Chastity Videos - Trans (40,246)

e-girl, tgirl, Perfect 10 sissy slut being, video created by AI

e-girl, tgirl, Perfect 10 sissy slut being, video created by AI

Seduced 6 months ago

Sissy slut fucked in chastity cage cums hands free! 5

Sissy slut fucked in chastity cage cums hands free! 5

GayCK 1 year ago

Taniax Get a Sissygasm

65% HD 0:39 / 12:13

Taniax Get a Sissygasm

FapHouse 3 months ago

Sissygasm CEI Encouragement for Sissy Sluts

60% HD 0:26 / 7:51

Sissygasm CEI Encouragement for Sissy Sluts

Clips4sale 1 year ago

Kendall Penny: Bury Your Face Into My Goddess Hole

75% HD 1:32 / 51:53

Kendall Penny: Bury Your Face Into My Goddess Hole

Kink 5 years ago

The Bride has a Cock!

The Bride has a Cock!

XVideos 2 years ago

Mike Massive...long Video Nude Show Off at the End

67% HD 2:00 / 1:02:29

Mike Massive...long Video Nude Show Off at the End

Flirt4Free 8 years ago

Taylor's sissy hole BBC destruction

Taylor's sissy hole BBC destruction

xHamster 7 months ago

Trans Chastity Slut Dusti Bunni Gets Leashed & Used by Stud

67% HD 1:01 / 22:13

Trans Chastity Slut Dusti Bunni Gets Leashed & Used by Stud

FapHouse 6 months ago

Fucking after Halloween party with a sissy bitch

Fucking after Halloween party with a sissy bitch

xHamster 9 months ago

i fuck my ass in pink outfit

i fuck my ass in pink outfit

AnalVids 1 week ago

Huge tits and pumped lips for sissy bimbo Andreina

Huge tits and pumped lips for sissy bimbo Andreina

xHamster 1 year ago

Sissy Hope, great anal gaping compilation

Sissy Hope, great anal gaping compilation

xHamster 1 year ago

Feminized and Fucked

46% 0:25 / 17:56

Feminized and Fucked

Clips4sale 2 months ago

Making a Maid

HD 0:17 / 25:16

Clips4sale 3 years ago

Anal Beads, Buttplug and Huge Dildo - Anal Training Cumslut Jessica Bloom

Anal Beads, Buttplug and Huge Dildo - Anal Training Cumslut Jessica Bloom

XVideos 7 months ago

Meu namorado Yago Tavares chegou cheio de fome e eu cheia de sede, ent&atilde_o unimos o &uacute_til ao agrad&aacute_vel, eu dei meu cuzinho para ele comer e ele me deu muito leite para saciar minha sede !

Meu namorado Yago Tavares chegou cheio de fome e eu cheia de sede, ent&atilde_o unimos o &uacute_til ao agrad&aacute_vel, eu dei meu cuzinho para ele comer e ele me deu muito leite para saciar minha sede !

XVideos 1 month ago

Sissy in permanent chastity!? 3

Sissy in permanent chastity!? 3

GayCK 11 months ago

goon your sissy clit to loser porn

61% 0:29 / 14:46

goon your sissy clit to loser porn

Clips4sale 3 years ago

active trans girl celine dijjon waiting for get fuckeck by me in hotel

53% 0:27 / 9:10

active trans girl celine dijjon waiting for get fuckeck by me in hotel

AnalVids 5 months ago

Do You Like My Outfit?

54% HD 0:07 / 1:02

Do You Like My Outfit?

