Humiliation Videos - Trans (15,319)

Humiliating Date Story by a Pathetic Piggy

Humiliating Date Story by a Pathetic Piggy

xHamster 3 months ago

Aunty V's Panty Boy

Aunty V's Panty Boy

Tranny.one 4 years ago

Miss Eve Harper - Application Compulsory Sissy part 2

Miss Eve Harper - Application Compulsory Sissy part 2

aShemaleTube 2 years ago

B*O*K*D-025 I Cum So Badly, But I Can't. I've Been Teasing Her So Much That My Penis Has Become Amazing. Rindoru Hoshikawa Decensored

B*O*K*D-025 I Cum So Badly, But I Can't. I've Been Teasing Her So Much That My Penis Has Become Amazing. Rindoru Hoshikawa Decensored

Eporner 5 months ago

Locked Caged Chastity Trans Slut Sammi Smith BBC Backshots

Locked Caged Chastity Trans Slut Sammi Smith BBC Backshots

XVideos 3 months ago

Slave Dominated, Facefucked and Asssucked by Sexy Latex CD

79% HD 1:01 / 25:36

Slave Dominated, Facefucked and Asssucked by Sexy Latex CD

FapHouse 2 years ago

”Painal hard toy session for BDSM fetish sub”

”Painal hard toy session for BDSM fetish sub”

TransHero 4 weeks ago

Thick ebony shemale humiliates a dude's ass

Thick ebony shemale humiliates a dude's ass

aShemaleTube 3 years ago

Caged Sissy Maid Slave - Cleaning the Bathroom for Mistress and Her Boyfriend

Caged Sissy Maid Slave - Cleaning the Bathroom for Mistress and Her Boyfriend

xHamster 4 months ago

Double Homework - Episode 7 Gameplay by LoveSkySan69

Double Homework - Episode 7 Gameplay by LoveSkySan69

xHamster 1 year ago

Between the Lines & Between My Legs

Between the Lines & Between My Legs

xHamster 3 months ago

Striptease as a woman

Striptease as a woman

xHamster 1 year ago

”Big Breasted Spanish babe public ravaged”

”Big Breasted Spanish babe public ravaged”

TransHero 2 weeks ago

Sissy Dolly Basement Have Fun Time Pegged by Giant Bad Dragon Strap Dildo and Abased by Domina Mercer

Sissy Dolly Basement Have Fun Time Pegged by Giant Bad Dragon Strap Dildo and Abased by Domina Mercer

TrannyGem 2 years ago

Slut Femboy Hardcore Sex Anal Humiliation

Slut Femboy Hardcore Sex Anal Humiliation

getTranny 1 year ago

Candid upskirt beforehand within the morning

Candid upskirt beforehand within the morning

WebcamBros 1 year ago

Chastity Sissy Games: Pegging and Pleasure in Cage Mistress Julia femdom

Chastity Sissy Games: Pegging and Pleasure in Cage Mistress Julia femdom

xHamster 1 year ago

Faggot cocksucker giving sloppy head to straight alpha, earning a fat nut in return

Faggot cocksucker giving sloppy head to straight alpha, earning a fat nut in return

xHamster 3 years ago

Humiliation POV - Mistress Lienne Dagger - It s Not These

Humiliation POV - Mistress Lienne Dagger - It s Not These

DrTuber 9 months ago

mistress milf dominate and fuck u with her big cock big cumshot countdown

mistress milf dominate and fuck u with her big cock big cumshot countdown

xHamster 1 year ago

Bound Asian tranny likes being humiliated by her kinky master

Bound Asian tranny likes being humiliated by her kinky master

Tranny.one 7 years ago

whos willing to let me swallow there pee because if you do i will meet you dressed like this for everybody to see with the 1 vote down wanker

whos willing to let me swallow there pee because if you do i will meet you dressed like this for everybody to see with the 1 vote down wanker

XVideos 2 months ago

”Farting Into the Bottle A Smelly Seduction”

”Farting Into the Bottle A Smelly Seduction”

TransHero 3 weeks ago

Pegging at a Downtown Montreal Hotel In Front of The Window

Pegging at a Downtown Montreal Hotel In Front of The Window

xHamster 2 years ago

Your Girlfriend paid a hot trans leather dyke and blonde bombshell to lock you in chastity

