Chastity Videos - Trans (23,880)

Latex Punishment and Fingering [Chastity OTK finger fuck]

HD 0:10 / 15:30

Latex Punishment and Fingering [Chastity OTK finger fuck]

LoyalFans 1 month ago

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HD 0:30 / 30:40

chastity fuckdoll 6 - autumn

PornBox 1 week ago

Timmy Boy in Chastity Takes Rough Anal Training XXX

55% HD 0:39 / 7:29

Timmy Boy in Chastity Takes Rough Anal Training XXX

FapHouse 2 weeks ago

Nyxi Shows Mr. Smith Appreciation for Her Trip to Florida

64% HD 0:39 / 7:08

Nyxi Shows Mr. Smith Appreciation for Her Trip to Florida

FapHouse 10 months ago

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PornBox 3 weeks ago

Down the sissy rabbit hole - My Story

50% HD 0:10 / 17:16

Down the sissy rabbit hole - My Story

LoyalFans 1 month ago

From Hot Girl to Slutty Sissy

69% 0:39 / 10:51

From Hot Girl to Slutty Sissy

FapHouse 10 months ago

Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and Jenbydoll

68% HD 0:39 / 17:43

Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and Jenbydoll

FapHouse 5 days ago

First Anal Sissygasm

53% HD 0:39 / 9:36

First Anal Sissygasm

FapHouse 10 months ago

Black Santa Fucks His 3 White Sissy Elf Sluts

HD 0:10 / 28:18

Black Santa Fucks His 3 White Sissy Elf Sluts

LoyalFans 1 day ago

Oiled Sissy with Slim Body

56% HD 0:39 / 4:31

Oiled Sissy with Slim Body

FapHouse 1 month ago

Sissy Girl in Chastity

Sissy Girl in Chastity

FapHouse 1 week ago

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

FapHouse 3 days ago

Mommy's Massive Monster Cock!!!!

63% HD 0:10 / 13:40

Mommy's Massive Monster Cock!!!!

LoyalFans 4 weeks ago

Fucking Sexy Sissy in Chastity - Compilation 3

Fucking Sexy Sissy in Chastity - Compilation 3

FapHouse 1 week ago

Treat Me Like a Sissy-slut

HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 3 weeks ago

Sissy Hope Compilation 15

HD 0:39 / 10:21

Sissy Hope Compilation 15

FapHouse 6 days ago

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56% 1:36 / 1:02:33

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PornBox 4 years ago

Fucking Trans Woman in Chastity - Compilation 4

Fucking Trans Woman in Chastity - Compilation 4

FapHouse 6 days ago

Milk or Tea?

67% HD 0:39 / 9:43

FapHouse 1 week ago

Sissy Locked in Chastity and in Bondage on Her Post with a Huge Dildo

HD 0:39 / 11:35

Sissy Locked in Chastity and in Bondage on Her Post with a Huge Dildo

FapHouse 1 day ago

House sissy introduction - Dressed and broken in

65% HD 0:10 / 12:26

House sissy introduction - Dressed and broken in

LoyalFans 1 month ago

These two lucky guys bust their nuts on Lisas face and pussy

58% HD 0:39 / 19:26

These two lucky guys bust their nuts on Lisas face and pussy

FapHouse 2 years ago

Rachael Found Your Key

HD 0:39 / 13:18

Rachael Found Your Key

FapHouse 10 months ago

Freya Bliss Private Show

Freya Bliss Private Show

Flirt4Free 4 days ago

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novinha branquinha transando com negao na hidromassagem - luana prado

PornBox 2 days ago

Raine Ryder Caged and Taking Xxl Fantasy Toys

HD 0:39 / 16:43

Raine Ryder Caged and Taking Xxl Fantasy Toys

FapHouse 5 days ago

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79% HD 1:14 / 34:16

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PornBox 8 months ago

aquela gozada gostosa para comecar o dia bem, ganhando muito leitinho na boca

aquela gozada gostosa para comecar o dia bem, ganhando muito leitinho na boca

PornBox 1 day ago

tiny caged trans slut swallows bbc, gets her tight pink asshole stuffed, then her caged clit cum all over!

