Sissy Chastity (53,454)

Cailey’s Cumshot Compilation #3

57% HD 0:39 / 11:22

Cailey’s Cumshot Compilation #3

FapHouse Hace2 mes

Femboy Domination - a Humiliating Ride of Submission

69% HD 1:01 / 26:18

Femboy Domination - a Humiliating Ride of Submission

FapHouse Hace1 mes

Sophia Loreen Party on Jul 29, 2026 - Part 3

54% 4K 2:00 / 1:17:55

Sophia Loreen Party on Jul 29, 2026 - Part 3

Camster Hace1 mes

Jessica Bloom Extreme Deep Urethral Sounding in Chastity Then Massive Cumshot And Eats It All

Jessica Bloom Extreme Deep Urethral Sounding in Chastity Then Massive Cumshot And Eats It All

XHamster Hace4 mes

Sophia Loreen Party on Apr 25, 2026 - Part 3

52% HD 2:00 / 1:59:26

Sophia Loreen Party on Apr 25, 2026 - Part 3

Flirt4Free Hace4 mes

Obedient Tgirl Follows Orders

71% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

FapHouse Hace4 mes

Trans Bombshells Make Love

Trans Bombshells Make Love

MyTransfix Hace 2 semana

Caged TS Gray Perrier Submits to Sadistic Sir

68% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse Hace1 mes

Sophia Loreen Private Show

63% HD 2:00 / 4:58

Sophia Loreen Private Show

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Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

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Sissy Rides Cock And Gets Fucked Hard Bareback Doggy Style for Massive Anal Creampie She Licks up Every Drop of Cum

Sissy Rides Cock And Gets Fucked Hard Bareback Doggy Style for Massive Anal Creampie She Licks up Every Drop of Cum

XHamster Hace 2 semana

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the farmhouse - 7 trans girl reverse gangbang bbc

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Sissy crossdresser cumming twice and swallowing her own cum

Sissy crossdresser cumming twice and swallowing her own cum

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naughty secretary tease to cum in mouth - 4k

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I Love Being His Cumslut - Trans Creampied by THICK BIG BLACK DICK - Sasha_de_Sade OF

I Love Being His Cumslut - Trans Creampied by THICK BIG BLACK DICK - Sasha_de_Sade OF