Your Girlfriend paid a hot trans leather dyke and blonde bombshell to lock you in chastity

aShemaleTube 1 month ago

Teen cd self facial

Teen cd self facial

xHamster 6 months ago

Raunchy Shemales Devouring Cock🍆 in Ashtray-Filled Sins

Raunchy Shemales Devouring Cock🍆 in Ashtray-Filled Sins

M1lfs 1 year ago

The most pervert toy ever

The most pervert toy ever

xHamster 1 year ago

Mistress sph

aShemaleTube 1 year ago

Sissy Gets Anal Training from DominaFire

Sissy Gets Anal Training from DominaFire

xHamster 2 years ago

Bully Him: Jay Tee next to Logan Cross butt fuck

Bully Him: Jay Tee next to Logan Cross butt fuck

GayTube.site 4 years ago

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

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

xHamster 2 years ago

Shemale humiliation Sissy

Shemale humiliation Sissy

aShemaleTube 3 years ago

Masculine hunk turn into feminine sissy

Masculine hunk turn into feminine sissy

BoyFriendTV 7 months ago

Alan Tobey, Voyeur, Old Sub Cheap Slut Feels Like Dancing

Alan Tobey, Voyeur, Old Sub Cheap Slut Feels Like Dancing

xHamster 3 years ago

Superheroine Futanari

Superheroine Futanari

AbXXX 5 years ago

Sissy Convinces Her Neighborhood Neighbor to Let Her Enjoy His Big Male Feet

Sissy Convinces Her Neighborhood Neighbor to Let Her Enjoy His Big Male Feet

FapHouse 1 year ago

”Master Sebastian Kane & his secretary watch their sub in agony from molten wax”

”Master Sebastian Kane & his secretary watch their sub in agony from molten wax”

TransHero 3 weeks ago

”Blindfolded strapped & public banged”

”Blindfolded strapped & public banged”

TransHero 3 weeks ago

Deep throat and rimming a willing shemale slave

Deep throat and rimming a willing shemale slave

BondageLuv 6 months ago

Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation

Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation

xHamster 7 months ago

I am a Sissy

TrannyGem 5 years ago

”Shrinking your penis while I feminize you & you worship my snatch”

”Shrinking your penis while I feminize you & you worship my snatch”

TransHero 4 weeks ago

Baby Dick Sissy Jeffery Heuett Cum Dribble Compilation

Baby Dick Sissy Jeffery Heuett Cum Dribble Compilation

xHamster 1 year ago

Tranny Breeding Bonanza 2: A Hardcore Compilation

Tranny Breeding Bonanza 2: A Hardcore Compilation

XXXShake 2 years ago

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

66% HD 1:01 / 35:33

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

FapHouse 1 month ago

Slut Femboy Hardcore Sex Humiliation

63% HD 1:01 / 31:05

Slut Femboy Hardcore Sex Humiliation

FapHouse 1 year ago

Extreme Huge Man Nipples Titten-Sau Nipple Pain Slut FAG

Extreme Huge Man Nipples Titten-Sau Nipple Pain Slut FAG

xHamster 2 years ago

EXTREME FAT PUMPED BOY NIPPLES COMPILATION

EXTREME FAT PUMPED BOY NIPPLES COMPILATION

xHamster 1 year ago

You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)

You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)

xHamster 9 months ago

milf Fooled by Wily boyfriend - Alex Adams

milf Fooled by Wily boyfriend - Alex Adams

PumpMilf 1 year ago

you will cum twice!!! double cumshots private order

you will cum twice!!! double cumshots private order

PornBox 1 year ago

CUM MY DEEP HOLE!

CUM MY DEEP HOLE!

PornFreeNow 5 months ago

Shemale domination of Jeff ch

Shemale domination of Jeff ch

BeMyHole 5 years ago

Black sissy Mamba

Black sissy Mamba

Tranny.one 3 years ago

*premium* bbl anus - skinny black boy in crotchless underwear, asshole looks like he got booty hole botox - dj buttpussy

*premium* bbl anus - skinny black boy in crotchless underwear, asshole looks like he got booty hole botox - dj buttpussy

