2.9K Results

First Pain Porn Videos

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

5.5K views
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04:12
Selfuking
Papiricoo

30.5K views
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02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

692.3K 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

114.3K 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
Painting tranny

444.5K views

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

281.8K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

47.4K views
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14:58
Pain Is Her Pleasure
Kink

943.2K 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

36.4K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

114.3K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

41K 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

298.7K views
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36:28
Pain Slut Kira
Twistedrama

51.9K views
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01:14
pain turns me on
boobyb0y

89.9K views
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16:17
some fun kitty playtime
Kittykisses96

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

64.7K views
Not available in United States

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

31.3K views
Not available in United States

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

169.2K 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

58K views
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03:14
Pleasure Pain Sissy

39.6K 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

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

25.3K views
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26:26
Pleasure and pain 2

275.9K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

7.3K views
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04:56
Caning and choking Kitsy
Kitsy Meow

53.3K views
Not available in United States

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

115.4K views
Not available in United States

03:20
she puts her bikini aside and fucks him in painful doggy

174.5K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24.5K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

22.1K views
Not available in United States

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

48.1K views
Not available in United States

01:33
fucking my femboy slave sissy slut painful anal

114.2K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

33.3K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

53.7K views
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04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa

61.9K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

38.9K 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

21.8K views
Not available in United States

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

16.3K views
Not available in United States

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

28.1K views