Chastity Videos - Trans (18,138)

Sissy-Bondage-Bunny-for-BBC-Master

Sissy-Bondage-Bunny-for-BBC-Master

aShemaleTube 2 months ago

Trans Teenie V-card Anal invasion 3some

Trans Teenie V-card Anal invasion 3some

Transvids.tv 1 month ago

Faye with bbc

aShemaleTube 8 months ago

Dominated in chastity with a Fucking Machine

Dominated in chastity with a Fucking Machine

aShemaleTube 3 days ago

Trans Barbie August Harper sucks and bangs her favourite sex-toy

Trans Barbie August Harper sucks and bangs her favourite sex-toy

ShemaleSin 1 week ago

BBC Fucks a Slutty Crossdresser Without Limits

BBC Fucks a Slutty Crossdresser Without Limits

xHamster 1 month ago

Plugging My Constricted Sissy Aperture

Plugging My Constricted Sissy Aperture

ShemaleSin 1 week ago

large bubble but redhead

large bubble but redhead

ShemaleSin 1 week ago

Milky shemale in Chastity has Handsfree Sissygasm + Shows her Lactating Bazookas

Milky shemale in Chastity has Handsfree Sissygasm + Shows her Lactating Bazookas

ShemaleSin 1 month ago

NATALIE MARS PONY HAVE FUN

NATALIE MARS PONY HAVE FUN

TrannyGem 6 years ago

teen sissy stretches her cunt with bang machine until this babe cums in chastity - w0llip wollip

teen sissy stretches her cunt with bang machine until this babe cums in chastity - w0llip wollip

ShemaleSin 7 months ago

Anal Bang with Screw Machine 1

Anal Bang with Screw Machine 1

ShemaleSin 1 year ago

Sissy Anna Riding her Large Sex-toy - Solo Femboy Porn

Sissy Anna Riding her Large Sex-toy - Solo Femboy Porn

ShemaleSin 1 week ago

mature sissy in chastity humiliated and trained by bbc

mature sissy in chastity humiliated and trained by bbc

Whqydz 1 year ago

big beautiful woman In Chastity and Servitude Can't Hold It

big beautiful woman In Chastity and Servitude Can't Hold It

ShemaleSin 1 week ago

Innocence Trap wit ULTRA-CUTE TAINT eat & fondle SUPER HOT AI lady

Innocence Trap wit ULTRA-CUTE TAINT eat & fondle SUPER HOT AI lady

TrannyGem 2 weeks ago

Cute Trans Fucks Caged Tgirl

Cute Trans Fucks Caged Tgirl

4KPorn 1 year ago

Locked Sissy Valli Ride Raw Until Leaking

Locked Sissy Valli Ride Raw Until Leaking

xHamster 1 week ago

Caged Trans Rachael Belle Takes BBC with Joy

Caged Trans Rachael Belle Takes BBC with Joy

xHamster 7 months ago

Office Sissy Taunted by Boss

Office Sissy Taunted by Boss

xHamster 1 year ago

Encaged Weenie Carnal Confessions

Encaged Weenie Carnal Confessions

TransTube.tv 3 days ago

2 Trans Teenagers Make Out and Ravage

2 Trans Teenagers Make Out and Ravage

Transvids.tv 1 month ago

Caged Femboy Brings Himself to Cum with a Magic Wand

Caged Femboy Brings Himself to Cum with a Magic Wand

xHamster 1 year ago

Slutty sissy in heels and stockings chastity solo dildo fun

Slutty sissy in heels and stockings chastity solo dildo fun

xHamster 1 week ago

Transexual Honey In Virginity

Transexual Honey In Virginity

TransTube.tv 3 days ago

Deepthroat training with Sissy Anna

Deepthroat training with Sissy Anna

xHamster 2 weeks ago

Super-Cute femboy in high high-heeled slippers and a v-card belt was slapped by daddy and poked in the ass

Super-Cute femboy in high high-heeled slippers and a v-card belt was slapped by daddy and poked in the ass

2BGay 2 years ago

Sissy Bride Playing with Lots of Dildos

Sissy Bride Playing with Lots of Dildos

aShemaleTube 1 week ago

Cunilingus and analingus on the beach. My husband is a sissy.

