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02:17
Boss tranny show him his painful role
XXL4XXL

21.5K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3K views
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01:28
First try for new plug and a bit bigger
Sanne

3.4K views
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02:33
Hot Crossdresser fucks herself with a massive homemade toy!!
Dope Slut

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

7.9K views
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10:27
Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
Cyanide Mistress Of Darkness

14.3K views
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07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

1.7K views
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05:11
Masochistic tranny whips himself with flogger
Keeno666

1K views
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05:41
Sadistic vampire Mistress
Jazebel

1.1K views
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01:19
sissy slut with nipple clamps
Emma Huntcock

1.1K views
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13:50
FtMbonusToy gets water tortured
BonusholeToy

2.4K views
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07:53
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332.5K views
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01:15:03
Pain and Pleasure Part 2

168.9K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

137K views
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36:28
Pain Slut Kira
Twistedrama

14.7K views
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51:35
Pain and Pleasure

78.9K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

60K views
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18:18
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Nicole Montero

100.6K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

79.4K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

507.8K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

42.4K views
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08:09
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Kitsy Meow

49.5K views
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13:35
Lisa Femelle - The Whore of Master pain-

32.8K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

32.5K views
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51:35
Pain and pleasure, chastity and lust, Part 1

100.6K 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

55.2K views
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08:37
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Victoria Lecherri

13.9K views
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17:38
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Derek6699

43.1K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

4.3K 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

15.1K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

26.6K 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

13.5K views
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11:32
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Sissy Cindy Slut

3.6K views
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01:57
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58.2K views
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10:22
Maso Slave Rebecca
R Rebeccafuxx

5K views
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03:36
Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
Bihar

18.5K 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

20.4K 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

3.5K views
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03:20
she puts her bikini aside and fucks him in painful doggy

158.4K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

21.3K views
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05:55
Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

28.2K 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

14.1K views
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11:13
pain, pleasure & cum load for T-girl Alexandra

122K views
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04:12
Selfuking
Papiricoo

26.8K views
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10:07
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Latina Tranny

26.4K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

47.1K views
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02:48
Young shemale loves the pain while daddy fucks her tight ass
O Oxvxo

99.8K views