FapHouse 4 months ago

Weekly BABY DICK Humiliation Day 5: Small Baby Dick = Sissy Boy

Weekly BABY DICK Humiliation Day 5: Small Baby Dick = Sissy Boy

Clips4sale 5 months ago

hung trans girl cums hands free with huge BBC in her asshole

66% 0:14 / 9:44

hung trans girl cums hands free with huge BBC in her asshole

Clips4sale 11 months ago

Complete 20 minutes DOUBLE elastrator castration time lapse

Complete 20 minutes DOUBLE elastrator castration time lapse

xHamster 2 years ago

Dominant Woman, Chastity Cage, Beach and Sun

Dominant Woman, Chastity Cage, Beach and Sun

xHamster 1 month ago

Harris Morrison Private Show

HD 2:00 / 10:38

Harris Morrison Private Show

Flirt4Free 11 months ago

Gagged & Marked Up

42% 0:30 / 12:20

Gagged & Marked Up

C4S 4 months ago

2024.10.11 crossdresser ultra multiple sissygasm

2024.10.11 crossdresser ultra multiple sissygasm

xHamster 9 months ago

Latex doll fuckmachine BDSM

65% HD 1:01 / 15:54

Latex doll fuckmachine BDSM

FapHouse 2 years ago

EXTREME CHASTITY, METAL PLATE CHASTITY - PRETTY LITTLE THING MIND FUCK

44% 0:30 / 25:36

EXTREME CHASTITY, METAL PLATE CHASTITY - PRETTY LITTLE THING MIND FUCK

C4S 9 months ago

Crossdresser Living Doll Dildo Anal Breathplay

Crossdresser Living Doll Dildo Anal Breathplay

Clips4sale 2 months ago

EGGS 2 – it’s not over yet

67% 0:30 / 18:14

EGGS 2 – it’s not over yet

Clips4sale 3 months ago

Sweet Savage Private Show

55% 4K 2:00 / 30:06

Sweet Savage Private Show

Flirt4Free 1 month ago

femboy fucked r by strizght anonymous

HD 0:30 / 24:04

femboy fucked r by strizght anonymous

PornBox 1 year ago

Slave fucking and dick locked in chastity belt

Slave fucking and dick locked in chastity belt

xHamster 10 months ago

hot dominant goth gives you SPH whilst stroking BBC JOI

72% 0:20 / 5:38

hot dominant goth gives you SPH whilst stroking BBC JOI

Clips4sale 6 months ago

Bitchy Wooly Youngster Phat Rectal Gape and Anal Invasion Destruction in v-card box

Bitchy Wooly Youngster Phat Rectal Gape and Anal Invasion Destruction in v-card box

GayDudesFucking 5 months ago

Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - SD

Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - SD

Clips4sale 1 year ago

Confira essa cena completa com a primeira gozada no rosto da minha vida... Foi tanto leite que fiquei toda lambuzada - CENA COMPLETA

Premium HD 20:59

Confira essa cena completa com a primeira gozada no rosto da minha vida... Foi tanto leite que fiquei toda lambuzada - CENA COMPLETA

Sheer 5 days ago

Tiffanny Lombardi Private Show

Tiffanny Lombardi Private Show

Flirt4Free 1 year ago

Completo no canal

Completo no canal

XVideos 3 weeks ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 weeks ago

hot trans in chastity takes huge BBC fucking machine & cums

67% 4K 0:14 / 14:23

hot trans in chastity takes huge BBC fucking machine & cums

Clips4sale 7 months ago

Yago Tavares X Aline Tavares - Essa Aline Tavares &eacute_ uma del&iacute_cia !!

Yago Tavares X Aline Tavares - Essa Aline Tavares &eacute_ uma del&iacute_cia !!

