Chastity Videos - Trans (32,467)

Private Sissygasm Show

HD 1:01 / 10:07

Private Sissygasm Show

FapHouse 1 week ago

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

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

AnalVids 5 months ago

Aiden Ward Fist Jona Ortiz

73% 1:01 / 21:27

Aiden Ward Fist Jona Ortiz

FapHouse 5 months ago

Locktober For Lesbians

Locktober For Lesbians

Clips4sale 3 days ago

dominant trans gives cuck bf SPH and makes him cum in cage

63% 4K 0:40 / 14:14

dominant trans gives cuck bf SPH and makes him cum in cage

Clips4sale 11 months ago

Subservient Maid Micky Mackenzie Gets Put in Her Place

Subservient Maid Micky Mackenzie Gets Put in Her Place

AdultEmpire 4 months ago

Anal Angels 40 - Ana Li

Premium HD 21:10

Anal Angels 40 - Ana Li

Sheer 1 week ago

Femboy Fingering Their Clit (cage) & Cums

Femboy Fingering Their Clit (cage) & Cums

FapHouse 1 month ago

pigtail trans cutie

55% 0:30 / 26:19

pigtail trans cutie

Clips4sale 1 year ago

Femdom Stories #10B: My Latex Domme Toy Trials (Animated)

HD 0:25 / 20:12

Femdom Stories #10B: My Latex Domme Toy Trials (Animated)

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

64% HD 1:01 / 5:27

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

FapHouse 1 year ago

SUBMISSIVE SLUT SPANKED, CAGED AND LICKING HIS FEET

Premium HD 18:21

SUBMISSIVE SLUT SPANKED, CAGED AND LICKING HIS FEET

XNXXGold 1 week ago

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

63% 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

Obedient Tgirl Follows Orders

72% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

FapHouse 5 months 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 3 weeks 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

Caged Teen TS Kitty Rose Fucked with Handcuffed

66% 0:39 / 38:45

Caged Teen TS Kitty Rose Fucked with Handcuffed

FapHouse 1 year ago

Frustrated Sissy Plugged and in Chastity

77% HD 0:39 / 1:31

Frustrated Sissy Plugged and in Chastity

FapHouse 4 months ago

How I Feel About Imposed Bi - Femdom POV

50% HD 1:01 / 12:57

How I Feel About Imposed Bi - Femdom POV

FapHouse 5 months ago

Hotel Sex Fantasy

72% HD 1:01 / 20:50

Hotel Sex Fantasy

FapHouse 6 months ago

Caged TS Gray Perrier Submits to Sadistic Sir

63% HD 1:01 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 1 month ago

Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

69% 1:01 / 7:42

Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

FapHouse 3 months ago

Butt Shaking Orgasm

63% HD 0:39 / 6:44

Butt Shaking Orgasm

FapHouse 2 weeks 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 week ago

An Honest Review: Cherry Keeper

58% HD 1:01 / 6:05

An Honest Review: Cherry Keeper

FapHouse 1 year ago

Pretend Sissy Gone Too Far

72% HD 1:01 / 22:51

Pretend Sissy Gone Too Far

FapHouse 1 year ago

Hotel Hookup 4 - Esme

Premium HD 23:45

Hotel Hookup 4 - Esme

XNXXGold 3 months ago

anal angels 40 - ana li

51% HD 0:30 / 21:10

anal angels 40 - ana li

AnalVids 1 week ago

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

59% HD 0:39 / 23:27

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

FapHouse 2 months ago

First Anal Sissygasm

71% HD 1:01 / 9:36

First Anal Sissygasm

FapHouse 1 year ago

The Chastity Rabbit Hole

79% HD 1:01 / 9:03

The Chastity Rabbit Hole

FapHouse 1 year ago

Sonechka25 Plays with Her Lovers' Sperm (swallows and Fills Her Ass with Cum From Used Condoms)

HD 1:01 / 11:09

Sonechka25 Plays with Her Lovers' Sperm (swallows and Fills Her Ass with Cum From Used Condoms)

