Chastity Videos - Trans (74,333)

Ambar & Lord Private Show

HD 2:00 / 37:42

Ambar & Lord Private Show

Flirt4Free 1 month ago

Daphne Millerr Private Show

4K 2:00 / 24:35

Daphne Millerr Private Show

Flirt4Free 5 days ago

peeing from trapped dick while shaving my ass and balls!

peeing from trapped dick while shaving my ass and balls!

PornBox 11 months ago

3 Latex Dommes Use Their Boy Toy

HD 0:30 / 19:09

3 Latex Dommes Use Their Boy Toy

Clips4sale 1 month ago

Sissy Anal invasion Super-bitch Locked Down on Giant Fake penis One Pub Jail Trussed & Taunted in Innocence Box by Dominatrix

Sissy Anal invasion Super-bitch Locked Down on Giant Fake penis One Pub Jail Trussed & Taunted in Innocence Box by Dominatrix

TransTube.tv 1 year ago

Jacob Malik Private Show

58% HD 2:00 / 8:00

Jacob Malik Private Show

Flirt4Free 1 year ago

AB097 Trampy nun degraded Sexual transformation -Edging,wring (Asian and English subtitles)

AB097 Trampy nun degraded Sexual transformation -Edging,wring (Asian and English subtitles)

TrannyGem 3 years ago

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

Clips4sale 10 months ago

Sonechka25 Plays with Her Lovers' Sperm (swallows and Fills Her Ass with Cum From Used Condoms)

HD 1:01 / 11:09

Sonechka25 Plays with Her Lovers' Sperm (swallows and Fills Her Ass with Cum From Used Condoms)

FapHouse 2 months ago

locked up cutie sabina caught and fucked

locked up cutie sabina caught and fucked

AnalVids 4 months ago

Hrony Femboy Thighjob himself & Splash with Hot Cum her trans Tits and Hips

Premium HD 19:27

Hrony Femboy Thighjob himself & Splash with Hot Cum her trans Tits and Hips

Sheer 4 weeks ago

Nasty Secretary

65% HD 2:00 / 21:26

Nasty Secretary

Flirt4Free 3 years ago

Chastity Sissy Slave Is Fed Her Own Cum By Mistress - Caged Vibrator Orgasm With Feet in Face

Premium HD 12:45

Chastity Sissy Slave Is Fed Her Own Cum By Mistress - Caged Vibrator Orgasm With Feet in Face

XVideosRed 3 weeks ago

Troy Khalil Private Show

58% HD 2:00 / 13:47

Troy Khalil Private Show

Flirt4Free 2 years ago

Feminized And Fucked By Mistress Mel Stage 1 (MP4)

HD 0:31 / 11:44

Feminized And Fucked By Mistress Mel Stage 1 (MP4)

Clips4sale 1 month ago

Sandy Lee Plays with Her Dildos

HD 2:00 / 54:22

Sandy Lee Plays with Her Dildos

Flirt4Free 9 years ago

Mexican Sissy Maid un chastity Cage

Mexican Sissy Maid un chastity Cage

XHamster 3 years ago

Sissy Surrender Asmr M for Paypig Pleasure Clip by Findom Goaldigger

Sissy Surrender Asmr M for Paypig Pleasure Clip by Findom Goaldigger

XHamster 1 year ago

Ballbusting handsfree

Ballbusting handsfree

ShemaleSin 1 year ago

On Camera, Gooning In Chastity Till Cumming

On Camera, Gooning In Chastity Till Cumming

ShemaleSex 1 year ago

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

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

XHamster 1 year 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 5 months ago

No motorbike delivery man ever rejects a lil' box of oral jobs!

No motorbike delivery man ever rejects a lil' box of oral jobs!

TrannyGem 7 months ago

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY Clip 1

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY Clip 1

XHamster 1 month ago

MILF trans with big cock break fat ass of teen

Premium HD 25:19

MILF trans with big cock break fat ass of teen

XVideosRed 9 months ago

Femboy Sissy with Fufu Clip Fucks a Dildo

76% HD 1:01 / 21:17

Femboy Sissy with Fufu Clip Fucks a Dildo

FapHouse 3 years ago

Anal Hike

58% HD 1:01 / 17:35

FapHouse 7 months ago

JessieBbwSissy - Plapgasm 4 (needed help from massager that time)

JessieBbwSissy - Plapgasm 4 (needed help from massager that time)

XHamster 11 months ago

Sissy Squat Endurance Training in Tight Red Rope & Locked Chastity

4K 0:29 / 47:17

Sissy Squat Endurance Training in Tight Red Rope & Locked Chastity

Clips4sale 4 months ago

All Wrapped up - Trans Cock Bondage

All Wrapped up - Trans Cock Bondage

XHamster 4 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 year ago

Sissy Expect examining her black fucktoys

Sissy Expect examining her black fucktoys

TrannyGem 3 weeks ago

ass cunt

XHamster 4 years ago

ela adora chupar meu cuzinho, chupou meu cuzinho ate gozar gostoso!

ela adora chupar meu cuzinho, chupou meu cuzinho ate gozar gostoso!

