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Painful Fucking Porn Videos

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07:53
Painting tranny

404.3K views
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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

52.1K views
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14:58
Pain Is Her Pleasure
Kink

919.9K views
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02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

655.8K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

557.6K views
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51:35
Pain and Pleasure

83.7K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

111.3K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

70.9K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

78.9K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

41.6K views
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02:46
Daddy domination over his sissy sex slave and to taught her that my place is under his balls
alinanightsky

22.5K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

35.9K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

21.4K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

26.6K views
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06:06
My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
Nathalia Fontes

67.2K views
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04:08
Balls stretched masturbation
MyLolaTrav

19K views
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03:14
Pleasure Pain Sissy

37.2K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

19.5K views
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01:14
pain turns me on
boobyb0y

79.8K views
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04:56
Caning and choking Kitsy
Kitsy Meow

49.3K views
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19:49
Shemale with leather cloth likes cruel sex with pain in her apartment

90.2K views
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01:29:00
Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
Cyanide Mistress Of Darkness

18.3K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

21.1K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

5.6K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

30K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

44.7K views
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14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
Denise Humain

18.7K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

19.4K views
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01:57
Painful nice big cock

64K views
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10:22
Maso Slave Rebecca
Rebeccafuxx

5.5K views
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13:59
Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
Denise Humain

10.2K views
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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

30.2K views
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10:55
Kylie's prediciment
K Kylie Lynn

9.8K views
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03:20
she puts her bikini aside and fucks him in painful doggy

169.9K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

23.6K views
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11:13
pain, pleasure & cum load for T-girl Alexandra

123.1K views
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06:05
Dildo, Jerking, a little Pain

29.9K views
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02:17
Boss tranny show him his painful role
XXL4XXL

28.2K views
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04:12
Selfuking
Papiricoo

29.5K views
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10:07
Domination and pain with this 2 shemales hardcore punishment
Latina Tranny

27.3K views
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05:55
Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

29.5K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

15.9K views
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08:09
Urethral sounding and vibration of a caged and bound shemale
MyLolaTrav

16.3K views
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04:04
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HatanoMiwa

59.2K views
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10:15
Linday Purple Pain

9.1K views
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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

10.3K views
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01:24
electric sex and painful end.

36.9K views