61% HD 0:30 / 45:33

tiny caged trans slut swallows bbc, gets her tight pink asshole stuffed, then her caged clit cum all over!

AnalVids 5 months ago

Viky & Master Private Show

HD 2:00 / 13:43

Viky & Master Private Show

Flirt4Free 1 week ago

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amigo do meu irmao me comeu no quarto e depois no banheiro enquanto ele saiu - luana prado

PornBox 1 week ago

Sophia Loreen Party on Nov 30, 2025 - Part 2

4K 2:00 / 31:11

Sophia Loreen Party on Nov 30, 2025 - Part 2

Flirt4Free 1 week ago

aquela gozada gostosa para comecar o dia bem, ganhando muito leitinho na boca

aquela gozada gostosa para comecar o dia bem, ganhando muito leitinho na boca

PissVids 2 days ago

Fucking Mtf Chastity Charlie 2

51% 0:39 / 29:16

Fucking Mtf Chastity Charlie 2

FapHouse 1 month ago

Sophia Loreen Private Show

4K 2:00 / 25:00

Sophia Loreen Private Show

Flirt4Free 1 day ago

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61% HD 0:30 / 14:15

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PornBox 1 year ago

Pau Branco Pra Um Rabo Moreno

Premium HD 46:00

Pau Branco Pra Um Rabo Moreno

xnxxGold 1 month ago

Sophia Loreen Private Show

63% 4K 2:00 / 15:14

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

Freya Bliss Private Show

HD 2:00 / 10:00

Freya Bliss Private Show

Flirt4Free 5 days ago

why fight it when you were made for this?my words own you now.. my voice is all that matters..

55% 0:30 / 35:38

why fight it when you were made for this?my words own you now.. my voice is all that matters..

PornBox 9 months ago

Horny Striptease Harley

Horny Striptease Harley

Flirt4Free 10 months ago

Sophia Loreen Party on Sep 30, 2025 - Part 2

59% 4K 2:00 / 23:42

Sophia Loreen Party on Sep 30, 2025 - Part 2

Flirt4Free 2 months ago

Sophia Loreen Private Show

63% 4K 2:00 / 5:43

Sophia Loreen Private Show

Flirt4Free 4 days ago

Part 2: Pushing Sissy Barbie’s Limits - 4 Dildo Sizes & Long Deep Pegging - Mistress Julia

Part 2: Pushing Sissy Barbie’s Limits - 4 Dildo Sizes & Long Deep Pegging - Mistress Julia

FapHouse 1 week ago

Ekaterina Jazmine Private Show

HD 2:00 / 13:36

Ekaterina Jazmine Private Show

Flirt4Free 2 days ago

Sophia Loreen Party on Dec 9, 2025 - Part 2

4K 2:00 / 50:10

Sophia Loreen Party on Dec 9, 2025 - Part 2

Flirt4Free 4 days ago

Sissy Slut Gets Strapped

66% HD 0:10 / 13:23

Sissy Slut Gets Strapped

LoyalFans 4 weeks ago

Sissy Crossdresser Walking Outside with a Vibrator Inside Her Ass and a Micro Chastity Cage

Sissy Crossdresser Walking Outside with a Vibrator Inside Her Ass and a Micro Chastity Cage

FapHouse 1 day ago

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PornBox 1 month ago

Freya Bliss Party on Dec 3, 2025 - Part 2

HD 2:00 / 32:21

Freya Bliss Party on Dec 3, 2025 - Part 2

Flirt4Free 1 week ago

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HD 0:30 / 40:59

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PornBox 2 weeks ago

Mistress Baton’s Sissy Finishing School guest starring Mistress Vixen: Sissy Caning & BJ Training

HD 0:10 / 24:01

Mistress Baton’s Sissy Finishing School guest starring Mistress Vixen: Sissy Caning & BJ Training

LoyalFans 3 days ago

peeing from trapped dick while shaving my ass and balls!

HD 0:30 / 35:44

peeing from trapped dick while shaving my ass and balls!

PissVids 1 week ago

Desperate Sissy Chastity Release

61% HD 0:22 / 16:18

Desperate Sissy Chastity Release

Clips4sale 3 years ago

Introducing Lewd Miss Penny!

65% HD 5:00 / 21:17

Introducing Lewd Miss Penny!

