Humiliation Videos - Trans (107,315)

Sissy Boyfriend Takes Inflatable Plug and Penis Pump - I Finally Spit His Cum Inside Through Hollow Plug

Sissy Boyfriend Takes Inflatable Plug and Penis Pump - I Finally Spit His Cum Inside Through Hollow Plug

XHamster 1 month ago

FUCK ASS, HOLE PLAY AND SUKING HOLE - Part 2

55% HD 2:00 / 9:53

FUCK ASS, HOLE PLAY AND SUKING HOLE - Part 2

Flirt4Free 3 months ago

Colombian Boys Private Show

48% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 2 years ago

Shemale Doctor Fucking Patient Pussy - Hot Girl Creampie &amp_ Filled With Trans Cum by Futa Babe

Shemale Doctor Fucking Patient Pussy - Hot Girl Creampie &amp_ Filled With Trans Cum by Futa Babe

XVideos 6 months ago

Submissive Sluts Suffer for Sophie - Beating Indigo Dances and Uptown Bunny

Premium HD 1:01:45

Submissive Sluts Suffer for Sophie - Beating Indigo Dances and Uptown Bunny

XVideosRed 5 months ago

Diera Hardcastle Private Show

Diera Hardcastle Private Show

Camster 1 year ago

Serendipity Saudade SPH trans masturbation

55% HD 0:39 / 2:51

Serendipity Saudade SPH trans masturbation

FapHouse 4 years ago

Crossdresser CAUGHT 1 mp4

37% 0:07 / 17:37

Crossdresser CAUGHT 1 mp4

Clips4sale 2 years ago

Triple Femdom Facesitting with a sexy trans Domme Graziela and Kaly Khalifa and Alessandra Marques

58% 4K 0:57 / 22:32

Triple Femdom Facesitting with a sexy trans Domme Graziela and Kaly Khalifa and Alessandra Marques

Clips4sale 1 year ago

Laughing at your MICRO PENIS!!!! LOL !!!

Laughing at your MICRO PENIS!!!! LOL !!!

Pornzona 1 month ago

Humiliating my obedient sex slave

Humiliating my obedient sex slave

Pornzona 2 weeks ago

Rought Pegging Quickie in Leather | MahoganyQen

HD 0:10 / 15:38

Rought Pegging Quickie in Leather | MahoganyQen

LoyalFans 8 months ago

Marian & Richard Private Show

58% HD 2:00 / 4:15

Marian & Richard Private Show

Camster 1 week ago

Brutus Paying with His Balls and Jack Off

HD 2:00 / 15:54

Brutus Paying with His Balls and Jack Off

Flirt4Free 10 years ago

SPH fetish: measuring to humiliate you

SPH fetish: measuring to humiliate you

AShemaleTube 2 years ago

Black female is your domina and wants to have fun with your sweet rump - ROLEPLAY AI

Black female is your domina and wants to have fun with your sweet rump - ROLEPLAY AI

HentaiGem 11 months ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

44% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 1 year ago

Kitten tamer (amy's big wish episode 2 part 5)

63% HD 0:39 / 8:45

Kitten tamer (amy's big wish episode 2 part 5)

FapHouse 4 years ago

Sarait Gil Private Show

HD 2:00 / 11:56

Sarait Gil Private Show

Camster 3 years ago

You Just Have to Obey and Swallow Everything

52% 0:39 / 1:14:30

You Just Have to Obey and Swallow Everything

FapHouse 6 months ago

BBC Trigger JOI

66% HD 0:30 / 31:25

BBC Trigger JOI

Clips4sale 6 months ago

FEMBOY KEN PRINCE FROM STRIPCHAT WAITS FOR HIS BEAU TO LEAVE TO SCREW HIS BF'S BFF BEHIND HIS BACK

FEMBOY KEN PRINCE FROM STRIPCHAT WAITS FOR HIS BEAU TO LEAVE TO SCREW HIS BF'S BFF BEHIND HIS BACK

MenGem 1 month ago

SISSYBB IS A CERTIFIED HOMOSEXUAL: EXPOSURE-FANTASY

SISSYBB IS A CERTIFIED HOMOSEXUAL: EXPOSURE-FANTASY

LoyalFans 3 years ago

SissyMandi Exposed in SISSY cheerleader dress.

