Chastity Videos - Trans (74,312)

trans in chastity extreme gape with inflateable butt plug

73% 0:13 / 7:16

trans in chastity extreme gape with inflateable butt plug

Clips4sale 1 year ago

Master & Ithan & Aleex Private Show

52% HD 2:00 / 7:13

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

Tgirl in v-card box plays with buttfuck beads

Tgirl in v-card box plays with buttfuck beads

TrannyGem 4 years ago

Sissy balls torture ballbusting

Sissy balls torture ballbusting

XHamster 1 year ago

Chastity Doll

65% 4K 0:15 / 1:58

Clips4sale 4 weeks ago

Dominant Overtaken

69% 0:23 / 32:56

Dominant Overtaken

Clips4sale 2 years ago

Sissy In Chastity showing off my Big Thick Ass and outfit

Sissy In Chastity showing off my Big Thick Ass and outfit

XHamster 3 years ago

Beautiful Trans Girl Squirts and Has a Sissygasm in a Flat Chastity Cage

Beautiful Trans Girl Squirts and Has a Sissygasm in a Flat Chastity Cage

Itsrealamateurs 1 month ago

Corssdresser intens anal orgasm during machine fucking

Corssdresser intens anal orgasm during machine fucking

XHamster 2 years ago

Locktober - 28 October changing penis plug

Locktober - 28 October changing penis plug

XHamster 3 years ago

Cum in Chastity Cage

63% 0:39 / 6:37

Cum in Chastity Cage

FapHouse 1 year ago

Zigfrid Was Roped Blindfolded and Susrended

HD 0:39 / 31:51

Zigfrid Was Roped Blindfolded and Susrended

FapHouse 1 day 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

XHamster 2 years ago

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom

XHamster 4 years ago

Marry Winsor Private Show

Marry Winsor Private Show

Flirt4Free 1 month ago

Trans gal tries dominating u into chastity would u submit jessiesissy adventures

Trans gal tries dominating u into chastity would u submit jessiesissy adventures

Amateur8 3 weeks ago

Sissy in chastity and lingerie rides dildo

Sissy in chastity and lingerie rides dildo

XHamster 1 year ago

Trans Domme turns two straight boys into bi guys for a load of her cum

73% 0:09 / 36:30

Trans Domme turns two straight boys into bi guys for a load of her cum

Clips4sale 2 years ago

Nasty Little Hucow Sissy Slut Maddy Loves Fucking Her Hole With A Dildo And Doing Ass To Mouth

Nasty Little Hucow Sissy Slut Maddy Loves Fucking Her Hole With A Dildo And Doing Ass To Mouth

XHamster 8 months ago

Bull Fucking Sissy

Bull Fucking Sissy

AShemaleTube 6 months ago

Fucking my CAGED little tranny toy and CUMMING on her ass

Fucking my CAGED little tranny toy and CUMMING on her ass

XHamster 1 year ago

Kinky crossdresser pubes plays with his urethra and strap-on while playing solo

Kinky crossdresser pubes plays with his urethra and strap-on while playing solo

GayVD 2 months ago

Nyxi Leon's Boihole Used in Chastity by Mistress Bailey Love

69% HD 1:01 / 22:10

Nyxi Leon's Boihole Used in Chastity by Mistress Bailey Love

FapHouse 2 years ago

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

XHamster 9 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

Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs

Sissy Slut slut tied up and in chastity drools so much with gagball for deepthroat and despairs

XHamster 11 months ago

suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzao e o macho delas junto arrombar elas

60% 0:27 / 9:17

suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzao e o macho delas junto arrombar elas

PissVids 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 5 months ago

o brasil pode ate ter perdido, mas eu ganhei foi muita rola apos o jogo... coloquei todos os fas que ja gravaram em uma cena so - parte 1

o brasil pode ate ter perdido, mas eu ganhei foi muita rola apos o jogo... coloquei todos os fas que ja gravaram em uma cena so - parte 1

PissVids 4 months ago

Without a condom anal invasion with sissy in vapid chastity box (Caged sissy bum-to-jaws)

Without a condom anal invasion with sissy in vapid chastity box (Caged sissy bum-to-jaws)

TransTube.tv 2 years ago

Cute Trans Floozy Gets Banged By BBC in Chastity

Cute Trans Floozy Gets Banged By BBC in Chastity

Amateur8 9 months ago

Sexy striptease, savage twerk naked, fingering and more ;)

Sexy striptease, savage twerk naked, fingering and more ;)

