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    • Sucker for Punishment
      00:38
      Sucker for Punishment
      Jennifer Lunden
      67.7K views
    • Sissy Schoolgirl Punishment: Part 1
      07:11
      Sissy Schoolgirl Punishment: Part 1
      70.1K views
    • Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      18:39
      Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      Derek6699
      101.1K views
    • TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)
      01:25:47
      TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)
      ADULTWHISPER
      196.3K views
    • British MILF Lisa spanks sissy Charlotte
      21:51
      British MILF Lisa spanks sissy Charlotte
      Lisa Essex
      46.5K views
    • Horny bitch in luxurious black dress and highheels cums by anal fisting and tortures herself with after-cum stimulation
      14:04
      Horny bitch in luxurious black dress and highheels cums by anal fisting and tortures herself with after-cum stimulation
      Harinni
      4.5K views
    • Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn
      10:12
      Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn
      Kink TS
      5.5K views
    • Wife Punished
      03:41
      Wife Punished
      Tina Samantha West
      31.2K views
    • Sissy balls heavy tortured with castration bands and hot was
      08:36
      Sissy balls heavy tortured with castration bands and hot was
      AVGsissy
      36K 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
    • She Is Going to Punish This Submissive Brat and Give Her a Red Ass
      08:12
      She Is Going to Punish This Submissive Brat and Give Her a Red Ass
      Emmy Angeles
      3K views
    • 3 shemale punishers
      19:31
      3 shemale punishers
      367.2K views
    • Late for School! Daddy punishes Tdaughter for sleeping late.
      16:19
      Late for School! Daddy punishes Tdaughter for sleeping late.
      153.7K views
    • Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley
      08:12
      Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley
      Trans Angels
      18.4K views
    • Schoolgirl Punished by hung Tranny Teacher
      07:16
      Schoolgirl Punished by hung Tranny Teacher
      TS Factor
      386.4K views
    • Bnwo Orientation Video
      12:58
      Bnwo Orientation Video
      Natalie Napoli
      14.2K views
    • Big Girl Dick TS Chanel Jordan, fucks Pretty Trans girl, Gray Perrier in doggy with red lingerie
      05:51
      Big Girl Dick TS Chanel Jordan, fucks Pretty Trans girl, Gray Perrier in doggy with red lingerie
      Gray Perrier
      10.9K views
    • Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation
      01:00
      Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation
      Disciplinater
      21.4K views
    • shemale tranny punish guy dirty
      05:10
      shemale tranny punish guy dirty
      250.5K views
    • Trans Caged and fisted and punished, only in Germany
      09:35
      Trans Caged and fisted and punished, only in Germany
      Latina Tranny
      95.6K views
    • Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC
      12:52
      Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC
      GenderX
      89.9K views
    • Naughty Nikki Punished
      10:21
      Naughty Nikki Punished
      30.6K views
    • 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
      57.4K views
    • Vibrator Torture
      10:13
      Vibrator Torture
      82.5K views
    • Tranny punisher in leather corset fucks a tied up dude
      08:31
      Tranny punisher in leather corset fucks a tied up dude
      Shemale Punishers
      21.6K views
    • Cute Blonde Tgirl Lactating her Tits and Punishing her Puffy Nipples with a Vacuum Pump
      10:07
      Cute Blonde Tgirl Lactating her Tits and Punishing her Puffy Nipples with a Vacuum Pump
      fermerino
      3.1K views
    • Part 4:- Lamista Bear, Domina Satana, Allegro and Satana's Butler
      09:34
      Part 4:- Lamista Bear, Domina Satana, Allegro and Satana's Butler
      Aaexperiencesltd
      6.6K views
    • Adriana Rodrigues in black leather boots punishes her
      08:04
      Adriana Rodrigues in black leather boots punishes her
      Shemale Punishers
      33.9K views
    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
      Kitsy Meow
      23.7K views
    • Transvestite Suzie Punished
      07:52
      Transvestite Suzie Punished
      68K views
    • Sissy Cocksucker gets Slapped on her Big Puffy Lactating Nipples
      08:20
      Sissy Cocksucker gets Slapped on her Big Puffy Lactating Nipples
      fermerino
      6.9K views
    • Cute Ass Femboy with Dva Cosplay Wedgie and Anal Fucked
      10:55
      Cute Ass Femboy with Dva Cosplay Wedgie and Anal Fucked
      fermerino
      3.2K views
    • TS babe gangbanged and facialized
      06:02
      TS babe gangbanged and facialized
      Punish Shemale
      257.1K views
    • Tranny dominas in black lingerie punish their slave by
      06:35
      Tranny dominas in black lingerie punish their slave by
      Shemale Punishers
      14.2K views
    • Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
      18:54
      Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
      Denise Humain
      2.8K views
    • TS Girlfriend Punishes Boyfriend
      10:48
      TS Girlfriend Punishes Boyfriend
      Kink
      110.2K views
    • Trans Stepsister Femdom
      08:44
      Trans Stepsister Femdom
      Melissa Masters
      28K views
    • Sexy sissy slut nun in chastity celebrates her slutty mass, begging to be blessed with lots of BBC to serve
      12:30
      Sexy sissy slut nun in chastity celebrates her slutty mass, begging to be blessed with lots of BBC to serve
      Vane03_siss
      3.7K views
    • Slave with foot and sock fetish tied up and tortured by cute tranny girl
      00:42
      Slave with foot and sock fetish tied up and tortured by cute tranny girl
      TV_Helena
      68.9K views
    • My father punished me for being a sissy
      05:07
      My father punished me for being a sissy
      cd_aysemmm
      12K views
    • Hugetits tranny spreads her legs and wanks
      06:02
      Hugetits tranny spreads her legs and wanks
      Punish Shemale
      110.1K views
    • Domina Satana, Mistress Carrie and Boo Boo Pat 5
      05:31
      Domina Satana, Mistress Carrie and Boo Boo Pat 5
      Allegro
      2.1K views
    • Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump
      07:40
      Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump
      fermerino
      5.5K views
    • Slapping My Tits and Ass Like a Good Pain Slut
      08:55
      Slapping My Tits and Ass Like a Good Pain Slut
      Gray Perrier
      6.2K views
    • 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
      5.6K views
    • Sexy punishment by hard sissy dick for misspelling
      29:48
      Sexy punishment by hard sissy dick for misspelling
      Anna Rios
      151.3K views
    • Punishing My Girlcock With a Fleshlight
      09:53
      Punishing My Girlcock With a Fleshlight
      AcrylicCloud
      20.6K views
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