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Hard 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

47.4K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

77.7K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

5.5K 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

29.7K views
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02:17
Boss tranny show him his painful role
XXL4XXL

27.8K views
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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

9.1K 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

4.6K views
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23:11
Denise Humain in bath Final hard self spanking and nipple pain
Denise Humain

4.6K views
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00:57
cd tranny getting anal pain pounding by fucking machine
Sasha Earth

7.6K views
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00:26
FUCKING MY HOLE WITH A BOTTLE
Natasha Fox

1.2K 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

10K views
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08:49
Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator
MyLolaTrav

4.8K views
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11:37
Beautiful sissy gets naked, puts clamps on her nipples, jerks off her big cock with nettles and makes herself cum hard
MyLolaTrav

5.1K views
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00:46
Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
StrightAss

1.3K 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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01:15:03
Pain and Pleasure Part 2

195.9K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

156.7K views
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36:28
Pain Slut Kira
Twistedrama

40.4K views
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13:35
Lisa Femelle - The Whore of Master pain-

40.8K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

554.5K views
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51:35
Pain and Pleasure

83.5K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

111K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

101.7K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

56.4K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

41.3K views
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51:35
Pain and pleasure, chastity and lust, Part 1

105.3K 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

19.2K views
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08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

21K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

23.8K 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

66.8K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

50.2K 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

18K views
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08:24
got a new toy with electro shock and vibrating function

4.9K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

29.9K views
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11:32
Sissy faggot bitch
Sissy Cindy Slut

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

18.4K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

17.5K views
Not available in United States

07:35
third try with triple penetration toy

2.3K views
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03:36
Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
xhtad1

20.8K views
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10:55
Kylie's prediciment
K Kylie Lynn

9.8K views
Not available in United States

29:58
Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
LaRicura16

5K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.6K views
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09:57
Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo

23.5K views
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11:13
pain, pleasure & cum load for T-girl Alexandra

123.1K 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

15.9K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

52.8K views
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10:07
Domination and pain with this 2 shemales hardcore punishment
Latina Tranny

27.3K views