225 Results

Pain Porn Videos

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07:53
Painting tranny

390.5K views
Not available in United States

01:15:03
Pain and Pleasure Part 2

192.1K views
Not available in United States

01:15:02
Pain and pleasure, chastity and lust, Part 2

258.9K views
Not available in United States

14:58
Pain Is Her Pleasure
Kink

913.3K views
Not available in United States

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

153.2K views
Not available in United States

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

23.8K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

36.9K views
Not available in United States

02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

644.7K views
Not available in United States

18:29
Just because I can..
Twistedrama

76.8K views
Not available in United States

51:35
Pain and Pleasure

82.8K views
Not available in United States

18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

109.6K views
Not available in United States

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

545.8K views
Not available in United States

13:35
Lisa Femelle - The Whore of Master pain-

38.3K views
Not available in United States

31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

69K views
Not available in United States

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

98.7K views
Not available in United States

26:26
Pleasure and pain 2

266K views
Not available in United States

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

73.6K views
Not available in United States

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

54.4K views
Not available in United States

51:35
Pain and pleasure, chastity and lust, Part 1

104.7K views
Not available in United States

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

40.3K views
Not available in United States

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

19.6K views
Not available in United States

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

35K views
Not available in United States

02:46
Daddy domination over his sissy sex slave and to taught her that my place is under his balls
alinanightsky

8.7K views
Not available in United States

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

14.4K 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

65K views
Not available in United States

03:14
Pleasure Pain Sissy

36.8K views
Not available in United States

03:23
FtM bonus Toy : 100 cunt slaps
BonusholeToy

16.1K views
Not available in United States

04:08
Balls stretched masturbation
MyLolaTrav

18.7K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

18.7K views
Not available in United States

01:14
pain turns me on
boobyb0y

74.7K views
Not available in United States

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

49.3K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

47.9K views
Not available in United States

21:12
Pleasure and pain

66.4K views
Not available in United States

19:49
Shemale with leather cloth likes cruel sex with pain in her apartment

90.1K views
Not available in United States

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

4.7K 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

17.6K views
Not available in United States

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

33.3K views
Not available in United States

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

5.3K views
Not available in United States

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

29.5K views
Not available in United States

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

20K views
Not available in United States

11:32
Sissy faggot bitch
Sissy Cindy Slut

5.7K views
Not available in United States

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

8.4K views
Not available in United States

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

43.4K views
Not available in United States

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

12.7K views
Not available in United States

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

27.7K 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

17.7K views
Not available in United States

07:35
third try with triple penetration toy

2.1K views