42.4K Results

Sissy Punished Porn Videos

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

2.1K views
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00:13
Britney sissy punished

5.3K views
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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

66.5K views
Not available in United States

09:40
Trans girl punished for cumming early
Elwadeoh

194.4K views
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02:35
Sissy cums too early and gets punished with rough fucking

1.1M views
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18:00
Bad Girl Punished

352.1K views
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03:35
Crossdresser with Huge Tits Cup Z in Fishnet Suit - Let my Sexy Big Boobs Swing and Show my Huge Dildos for Anal Torture
Endless Deeply

34.5K views
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10:46
Sissy Slave Tranny Punished & Fucked - Full Video
Tranny Danni

639.4K views
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04:53
Sissy slave Harley Quinn punished and fucked
Tranny Danni

280.9K views
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10:12
Sissy Slave Punishment

113.8K views
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03:20
Sissy Cums Too Early And Gets Punished With Rough Fucking.

538.9K views
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02:35
SISSY CUMS TOO EARLY AND GETS PUNISHED WITH ROUGH FUCKING

488K views
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07:45
Trans Lesbian Anal Fisting And Cum in Own Mouth - Jessica Bloom And Jenby Doll
Jessica Bloom

30.9K views
Not available in United States

11:27
New Task-cock torture with toothpaste
Loreleyadd

21.2K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

96.4K views
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08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

71.1K views
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03:21
Cock torture with toothpaste day 2
Loreleyadd

34.4K views
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36:35
Sissy Maid Self Bondage Electro Punishment
Derek6699

45.9K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

53K views
Not available in United States

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

108.7K 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

310.1K views
Not available in United States

08:08
My first time to try 15 inch King Cock with high speed fucking machine
Ylvis88

5.7K views
Not available in United States

11:33
Hard punishment and sex. KitsyMe0w
Kitsy Meow

80.7K views
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09:08
How to treat a nice cock...
MyLolaTrav

24.6K views
Not available in United States

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

148.7K views
Not available in United States

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

189K views
Not available in United States

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

60K views
Not available in United States

11:12
Roommate Feminized and Fucked for Punishment
Bailey Wilde

31.3K views
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08:36
Sissy balls heavy tortured with castration bands and hot was
AVGsissy

8.2K views
Not available in United States

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

34.4K 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

44.9K views
Not available in United States

04:47
Sunday punishment by Master
PA8mmMaster

17.7K views
Not available in United States

06:37
First tortured with electric shocks, then cummed in stockings
Loreleyadd

4.3K 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

3.7K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

18.3K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

47.3K views
Not available in United States

13:55
Trans sissy MILF Karolina electro torture
Transmilfkarolina

79.1K 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

2.4K views
Not available in United States

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

18.9K views
Not available in United States

08:18
Valentine's Day 1
KatyKoroleva

26.5K views
Not available in United States

29:48
Sexy punishment by hard sissy dick for misspelling
Anna Rios

98.3K views
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10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

19.5K views
Not available in United States

19:26
POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification
Elvi Lynx

18K views
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06:18
Punishment For A Naughty School Gurl
Chantal Fouet

8K views
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14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

11.8K 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

17.3K views
Not available in United States

15:12
Sissy Maids Spiked Chastity Cage Self Bondage Torment
Derek6699

8.2K views