Chastity Videos - Trans (46,471)

Sissy in Cow Micro Bikini Butt-Chugs 1L of Beer in Her Carport and Pushes It Out

Sissy in Cow Micro Bikini Butt-Chugs 1L of Beer in Her Carport and Pushes It Out

xHamster 1 month ago

Chastity cage and a locking buttplug

Chastity cage and a locking buttplug

xHamster 2 years ago

Travesti do pauz&atilde_o meteu gostoso e com vontade na ninfetinha que n&atilde_o arregou

Travesti do pauz&atilde_o meteu gostoso e com vontade na ninfetinha que n&atilde_o arregou

XVideosRed 1 year ago

Multitude Itsol gets rode by Rodrigo Amor

Multitude Itsol gets rode by Rodrigo Amor

Transvids.tv 7 months ago

Pantieboy taking long BC and fat BC dildo. Filling panties with cum. Clip 1

Pantieboy taking long BC and fat BC dildo. Filling panties with cum. Clip 1

xHamster 2 weeks ago

Caged tranny succubus desperately riding her plaything

Caged tranny succubus desperately riding her plaything

TransTube.tv 1 year ago

Femdom Tugjob Tease Ruined Climax

Femdom Tugjob Tease Ruined Climax

Dafreeporn 5 years ago

Armbinder tied to Chastity Cage Sissy Maid Self Bondage

Armbinder tied to Chastity Cage Sissy Maid Self Bondage

xHamster 3 years ago

SisK fuck her ass with bead dildo

SisK fuck her ass with bead dildo

xHamster 3 years ago

”black dick transgender anal fucks white date”

”black dick transgender anal fucks white date”

ThePornstar 1 year ago

Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine

Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine

xHamster 1 month ago

Sissified, caged, humiliated & pegged

Sissified, caged, humiliated & pegged

xHamster 3 months ago

Spandex Stocking and Lingerie Sexy

HD 1:01 / 14:42

Spandex Stocking and Lingerie Sexy

FapHouse 4 days ago

Free Use Submissive Maid Tgirl Anal Face Fuck Service Slut

Free Use Submissive Maid Tgirl Anal Face Fuck Service Slut

xnxxGold 9 months ago

Master & Ithan & Aleex Party on Jun 27, 2025

63% HD 2:00 / 11:44

Master & Ithan & Aleex Party on Jun 27, 2025

Flirt4Free 6 months ago

Bondage Encounter

Bondage Encounter

xHamster 11 years ago

Jacob Malik Private Show

36% HD 2:00 / 8:51

Jacob Malik Private Show

Flirt4Free 4 months ago

Latex Slut With Prolapsed Gaping Hole

Latex Slut With Prolapsed Gaping Hole

xHamster 3 years ago

Erica's Punishment Paddling

63% 0:15 / 11:14

Erica's Punishment Paddling

C4S 2 years ago

Trans woman has a little surprise

Trans woman has a little surprise

xHamster 3 years ago

Alexa french crossdresser slut in chastity

Alexa french crossdresser slut in chastity

aShemaleTube 2 weeks ago

Sensual Teasing and Pillow Riding

55% HD 2:00 / 7:10

Sensual Teasing and Pillow Riding

Flirt4Free 2 years ago

Sissy Jennifer's Recent Chastity Strap Drove Her Insane

Sissy Jennifer's Recent Chastity Strap Drove Her Insane

ShemaleSin 7 months ago

TGIRLSHOOKUP: Feral Kitty Fucks Her Hole!

TGIRLSHOOKUP: Feral Kitty Fucks Her Hole!

xHamster 2 years ago

Sissy Joyce - The Vice finish virginity review & Guide - ALL SIZES

Sissy Joyce - The Vice finish virginity review & Guide - ALL SIZES

TrannyGem 2 years ago

Jhon & Derek & Chris Private Show

42% HD 2:00 / 31:06

Jhon & Derek & Chris Private Show

Flirt4Free 3 years ago

Unforgettable moment from "When my Wife Locked my Dick and she goes to relative house for 3 days"

Unforgettable moment from "When my Wife Locked my Dick and she goes to relative house for 3 days"

xHamster 4 months ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 4 years ago

Sissy Merve Rose Chastity Bdsm Fucked DoggyStyle New Body Stockings Sexy Blonde Femboy Tgirl trans Tranny Anal Cum BBC… Clip 1

