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09:40
Trans girl punished for cumming early
Elwadeoh

237.1K 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

35.1K views
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10:46
Sissy Slave Tranny Punished & Fucked - Full Video
Tranny Danni

645.5K views
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04:53
Sissy slave Harley Quinn punished and fucked
Tranny Danni

284.3K views
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22:21
The punishment - the movie

465.4K views
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08:01
Out of the Office 3 - Punished by a futa (futa on male)

354K views
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08:42
Trans girl punishes this guy by destroying his ass
Marika Ferreira

179K views
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19:39
Mistress Kristina tortures slave's ass

64.9K views
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14:54
Extreme inflation of the ass with powerful compressors - selfbondage timer
Transmilfkarolina

41.8K views
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06:02
Very Hard Punishment For Tranny Slut Large Enema and Electro shock
Transmilfkarolina

322.1K views
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07:45
Trans Lesbian Anal Fisting And Cum in Own Mouth - Jessica Bloom And Jenby Doll
Jessica Bloom

33K views
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16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

99.2K views
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36:35
Sissy Maid Self Bondage Electro Punishment
Derek6699

47.4K views
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11:52
FULL VID: Slave kept chaste & tortured in public by tranny
Allmylinks

231.9K views
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08:08
My first time to try 15 inch King Cock with high speed fucking machine
Ylvis88

7.1K views
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18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

54.7K views
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15:10
Maintenance spanking for Kitsy. Blowjob and sex following the punishment.
Kitsy Meow

111.9K views
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08:36
Sissy balls heavy tortured with castration bands and hot was
AVGsissy

8.8K views
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00:33
Rope session with Tranny in the forest!! Horny torments for cock and asshole!
Allmylinks

192.8K views
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11:12
Roommate Feminized and Fucked for Punishment
Bailey Wilde

32.1K views
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02:46
Daddy domination over his sissy sex slave and to taught her that my place is under his balls
alinanightsky

8.7K views
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03:52
Hot Shemale Anal Punishment - Homemade

139.7K views
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06:28
Mistress Katryn torments Slave O (3)

67.1K views
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08:18
Valentine's Day 1
KatyKoroleva

27.8K views
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19:26
POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification
Elvi Lynx

18.2K views
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06:08
He punishes that tight shemale ass from behind

26.7K 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

17.8K views
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23:50
Doc punishing his bratty submissive femboy sissy Michele
Sissy Michelle MTF

97.4K views
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08:20
Sissy Trans MILF Karolina enema punishment
Transmilfkarolina

18.4K views
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01:40
My Deep Throat
KatyKoroleva

9.9K views
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06:07
Huge dildo is pushed deeper into the ass by rubber bands. BDSM TS self bondage torture. Huge Tits Cup-Z Anal Fuck Extreme deep
Endless Deeply

18.3K views
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01:09:43
Synnz’ day of reckoning..
Synnz

22.8K views
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22:08
Fuckmachine torture
Niceguy_1991

10.4K views
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08:08
Natasha Steals Christmas Toy And Gets Santa's Punishment
Natasha Rotten

8.9K views
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05:08
Kelli gagged with a pee covered penis gag
Kelli UK

6.5K views
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07:15
Hot Semolina Pudding Enema for Big Ass Hard Punishment
Transmilfkarolina

15.7K views
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10:07
Domination and pain with this 2 shemales hardcore punishment
Latina Tranny

27.2K views
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01:13
Guy Transformed into Hot Woman as Punishment by Roommate
Bailey Wilde

7.5K views
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06:08
I torture my big balls then big cumshot
JessieRoss

35.8K views
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15:52
Vikki gets punishment

10K views
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08:13
Bottom whore self punishment

11K views
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02:11
4 Eggs in Ass and Fuck It Hard Out of Me
Dirty anal Lisa

4.3K views
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06:10
Slender shemale getting punished by her bf

18.3K views
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15:26
Story of Kt - part 1 meeting my mistress April
Loyalfans

7.4K views
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03:25
punished

11K views
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13:16
Sissy Samantha - great anal pleasure with tits torture

4.5K views
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03:17
Bondage balls torture
MarceSlut

2.3K views