AnalVids 8 months ago

Black Sissy Cuck fucked by the Wife's White BWC Bull Lover

Black Sissy Cuck fucked by the Wife's White BWC Bull Lover

xHamster 4 months ago

Black big penis trans girl screw submissive dude

Black big penis trans girl screw submissive dude

PornFreeNow 3 months ago

Sissy Instructing Part two

Sissy Instructing Part two

TrannyGem 4 years ago

Japanese Newhalf Mistress plays with 2 boys

Japanese Newhalf Mistress plays with 2 boys

Tranny.one 1 year ago

Asmr: Sissy — Accept Yourself! You Are Loved Psychology Gloves Arya Grander

Asmr: Sissy — Accept Yourself! You Are Loved Psychology Gloves Arya Grander

FapNFuck 4 months ago

Between the Lines & Between My Legs

Between the Lines & Between My Legs

xHamster 2 months ago

STRAIGHT MARRIED FUCKS CUTE TWINK FEMBOY AND CUMS INSIDE HER ASS ANAL CREAMPIE

STRAIGHT MARRIED FUCKS CUTE TWINK FEMBOY AND CUMS INSIDE HER ASS ANAL CREAMPIE

xHamster 2 months ago

Destroying a young hole

Destroying a young hole

xHamster 3 months ago

Sissy Encouraged to take Viagra and in Innocence

Sissy Encouraged to take Viagra and in Innocence

TrannyGem 5 years ago

Hotshot And Cumshot Compilation 2 10 Min

Hotshot And Cumshot Compilation 2 10 Min

getTranny 10 months ago

BDSM and fist for crossdresser

BDSM and fist for crossdresser

Fetishpapa 1 month ago

We, Perverted and Kinky

We, Perverted and Kinky

xHamster 2 months ago

”Business Woman Humiliates Submissive Hoe”

”Business Woman Humiliates Submissive Hoe”

TransHero 2 weeks ago

”Naive cuckold watches comely Girlfriend ravaged hard by stranger”

”Naive cuckold watches comely Girlfriend ravaged hard by stranger”

TransHero 1 month ago

Rebeka Marques Pisses and Dominates Guy's Mouth in Golden Nectar 7 by Lony Fetiches

Rebeka Marques Pisses and Dominates Guy's Mouth in Golden Nectar 7 by Lony Fetiches

Tranny.one 4 years ago

Incredible Porn Movie Tranny Amateur Greatest , Watch It

Incredible Porn Movie Tranny Amateur Greatest , Watch It

AbTranny 1 year ago

Dumb Gagged Bitch Premature Cum

Dumb Gagged Bitch Premature Cum

xHamster 2 months ago

Japanese Heroine Spsa 23-2

Japanese Heroine Spsa 23-2

AbTranny 2 years ago

Redhead Latina Mexicana Pre-op Trans 69 Sucks Guy Then Fucks Him & Pisses on Face

Redhead Latina Mexicana Pre-op Trans 69 Sucks Guy Then Fucks Him & Pisses on Face

xHamster 2 weeks ago

French CD loves to humiliate

French CD loves to humiliate

aShemaleTube 2 years ago

Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger

Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger

FapHouse 2 months ago

joi horny shemale with huge cock fuck fleshlight and cumshot in your face

joi horny shemale with huge cock fuck fleshlight and cumshot in your face

xHamster 2 years ago

Alpha master making me drool all over my fake titties

Alpha master making me drool all over my fake titties

xHamster 2 years ago

Femdom's Cock-hungry Sissy Fetish Exposed

Femdom's Cock-hungry Sissy Fetish Exposed

Jizzberry 4 years ago

JOI - Trans Goddess Mellowditz Domme Humiliatrix

JOI - Trans Goddess Mellowditz Domme Humiliatrix

TitsTVX 4 months ago

transfucked wet ella hollywood vs anna de ville, anal fisting, dap, gapes, buttrose, pee drink, squirt drink, swallow btg090

transfucked wet ella hollywood vs anna de ville, anal fisting, dap, gapes, buttrose, pee drink, squirt drink, swallow btg090

SukaPorn 1 year ago

WVM - PART 50 - BUTT COMPETITION By MissKitty2K

WVM - PART 50 - BUTT COMPETITION By MissKitty2K

xHamster 1 year ago

The Sissy Princess

The Sissy Princess

ShemaleSin 1 month ago

shemale Spitting Humiliation Session

shemale Spitting Humiliation Session

AbTranny 6 years ago

Male squirt - sissy femboy verbal

Male squirt - sissy femboy verbal

xHamster 2 years ago

Cruel shemale Mistress humiliates a dude in a prison cell

Cruel shemale Mistress humiliates a dude in a prison cell

Tranny.one 8 years ago

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

TrannyGem 3 years ago

femboy gets ass fucked on the living room table

femboy gets ass fucked on the living room table

PornBox 1 year ago

Very mature crossdresser is dirty with younger fat boy

Very mature crossdresser is dirty with younger fat boy

Fetishpapa 3 months ago

Trainer's Command No. 54: Outdoor Fuck Machine 2

Trainer's Command No. 54: Outdoor Fuck Machine 2

FapHouse 2 days ago

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

xHamster 1 year ago

Cum with Miss Tessa! A joi for sissies :)

Cum with Miss Tessa! A joi for sissies :)

xHamster 4 months ago

Brunette mistress teaches cuckold sissy slave to dick sucking nice cock

Brunette mistress teaches cuckold sissy slave to dick sucking nice cock

Tranny.one 4 years ago

AMMA HUMILATES RAMESH FOR HIS CROSS DRESSING SISSY DESIRES.

