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Anal Pain Porn Videos

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00:57
cd tranny getting anal pain pounding by fucking machine
Sasha Earth

7.8K views
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06:57
Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
Dope Slut

1.2K views
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05:00
Sweet Anal Pain for Solo Sissy CD
Regina Blasegern

9.1K 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

69.2K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

568.6K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

33.3K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

23.5K views
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01:15:03
Pain and Pleasure Part 2

201K views
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03:30
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HatanoMiwa

291K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

105.6K views
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36:28
Pain Slut Kira
Twistedrama

43.9K 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

31.5K 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

12.7K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

161.3K views
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13:35
Lisa Femelle - The Whore of Master pain-

43.3K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

58.8K views
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04:04
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HatanoMiwa

60.3K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

22.2K views
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02:17
Boss tranny show him his painful role
XXL4XXL

29.5K views
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01:33
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111.6K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

112.2K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

54K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

42.6K 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

69.1K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

51.2K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

2K views
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51:35
Pain and pleasure, chastity and lust, Part 1

106.1K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

43.2K 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

19.3K views
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51:35
Pain and Pleasure

84K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

30.5K views
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03:26
Kill that sweet butthole with a Dildo
Charlotte Wilde

5.4K views
Not available in United States

11:32
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Sissy Cindy Slut

6.4K 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

18.7K 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

5.1K views
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01:28
First try for new plug and a bit bigger
Sanne

5K 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

5.4K views
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05:55
Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

29.7K views
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08:24
got a new toy with electro shock and vibrating function

5.1K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

24.1K views
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10:55
Kylie's prediciment
K Kylie Lynn

9.9K views
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01:29
MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
MissRose TS

13K views
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10:12
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose

16.2K views
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01:32
No pain no sissy gain
Kittykisses96

2.6K views
Not available in United States

11:13
pain, pleasure & cum load for T-girl Alexandra

123.3K views
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18:03
A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator
MyLolaTrav

4.2K views
Not available in United States

10:23
second try on triple penetration toy

1.4K views