SissyMandi Exposed in SISSY cheerleader dress.

XHamster 4 weeks ago

Sissy Slave Matthias - 3

Sissy Slave Matthias - 3

XHamster 3 weeks ago

fat faggot sissy doesnt anything to impress real men

fat faggot sissy doesnt anything to impress real men

XHamster 1 month ago

Ambar & Oliver Party on May 1, 2026 - Part 2

61% HD 2:00 / 44:48

Ambar & Oliver Party on May 1, 2026 - Part 2

Camster 2 months ago

Homecoming Queen Loves Humiliation

65% 0:39 / 15:31

Homecoming Queen Loves Humiliation

FapHouse 1 week ago

Alexxa A Private Show

Alexxa A Private Show

Camster 1 week ago

Smelly femboy feet in nylons and ballerinas

Smelly femboy feet in nylons and ballerinas

XHamster 5 months ago

onlyfans - yasmine lee insert your girl cock now porn video

onlyfans - yasmine lee insert your girl cock now porn video

TransDoe 1 year ago

Trans Girl Worship Big Ass and Farts on her Face

60% 0:30 / 15:03

Trans Girl Worship Big Ass and Farts on her Face

Clips4sale 1 year ago

Subby's Secret... Tranny with chastity belt and gag while shopping!!

Subby's Secret... Tranny with chastity belt and gag while shopping!!

XHamster 3 years ago

Surubao Na Rua E No Final Ainda Fodi O Cu De Uma Cdzinha 6 Min

Surubao Na Rua E No Final Ainda Fodi O Cu De Uma Cdzinha 6 Min

AbTranny 2 years ago

POV - HUMILIATING YOUR LITTLE DICK AND SHOWING ME A LOT FOR YOU, SHAKING MY BIG ASS

POV - HUMILIATING YOUR LITTLE DICK AND SHOWING ME A LOT FOR YOU, SHAKING MY BIG ASS

Pornzona 1 month ago

Time To Sniff Gayboy INHALE

Time To Sniff Gayboy INHALE

Clips4sale 2 weeks ago

Extreme sounding ballbusting small cock

Extreme sounding ballbusting small cock

XHamster 2 years ago

Small dick humiliated hotwife comes back leaking creampie

Small dick humiliated hotwife comes back leaking creampie

JuicyTrans 2 months ago

Colombian Boys Private Show

47% HD 2:00 / 23:35

Colombian Boys Private Show

Flirt4Free 2 years ago

SISSY TRANSFORMATION

HD 0:10 / 10:04

SISSY TRANSFORMATION

LoyalFans 2 years ago

Sissy/feminization/humiliation

52% HD 1:01 / 14:36

Sissy/feminization/humiliation

FapHouse 4 years ago

Shaming Marjorie Taylor Keys with Anal

57% HD 0:39 / 28:47

Shaming Marjorie Taylor Keys with Anal

FapHouse 4 months ago

Femboy Bareback BBC Fucking Sissy

HD 1:01 / 14:20

Femboy Bareback BBC Fucking Sissy

FapHouse 2 years ago

Sissy slut transformation for your kinky desires

Sissy slut transformation for your kinky desires

Jizzberry 5 years ago

Watch this hot Latino boy humiliate his buddy by making him pay for his sins on the roof

Watch this hot Latino boy humiliate his buddy by making him pay for his sins on the roof

GayVD 3 weeks ago

with legs wide open and zoom pusy... #LUSH#FINGERS#CUM#

with legs wide open and zoom pusy... #LUSH#FINGERS#CUM#

Camster 2 years ago

$Naugthy Mood...Let\'s explore all my naked body, let me tease you till u get hard with my blowjob and let me ride you without mercy...lets cum?;)(jerk) - Part 5$ 4K 2:00 / 9:52

