Chastity Videos - Trans (32,820)

Once Upon Chastity

66% HD 1:01 / 25:45

Once Upon Chastity

FapHouse 1 week ago

Feminized Sasha De Sade

69% HD 1:01 / 24:42

Feminized Sasha De Sade

FapHouse 1 week ago

Making You My Special Halloween Decoration

55% HD 0:39 / 11:37

Making You My Special Halloween Decoration

FapHouse 1 week ago

The Landlady

HD 0:39 / 17:33

FapHouse 3 days ago

maids interview reverse gangbang

HD 1:58 / 40:25

maids interview reverse gangbang

AnalVids 4 days ago

Sissy Anal Training with Huge Cock 1

63% HD 1:01 / 5:33

Sissy Anal Training with Huge Cock 1

FapHouse 1 day ago

Natalie Mars Milking Clinic

70% HD 1:01 / 31:38

Natalie Mars Milking Clinic

FapHouse 2 weeks ago

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

HD 0:10 / 22:22

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

LoyalFans 2 weeks ago

Slow and Deep in My Sissy Ass After Practicing Blowjob 1

Slow and Deep in My Sissy Ass After Practicing Blowjob 1

FapHouse 1 day ago

Chastity Maid Anal Training

71% HD 0:39 / 17:15

Chastity Maid Anal Training

FapHouse 6 months ago

Locked & Milked ft. @BubblePinkElle

HD 0:10 / 13:06

Locked & Milked ft. @BubblePinkElle

LoyalFans 1 week ago

once upon a chastity

61% HD 0:30 / 25:39

once upon a chastity

PornBox 4 days ago

Im locking up her cock for a month

HD 0:25 / 14:50

Im locking up her cock for a month

Clips4sale 2 weeks ago

Sissy student pleases her professor

Sissy student pleases her professor

Clips4sale 5 days ago

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

Premium 4K 22:53

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

Clips4sale 1 week ago

Pretend Sissy Gone Too Far

72% HD 1:01 / 22:51

Pretend Sissy Gone Too Far

FapHouse 1 year ago

Colombian Boys Private Show

63% HD 2:00 / 4:11

Colombian Boys Private Show

Flirt4Free 2 weeks ago

Locktober For Lesbians

Locktober For Lesbians

Clips4sale 3 weeks ago

Aiden Ward Fist Jona Ortiz

73% 1:01 / 21:27

Aiden Ward Fist Jona Ortiz

FapHouse 5 months ago

Femdom Stories #16: Assigned to My Cage

HD 0:25 / 19:12

Femdom Stories #16: Assigned to My Cage

Clips4sale 2 weeks ago

Porchaets Homemade Chastity Dick, Fake Cock Riding Big Toys.

Porchaets Homemade Chastity Dick, Fake Cock Riding Big Toys.

FapHouse 2 days ago

The Landlady

63% HD 1:01 / 17:33

FapHouse 2 days ago

i fuck my ass with my chastity cage

i fuck my ass with my chastity cage

PornBox 6 days ago

Unholey Trans Latex Nun In Chastity Fucked Rough Facial

4K 0:25 / 19:36

Unholey Trans Latex Nun In Chastity Fucked Rough Facial

Clips4sale 1 day ago

Obedient Tgirl Follows Orders

67% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

FapHouse 6 months ago

Caged Teen TS Kitty Rose Fucked with Handcuffed

70% 0:39 / 38:45

Caged Teen TS Kitty Rose Fucked with Handcuffed

FapHouse 1 year ago

Sissy Joyce fucked by a Big Black Cock

55% HD 0:39 / 10:04

Sissy Joyce fucked by a Big Black Cock

FapHouse 3 years ago

Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo

70% HD 1:01 / 15:47

Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo

FapHouse 2 weeks ago

Dancing in My Flat Chastity Cage

58% HD 0:07 / 0:46

Dancing in My Flat Chastity Cage

FapHouse 2 years ago

Frustrated Sissy Plugged and in Chastity

78% HD 0:39 / 1:31

Frustrated Sissy Plugged and in Chastity

FapHouse 4 months ago

Crossdresser Sissy Chastity Sex

53% 1:01 / 14:45

Crossdresser Sissy Chastity Sex

FapHouse 5 months ago

Magnificent Wedding BBC Sissygasm

HD 1:01 / 19:14

Magnificent Wedding BBC Sissygasm

FapHouse 2 days ago

Princess Chastity Fuckdoll - Three Way Domination of a Submissive Piss Drinking Trans Girl

Princess Chastity Fuckdoll - Three Way Domination of a Submissive Piss Drinking Trans Girl

