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Painful Insertion Porn Videos

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

14.4K views
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10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

27K views
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07:53
Painting tranny

337.3K views
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01:15:03
Pain and Pleasure Part 2

172.2K views
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14:58
Pain Is Her Pleasure
Kink

886.5K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

219.8K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

139.2K views
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36:28
Pain Slut Kira
Twistedrama

17.7K views
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02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

599.6K views
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18:29
Just because I can..
Twistedrama

59.2K views
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51:35
Pain and Pleasure

79.4K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

61.1K views
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18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

101.1K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

81.4K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

512.8K views
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26:26
Pleasure and pain 2

257.8K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

52.7K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

43.6K views
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13:35
Lisa Femelle - The Whore of Master pain-

33.6K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

33.8K views
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51:35
Pain and pleasure, chastity and lust, Part 1

101K views
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11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

30.6K 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

55.9K views
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30:28
I need the pain in my ass

259.4K views
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03:23
FtM bonus Toy : 100 cunt slaps
BonusholeToy

13.8K views
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03:14
Pleasure Pain Sissy

35K views
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21:12
Pleasure and pain

65.8K views
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04:08
Balls stretched masturbation
MyLolaTrav

17.4K views
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09:59
How to torture a beautiful sissy cock
MyLolaTrav

15.9K views
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17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

44K views
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04:56
Caning and choking Kitsy
Kitsy Meow

43.2K views
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01:14
pain turns me on
boobyb0y

65.8K views
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19:49
Shemale with leather cloth likes cruel sex with pain in her apartment

89.7K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

4.4K 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

15.4K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

16.3K views
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25:04
Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
Derek6699

5.3K views
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00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

23K views
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10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

37.9K 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

14K views
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01:57
Painful nice big cock

58.8K views
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11:32
Sissy faggot bitch
Sissy Cindy Slut

3.9K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

17.2K views
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10:22
Maso Slave Rebecca
R Rebeccafuxx

5K views
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18:35
Kisses and pain in intimity

17K 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

6.4K views
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23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

23.3K views