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Painful Crying Anal Porn Videos

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

21.6K views
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14:42
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Denise Humain

16.3K views
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28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.3K views
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13:59
Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
Denise Humain

12K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

94.9K views
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02:32
SISSIES , THE BLACK BOOMERANG IS BACK!!!!!

367.1K views
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01:12
Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!

18.1K views

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01:18
SOPHIE KRENS BOUND AND CRY
Sophie Krens

22.9K views
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08:11
Horse Cocked Ebony TS Granny Adrieli Pinheiro Makes BF Cry
Dream Tranny

291.8K views
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12:05
Piston Machine Reams Hot and Horny Tgirl Crystal Delicia
Dream Tranny

1.5K views
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02:00
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Luciejoconde

11.7K views
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01:25
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Luciejoconde

6.6K views
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00:30
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Sissy Joyce

73K views
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12:02
Hot Tranny Crystal Delicia Cums Hard After Taking Machine Dick
Dream Tranny

2.2K views
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12:05
Hot and Horny TS Crystal Delicia Runs a Fucking Machine in Her Ass
Dream Tranny

941 views
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03:49
ts make her slut

556.3K views
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02:44
Don't Cry Tranny !!! Jerking Off at your Job is a NO NO!!

131.8K views
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15:05
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Futanari XXX

114K views
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04:45
AJ180 Is Tight As Fuck! Can She Handle a 12-Inch Dildo Ride
AJ180

38.6K views
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10:35
Dorian and Angelique aka Victorian Age Crying Game

67.6K views
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32:19
AJ180 Attempts to Fill Her Hungry Hole in Will It Fit
AJ180

52.9K views
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20:50
Big Girls Don't Cry

577.8K views
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02:10
TS Fucks man

194.9K views
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00:30
AJ180 Cuckold Queen: You & Your Wife Are Sluts
AJ180

32K views
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01:15
Sexy body on Jamie Croft is so hot it makes you wanna cry
Trans 500

66K views
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05:41
This song is so romantic it makes me cry hehe but i hope you like my little mixx
Lizzaali

1.4K views
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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

111.8K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

604.5K views
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07:53
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444.5K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

46.9K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

14.5K views
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01:15:03
Pain and Pleasure Part 2

212.4K views
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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

36.1K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

113.8K views
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03:30
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HatanoMiwa

298.7K views
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36:28
Pain Slut Kira
Twistedrama

51.9K views
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16:17
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Kittykisses96

4K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

64.4K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

30.9K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

168.8K views
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06:06
My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
Nathalia Fontes

77K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

57.7K views
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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

18.2K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

47.2K views
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13:35
Lisa Femelle - The Whore of Master pain-

48.1K views
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02:17
Boss tranny show him his painful role
XXL4XXL

33.4K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

75.9K views