AnalVids 1 year ago

bukake party in pubcli with straigth adn trans

bukake party in pubcli with straigth adn trans

PissVids 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 2 years ago

Harris Morrison Private Show

50% 4K 2:00 / 6:17

Harris Morrison Private Show

Flirt4Free 2 months ago

Tgirl in v-card box plays with buttfuck beads

Tgirl in v-card box plays with buttfuck beads

TrannyGem 4 years ago

Pissing in Chastity Cage

57% HD 1:01 / 5:40

Pissing in Chastity Cage

FapHouse 1 year ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

51% HD 1:01 / 31:09

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

FapHouse 7 months ago

the best transexual climax and orgasm compilation - femboy cumshot - shemale solo masturbation, ejaculation and moaning #1

HD 0:30 / 11:25

the best transexual climax and orgasm compilation - femboy cumshot - shemale solo masturbation, ejaculation and moaning #1

AnalVids 2 months ago

Good Girl Fucked, Bad Girl Cucked

69% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

meu amigo hetero ficou com tesao na madrugada e ficou pela primeira vez com uma trans - luana prado

HD 0:30 / 21:54

meu amigo hetero ficou com tesao na madrugada e ficou pela primeira vez com uma trans - luana prado

PornBox 6 months ago

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

AShemaleTube 9 months ago

Pink-Haired Trans Beauty and Her Roommate Play With Strap-On Toys in Bed

Pink-Haired Trans Beauty and Her Roommate Play With Strap-On Toys in Bed

XplicitBabes 4 months ago

chastity fuckdolls reverse gangbang 3

62% HD 0:29 / 35:21

chastity fuckdolls reverse gangbang 3

AnalVids 4 months ago

Hotel Hookup 4 - Esme

Premium HD 23:45

Hotel Hookup 4 - Esme

XVideosRed 4 months ago

Fuck Your Body - PMV by HoloPMV

Fuck Your Body - PMV by HoloPMV

AShemaleTube 1 year ago

arab shemale alia alshammary muslim saudi waria hijra porn سكس عربي سعودي خليجي اسلامي شيميل علياء الشمري

arab shemale alia alshammary muslim saudi waria hijra porn سكس عربي سعودي خليجي اسلامي شيميل علياء الشمري

PornBox 2 weeks ago

Harris Morrison Private Show

Harris Morrison Private Show

Flirt4Free 3 years ago

Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!

62% HD 0:30 / 7:21

Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!

Clips4sale 1 year ago

Luccas & Archie & Jose Private Show

62% HD 2:00 / 37:06

Luccas & Archie & Jose Private Show

Flirt4Free 9 months ago

Blind Worship, Raw Reward

HD 0:10 / 13:37

Blind Worship, Raw Reward

LoyalFans 1 year ago

At private bar, I met a pure bitch with a chastity cage on and bring her to a massage chair.

At private bar, I met a pure bitch with a chastity cage on and bring her to a massage chair.

FapHouse 1 month ago

Humiliated, Pissed on, and Pegged Sissy Slut

Humiliated, Pissed on, and Pegged Sissy Slut

XHamster 1 year ago

Sasha Star Coffee Table Bondage Bunny

67% HD 0:39 / 12:26

Sasha Star Coffee Table Bondage Bunny

FapHouse 4 months ago

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

XHamster 2 years ago

Sophia Loreen Party on Aug 21, 2026 - Part 6

4K 2:00 / 59:31

Sophia Loreen Party on Aug 21, 2026 - Part 6

Flirt4Free 2 months ago

Tiny Caged Trans Slut Swallows BBC, Gets Her Tight Pink Asshole Stuffed, Then Her Caged Clit Cum All Over!

Tiny Caged Trans Slut Swallows BBC, Gets Her Tight Pink Asshole Stuffed, Then Her Caged Clit Cum All Over!