Naugthy Mood...Let\'s explore all my naked body, let me tease you till u get hard with my blowjob and let me ride you without mercy...lets cum?;)(jerk) - Part 5

Camster 1 year ago

Viky & Master Private Show

54% HD 2:00 / 13:43

Viky & Master Private Show

Flirt4Free 7 months ago

Emma Devereaux Private Show

Emma Devereaux Private Show

Camster 2 years ago

Tiny Dick Compilation - 9minutes of my Tiny Wet Uncut Cock

Tiny Dick Compilation - 9minutes of my Tiny Wet Uncut Cock

XHamster 1 year ago

Homemade sissy training strapon madam reads the newspaper

Homemade sissy training strapon madam reads the newspaper

XHamster 1 year ago

Stunning upskirt in the early morning

Stunning upskirt in the early morning

TrannyGem 1 year ago

Crossdresser probes plant nursery

Crossdresser probes plant nursery

GayCK 3 years ago

monster huge cock cumshot with sexy cosplay spidergirl

monster huge cock cumshot with sexy cosplay spidergirl

PornBox 2 years ago

Feminized for Girls Night Out (Full Movie)

Feminized for Girls Night Out (Full Movie)

XVideos 8 months ago

T-Girl Lea Vibing riding big cock

T-Girl Lea Vibing riding big cock

XVideos 1 year ago

Ehla Mcadam Private Show

63% HD 2:00 / 6:21

Ehla Mcadam Private Show

Flirt4Free 1 year ago

Submissive Slut Gets Wrecked In All 3 Holes

Submissive Slut Gets Wrecked In All 3 Holes

XVideos 1 month ago

British Got Talent

67% HD 1:01 / 20:50

British Got Talent

FapHouse 4 months ago

Elias & Elix Private Show

61% HD 2:00 / 14:12

Elias & Elix Private Show

Flirt4Free 10 months ago

TS Goddess Mesha's Cum Dumpsters

59% 1:00 / 8:36

TS Goddess Mesha's Cum Dumpsters

Clips4sale 1 year ago

Futa MILF Multiple Creampie Compilation - Big Tits Babes Fucked Hard And Filled With Shemale Cum

Futa MILF Multiple Creampie Compilation - Big Tits Babes Fucked Hard And Filled With Shemale Cum

XVideos 10 months ago

Sophia Loreen Private Show

HD 2:00 / 15:23

Sophia Loreen Private Show

Camster 3 weeks ago

COCK FILLED WHORE (1080p)

65% HD 0:22 / 12:23

COCK FILLED WHORE (1080p)

Clips4sale 1 year ago

Sophia Loreen Party on Jun 18, 2026 - Part 4

65% HD 2:00 / 58:05

Sophia Loreen Party on Jun 18, 2026 - Part 4

Flirt4Free 1 month ago

Femboy Jade Madison Sucking Cock POV

HD 0:10 / 13:53

Femboy Jade Madison Sucking Cock POV

LoyalFans 3 weeks ago

MY CHEATING HUBBY FINDS OUT ME BEING PORKED BY MY TRANS MATE - ALEJANDRA PALACIOS

MY CHEATING HUBBY FINDS OUT ME BEING PORKED BY MY TRANS MATE - ALEJANDRA PALACIOS

Tranny.one 3 months ago

New Twink's Humiliation Turns into a Steamy Encounter with His Cock-Hungry Bully in the Locker Room

New Twink's Humiliation Turns into a Steamy Encounter with His Cock-Hungry Bully in the Locker Room

XHamster 1 year ago

Jacob Malik Private Show

56% HD 2:00 / 8:46

Jacob Malik Private Show

Flirt4Free 4 months ago

Sissy Dreams (9 inches of uncut dreams) audio only Encouragement

55% 0:30 / 5:53

Sissy Dreams (9 inches of uncut dreams) audio only Encouragement

Clips4sale 1 year ago

Slutty Chicks from Gryffindor summoned a dick and try some futanari fuck

Slutty Chicks from Gryffindor summoned a dick and try some futanari fuck

AnySex 3 months ago

Jail Futa Transformation - legal Years Elderly Matty Mila Challenges Satan and Turns Into Insane T-girl

