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    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
      Kitsy Meow
      23.7K views
    • My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
      06:06
      My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
      Nathalia Fontes
      111.6K views
    • Rebeccas Pervertions 8
      11:21
      Rebeccas Pervertions 8
      Rebeccafuxx
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    • Up Close Painful Femboy Dildo Practice
      01:04
      Up Close Painful Femboy Dildo Practice
      Khatara Shikiku
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    • Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      13:59
      Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      Denise Humain
      20K views
    • A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy
      07:15
      A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy
      Harinni
      3.5K views
    • Painful Anal Stretching With Facial
      06:53
      Painful Anal Stretching With Facial
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      4.8K views
    • Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      08:59
      Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      femboyass469
      4.8K views
    • E Stim games in different outfits until orgasm
      10:27
      E Stim games in different outfits until orgasm
      Loreleyadd
      4.4K views
    • Rebeccas Perversions 10
      05:35
      Rebeccas Perversions 10
      Rebeccafuxx
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    • Pink psycho bath bondage
      05:37
      Pink psycho bath bondage
      Jazebel
      5.2K views
    • Maso Whore Rebecca
      07:25
      Maso Whore Rebecca
      Rebeccafuxx
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    • Morning Procedures - bathing in sheer lingerie and painful anal stretching
      06:36
      Morning Procedures - bathing in sheer lingerie and painful anal stretching
      Chantal Fouet
      5.9K views
    • Tight Ass Shemale Reign Swallow 12 Inch BBC Deep Up Her Ass
      00:40
      Tight Ass Shemale Reign Swallow 12 Inch BBC Deep Up Her Ass
      Soloregin
      3.7K views
    • Hung Ts Aakosha Bentley makes her sub scream in pain
      02:03
      Hung Ts Aakosha Bentley makes her sub scream in pain
      911.4K views
    • Redhead Asian shemale all covered in pain gets fucked
      07:10
      Redhead Asian shemale all covered in pain gets fucked
      Extreme Ladyboys
      73.4K views
    • Redhead asian trans all covered in pain ass fucked
      07:30
      Redhead asian trans all covered in pain ass fucked
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    • Sissy slut in pain
      01:18
      Sissy slut in pain
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    • ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
      09:46
      ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
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    • Tyche_Toxic Winces In Pain During Self CBT
      01:14
      Tyche_Toxic Winces In Pain During Self CBT
      Tyche Toxic
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    • Maso Muslima squirts in Pain
      06:27
      Maso Muslima squirts in Pain
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      16K views
    • EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BIZAR
      05:41
      EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BIZAR
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    • CD in pain...
      00:20
      CD in pain...
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    • 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
      218.3K 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
      234.8K views
    • Painting tranny
      07:53
      Painting tranny
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    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
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    • 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
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    • 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
      402.7K 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
      100.2K 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
      274.9K views
    • Pain Is Her Pleasure
      14:58
      Pain Is Her Pleasure
      kinkts
      1M views
    • Pain Slut Kira
      36:28
      Pain Slut Kira
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    • 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
      108.1K views
    • Pain and pleasure, chastity and lust, Part 2
      01:15:02
      Pain and pleasure, chastity and lust, Part 2
      341.8K 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)
      Kitsy Meow
      160.8K views
    • Pain and Pleasure  Part 2
      01:15:03
      Pain and Pleasure Part 2
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    • 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
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    • Pain and pleasure, chastity and lust,  Part 1
      51:35
      Pain and pleasure, chastity and lust, Part 1
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    • Pleasure and pain 2
      26:26
      Pleasure and pain 2
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    • 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
      69.5K 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
      214.8K views
    • Compilation with Weekly Episodes from the pain whore Alina
      02:05
      Compilation with Weekly Episodes from the pain whore Alina
      alinanightsky
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    • DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      02:37
      DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
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    • fucking my femboy slave sissy slut painful anal
      01:33
      fucking my femboy slave sissy slut painful anal
      131.3K 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
      32K views
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