Sissy Merve Rose Chastity Bdsm Fucked DoggyStyle New Body Stockings Sexy Blonde Femboy Tgirl trans Tranny Anal Cum BBC… Clip 1

xHamster 2 months ago

Sissy Strap-on Spitroast in Chastity Pegged by Sexy FemDom Duo by Mistress Mercer

Sissy Strap-on Spitroast in Chastity Pegged by Sexy FemDom Duo by Mistress Mercer

YouPorn Unknown

2025.11.11 school swimsuit e-stim

2025.11.11 school swimsuit e-stim

xHamster 2 months ago

SARINAANDROBIN Locktober Chastity Checkup

SARINAANDROBIN Locktober Chastity Checkup

Nuvid 2 months ago

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

Premium HD 9:18

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

xnxxGold 1 year 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

Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana

Premium HD 9:22

Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana

xnxxGold 1 year ago

sissy ravages herself with a faux-cock in a v-card belt using her spunk as a lube

sissy ravages herself with a faux-cock in a v-card belt using her spunk as a lube

TrannyGem 2 months ago

Sophia Loreen Private Show

56% 4K 2:00 / 4:49

Sophia Loreen Private Show

Flirt4Free 6 months ago

LalaThePala & Trappybae Cumpilation #1 (25 pop-shots

LalaThePala & Trappybae Cumpilation #1 (25 pop-shots

TrannyGem 10 months ago

Cindy take 18 inch dildo all the way in chastity

Cindy take 18 inch dildo all the way in chastity

xHamster 3 years ago

Cd crossdressers first bbc experience

Cd crossdressers first bbc experience

ManPorn 2 years ago

Balls and foreskin stretching up to 3 kg

Balls and foreskin stretching up to 3 kg

xHamster 2 years ago

Blind Worship, Raw Reward

HD 0:10 / 13:37

Blind Worship, Raw Reward

LoyalFans 6 months ago

jessica bloom cock milking machine makes tgirl squirt huge load of cum

jessica bloom cock milking machine makes tgirl squirt huge load of cum

TransDoe 1 year 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

duas travesti do pau grande fizeram uma suruba com as suas amigas enquanto o macho delas nao dava conta

duas travesti do pau grande fizeram uma suruba com as suas amigas enquanto o macho delas nao dava conta

PornBox 1 year ago

SisK CD in purple EP2 dressing up sexy silky panties.

SisK CD in purple EP2 dressing up sexy silky panties.

xHamster 3 years ago

Sophia Loreen Private Show

50% 4K 2:00 / 22:28

Sophia Loreen Private Show

Flirt4Free 7 months ago

Complete 20 minutes DOUBLE elastrator castration time lapse

Complete 20 minutes DOUBLE elastrator castration time lapse

xHamster 3 years ago

Bella Nightwish Private Show

Bella Nightwish Private Show

Flirt4Free 1 week ago

free use office bitch in panties and chastity for futa boss - full video on Veggiebabyy Manyvids

free use office bitch in panties and chastity for futa boss - full video on Veggiebabyy Manyvids

Juicexxx 2 months ago

Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll

Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll

xHamster 9 months ago

Sexy sissy fisted while sliding a sounding rod deep in her chastity locked clit until squirting everywhere

Sexy sissy fisted while sliding a sounding rod deep in her chastity locked clit until squirting everywhere

xHamster 1 year ago

Ebony TS Girl Chastity Michaels Trades Buttfucks With A Guy

Ebony TS Girl Chastity Michaels Trades Buttfucks With A Guy

UiPorn 3 years ago

lo convenci para un delicioso trio

lo convenci para un delicioso trio

PornBox 1 year ago

Sounds and Ballcrushing CBT on Latex Sissy

59% 0:20 / 26:25

Sounds and Ballcrushing CBT on Latex Sissy

C4S 2 years ago

Femboi Gets Bred

Femboi Gets Bred

GayCK 4 years ago

Clothespin Funbag Torment and Purity Sissy Ejaculation Denial with Lily Eden

Clothespin Funbag Torment and Purity Sissy Ejaculation Denial with Lily Eden

TrannyGem 1 year ago

Jasmin Keur & Rick Fix Private Show

Jasmin Keur & Rick Fix Private Show

Flirt4Free 1 year ago

Sissy cums in chastity

65% HD 0:39 / 1:31

Sissy cums in chastity

FapHouse 4 years ago

Sissy Hope Compilation 9

Sissy Hope Compilation 9

xHamster 4 months ago

I have a crush on her she amazing dressed up caged and stretching her pussy

I have a crush on her she amazing dressed up caged and stretching her pussy

aShemaleTube 6 months ago

Sissygasm Training

Sissygasm Training

xHamster 1 year ago

Lia Collings Private Show

Lia Collings Private Show

Flirt4Free 2 weeks ago

chastity office bitch spitroasted and quadruple creampied - full video on Veggiebabyy Manyvids

chastity office bitch spitroasted and quadruple creampied - full video on Veggiebabyy Manyvids

xHamster 1 year ago

Fiquem com os melhores momentos da semana - 40 minutos de muita putaria sem limites

