Chastity Videos - Trans (39,922)

Slowly making myself cum from anal while in chastity

Slowly making myself cum from anal while in chastity

xHamster 3 years ago

Trannytrap toying in chastity

Trannytrap toying in chastity

Eporner 6 years ago

SHE-MASCULINE JISM COCKTAIL SECRET RECIPE! Veronica Taboo - Model, DickGirl, Bartender - gives sir class

SHE-MASCULINE JISM COCKTAIL SECRET RECIPE! Veronica Taboo - Model, DickGirl, Bartender - gives sir class

Transvids.tv 9 months ago

MELHORES MOMENTOS DE JUNHO - Confira a primeira parte dos melhores momentos de julho de 2025

Premium HD 35:27

MELHORES MOMENTOS DE JUNHO - Confira a primeira parte dos melhores momentos de julho de 2025

Sheer 2 weeks ago

Cutie assistant public remote manage

Cutie assistant public remote manage

TrannyGem 4 years ago

Permanent Chastity Sissy has a sissygasm

Permanent Chastity Sissy has a sissygasm

ShemaleSin 1 week ago

Virginal femboy in chastity strap rides large monster sex tool with constricted booty

Virginal femboy in chastity strap rides large monster sex tool with constricted booty

ShemaleSin 7 months ago

Trans Gal Uses A Sextoy And Cums With A Sextoy In Her Booty

Trans Gal Uses A Sextoy And Cums With A Sextoy In Her Booty

ShemaleSin 3 years ago

FemdomRAW: The Hottest Dominant Bitches

FemdomRAW: The Hottest Dominant Bitches

Eporner 3 months ago

Sissy maid in Chastity Ass to mouth and sissygasm

Sissy maid in Chastity Ass to mouth and sissygasm

xHamster 3 months ago

Sissy Taniax -Slut walks part 1

Sissy Taniax -Slut walks part 1

xHamster 3 weeks ago

Sissy in a flat chastity box hopping on a cock

Sissy in a flat chastity box hopping on a cock

TransTube.tv 1 year ago

Chastity Sissy Anal Orgasms And Licking Cum Of Feet Jessica Bloom And Femdom Polieana

Chastity Sissy Anal Orgasms And Licking Cum Of Feet Jessica Bloom And Femdom Polieana

BeMyHole 1 year ago

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festinha com duas putas safadas

AnalVids 5 months ago

Hailey Woman gets both her crevices demolished by BIG BLACK COCK????????

Hailey Woman gets both her crevices demolished by BIG BLACK COCK????????

TransTube.tv 2 months ago

Ema Devine Private Show

Ema Devine Private Show

Flirt4Free 3 weeks ago

Making my sissy guy Spunk for being a excellent damsel!

Making my sissy guy Spunk for being a excellent damsel!

TrannyGem 1 year ago

Pandora Melanie - Chastity Cage 08 Nov 2024

Pandora Melanie - Chastity Cage 08 Nov 2024

Eporner 8 months ago

CHASTITY BELT AND ASS FUCK

CHASTITY BELT AND ASS FUCK

xHamster 1 year ago

Sissy Maid Lillian Locked in Chastity Finds dildos and Bang herself

Sissy Maid Lillian Locked in Chastity Finds dildos and Bang herself

ShemaleSin 1 year ago

ManyVids Dusti Bunni Chastity Charli Ria Bentley Stacy

ManyVids Dusti Bunni Chastity Charli Ria Bentley Stacy

TubeOn 6 months ago

Emotional moment from "A Hungry Assh Devouring What Her Useless Clit Never Could"

Emotional moment from "A Hungry Assh Devouring What Her Useless Clit Never Could"

