Chastity Videos - Trans (67,341)

Reyna S Private Show

HD 2:00 / 22:27

Reyna S Private Show

Flirt4Free 2 years ago

Sandy Nell Private Show

HD 2:00 / 10:14

Sandy Nell Private Show

Flirt4Free 4 years ago

Sissy Chastity JOI - Unlock and Ruin your Orgasm with Me - wmv

65% 0:31 / 18:04

Sissy Chastity JOI - Unlock and Ruin your Orgasm with Me - wmv

Clips4sale 1 year ago

”The Sissy Trainer: Strap-on Fucking”

”The Sissy Trainer: Strap-on Fucking”

ThePornstar 1 year ago

Jacob Malik Private Show

Jacob Malik Private Show

Flirt4Free 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 year ago

Sophia Loreen Shows Her Wonderful Body and That Beautiful Backside

Sophia Loreen Shows Her Wonderful Body and That Beautiful Backside

Flirt4Free 4 years ago

Luna Florez Private Show

HD 2:00 / 35:30

Luna Florez Private Show

Flirt4Free 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 years ago

Alicia Akbar Private Show

Alicia Akbar Private Show

Flirt4Free 2 years ago

Lest have a sensual and wet moment!:D Naked dance and fingering me so close seeing how my pussy drip my cream! Play with my asshole if u want too;)

Lest have a sensual and wet moment!:D Naked dance and fingering me so close seeing how my pussy drip my cream! Play with my asshole if u want too;)

Flirt4Free 2 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Dildo

XHamster 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 years ago

Olivia Cuadros Private Show

HD 2:00 / 14:52

Olivia Cuadros Private Show

Flirt4Free 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 year ago

Alicia Akbar Private Show

HD 2:00 / 31:33

Alicia Akbar Private Show

Flirt4Free 3 years ago

Julieta Shayk Private Show

HD 2:00 / 15:34

Julieta Shayk Private Show

Flirt4Free 1 year ago

Alice Monet Private Show

HD 2:00 / 44:10

Alice Monet Private Show

Flirt4Free 3 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 14:06

Sophia Loreen Private Show

Flirt4Free 2 years ago

Master Collins Private Show

Master Collins Private Show

Flirt4Free 3 years ago

Sophia Loreen Slaps Butt with Enthusiasm

Sophia Loreen Slaps Butt with Enthusiasm

Flirt4Free 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 years ago

Leiver Stewart Private Show

Leiver Stewart Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 15:51

Sophia Loreen Private Show

Flirt4Free 2 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 year ago

Alexa Sweety Private Show

HD 2:00 / 18:43

Alexa Sweety Private Show

Flirt4Free 2 years ago

Pre Shower Urinate

Pre Shower Urinate

ShemaleSin 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

HD 2:00 / 28:12

Sophia Loreen Private Show

Flirt4Free 2 years ago

Trap Caged Orgasm

Trap Caged Orgasm

FapHouse 1 year ago

Releasing Femboy from Chastity

Premium HD 1:10

Releasing Femboy from Chastity

XNXXGold 1 year ago

Crossdresser accomplished virginity let go, schlong pump and massager

Crossdresser accomplished virginity let go, schlong pump and massager

TrannyGem 1 year ago

bdsm style double dildo anal fuck

bdsm style double dildo anal fuck

AnalVids 1 year ago

Sissy Candy locked onto her nailing machine with sissygasm and self lubrication

Sissy Candy locked onto her nailing machine with sissygasm and self lubrication

TrannyGem 1 year ago

Femboy cums in chastity from vibrator

Femboy cums in chastity from vibrator

AShemaleTube 1 year ago

red head sissy slut fucking her ass

Premium HD 5:23

red head sissy slut fucking her ass

XNXXGold 2 years ago

Chastity Remove From Cock

Chastity Remove From Cock

FapHouse 2 years ago

Chastity Sissy Marissa Nicole Gets a New Mentor

Chastity Sissy Marissa Nicole Gets a New Mentor

Clips4sale 2 years ago

massive 3 story dildo fucking my big ass

massive 3 story dildo fucking my big ass

AnalVids 2 years ago

Drinking own piss while being caged in micro chastity cage

Drinking own piss while being caged in micro chastity cage

XHamster 2 years ago

Sissy Candy in Crimson Undergarments Gets Spitroasted by Her Pounding Machine and Damsel

Sissy Candy in Crimson Undergarments Gets Spitroasted by Her Pounding Machine and Damsel