JavHD 9 months ago

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anal pesado com trans, duas mulheres e um macho socando sem do

PornBox 3 days ago

Sissy Bride in Chastity

Sissy Bride in Chastity

FapHouse 1 week ago

Clown Feet

55% HD 0:22 / 42:12

Clips4sale 1 month ago

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cu estourado das tres com socada forte do macho insano

PornBox 1 week ago

( presente de natal - aline x yago ) fiquem com os melhores momentos de janeiro e fevereiro

( presente de natal - aline x yago ) fiquem com os melhores momentos de janeiro e fevereiro

PissVids 2 days ago

[4K] Latex Crossdresser Bondage Chastity Cum [KMM-47]

Premium 4K 30:48

[4K] Latex Crossdresser Bondage Chastity Cum [KMM-47]

Viky & Master Private Show

Viky & Master Private Show

Flirt4Free 5 days ago

Young Sissy Anal Fucks A Bottle for an Uniform : The Obey Gameplay

Young Sissy Anal Fucks A Bottle for an Uniform : The Obey Gameplay

FapHouse 1 month ago

It's so Delicious to Suck and Ride a Big Black Cock Part1

It's so Delicious to Suck and Ride a Big Black Cock Part1

FapHouse 1 month ago

Fucking Trans Woman in Chastity - Compilation 10

HD 0:39 / 20:52

Fucking Trans Woman in Chastity - Compilation 10

FapHouse 3 days ago

Pink Princess Rosebud Pervert

86% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 10 months ago

Edged & Denied - Femdom Chastity Tease & Denial

59% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 1 year ago

chastity fuckdoll 4 - elizabelle

48% HD 0:30 / 22:04

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PornBox 4 months ago

Humiliated Sissy Custom #2

56% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 10 months ago

Melanie Silver Private Show

4K 2:00 / 21:51

Melanie Silver Private Show

Flirt4Free 1 month ago

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61% 0:30 / 26:19

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Clips4sale 7 months ago

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HD 0:30 / 40:46

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PornBox 1 month ago

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

HD 0:39 / 16:00

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

FapHouse 1 week ago

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

HD 0:39 / 35:33

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

FapHouse 1 week ago

Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf

63% HD 0:39 / 27:42

Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf

FapHouse 6 days ago

Chastity Taught Me Devotion: Finally Allowed to Fuck Redhead

Chastity Taught Me Devotion: Finally Allowed to Fuck Redhead

FapHouse 1 week ago

POV caged sissy leaks so much precum, BLACKED, squirts cum

77% 0:16 / 7:25

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Clips4sale 1 year ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

61% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 8 months ago

Colombian Boys Private Show

51% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 1 year ago

trans chastity slut dusti bunni gets leashed & used by stud

61% 0:30 / 22:08

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PornBox 3 weeks ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

63% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 1 week ago

AMIGO DO MEU IRM&Atilde_O ME COMEU NO QUARTO E DEPOIS NO BANHEIRO ENQUANTO ELE SAIU - LUANA PRADO

AMIGO DO MEU IRM&Atilde_O ME COMEU NO QUARTO E DEPOIS NO BANHEIRO ENQUANTO ELE SAIU - LUANA PRADO

XVideosRed 1 week ago

caged QOS sissy plaps balls & cums with huge BBC in her ass

72% 4K 0:18 / 9:49

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Clips4sale 4 months ago

Fodi a Cdzinha Sem Camisinha

Premium HD 1:00

Fodi a Cdzinha Sem Camisinha

XVideosRed 11 months ago

Sissy Trans Goth in Chastity Cum From Anal Vibrator

Sissy Trans Goth in Chastity Cum From Anal Vibrator

FapHouse 1 week ago

Viky & Master Private Show

63% HD 2:00 / 10:29

Viky & Master Private Show

Flirt4Free 1 week ago

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 3

HD 0:39 / 20:14

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 3

FapHouse 4 days ago

Trans Mistress Hands Free Chastity Anal Cum

Trans Mistress Hands Free Chastity Anal Cum

FapHouse 4 weeks ago

Troy & Kiros Private Show

64% HD 2:00 / 15:22

Troy & Kiros Private Show

Flirt4Free 1 year ago

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PornBox 2 weeks ago

Est&aacute_vamos transmitindo para um cliente e acabamos continuando a brincadeira ap&oacute_s ele desligar. Que del&iacute_cia de gozada que levei no meu rabinho