Jail Futa Transformation - legal Years Elderly Matty Mila Challenges Satan and Turns Into Insane T-girl

4Gay 1 month ago

Shemale Domination - 14 - Indianara & Rick Bitch

66% 1:01 / 24:19

Shemale Domination - 14 - Indianara & Rick Bitch

FapHouse 6 months ago

The Latex Shining 2

The Latex Shining 2

Clips4sale 1 year ago

Jose & Richard Private Show

54% HD 2:00 / 6:00

Jose & Richard Private Show

Flirt4Free 2 months ago

Desire Sweet Private Show

Desire Sweet Private Show

Camster 9 months ago

Eve Girard Private Show

HD 2:00 / 16:38

Eve Girard Private Show

Camster 4 years ago

Simon & Francesco & Ken Private Show

52% HD 2:00 / 14:31

Simon & Francesco & Ken Private Show

Flirt4Free 3 years ago

PURE TABOO Almost Caught, Penny Pax Pleases Husband Before Lover Finishes What He Started

PURE TABOO Almost Caught, Penny Pax Pleases Husband Before Lover Finishes What He Started

Some.Porn 2 years ago

Best femdom compilation & Post orgasm torture - Volume 4

Best femdom compilation & Post orgasm torture - Volume 4

XHamster 3 years ago

Julieta Shayk Private Show

65% HD 2:00 / 26:54

Julieta Shayk Private Show

Flirt4Free 6 months ago

Sophia Loreen Party on Jul 17, 2026 - Part 3

HD 2:00 / 19:53

Sophia Loreen Party on Jul 17, 2026 - Part 3

Camster 1 week ago

pink haired sissy pig shakes fat ass and strips down for you

pink haired sissy pig shakes fat ass and strips down for you

XHamster 3 months ago

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED

XHamster 1 year ago

sissy cheerleader fucked by futa domme & the basketball team + ass worship!

60% HD 0:10 / 16:01

sissy cheerleader fucked by futa domme & the basketball team + ass worship!

LoyalFans 1 year ago

TS Klintelle Moore Gets Arrested!

TS Klintelle Moore Gets Arrested!

Clips4sale 3 years ago

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 1

HD 0:10 / 20:02

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 1

LoyalFans 3 weeks ago

EXPOSING BBC FAGGOT CHRISTOPHER

51% HD 0:10 / 26:44

EXPOSING BBC FAGGOT CHRISTOPHER

LoyalFans 3 years ago

Sissy Lift & Carry and Pegging Session: Taking tight Asshole virginity - Feat Goddess Marcy

63% 0:11 / 15:39

Sissy Lift & Carry and Pegging Session: Taking tight Asshole virginity - Feat Goddess Marcy

Clips4sale 2 years ago

Fuck Pink Pussy

Fuck Pink Pussy

Camster 2 years ago

Cul a taper fort

Cul a taper fort

XHamster 1 year ago

Part 3 Hotwife makes fun of sissy Crossdresser husband in lingerie stockings high heels humiliates her

Part 3 Hotwife makes fun of sissy Crossdresser husband in lingerie stockings high heels humiliates her

XHamster 3 weeks ago

Turned Out Sissy Interactive Toy Experience

Turned Out Sissy Interactive Toy Experience

XHamster 2 years ago

I fuck her big ass and ejaculate on the big tits of this Brazilian trans woman!

I fuck her big ass and ejaculate on the big tits of this Brazilian trans woman!