TrannyGem 1 year ago

straining in my cage

straining in my cage

XHamster 5 years ago

FOOTJOB WITH MY HUBBY LIKE MY FEET IN NYLON NYLONS

FOOTJOB WITH MY HUBBY LIKE MY FEET IN NYLON NYLONS

ShemaleSin 5 years ago

Moaning Sissy Riding Moms BBC Dildo In Chastity

Moaning Sissy Riding Moms BBC Dildo In Chastity

XHamster 4 years ago

Sissy Confessions

Sissy Confessions

XHamster 4 years ago

Chastity Sissy fucked by Machine

Chastity Sissy fucked by Machine

XHamster 4 years ago

Lanas Weekly Anal Invasion Lesson

Lanas Weekly Anal Invasion Lesson

TrannyGem 4 years ago

Sissy Life (47) Analtraining

Sissy Life (47) Analtraining

XHamster 4 years ago

Sissy Cora Huge Pump Plug Anal

Sissy Cora Huge Pump Plug Anal

XHamster 4 years ago

real sissy in chastity outdoor

real sissy in chastity outdoor

Tranny.one 4 years ago

My new stainless steel chastity belt

My new stainless steel chastity belt

Eporner 4 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

transsexual Lucy in Chastity gets pounded by screwing machine whilst sucking dong

transsexual Lucy in Chastity gets pounded by screwing machine whilst sucking dong

ShemaleSin 4 years ago

Femboy in shibari and tiny chastity riding sextoy and sissigasming

Femboy in shibari and tiny chastity riding sextoy and sissigasming

XXXShemalePorn 4 years ago

Sissy beauty fondles herself and cums in a chastity thong

Sissy beauty fondles herself and cums in a chastity thong

ShemaleSin 4 years ago

Sissy Mara Jade's TOTAL Sissygasm Virginity Compilation!

Sissy Mara Jade's TOTAL Sissygasm Virginity Compilation!

KeekAss 4 years ago

Gorgeous Shemale Feminized in Chastity

Gorgeous Shemale Feminized in Chastity

XHamster 4 years ago

Dildo riding and fucking (wmv)

Dildo riding and fucking (wmv)

Clips4sale 4 years ago

Sissy in Chastity and Panties and Thigh Highs and Heels

Sissy in Chastity and Panties and Thigh Highs and Heels

XHamster 4 years ago

Sissy Mara Jade Has Sissygasm From Fuck Machine

Sissy Mara Jade Has Sissygasm From Fuck Machine

XHamster 4 years ago

Machine Fuck in Chastity Toy2

Machine Fuck in Chastity Toy2

XHamster 4 years ago

Yoga, Crochet, Fuck Me, I’m Busy

Yoga, Crochet, Fuck Me, I’m Busy

XHamster 4 years ago

Lucy is wild

GayCK 4 years ago

Sissy in sexy lingerie masturbate with vibrator

Sissy in sexy lingerie masturbate with vibrator

XHamster 3 years ago

fucking my ass with a dildo in chastity

fucking my ass with a dildo in chastity

XHamster 3 years ago

TS Girl Chastity Michaels Wants Interracial Anal With A Guy

TS Girl Chastity Michaels Wants Interracial Anal With A Guy

TrannyGem 3 years ago

Sissy Training Hankeys Large Dad Medium Micro Chastity Cage

Sissy Training Hankeys Large Dad Medium Micro Chastity Cage

ShemaleSin 4 years ago

Lana Page gape training - amateur crossdresser debut (part4)

Lana Page gape training - amateur crossdresser debut (part4)

ShemaleSin 4 years ago

Lana Page gape training - crossdresser amateur debut (part1)

Lana Page gape training - crossdresser amateur debut (part1)

XHamster 4 years ago

Sissy Rides your Rod - PoV Sissygasm & Creampie Jessica Bloom

Sissy Rides your Rod - PoV Sissygasm & Creampie Jessica Bloom

ShemaleSin 4 years ago

Locked sissy takes a dildo machine fuck in panties

Locked sissy takes a dildo machine fuck in panties

XHamster 4 years ago

Sissy Bitch Chastity Caged ruined orgasm

Sissy Bitch Chastity Caged ruined orgasm

Tranny.one 4 years ago

Sissy in chastity bangs herself dumb

Sissy in chastity bangs herself dumb

ShemaleSin 4 years ago

Sissy with bbc dildo pounds herself in lots of positions.

Sissy with bbc dildo pounds herself in lots of positions.

XHamster 4 years ago

Powerful mask lady

Powerful mask lady

TrannyGem 4 years ago

Trap Gape whore Locked in Chastity wide open Pussy

Trap Gape whore Locked in Chastity wide open Pussy

XHamster 4 years ago

Cute sissy in pink maid costume plays and cums on fifty cm butplug in chastity

Cute sissy in pink maid costume plays and cums on fifty cm butplug in chastity

ShemaleSin 4 years ago

Cute CD in chastity 3 3

Cute CD in chastity 3 3

GayCK 4 years ago

Feminized Shemale Needs To Ride Cock

Feminized Shemale Needs To Ride Cock

XHamster 4 years ago

Wearing a chastity and being horny part I

Wearing a chastity and being horny part I

FapHouse 4 years ago

Smoking and pounding my BBD's

Smoking and pounding my BBD's

XHamster 4 years ago

Locked up in chastity, still giving ass

HD 0:55 / 10:30

Locked up in chastity, still giving ass

Clips4sale 4 years 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 4 years ago

Bella's Femboy Confession (Big Cumshot)

59% HD 0:10 / 8:55

Bella's Femboy Confession (Big Cumshot)

