment
      00:38
      Sucker for Punishment
      Jennifer Lunden
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    • Sissy Schoolgirl Punishment: Part 1
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      Sissy Schoolgirl Punishment: Part 1
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    • Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn
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      Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn
      Kink TS
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    • British MILF Lisa spanks sissy Charlotte
      21:51
      British MILF Lisa spanks sissy Charlotte
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      Wife Punished
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    • Schoolgirl Punished by hung Tranny Teacher
      07:16
      Schoolgirl Punished by hung Tranny Teacher
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    • Late for School! Daddy punishes Tdaughter for sleeping late.
      16:19
      Late for School! Daddy punishes Tdaughter for sleeping late.
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    • shemale tranny punish guy dirty
      05:10
      shemale tranny punish guy dirty
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    • Trans Caged and fisted and punished, only in Germany
      09:35
      Trans Caged and fisted and punished, only in Germany
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    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
      Kitsy Meow
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    • Sissy Cocksucker gets Slapped on her Big Puffy Lactating Nipples
      08:20
      Sissy Cocksucker gets Slapped on her Big Puffy Lactating Nipples
      fermerino
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    • TS babe gangbanged and facialized
      06:02
      TS babe gangbanged and facialized
      Punish Shemale
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    • My father punished me for being a sissy
      05:07
      My father punished me for being a sissy
      cd_aysemmm
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      TS Girlfriend Punishes Boyfriend
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    • Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
      18:54
      Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
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      06:02
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    • Part 5:- Lamista Bear, Domina Satana, Allegro and Satana's Butler
      07:35
      Part 5:- Lamista Bear, Domina Satana, Allegro and Satana's Butler
      Aaexperiencesltd
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    • Sexy punishment by hard sissy dick for misspelling
      29:48
      Sexy punishment by hard sissy dick for misspelling
      Anna Rios
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    • Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment
      06:45
      Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment
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    • Confession and punishment
      12:20
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    • Anna's harsh self-punishment with two cables .
      24:33
      Anna's harsh self-punishment with two cables .
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    • ig Dick Trans Police Woman Punishes You - Officer Jessica Bloom
      05:37
      ig Dick Trans Police Woman Punishes You - Officer Jessica Bloom
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    • The Lost Bet
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      The Lost Bet
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    • Sissy Maid Icy Hot Wooden Pony Punishment 2
      23:29
      Sissy Maid Icy Hot Wooden Pony Punishment 2
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    • Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs
      07:12
      Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs
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    • SISSY PUNISHED
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    • Linzy19 Strappado Semenawa Rope Torture Shibari Predicament Struggle
      02:07
      Linzy19 Strappado Semenawa Rope Torture Shibari Predicament Struggle
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    • Spanking for Sissy Blaire_18. Dominatrix spanked this little ass. Femdom punishment for naked ass femboy with gag in mouth
      06:19
      Spanking for Sissy Blaire_18. Dominatrix spanked this little ass. Femdom punishment for naked ass femboy with gag in mouth
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    • Aspen Brooks Punishes Kip Johnson
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      Aspen Brooks Punishes Kip Johnson
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    • Transsexual punishment...
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      Transsexual punishment...
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    • Sissy Pussy Wrecking POV
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      Sissy Pussy Wrecking POV
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    • Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples
      08:14
      Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples
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