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08:37
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Victoria Lecherri

24.5K views
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00:57
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Sasha Earth

8.2K views
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05:00
Sweet Anal Pain for Solo Sissy CD
Regina Blasegern

9.3K 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

1.3K views
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09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

10.2K 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

104.7K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

597.9K views

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

45.1K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

12.6K views
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01:15:03
Pain and Pleasure Part 2

209.3K 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

35.3K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

112.5K views
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03:30
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HatanoMiwa

297.6K views
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36:28
Pain Slut Kira
Twistedrama

50.2K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

30K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

63.5K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

167.5K views
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16:17
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Kittykisses96

3.3K 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

17.3K 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

75.6K views
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13:35
Lisa Femelle - The Whore of Master pain-

47.3K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

46.4K views
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02:17
Boss tranny show him his painful role
XXL4XXL

32.7K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

57.1K views
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18:18
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Nicole Montero

115K views
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01:33
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113.7K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

53.2K 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

21.3K views
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04:04
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HatanoMiwa

61.5K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

44.6K views
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51:35
Pain and pleasure, chastity and lust, Part 1

107.4K 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

20K views
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03:26
Kill that sweet butthole with a Dildo
Charlotte Wilde

6K views
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11:32
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Sissy Cindy Slut

6.9K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

31.6K 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

6K views
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51:35
Pain and Pleasure

84.6K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

25K views
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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

6K views
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05:55
Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

30.1K views
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10:55
Kylie's prediciment
Kylie Lynn

10.3K views
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01:29
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MissRose TS

13.6K views
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01:28
First try for new plug and a bit bigger
Sanne

5.4K views
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08:24
got a new toy with electro shock and vibrating function

5.5K 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
Lilith_Eclipse

17K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

9.7K views
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35:40
Tranny with big cock fucks latino man in the ass
EroCom

750 views