Humiliation Videos - Trans (67,148)

Hot Crossdresser Gets Fucked By Ejaculation Dildo

Hot Crossdresser Gets Fucked By Ejaculation Dildo

XVideos 6 months ago

Femboy dominates & TALKS DIRTY (Sissy Training JOI)

Femboy dominates & TALKS DIRTY (Sissy Training JOI)

Tranny.one 3 years ago

Verbal Domination, Humiliation and JOI Solo

50% HD 0:08 / 0:39

Verbal Domination, Humiliation and JOI Solo

FapHouse 5 months ago

Bnwo - Your Whiteboy Future

48% 0:30 / 15:00

Bnwo - Your Whiteboy Future

C4S 1 month ago

Gay Humiliated by Docters.

Gay Humiliated by Docters.

SissyFlix 3 months ago

Seducing the Squirting Bitch with my stallion BLC

Seducing the Squirting Bitch with my stallion BLC

xHamster 4 months ago

Sissy Cock Sock: GAY Training Mind Fuck

52% HD 0:25 / 9:16

Sissy Cock Sock: GAY Training Mind Fuck

Clips4sale 10 months ago

Little White Dick Sissy Cuckold Training - Mindfucked By BBC

Little White Dick Sissy Cuckold Training - Mindfucked By BBC

Clips4sale 4 years ago

POV Cuckold 14 Candy Manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and fucks him after

POV Cuckold 14 Candy Manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and fucks him after

XVideos 5 years ago

Sissy Humiliation Cum Countdown with TS Ria Bentley

66% 4K 0:26 / 8:47

Sissy Humiliation Cum Countdown with TS Ria Bentley

Clips4sale 1 year ago

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

64% HD 0:25 / 11:50

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

Clips4sale 2 years ago

Decadent slumberfest with a succulent stranger getting comfy with carnal delights

Decadent slumberfest with a succulent stranger getting comfy with carnal delights

BabePump 1 year ago

Miss Eve Harper - Application Compulsory Sissy part 3

Miss Eve Harper - Application Compulsory Sissy part 3

aShemaleTube 2 years ago

Two pretty Chinese trannies humiliate and sodomize a masked slave

Two pretty Chinese trannies humiliate and sodomize a masked slave

Tranny.one 7 years ago

5 women gang bang the cuckold CD bbw strap-on bound sally d'angelo production

5 women gang bang the cuckold CD bbw strap-on bound sally d'angelo production

XXXShemalePorn 5 years ago

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

xHamster 11 months ago

ForXed bi first experience PT2 - being our slut 480p

67% 0:20 / 9:07

ForXed bi first experience PT2 - being our slut 480p

Clips4sale 3 years ago

The perverse dream of shemale Jennifer Blonde

The perverse dream of shemale Jennifer Blonde

xHamster 3 years ago

Orgia com as amigas com algum amais / Video completo XVIDEOS RED OU SHEER / Link no banner do perfil .

Orgia com as amigas com algum amais / Video completo XVIDEOS RED OU SHEER / Link no banner do perfil .