xHamster 3 weeks ago

Sissy Marcellas Dildos - Ejaculation Flat Chastity

Sissy Marcellas Dildos - Ejaculation Flat Chastity

ShemaleSin 3 weeks ago

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

xHamster 2 years ago

Neon Rave Bimbos

Neon Rave Bimbos

4KPorn 4 years ago

Masked shemale in chastity pounded roughly by bbc

Masked shemale in chastity pounded roughly by bbc

aShemaleTube 9 months ago

Carrara chastity belt review

Carrara chastity belt review

xHamster 2 years ago

RUSSIAN FEMBOY PULVERIZES WITH DOMME FOR THE VERY FIRST TIME WITH A IMMENSE BELT COCK, CORDED WITH A INNOCENCE

RUSSIAN FEMBOY PULVERIZES WITH DOMME FOR THE VERY FIRST TIME WITH A IMMENSE BELT COCK, CORDED WITH A INNOCENCE

TrannyGem 3 years ago

Cumming in Chastity-Self Slavery Gasmask Suspension Harness

Cumming in Chastity-Self Slavery Gasmask Suspension Harness

ShemaleSin 2 years ago

Locktober Chastity Suck Whore for Dommes Bambi Bliss & Brittany Andrews

Locktober Chastity Suck Whore for Dommes Bambi Bliss & Brittany Andrews

Rainblow 1 year ago

Mature Mistress fucks a girl slave here male slave must watch her

Mature Mistress fucks a girl slave here male slave must watch her

12Milf 5 months ago

Ultimate degraded superslut - Emily Gape - PMV

Ultimate degraded superslut - Emily Gape - PMV

TrannyGem 2 weeks ago

Office Sissy Taunted by Boss

Office Sissy Taunted by Boss

xHamster 1 year ago

Sub Sissy Extreme Anal Sissygasm

Sub Sissy Extreme Anal Sissygasm

XVideos 4 years ago

Kitsy Me0w. Traditional OTK hand thrashing. Sissy transgender with nice-looking round booty and thick haunches.

Kitsy Me0w. Traditional OTK hand thrashing. Sissy transgender with nice-looking round booty and thick haunches.

ShemaleSin 1 year ago

Sophia Loreen Party on Jul 16, 2025 - Part 2

HD 2:00 / 1:09:13

Sophia Loreen Party on Jul 16, 2025 - Part 2

Flirt4Free 1 week ago

Faggot man loses his chastity to his finest pal with massive Fake Penis

Faggot man loses his chastity to his finest pal with massive Fake Penis

TrannyGem 5 months ago

Slimsissyjessica gets destroyed by BBC

Slimsissyjessica gets destroyed by BBC

aShemaleTube 1 year ago

Cd crossdressers first bbc experience

Cd crossdressers first bbc experience

ManPorn 2 years ago

Sissy T-girl in Chastity Cums from Riding a Vibrator on a Chair Sissygasm Squirting

Sissy T-girl in Chastity Cums from Riding a Vibrator on a Chair Sissygasm Squirting

Amateur8 1 month ago

loctober sissy chastity checkup with rachael belle

63% 0:30 / 21:07

loctober sissy chastity checkup with rachael belle

AnalVids 5 months ago

Sissyboy gets fucked with a BBC

Sissyboy gets fucked with a BBC

xHamster 2 years ago

[SISSY] When I was doing park ass fucking getting off in the daytime, 2 senior guys helped me.

[SISSY] When I was doing park ass fucking getting off in the daytime, 2 senior guys helped me.

TrannyGem 2 months ago

I cum inside my chastity cage

Premium HD 18:38

I cum inside my chastity cage

Sheer 1 week ago

SISSY HUCOW

aShemaleTube 8 years ago

Sissy Oksana riding bottle & purple monster sex-toy Chastity Spunk Fountain

Sissy Oksana riding bottle & purple monster sex-toy Chastity Spunk Fountain

ShemaleSin 1 year ago

Sissy gaped by fuck machine

Sissy gaped by fuck machine

Lesbian8 1 month ago

Sissy trains for real cock

Sissy trains for real cock

xHamster 7 months ago

Sissy in chastity cage riding her 8" dildo 3/3

Sissy in chastity cage riding her 8" dildo 3/3

Lesbian8 1 month ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Clips4sale 5 months ago

Domina couple Lauren Phillips and Crystal Thayer having a human pet

Domina couple Lauren Phillips and Crystal Thayer having a human pet

Fapnado 3 years ago

Sissy Pegging Compilation

Sissy Pegging Compilation

Love4Porn 3 years ago

Light-Haired Sissy Dual Invasion

Light-Haired Sissy Dual Invasion

TrannyGem 3 years ago

A Sissy Floozy Knows What This babe Indeed Needs

A Sissy Floozy Knows What This babe Indeed Needs

FreePorn8 1 month ago

Sissy bitch in underware anal bang on sex machine with squirting in chastity cage! Precious little femboy beta cuck serf!

Sissy bitch in underware anal bang on sex machine with squirting in chastity cage! Precious little femboy beta cuck serf!

