43.6K Results

Sissy Pain 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

54.6K 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

01:34
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

01:17
Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

4.9K views
Not available in United States

01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12.1K views
Not available in United States

00:27
Belted sissy pain-slut

18.9K 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

23.6K 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

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

103.2K views
Not available in United States

18:29
Just because I can..
Twistedrama

81.1K 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

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

01:33
fucking my femboy slave sissy slut painful anal

110.7K views
Not available in United States

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

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
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

49.5K 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

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

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

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
Not available in United States

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

4.9K views
Not available in United States

05:55
Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

29.6K views
Not available in United States

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

4.8K 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

5.2K views
Not available in United States

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

22.8K views
Not available in United States

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

16.3K views
Not available in United States

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

23.7K views