Chastity Videos - Trans (73,874)

Lance & Christian & Master Private Show

HD 2:00 / 41:36

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Minha amiga tatuada me chamou pra uma Suruba Hardcore COMPLETO NO SHEER/RED

Minha amiga tatuada me chamou pra uma Suruba Hardcore COMPLETO NO SHEER/RED

XVideos 9 months ago

Trans Girl Tied and Teased

Trans Girl Tied and Teased

XHamster 2 years ago

Feminized femboy pissing in toilet while caged like a girl

Feminized femboy pissing in toilet while caged like a girl

XHamster 2 years ago

Wet Girl And Natalie Mars - Chastity T-girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost R

Wet Girl And Natalie Mars - Chastity T-girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost R

AbTranny 1 year ago

Ass to mouth furry sissy

Ass to mouth furry sissy

XHamster 1 year ago

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 3

61% HD 0:10 / 14:03

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 3

LoyalFans 4 months ago

Compilation of MrsVictoria using strapon to dominate her male slaves

Compilation of MrsVictoria using strapon to dominate her male slaves

Kinktsy 1 month ago

My step sis's hubby caught me milking and wished to join in, we concluded up having hook-up - Total story on Crimson - Luana Prado

My step sis's hubby caught me milking and wished to join in, we concluded up having hook-up - Total story on Crimson - Luana Prado

TrannyGem 3 months ago

Trans Female Takes BIG BLACK COCK From Boink Machine ROCK HARD!!!! Encaged Boner Jism!!!!

Trans Female Takes BIG BLACK COCK From Boink Machine ROCK HARD!!!! Encaged Boner Jism!!!!

TrannyGem 1 year ago

Patric & Alexander & Lian Private Show

48% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Catboy displays bussy to sir before getting encaged and plapped till he shoots a load like a lady

Catboy displays bussy to sir before getting encaged and plapped till he shoots a load like a lady

Transvids.tv 1 year ago

No mercy PEGGING for CHASTITY slave

No mercy PEGGING for CHASTITY slave

XHamster 1 year ago

Gangbanged on Paradise Island! Futa/Joi

Gangbanged on Paradise Island! Futa/Joi

W1mp 1 year ago

Anal orgasm while caged Clip 1

Anal orgasm while caged Clip 1

XHamster 1 year ago

Sissy Dress up

HD 1:01 / 15:52

FapHouse 3 weeks ago

Dancing in My Flat Chastity Cage

54% HD 0:08 / 0:46

Dancing in My Flat Chastity Cage

FapHouse 2 years ago

(caught) Asian Sissy Anal-play in Mall Wc

65% 1:01 / 28:12

(caught) Asian Sissy Anal-play in Mall Wc

FapHouse 1 year ago

A girl breaks my chastity key and flushes it down a public toilet

A girl breaks my chastity key and flushes it down a public toilet

XHamster 3 months ago

Elias & Elix Private Show

44% HD 2:00 / 13:09

Elias & Elix Private Show

Flirt4Free 1 year ago

Sissy femboy slut in fursuit shows you his tight ass and chastity cage

Sissy femboy slut in fursuit shows you his tight ass and chastity cage

XHamster 1 month ago

Butt Slut Halloween Makeup

Butt Slut Halloween Makeup

XHamster 3 weeks ago

Chastity Caged Trans Slut Sammi Smith Begs for BBC Creampie & Backshots

Chastity Caged Trans Slut Sammi Smith Begs for BBC Creampie & Backshots

XXXShake 1 year ago

Crossdressing Sissy Fag Slut Wants a Daddy

Crossdressing Sissy Fag Slut Wants a Daddy

XHamster 7 months ago

Sophia Loreen Party on Jun 4, 2026 - Part 3

66% HD 2:00 / 1:00:20

Sophia Loreen Party on Jun 4, 2026 - Part 3

Flirt4Free 5 months ago

Femboy Raine - Huge Anal Dildo COMPILATION!

Femboy Raine - Huge Anal Dildo COMPILATION!