MyTransfix Hace1 mes

Sissy Slut Fucked Raw Then Swallows Huge Creampie and Her Own Sissygasm

Sissy Slut Fucked Raw Then Swallows Huge Creampie and Her Own Sissygasm

XHamster Hace3 mes

Roommate Loses Bet and Gets Locked in Chastity

Roommate Loses Bet and Gets Locked in Chastity

XHamster Hace5 mes

Sophia Loreen Party on Apr 27, 2026 - Part 3

50% HD 2:00 / 28:51

Sophia Loreen Party on Apr 27, 2026 - Part 3

Flirt4Free Hace4 mes

Trans Chastity Fuck Doll - deep and rough anal fucking

Trans Chastity Fuck Doll - deep and rough anal fucking

XHamster Hace7 mes

Cailey’s Cumshot Compilation #3

46% HD 1:01 / 11:22

Cailey’s Cumshot Compilation #3

FapHouse Hace2 mes

Wild Sabrina Private Show

50% HD 2:00 / 16:26

Wild Sabrina Private Show

Flirt4Free Hace 7 yaño

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55% HD 2:00 / 6:53

Flirt4Free Hace 5 yaño

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

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

XHamster Hace9 mes

Jessica Dolls Weekly Fuckmachine Therepy

65% HD 0:39 / 12:59

Jessica Dolls Weekly Fuckmachine Therepy

FapHouse Hace7 mes

Sophia Loreen Strip

65% HD 2:00 / 4:00

Sophia Loreen Strip

Camster Hace 3 yaño

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

PissVids Hace 2 día

Fabulous Femboy in Chastity Fucked Hard

Fabulous Femboy in Chastity Fucked Hard

XHamster Hace 4 semana

Paulo & Jose & Sander Private Show

59% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

Flirt4Free Hace3 mes

Sissy Kanisa Is Playing with Her Pussy

64% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

FapHouse Hace 1 yaño

Roy & Hercules & Jamer Private Show

47% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free Hace 3 yaño

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

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 Hace 1 semana

part two of the nun series

part two of the nun series

XHamster Hace 1 semana

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

51% HD 0:39 / 10:51

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

FapHouse Hace2 mes

White Sissy Trans With Chastity Creampied

White Sissy Trans With Chastity Creampied

AShemaleTube Hace2 mes

Crossdresser in Chastity Fucked Raw

Crossdresser in Chastity Fucked Raw

AShemaleTube Hace 5 día

Sophia Loreen Party on Jun 19, 2026 - Part 3

71% HD 2:00 / 47:03

Sophia Loreen Party on Jun 19, 2026 - Part 3

Camster Hace2 mes

Sophia Loreen Party on Apr 21, 2026 - Part 3

66% HD 2:00 / 40:40

Sophia Loreen Party on Apr 21, 2026 - Part 3

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Maid to Suck

57% HD 0:39 / 16:15

FapHouse Hace2 mes

Crossdresser Sissy Chastity Sex

61% 1:01 / 14:45

Crossdresser Sissy Chastity Sex

FapHouse Hace4 mes

How I became a bbc addict

How I became a bbc addict

AShemaleTube Hace 1 yaño

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

54% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse Hace 1 yaño

Sophia Loreen Party on Apr 18, 2026 - Part 3

54% HD 2:00 / 44:10

Sophia Loreen Party on Apr 18, 2026 - Part 3

Flirt4Free Hace4 mes

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

57% 0:39 / 4:14

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

FapHouse Hace4 mes

Sophia Loreen Private Show

4K 2:00 / 14:01

Sophia Loreen Private Show

Flirt4Free Hace1 mes

The Reward for the Locked-up Sissy

62% HD 0:39 / 12:56

The Reward for the Locked-up Sissy

FapHouse Hace10 mes

Sophia Loreen Private Show

63% 4K 2:00 / 9:47

Sophia Loreen Private Show

Flirt4Free Hace 4 semana

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

XHamster Hace 2 yaño

Sophia Loreen Private Show

60% HD 2:00 / 9:59

Sophia Loreen Private Show

Camster Hace3 mes

Frustrated Sissy Plugged and in Chastity

75% HD 0:39 / 1:31

Frustrated Sissy Plugged and in Chastity

FapHouse Hace3 mes

Orianna Dunn Private Show

49% HD 2:00 / 4:33

Orianna Dunn Private Show

Flirt4Free Hace 3 yaño

Futa Gf Locks You In Chastity And Takes Care Of Your Slutty Needs [Assfuck JOI]

Futa Gf Locks You In Chastity And Takes Care Of Your Slutty Needs [Assfuck JOI]

MyTransfix Hace 3 día

A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!

A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!

XHamster Hace 2 yaño

Nailing of a Lifetime - Multiplicity Itsol

Nailing of a Lifetime - Multiplicity Itsol

Transvids.tv Hace 1 yaño

Sissys Dream 1

54% HD 1:01 / 13:14

FapHouse Hace 1 yaño

Itty Bitty Sissy Breeding

Itty Bitty Sissy Breeding

Eporner Hace3 mes

Pretend Sissy Gone Too Far

73% HD 1:01 / 22:51

Pretend Sissy Gone Too Far

FapHouse Hace 1 yaño

Sissy pink hair fucked by BBC dk

Sissy pink hair fucked by BBC dk

AShemaleTube Hace1 mes

sissy maid Rachel

sissy maid Rachel

AShemaleTube Hace9 mes

Zara Clark Private Show

59% 4K 2:00 / 6:41

Zara Clark Private Show

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Rachael Belle Justice

Rachael Belle Justice

AShemaleTube Hace 1 yaño

Sophia Loreen Party on Jul 29, 2026 - Part 2

65% 4K 2:00 / 22:38

Sophia Loreen Party on Jul 29, 2026 - Part 2

Flirt4Free Hace1 mes

Pledge and get spot for my group show..start now!!

