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    • I need the pain in my ass
      30:28
      I need the pain in my ass
      263.1K views
    • Get ready for pain and submission little Sissy Slave.
      06:54
      Get ready for pain and submission little Sissy Slave.
      Denise Humain
      11K 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
      4.4K views
    • Maso Muslima squirts in Pain
      06:27
      Maso Muslima squirts in Pain
      Rebeccafuxx
      15.7K views
    • Rebecca Needs Painful Orgasm
      04:19
      Rebecca Needs Painful Orgasm
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      9.1K views
    • 1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
      01:48
      1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
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    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      207.6K views
    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
      2M views
    • Hung Ts Aakosha Bentley makes her sub scream in pain
      02:03
      Hung Ts Aakosha Bentley makes her sub scream in pain
      896K views
    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      44:10
      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
      215.6K views
    • Painting tranny
      07:53
      Painting tranny
      637.8K views
    • Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      10:05
      Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      Legacy Mess
      89.8K views
    • Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      03:30
      Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      HatanoMiwa
      393.5K views
    • The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      10:53
      The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      alinanightsky
      268.7K views
    • Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
      10:28
      Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
      92.1K views
    • Pain Is Her Pleasure
      14:58
      Pain Is Her Pleasure
      kinkts
      1M views
    • Pain Slut Kira
      36:28
      Pain Slut Kira
      Twistedrama
      96K views
    • Pain and pleasure, chastity and lust, Part 2
      01:15:02
      Pain and pleasure, chastity and lust, Part 2
      337.7K views
    • Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
      04:04
      Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
      HatanoMiwa
      104.6K 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)
      Kitsy Meow
      158.5K views
    • Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
      06:08
      Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
      Candy Ass Sissy
      64.7K views
    • Pain and Pleasure  Part 2
      01:15:03
      Pain and Pleasure Part 2
      257.9K views
    • she puts her bikini aside and fucks him in painful doggy
      03:20
      she puts her bikini aside and fucks him in painful doggy
      212.6K views
    • Pain and pleasure, chastity and lust,  Part 1
      51:35
      Pain and pleasure, chastity and lust, Part 1
      124.1K views
    • DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      02:37
      DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      227.9K views
    • Pleasure and pain 2
      26:26
      Pleasure and pain 2
      305.1K views
    • Caning and choking Kitsy
      04:56
      Caning and choking Kitsy
      Kitsy Meow
      74K views
    • Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      08:01
      Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      Linzy19
      68.2K views
    • 116 min degrading of bdsm sissy pain whore Alina
      02:20
      116 min degrading of bdsm sissy pain whore Alina
      alinanightsky
      78.5K views
    • Compilation with Weekly Episodes from the pain whore Alina
      02:05
      Compilation with Weekly Episodes from the pain whore Alina
      alinanightsky
      62.3K views
    • Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      18:39
      Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      Derek6699
      99.1K views
    • fucking my femboy slave sissy slut painful anal
      01:33
      fucking my femboy slave sissy slut painful anal
      129.7K 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
      5K views
    • Redhead Asian shemale all covered in pain gets fucked
      07:10
      Redhead Asian shemale all covered in pain gets fucked
      Extreme Ladyboys
      71.7K views
    • Pleasure Pain Sissy
      03:14
      Pleasure Pain Sissy
      47.5K views
    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
      Kitsy Meow
      22.6K views
    • Pathetic Maid Apology Riding Crop Self Punishment
      13:17
      Pathetic Maid Apology Riding Crop Self Punishment
      JessicaLynn15
      1.2K views
    • 25 min of abuse and hard use for the pain whore Alina
      03:04
      25 min of abuse and hard use for the pain whore Alina
      alinanightsky
      51.9K views
    • 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
      29K 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
      56.6K views
    • Sissy Maid Icy Hot Wooden Pony Punishment 2
      23:29
      Sissy Maid Icy Hot Wooden Pony Punishment 2
      Derek6699
      38.4K views
    • Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      17:38
      Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      Derek6699
      71.7K views
    • Anal fist fuck faggot love to feel the pain in the ass
      18:18
      Anal fist fuck faggot love to feel the pain in the ass
      Nicole Montero
      142.6K views
    • 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
      27K views
    • slave for pain
      00:39
      slave for pain
      47.1K views
    • HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
      31:02
      HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
      106.4K views
    • some fun kitty playtime
      16:17
      some fun kitty playtime
      Kittykisses96
      20K views
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