Premium HD 6:46

Est&aacute_vamos transmitindo para um cliente e acabamos continuando a brincadeira ap&oacute_s ele desligar. Que del&iacute_cia de gozada que levei no meu rabinho

xnxxGold 1 week ago

Tattoo Sissy Charlotte Takes a Huge Cock Bareback Anal Fucking From Mike

HD 0:39 / 21:11

Tattoo Sissy Charlotte Takes a Huge Cock Bareback Anal Fucking From Mike

FapHouse 1 month ago

TS Slave Maid Spanking Punishment | MahoganyQen

61% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 7 months ago

Cumming on My Face

Cumming on My Face

FapHouse 2 weeks ago

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63% 0:30 / 36:37

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PornBox 2 weeks ago

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HD 0:30 / 27:36

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PornBox 1 week ago

5 must-have sex toys for sissies - Femdom sissy feminization

63% HD 0:10 / 15:34

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LoyalFans 4 days ago

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AnalVids 3 weeks ago

Katty Anderson Private Show

Katty Anderson Private Show

Flirt4Free 3 weeks ago

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78% 0:28 / 28:09

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PornBox 1 year ago

Oliver Whitee Party on Nov 3, 2025 - Part 3

55% HD 2:00 / 1:11:53

Oliver Whitee Party on Nov 3, 2025 - Part 3

Flirt4Free 1 month ago

Freya Bliss Party on Nov 25, 2025 - Part 3

66% HD 2:00 / 49:26

Freya Bliss Party on Nov 25, 2025 - Part 3

Flirt4Free 2 weeks ago

Maureennadh - Tied up Dildo Riding, Locked in Micro Chastity

Maureennadh - Tied up Dildo Riding, Locked in Micro Chastity

FapHouse 1 week ago

Kendra James Fucks Until His Ass Aches More

Kendra James Fucks Until His Ass Aches More

FapHouse 3 days ago

aquela sentada gostosa para comecar a semana bem levando uma leitada no cuzinho

aquela sentada gostosa para comecar a semana bem levando uma leitada no cuzinho

PornBox 1 week ago

realizei o sonho de um fa e levei uma gozada quente nos meus peitos que me lambuzou toda...

realizei o sonho de um fa e levei uma gozada quente nos meus peitos que me lambuzou toda...

PissVids 1 week ago

Trans Housewife cheats with BBC Lover

HD 0:10 / 20:06

Trans Housewife cheats with BBC Lover

LoyalFans 2 weeks ago

Latex Face Sitting Orgasm [Trans Chastity Femdom]

HD 0:10 / 11:30

Latex Face Sitting Orgasm [Trans Chastity Femdom]

LoyalFans 2 weeks ago

Lucas Miiller Private Show

Lucas Miiller Private Show

Flirt4Free 1 week ago

Unlocking Chastity

Unlocking Chastity

FapHouse 2 weeks ago

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61% 0:30 / 22:08

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AnalVids 3 weeks ago

Big Anal Ball Stretches My Hole

Big Anal Ball Stretches My Hole

FapHouse 1 month ago

Loctober Sissy Chastity Checkup with Rachael Belle

Premium HD 21:08

Loctober Sissy Chastity Checkup with Rachael Belle

XVideosRed 10 months ago

levei uma jatada forte de porra na boca na posicao que voces vao a loucura !!!!

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PissVids 1 day ago

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AnalVids 3 months ago

Viky & Master Private Show

Viky & Master Private Show

Flirt4Free 1 week ago

Hercules & Lance & Lian Miller Private Show

Hercules & Lance & Lian Miller Private Show

Flirt4Free 2 years ago

Viky & Master Private Show

67% HD 2:00 / 14:49

Viky & Master Private Show

Flirt4Free 2 months ago

realizei o sonho de um fa e levei uma gozada quente nos meus peitos que me lambuzou toda...

realizei o sonho de um fa e levei uma gozada quente nos meus peitos que me lambuzou toda...

PornBox 1 week ago

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