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

36.4K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

43.1K views
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07:07
This Dildo Hurts!
Subby Kim

10.9K views
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17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

43.5K views
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03:11
FEMOUT.XXX: So Hard It Hurts
Femout

13.8K views
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07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

3.1K views
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03:43
Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
Sissy Sandy

5K views
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05:00
Sweet Anal Pain for Solo Sissy CD
Regina Blasegern

9.1K views
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06:12
Ladyboy Lisa 3 Pain And Pleasure
Ladyboy Gold

21.9K views
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00:26
FUCKING MY HOLE WITH A BOTTLE
Natasha Fox

1.3K views
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02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

667.9K views
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07:53
Painting tranny

419.5K views
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01:16
BLACK SHEMALE COCK DOES HURT

485.2K views
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09:31
I love a challenge, but this dick was already hurting me inside
Nathalia Fontes

12.2K views
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14:58
Pain Is Her Pleasure
Kink

928.7K views
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00:41
This GIANT TS RAW COCK will HURT!!!

320.2K views
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01:14
pain turns me on
boobyb0y

84.6K views
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01:15:03
Pain and Pleasure Part 2

202.7K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

270.1K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

106.9K 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

32.3K 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

13.8K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

162.9K views
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01:12
Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!

14.7K views
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13:35
Lisa Femelle - The Whore of Master pain-

44.2K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

59.8K views
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26:26
Pleasure and pain 2

271.6K views
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03:20
she puts her bikini aside and fucks him in painful doggy

171.8K views
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06:51
Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
Astra DIsaster

91.8K views
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01:33
fucking my femboy slave sissy slut painful anal

112.1K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

22.7K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

72.3K views
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54:27
Tiny dicks moaning in agony

268.3K views
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04:56
Caning and choking Kitsy
Kitsy Meow

50.7K views
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04:08
Dulce Hurts My ass1

84.1K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

112.8K 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

70.4K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

4.9K views
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04:11
i get fucked till hurt a7777

206.9K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

51.7K views
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02:31
Black Guy Burst My Ass Until It Hurt Me

109K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

22.3K views
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04:09
Dulce Hurts My Ass2

85.3K views
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05:45
Put it in me doc. Make it hurt
Angeles Cid

155K views
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03:14
Pleasure Pain Sissy

37.7K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

37K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

14.6K views