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    • 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
    • Up Close Painful Femboy Dildo Practice
      01:04
      Up Close Painful Femboy Dildo Practice
      Khatara Shikiku
      5.8K 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
      3.2K views
    • Painful Anal Stretching With Facial
      06:53
      Painful Anal Stretching With Facial
      Chantal Fouet
      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
    • Rebeccas Perversions 10
      05:35
      Rebeccas Perversions 10
      Rebeccafuxx
      965 views
    • 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
      3.6K views
    • Sweet Anal Pain for Solo Sissy CD
      05:00
      Sweet Anal Pain for Solo Sissy CD
      Regina Blasegern
      11.4K views
    • cd tranny getting anal pain pounding by fucking machine
      00:57
      cd tranny getting anal pain pounding by fucking machine
      Sasha Earth
      11.7K views
    • Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
      06:57
      Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
      Dope Slut
      3.1K views
    • More maintenance spanking for Kitsy. OTK punishment.
      06:53
      More maintenance spanking for Kitsy. OTK punishment.
      Kitsy Meow
      23.7K views
    • Rebeccas Pervertions 8
      11:21
      Rebeccas Pervertions 8
      Rebeccafuxx
      16.9K views
    • 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
    • E Stim games in different outfits until orgasm
      10:27
      E Stim games in different outfits until orgasm
      Loreleyadd
      4.4K views
    • 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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    • 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
      215.1K views
    • Painting tranny
      07:53
      Painting tranny
      650.7K views
    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
      2.1M 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
      98.9K 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
      401.7K 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
      98.7K 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
      273.6K views
    • Pain Slut Kira
      36:28
      Pain Slut Kira
      Twistedrama
      100.2K 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
      107.1K 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
      Candy Ass Sissy
      65.5K views
    • Pain and pleasure, chastity and lust,  Part 1
      51:35
      Pain and pleasure, chastity and lust, Part 1
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    • 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
      64.5K views
    • DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      02:37
      DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      231.9K views
    • fucking my femboy slave sissy slut painful anal
      01:33
      fucking my femboy slave sissy slut painful anal
      131.3K views
    • 116 min degrading of bdsm sissy pain whore Alina
      02:20
      116 min degrading of bdsm sissy pain whore Alina
      alinanightsky
      79.4K views
    • Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      18:39
      Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      Derek6699
      101.1K 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
      74K 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
    • 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
      53.2K 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
      27.6K views
    • HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
      31:02
      HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-
      107.3K 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
      143.9K views
    • some fun kitty playtime
      16:17
      some fun kitty playtime
      Kittykisses96
      20.9K views
    • Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
      14:26
      Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
      Denise Humain
      43.1K views
    • A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      01:34
      A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      alinanightsky
      41K views
    • Black blow up spiked butt plug for my S&M Daddies!
      08:37
      Black blow up spiked butt plug for my S&M Daddies!
      Victoria Lecherri
      43.7K views
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