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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

115.2K views
Not available in United States

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

282.6K views
Not available in United States

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

48K views
Not available in United States

14:58
Pain Is Her Pleasure
Kink

944K views
Not available in United States

01:15:03
Pain and Pleasure Part 2

213.3K 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

36.5K views
Not available in United States

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

114.6K views

Not available in United States

09:31
I love a challenge, but this dick was already hurting me inside
Nathalia Fontes

20.3K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

52.4K views
Not available in United States

01:14
pain turns me on
boobyb0y

90.3K views
Not available in United States

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

65K views
Not available in United States

16:17
some fun kitty playtime
Kittykisses96

4.2K views
Not available in United States

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

169.7K 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

77.4K views
Not available in United States

02:31
Black Guy Burst My Ass Until It Hurt Me

110.6K 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

18.6K views
Not available in United States

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

47.5K views
Not available in United States

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

48.4K views
Not available in United States

03:14
Pleasure Pain Sissy

39.7K views
Not available in United States

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

25.5K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

53.4K views
Not available in United States

07:07
This Dildo Hurts!
Subby Kim

12.3K views
Not available in United States

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

7.5K views
Not available in United States

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

115.7K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

22.1K views
Not available in United States

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

24.6K views
Not available in United States

01:33
fucking my femboy slave sissy slut painful anal

114.3K views
Not available in United States

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

48.2K views
Not available in United States

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

53.8K views
Not available in United States

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

39.1K 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

21.9K views
Not available in United States

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

28.1K views
Not available in United States

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

45.1K views
Not available in United States

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

16.4K views
Not available in United States

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

107.8K views
Not available in United States

07:53
Sissy Maids Punishment
Derek6699

18.1K views
Not available in United States

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

3.5K 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

20.4K views
Not available in United States

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

57.3K views
Not available in United States

51:35
Pain and Pleasure

85K 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

6.4K views
Not available in United States

04:08
Balls stretched masturbation
MyLolaTrav

20K views
Not available in United States

01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12.7K 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

6.2K 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

12.1K views
Not available in United States

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

6.1K views
Not available in United States

11:32
Sissy faggot bitch
Sissy Cindy Slut

7.1K views