739 Results

Painful Gangbang Porn Videos

Free Porn Videos

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

35.8K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

38.4K views
Not available in United States

18:29
Just because I can..
Twistedrama

78.1K views
Not available in United States

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

100.2K views
Not available in United States

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

75.6K views
Not available in United States

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

55.3K 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

15.2K views
Not available in United States

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

20.3K views
Not available in United States

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

19.2K views
Not available in United States

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

35.4K 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

66K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

19.1K views
Not available in United States

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

49.8K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

48.4K 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

17.8K views
Not available in United States

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

5.4K views
Not available in United States

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

33.8K views
Not available in United States

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

29.7K views
Not available in United States

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

8.7K views
Not available in United States

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

20.4K views
Not available in United States

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

43.9K views
Not available in United States

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

13.2K views
Not available in United States

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

28.3K 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

18.1K views
Not available in United States

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

14.3K views
Not available in United States

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

25.7K 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

9.8K 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

29.1K 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
xhtad1

20.6K views
Not available in United States

09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

8.7K views
Not available in United States

29:58
Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
LaRicura16

4.9K views
Not available in United States

10:55
Kylie's prediciment
K Kylie Lynn

9.7K views
Not available in United States

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

3.6K views
Not available in United States

10:12
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose

15.7K views
Not available in United States

02:17
Boss tranny show him his painful role
XXL4XXL

27.1K views
Not available in United States

17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699

16.5K views
Not available in United States

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

15.5K views
Not available in United States

04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa

58.4K views
Not available in United States

04:34
painful anal stretching and outdoor cumshot
Chantal Fouet

3.5K views
Not available in United States

08:09
Urethral sounding and vibration of a caged and bound shemale
MyLolaTrav

16.1K views
Not available in United States

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

2.8K 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

7.6K views
Not available in United States

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

6.8K views
Not available in United States

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

1.1K views
Not available in United States

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

7.3K views
Not available in United States

07:53
Sissy Maids Punishment
Derek6699

16K views
Not available in United States

01:32
No pain no sissy gain
Kittykisses96

2.4K views