Premium HD 39:27

Fiquem com os melhores momentos da semana - 40 minutos de muita putaria sem limites

XVideosRed 5 months ago

Uro for caged slut

Uro for caged slut

xHamster 3 months ago

Sissy pride ride

Sissy pride ride

xHamster 6 months ago

Cute Sissygasms in Chastity Cage Anal Cumslut Jessica Bloom

Cute Sissygasms in Chastity Cage Anal Cumslut Jessica Bloom

FreePorn8 1 month ago

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

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

xHamster 1 month ago

Sissy Maid Cleaning Bathroom in Steel Chastity Belt with Dildo Locked in Place

Sissy Maid Cleaning Bathroom in Steel Chastity Belt with Dildo Locked in Place

xHamster 2 years ago

Anal Sissygasms In The Woods Chastity Slut Jessica Bloom

Anal Sissygasms In The Woods Chastity Slut Jessica Bloom

xHamster 4 months ago

Cute sissy girl playing with her while caged

Cute sissy girl playing with her while caged

xHamster 1 month ago

Wild Sabrina Private Show

55% HD 2:00 / 15:33

Wild Sabrina Private Show

Flirt4Free 3 years ago

levei minha escrava para dar uma volta no shoopping, quando chegamos em casa eu fodi essa puta em todos os comodos da casa

levei minha escrava para dar uma volta no shoopping, quando chegamos em casa eu fodi essa puta em todos os comodos da casa

AnalVids 2 years ago

Purity sissy Raine toying with BIG FAKE PENIS

Purity sissy Raine toying with BIG FAKE PENIS

TrannyGem 2 years ago

sali a pasear en ropa sensual y me encanto como me veian

sali a pasear en ropa sensual y me encanto como me veian

PissVids 3 years ago

TRANS YEEHAW: Sloppy BJ &amp_ Ride By Canadian Cowgirl

Premium HD 24:23

TRANS YEEHAW: Sloppy BJ &amp_ Ride By Canadian Cowgirl

XVideosRed 9 months ago

Cute sissy shows off her collection of chastity cages

Cute sissy shows off her collection of chastity cages

MyLust 1 year ago

Beauty Ebony Fucked in Pov

63% HD 2:00 / 11:50

Beauty Ebony Fucked in Pov

Flirt4Free 3 years ago

COMPILATION EXTRAORDINARY HARDCORE ANAL Sissy Screwed in Chastity FEMDOM BIZARRE ANAL STRETCHING FISTING

COMPILATION EXTRAORDINARY HARDCORE ANAL Sissy Screwed in Chastity FEMDOM BIZARRE ANAL STRETCHING FISTING

ShemaleSin 4 years ago

”TS is pissing over her prolapped butt”

”TS is pissing over her prolapped butt”

TransHero 1 month ago

Amateur Crossdress School Slut Jenna Jaden Rocks Bareback Cock

Amateur Crossdress School Slut Jenna Jaden Rocks Bareback Cock

aShemaleTube 6 years ago

Beautiful sissy cum in panties

Beautiful sissy cum in panties

aShemaleTube 2 months ago

Sissy Presenting New Dress and Small Walk Around Outdoor

Sissy Presenting New Dress and Small Walk Around Outdoor

xHamster 1 month ago

Sophia Loreen Private Show

4K 2:00 / 11:03

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

Trans pair anal fisting compilation

Trans pair anal fisting compilation

ShemaleSin 4 months ago

Richjan kitchen New Years Eve

Richjan kitchen New Years Eve

aShemaleTube 7 years ago

Sissy came HARD in chastity

Sissy came HARD in chastity

xHamster 3 years ago

Jealous Type - PMV by HoloPMV

Jealous Type - PMV by HoloPMV

aShemaleTube 3 months ago

Hands Free Trans Cumshot Compilation 6

Hands Free Trans Cumshot Compilation 6

XVideos 11 months ago

BIG BLACK COCK pokes CD Sissy

BIG BLACK COCK pokes CD Sissy

TransTube.tv 1 year ago

Black TS in pink panties fucking man

Black TS in pink panties fucking man

Sheshaft 4 years ago

”Hot Tranny picks up man off the street to suck & fuck”