XVideos 5 months ago

trans slut gets trained to become puppy slapped and humiliated long

trans slut gets trained to become puppy slapped and humiliated long

XVideos 3 years ago

Elvis & Alfonso & Master Private Show

63% HD 2:00 / 10:47

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Diera Hardcastle Private Show

HD 2:00 / 18:55

Diera Hardcastle Private Show

Camster 1 year ago

SISSY ANAL & CHASTITY training by LATEX Mistress

SISSY ANAL & CHASTITY training by LATEX Mistress

XHamster 2 years ago

Luna Florez Private Show

4K 2:00 / 12:25

Luna Florez Private Show

Camster 3 months ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Camster 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Camster 3 years ago

Young booty fucked rough by daddy's big dick without a condom and cumshots!

Young booty fucked rough by daddy's big dick without a condom and cumshots!

XHamster 2 years ago

Zara Clark Private Show

4K 2:00 / 41:12

Zara Clark Private Show

Flirt4Free 7 months ago

Eva Lux Blowjob

Eva Lux Blowjob

Camster 2 years ago

In a babydoll outfit to pee a second time in the diaper outside

In a babydoll outfit to pee a second time in the diaper outside

XHamster 1 year ago

Petite wife cuckolding fat husband during this kinky affair

Petite wife cuckolding fat husband during this kinky affair

Some.Porn 2 years ago

Futanari Cocksleeve 5 (HD)

64% HD 0:24 / 13:52

Futanari Cocksleeve 5 (HD)

Clips4sale 1 year ago

Mya Quinn and hot trans Celine Dijjon sharing cock - girls rimming guy - sloppy face fuck - cum kiss swallow

70% 0:30 / 8:50

Mya Quinn and hot trans Celine Dijjon sharing cock - girls rimming guy - sloppy face fuck - cum kiss swallow

Clips4sale 3 years ago

Nara offer her cuckold to TS Carla Brasil have some fun (720 EN-sub)

58% 4K 0:26 / 20:17

Nara offer her cuckold to TS Carla Brasil have some fun (720 EN-sub)

Clips4sale 1 year ago

Marian & Richard Private Show

58% HD 2:00 / 4:51

Marian & Richard Private Show

Camster 2 weeks ago

Sophia Loreen Private Show

HD 2:00 / 11:40

Sophia Loreen Private Show

Flirt4Free 1 month ago

Archie Blossom Private Show

HD 2:00 / 18:47

Archie Blossom Private Show

Flirt4Free 5 months ago

Look how pretty feminized you are, your new rules are now coming to leave your masculine life even further behind Clip 2

Look how pretty feminized you are, your new rules are now coming to leave your masculine life even further behind Clip 2

XHamster 3 months ago

Bound and Sodomized Doggy Style

63% HD 0:30 / 15:01

Bound and Sodomized Doggy Style

Clips4sale 2 years ago

Lance & Christian & Master Private Show

HD 2:00 / 22:28

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Bonnie Boombelle Party on Jul 6, 2026 - Part 2

Bonnie Boombelle Party on Jul 6, 2026 - Part 2

Camster 2 weeks ago

Latex femboy in gloves barebacked by athletic jock

Latex femboy in gloves barebacked by athletic jock

Some.Porn 1 year ago

Charlie Cano Private Show

65% HD 2:00 / 13:13

Charlie Cano Private Show

Flirt4Free 3 years ago

Emma Devereaux Private Show

HD 2:00 / 16:59

Emma Devereaux Private Show

Camster 2 years ago

14 15 16 17 18

107,315 results found

Related categories

Whip Spanked Slave Humiliation Maledom Dominatrix Mistress Master BDSM Slave Femdom Humiliation Slave Slave Training Edging BDSM Extreme Chastity Submissive Clamp Dungeon Bondage Cage Training

Narrow your search

cuckold humiliation sissy humiliation faggot humiliation pov humiliation shemale humiliation verbal humiliation cum humiliation foot humiliation small penis humiliation small cock humiliation femdom humiliation slave humiliation humiliation sissy humiliation joi humiliation femdom chastity humiliation public humiliation humiliation slave bbc humiliation joi humiliation

Categories Pornstars

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.