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07:02
Mistress Cy IPL Hair Removal Punishment
Cyanide Mistress Of Darkness

11.6K views
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05:24
MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
MissRose TS

2.8K 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

118.9K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

48.6K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

17.3K views
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13:12
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
Fiona Fortune

4.2K 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

36.8K views

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

115.3K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

41.6K views
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03:30
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HatanoMiwa

299.3K views
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36:28
Pain Slut Kira
Twistedrama

52.8K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

65.3K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

31.8K views
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16:17
some fun kitty playtime
Kittykisses96

4.3K 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

77.8K 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

18.8K views
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02:17
Boss tranny show him his painful role
XXL4XXL

33.9K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

25.7K views
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04:56
Caning and choking Kitsy
Kitsy Meow

53.6K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

7.7K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

22.3K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24.8K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

33.6K views
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04:04
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HatanoMiwa

62.1K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

48.3K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

54K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

39.2K 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

22K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

28.2K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

16.5K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

17.8K views
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07:53
Sissy Maids Punishment
Derek6699

18.1K views
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28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.6K views
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00:20
Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

59.6K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

32K 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

20.5K views
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29:58
Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
LaRicura16

6.2K views
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01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12.7K 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

12.2K views
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17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

18.2K views
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01:17
Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

5.7K views
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09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

10.6K views
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10:55
Kylie's prediciment
Kylie Lynn

10.4K views
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03:26
Kill that sweet butthole with a Dildo
Charlotte Wilde

6.1K views
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01:29
MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
MissRose TS

13.8K views
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01:18
Sissy slut in pain
SissyPropertyUk

9.4K views
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10:12
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose
Lilith_Eclipse

17.4K views