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

691.6K 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

111.8K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

46.9K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

281.1K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

14.5K views
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01:15:03
Pain and Pleasure Part 2

211.9K 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

36.1K views

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

113.8K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

40.8K views
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36:28
Pain Slut Kira
Twistedrama

51.7K views
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01:14
pain turns me on
boobyb0y

89.6K views
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16:17
some fun kitty playtime
Kittykisses96

3.9K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

64.4K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

30.9K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

168.8K 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

18.1K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

57.7K views
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13:35
Lisa Femelle - The Whore of Master pain-

48K views
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02:17
Boss tranny show him his painful role
XXL4XXL

33.3K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

75.9K views
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26:26
Pleasure and pain 2

275.7K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

25.1K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

7.2K views
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04:56
Caning and choking Kitsy
Kitsy Meow

53.1K views
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03:20
she puts her bikini aside and fucks him in painful doggy

174.5K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

115.4K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24.3K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

47.9K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

22K views
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01:33
fucking my femboy slave sissy slut painful anal

114K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

33.1K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

53.6K 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

21.6K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

44.9K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

16.2K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

28K views
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51:35
Pain and pleasure, chastity and lust, Part 1

107.7K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

17.6K views
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00:39
slave for pain

32.7K views
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07:53
Sissy Maids Punishment
Derek6699

17.9K views
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28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.3K views
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01:24
electric sex and painful end.

37.7K 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

20.3K views
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14:21
Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
Denise Humain

6.2K 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

12K views
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04:08
Balls stretched masturbation
MyLolaTrav

20K views