FapHouse 1 month ago

princess chastity fuckdoll - three way domination of a submissive piss drinking trans girl

65% HD 0:27 / 32:44

princess chastity fuckdoll - three way domination of a submissive piss drinking trans girl

PissVids 1 month ago

meu namorado sempre quer transar quando me ve arrumada - luana prado

meu namorado sempre quer transar quando me ve arrumada - luana prado

AnalVids 6 months ago

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

FapHouse 5 days ago

Who's the Real stepdaddy with Jenny Flowers

57% HD 0:39 / 20:25

Who's the Real stepdaddy with Jenny Flowers

FapHouse 3 months ago

anal angels 40 - ana li

51% HD 0:30 / 21:10

anal angels 40 - ana li

AnalVids 1 month ago

First Anal Sissygasm

71% HD 1:01 / 9:36

First Anal Sissygasm

FapHouse 1 year ago

sissy slut first double pegging

sissy slut first double pegging

AnalVids 1 day ago

Sissy in Her Pink Dress Riding Many Different Dildos

HD 1:01 / 19:03

Sissy in Her Pink Dress Riding Many Different Dildos

FapHouse 4 days ago

maids interview reverse gangbang

HD 1:58 / 40:25

maids interview reverse gangbang

PornBox 4 days ago

chastity t-girl goes wet, claire tenebrarum, 5on1, anal fisting, dap, gapes, pee drink, swallow btg063

68% HD 1:33 / 1:01:51

chastity t-girl goes wet, claire tenebrarum, 5on1, anal fisting, dap, gapes, pee drink, swallow btg063

PornBox 5 years ago

At private bar, I met a pure bitch with a chastity cage on and bring her to a massage chair.

At private bar, I met a pure bitch with a chastity cage on and bring her to a massage chair.

FapHouse 1 week ago

Maid to Serve

FapHouse 1 week ago

Caged Trans Rachael Belle Takes BBC with Joy

77% 1:01 / 29:01

Caged Trans Rachael Belle Takes BBC with Joy

FapHouse 1 year ago

Butt Slut Halloween Makeup

HD 0:39 / 11:45

Butt Slut Halloween Makeup

FapHouse 4 days ago

Riding My Favorite Dildo

Riding My Favorite Dildo

FapHouse 3 days ago

Natalie the Pumpkin Scout

HD 1:01 / 12:53

Natalie the Pumpkin Scout

FapHouse 5 days ago

Pent up Anal Whore

63% HD 1:01 / 31:19

Pent up Anal Whore

FapHouse 6 days ago

Sissy in the Pumpkin Patch

HD 0:39 / 11:14

Sissy in the Pumpkin Patch

FapHouse 3 days ago

once upon a chastity

HD 0:30 / 25:39

once upon a chastity

AnalVids 4 days ago

Pent up Anal Whore

HD 0:39 / 31:19

Pent up Anal Whore

FapHouse 6 days ago

Sissy Maid Dee Gets Carried Away Riding Dildos

HD 1:01 / 10:12

Sissy Maid Dee Gets Carried Away Riding Dildos

FapHouse 1 week ago

Colombian Boys Private Show

67% HD 2:00 / 20:55

Colombian Boys Private Show

Flirt4Free 1 month ago

Good Girl Training: Transfemme Anal JOI

55% HD 0:39 / 17:10

Good Girl Training: Transfemme Anal JOI

FapHouse 6 months ago

Metal Bondage Frame! Sissy in Sheer Pantyhose, Holographic Gag, Chastity & Intense Milking!

Premium 4K 1:01:22

Metal Bondage Frame! Sissy in Sheer Pantyhose, Holographic Gag, Chastity & Intense Milking!

Clips4sale 1 day ago

chastity t-girl wet, natalie mars, dap, double anal fisting, wrecked ass, almost rose, pee drink, creampie, swallow btg051

64% 1:36 / 1:02:33

chastity t-girl wet, natalie mars, dap, double anal fisting, wrecked ass, almost rose, pee drink, creampie, swallow btg051

PissVids 5 years ago

sissy slut humiliation

63% HD 0:12 / 7:27

sissy slut humiliation

PornBox 5 days ago

The Chastity Rabbit Hole

79% HD 1:01 / 9:03

The Chastity Rabbit Hole

FapHouse 1 year ago

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

66% HD 1:01 / 1:13:02

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

FapHouse 1 month ago

Pantieboy Tucked and Taped in Lingerie Riding BBC Dildo. Hands Free Cum Several Times

Pantieboy Tucked and Taped in Lingerie Riding BBC Dildo. Hands Free Cum Several Times