FapHouse 2 weeks ago

Busty Blonde Bimbo Femboy with a Tiny Locked Clitty

Busty Blonde Bimbo Femboy with a Tiny Locked Clitty

FapHouse 4 months ago

Old McAJ's Farm

Premium HD 50:50

Old McAJ's Farm

Sheer 3 months ago

Caged TS Gray Perrier Submits to Sadistic Sir

67% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 1 month ago

Sexy Blond Sissy Bimbo Style Doll

70% 0:39 / 6:44

Sexy Blond Sissy Bimbo Style Doll

FapHouse 2 years ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon WMV

66% HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon WMV

Clips4sale 2 weeks ago

An Honest Review: the Holytrainer Nub

59% HD 1:01 / 11:38

An Honest Review: the Holytrainer Nub

FapHouse 1 year ago

Desire Sweet Private Show

HD 2:00 / 32:28

Desire Sweet Private Show

Flirt4Free 1 day ago

Bend Over Anal Pound in Chastity Lock!

62% 0:39 / 7:22

Bend Over Anal Pound in Chastity Lock!

FapHouse 5 months ago

anal angels 40 - ana li

HD 0:30 / 21:10

anal angels 40 - ana li

PornBox 1 week 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

Masked BBC Breeds Snow Bunny Nun Femboy

63% 0:39 / 3:01

Masked BBC Breeds Snow Bunny Nun Femboy

FapHouse 1 year ago

Fucking Mtf Chastity Charlie 3

63% HD 0:07 / 0:40

Fucking Mtf Chastity Charlie 3

FapHouse 1 month ago

Cailey’s Cumshot Compilation #3

58% HD 0:39 / 11:22

Cailey’s Cumshot Compilation #3

FapHouse 2 months ago

Cross-dresser Whore

Cross-dresser Whore

FapHouse 2 weeks ago

Master & Alann Private Show

HD 2:00 / 17:45

Master & Alann Private Show

Flirt4Free 5 days ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 5 days ago

Sissy Hijab with Chastity Cage and Streching My Asshole

Sissy Hijab with Chastity Cage and Streching My Asshole

FapHouse 3 weeks 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 4 days ago

Cheer Chastity

Premium HD 18:59

Sheer 2 years ago

Who's the Real stepdaddy with Jenny Flowers

57% HD 0:39 / 20:25

Who's the Real stepdaddy with Jenny Flowers

FapHouse 2 months ago

O brasil pode at&eacute_ ter perdido, mas eu ganhei foi muita rola ap&oacute_s o jogo... Coloquei todos os f&atilde_s que j&aacute_ gravaram em uma cena s&oacute_ - PARTE 1

Premium HD 10:04

O brasil pode at&eacute_ ter perdido, mas eu ganhei foi muita rola ap&oacute_s o jogo... Coloquei todos os f&atilde_s que j&aacute_ gravaram em uma cena s&oacute_ - PARTE 1

XNXXGold 2 months ago

Excited to Be a Cute and Caged Sissy

54% 1:01 / 11:30

Excited to Be a Cute and Caged Sissy

FapHouse 3 years ago

Endless Cum Flow From Gaping Anal

55% HD 0:39 / 3:57

Endless Cum Flow From Gaping Anal

FapHouse 3 weeks ago

chastity fuckdoll 9 - tori

HD 0:30 / 30:05

chastity fuckdoll 9 - tori

PornBox 2 months ago

Howling Delight

Premium HD 43:14

Howling Delight

XVideosRed 4 months ago

Nyxi: 5 Assgasms in a 5 Minute Fuck

Nyxi: 5 Assgasms in a 5 Minute Fuck

FapHouse 3 weeks ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 1 day ago

Chastity Locked Sissy Suspended in Red Rope! High Heel Trample, Nipple Play & Prostate Tease!

Premium 4K 1:03:41

Chastity Locked Sissy Suspended in Red Rope! High Heel Trample, Nipple Play & Prostate Tease!