XVideos 2 weeks ago

CROSSDRESSER SUBMISSA DA BUNDA GRANDE HUMILHADA AOS PES DO MESTRE QUE A PUNE COM SOCOS

CROSSDRESSER SUBMISSA DA BUNDA GRANDE HUMILHADA AOS PES DO MESTRE QUE A PUNE COM SOCOS

XVideos 4 months ago

Singapore Whore

Singapore Whore

TrannyGem 6 years ago

Handjob for femboy's hard and big cock - Horny POV

Handjob for femboy's hard and big cock - Horny POV

xHamster 2 years ago

Sissification - Dominatrix Possesses Sissy - Female Domination

Sissification - Dominatrix Possesses Sissy - Female Domination

TrannyGem 3 years ago

Submissive guy gets humiliated and ass fucked by the nasty trans chick

Submissive guy gets humiliated and ass fucked by the nasty trans chick

Tranny.one 3 years ago

fisting little piggy lianna lawson

fisting little piggy lianna lawson

AnalVids 11 months ago

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

40% HD 0:20 / 13:02

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

Clips4sale 6 months ago

Old guy gets humiliated and ass fucked by the busty ebony TS chick

Old guy gets humiliated and ass fucked by the busty ebony TS chick

BeMyHole 5 years ago

full mouth gag device bondage submissive tgirl shock collar pain slut training

full mouth gag device bondage submissive tgirl shock collar pain slut training

PornBox 7 months ago

Shemale penetrates submissive dude — dominating him with oversized strap-on and her fat chapstick

Shemale penetrates submissive dude — dominating him with oversized strap-on and her fat chapstick

BigTitsXL 7 months ago

devote crossdresser-schlampe wird vom master hart in die kehle gefickt und vollgespritzt

66% 0:30 / 15:27

devote crossdresser-schlampe wird vom master hart in die kehle gefickt und vollgespritzt

PornBox 3 months ago

Ts Dominates Shemale Hardcore - D. Arclyte & Venus Lux

Ts Dominates Shemale Hardcore - D. Arclyte & Venus Lux

BeMyHole 4 years ago

A fucking slave served the master and his cock and legs! For this, he received huge portions of sperm on his face and neck like

A fucking slave served the master and his cock and legs! For this, he received huge portions of sperm on his face and neck like

xHamster 10 months ago

SPH tiny cock🌭 subjugation FemDom - 2 mistresses and trans sub

SPH tiny cock🌭 subjugation FemDom - 2 mistresses and trans sub

Matur3 2 weeks ago

aylla gattina Trans pauzuda ordered some food and couldn't handle it and ate it until the delivery stud left him in shock

aylla gattina Trans pauzuda ordered some food and couldn't handle it and ate it until the delivery stud left him in shock

FreePorn8 2 weeks ago

Domino Presley Shemale Hardcore - D. Arclyte & Venus Lux

Domino Presley Shemale Hardcore - D. Arclyte & Venus Lux

BeMyHole 4 years ago

using marley maxwell like a fucktoy - trailer

HD 0:25 / 12:17

using marley maxwell like a fucktoy - trailer

PornBox 1 week ago

Anal Fucking Shemale Hardcore - Reed Jameson & Venus Lux

Anal Fucking Shemale Hardcore - Reed Jameson & Venus Lux

BeMyHole 4 years ago

Don't scream, I'll fuck you bareback in the toilet!

Don't scream, I'll fuck you bareback in the toilet!

xHamster 6 months ago

A military soldier humiliates a sissy faggot slut in all holes and lets her lick her feet !

A military soldier humiliates a sissy faggot slut in all holes and lets her lick her feet !

SissyFlix 9 months ago

Latino with long socks models his legs and then puts a dildo with peustos suspensoris

Latino with long socks models his legs and then puts a dildo with peustos suspensoris

xHamster 2 months ago

Femdom Mistress Pegging Sissy

Femdom Mistress Pegging Sissy

TrannyGem 6 years ago

One best video shemale humiliation guy oll time

One best video shemale humiliation guy oll time

aShemaleTube 3 years ago

Strapon Spitroast for TS Latex Whore

Strapon Spitroast for TS Latex Whore

aShemaleTube 6 years ago

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

77% 0:11 / 42:29

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Transexual And Hot Fucked Slutty TA Gets TandA From DTF Ts School Administrator VENUS LUX

Transexual And Hot Fucked Slutty TA Gets TandA From DTF Ts School Administrator VENUS LUX