Cunilingus and analingus on the beach. My husband is a sissy.

xHamster 3 months ago

Caged sissy plays with her vibrator on public balcony

Caged sissy plays with her vibrator on public balcony

Dafreeporn 2 weeks ago

Creampie For A Chastity Whore

Creampie For A Chastity Whore

Eporner 3 years ago

Subordinated bottom gets tough hook-up

Subordinated bottom gets tough hook-up

TrannyGem 8 months ago

Rachaell Belle’s ssisy story

Rachaell Belle’s ssisy story

aShemaleTube 2 months ago

Locked Sissy Valli Ride Raw Until Dripping

Locked Sissy Valli Ride Raw Until Dripping

ShemaleSin 1 week ago

rosy sissy sonya in innocence toying with hefty rump speculum

rosy sissy sonya in innocence toying with hefty rump speculum

TrannyGem 2 weeks ago

femboy playing with his ass

femboy playing with his ass

ShemaleSin 1 week ago

Sissy Pegged by Mistress

Sissy Pegged by Mistress

aShemaleTube 1 month ago

161016 Une Belle Salope.sz

161016 Une Belle Salope.sz

TransTube.tv 1 week ago

T-girl girly locked by dad! Bad angel cheats until spunk fountain!

T-girl girly locked by dad! Bad angel cheats until spunk fountain!

SortPorn 2 days ago

Pegging and Spandex Mitten Handballing Trampy V-Card Sissy with Xxl Black Faux-Cock by Domina Mercer

Pegging and Spandex Mitten Handballing Trampy V-Card Sissy with Xxl Black Faux-Cock by Domina Mercer

TrannyGem 2 years ago

Shemale hentai Mommydom Mesmerises U At The Videos [Femdress, Chastity, Oral job, Sex toy JOI]

Shemale hentai Mommydom Mesmerises U At The Videos [Femdress, Chastity, Oral job, Sex toy JOI]

ShemaleSin 6 days ago

Sissy Whore crossdresser in chastity and fishnets with chubby white booty toys gapes and widens

Sissy Whore crossdresser in chastity and fishnets with chubby white booty toys gapes and widens

ShemaleSin 1 week ago

locked in chastity caught in the shower cum on my glasses

locked in chastity caught in the shower cum on my glasses

Whqydz 1 year ago

ound rather intimate surprise

ound rather intimate surprise

Hoes.tube 4 months ago

Title

aShemaleTube 1 week ago

LuziaTv IN CHASTITY

LuziaTv IN CHASTITY

ShemaleSin 2 weeks ago

Chastity Fuckdolls Reverse Gangbang Kaela Luna Thea Daze Luci Belle Meddle Blooms Chastity Char

Chastity Fuckdolls Reverse Gangbang Kaela Luna Thea Daze Luci Belle Meddle Blooms Chastity Char

Eporner 2 months ago

💦Tiffany Kitten the sexy blonde sissy crossdresser babe fucks her asshole with a BBC dildo

💦Tiffany Kitten the sexy blonde sissy crossdresser babe fucks her asshole with a BBC dildo

aShemaleTube 1 month ago

Jessica Bloom Railing Monster Faux-cocks - Numerous pink pucker Ejaculations In V-card

Jessica Bloom Railing Monster Faux-cocks - Numerous pink pucker Ejaculations In V-card

TransTube.tv 3 days ago

Locktober Day 15: Some Overwatch Grace Healslutting

Locktober Day 15: Some Overwatch Grace Healslutting

TrannyGem 2 weeks ago

Arse ass-plug and v-card encaged sissy (treadmill self restrain bondage gone wrong)

Arse ass-plug and v-card encaged sissy (treadmill self restrain bondage gone wrong)