Clips4sale 2 days ago

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

55% HD 0:39 / 11:15

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

FapHouse 2 months ago

Sissy Maid Candy Gets Fucked by Her Machine Outdoors - Part 2

HD 1:01 / 17:41

Sissy Maid Candy Gets Fucked by Her Machine Outdoors - Part 2

FapHouse 2 weeks ago

Oiled Latex Sissy Plays with Xxl Dildo

84% HD 1:01 / 42:01

Oiled Latex Sissy Plays with Xxl Dildo

FapHouse 1 year ago

Try to Impregnate Me

HD 0:25 / 10:20

Try to Impregnate Me

Clips4sale 2 weeks ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 days ago

Bella's Femboy Confession (Big Cumshot)

59% HD 0:10 / 8:55

Bella's Femboy Confession (Big Cumshot)

Clips4sale 4 years ago

you said you could never be into a trans girl... but your body is telling me something very different 😏 i tease you closer and closer until i decide my hand isn’t how i want to finish this lesson

42% HD 0:14 / 6:31

you said you could never be into a trans girl... but your body is telling me something very different 😏 i tease you closer and closer until i decide my hand isn’t how i want to finish this lesson

PissVids 4 weeks ago

Chastity-caged Sissy Gets Sideways Spoon-fucked Slow and Deep, Whispered Into Total Breeding Submission 1

48% HD 0:39 / 10:51

Chastity-caged Sissy Gets Sideways Spoon-fucked Slow and Deep, Whispered Into Total Breeding Submission 1

FapHouse 3 months ago

novinha trans casada ligou pra policia so pra poder dar pro oficial dotado! - evezzini

HD 0:30 / 29:45

novinha trans casada ligou pra policia so pra poder dar pro oficial dotado! - evezzini

PornBox 4 days ago

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

71% 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

Pink Sissy Bride Dildo Play and Tombussy Chastity Cumming

61% HD 0:39 / 30:20

Pink Sissy Bride Dildo Play and Tombussy Chastity Cumming

FapHouse 1 month ago

Medfet shaving genitals after locktober

56% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

Sexy TS Kitty Lucia Maya Leaks Cum in Chastity While Fucking Her Ass Then Unlocks Cage & Cums Hard

HD 0:39 / 19:04

Sexy TS Kitty Lucia Maya Leaks Cum in Chastity While Fucking Her Ass Then Unlocks Cage & Cums Hard

FapHouse 1 week ago

anal angels xv - cherub chastity

HD 0:30 / 32:54

anal angels xv - cherub chastity

PornBox 2 years ago

Sophia Loreen Party on Apr 21, 2026 - Part 3

63% HD 2:00 / 40:40

Sophia Loreen Party on Apr 21, 2026 - Part 3

Flirt4Free 5 months ago

Rebeccah Gibson Private Show

Rebeccah Gibson Private Show

Flirt4Free 2 weeks ago

He Fucks Me Like a Bitch... I Love Being Trained by Master

65% HD 0:39 / 18:09

He Fucks Me Like a Bitch... I Love Being Trained by Master

FapHouse 3 months ago

chastity fuckdoll 10 - gigi

45% HD 0:30 / 30:25

chastity fuckdoll 10 - gigi

AnalVids 1 month ago

Making You the Sissiest Sissy!

66% HD 1:01 / 16:25

Making You the Sissiest Sissy!

FapHouse 6 days 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 6 days ago

Latex Dressing and Girlcock Part 2

Premium HD 12:42

Latex Dressing and Girlcock Part 2

Clips4sale 1 week ago

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

FapHouse 1 week ago

Sissy Maid Strap-on Day

67% HD 1:01 / 9:53

Sissy Maid Strap-on Day

FapHouse 1 month ago

Anal Angel - Gaping TS Gray Perrier's Tight Ass with Aj's Huge Cock

59% HD 0:39 / 14:32

Anal Angel - Gaping TS Gray Perrier's Tight Ass with Aj's Huge Cock

FapHouse 7 months ago

Strapped Down by Raven Vice

HD 0:10 / 16:06

Strapped Down by Raven Vice

LoyalFans 1 month ago

Dancing in My Flat Chastity Cage

55% HD 0:07 / 0:46

Dancing in My Flat Chastity Cage

FapHouse 2 years ago

Good Girl Training: Transfemme Anal JOI

55% HD 0:39 / 17:10

Good Girl Training: Transfemme Anal JOI

FapHouse 5 months ago

Femdom Stories #11B: Locked Beneath Your Mistress While She Rides (Animated)

Premium HD 16:54

Femdom Stories #11B: Locked Beneath Your Mistress While She Rides (Animated)

Gloryhole Piss Drinker - Sexy Trans Princess Drinks Entire Glass of Piss From Mystery Cock

63% 0:39 / 2:39

Gloryhole Piss Drinker - Sexy Trans Princess Drinks Entire Glass of Piss From Mystery Cock