XVideos 3 months ago

big ass read head tranny milf fucking her ass part1

Premium HD 11:41

big ass read head tranny milf fucking her ass part1

XVideosRed 1 year ago

big dildo destroys anal hole of a whore. crossdresser testing monster dildo. sissy gamer margo fox. 33 release

big dildo destroys anal hole of a whore. crossdresser testing monster dildo. sissy gamer margo fox. 33 release

SukaPorn 1 year ago

Caged Trans Rachael Belle Takes BBC with Joy

70% 0:39 / 29:01

Caged Trans Rachael Belle Takes BBC with Joy

FapHouse 7 months ago

Chastity Sissy Cums From Large Ebony Ramrod Banging Machine And Swallows Her Own Cum

Chastity Sissy Cums From Large Ebony Ramrod Banging Machine And Swallows Her Own Cum

BigTitsLust 1 week ago

Paul Walkers Private Show

Paul Walkers Private Show

Flirt4Free 3 weeks ago

Bitchy Hairy Twunk Massive Ass-fuck Gape and Ass-fuck Destruction in v-card box

Bitchy Hairy Twunk Massive Ass-fuck Gape and Ass-fuck Destruction in v-card box

5Gays 4 months ago

OverWatch HENTAI. Big Futa Cock Compilation. Perfect 3D Porn. SISSY WATCHES CARTOON PORN AND FUCKS WITH A SEX MACHINE

Premium HD 9:19

OverWatch HENTAI. Big Futa Cock Compilation. Perfect 3D Porn. SISSY WATCHES CARTOON PORN AND FUCKS WITH A SEX MACHINE

xnxxGold 1 year ago

Maitresse Julia - Femdom - Pegging Time with Strapon

Maitresse Julia - Femdom - Pegging Time with Strapon

xHamster 2 years ago

Sissy Faggot Cocksucker JOI

55% HD 0:10 / 18:16

Sissy Faggot Cocksucker JOI

LoyalFans 1 year ago

Cloee Rabbit Private Show

Cloee Rabbit Private Show

Flirt4Free 2 years ago

Sweet Savage Private Show

62% 4K 2:00 / 18:28

Sweet Savage Private Show

Flirt4Free 1 month ago

Sexy dance performance on sunny Leone song baby doll

Sexy dance performance on sunny Leone song baby doll

xHamster 10 months ago

Chastity Lynn gives a complete ass pumping service

Chastity Lynn gives a complete ass pumping service

ThePornstar 1 month ago

Sissy crossdresser gets dressed up and shakes some booty

Sissy crossdresser gets dressed up and shakes some booty

xHamster 1 year ago

Femboy in chastity toyed by shemale and cumming handsfree

Femboy in chastity toyed by shemale and cumming handsfree

DeegX 2 years ago

POV RUINED CUM SHOT IN CHASTITY CAGE

POV RUINED CUM SHOT IN CHASTITY CAGE

xHamster 2 years ago

My husband became a sissy

My husband became a sissy

xHamster 7 months ago

Master & Ithan Private Show

67% HD 2:00 / 28:44

Master & Ithan Private Show

Flirt4Free 2 months ago

Sophia Loreen Party on May 23, 2025 - Part 2

56% 4K 2:00 / 1:04:12

Sophia Loreen Party on May 23, 2025 - Part 2

Flirt4Free 2 months ago

I will put you in virtual innocence Trans Jerk Off Instructions

I will put you in virtual innocence Trans Jerk Off Instructions

TrannyGem 2 weeks ago

sissy crossdresser in chastity choosen diaper, another pick one: blue or white?

sissy crossdresser in chastity choosen diaper, another pick one: blue or white?

xHamster 2 years ago

Crossdresser slut in yellow fishnet green miniskirt and black corsage opens his hole with big toys nipple pumps, chastity

Crossdresser slut in yellow fishnet green miniskirt and black corsage opens his hole with big toys nipple pumps, chastity

xHamster 1 year ago

Stephanie luvs big cock in her nasty hole

Stephanie luvs big cock in her nasty hole

xHamster 3 weeks ago

dickgirl detention 2 - sammi

51% HD 0:30 / 25:45

dickgirl detention 2 - sammi

AnalVids 11 months ago

Femboy pet in super-cute socks plays with playthings and cascades jism ~Oscar20xxx~

Femboy pet in super-cute socks plays with playthings and cascades jism ~Oscar20xxx~