Flirt4Free 5 years ago

mamou avec loren aprile partie 4 fellation baveuse et orgasme anal

67% HD 0:30 / 19:33

mamou avec loren aprile partie 4 fellation baveuse et orgasme anal

AnalVids 1 year ago

College uniform femboys 3some barebacked till facial

College uniform femboys 3some barebacked till facial

Some.Porn 1 year ago

QOS sissy rides BBC, bust her balls, and squirts out of cage

59% 0:11 / 11:43

QOS sissy rides BBC, bust her balls, and squirts out of cage

Clips4sale 2 years ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

XHamster 2 years ago

emily adaire daped and fisted

emily adaire daped and fisted

AnalVids 4 years ago

Sophia Loreen Private Show

HD 2:00 / 25:00

Sophia Loreen Private Show

Flirt4Free 5 years ago

She Accidentally Shoots A Load Rock Hard In Her Box While Edging

She Accidentally Shoots A Load Rock Hard In Her Box While Edging

TrannyGem 1 year ago

Sissy Maid Candy Gets Unplugged

Sissy Maid Candy Gets Unplugged

XHamster 4 weeks 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 9 months ago

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

XHamster 1 year ago

2025.05.24 sport swimsuit cum in chastity

2025.05.24 sport swimsuit cum in chastity

XHamster 10 months ago

Mreasydeck, a cute sissy girl, gets her tight ass pounded by BBC while wearing chastity cage

Mreasydeck, a cute sissy girl, gets her tight ass pounded by BBC while wearing chastity cage

TrannyMovs 1 year ago

sissy egirl in chastity cums gaping her ass with bad dragon

61% 0:10 / 17:45

sissy egirl in chastity cums gaping her ass with bad dragon

Clips4sale 2 years ago

Dungeon executive pegged

Dungeon executive pegged

Some.Porn 1 year ago

two Trans Gals (Mara Jade x Rachel S.) Rectal Internal ejaculation

two Trans Gals (Mara Jade x Rachel S.) Rectal Internal ejaculation

TransTube.tv 2 years ago

Submissive Throat and Ass Destroyed by Tomboy Dominatrix - Jaq Quicksilver Facefucks and Pegs Sub Robert - pegging, strapon, alt, size difference, nonbinary

Premium HD 30:45

Submissive Throat and Ass Destroyed by Tomboy Dominatrix - Jaq Quicksilver Facefucks and Pegs Sub Robert - pegging, strapon, alt, size difference, nonbinary

XNXXGold 2 months ago

AB138 Bitch Sissy Cumshot and Edging training (Chinese and English subtitles)

AB138 Bitch Sissy Cumshot and Edging training (Chinese and English subtitles)

XHamster 1 year ago

Jizz Shot DIRECTLY onto camera POINT OF VIEW

Jizz Shot DIRECTLY onto camera POINT OF VIEW

TrannyGem 1 year ago

Tia Tizzianni - Cute NYXI in CHASTITY COWGIRL n ASSGASMS

Tia Tizzianni - Cute NYXI in CHASTITY COWGIRL n ASSGASMS

IcePorn 6 months ago

Goth Trap Slamming Her Ass on Her Toy

Goth Trap Slamming Her Ass on Her Toy

XHamster 2 months ago

Sissy Superslut Ball Busting Jessica Bloom Has 2 Plapping Orgsams Back to Back And Slurps Her Own Jizm!

Sissy Superslut Ball Busting Jessica Bloom Has 2 Plapping Orgsams Back to Back And Slurps Her Own Jizm!

TrannyGem 2 months ago

Caged sissy cums hands-free multiple anal orgasms into chastity condom

Caged sissy cums hands-free multiple anal orgasms into chastity condom

XHamster 1 week ago

Dominatrix Mercer Nutting on FuckMachine Spandex Sissy Innocence Unleash

Dominatrix Mercer Nutting on FuckMachine Spandex Sissy Innocence Unleash

TransTube.tv 1 year ago

how to stretch anal mistress fucks tranny s ass locked in chastity belt. anal sissy training. anal destruction.

how to stretch anal mistress fucks tranny s ass locked in chastity belt. anal sissy training. anal destruction.

AnalVids 3 years ago

Domina Natalie Mars female dom vid

Domina Natalie Mars female dom vid

TransTube.tv 1 year ago

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

HD 1:01 / 19:35

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

FapHouse 1 year ago

hairy bigtitted slut pussydrilled

hairy bigtitted slut pussydrilled

Some.Porn 1 year 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 5 years ago

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzão e o macho delas junto arrombar elas

Premium HD 9:17

Suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzão e o macho delas junto arrombar elas