TrannyGem 3 weeks ago

1ST TIME getting boned by machine/innocence cell/pretty sundress

1ST TIME getting boned by machine/innocence cell/pretty sundress

Gayhub 3 days ago

blonde tgirl in chastity fucked rough

blonde tgirl in chastity fucked rough

Whqydz 1 year ago

transgirl gets fucked by transgirl wearing a chastity cage and strapon

transgirl gets fucked by transgirl wearing a chastity cage and strapon

Whqydz 1 year ago

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

xHamster 1 year ago

Sissy Hero - PMV by HoloPMV

Sissy Hero - PMV by HoloPMV

aShemaleTube 3 weeks ago

Gothic sissy taniax plays with sex tool in the public view-PART1

Gothic sissy taniax plays with sex tool in the public view-PART1

ShemaleSin 1 week ago

Trans Rachael Belle Experiences A Raunchy Awakening

Trans Rachael Belle Experiences A Raunchy Awakening

Amateur8 6 days ago

Wholesome Twosome

Wholesome Twosome

SortPorn 6 days ago

Granny tgirl Holly riding a BBC sextoy and cums in her chastity cage

Granny tgirl Holly riding a BBC sextoy and cums in her chastity cage

ShemaleSin 1 week ago

Thank Graciousness For My spunk-pump Machine

Thank Graciousness For My spunk-pump Machine

Transvids.tv 3 months ago

Trans Rachael Belle Experiences A Raunchy Awakening

Trans Rachael Belle Experiences A Raunchy Awakening

BigTitsLust 1 day ago

japanese tranny dildo ass play

japanese tranny dildo ass play

3xcg 1 year ago

Nats dub anal

aShemaleTube 10 months ago

Sissy holly in chastity and plugged

Sissy holly in chastity and plugged

ShemaleSin 6 days ago

Bnwo - Your Whiteboy Future

Bnwo - Your Whiteboy Future

xHamster 2 months ago

Breedable In Chastity

Breedable In Chastity

aShemaleTube 8 months ago

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

TrannyGem 1 week ago

Chastity sissy hunk training for bbc

Chastity sissy hunk training for bbc

ShemaleSin 1 week ago

Sissy riding dildo with fake pussy on a tripod

Sissy riding dildo with fake pussy on a tripod

aShemaleTube 6 days ago

Putting on inverted chastity with the urethral catheter. The 1st experience.

Putting on inverted chastity with the urethral catheter. The 1st experience.

ShemaleSin 4 months ago

Hot Blonde Crossdresser in Pink Chastity Fucked Doggystyle

Hot Blonde Crossdresser in Pink Chastity Fucked Doggystyle

xHamster 1 month ago

Stud Set in Chastity and Dressed as Maid for Job

Stud Set in Chastity and Dressed as Maid for Job

Dafreeporn 1 week ago

Trans cums so hard in chastity during the time that banging her aperture

Trans cums so hard in chastity during the time that banging her aperture

ShemaleSin 1 week ago

Asian Sissy Mastubate in Chastity and Cum

Asian Sissy Mastubate in Chastity and Cum

xHamster 2 days ago

Sissy Slut Pegging Compilation. Femdom Chastity

Sissy Slut Pegging Compilation. Femdom Chastity

Pornzona 1 week ago

Submissive Artemis Faux whipped by tbabe Jessy Dubais thick dick

Submissive Artemis Faux whipped by tbabe Jessy Dubais thick dick

Rainblow 2 weeks ago

Filthy jizm leaking from crotch rope

Filthy jizm leaking from crotch rope

4Gay 6 days ago

Sissy in chastity milks clitty after 30 days locked.

Sissy in chastity milks clitty after 30 days locked.