XNXXGold 1 year ago

JessieBbwSissy - Plapgasm Compilation

JessieBbwSissy - Plapgasm Compilation

XHamster 10 months ago

Cheer Chastity

Premium HD 19:00

XNXXGold 2 years ago

Chastity belt used like reins

Chastity belt used like reins

XHamster 2 months ago

Annabella & Lance Private Show

59% HD 2:00 / 6:48

Annabella & Lance Private Show

Flirt4Free 3 years ago

Crossdresser Gets Strapon by Femdom

Crossdresser Gets Strapon by Femdom

Eporner 6 years ago

Aj Fresh , Luci Belle, Chastity Charli, Thea Daze, Kaela Luna, Meddle Blooms - Chastity Fuckdolls

Aj Fresh , Luci Belle, Chastity Charli, Thea Daze, Kaela Luna, Meddle Blooms - Chastity Fuckdolls

Xshemale 10 months ago

BBC putted a chastity cage in her trans wife and fucker her until gives her a large facial

BBC putted a chastity cage in her trans wife and fucker her until gives her a large facial

ShemaleSin 3 years ago

Audrey Tgirl in chastity cage walks in public

Audrey Tgirl in chastity cage walks in public

XHamster 2 years ago

CAGED trans with LARGE TITTIES busts her balls with BBC and CUMS - w0llip wollip

CAGED trans with LARGE TITTIES busts her balls with BBC and CUMS - w0llip wollip

Amateur8 1 month ago

Addam Parker Private Show

Addam Parker Private Show

Flirt4Free 4 years ago

Watch Mike Panic get his small tits and tight ass pounded by a cum-hungry redhead in lingerie

Watch Mike Panic get his small tits and tight ass pounded by a cum-hungry redhead in lingerie

TrannyMovs 1 month ago

College uniform femboys 3some barebacked till facial

College uniform femboys 3some barebacked till facial

Some.Porn 1 year ago

Kaled & Lian Private Show

61% HD 2:00 / 11:41

Kaled & Lian Private Show

Flirt4Free 3 years ago

Jizz Shot DIRECTLY onto camera POINT OF VIEW

Jizz Shot DIRECTLY onto camera POINT OF VIEW

TrannyGem 1 year ago

Hot Transgirl Uses Giant Buttplug Then Jerks Hard Cock for Huge Load of Cum

HD 1:01 / 23:13

Hot Transgirl Uses Giant Buttplug Then Jerks Hard Cock for Huge Load of Cum

FapHouse 11 months ago

loctober sissy chastity checkup with rachael belle

loctober sissy chastity checkup with rachael belle

PornBox 1 year ago

I Will Put You In Virtual Chastity Trans JOI XhpIWU6

I Will Put You In Virtual Chastity Trans JOI XhpIWU6

Eporner 1 year ago

Best of Femdom Pegging - Strap-on & Cum Compilation

HD 0:39 / 15:49

Best of Femdom Pegging - Strap-on & Cum Compilation

FapHouse 3 weeks ago

Sissy Training by Queen Daralis Part 5

57% HD 0:39 / 4:59

Sissy Training by Queen Daralis Part 5

FapHouse 9 months ago

Watch Wollip's tight ass take a massive load after being uncensored & wearing chastity cage

Watch Wollip's tight ass take a massive load after being uncensored & wearing chastity cage

TrannyMovs 1 year ago

Chastity Sissy Ass To Mouth Anal Fucking And Deepthroat With Facial Cumshot And Cum Swallow

Chastity Sissy Ass To Mouth Anal Fucking And Deepthroat With Facial Cumshot And Cum Swallow

Itsrealamateurs 3 weeks ago

hard crossdresser pegging. fuck anal with two dildo and fisting. big dildo sissy humiliation

HD 0:30 / 15:09

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PornBox 3 years ago

Pt1 TS Ria Bentley Makes Lola Crystals Her Bitch

Pt1 TS Ria Bentley Makes Lola Crystals Her Bitch

XHamster 2 years ago

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 5699

57% 0:11 / 5:13

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 5699

Clips4sale 4 years ago

Roommate Loses Bet and Get Double Teamed in Chastity

Roommate Loses Bet and Get Double Teamed in Chastity

FapHouse 1 week ago

videogame da minha cunhada nao estava funcionando, fui ajudar e ela acabou comendo meu cu - evezzini

videogame da minha cunhada nao estava funcionando, fui ajudar e ela acabou comendo meu cu - evezzini

