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01:48

1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

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01:53

She'll give him a sore ass and weak legs

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01:16

BLACK SHEMALE COCK DOES HURT

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01:16

Dude takes a tranny painal

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07:11

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01:28

ouch

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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

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10:28

Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

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04:02

so much pain

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31:02

HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

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01:18

Dude takes a tranny painal

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01:33

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01:35

No rights day in da house. Painal for a harrased snowbunny the sissy slut Alina
alinanightsky

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01:24

electric sex and painful end.

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08:34

Stretch Nipples with special tool , VERY PAINFULL !!

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14:44

A Sissy Painslut Slave Is Born!

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07:14

Sissy Schoolgirl Anna Part3: Riding Dildo, Slapping myself, Thanking Daddy, CBT Punishment (It hurt! hihi)
Sissygurl Anna

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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

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07:07

This Dildo Hurts!
Subby Kim

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02:26

Tranny Backdoors It Hurts She Try Try Again

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07:26

Goddess TS Foxxy's Painal Slave
Kink

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01:52

Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
MaureenNadh

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06:53

Painful Anal Stretching With Facial
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06:08

Your slut hurts, but she loves it.. she's going crazy with pleasure with this huge one in her ass!!
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05:55

Ass-to-Mouth Painful Sissy Bareback Fuck in Motel

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09:57

Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

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01:13

Stretched Her Ass so Much It Hurt
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08:12

My ass still hurts after receiving a big tranny cock
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05:06

Tranny's sore asshole is torn by a huge anal dildo in the bathroom
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05:10

On my knees and deep until it hurts!!
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05:07

Zero Two Cosplay - Darling... it hurts... but... I love you... ❤️
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06:19

My Ass Hurts From This Huge Cock but I Like to Put It Deep!!
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05:07

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06:11

A quickie during the game never hurts

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00:53

Slutypia rides first time ass wide open it hurts so good

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06:12

Young Goth Trans Does Painful Anal
Khatara Shikiku

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01:04

Up Close Painful Femboy Dildo Practice
Khatara Shikiku

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05:09

My asshole hurt a lot but I enjoyed it very much
cd_aysemmm

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05:07

too big for my first anal experience, it hurt so much
cd_aysemmm

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01:01

Painful Anal with a huge vegetable

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03:29

Cum hurt me!
Victoria Lecherri

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10:09

A rectal massage would not hurt
Nickita Eloise

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06:23

The deeper it goes, the more it hurts, but the more i like it...
covo_sissy_cross

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05:32

A cock I want to find to fuck like that! Loud and hurt!!
covo_sissy_cross

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09:38

This big fat strapon dildo will hurt at first
Sissy Instruction

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01:37

CdTina painful anal

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14:37

My huge tranny cock is going to hurt a little at first
Tranny Newbies

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