938 Results

Humiliative Punishment Porn Videos

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05:03
Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
alinanightsky

130.2K views
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05:43
Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl
alinanightsky

107.4K views
Not available in United States

07:43
You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN
TV_Helena

14.9K views
Not available in United States

02:00
TGIRLS HOOKUP: Lying Top Gets Humiliated and Punished!
Tgirls Hookup

27.4K views
Not available in United States

01:08
Sissy Humiliation! Tranny girl tortured by dom: wax, spanking, CBT and piss!
TV_Helena

18.9K views
Not available in United States

14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

14.4K views
Not available in United States

02:09
Sissy challenge 4 Days only in sissy clothes
Sissy Steffi

19.4K views
Not available in United States

05:08
Kelli gagged with a pee covered penis gag
Kelli UK

7.2K views
Not available in United States

01:39
Sissy gets soanked by Domina
Aliska

3.8K views
Not available in United States

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

10.8K views
Not available in United States

14:21
Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
Denise Humain

5.2K views
Not available in United States

01:53
Sexy Sissygasm WBS for BNWO with BBC dildo and ball torture
NAT0NYA

7.7K views
Not available in United States

01:30
Dumb Sissy-Slut
PA8mmMaster

3.4K views
Not available in United States

01:26
Stupid sissy bitch with chastity cage fucks her ass pussy and gets humiliated and fooled by teeny girl
Pussy-Pet-Slave

5K views
Not available in United States

22:16
Lizz_ss25 home slut humiliation and training
Lizz_ss25

9.3K views
Not available in United States

19:43
Lizz_ss25 wax and piss sissy who’re
Lizz_ss25

2.5K views
Not available in United States

02:32
Sissy Punishes Herself With Shock Wand For Her Master

5.5K views
Not available in United States

02:09
A lesson from my Mr. Slut Ribbon.
PA8mmMaster

3.2K views
Not available in United States

03:59
Small sissy cock tormented with wax
Sissy_Nadiene

845 views
Not available in United States

02:35
Sissy cums too early and gets punished with rough fucking

1.2M views
Not available in United States

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

32.7K views
Not available in United States

02:17
EBONY SHEMALE BBC INTERRACIAL ANAL PUNISHMENT

552.1K views
Not available in United States

00:43
Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
TV_Helena

349.7K views
Not available in United States

08:42
Delivery Boy Fucked & Tormented by Venus Lux for Being Late
Kink

404.7K views
Not available in United States

02:27
Good sissy slut in pink baby-doll outfit take all hit, lick legs, and suck dick from his Owner, for prove that she is good gir
alinanightsky

20.9K views
Not available in United States

03:20
Sissy Cums Too Early And Gets Punished With Rough Fucking.

557.1K views
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22:21
The punishment - the movie

480.5K views
Not available in United States

10:11
TS Jesse Punishes a Cis and TS Man!
Kink

766.9K views
Not available in United States

08:01
Out of the Office 3 - Punished by a futa (futa on male)

370.2K views
Not available in United States

10:46
Sissy Slave Tranny Punished & Fucked - Full Video
Tranny Danni

661.8K views
Not available in United States

04:53
Sissy slave Harley Quinn punished and fucked
Tranny Danni

294.2K views
Not available in United States

02:37
BDSM Sissy Slut get punish and hits
alinanightsky

11K views
Not available in United States

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

84.1K views
Not available in United States

18:00
Bad Girl Punished

374.8K views
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21:36
Leela's Thanksgiving Day Dinner
Leela Wong

119.2K views
Not available in United States

07:29
Hot shemale punisher in black fishnets gives a massive
Shemale Punishers

121.3K views
Not available in United States

19:17
Tranny bitch tied up und tortured by her master
Allmylinks

433.5K views
Not available in United States

00:33
Rope session with Tranny in the forest!! Horny torments for cock and asshole!
Allmylinks

207.1K views
Not available in United States

04:44
No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
Derek6699

159.9K views
Not available in United States

15:13
Asian Ladyboy dominatrix punishing a slave client micropenis
Nikki Ladyboys

243.2K views
Not available in United States

07:37
Step-mommy Teaches You About Condoms JOI
WetZemu

8.2K views
Not available in United States

00:38
Sucker for Punishment
Jennifer Lunden

24K views
Not available in United States

08:12
Trans Angels - Chanel Santini Has to Punish Her Employees When They Get Caught Masturbating on the Clock!
T TransAngels

222.8K views
Not available in United States

07:13
India Nicolly was distracted when she was surprised by the indigenous man who was passing by at that exact moment
Mirella Diniz

15.2K views
Not available in United States

06:02
Jizzsprayed tranny getting gangbanged
Punish Shemale

259.1K views
Not available in United States

10:17
Aspen Brooks Punishes Kip Johnson
Kink

262K views
Not available in United States

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

105.6K views