Chastity Videos - Trans (47,453)

Your Girlfriend paid a hot trans leather dyke and blonde bombshell to lock you in chastity

Your Girlfriend paid a hot trans leather dyke and blonde bombshell to lock you in chastity

aShemaleTube 3 months ago

Threesome Caged Sucker Gets His Ass Destroyed and Swallows My Cum

50% HD 1:01 / 35:50

Threesome Caged Sucker Gets His Ass Destroyed and Swallows My Cum

FapHouse 8 months ago

Day 2 Tease and Denial

HD 0:39 / 11:23

Day 2 Tease and Denial

FapHouse 3 months ago

Tranny Sucks Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

Tranny Sucks Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

BeMyHole 4 years ago

Sophia Loreen Ride!

Sophia Loreen Ride!

Flirt4Free 2 years ago

Christian & Nicco & Elvis Private Show

47% HD 2:00 / 5:28

Christian & Nicco & Elvis Private Show

Flirt4Free 1 year ago

Machine Fuck in Chastity Toy2

Machine Fuck in Chastity Toy2

xHamster 3 years ago

Such a Sleazy Chastised Sissy. used as the Slut she is

Such a Sleazy Chastised Sissy. used as the Slut she is

TrannyGem 5 years ago

Caged sissy desperately squirts

Caged sissy desperately squirts

xHamster 4 years ago

make me squirt - Part 3

52% 4K 2:00 / 19:52

make me squirt - Part 3

Flirt4Free 5 months ago

A Crossdresser Whore in a Chastity Bel

A Crossdresser Whore in a Chastity Bel

xHamster 1 month ago

Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce

Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce

xHamster 1 year ago

Sabrina Smiith Private Show

Sabrina Smiith Private Show

Flirt4Free 2 months ago

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock Clip 2

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock Clip 2

xHamster 3 months ago

Harris Morrison Private Show

63% HD 2:00 / 10:38

Harris Morrison Private Show

Flirt4Free 1 year ago

Freya Bliss Party on Dec 3, 2025 - Part 2

57% HD 2:00 / 32:21

Freya Bliss Party on Dec 3, 2025 - Part 2

Flirt4Free 3 months ago

Trans Anal Pool Orgy

Premium HD 31:00

Trans Anal Pool Orgy

AEBN 3 weeks ago

Trans Rachael Belle Experiences A Raunchy Awakening

Trans Rachael Belle Experiences A Raunchy Awakening

BigTitsLust 6 months ago

Sophia Loreen Party on Dec 27, 2025 - Part 2

65% 4K 2:00 / 45:19

Sophia Loreen Party on Dec 27, 2025 - Part 2

Flirt4Free 2 months ago

Sissy Destroying her Masculinity!

Sissy Destroying her Masculinity!

ShemaleSin 5 months ago

Sissy Whore Training 2

Sissy Whore Training 2

xHamster 11 months ago

I fucked his Manpussy with my strap on

I fucked his Manpussy with my strap on

xHamster 1 year ago

Sophia Loreen Private Show

56% 4K 2:00 / 7:57

Sophia Loreen Private Show

Flirt4Free 5 months ago

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

62% HD 0:35 / 20:42

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

PissVids 1 year ago

dickgirl detention 2 - sammi

51% HD 0:30 / 25:45

dickgirl detention 2 - sammi

PornBox 1 year ago

Slutty gothic taniax plays with dildo and cum in the street PART 2

Slutty gothic taniax plays with dildo and cum in the street PART 2

xHamster 5 months ago

Sissy in chastity cage drinking two beers via anal

Sissy in chastity cage drinking two beers via anal

xHamster 1 year ago

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

TrannyGem 1 year ago

Asian tiny dick femboy cd sissy simran getting fucked by huge dildo

Asian tiny dick femboy cd sissy simran getting fucked by huge dildo

xHamster 1 year ago

Sissy Candy locked onto her faux-cock stand compilation

Sissy Candy locked onto her faux-cock stand compilation

TrannyGem 1 year ago

Fufu pin. Feminization. Sissification.

Fufu pin. Feminization. Sissification.