60% HD 2:00 / 19:52

Pledge and get spot for my group show..start now!!

Flirt4Free Hace 7 yaño

Sissy Sex Slave

Sissy Sex Slave

XHamster Hace9 mes

Big Tits Stepmom Part 2

66% VR 0:08 / 3:08

Big Tits Stepmom Part 2

FapHouse Hace2 mes

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

AShemaleTube Hace10 mes

Sophia Loreen Private Show

59% 4K 2:00 / 18:40

Sophia Loreen Private Show

Flirt4Free Hace 4 semana

Chastity cage and fuck machine makes perfect cum

Chastity cage and fuck machine makes perfect cum

XHamster Hace8 mes

Caged Cowgirl Gets Titties Pumped & Plowed

71% HD 1:01 / 26:44

Caged Cowgirl Gets Titties Pumped & Plowed

FapHouse Hace4 mes

Roommate Feminized and Fucked for Punishment

Roommate Feminized and Fucked for Punishment

XHamster Hace7 mes

I fucked my encaged sissy slut

I fucked my encaged sissy slut

MyTransfix Hace 4 día

Wollip Tastes Her Own Cum as She Cums Into a Glass and Drinks It All After Riding a Dildo an

Wollip Tastes Her Own Cum as She Cums Into a Glass and Drinks It All After Riding a Dildo an

AShemaleTube Hace3 mes

Sexy Blond Sissy Bimbo Style Doll

70% 0:39 / 6:44

Sexy Blond Sissy Bimbo Style Doll

FapHouse Hace 1 yaño

Mistress Sucks off Sissy Jessica Bloom and Spits Cum Into Her Own Mouth

66% HD 1:01 / 13:55

Mistress Sucks off Sissy Jessica Bloom and Spits Cum Into Her Own Mouth

FapHouse Hace 1 yaño

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

XHamster Hace4 mes

Sophia Loreen Private Show

4K 2:00 / 41:26

Sophia Loreen Private Show

Camster Hace 4 semana

Micro Skirt and Flat Chastity Cage

64% HD 0:39 / 3:57

Micro Skirt and Flat Chastity Cage

FapHouse Hace5 mes

Caged Sissy Knows Her Place In Front Of BBC

Caged Sissy Knows Her Place In Front Of BBC

AShemaleTube Hace 1 yaño

In a cage and high-heeled slippers on the street

In a cage and high-heeled slippers on the street

TrannyGem Hace 3 día

Sophia Loreen Party on Oct 31, 2025 - Part 2

56% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free Hace10 mes

Sophia Loreen Private Show

55% HD 2:00 / 18:41

Sophia Loreen Private Show

Camster Hace2 mes

Sissy Slut Training

Sissy Slut Training

XHamster Hace 2 yaño

Blonde Trans Maid Locked with Chastity Cage Takes Big Black Dildo

Blonde Trans Maid Locked with Chastity Cage Takes Big Black Dildo

XHamster Hace 2 semana

Trans Girl Rides Dildo in Chastity

Trans Girl Rides Dildo in Chastity

XHamster Hace6 mes

Massive Cumshot Tucked in the Chastity Cage, During a Risky Public Toilet Exhibition.

Massive Cumshot Tucked in the Chastity Cage, During a Risky Public Toilet Exhibition.

FapHouse Hace1 mes

Big Tits Stepmom Part 1

64% VR 0:08 / 3:29

Big Tits Stepmom Part 1

FapHouse Hace2 mes

The Perfect CD Sissy, the ideal wife.

The Perfect CD Sissy, the ideal wife.

