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Painful Frontal Whipping Porn Videos

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07:53
Sissy Maids Punishment
Derek6699

16.7K views
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01:17
Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

5K views
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14:55
Sissy Maid - Pain & Pleasure Bondage
Derek6699

9.7K views
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05:41
Sadistic vampire Mistress
Jazebel

2.3K views
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06:08
Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro
MyLolaTrav

2.8K views
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05:10
FtM boy punished for being lazy
BonusholeToy

2.5K views
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05:11
Masochistic tranny whips himself with flogger
Keeno666

1.4K views
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05:31
Femmby painslut plays with spiked bracelet and ruins orgasm

2.1K views
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05:51
Riding new horsecock #4 monocrom frontal

1.3K 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

66K views
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02:46
Daddy domination over his sissy sex slave and to taught her that my place is under his balls
alinanightsky

29.5K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

566.8K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

31.8K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

83K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

22.6K views
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14:58
Pain Is Her Pleasure
Kink

924.2K views
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01:14
pain turns me on
boobyb0y

82.5K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

267K views
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01:15:03
Pain and Pleasure Part 2

200.5K views
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03:30
Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
HatanoMiwa

290.4K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

104.9K views
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18:29
Just because I can..
Twistedrama

82.7K views
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36:28
Pain Slut Kira
Twistedrama

43.6K 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

12.3K 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

31.1K views
Not available in United States

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

160.5K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

36K views
Not available in United States

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

43.1K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

58.5K views
Not available in United States

04:04
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HatanoMiwa

60.1K views
Not available in United States

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

22.1K views
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02:17
Boss tranny show him his painful role
XXL4XXL

29.3K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

30.2K views
Not available in United States

01:33
fucking my femboy slave sissy slut painful anal

111.4K views
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04:56
Caning and choking Kitsy
Kitsy Meow

50K views
Not available in United States

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

112K views
Not available in United States

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

53.8K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

4.4K 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

68.5K views
Not available in United States

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

42.4K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

21.7K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

14.2K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

51.1K views
Not available in United States

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

45.2K views
Not available in United States

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

36.5K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

20K views
Not available in United States

03:14
Pleasure Pain Sissy

37.5K views