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

56.2K 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

57.2K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

21.9K views
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10:15
Linday Purple Pain

8.8K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

8.3K views
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00:46
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StrightAss

1K views
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00:40
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Soloregin

2.1K views
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14:58
Pain Is Her Pleasure
Kink

891.1K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

23.9K 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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11:13
pain, pleasure & cum load for T-girl Alexandra

122.4K views
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09:09
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Bambi Christa

6.7K views
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06:54
Get ready for pain and submission little Sissy Slave.
Denise Humain

7.2K views
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10:00
Girl loves pain and cum

12.7K views
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17:02
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40.2K views
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05:37
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Jazebel

1.5K views
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35:14
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MIMEROMOLE

1K views
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51:35
Pain and Pleasure

80.1K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

521.3K views
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18:18
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Nicole Montero

101.8K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

35.2K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

31.4K views
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08:37
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Victoria Lecherri

15K views
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04:08
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MyLolaTrav

17.7K views
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09:59
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MyLolaTrav

16.3K views
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01:14
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boobyb0y

67.1K views
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04:56
Caning and choking Kitsy
Kitsy Meow

44K 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

15.9K 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

17K views
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10:11
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TheToxicTwins

27.6K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

38.7K 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

14.6K 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

6.8K 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

22.6K views
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06:05
Dildo, Jerking, a little Pain

29.6K views
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02:17
Boss tranny show him his painful role
XXL4XXL

22.8K views
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02:06
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Titten-Sau

13.7K views
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04:04
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55K views
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01:33
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103.9K views
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08:09
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MyLolaTrav

15.1K views
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03:41
Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
Cyanide Mistress Of Darkness

6.8K views
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16:11
A beautiful transgender with nipples clamped has his big cock electro-stimulated until it drips long
MyLolaTrav

8.1K views
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22:12
Rebeccas Maso Perversions
Rebeccafuxx

8.5K views
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03:30
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275.5K 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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14:21
Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
Denise Humain

3.2K views