Tranny.one Hace 4 yaño

Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom

Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom

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79% HD 1:14 / 34:16

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Viky & Master Private Show

59% HD 2:00 / 7:04

Viky & Master Private Show

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Trans Chick Drills Femboy

Trans Chick Drills Femboy

Transvids.tv Hace 1 yaño

Sandy Nell Private Show

57% HD 2:00 / 35:23

Sandy Nell Private Show

Camster Hace 4 yaño

Chastity Caged Sissies

Chastity Caged Sissies

AShemaleTube Hace 1 yaño

Hot teasing til you cum in your chastity cage! Tranny JOI for Chastity Losers!

Hot teasing til you cum in your chastity cage! Tranny JOI for Chastity Losers!

XHamster Hace2 mes

Brides Hands-free BBC Cumshots

63% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

FapHouse Hace3 mes

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

56% 0:39 / 4:14

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

FapHouse Hace4 mes

Flat Chastity Sissy

Flat Chastity Sissy

XHamster Hace 1 yaño

Sophia Loreen Private Show

67% 4K 2:00 / 9:48

Sophia Loreen Private Show

Camster Hace1 mes

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

XHamster Hace10 mes

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

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

XHamster Hace3 mes

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

70% HD 0:25 / 13:03

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

IWantClips Hace2 mes

Maid to Suck

45% HD 1:01 / 16:15

FapHouse Hace2 mes

Femboy about to caught while exposure in public men's toilet with metal chastity cage and microskirt on.

Femboy about to caught while exposure in public men's toilet with metal chastity cage and microskirt on.

XHamster Hace2 mes

Nice Tgirl in Chastity Cell

Nice Tgirl in Chastity Cell

MyTransfix Hace4 mes

Cute Blonde Transgirls fucks herself with extra large pink dildo!!

Cute Blonde Transgirls fucks herself with extra large pink dildo!!

XHamster Hace2 mes

Sissy In Chastity Cage Demolished

Sissy In Chastity Cage Demolished

BeMyHole Hace2 mes

White Sissy Trans With Chastity Creampied

White Sissy Trans With Chastity Creampied

ShemaleSex Hace 1 semana

FEMBOYISH - Adorable Femboy Dane Jaxson Tempts Boyfriend Marcus McNeil For Steamy Kitchen Anal

FEMBOYISH - Adorable Femboy Dane Jaxson Tempts Boyfriend Marcus McNeil For Steamy Kitchen Anal

Some.Porn Hace11 mes

Sophia Loreen Private Show

59% HD 2:00 / 15:34

Sophia Loreen Private Show

Camster Hace2 mes

Sissy taniax cum in the streets

Sissy taniax cum in the streets

XHamster Hace 1 yaño

Butt Shaking Orgasm

Butt Shaking Orgasm

XHamster Hace 4 día

Sissy Blaire_18 in chastity belt. Dominatrix Nika plays with his balls with a vibrator. Feminized man in pink skirt

Sissy Blaire_18 in chastity belt. Dominatrix Nika plays with his balls with a vibrator. Feminized man in pink skirt

XHamster Hace 1 yaño

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

XHamster Hace 1 yaño

Sophia Loreen Party on Jul 7, 2026 - Part 4

61% HD 2:00 / 12:22

Sophia Loreen Party on Jul 7, 2026 - Part 4

Camster Hace2 mes

Desire Sweet Private Show

69% HD 2:00 / 5:44

Desire Sweet Private Show

Flirt4Free Hace 2 semana

Femdom owns Sissies

Femdom owns Sissies

Eporner Hace 1 yaño

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

XHamster Hace 2 yaño

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becomingfemme - clarissa cox bubble butt trans slut

TransDoe Hace 2 yaño

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

70% HD 2:00 / 9:54

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

Flirt4Free Hace4 mes

Ema Devine Private Show

62% 4K 2:00 / 38:07

Ema Devine Private Show

Camster Hace 1 yaño

Christian & Nicco & Elvis Private Show

61% HD 2:00 / 4:40

Christian & Nicco & Elvis Private Show

Flirt4Free Hace 2 yaño

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