TrannyGem 1 year ago

Trans brown-eye crud Natalie Stone Blown Then Locked In Virginity And porked

Trans brown-eye crud Natalie Stone Blown Then Locked In Virginity And porked

TrannyGem 5 years ago

Sissy Maddy In A Tight Green Dress Fucks Her Ass With A Big Dildo

Sissy Maddy In A Tight Green Dress Fucks Her Ass With A Big Dildo

xHamster 3 months ago

TRANSVESTITE IN ROSY INNOCENCE BELT IN SOLARIUM SUNBATHING IN PANTY Swimsuit Marks On Butt-Cheeks

TRANSVESTITE IN ROSY INNOCENCE BELT IN SOLARIUM SUNBATHING IN PANTY Swimsuit Marks On Butt-Cheeks

TrannyGem 4 years ago

Audrey tgirl: her hooker job and waits for her clients

Audrey tgirl: her hooker job and waits for her clients

xHamster 3 years ago

Sophia Loreen Party on Oct 6, 2024 - Part 3

46% HD 2:00 / 34:46

Sophia Loreen Party on Oct 6, 2024 - Part 3

Flirt4Free 1 year ago

fansly - blackate bbc destroyed my ass

fansly - blackate bbc destroyed my ass

TransDoe 2 years ago

GAVE MY SISSY A CHANCE TO CUM DURING HER CLEANING SHE'S BEEN SUCH A GOOD NYMPH

GAVE MY SISSY A CHANCE TO CUM DURING HER CLEANING SHE'S BEEN SUCH A GOOD NYMPH

TransTube.tv 1 year ago

chastity t-girl, claire tenebrarum, 5on1, anal fisting, dap, gapes, swallow btg063

51% 1:06 / 43:13

chastity t-girl, claire tenebrarum, 5on1, anal fisting, dap, gapes, swallow btg063

PornBox 4 years ago

Trap Caged Orgasm

Trap Caged Orgasm

xHamster 1 year ago

A year of chastity, the beginning

A year of chastity, the beginning

xHamster 7 months ago

Chubby Asian Mistress Anal-fucks a Submissive Plump Red-hair Sissy-boy With her Dildo And Strap-on

Chubby Asian Mistress Anal-fucks a Submissive Plump Red-hair Sissy-boy With her Dildo And Strap-on

AnySex 2 years ago

Helpless Sissy T-girl: Tied up, Toyed with Monster Dildo & Fucked

55% HD 1:01 / 14:28

Helpless Sissy T-girl: Tied up, Toyed with Monster Dildo & Fucked

FapHouse 1 month ago

CD Lacy-Rose Pink PVC Bimbo

CD Lacy-Rose Pink PVC Bimbo

xHamster 6 months ago

Jhon & Derek & Chris Private Show

43% HD 2:00 / 32:48

Jhon & Derek & Chris Private Show

Flirt4Free 3 years ago

ESTE MACHO VIAJO SOLO PARA REVENTARME EL CULO Y QUE LE DIERA MIS MAMADAS PERFECTAS

Premium HD 12:33

ESTE MACHO VIAJO SOLO PARA REVENTARME EL CULO Y QUE LE DIERA MIS MAMADAS PERFECTAS

xnxxGold 2 years ago

Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback

Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback

xHamster 1 year ago

Ladyboy in Manstick Box Heads Horny Wanting to Jizm // Climax Denial

Ladyboy in Manstick Box Heads Horny Wanting to Jizm // Climax Denial

TrannyGem 4 years ago

Sissy Training

xHamster 2 years ago

Andre Stone And Dusti Bunni - Trans Chastity Slut Gets Leashed & Used By Stud

Andre Stone And Dusti Bunni - Trans Chastity Slut Gets Leashed & Used By Stud

PornUse 5 months ago

Viky & Master Private Show

HD 2:00 / 14:17

Viky & Master Private Show

Flirt4Free 3 months ago

Emily austin cuckold creampie eating hottie wife sex puts sissy into chastity

Emily austin cuckold creampie eating hottie wife sex puts sissy into chastity

Tranny.one 3 years ago

BNWO Sissy Bride Gooning

BNWO Sissy Bride Gooning

xHamster 5 months ago

Teasing you in my black satin dress, full make up, pearls, opera leather gloves, stockings, suspenders, pearls, chastity, blonde

59% HD 0:39 / 1:52

Teasing you in my black satin dress, full make up, pearls, opera leather gloves, stockings, suspenders, pearls, chastity, blonde

FapHouse 2 years ago

eu e minha amiga dividimos o mesmo macho que encontramos na praia - luana prado

eu e minha amiga dividimos o mesmo macho que encontramos na praia - luana prado

PissVids 2 months ago

AB087 Gentle demonized model college girls - pegging (Asian and English subtitles)

AB087 Gentle demonized model college girls - pegging (Asian and English subtitles)

Transvids.tv 8 months ago

Deep Throatfuck + without a condom rear end Buttfuck jizz shot breeding by Ladyboy in Youngster rump (gimp in virginity)

Deep Throatfuck + without a condom rear end Buttfuck jizz shot breeding by Ladyboy in Youngster rump (gimp in virginity)