FapHouse 3 days ago

Chastity Doll

Clips4sale 1 day ago

POV Trans Chastity Slut Gets Stretched Out by Fuck Machine

Premium HD 17:53

POV Trans Chastity Slut Gets Stretched Out by Fuck Machine

Clips4sale 1 day ago

Medfet shaving genitals after locktober

57% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

sissy hope testing her black toys 🖤

HD 2:44 / 45:43

sissy hope testing her black toys 🖤

PornBox 1 week ago

Chastity Fuck with Jennifer Lunden

HD 1:01 / 14:58

Chastity Fuck with Jennifer Lunden

FapHouse 1 week ago

The Sissy Wedding - Brides share their first suck

Premium 4K 10:23

The Sissy Wedding - Brides share their first suck

Clips4sale 3 weeks ago

Tight Sissy Hole Stretched by Real Cock 2

Tight Sissy Hole Stretched by Real Cock 2

FapHouse 1 week ago

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

66% HD 0:10 / 22:53

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

LoyalFans 1 week ago

NOVINHA TRANS CASADA LIGOU PRA POLÍCIA SÓ PRA PODER DAR PRO OFICIAL DOTADO! - EVEZZINI

Premium HD 29:45

NOVINHA TRANS CASADA LIGOU PRA POLÍCIA SÓ PRA PODER DAR PRO OFICIAL DOTADO! - EVEZZINI

Sheer 3 weeks ago

Feminized Sasha De Sade

55% HD 0:39 / 24:42

Feminized Sasha De Sade

FapHouse 1 week ago

BBC Bull Breeds Wife Caged Cuck Eats Every Drop

55% HD 1:01 / 31:47

BBC Bull Breeds Wife Caged Cuck Eats Every Drop

FapHouse 1 month ago

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55% 0:30 / 29:45

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AnalVids 3 weeks ago

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

63% 0:39 / 4:38

Anita's Internship - Gameplay - Roleplay - Shemale Rubbing on Table to Cum and Slapping Balls with Dildo

FapHouse 5 days ago

Eating, Sucking, and Fucking an Asian Girls Pussy Has Never Been This Easy and Hot

HD 1:01 / 25:38

Eating, Sucking, and Fucking an Asian Girls Pussy Has Never Been This Easy and Hot

FapHouse 3 years ago

Hotel Hookup 4 - Esme

Premium HD 23:45

Hotel Hookup 4 - Esme

XNXXGold 3 months ago

hellfire hottie 47 - christi

63% HD 0:30 / 30:35

hellfire hottie 47 - christi

AnalVids 2 weeks ago

Caged TS Gray Perrier Submits to Sadistic Sir

63% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 2 months ago

Hotel Sex Fantasy

74% HD 1:01 / 20:50

Hotel Sex Fantasy

FapHouse 7 months ago

Muscular Jock Fucks His Caged Trans Girl Intense POV & Extreme Close-ups

66% HD 1:01 / 21:50

Muscular Jock Fucks His Caged Trans Girl Intense POV & Extreme Close-ups

FapHouse 2 weeks ago

Sissy White Boi and His Wife Strippers for Big Black Stepdaddy - Chapter 2 - Sissy's End

55% HD 0:39 / 23:27

Sissy White Boi and His Wife Strippers for Big Black Stepdaddy - Chapter 2 - Sissy's End

FapHouse 3 months ago

Your New Life as a Slave - First Instructions, Chastity & Boot Worship - Mistress Julia

HD 0:39 / 18:40

Your New Life as a Slave - First Instructions, Chastity & Boot Worship - Mistress Julia

FapHouse 1 week ago

Caged Trans Slut Is Fucked and Given a Facial

HD 1:01 / 23:53

Caged Trans Slut Is Fucked and Given a Facial

FapHouse 1 week ago

Pink Sissy Bride Dildo Play and Tombussy Chastity Cumming

55% HD 0:39 / 30:20

Pink Sissy Bride Dildo Play and Tombussy Chastity Cumming

FapHouse 1 month ago

The Chastity Fuck

61% HD 1:01 / 13:07

The Chastity Fuck

FapHouse 2 weeks ago

chastity fuckdoll 9 - tori

HD 0:30 / 30:05

chastity fuckdoll 9 - tori

PornBox 3 months ago

Muscular Jock Fucks His Caged Trans Girl Intense POV & Extreme Close-ups

HD 0:39 / 21:50

Muscular Jock Fucks His Caged Trans Girl Intense POV & Extreme Close-ups

FapHouse 2 weeks ago

Your New Life as a Slave - First Instructions, Chastity & Boot Worship - Mistress Julia

HD 1:01 / 18:40

Your New Life as a Slave - First Instructions, Chastity & Boot Worship - Mistress Julia

FapHouse 1 week ago

Chastity Fuck with Jennifer Lunden

63% HD 0:08 / 0:40

Chastity Fuck with Jennifer Lunden

FapHouse 1 week ago

this femboy has one of of the most extreme belly bulges you will ever see

Premium HD 14:03

this femboy has one of of the most extreme belly bulges you will ever see

XNXXGold 2 weeks ago

Making You the Sissiest Sissy!