BeMyHole 4 years ago

Annadevot - Fucked and lick sub

Annadevot - Fucked and lick sub

Love4Porn 3 years ago

Stepfather's cock in the hole gushes cum right inside the hungry sissy servant

Stepfather's cock in the hole gushes cum right inside the hungry sissy servant

xHamster 10 months ago

Shemale dominates sissy boy whipping humiliation cim spank

Shemale dominates sissy boy whipping humiliation cim spank

TrannyGem 6 years ago

CD Teen gets humiliated by Blacks

CD Teen gets humiliated by Blacks

aShemaleTube 9 years ago

I love fucking my husband in the ass

I love fucking my husband in the ass

xHamster 4 weeks ago

GERMAN BDSM - Mistress domina punish ugly guys painful

GERMAN BDSM - Mistress domina punish ugly guys painful

xHamster 2 years ago

Put on your lingerie

Put on your lingerie

xHamster 1 month ago

1st, I'll feminize u. Then, I'll make u supplicate to be drilled raw - SISSY FEMINIZATION ROLEPLAY JOI - AI

1st, I'll feminize u. Then, I'll make u supplicate to be drilled raw - SISSY FEMINIZATION ROLEPLAY JOI - AI

ShemaleSin 1 week ago

Businessman Turned Into a Sissy Whore

Businessman Turned Into a Sissy Whore

xHamster 5 months ago

Shemale Mistress Trains her new Pet

Shemale Mistress Trains her new Pet

Tranny.one 3 years ago

Permanent Chastity - Super glue and broken key

Permanent Chastity - Super glue and broken key

xHamster 1 year ago

Sissy Purity Marionette Taunted and Abased by Domme, Denied and Locked in the Vice

Sissy Purity Marionette Taunted and Abased by Domme, Denied and Locked in the Vice

TrannyGem 4 years ago

Couple Slave. Lesbian Femdom Makes Boyfriend Cross Dress and Cuckolds Girlfriend in Front of Boyfriend

Couple Slave. Lesbian Femdom Makes Boyfriend Cross Dress and Cuckolds Girlfriend in Front of Boyfriend

xHamster 7 months ago

Singapore Mega-Bitch

Singapore Mega-Bitch

TrannyGem 3 years ago

Vends-ta-culotte - Sissy dressed as a soubrette cleaing the hous of his dominatrix

Vends-ta-culotte - Sissy dressed as a soubrette cleaing the hous of his dominatrix

xHamster 2 years ago

A mistress, a sissy and a strapon

A mistress, a sissy and a strapon

xHamster 1 month ago

sissy slut s use of bbc!

HD 0:30 / 46:52

sissy slut s use of bbc!

PornBox 11 months ago

Bent over sissy gets pegged whilst his balls hang like a worthless fucking bitch

Bent over sissy gets pegged whilst his balls hang like a worthless fucking bitch

xHamster 1 week ago

Drooling Hispanic whore drenched with cum is still hungry four penis

Drooling Hispanic whore drenched with cum is still hungry four penis

Love4Porn 3 years ago

Thick ebony shemale humiliates a dude's ass

Thick ebony shemale humiliates a dude's ass

aShemaleTube 2 years ago

Pissed Off Housewife Wants To Get Treated Like A Slut In Front Of Her BF

Pissed Off Housewife Wants To Get Treated Like A Slut In Front Of Her BF

ThePornstar 1 month ago

sounding and torture my dick

sounding and torture my dick

xHamster 1 year ago

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

PornoXO 2 weeks ago

POV: Making Sissy Swallow A Huge Load Of Cum

POV: Making Sissy Swallow A Huge Load Of Cum

xHamster 3 weeks ago

TS Kasey Kei delivers humiliation pounding to restrained Rodrigo Amor

TS Kasey Kei delivers humiliation pounding to restrained Rodrigo Amor

SleazyNEasy 4 weeks ago

She humiliates her tied up slave and cums on him

She humiliates her tied up slave and cums on him

TrannyGem 3 years ago

FAG Dirty Talk 22 SHEMALE CUM!

FAG Dirty Talk 22 SHEMALE CUM!