TrannyGem 4 years ago

Dr Porno: Hardcore Pornstar Examination

65% HD 1:01 / 32:38

Dr Porno: Hardcore Pornstar Examination

FapHouse 1 year ago

Sissy Anal Compilation

Sissy Anal Compilation

xHamster 3 months ago

Kiara Lovee Private Show

HD 2:00 / 26:59

Kiara Lovee Private Show

Flirt4Free 1 year ago

Footjob regarding locked sissy Denied and ballbusting

Footjob regarding locked sissy Denied and ballbusting

KAMS 1 year ago

Jhordy & Maxx Private Show

54% HD 2:00 / 1:21:10

Jhordy & Maxx Private Show

Flirt4Free 6 months ago

I sucked for more sperm in my mouth

61% HD 1:01 / 6:41

I sucked for more sperm in my mouth

FapHouse 2 years ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 1 year ago

Feminization Sissication Sissy training - Glad Idiot - Virginity Jizm

Feminization Sissication Sissy training - Glad Idiot - Virginity Jizm

TransTube.tv 1 year ago

Tranny girly locked by daddy! Bad girl cheats until cumshot!

Tranny girly locked by daddy! Bad girl cheats until cumshot!

xHamster 7 months ago

Sissified by Lolth - Sissification, Chastity, Drow, D&d

Sissified by Lolth - Sissification, Chastity, Drow, D&d

FapHouse 1 year ago

Sophia Loreen Party on May 23, 2025 - Part 2

51% 4K 2:00 / 1:04:12

Sophia Loreen Party on May 23, 2025 - Part 2

Flirt4Free 9 months ago

AB102 Fallen WIZARD- squirtitg,cum-shot,kittling -Japanese and English subtitles

AB102 Fallen WIZARD- squirtitg,cum-shot,kittling -Japanese and English subtitles

TrannyGem 1 year ago

Viky & Master Private Show

67% HD 2:00 / 5:28

Viky & Master Private Show

Flirt4Free 6 months ago

Trans Girl *** Orgasm

61% HD 1:01 / 19:44

Trans Girl *** Orgasm

FapHouse 1 year ago

SissyCDMish - watch how I immediately become a sissy play thing for mistress while camwhoring

SissyCDMish - watch how I immediately become a sissy play thing for mistress while camwhoring

xHamster 1 month ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 2 years ago