FapHouse 2 weeks ago

Merciless Strappado Machine

74% 1:01 / 19:42

Merciless Strappado Machine

FapHouse 2 years ago

The White Sissy Is Waiting for His Big Black Cock in Her Ass

67% HD 1:01 / 20:00

The White Sissy Is Waiting for His Big Black Cock in Her Ass

FapHouse 3 months ago

Trans Chastity Beauties Tease with Toys

56% 1:01 / 23:42

Trans Chastity Beauties Tease with Toys

FapHouse 1 year ago

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

52% HD 0:10 / 16:44

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

LoyalFans 1 month ago

Hellfire Hottie 45 - Tori

Premium HD 16:45

Hellfire Hottie 45 - Tori

Sheer 2 weeks ago

Sensual Kissing and After It Whe Try Strapon with Chastity

Sensual Kissing and After It Whe Try Strapon with Chastity

FapHouse 3 weeks ago

Sissy Cheerleader Caught

60% HD 0:39 / 15:24

Sissy Cheerleader Caught

FapHouse 1 year ago

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

67% HD 0:27 / 32:44

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

PissVids 2 weeks ago

Caged Trans Slut Gets Dicked Hard

65% 1:01 / 44:40

Caged Trans Slut Gets Dicked Hard

FapHouse 1 month ago

hellfire hottie 45 - tori

HD 0:30 / 16:45

hellfire hottie 45 - tori

AnalVids 2 weeks ago

Sissy Cumslut Anal Play, Sounding and Plapgasm for Stepdaddy with Cum Swallow

HD 0:39 / 29:56

Sissy Cumslut Anal Play, Sounding and Plapgasm for Stepdaddy with Cum Swallow

FapHouse 2 weeks ago

hellfire hottie 45 - tori

HD 0:30 / 16:45

hellfire hottie 45 - tori

PornBox 2 weeks ago

Making You the Sissiest Sissy!

HD 0:39 / 16:25

Making You the Sissiest Sissy!

FapHouse 6 days ago

Caged Maid Enjoys Anal Beads

65% HD 0:39 / 3:28

Caged Maid Enjoys Anal Beads

FapHouse 1 year ago

Sissy Elvi Lynx Takes Turns Fucking Her Asshole and Her Throat with a Dildo

HD 1:01 / 12:55

Sissy Elvi Lynx Takes Turns Fucking Her Asshole and Her Throat with a Dildo

FapHouse 2 weeks ago

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

55% 0:39 / 32:50

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

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 1 week ago

My Mistress Allowed Me to Suck Her Pussy

My Mistress Allowed Me to Suck Her Pussy

FapHouse 1 week 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 2 weeks ago

Sissy TS Big Ass

HD 0:39 / 10:32

Sissy TS Big Ass

FapHouse 1 month ago

The Vice Mach 2 Product Review and Unboxing

67% HD 1:01 / 20:35

The Vice Mach 2 Product Review and Unboxing

FapHouse 4 months 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 2 weeks ago

dei gostoso pro meu personal da academia

dei gostoso pro meu personal da academia

AnalVids 1 month ago

Trans Bimbo Gray Perrier trained w BBC

HD 0:10 / 16:06

Trans Bimbo Gray Perrier trained w BBC

LoyalFans 1 week ago

Lisan & Mine Private Show

4K 2:00 / 24:47

Lisan & Mine Private Show

Flirt4Free 1 week ago

Anal Fissting Sissy Slut Deep

64% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 3 years ago

Anal Academy, Lesson#4 - How to Suck a Big Dick?

Anal Academy, Lesson#4 - How to Suck a Big Dick?

FapHouse 2 weeks ago

Colombian Boys Private Show

68% HD 2:00 / 20:55

Colombian Boys Private Show

Flirt4Free 2 weeks ago

Femboy in Flat Chastity Cage Riding Best Friend Reverse Cowgirl

59% HD 0:39 / 7:01

Femboy in Flat Chastity Cage Riding Best Friend Reverse Cowgirl

FapHouse 1 year ago

Paulo & Jose & Sander Private Show

55% HD 2:00 / 15:24

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

Sissy Maid Gets Locked in Chastity and *** to Serve2

Sissy Maid Gets Locked in Chastity and *** to Serve2

FapHouse 3 weeks ago

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