TrannyGem 6 years ago

Sissy attempting to get caught

Sissy attempting to get caught

TrannyGem 6 months ago

Rub Your Clitty

Rub Your Clitty

xHamster 1 year ago

anal punishment with melany furie

anal punishment with melany furie

AnalVids 2 years ago

Oriental doctor gets favourable with black cheerleader but that babe humiliates him 1st untill her hearts content

Oriental doctor gets favourable with black cheerleader but that babe humiliates him 1st untill her hearts content

Ebony8 1 month ago

SPH tiny cock🍆 subjugation FemDom - 2 Mistresses and trans sub

SPH tiny cock🍆 subjugation FemDom - 2 Mistresses and trans sub

ThreesomeXL 2 weeks ago

Perfect wife humiliates cuckold husband

Perfect wife humiliates cuckold husband

DrTuber 14 years ago

Hardest sex videos

Hardest sex videos

xHamster 8 months ago

Natalie Mars Piglet Fuckdoll Transformation PART two!! - Lesbo S&M Humiliation Slavery & LARGE Toys

Natalie Mars Piglet Fuckdoll Transformation PART two!! - Lesbo S&M Humiliation Slavery & LARGE Toys

Amateur8 2 years ago

SISSY MILKING PEGGING CIMPILATION

SISSY MILKING PEGGING CIMPILATION

aShemaleTube 1 month ago

I own your ass

xHamster 2 years ago

Apocalust - Ep 32 - She's Getting Comfortable By RedLady2K

Apocalust - Ep 32 - She's Getting Comfortable By RedLady2K

xHamster 1 year ago

Village Spermdump TS Slave shows off to make you cum ;) Sasha de Sade

Village Spermdump TS Slave shows off to make you cum ;) Sasha de Sade

aShemaleTube 6 years ago

Ts Isabella loves sissy training for English Mistresses

Ts Isabella loves sissy training for English Mistresses

xHamster 2 years ago

Limp little penis sissy femboy try to masturbate her impotent cock

Limp little penis sissy femboy try to masturbate her impotent cock

xHamster 4 weeks ago

Submissive ass preparation

Submissive ass preparation

xHamster 3 weeks ago

Ultra-kinky Sissy Waiting for BIG BLACK COCK She Enjoy My Weenie Again

Ultra-kinky Sissy Waiting for BIG BLACK COCK She Enjoy My Weenie Again

4Gay 1 month ago

Urinal Boy at Futanari High 3 (HD)

57% HD 0:06 / 6:51

Urinal Boy at Futanari High 3 (HD)

Clips4sale 2 years ago

Horny trannies humiliate their boyfriends

Horny trannies humiliate their boyfriends

Tranny.one 3 years ago

Priscila Araujo does not forgive and humiliates her little bitch

Priscila Araujo does not forgive and humiliates her little bitch

ShemaleSin 1 month ago

point of view Sissy Pegging - Custom for FRED

point of view Sissy Pegging - Custom for FRED

Love4Porn 4 years ago

Male squirt - sissy femboy verbal

Male squirt - sissy femboy verbal

xHamster 2 years ago

T-girl Natalie Mars & Korra Del Rio dominate & pound sexy asses

T-girl Natalie Mars & Korra Del Rio dominate & pound sexy asses

ThePornstar 2 months ago

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander

xHamster 4 months ago

More than an hour of anal, plug, sext, egg.

More than an hour of anal, plug, sext, egg.

xHamster 2 years ago

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

xHamster 1 year ago

Big Cock Girl SPH

Big Cock Girl SPH

xHamster 1 year ago

Beautiful Shemale Goddess Humiliates Your Slave

Beautiful Shemale Goddess Humiliates Your Slave

aShemaleTube 11 months ago

Nara offer her cuckold to TS Carla Brasil have some fun (1080 EN-sub)

51% HD 0:26 / 20:17

Nara offer her cuckold to TS Carla Brasil have some fun (1080 EN-sub)

Clips4sale 1 year ago

Sissy maid does lecturers laundry

Sissy maid does lecturers laundry

TrannyGem 2 weeks ago

No rights day in da house for the sissy trans Alina. The Juliet balcony.