XHamster 2 years ago

Sarah Reyess Private Show

Sarah Reyess Private Show

Flirt4Free 2 years ago

Sissy Strap-on Fucked by Asian Mistress Dominafire

Sissy Strap-on Fucked by Asian Mistress Dominafire

XHamster 8 months ago

Trans School Teacher gets Barebacked by Bf after letting him out of chastity

Trans School Teacher gets Barebacked by Bf after letting him out of chastity

YouPorn Unknown

Elias & Elix Private Show

52% HD 2:00 / 37:58

Elias & Elix Private Show

Flirt4Free 1 year ago

SISSY IN CHASTITY TAKES BIG COCK FOR FIRST TIME 2

SISSY IN CHASTITY TAKES BIG COCK FOR FIRST TIME 2

GayCK 5 years ago

Tease sissy husband with vibrator

Tease sissy husband with vibrator

XHamster 3 years ago

Three Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training

Three Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training

XHamster 7 months ago

3 Trans Honeys Have A Kinky Bang-out

3 Trans Honeys Have A Kinky Bang-out

Transvids.tv 1 year ago

Handsfree Anal Orgasm From Fuck Machine In My Comfy Sweater

HD 0:30 / 30:53

Handsfree Anal Orgasm From Fuck Machine In My Comfy Sweater

Clips4sale 2 weeks ago

The Karen Next Door!

51% VR 0:39 / 20:59

The Karen Next Door!

FapHouse 1 year ago

chastity fuckdolls reverse gangbang 4

61% HD 0:30 / 47:18

chastity fuckdolls reverse gangbang 4

AnalVids 4 months ago

Sissy get fucked by sex machine for first time

Sissy get fucked by sex machine for first time

XHamster 1 year ago

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

53% 0:39 / 4:14

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 3

FapHouse 5 months ago

Big Tits Stepmom Part 2

55% VR 0:08 / 3:08

Big Tits Stepmom Part 2

FapHouse 3 months 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 1 year ago

Femboy Fur covered Lad Gape his fuckhole numerous times with ginormous Bad Dragon Fuck sticks - Murrsuit Porno

Femboy Fur covered Lad Gape his fuckhole numerous times with ginormous Bad Dragon Fuck sticks - Murrsuit Porno

Gayhub 1 year ago

Futa Mommydom Mesmerises You At The Movies [Femdress, Chastity, Oral, Vibrator JOI]

Futa Mommydom Mesmerises You At The Movies [Femdress, Chastity, Oral, Vibrator JOI]

RedTube Unknown

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 2 years ago

Chastity punishment

Chastity punishment

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

Chanel Dominates Ryley

HD 0:10 / 39:06

Chanel Dominates Ryley

LoyalFans 3 weeks ago

Jessica Bloom's Big Cock Throbs From Anal - Caged and Released Hands-Free Squirting Orgasms

Jessica Bloom's Big Cock Throbs From Anal - Caged and Released Hands-Free Squirting Orgasms

XHamster 8 months ago

Caged Slutty Sissy Training with Didlo for Sissygasm

66% HD 0:25 / 19:11

Caged Slutty Sissy Training with Didlo for Sissygasm

TRANS PUMPING OUT AND JIZM COMPILATION!!!

TRANS PUMPING OUT AND JIZM COMPILATION!!!

TrannyGem 1 year ago

Sissy Training

XHamster 2 years ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

XHamster 6 months ago

Anal QueenTs' tight ass stretched by massive BBC while in chastity belt & cumming hard

Anal QueenTs' tight ass stretched by massive BBC while in chastity belt & cumming hard

TrannyMovs 1 year ago

Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole

Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole

XHamster 11 months ago

Sissy Jiangshi plays with dildo

Sissy Jiangshi plays with dildo

XHamster 2 years ago

POV caged sissy leaks so much precum, BLACKED, squirts cum

77% 0:16 / 7:25

POV caged sissy leaks so much precum, BLACKED, squirts cum

Clips4sale 2 years ago

Tempest Takes Control

Tempest Takes Control

FapHouse 2 weeks ago

Natalie Mars passionate sex scene with Owen Gray

Natalie Mars passionate sex scene with Owen Gray

XVideos 2 years ago

transgender princess Makes You Learn To Love BIG BLACK COCK

transgender princess Makes You Learn To Love BIG BLACK COCK

TrannyGem 2 years 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 3 years ago

SARINAANDROBIN Locktober Chastity Checkup

SARINAANDROBIN Locktober Chastity Checkup

DrTuber 1 year ago

Brides Hands-free BBC Cumshots

65% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

FapHouse 5 months ago

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

Premium HD 9:10

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

XNXXGold 1 year ago

2025 Trans Anal & Cum Compilation Pt 1 ABRIDGED

2025 Trans Anal & Cum Compilation Pt 1 ABRIDGED

PornFreeNow 7 months ago

Sissygasm compilation

Sissygasm compilation

AShemaleTube 1 year ago

two luxurious promiscuous sissies 1 BIG BLACK COCK

two luxurious promiscuous sissies 1 BIG BLACK COCK

TrannyGem 3 years ago

Horny TGirl fucks a machine!

