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Painful Videos Porn Videos

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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

54.6K 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

23.6K views
Not available in United States

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

26.6K views
Not available in United States

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

559.4K views
Not available in United States

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

80.5K views
Not available in United States

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

20K views
Not available in United States

01:14
pain turns me on
boobyb0y

80.6K views
Not available in United States

14:58
Pain Is Her Pleasure
Kink

920.4K views
Not available in United States

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

103.2K views
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18:29
Just because I can..
Twistedrama

81.1K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

42.1K 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

10.9K views
Not available in United States

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

35.1K 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

30.4K views
Not available in United States

02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

158.4K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

57.3K views
Not available in United States

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

21.4K views
Not available in United States

02:17
Boss tranny show him his painful role
XXL4XXL

28.5K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

29.5K views
Not available in United States

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

3.8K views
Not available in United States

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

13.8K views
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04:56
Caning and choking Kitsy
Kitsy Meow

49.5K views
Not available in United States

06:06
My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
Nathalia Fontes

67.3K views
Not available in United States

10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

53.2K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

41.8K views
Not available in United States

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

50.6K views
Not available in United States

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

36.1K views
Not available in United States

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

44.7K views
Not available in United States

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

21.3K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

19.7K views
Not available in United States

03:14
Pleasure Pain Sissy

37.3K views
Not available in United States

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

1.7K views
Not available in United States

51:35
Pain and Pleasure

83.7K views
Not available in United States

07:53
Sissy Maids Punishment
Derek6699

16.5K views
Not available in United States

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

9.2K views
Not available in United States

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

16K views
Not available in United States

14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
Denise Humain

18.8K views
Not available in United States

11:32
Sissy faggot bitch
Sissy Cindy Slut

6.2K views
Not available in United States

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

26.2K views
Not available in United States

17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

42.8K views
Not available in United States

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

30.1K 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

10.4K views
Not available in United States

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

5.1K views
Not available in United States

01:29:00
Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
Cyanide Mistress Of Darkness

18.3K views
Not available in United States

04:02
Finishing up with pain on my balls
Naomi Perv

2.5K views
Not available in United States

08:24
got a new toy with electro shock and vibrating function

5K views
Not available in United States

17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

16.8K views