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

693.8K 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

114.3K views
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07:53
Painting tranny

445.9K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

282.3K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

47.7K views
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14:58
Pain Is Her Pleasure
Kink

943.7K views
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01:15:03
Pain and Pleasure Part 2

213K 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

36.5K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

114.6K views
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09:31
I love a challenge, but this dick was already hurting me inside
Nathalia Fontes

20.1K views
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36:28
Pain Slut Kira
Twistedrama

52.3K views
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01:14
pain turns me on
boobyb0y

90.2K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

64.9K views
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16:17
some fun kitty playtime
Kittykisses96

4.1K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

169.5K 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

77.3K views
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02:31
Black Guy Burst My Ass Until It Hurt Me

110.5K 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

18.5K views
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03:14
Pleasure Pain Sissy

39.6K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

47.4K views
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13:35
Lisa Femelle - The Whore of Master pain-

48.3K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

75.9K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

25.4K views
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26:26
Pleasure and pain 2

276.1K views
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07:07
This Dildo Hurts!
Subby Kim

12.2K views
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04:56
Caning and choking Kitsy
Kitsy Meow

53.4K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

7.4K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

115.7K views
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03:20
she puts her bikini aside and fucks him in painful doggy

174.6K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24.6K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

22.1K views
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01:33
fucking my femboy slave sissy slut painful anal

114.3K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

48.2K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

53.8K views
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04:11
i get fucked till hurt a7777

211.9K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

38.9K 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

21.9K views
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00:39
slave for pain

33K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

28.1K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

16.4K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

45.1K views
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51:35
Pain and pleasure, chastity and lust, Part 1

107.8K views
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07:53
Sissy Maids Punishment
Derek6699

18K views
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28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.4K views
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01:24
electric sex and painful end.

37.8K 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

20.4K views
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00:20
Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

56.2K views