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

45.2K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

55.3K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

14.8K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

16.2K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

44.6K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

27.4K views
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25:04
Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
Derek6699

5.7K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

23.6K views
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17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

15K views
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03:41
Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
Cyanide Mistress Of Darkness

6.7K views
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07:53
Sissy Maids Punishment
Derek6699

13.5K views
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10:27
Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
Cyanide Mistress Of Darkness

14.6K views
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07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

1.8K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

8.3K views
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14:55
Sissy Maid - Pain & Pleasure Bondage
Derek6699

7.9K views
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06:39
I am a naughty bitch that needs to be punished severely
Victoria Lecherri

2.3K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.2K views
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07:02
Mistress Cy IPL Hair Removal Punishment
Cyanide Mistress Of Darkness

9.1K views
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11:37
Beautiful sissy gets naked, puts clamps on her nipples, jerks off her big cock with nettles and makes herself cum hard
MyLolaTrav

4.3K views
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05:24
MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
MissRose TS

1.6K views
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08:45
Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
MyLolaTrav

1.1K views
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36:28
Pain Slut Kira
Twistedrama

20.9K views
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18:29
Just because I can..
Twistedrama

61.1K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

83.3K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

31.3K 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

56.9K views
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04:56
Caning and choking Kitsy
Kitsy Meow

43.9K 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

15.7K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

4.5K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

16.8K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

23.7K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

38.5K 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

14.5K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

18.8K 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

6.7K views
Not available in United States

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

19K 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

3.8K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.2K 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

22.4K 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

14.4K views
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02:17
Boss tranny show him his painful role
XXL4XXL

22.4K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

8.7K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

13.6K 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

54.9K views
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02:46
Becca squirts in shiny pantyhose
Rebeccafuxx

2.6K views
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04:34
painful anal stretching and outdoor cumshot
Chantal Fouet

3K views
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04:08
dumb slut gets the belt for cumming without permission
Bambi Christa

5.3K views