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Homemade Tranny Anal Painful Porn Videos

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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

8.8K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

97.1K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

53.4K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

19.1K 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

64K views
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02:46
Daddy domination over his sissy sex slave and to taught her that my place is under his balls
alinanightsky

4.2K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

8.7K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

8.9K 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

27.7K 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

15.5K views
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02:17
Boss tranny show him his painful role
XXL4XXL

26.1K views
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01:32
No pain no sissy gain
Kittykisses96

2.3K 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

4.3K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

8.9K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.6K views
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23:11
Denise Humain in bath Final hard self spanking and nipple pain
Denise Humain

4.4K views
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10:18
Little sluts bills punishment
Lizz_ss25

4K views
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05:23
Bdsm tranny heavy impact play ftm Flogging
Keeno666

2.8K views
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06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

4.2K views
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06:08
Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro
MyLolaTrav

2.5K views
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05:11
Masochistic tranny whips himself with flogger
Keeno666

1.3K views
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03:41
The Pressure of Pain and Punishment
BadGod

2.8K views
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05:41
Sadistic vampire Mistress
Jazebel

1.9K views
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01:28
First try for new plug and a bit bigger
Sanne

4.3K views
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00:57
cd tranny getting anal pain pounding by fucking machine
Sasha Earth

7.3K views
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03:37
Electro Plug slips all the way in
Anyankah Renee Athanasia

4.3K views
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02:33
Hot Crossdresser fucks herself with a massive homemade toy!!
Dope Slut

1.1K 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

1.1K views
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35:14
Transsexual
MIMEROMOLE

1.4K views
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00:26
FUCKING MY HOLE WITH A BOTTLE
Natasha Fox

1.2K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

71.8K 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

4.7K views
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04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa

57.5K 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

3.7K 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

12.4K views
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08:03
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 3 - 4
Denise Humain

1.7K views
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05:24
MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
MissRose TS

2K views
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08:45
Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
MyLolaTrav

1.3K views
Not available in United States

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

34.6K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

18.3K views
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04:56
Caning and choking Kitsy
Kitsy Meow

47.5K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

25.4K views
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13:59
Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
Denise Humain

9.4K views
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09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

8.4K views
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02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

15.2K views
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08:09
Urethral sounding and vibration of a caged and bound shemale
MyLolaTrav

15.9K views
Not available in United States

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

2.7K views