Sexy Blonde Crossdresser in Chastity Fucked

Sexy Blonde Crossdresser in Chastity Fucked

xHamster 1 year ago

Toothpaste torture on cock

Toothpaste torture on cock

xHamster 2 years ago

AB087 Sensitive demonized model students - pegging 黑暗魔化雌堕高校模范生肉便器

AB087 Sensitive demonized model students - pegging 黑暗魔化雌堕高校模范生肉便器

aShemaleTube 2 years ago

Obese Trans Goth Fills Her Fuck-holes And Coats You With a Gigantic Explosion

Obese Trans Goth Fills Her Fuck-holes And Coats You With a Gigantic Explosion

TransTube.tv 1 year ago

Sara & Elver Private Show

52% HD 2:00 / 8:25

Sara & Elver Private Show

Flirt4Free 3 months ago

Buttfuck have fun w fake-spunk-pumps in fishnets phat pop-shot

Buttfuck have fun w fake-spunk-pumps in fishnets phat pop-shot

TransTube.tv 1 year ago

Sissy Presenting New Dress and Small Walk Around Outdoor

Sissy Presenting New Dress and Small Walk Around Outdoor

xHamster 3 months ago

Cailey Katts dominates and pounds a pumpkins in this kinky Halloween cosplay

Cailey Katts dominates and pounds a pumpkins in this kinky Halloween cosplay

TrannyMovs 3 months ago

Cum in the Mouth, Kissing, Fucking and Sucking

59% HD 2:00 / 1:09:57

Cum in the Mouth, Kissing, Fucking and Sucking

Flirt4Free 3 years ago

MEU NAMORADO QUERIA FAZER UM TROCA TROCA COMIGO E ME FEZ GOZAR MUITO! - LUANA PRADO

Premium HD 10:52

MEU NAMORADO QUERIA FAZER UM TROCA TROCA COMIGO E ME FEZ GOZAR MUITO! - LUANA PRADO

XVideosRed 2 weeks ago

COLOQUEI O GRAND&Atilde_O PRA MAMAR

Premium HD 6:19

COLOQUEI O GRAND&Atilde_O PRA MAMAR

XVideosRed 3 years ago

JessieBbwSissy - Plapgasm Sissygasm 2

JessieBbwSissy - Plapgasm Sissygasm 2

xHamster 1 year ago

Femboy Filthy Bum-tear up Fisting

Femboy Filthy Bum-tear up Fisting

Transvids.tv 1 year ago

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

GayCK 4 years ago

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

xHamster 2 years ago

Sissy's Cute Little Ass Bounces on Dildo

Sissy's Cute Little Ass Bounces on Dildo

xHamster 3 years ago

Lyndon F Private Show

63% HD 2:00 / 9:30

Lyndon F Private Show

Flirt4Free 2 weeks ago

Sophia Loreen Private Show

57% 4K 2:00 / 5:19

Sophia Loreen Private Show

Flirt4Free 6 months ago

Sissygasm Training

Sissygasm Training

xHamster 1 year ago

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Sissy Humiliation with Thought Captions - College Boy has become Tranny Cocksucker Whore :'(

Tranny.one 3 years ago

Who wants to drink my SPECIAL yogurt

Who wants to drink my SPECIAL yogurt

xHamster 11 months ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

xHamster 1 year ago

”FEMOUT.XXX: Nurse Kay - Caged & Demolished”

”FEMOUT.XXX: Nurse Kay - Caged & Demolished”

LesbianBliss 1 month ago

peeing from trapped dick while shaving my ass and balls!

HD 0:30 / 35:44

peeing from trapped dick while shaving my ass and balls!

PissVids 3 months ago

Spectacular moment from "femboy twink in chastity gets fucked by 12 inches while wearing a bodysuit"

Spectacular moment from "femboy twink in chastity gets fucked by 12 inches while wearing a bodysuit"

xHamster 4 months ago

Mexican Sissy Maid un chastity Cage

Mexican Sissy Maid un chastity Cage

xHamster 2 years ago

Sissy Foot Fetish Job Interview Episode - Footjob And Oral-sex Training Chastity Doxy Jessica Bloom

Sissy Foot Fetish Job Interview Episode - Footjob And Oral-sex Training Chastity Doxy Jessica Bloom

ShemaleSin 1 year ago

spanking and ballbusting in a submissive shemale with chastity cage

65% 2:44 / 17:15

spanking and ballbusting in a submissive shemale with chastity cage

PornBox 3 weeks ago

Anal TGirl Group Sex Pool Party Orgy With Ria Bentley

Premium HD 7:00

Anal TGirl Group Sex Pool Party Orgy With Ria Bentley

xnxxGold 9 months ago

Sissy crossdresser playing with toys

Sissy crossdresser playing with toys

xHamster 1 year ago

Qutoys Big Daddy's Dildo Review

69% 0:39 / 8:04

Qutoys Big Daddy's Dildo Review

FapHouse 2 months ago

Trying a new dildo with roommate

Trying a new dildo with roommate

xHamster 1 year ago

Jenny Wei Reamed and Creampied

Jenny Wei Reamed and Creampied

aShemaleTube 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

AB2509 Locked three months Cute femboy cum in flashlight with e-plug

AB2509 Locked three months Cute femboy cum in flashlight with e-plug

xHamster 4 months ago

Inexperienced Trans Receives Facial Cumshot From BIG BLACK COCK after Raunchy Rectal

Inexperienced Trans Receives Facial Cumshot From BIG BLACK COCK after Raunchy Rectal

TrannyGem 9 months ago

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

48% HD 2:00 / 4:52

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

Flirt4Free 3 years ago

My Freak Tonight - PMV by HoloPMV

My Freak Tonight - PMV by HoloPMV

aShemaleTube 2 months ago

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

xHamster 1 year ago

Sophia Loreen Party on Nov 5, 2025 - Part 3

66% 4K 2:00 / 25:47

Sophia Loreen Party on Nov 5, 2025 - Part 3

Flirt4Free 4 months ago

Sweetie assistant public remote manage

Sweetie assistant public remote manage

TrannyGem 4 years ago

Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo

Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo

xHamster 2 years ago

Trans Girl Fucks Dildo in Chastity

Trans Girl Fucks Dildo in Chastity

FapHouse 6 days ago

transei com duas gringas e elas arrebentaram meu cuzinho e encheram de leite - evezzini

transei com duas gringas e elas arrebentaram meu cuzinho e encheram de leite - evezzini

PornBox 1 month ago

My orgasm from a remote control toy by people online in devon england

My orgasm from a remote control toy by people online in devon england

xHamster 7 months ago

Katty Anderson Private Show

50% 4K 2:00 / 10:07

Katty Anderson Private Show

Flirt4Free 3 months ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 1 year ago

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