Sheer 2 years ago

chastity fuckdoll 4 - elizabelle

chastity fuckdoll 4 - elizabelle

PornBox 1 year ago

nice tgirl in chastity self facial cumshot

nice tgirl in chastity self facial cumshot

MyTransfix 6 months ago

tart stuck in her v-card box leaks precum from porking her guts

tart stuck in her v-card box leaks precum from porking her guts

TrannyGem 3 years ago

HUGE COCK trans SLUT rides BBC and SHOOTS ROPES

HUGE COCK trans SLUT rides BBC and SHOOTS ROPES

Clips4sale 3 months ago

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

XHamster 2 years ago

kitty vs bunny

AnalVids 1 year ago

Mistress Trains TS Hucow

Mistress Trains TS Hucow

AShemaleTube 9 years ago

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 2

55% 0:39 / 2:56

Bimbo Sissy Slut Chantal Sweet Hotel Solo Part 2

FapHouse 6 months ago

Caged, gaped & prolapsed sissy pussy and covered in cum

Caged, gaped & prolapsed sissy pussy and covered in cum

AShemaleTube 1 year ago

Latex Mistress Training Anal Sissy in Chastity

Latex Mistress Training Anal Sissy in Chastity

XHamster 3 years ago

Asmr Trans GF in Cow Lingerie

HD 1:01 / 24:17

Asmr Trans GF in Cow Lingerie

FapHouse 2 months ago

Woman DOMINANCE in DIAPERS and PURITY with a thick ASS-FUCK bootie-speculum and URINATE

Woman DOMINANCE in DIAPERS and PURITY with a thick ASS-FUCK bootie-speculum and URINATE

TransTube.tv 2 years ago

Sissy Kanisa Strip off Cute Fluffy Dress

Sissy Kanisa Strip off Cute Fluffy Dress

XHamster 1 year ago

Thug BIG BLACK COCK breeds whorish Brit femboy trap compilation- Maskedloki9 x Nunicult

Thug BIG BLACK COCK breeds whorish Brit femboy trap compilation- Maskedloki9 x Nunicult

TrannyGem 2 years ago

Goth Tgirl Pegging Home Movie

Premium HD 16:32

Goth Tgirl Pegging Home Movie

Sheer 2 months ago

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

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

PornBox 2 years ago

Pvc Mini Dress and Unlocked Chastity Cage with Lots of Cum

58% HD 0:39 / 6:30

Pvc Mini Dress and Unlocked Chastity Cage with Lots of Cum

FapHouse 1 year ago

Sissy crossdresser plays with chastity device

67% HD 1:01 / 5:58

Sissy crossdresser plays with chastity device

FapHouse 8 years ago

3 Latex Dommes Use Their Boy Toy

HD 0:30 / 19:09

3 Latex Dommes Use Their Boy Toy

Clips4sale 1 month ago

Becky Summer View

Becky Summer View

Some.Porn 1 year ago

Pbp Eat My Feet Useless Sissy Slave Foot Domination and Humiliation by Beautiful Mistress Jennifer

HD 1:01 / 10:07

Pbp Eat My Feet Useless Sissy Slave Foot Domination and Humiliation by Beautiful Mistress Jennifer

FapHouse 5 days ago

Hot sissy playing braided

Hot sissy playing braided

XHamster 4 months ago

Sophia Loreen Private Show

61% 4K 2:00 / 14:29

Sophia Loreen Private Show

Flirt4Free 1 month ago

TS Sub Suspended Hogtied and Nailed

TS Sub Suspended Hogtied and Nailed

Analdin 5 months ago

Homemade Amateur Sex Tape With Ria and Lola

HD 0:10 / 25:01

Homemade Amateur Sex Tape With Ria and Lola

LoyalFans 5 months ago

A beautiful crossdresser is tightly bound with 200 meters of thin rope, collared to the ground, and gagged with stockings and tape. If she escapes, she wins 7 days of freedom; if not, she'll be completely drained and remain captive.

A beautiful crossdresser is tightly bound with 200 meters of thin rope, collared to the ground, and gagged with stockings and tape. If she escapes, she wins 7 days of freedom; if not, she'll be completely drained and remain captive.

Clips4sale 11 months ago

Locked & Milked ft. @BubblePinkElle

HD 0:10 / 13:06

Locked & Milked ft. @BubblePinkElle

LoyalFans 1 month ago

Oliver & Hercules & Andres Private Show

62% HD 2:00 / 15:44

Oliver & Hercules & Andres Private Show

Flirt4Free 3 years ago

Caged Sissy Secretary Rides Thick Anal Dildo

76% HD 0:39 / 28:06

Caged Sissy Secretary Rides Thick Anal Dildo

FapHouse 1 year ago

My Man Alex Da Swinging Batista

HD 2:00 / 49:47

My Man Alex Da Swinging Batista

Flirt4Free 3 years ago

Chastity Sissy Pillow Humper Feminized Feminization Crossdresser Humiliated Humiliation Sissy Slut Task Silky Dress Maid Sissy Maid Sissy Chastity Humping Feet Mistress