66% HD 1:01 / 16:25

Making You the Sissiest Sissy!

FapHouse 3 weeks ago

The Fuck Factory

HD 0:39 / 15:11

The Fuck Factory

FapHouse 1 week ago

Pink Cutie

FapHouse 2 weeks ago

Bullied Sissy Chastity Release Double Feature

55% HD 0:37 / 29:31

Bullied Sissy Chastity Release Double Feature

Clips4sale 1 year ago

Once Upon Chastity

Once Upon Chastity

FapHouse 1 week ago

corno filmou a mulher em suruba gostosa com travestis e homens - completo no red - evezzini

corno filmou a mulher em suruba gostosa com travestis e homens - completo no red - evezzini

AnalVids 1 week ago

Come Join Me, a Femboy, Having Fun with My Dildo in a Bathtub

HD 0:39 / 16:18

Come Join Me, a Femboy, Having Fun with My Dildo in a Bathtub

FapHouse 1 month ago

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

52% HD 0:10 / 16:44

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

LoyalFans 2 months ago

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

55% HD 0:10 / 3:06

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

LoyalFans 2 months ago

Getting Used and Drained at Motel X

55% HD 1:01 / 1:00:33

Getting Used and Drained at Motel X

FapHouse 2 months ago

Sissy in the Pumpkin Patch

HD 1:01 / 11:14

Sissy in the Pumpkin Patch

FapHouse 2 days ago

chastity fuckdoll 10 - gigi

45% HD 0:30 / 30:25

chastity fuckdoll 10 - gigi

AnalVids 2 months ago

this femboy has one of of the most extreme belly bulges you will ever see

Premium HD 14:03

this femboy has one of of the most extreme belly bulges you will ever see

XVideosRed 2 weeks ago

Sissy Hope testing her black toys 🖤

Premium HD 45:43

Sissy Hope testing her black toys 🖤

Sheer 1 week ago

Femboy Domination - a Humiliating Ride of Submission

69% HD 1:01 / 26:18

Femboy Domination - a Humiliating Ride of Submission

FapHouse 2 months ago

Sissy Dee Gets to Be the Bride

HD 1:01 / 14:35

Sissy Dee Gets to Be the Bride

FapHouse 2 weeks ago

Its Time for Locktober Hehe

Its Time for Locktober Hehe

FapHouse 1 week ago

Patric & Simon & Frederick Private Show

57% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Once Upon a Chastity

Premium HD 25:39

Once Upon a Chastity

Sheer 3 days ago

Sissy in High Heels

Sissy in High Heels

FapHouse 1 week ago

TS Bambi and Brittany Celebrate Locktober

HD 0:39 / 10:26

TS Bambi and Brittany Celebrate Locktober

FapHouse 1 week ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Sweet Trans GF Sizes You Down for Locktober

Sweet Trans GF Sizes You Down for Locktober

FapHouse 1 week ago

How I Feel About Imposed Bi - Femdom POV

46% HD 1:01 / 12:57

How I Feel About Imposed Bi - Femdom POV

FapHouse 6 months ago

Lingerie Haul Try-on - Sissy Edition

HD 1:01 / 18:20

Lingerie Haul Try-on - Sissy Edition

FapHouse 2 weeks ago

Sissy Secret Exposed

HD 0:10 / 19:58

Sissy Secret Exposed

LoyalFans 5 days ago

Marry Winsor Private Show

Marry Winsor Private Show

Flirt4Free 1 week ago

Trans Fucks Neighbor's Husband, Pegging 8663 Ft Coldanive Rimming

HD 0:39 / 30:03

Trans Fucks Neighbor's Husband, Pegging 8663 Ft Coldanive Rimming

FapHouse 3 weeks ago

chastity t-girl, natalie mars, dap, double anal fisting, wrecked ass, almost rose, creampie, swallow btg051

64% 1:19 / 50:21

chastity t-girl, natalie mars, dap, double anal fisting, wrecked ass, almost rose, creampie, swallow btg051

AnalVids 5 years ago

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32,820 results found

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