ShemaleSin 1 year ago

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buttplulgged v-card sissy

TrannyGem 10 months ago

Caged Trans Rachael Belle Takes BBC with Joy

78% 1:01 / 29:01

Caged Trans Rachael Belle Takes BBC with Joy

FapHouse 7 months ago

Flaunting my Heels and Underware

Flaunting my Heels and Underware

ShemaleSin 1 week ago

Trans Honeys Use Sex-toy, Booty Plug, Dildo, Chastity and Greater quantity

Trans Honeys Use Sex-toy, Booty Plug, Dildo, Chastity and Greater quantity

ShemaleSin 2 weeks ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 5 months ago

Sissy Anna: Deepthroat Training with Sex toy

Sissy Anna: Deepthroat Training with Sex toy

ShemaleSin 1 week ago

Trans bunnygirl attempts stimulations for the very first time

Trans bunnygirl attempts stimulations for the very first time

TrannyGem 1 year ago

Slavemaster Screws a Cute Sissy Coarse in his Office

Slavemaster Screws a Cute Sissy Coarse in his Office

ShemaleSin 3 years ago

shemale in chastity cage rides bad dragon sex tool and cums - w0llip wollip

shemale in chastity cage rides bad dragon sex tool and cums - w0llip wollip

BigTitsLust 2 weeks ago

Large tits ebony Trans anal fucks man

Large tits ebony Trans anal fucks man

TransHero 3 years ago

Sissy Andrea in Chastity Anal Exercise

Sissy Andrea in Chastity Anal Exercise

SexTubeSpot 7 years ago

Gigantic melon purity mega-slut PorchaeTS takes ample fake penises.

Gigantic melon purity mega-slut PorchaeTS takes ample fake penises.

Gayhub 3 months ago

Steamy sissy in crimson vinyl plowing a gigantic 12 inch black fuck stick

Steamy sissy in crimson vinyl plowing a gigantic 12 inch black fuck stick

TrannyGem 2 years ago

SISSY RAILING FUCK STICK & BREATH HAVE FUN

SISSY RAILING FUCK STICK & BREATH HAVE FUN

TrannyGem 2 weeks ago

SISSYGASM sans CUM SHOT is the Highest SISSIFICATION Level! Sissy Domme Veronica Taboo Teaching

SISSYGASM sans CUM SHOT is the Highest SISSIFICATION Level! Sissy Domme Veronica Taboo Teaching

TrannyGem 4 months ago

Cute Sissy Crossdresser Intense Anal in Chastity

Cute Sissy Crossdresser Intense Anal in Chastity

BeMyHole 4 years ago

GROOBYVR: Rachael Belle is Dick Caged!

GROOBYVR: Rachael Belle is Dick Caged!

Trashreality 8 months ago

Steban Cruz Private Show

58% 4K 2:00 / 4:42

Steban Cruz Private Show

Flirt4Free 1 month ago

Massive cumpilation number #14

Massive cumpilation number #14

ShemaleSin 11 months ago

Good-Sized Bootie SisSsy Plowed By BIG BLACK COCK

Good-Sized Bootie SisSsy Plowed By BIG BLACK COCK

TrannyGem 11 months ago

The femboy sissy Mylene AnAlyze bounce on her dildos and groans in chastity (that babe wants for dongs)

The femboy sissy Mylene AnAlyze bounce on her dildos and groans in chastity (that babe wants for dongs)

SortPorn 1 month ago

Sissy Fuck in chastity is first bbc at window

Sissy Fuck in chastity is first bbc at window

xHamster 1 month ago

Milks a dick of a petite tranny babe wearing chastity cage

Milks a dick of a petite tranny babe wearing chastity cage

Fapality 3 weeks ago

Flat cage Big cumload

Flat cage Big cumload

xHamster 1 year ago

Reya Reign – Cum In Chastity

Reya Reign – Cum In Chastity

VipTube 2 years ago

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

BeMyHole 4 years ago

Woman In Rosy Innocence

Woman In Rosy Innocence

Transvids.tv 3 months ago

Trans gal tries on 3 different chastity thongs and cums hands free

Trans gal tries on 3 different chastity thongs and cums hands free

ShemaleSin 1 year ago

Tgirl plays with her girl cock after streaming

Tgirl plays with her girl cock after streaming

Lesbian8 1 month ago

Femboy Anal Sex Dildo in Chastity Cage

Femboy Anal Sex Dildo in Chastity Cage

xHamster 6 months ago

Ekaterina Jazmine Private Show

Ekaterina Jazmine Private Show

Flirt4Free 1 week ago

Sissy Mara Jades UTTER Sissygasm Purity Compilation!