HD 1:01 / 21:27

Horny TGirl fucks a machine!

FapHouse 8 years ago

At Her Mercy: Hot Trans Domme Trains You

At Her Mercy: Hot Trans Domme Trains You

XHamster 1 year ago

You failed as man now look at you loser sissy white extinction (1080HD)

HD 0:28 / 14:59

You failed as man now look at you loser sissy white extinction (1080HD)

Clips4sale 5 years ago

Anal Angels 40 - Ana Li

Premium HD 21:10

Anal Angels 40 - Ana Li

XNXXGold 1 month ago

Insane Puppy Hours - Fursuiter plays with XL Fuck Sticks in purity and makes a mud (Forearms free-for-all climax )

Insane Puppy Hours - Fursuiter plays with XL Fuck Sticks in purity and makes a mud (Forearms free-for-all climax )

4Gay 2 years ago

Chastity Sissys Despairing Sex tool Training Bewitching Caption Story

Chastity Sissys Despairing Sex tool Training Bewitching Caption Story

ShemaleSin 1 year ago

Guy goo Extraction Machine+JISM+CUM+Smoking

Guy goo Extraction Machine+JISM+CUM+Smoking

TransTube.tv 2 years ago

THE FARMHOUSE - 7 Trans Girl Reverse Gangbang BBC

Premium HD 49:50

THE FARMHOUSE - 7 Trans Girl Reverse Gangbang BBC

XNXXGold 2 months ago

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

60% HD 1:01 / 5:27

Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot

FapHouse 1 year ago

Trans Beauties Share a Schlong and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll

Trans Beauties Share a Schlong and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll

PornFreeNow 11 months ago

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

ShemaleSin 2 years ago

Eating, Sucking, and Fucking an Asian Girls Pussy Has Never Been This Easy and Hot

Eating, Sucking, and Fucking an Asian Girls Pussy Has Never Been This Easy and Hot

XHamster 5 months ago

TRANSFIXED - Shook Stud Catches Girlfriend Summer Cheating With Zariah Aura & Wants To Join Them!

TRANSFIXED - Shook Stud Catches Girlfriend Summer Cheating With Zariah Aura & Wants To Join Them!

Some.Porn 1 year ago

The Tigress's husband invited me to be their lunchbox and see what happened - Complete in Red -

The Tigress's husband invited me to be their lunchbox and see what happened - Complete in Red -

AShemaleTube 1 month ago

Anal Angels 40 - Ana Li

Premium HD 21:10

Anal Angels 40 - Ana Li

XVideosRed 1 month ago

ladyboy fukk recent toys in small chastity

ladyboy fukk recent toys in small chastity

ShemaleSin 3 years ago

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

Premium HD 9:10

Active trans Girl Celine Dijjon waiting for Get fuckeck by Me in Hotel

XVideosRed 1 year ago

World Record Climax - nine Seconds Cum-shot Lil Bone in Innocence

World Record Climax - nine Seconds Cum-shot Lil Bone in Innocence

2BGay 1 year ago

I lost a bet to my college friend, and I paid with a massage and my ass - complete at Red - Alicehae

I lost a bet to my college friend, and I paid with a massage and my ass - complete at Red - Alicehae

AShemaleTube 2 months ago

The Complete Sissy Transformation! the Male in You Is Over: Mistress Julia

HD 0:39 / 13:27

The Complete Sissy Transformation! the Male in You Is Over: Mistress Julia

FapHouse 2 years ago

Master fucking and fisting my ass with machine

Master fucking and fisting my ass with machine

XHamster 3 years ago

Trans Hotty Cums in Chastity During the time that Getting Screwed

Trans Hotty Cums in Chastity During the time that Getting Screwed

ShemaleSin 1 year ago

chastity t-girl wet, natalie mars, dap, double anal fisting, wrecked ass, almost rose, pee drink, creampie, swallow btg051

chastity t-girl wet, natalie mars, dap, double anal fisting, wrecked ass, almost rose, pee drink, creampie, swallow btg051