No rights day in da house for the sissy trans Alina. The Juliet balcony.

xHamster 8 months ago

SQUIRT IN FACE!

4K 2:00 / 10:00

SQUIRT IN FACE!

Flirt4Free 1 month ago

Suck an Old Mans Dick: Sissy Ruination

51% 0:35 / 10:07

Suck an Old Mans Dick: Sissy Ruination

Clips4sale 2 years ago

fucked him before work. hardcore pegging!

49% HD 0:27 / 9:05

fucked him before work. hardcore pegging!

PornBox 8 months ago

Shemale Fuck Man

Shemale Fuck Man

Tranny.one 3 years ago

Masked slave boy is humiliated and gangbanged by tranny Mistresses

Masked slave boy is humiliated and gangbanged by tranny Mistresses

Tranny.one 8 years ago

blonde submissive guy gets his tiny ass destroyed by the kinky Ts chick

blonde submissive guy gets his tiny ass destroyed by the kinky Ts chick

Tranny.one 3 years ago

The Husband The Wive and their Dominatrix A Dirty Threesome

The Husband The Wive and their Dominatrix A Dirty Threesome

AbTranny 11 years ago

Gay Humiliated by Docters.

Gay Humiliated by Docters.

Mensporn 3 months ago

Used and humiliated! Tranny has to piss in, two guys cum and piss on her!

Used and humiliated! Tranny has to piss in, two guys cum and piss on her!

xHamster 1 year ago

Aunty V's Panty Boy

Aunty V's Panty Boy

Tranny.one 4 years ago

Slave Worships Cock, Feet, Ass of the Gorgeous Latex Goddess Chelsea Marie

Slave Worships Cock, Feet, Ass of the Gorgeous Latex Goddess Chelsea Marie

TrannyGem 6 years ago

Double Trouble Big Dicks, Big Booties, and a Whole Lot of Hurtin

Double Trouble Big Dicks, Big Booties, and a Whole Lot of Hurtin

429.xxx 5 months ago

Shemale diva Aubrey Kate anal fucks her big dick assistant Pierce Paris

Shemale diva Aubrey Kate anal fucks her big dick assistant Pierce Paris

Eporner 5 months ago

Trampy TRANSSEXUAL Sasha De Sade Abjecting herself on Web Cam

Trampy TRANSSEXUAL Sasha De Sade Abjecting herself on Web Cam

TrannyGem 4 years ago

Verbal Dom Humiliates Barebacks Cocksucking Sissy Faggo

Verbal Dom Humiliates Barebacks Cocksucking Sissy Faggo

Eporner 1 year ago

Humiliation and Transformation (rus)

Humiliation and Transformation (rus)

Tranny.one 3 years ago

Chelzea Marie Private Show

HD 2:00 / 20:19

Chelzea Marie Private Show

Flirt4Free 1 week ago

Daddy makes me cum in my panties

Daddy makes me cum in my panties

xHamster 1 year ago

3 4 5 6 7

67,148 results found

Related categories

Spanked Bondage Orgasm Slave Slave Humiliation Leashed Gagged (Bit or Ball) Whip Bondage Dungeon BDSM Slave Bondage Fuck Tied Up Master BDSM Extreme Tied Up & Fucked Suspension Cage Hogtied Chastity Submissive

Narrow your search

sissy humiliation humiliation joi faggot humiliation public humiliation bbc humiliation humiliation pov humiliation gangbang facial humiliation femdom humiliation cuckold humiliation slave humiliation lesbian humiliation cuckquean humiliation lezdom humiliation humiliation cuckold cfnm humiliation humiliation femdom small cock humiliation japanese humiliation humiliation public

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

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.

© 2025 Pornmd.com. All rights reserved.