PornBox 8 months ago

trans in chastity gets ass destroyed by BBC fuck machine

Premium 4K 9:14

trans in chastity gets ass destroyed by BBC fuck machine

Clips4sale 1 year ago

I ATE MY GIRLFRIEND'S TRANS FRIEND'S ASS - FULL STORY ON RED - KTAL

I ATE MY GIRLFRIEND'S TRANS FRIEND'S ASS - FULL STORY ON RED - KTAL

ShemaleSex 2 months ago

Power Over Me

Some.Porn 1 year ago

Sissy Jessica's Weekly Hole Training 1 (4k)

Sissy Jessica's Weekly Hole Training 1 (4k)

XHamster 3 months ago

Chastity Tease Humiliation (WMV HD)

Chastity Tease Humiliation (WMV HD)

Clips4sale 1 year ago

Blondie Bombshell & Boy Toy

Blondie Bombshell & Boy Toy

Some.Porn 1 year ago

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1

AShemaleTube 1 year 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

GetTranny 1 year ago

cock caged in various panties

cock caged in various panties

PornBox 2 weeks ago

Colombian Boys Private Show

62% HD 2:00 / 8:16

Colombian Boys Private Show

Flirt4Free 1 month ago

A cute trans-woman with dark brown, video created by AI

A cute trans-woman with dark brown, video created by AI

Seduced 10 months ago

Pegging Gone Wild: Sissy Trainer

Pegging Gone Wild: Sissy Trainer

XHamster 1 year ago

Femboy Anal Training

Femboy Anal Training

FapHouse 5 months ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 1 year ago

Sissycdmish - Hot Young Femboy Takes Huge BBC Dildos

HD 1:01 / 20:25

Sissycdmish - Hot Young Femboy Takes Huge BBC Dildos

FapHouse 4 days ago

andylynn payne @andylynnpayne transgirl solo wank porn video

andylynn payne @andylynnpayne transgirl solo wank porn video

TransDoe 2 years ago

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Clips4sale 8 months ago

ts chinese

Tranny.one 3 years ago

I Not Dare Pull Out This Anal Beads, It Will Make Me Cums

63% HD 0:39 / 7:54

I Not Dare Pull Out This Anal Beads, It Will Make Me Cums

FapHouse 9 months ago

POV caged sissy drips so much precum, BLACKED, squirts cum - w0llip wollip

POV caged sissy drips so much precum, BLACKED, squirts cum - w0llip wollip

ShemaleSin 11 months ago

Sophia Loreen Private Show

66% 4K 2:00 / 12:26

Sophia Loreen Private Show

Flirt4Free 2 months ago

T4T 4-in-1 Scene Compilation- TS Sluts Can't Get Enough Of My Girlcock

HD 0:21 / 1:35:46

T4T 4-in-1 Scene Compilation- TS Sluts Can't Get Enough Of My Girlcock

Clips4sale 1 month ago

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growing into a slut - milf step-mommy sydney screams punishes slut ts step-daughter sammi smith

PornBox 2 years ago

hellfire hottie 45 - tori

55% HD 0:30 / 16:45

hellfire hottie 45 - tori

PornBox 2 months ago

Twink Solo Toy Fun!

Twink Solo Toy Fun!

XHamster 2 years ago

chastity fuckdoll 7 - lilly

chastity fuckdoll 7 - lilly

PornBox 7 months ago

Chastity Belt Tease Pt 1

Chastity Belt Tease Pt 1

BDSMX 4 years ago

Small Dick Trans Raven in Chastity Cage Cumming a Lot After Humiliating Herself with BBC Dildo Rubbing Her Balls

Small Dick Trans Raven in Chastity Cage Cumming a Lot After Humiliating Herself with BBC Dildo Rubbing Her Balls

XHamster 6 months ago

Sissy Bride in Chastity

Sissy Bride in Chastity

XHamster 11 months ago

TS Nadia Love dominated by Goddess Tangent

67% HD 1:01 / 41:49

TS Nadia Love dominated by Goddess Tangent

FapHouse 5 years ago

L@dyc@k3 - Asian Trans 40 cumshot Cumpilation - Compilation

L@dyc@k3 - Asian Trans 40 cumshot Cumpilation - Compilation

Eporner 9 months ago

SPH: me Tiny is Bigger than u Hard

SPH: me Tiny is Bigger than u Hard

ShemaleSin 5 years ago

Mistress Trains TS Hucow

Mistress Trains TS Hucow

AShemaleTube 9 years ago

Sissy Lucy being locked up in metal Chastity for Locktober

Sissy Lucy being locked up in metal Chastity for Locktober

MatureTubeHere 4 years ago

Sissy Dee in Pink Has Intense Sissygasm

HD 0:39 / 11:23

Sissy Dee in Pink Has Intense Sissygasm

FapHouse 2 weeks ago

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