PissVids 5 years ago

Chastity-Caged Erica Cherry Makes Femdom Queenie Sateen Squirt

Chastity-Caged Erica Cherry Makes Femdom Queenie Sateen Squirt

PornHat 1 month ago

Master & Ithan & Aleex Private Show

56% HD 2:00 / 31:36

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

AB081 Sensitive Unstoppable squirting - Thick faux penis (Asian and English subtitles)

AB081 Sensitive Unstoppable squirting - Thick faux penis (Asian and English subtitles)

MyTransfix 5 months ago

Femboy POV Screwing Compilation

Femboy POV Screwing Compilation

SortPorn 11 months ago

Tempest Takes Control

Tempest Takes Control

FapHouse 2 weeks ago

Sissy Maid Candy Rides Several of Her Huge Dildos

Sissy Maid Candy Rides Several of Her Huge Dildos

FapHouse 2 weeks ago

BBC DADDY USES CAGED YT SISSYBOY

BBC DADDY USES CAGED YT SISSYBOY

DeegX 3 years ago

Merciless Strappado Machine

74% 1:01 / 19:42

Merciless Strappado Machine

FapHouse 2 years ago

Enormous cumpilation number #14

Enormous cumpilation number #14

TrannyGem 1 year ago

Feelipe & Adara Private Show

55% HD 2:00 / 8:50

Feelipe & Adara Private Show

Flirt4Free 1 year ago

Cute Trans Floozy Gets Banged By BBC in Chastity

Cute Trans Floozy Gets Banged By BBC in Chastity

BigTitsLust 9 months ago

im addicted to doing this for so lengthy

im addicted to doing this for so lengthy

ShemaleSin 1 year ago

HALLOWEEN SOIREE FINISHED IN AN HOOKUP, WITH LOTS OF MONEY-SHOTS AND LOTS OF BANG-OUT! - TOTAL STORY ON CRIMSON - EVEZZINI

HALLOWEEN SOIREE FINISHED IN AN HOOKUP, WITH LOTS OF MONEY-SHOTS AND LOTS OF BANG-OUT! - TOTAL STORY ON CRIMSON - EVEZZINI

TrannyGem 3 weeks ago

Pegging & Humiliation by DominaFire

Pegging & Humiliation by DominaFire

XHamster 1 month ago

3 TS Prostitutes take on Twink

3 TS Prostitutes take on Twink

ShemalesTube 7 years ago

anal angels 40 - ana li

anal angels 40 - ana li

PornBox 1 month ago

Taking My Chaste Sissy Bimbo Dolls Pegging Virginity with My Ding-Dong in Servitude by Mistresse Mercer

Taking My Chaste Sissy Bimbo Dolls Pegging Virginity with My Ding-Dong in Servitude by Mistresse Mercer

ShemaleSin 2 years ago

Cuckold, sph, degrading, hot wife!

Cuckold, sph, degrading, hot wife!

XHamster 11 months ago

Cute tranny in chastity playing with big dildos and anal fisting and fisting

Cute tranny in chastity playing with big dildos and anal fisting and fisting

AShemaleTube 11 months ago

Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition! Clip 1

Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition! Clip 1

XHamster 1 month ago

extreme Nipple Play

extreme Nipple Play

XHamster 4 years ago

Locktober - 27 October urethral sounding play

Locktober - 27 October urethral sounding play

XHamster 3 years ago

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

HD 0:10 / 17:46

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

LoyalFans 4 months ago

Desire Sweet Private Show

HD 2:00 / 24:55

Desire Sweet Private Show

Camster 6 days ago

Ladyboy Japanese Student in Sailor Uniform Ep1: Cock Sucking and Skinship

66% 1:01 / 12:48

Ladyboy Japanese Student in Sailor Uniform Ep1: Cock Sucking and Skinship

FapHouse 2 years ago

Paulo & Jose & Sander Private Show

51% HD 2:00 / 10:44

Paulo & Jose & Sander Private Show

Flirt4Free 5 months ago

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

55% HD 2:00 / 19:52

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

Flirt4Free 7 years ago

Sissy Maid Strap-on Day

67% HD 1:01 / 9:53

Sissy Maid Strap-on Day

FapHouse 2 months ago

Paulo & Jose & Sander Private Show

57% HD 2:00 / 17:03

Paulo & Jose & Sander Private Show

Flirt4Free 5 months ago

Sophia Loreen Private Show

69% 4K 2:00 / 14:01

Sophia Loreen Private Show

Flirt4Free 3 months ago

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 1 year ago

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