AMMA HUMILATES RAMESH FOR HIS CROSS DRESSING SISSY DESIRES.

xHamster 2 months ago

Humiliated sissy kelly with anal, blowjob, facial, and pissing

Humiliated sissy kelly with anal, blowjob, facial, and pissing

XXXShemalePorn 2 years ago

Dominant Trans Girl Sits On Your Face And Cums On Your Face - Jessica Bloom PoV

Dominant Trans Girl Sits On Your Face And Cums On Your Face - Jessica Bloom PoV

xHamster 1 week ago

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock

Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock

xHamster 2 months ago

This was so humiliating @MistressMurmur gave i self-facial training

This was so humiliating @MistressMurmur gave i self-facial training

KAMS 10 months ago

Your tiny dick is a joke! Cum in your socks, you loser! SPH JOI by Tranny GERMAN DEUTSCH

Your tiny dick is a joke! Cum in your socks, you loser! SPH JOI by Tranny GERMAN DEUTSCH

xHamster 1 month ago

TGirl Goddess taunts & pees on you

TGirl Goddess taunts & pees on you

TrannyGem 4 years ago

Stroking my limp useless dick on the dirty floor of an adult arcade in the video booth where I sucked gock through the gloryhole

Stroking my limp useless dick on the dirty floor of an adult arcade in the video booth where I sucked gock through the gloryhole

xHamster 2 months ago

Crossdressing Sissy Husband gets pegged & humiliated

Crossdressing Sissy Husband gets pegged & humiliated

xHamster 1 year ago

Most Humiliating Video Ever, Piss Swallowing, Deepthroating, Face Slapping, Enslavement, Body Writing, Verbal Abuze

Most Humiliating Video Ever, Piss Swallowing, Deepthroating, Face Slapping, Enslavement, Body Writing, Verbal Abuze

xHamster 9 months ago

Shemale Beatrice Andrade submits her slave with the cock

Shemale Beatrice Andrade submits her slave with the cock

xHamster 1 year ago

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Pornzona 2 weeks ago

I imprisoned my husband's balls on the beach

I imprisoned my husband's balls on the beach

xHamster 8 months ago

Discipline for the Office Girls

Discipline for the Office Girls

Tranny.one 1 year ago

Teen Shemale Car Blowjob Public Facial Perfect Ass🍑 Shanaxnow

Teen Shemale Car Blowjob Public Facial Perfect Ass🍑 Shanaxnow

PublicRZ 2 months 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

A store employee was fucked in a public toilet. 💦 It's fucking Hot

A store employee was fucked in a public toilet. 💦 It's fucking Hot

xHamster 9 months ago

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1

Rachael Belle Exposed Chastity Sissy Slut Humiliation 1

aShemaleTube 6 months ago

OMG !!! Joi Legend humiliation training

OMG !!! Joi Legend humiliation training

Tranny.one 1 year ago

Slavery Humiliation In The Open

Slavery Humiliation In The Open

ShemaleSex 3 weeks ago

aged Pervert Plays With His obedient serf In The Basement

aged Pervert Plays With His obedient serf In The Basement

GayDudesFucking 5 years ago

Latex Nurse Pegging Her Bondage Sissy Slut. Essex Girl Lisa & Tgirl Lucy

Latex Nurse Pegging Her Bondage Sissy Slut. Essex Girl Lisa & Tgirl Lucy

Pornzona 1 month ago

Sissy bullied into BBC porn

Sissy bullied into BBC porn

Tranny.one 3 years ago

Male to Female Makeover - Mascara, Lashes, and Lipstick

Male to Female Makeover - Mascara, Lashes, and Lipstick

xHamster 1 year ago

you are my sissy whore and will pimp you out !!!

you are my sissy whore and will pimp you out !!!

xHamster 1 year ago

Sissy Style: Pantyhose Crossdressing Tease and Encouragement Trailer Compilation with Lady Fyre

Sissy Style: Pantyhose Crossdressing Tease and Encouragement Trailer Compilation with Lady Fyre

JuicyVid 1 month ago

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