24.6K Results

Sissy Punished Porn Videos

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02:40
Sissy Punished for Being a Bad Roommate
Bailey Wilde

2.2K views
Not available in United States

09:40
Trans girl punished for cumming early
Elwadeoh

299.5K views
Not available in United States

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

110K views
Not available in United States

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

95.3K 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

23.6K 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

336.3K 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

13.1K views
Not available in United States

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

79.9K views
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23:50
Doc punishing his bratty submissive femboy sissy Michele
Sissy Michelle MTF

101K views
Not available in United States

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

155.9K views
Not available in United States

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

199.9K views
Not available in United States

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

102.9K views
Not available in United States

15:10
Maintenance spanking for Kitsy. Blowjob and sex following the punishment.
Kitsy Meow

115.1K views
Not available in United States

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

10.5K 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

11.8K views
Not available in United States

02:37
BDSM Sissy Slut get punish and hits
alinanightsky

5.6K views
Not available in United States

11:33
Hard punishment and sex. KitsyMe0w
Kitsy Meow

85.2K views
Not available in United States

12:23
Sissy slut non stop edging as punishment
CindySissy

32.7K views
Not available in United States

08:18
Valentine's Day 1
KatyKoroleva

30K views
Not available in United States

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

57.1K views
Not available in United States

03:21
Cock torture with toothpaste day 2
Loreleyadd

38.2K views
Not available in United States

36:35
Sissy Maid Self Bondage Electro Punishment
Derek6699

49.2K views
Not available in United States

11:46
Nady catches me caressing myself and to punish me smashes my pussy and cums on my little panties
Nady-So

47K views
Not available in United States

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

3.8K views
Not available in United States

00:42
Slave with foot and sock fetish tied up and tortured by cute tranny girl
TV_Helena

35.1K views
Not available in United States

14:51
BDSM Transgirl Lactation Rough Punishment Homonate Puffy Boobs Shemale
fermerino

34.4K views
Not available in United States

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

13.8K views
Not available in United States

04:47
Sunday punishment by Master
PA8mmMaster

19.8K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

49.3K views
Not available in United States

08:36
Sissy balls heavy tortured with castration bands and hot was
AVGsissy

10.1K views
Not available in United States

04:16
Sissy Crossdresser maid gets punished by BigDaddy8inchz -Onlyfans
BBC_4Sissy

10.9K views
Not available in United States

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

36.1K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

19.6K views
Not available in United States

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

21.1K views
Not available in United States

05:18
New task - cock torture with toothpaste in pantyhose 3
Loreleyadd

21K views
Not available in United States

11:27
New Task-cock torture with toothpaste
Loreleyadd

23.2K views
Not available in United States

21:51
British MILF Lisa spanks sissy Charlotte
Lisa Essex

23.2K views
Not available in United States

08:58
Please Don't Tell Countess!
Marcy Bathory

1.9K views
Not available in United States

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

18.2K views
Not available in United States

11:12
Roommate Feminized and Fucked for Punishment
Bailey Wilde

33.3K views
Not available in United States

28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

1.6K views
Not available in United States

07:53
Sissy Maids Punishment
Derek6699

16.4K views
Not available in United States

14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
Denise Humain

18.7K views
Not available in United States

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

26.1K views
Not available in United States

24:42
Sissy Maid CBT Self Bondage Torture
Derek6699

11.1K views
Not available in United States

02:36
Amazon Sissy Trans Futa Princess Anal Fucked by BBC Jungle Man
Sassy Comics

15.4K views
Not available in United States

06:19
Kitsy gets Maintenance spanking. Adorable socks and feet.
Kitsy Meow

4K views