”Hot Tranny picks up man off the street to suck & fuck”

StarWank 1 year ago

Desire Sweet Private Show

HD 2:00 / 51:40

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Sissy Maid Cuffed Widen Eagle in Iron Chastity Strap and Biggest Sex-Toy

Sissy Maid Cuffed Widen Eagle in Iron Chastity Strap and Biggest Sex-Toy

ShemaleSin 3 years ago

Sissy Night to Morning Routine Watermark

Sissy Night to Morning Routine Watermark

FapHouse 1 year ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 11 months ago

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

xHamster 10 months ago

Viky & Master Private Show

66% HD 2:00 / 5:28

Viky & Master Private Show

Flirt4Free 5 months ago

Lily Eden Humps a Vibe in Chastity and Ruins Into Her Breakfast

Lily Eden Humps a Vibe in Chastity and Ruins Into Her Breakfast

ShemaleSin 1 year ago

Kinky Trans Dominant-Bitch gives u POV humiliation. Chastity, Feet, Angel Weenie, Verbal Degradation.

Kinky Trans Dominant-Bitch gives u POV humiliation. Chastity, Feet, Angel Weenie, Verbal Degradation.

ShemaleSin 1 year 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 5 months ago

Sissy V-Card Stroking

Sissy V-Card Stroking

TrannyGem 1 year ago

Fucking Sexy Sissy in Chastity - Compilation 4

Fucking Sexy Sissy in Chastity - Compilation 4

xHamster 3 months ago

TRANSEI COM NAMORADO DA MINHA AMIGA - LUANA PRADO

TRANSEI COM NAMORADO DA MINHA AMIGA - LUANA PRADO

XVideosRed 5 months ago

Kendra James Fucks Until His Ass Aches More

61% 0:39 / 20:10

Kendra James Fucks Until His Ass Aches More

FapHouse 1 month ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

xHamster 1 year ago

SISSY CUMSHOT PT. 1

SISSY CUMSHOT PT. 1

aShemaleTube 5 years ago

Sissy slut in chastity takes it in the ass in multiple positions like a good trans cuck femboy slave should!

Sissy slut in chastity takes it in the ass in multiple positions like a good trans cuck femboy slave should!

xHamster 2 years ago

Dominafire Strapon Fucks Chastity Sissy Slut

Dominafire Strapon Fucks Chastity Sissy Slut

xHamster 1 month ago

Femdom Feet Worship And Foot Trampling With Cumshot Cleanup Jessica Bloom

Femdom Feet Worship And Foot Trampling With Cumshot Cleanup Jessica Bloom

xHamster 2 years ago

Trans Venus Lux plows Reed Jameson till he is covered with her cum

Trans Venus Lux plows Reed Jameson till he is covered with her cum

UrGayPorn 3 months ago

Sissy Maid Self Bondage-Cuffed to Bed

Sissy Maid Self Bondage-Cuffed to Bed

xHamster 4 years ago

T-girl plays with her flexible balls and cock in pole solo - Chastity Belt

T-girl plays with her flexible balls and cock in pole solo - Chastity Belt

AnySex 8 months ago

Femboy Chastity hands free Orgasm Compilation

Femboy Chastity hands free Orgasm Compilation

aShemaleTube 6 months ago

”Wikky : Chastity Cage, Cum in Gape”

”Wikky : Chastity Cage, Cum in Gape”

TransHero 4 years ago

2 downright arms free-for-all guts climaxes in virginity while railing Rentman from Hankey's Playthings

2 downright arms free-for-all guts climaxes in virginity while railing Rentman from Hankey's Playthings

GayCK 3 years ago

Huge Pumpe Big Fat Man Nipples

Huge Pumpe Big Fat Man Nipples

xHamster 2 years ago

Bombi Liberates her Assfuck Purity to Lana's Frigs and Donk Cork, Virginity Taunt

Bombi Liberates her Assfuck Purity to Lana's Frigs and Donk Cork, Virginity Taunt

TrannyGem 4 years ago

Cute Trans Fucks Caged Tgirl!

Cute Trans Fucks Caged Tgirl!

XXXShemalePorn 1 year ago

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