Sissy Mara Jades UTTER Sissygasm Purity Compilation!

TrannyGem 3 years ago

The Little Sissy tries Chastity Cage

The Little Sissy tries Chastity Cage

ShemaleSin 2 years ago

Cute sissy having her little clitty caged and having fun riding and gaping with a huge dong

Cute sissy having her little clitty caged and having fun riding and gaping with a huge dong

TransVibe 11 months ago

Sissy slut i chastity anal play

Sissy slut i chastity anal play

BigTitsLust 3 weeks ago

ginger-haired she-male Big cumload

ginger-haired she-male Big cumload

Transvids.tv 3 weeks ago

japanese sissy masturbating

japanese sissy masturbating

aShemaleTube 2 years ago

Ms300 Sarazia Exotic - Leaky Slut Part 2

Ms300 Sarazia Exotic - Leaky Slut Part 2

xHamster 3 weeks ago

teen sissy in chastity fucked by muscle Daddy

teen sissy in chastity fucked by muscle Daddy

AbTranny 5 years ago

Weekly train for crossdresser slut with nipple pumps

Weekly train for crossdresser slut with nipple pumps

xHamster 1 year ago

Wild Sabrina Members-Only Show

HD 2:00 / 31:58

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

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femboy gets railed by kraken in chastity as they use there jock as a twat

ShemaleSin 6 months ago

Coming Home Super-Naughty And Needing To Jizz Prompt

Coming Home Super-Naughty And Needing To Jizz Prompt

TrannyGem 1 year ago

Lily Eden Gags on a Sex-toy Whilst Caged, Cuffed, and Clamped

Lily Eden Gags on a Sex-toy Whilst Caged, Cuffed, and Clamped

ShemaleSin 9 months ago

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how would you wanna spend the day

Whqydz 4 months ago

Femboy jizz splatter ;)

Femboy jizz splatter ;)

TransTube.tv 1 month ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 5 days ago

Paul Walkers Private Show

Paul Walkers Private Show

Flirt4Free 3 days ago

KC having a sissygasim in a cock cage

KC having a sissygasim in a cock cage

xHamster 9 months ago

Lizzy Yum april 2023-welcome home lizzy-BDSM FEMALE CHASTITY post op pussy masturbation orgasm

Lizzy Yum april 2023-welcome home lizzy-BDSM FEMALE CHASTITY post op pussy masturbation orgasm

xHamster 2 years ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

xHamster 1 year ago

Female domination on sissy whore in chastity cage

Female domination on sissy whore in chastity cage

xHamster 2 years ago

Trans Hotties Use Sextoy, Booty Plug, Sex-toy, Chastity and Greater quantity

Trans Hotties Use Sextoy, Booty Plug, Sex-toy, Chastity and Greater quantity

SortPorn 2 weeks ago

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SortPorn 3 years ago

Milla Booms Private Show

Milla Booms Private Show

Flirt4Free 1 month ago

Sissy games in v-card: Pegging and pleasure in a cell Mistress Julia female dom

Sissy games in v-card: Pegging and pleasure in a cell Mistress Julia female dom

TransTube.tv 1 year ago

Master & Ithan Private Show

Master & Ithan Private Show

Flirt4Free 1 week ago

Sissy Maid Icy Hot Wooden Pony Punishment 2

Sissy Maid Icy Hot Wooden Pony Punishment 2

xHamster 2 years ago

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Vladasexytrans prostate orgasm in chastity cage

BallsAndBoobs 7 months ago

Mathe Hot Private Show

Mathe Hot Private Show

Flirt4Free 1 week ago

twenty Inches Unfathomable! Sissy Maid Bizarre Unfathomable Anal Training Jessica Bloom

twenty Inches Unfathomable! Sissy Maid Bizarre Unfathomable Anal Training Jessica Bloom

ShemaleSin 1 month ago

Black tranny Chastity Michaels fucks a guy

Black tranny Chastity Michaels fucks a guy

BeMyHole 4 years ago

I Plapped Myself to Stupidity -- 2k+ Plaps~

I Plapped Myself to Stupidity -- 2k+ Plaps~

ShemaleSin 8 months ago

Chastity Powerbottom For Futanari Soraka

Chastity Powerbottom For Futanari Soraka

ShemaleSin 7 months ago

Sissy Investigation - Encouraging Whispers & Mocking Tease

Sissy Investigation - Encouraging Whispers & Mocking Tease

ShemaleSin 1 month ago

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