60% HD 0:29 / 12:00

Chastity Sissy Pillow Humper Feminized Feminization Crossdresser Humiliated Humiliation Sissy Slut Task Silky Dress Maid Sissy Maid Sissy Chastity Humping Feet Mistress

Clips4sale 6 months ago

Crossdresser Slut Bought new Toys

Crossdresser Slut Bought new Toys

XHamster 4 years ago

Mistress Rides and Sucks Sissys Strap-on - Cock in Chastity Cage, Useless and Denied

Mistress Rides and Sucks Sissys Strap-on - Cock in Chastity Cage, Useless and Denied

XHamster 1 year ago

Raven Vice Strap On Top Compilation

Premium HD 32:18

Raven Vice Strap On Top Compilation

Sheer 5 months ago

Odilia Coupe Private Show

66% HD 2:00 / 9:34

Odilia Coupe Private Show

Flirt4Free 2 years ago

Teaching Piggy Princess Lianna Lawson

Teaching Piggy Princess Lianna Lawson

TransTube.tv 1 year ago

Maid Femboy after one week of denial

Maid Femboy after one week of denial

XHamster 3 months ago

Sissy Joyce’s Very First Training Session with Her Two Mistress

57% 0:39 / 10:07

Sissy Joyce’s Very First Training Session with Her Two Mistress

FapHouse 7 months ago

Trans girl in chastity intense orgasm

Trans girl in chastity intense orgasm

XHamster 4 weeks ago

Compilation of Femboy ruining sack with BIG BLACK COCK fuck stick

Compilation of Femboy ruining sack with BIG BLACK COCK fuck stick

Gayhub 1 month ago

full ritual POV mistress peg her sub unlock edge slap and relock again denying his release.

full ritual POV mistress peg her sub unlock edge slap and relock again denying his release.

XHamster 8 months ago

Sissy Hope teasing in pantihose

Sissy Hope teasing in pantihose

XHamster 2 years ago

spoiled daddy double pissing blowjobs rimjobs deep anal 2 trans girls in chastity

spoiled daddy double pissing blowjobs rimjobs deep anal 2 trans girls in chastity

PissVids 1 year ago

Babysat Sissy Audio

Babysat Sissy Audio

Clips4sale 5 months ago

suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzao e o macho delas junto arrombar elas

63% HD 0:27 / 9:17

suruba gostosa entre amigos duas bucetudas pra duas travesti do pauzao e o macho delas junto arrombar elas

PornBox 2 years ago

Anabelle and Brianna - Stepmom and Auntie Make Beta Wear a Dress

49% 0:45 / 9:13

Anabelle and Brianna - Stepmom and Auntie Make Beta Wear a Dress

Clips4sale 3 years ago

asked too bold for anal &ndash_ so I got her strap-on and her fist instead!

asked too bold for anal &ndash_ so I got her strap-on and her fist instead!

XVideosRed 2 years ago

Facial deepthroat with Cumming strap-on for kitty Trans Girl - 4K | Demoness Luna, TS Girl Yulia Masakowa

4K 0:28 / 12:46

Facial deepthroat with Cumming strap-on for kitty Trans Girl - 4K | Demoness Luna, TS Girl Yulia Masakowa

Clips4sale 11 months ago

Jacob Malik Private Show

58% HD 2:00 / 8:00

Jacob Malik Private Show

Flirt4Free 1 year ago

Audrey Tgirl in chastity cage walks in public

Audrey Tgirl in chastity cage walks in public

XHamster 2 years ago

Trans Girl Tied and Teased

HD 6:46 / 13:07

Trans Girl Tied and Teased

FapHouse 2 years ago

Futa School: How to Have a Guts Orgasm [Utter Version]

Futa School: How to Have a Guts Orgasm [Utter Version]

SoloClips 2 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

”Domina couple Lauren Phillips & Crystal Thayer having a human pet”

”Domina couple Lauren Phillips & Crystal Thayer having a human pet”

Trashreality 2 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

anal angels xv - cherub chastity

anal angels xv - cherub chastity

PornBox 3 years ago

Sissy Swallows Her Own Cum in Chastity After Using Dildo Clip 1

Sissy Swallows Her Own Cum in Chastity After Using Dildo Clip 1

XHamster 1 month ago

Cumming on the Gigang Strapom My Bride

Cumming on the Gigang Strapom My Bride

XHamster 3 weeks ago

sabina steele aj fresh chastity angel anal creampie 360p

sabina steele aj fresh chastity angel anal creampie 360p

PornOne 3 years ago

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74,312 results found

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