Clips4sale 4 years ago

Crossdresser Fucked By Dildo on Bed

Crossdresser Fucked By Dildo on Bed

XHamster 4 years ago

shemale edit 012

shemale edit 012

Eporner 6 years ago

Chastity remove from cock

Chastity remove from cock

XHamster 6 years ago

I want to be the one who takes your ladyboy chastity

I want to be the one who takes your ladyboy chastity

TrannyGem 5 years ago

Sissy Encouraged to Expose herself on Bordel Stairs

Sissy Encouraged to Expose herself on Bordel Stairs

ShemaleSin 5 years ago

Jessica Bloom Railing Monster Fuck Sticks - Numerous Anal Invasion Ejaculations In Purity

Jessica Bloom Railing Monster Fuck Sticks - Numerous Anal Invasion Ejaculations In Purity

TrannyGem 5 years ago

Ladyboy gives her faux-cock a bj for the first-ever time

Ladyboy gives her faux-cock a bj for the first-ever time

TrannyGem 5 years ago

Super-Cute sissy wants to get her very first sisigasm

Super-Cute sissy wants to get her very first sisigasm

TrannyGem 5 years ago

Sissy gasmaske enjoyment

Sissy gasmaske enjoyment

ShemaleSin 4 years ago

Alana kissing their plug

Alana kissing their plug

XHamster 4 years ago

Sissy maid in Spandex & vinyl has joy with romping machine!

Sissy maid in Spandex & vinyl has joy with romping machine!

TrannyGem 4 years ago

Riding huge Sextoy in Chastity Makes me Squirt for Mistresse

Riding huge Sextoy in Chastity Makes me Squirt for Mistresse

ShemaleSin 4 years ago

Sissy anal play

Sissy anal play

XHamster 4 years ago

Encaged trap humping herself 4K

Encaged trap humping herself 4K

TrannyGem 4 years ago

Caged clit dripping

Caged clit dripping

XHamster 4 years ago

Sissy shoots her powerless fountain to emasculation desire by fierce chicks angel scarlett black

Sissy shoots her powerless fountain to emasculation desire by fierce chicks angel scarlett black

TrannyGem 4 years ago

Cute CD freed from chastity 4 3

Cute CD freed from chastity 4 3

GayCK 5 years ago

JUST LOOK! Femboy Sara Cage has mind-blowing ORGASM!!

JUST LOOK! Femboy Sara Cage has mind-blowing ORGASM!!

XHamster 4 years ago

Sissy Bimbo Maid Gets Punished

63% HD 0:10 / 29:34

Sissy Bimbo Maid Gets Punished

Clips4sale 4 years ago

Sissy Maids Bathroom Armbinder Self Bondage

Sissy Maids Bathroom Armbinder Self Bondage

XHamster 4 years ago

Sissy Cumming in Chastity cage with a thicc dildo in pussy

Sissy Cumming in Chastity cage with a thicc dildo in pussy

XHamster 4 years ago

Sissy maid has sissygasm in tiny chastity

Sissy maid has sissygasm in tiny chastity

XHamster 4 years ago

Rosy Mega-Bitch Has Numerous Sissygasms

Rosy Mega-Bitch Has Numerous Sissygasms

TrannyGem 4 years ago

Making a Maid

HD 0:17 / 25:16

Clips4sale 4 years ago

Latex pegging

Clips4sale 5 years ago

Sissy Doggy Pose Aneros Prostate Cumshot In Chastity Cb6000s

Sissy Doggy Pose Aneros Prostate Cumshot In Chastity Cb6000s

Eporner 4 years ago

audri & hennessy hardcore climax porno sz288

57% 0:38 / 53:40

audri & hennessy hardcore climax porno sz288

PornBox 12 years ago

Chastity Femboy Teasing Cage With Wand

Chastity Femboy Teasing Cage With Wand

GetTranny 4 years ago

Sissy Deepthroat Training Time!

Sissy Deepthroat Training Time!

XHamster 3 years ago

Sissy Plays with Her Pretty Pink Pussy

Sissy Plays with Her Pretty Pink Pussy

XHamster 3 years ago

mean futa Domme pegs you in your diaper - HD - wmv

61% HD 0:30 / 8:02

mean futa Domme pegs you in your diaper - HD - wmv

Clips4sale 3 years ago

Sissy Anal Training

Sissy Anal Training

XHamster 3 years ago

96 97 98 99 100

67,341 results found

Related categories

Trans Domination Strap-On Trans Transvestite Sissy Trans Fucks Trans Feminization Crossdressing Chastity Cage Trans Fucks Girl Trans Solo Ladyboy Trans Fucks Guy Tgirl Trans Hermaphrodite Trans Big Cock Femboy 18+ Self Facial Hands Free Futanari

Narrow your search

chastity cum sissy chastity chastity fuck chastity cage chastity sissygasm flat chastity chastity bondage inverted chastity femdom chastity femboy chastity 18+ bbc chastity public chastity chastity bbc chastity femdom chastity anal permanent chastity chastity bdsm chastity gangbang chastity compilation chastity femboy 18+

Categories Pornstars

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.