49.2K Results

Painful Mature Porn Videos

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07:53
Painting tranny

439.8K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

45.6K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

13K views
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14:58
Pain Is Her Pleasure
Kink

940.5K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

112.8K 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

297.9K views
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36:28
Pain Slut Kira
Twistedrama

50.5K views

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01:14
pain turns me on
boobyb0y

88.8K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

63.8K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

30.3K views
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16:17
some fun kitty playtime
Kittykisses96

3.5K 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

17.5K 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

75.8K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

46.5K views
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13:35
Lisa Femelle - The Whore of Master pain-

47.5K views
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02:17
Boss tranny show him his painful role
XXL4XXL

32.8K views
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03:14
Pleasure Pain Sissy

39.2K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

57.2K views
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26:26
Pleasure and pain 2

274.9K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

75.1K views
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03:20
she puts her bikini aside and fucks him in painful doggy

174.2K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

6.8K views
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04:56
Caning and choking Kitsy
Kitsy Meow

52.7K views
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01:33
fucking my femboy slave sissy slut painful anal

113.8K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

32.8K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

21.7K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

47.7K views
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14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
Denise Humain

21.4K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

38.5K views
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01:57
Painful nice big cock

66.1K 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

61.5K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

15.9K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

44.7K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

27.9K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

17.4K views
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28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.2K views
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07:53
Sissy Maids Punishment
Derek6699

17.8K views
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01:29:00
Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
Cyanide Mistress Of Darkness

20.1K views
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03:26
Kill that sweet butthole with a Dildo
Charlotte Wilde

6K 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

11.8K views
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01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12.6K views
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04:08
Balls stretched masturbation
MyLolaTrav

19.9K views
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11:32
Sissy faggot bitch
Sissy Cindy Slut

6.9K views
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14:21
Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
Denise Humain

6.1K views
Not available in United States

10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

31.6K views
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00:20
Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

51.3K views