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01:17
Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

4.8K views
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01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12K 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

48K views
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36:28
Pain Slut Kira
Twistedrama

40.5K views
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18:29
Just because I can..
Twistedrama

79.8K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

101.8K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

77.9K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

56.4K 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

20.8K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

35.8K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

21.1K views
Not available in United States

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

24.1K 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

66.8K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

19.4K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

50.2K views
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04:56
Caning and choking Kitsy
Kitsy Meow

49K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

34.5K 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

18.1K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

20.8K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

5.5K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

30K views
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25:04
Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
Derek6699

9K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

44.4K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

13.5K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

29.1K 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

18.5K views
Not available in United States

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

17.5K views
Not available in United States

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

26K views
Not available in United States

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

10.1K views
Not available in United States

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

29.8K views
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03:36
Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
xhtad1

20.8K views
Not available in United States

10:55
Kylie's prediciment
K Kylie Lynn

9.8K 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

5K views
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09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

8.9K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.6K views
Not available in United States

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

15.9K views
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02:17
Boss tranny show him his painful role
XXL4XXL

27.9K views
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17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

16.6K views
Not available in United States

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

15.8K views
Not available in United States

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

16.2K views
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04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa

58.8K views
Not available in United States

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

9.6K views
Not available in United States

02:46
Becca squirts in shiny pantyhose
Rebeccafuxx

2.9K views
Not available in United States

04:34
painful anal stretching and outdoor cumshot
Chantal Fouet

3.5K views
Not available in United States

07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

2.9K views
Not available in United States

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

1.4K views
Not available in United States

04:08
dumb slut gets the belt for cumming without permission
Bambi Christa

6.9K views