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06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

4.2K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

72.2K 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

64.2K 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

4.9K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

9.7K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

48.9K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

9.6K 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

4.7K views
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10:55
Kylie's prediciment
K Kylie Lynn

9.6K 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

4.4K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

8.9K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.6K views
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10:18
Little sluts bills punishment
Lizz_ss25

4K views
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03:41
The Pressure of Pain and Punishment
BadGod

2.9K views
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01:28
First try for new plug and a bit bigger
Sanne

4.4K views
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10:24
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 4 - 4
Denise Humain

3.4K views
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17:28
Denise Humain Scene Mix (Anal, Nipple, Blowjob)
Denise Humain

1.8K views
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00:57
cd tranny getting anal pain pounding by fucking machine
Sasha Earth

7.4K views
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00:22
Pressing a giant plug out of my anus
Charlotte Wilde

2.7K views
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00:26
FUCKING MY HOLE WITH A BOTTLE
Natasha Fox

1.2K 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

20.4K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.6K views
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04:34
painful anal stretching and outdoor cumshot
Chantal Fouet

3.4K views
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04:56
Caning and choking Kitsy
Kitsy Meow

47.5K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

12.2K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

25.4K 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

9.4K views
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17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

16.2K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

15.2K views
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07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

2.7K views
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14:55
Sissy Maid - Pain & Pleasure Bondage
Derek6699

8.9K views
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01:18
Sissy slut in pain
SissyPropertyUk

8.2K views
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17:10
Deepthroat Blowjob Training and Wax on Tits and Nipples
Denise Humain

4.3K views
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00:29
Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
iFetFuc

2.1K views
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03:43
Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
Sissy Sandy

4.9K views
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00:44
Slut cd using stiging nettles.
Amy-leigh

1.1K views
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00:20
Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

11.1K 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

11.1K views
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36:28
Pain Slut Kira
Twistedrama

35.4K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

97.5K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

53.6K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

19.2K 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

17.4K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

5.2K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

29.3K 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

17.4K 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

27.9K views