22.5K Results

Painful Tight Pussy Porn Videos

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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

75.9K views
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06:53
More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

6.9K 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

11.9K 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
Lilith_Eclipse

17.1K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.8K views
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05:37
Pink psycho bath bondage
Jazebel

2.7K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.9K views

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00:40
Tight Ass Shemale Reign Swallow 12 Inch BBC Deep Up Her Ass
Soloregin

2.4K views
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01:15:02
Pain and pleasure, chastity and lust, Part 2

279.6K views
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03:30
Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
HatanoMiwa

298K 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

61.6K views
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09:09
3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

10.3K views
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04:08
dumb slut gets the belt for cumming without permission
Bambi Christa

7.7K views
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03:23
FtM bonus Toy : 100 cunt slaps
BonusholeToy

16.5K views
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02:47
Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
Denise Humain

3.4K views
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08:00
Perfect Penis Pill for my subincision
Vulva Cock Jez

9.9K views
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05:10
FtM boy punished for being lazy
BonusholeToy

2.8K views
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02:03
Clamping my nipples and clit, masochism

3.9K views
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10:12
Lizzy Yum august 2024 dilate and masturbate #5 nipple pain fantasy bathing pussy clit boobs
Lizzy Yum

177 views
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16:53
Lizzyyum VR August 2024 Masturbate Nipple Pain fantasy bathing pussy clit boobs
Lizzy Yum

227 views
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10:34
Lizzy Yum august 2024 dilate and masturbate #5 nipple pain fantasy bathing pussy clit boobs
Lizzy Yum

504 views
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16:58
Lizzyyum August 2024 Masturbate Nipple Pain fantasy bathing pussy clit boobs
Lizzy Yum

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

688.5K views
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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

106.9K views
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01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

599.7K views
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07:53
Painting tranny

440.5K views
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02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

45.7K views
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14:58
Pain Is Her Pleasure
Kink

940.7K views
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03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

13.2K views
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01:15:03
Pain and Pleasure Part 2

210.4K 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

35.6K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

113K views
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08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

40.3K views
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36:28
Pain Slut Kira
Twistedrama

50.8K views
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01:14
pain turns me on
boobyb0y

88.9K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

63.9K views
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02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

30.3K views
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02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

167.9K views
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16:17
some fun kitty playtime
Kittykisses96

3.5K 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

17.6K views
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07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

46.7K views
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13:35
Lisa Femelle - The Whore of Master pain-

47.6K views
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02:17
Boss tranny show him his painful role
XXL4XXL

32.9K views
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10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

57.3K views
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03:14
Pleasure Pain Sissy

39.2K views
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26:26
Pleasure and pain 2

275K views
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31:02
HUNG BLACK SHEMALE PAINFUL ANAL FUCK -SiNNe-

75.3K views