xHamster 4 years ago

Encaged Sissy Fapping and Spunk Munching

Encaged Sissy Fapping and Spunk Munching

TrannyGem 1 year ago

Cute Trans Whore Gets Banged By BBC in Chastity

Cute Trans Whore Gets Banged By BBC in Chastity

ShemaleSin 2 weeks ago

Slim, hawt and wicked gal sucking

Slim, hawt and wicked gal sucking

ShemaleSin 4 days ago

女装アナニー淫乱男の娘がディルドアナニーでとろっとメスイキ///

女装アナニー淫乱男の娘がディルドアナニーでとろっとメスイキ///

TrannyGem 4 days ago

Handjob Two Asian Guys Fucking A Ladyboy In Chastity In The Ass

Handjob Two Asian Guys Fucking A Ladyboy In Chastity In The Ass

BeMyHole 2 years ago

Nun Dildo Dommed & Spanked By Priest ABRIDGED

Nun Dildo Dommed & Spanked By Priest ABRIDGED

xHamster 1 year ago

thick experienced milf caged in chastity pounded hard

thick experienced milf caged in chastity pounded hard

PornOne 1 month ago

Mistress and bbc train sissy in chastity

Mistress and bbc train sissy in chastity

aShemaleTube 2 months ago

Sissy cuck in chastity gets fucked

Sissy cuck in chastity gets fucked

GayCK 4 years ago

chinese erotic femdom sissy pet slave bondage training

chinese erotic femdom sissy pet slave bondage training

Whqydz 6 months ago

chastity sissy dressed in leather giving herself a ruined orgasm

chastity sissy dressed in leather giving herself a ruined orgasm

xHamster 1 week ago

BBC Fucks a Slutty Crossdresser Without Limits

BBC Fucks a Slutty Crossdresser Without Limits

xHamster 2 months ago

pretty shemale in chastity loves taking his bbc balls deep

pretty shemale in chastity loves taking his bbc balls deep

PornOne 1 month ago

Fuck Stepmom in The Ass - Anal Ride Cowgirl on a Dick

Fuck Stepmom in The Ass - Anal Ride Cowgirl on a Dick

4KPorn 1 year ago

Cum in Chastity Cage

63% 1:01 / 6:37

Cum in Chastity Cage

FapHouse 2 months ago

The Ultimate Chastity Cage Review and Guide Video

63% HD 1:01 / 37:26

The Ultimate Chastity Cage Review and Guide Video

FapHouse 1 year ago

Sissy likes toying with her gash and spurting jizm

Sissy likes toying with her gash and spurting jizm

2BGay 1 week ago

Sissy in chastity fucked daddy’s big black cock

Sissy in chastity fucked daddy’s big black cock

aShemaleTube 2 months ago

Chastity Sissy Says Yes Daddy

Chastity Sissy Says Yes Daddy

Eporner 1 year ago

BBC7

aShemaleTube 3 months ago

two sissies 1 v-card box

two sissies 1 v-card box

Transvids.tv 1 month ago

b£@z£ Ts Raw 30

b£@z£ Ts Raw 30

aShemaleTube 2 weeks ago

Crossdresser sissy fuckmachine fun

Crossdresser sissy fuckmachine fun

xHamster 2 years ago

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

BeMyHole 1 year ago

Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻&zwj;♀️

Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻&zwj;♀️

xHamster 2 months ago

Emily Adaire And Interracial Gangbang

Emily Adaire And Interracial Gangbang

aShemaleTube 3 months ago

Sissy Hope is really horny, gets fucked by a huge dildo and rubs her little clitty with vibrator.

Sissy Hope is really horny, gets fucked by a huge dildo and rubs her little clitty with vibrator.

xHamster 3 years ago

Chap Set in Chastity and Clothed as Maid for Job

Chap Set in Chastity and Clothed as Maid for Job

SortPorn 1 week ago

Anime Uniform Femboy Jizzing in V-Card Cell ~Oscar20xxx~

Anime Uniform Femboy Jizzing in V-Card Cell ~Oscar20xxx~

2BGay 1 year ago

I sucked his cook so good that he fucked me

I sucked his cook so good that he fucked me

xHamster 1 year ago

Sissy taniax cum in the streets

Sissy taniax cum in the streets

xHamster 2 months ago

Sissy Maid in Self Bondage Plays with Her Sex Doll

Sissy Maid in Self Bondage Plays with Her Sex Doll

xHamster 2 months ago

Yasmin Lee, Alis and Chastity Bang Delivery Guy

Yasmin Lee, Alis and Chastity Bang Delivery Guy

aShemaleTube 2 weeks ago

Creampie For A Chastity Whore

Creampie For A Chastity Whore

Eporner 5 years ago

Lustful femboy tries to enjoy fucking her shemale friend's car for the first time.

Lustful femboy tries to enjoy fucking her shemale friend's car for the first time.

XGroovy 1 week ago

Cumming on FuckMachine into Pvc Catsuit for Humiliating Sissy Chastity Release by Lover Mercer

Cumming on FuckMachine into Pvc Catsuit for Humiliating Sissy Chastity Release by Lover Mercer

CrazyPorn 3 years ago

chastity t-girl itzel saenzanal4on1

chastity t-girl itzel saenzanal4on1

PornOne 2 years ago

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

xHamster 2 years ago

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 1 year ago

Chastity TS thanks daddy for the fur coat

Chastity TS thanks daddy for the fur coat

Eporner 2 weeks ago

Cute curly redhead goth in fishnet pantyhose anal fuck with BBC compilation

Cute curly redhead goth in fishnet pantyhose anal fuck with BBC compilation

XGroovy 1 week ago

1 2 3 4 5

18,138 results found

Related categories

Trans Domination Feminization Transvestite Sissy Strap-On Trans Crossdressing Hermaphrodite Trans Fucks Trans Ladyboy Trans Fucks Girl Trans Fucks Guy Frottage Tgirl Chastity Cage Trans Solo Trans Self Facial Hands Free Femboy 18+ Futanari

Narrow your search

chastity cum chastity bbc chastity fuck chastity cage sissy chastity permanent chastity bbc chastity chastity sissy asian chastity chastity gangbang natalie mars chastity chastity compilation chastity bondage flat chastity chastity anal femdom chastity chastity femdom chastity orgasm chastity public chastity training

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.