GayCK 2 years ago

3 Maids and the Mistress sissy training group sex foursome group sex anal fucking doubleteam with big dicks and cumshots

3 Maids and the Mistress sissy training group sex foursome group sex anal fucking doubleteam with big dicks and cumshots

Clips4sale 6 months ago

Travesti do pauz&atilde_o arrombando cu da travesti magrinha

Travesti do pauz&atilde_o arrombando cu da travesti magrinha

XVideos 1 year ago

Meti com for&ccedil_a na buceta dessa submissa gostosa do grel&atilde_o

Meti com for&ccedil_a na buceta dessa submissa gostosa do grel&atilde_o

XVideos 1 year ago

Duas travesti foram malhar com as suas amigas e no final at&eacute_ o professor entrou na suruba

Duas travesti foram malhar com as suas amigas e no final at&eacute_ o professor entrou na suruba

XVideos 1 year ago

Olha que foda gostosa de duas travesti pirocudas

Olha que foda gostosa de duas travesti pirocudas

XVideos 10 months ago

eu queria era leitinho... peguei meu namorado na cozinha e chupei seu pau gostoso ate ele me dar leite !

eu queria era leitinho... peguei meu namorado na cozinha e chupei seu pau gostoso ate ele me dar leite !

PissVids 4 weeks ago

teenie sissy splashes her scrotum with big black cock until she shoots a load in box - w0llip wollip

teenie sissy splashes her scrotum with big black cock until she shoots a load in box - w0llip wollip

TransTube.tv 1 year ago

Trampy Wooly Youngster Fat Assfucking Gape and Buttfuck Destruction in purity box

Trampy Wooly Youngster Fat Assfucking Gape and Buttfuck Destruction in purity box

4Gay 9 months ago

Big Black Cock leaves Shemale no chances not to cum

Big Black Cock leaves Shemale no chances not to cum

MyLust 20 hours ago

Rubber doll cums in chastity

66% HD 1:01 / 12:04

Rubber doll cums in chastity

FapHouse 2 years ago

Joanna Sissygasms while Riding a Dildo Femboy Cum Hands Free Ruined Orgasm JOI

Joanna Sissygasms while Riding a Dildo Femboy Cum Hands Free Ruined Orgasm JOI

xHamster 10 months ago

Elvis & Aron & Lian Private Show

HD 2:00 / 11:37

Elvis & Aron & Lian Private Show

Flirt4Free 2 years ago

Cumming after a day in negative chastity

Cumming after a day in negative chastity

xHamster 2 years ago

Cd crossdressers first bbc experience

Cd crossdressers first bbc experience

ManPorn 2 years ago

I cum hard inside a condom after chastity

Premium HD 21:07

I cum hard inside a condom after chastity

Sheer 3 weeks ago

Paul Walkers Private Show

Paul Walkers Private Show

Flirt4Free 2 weeks ago

OverWatch HENTAI. Big Futa Cock Compilation. Perfect 3D Porn. SISSY WATCHES CARTOON PORN AND FUCKS WITH A SEX MACHINE

Premium HD 9:19

OverWatch HENTAI. Big Futa Cock Compilation. Perfect 3D Porn. SISSY WATCHES CARTOON PORN AND FUCKS WITH A SEX MACHINE

Sheer 1 year ago

Troy Khalil Private Show

HD 2:00 / 18:04

Troy Khalil Private Show

Flirt4Free 1 year ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 9 years ago

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

56% 0:11 / 24:28

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

Clips4sale 2 years ago

Sweet Savage Private Show

57% 4K 2:00 / 6:53

Sweet Savage Private Show

Flirt4Free 1 month ago

plugged and degraded sissy whore cums on her face

plugged and degraded sissy whore cums on her face

xHamster 1 year ago

Trans Girl Rides a BBC Dildo in Chastity

53% HD 0:08 / 1:02

Trans Girl Rides a BBC Dildo in Chastity

FapHouse 10 months ago

Master & Christian & Nicco Private Show

Master & Christian & Nicco Private Show

Flirt4Free 1 year ago

Sissy slut haileydoll in chastity riding bbc dildo

Sissy slut haileydoll in chastity riding bbc dildo

xHamster 2 years ago

Amateur sissy aimee__xx plays with her dildo while in chastity

Amateur sissy aimee__xx plays with her dildo while in chastity

xHamster 3 years ago

Sissy Intro at home and pleasing BBC Dildo 2

Sissy Intro at home and pleasing BBC Dildo 2

xHamster 2 months ago

Four Said Feminization (4KUHD MP4)

61% HD 0:30 / 15:34

Four Said Feminization (4KUHD MP4)

Clips4sale 1 year ago

Sissy Addict - PMV by HoloPMV

Sissy Addict - PMV by HoloPMV

aShemaleTube 4 months ago

chinese sissy gets ravaged by good-sized fuckpole point of view

chinese sissy gets ravaged by good-sized fuckpole point of view

TrannyGem 2 years ago

active trans girl celine dijjon waiting for get fuckeck by me in hotel

60% HD 0:27 / 9:10

active trans girl celine dijjon waiting for get fuckeck by me in hotel

PornBox 5 months ago

Blue Archive - Kikyo COS Cross-dressing Masturbation

Blue Archive - Kikyo COS Cross-dressing Masturbation

xHamster 1 year ago

Sissy Chastity Trainer

Sissy Chastity Trainer

aShemaleTube 1 year ago

No mercy PEGGING for CHASTITY slave

No mercy PEGGING for CHASTITY slave

xHamster 8 months ago

Huge Pumpe Big Fat Man Nipples

Huge Pumpe Big Fat Man Nipples

xHamster 2 years ago

Pushing SISSY's PROSTATE until he leaks for me!

Pushing SISSY's PROSTATE until he leaks for me!

xHamster 5 months ago

Strapon Spitroast for TS Latex Whore

Strapon Spitroast for TS Latex Whore

aShemaleTube 6 years ago

Troy Khalil Private Show

74% HD 2:00 / 11:02

Troy Khalil Private Show

Flirt4Free 1 year ago

Feminized by the Chef: A Locktober Tale

45% 4K 0:30 / 35:05

Feminized by the Chef: A Locktober Tale

Clips4sale 9 months ago

Gorgeous femboy fuck till cum a lot

Gorgeous femboy fuck till cum a lot

xHamster 2 months ago

LalaThePala & Trappybae Cumpilation #1 (25 pop-shots

LalaThePala & Trappybae Cumpilation #1 (25 pop-shots

TrannyGem 4 months ago

Sophia Loreen Private Show

57% HD 2:00 / 41:21

Sophia Loreen Private Show

Flirt4Free 1 year ago

Frisky night into the parking lot

Frisky night into the parking lot

xHamster 8 months ago

Black TGirls Hardcore - Chastity Kane

Black TGirls Hardcore - Chastity Kane

Tranny.one 2 years ago

Nick & Diego & Liam Private Show

Nick & Diego & Liam Private Show

Flirt4Free 2 years ago

Sweet Savage Private Show

61% 4K 2:00 / 31:20

Sweet Savage Private Show

Flirt4Free 1 month ago

Sophia Loreen Party on Jun 10, 2025 - Part 2

4K 2:00 / 37:22

Sophia Loreen Party on Jun 10, 2025 - Part 2

Flirt4Free 1 month ago

Female DOMINATION in DIAPERS and CHASTITY with a big ANAL plug and PISS

Female DOMINATION in DIAPERS and CHASTITY with a big ANAL plug and PISS

xHamster 1 year ago

Crazy Night

65% HD 2:00 / 32:38

Flirt4Free 2 years 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 11 months ago

Will Havoc worships trans Delia DeLions and bear her massive cock

Will Havoc worships trans Delia DeLions and bear her massive cock

Love4Porn 2 months ago

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