Shemale Humiliation Videos (16,837)

Advanced Sissy Sex Slave

Advanced Sissy Sex Slave

xHamster 1 week ago

Goddess Humiliation Fetish Intense Orgasm

50% HD 1:01 / 33:26

Goddess Humiliation Fetish Intense Orgasm

FapHouse 3 months ago

Caught jerking off by your best friend

66% HD 0:39 / 24:50

Caught jerking off by your best friend

FapHouse 6 years ago

Double Teamed

54% HD 0:39 / 1:07:56

FapHouse 5 months 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

FapHouse 2 weeks ago

Slave Dominated, Facefucked and Asssucked by Sexy Latex CD

HD 0:39 / 25:36

Slave Dominated, Facefucked and Asssucked by Sexy Latex CD

FapHouse 2 years ago

Busty TS babe fucks the intern's ass nice and hard in the office

Busty TS babe fucks the intern's ass nice and hard in the office

Tranny.one 4 years ago

A Good Slut Ready To Fuck

A Good Slut Ready To Fuck

xnxxGold 1 year ago

Babecock Compilation: Bisexual Humiliation/Confusion Edition

Babecock Compilation: Bisexual Humiliation/Confusion Edition

Eporner 1 year ago

Shemale Fabiola cums in the mouth of his slave

Shemale Fabiola cums in the mouth of his slave

xHamster 1 year ago

Nubian TS throatfucking a white guy

Nubian TS throatfucking a white guy

Some.Porn 10 months ago

You Jerk off Your Dick for the Cocks of Muscular Transsexuals Ita

52% HD 0:39 / 6:25

You Jerk off Your Dick for the Cocks of Muscular Transsexuals Ita

FapHouse 1 month ago

At Her Mercy: Hot Trans Domme Trains You

63% HD 0:39 / 52:40

At Her Mercy: Hot Trans Domme Trains You

FapHouse 8 months ago

Filthy Gangbang at the farm

49% HD 0:10 / 26:06

Filthy Gangbang at the farm

LoyalFans 1 year ago

Full Video - After School Anal Workout for Jasmine

Full Video - After School Anal Workout for Jasmine

FapHouse 1 day ago

Hot Trans Girl Tutor Trains You

55% HD 0:39 / 41:53

Hot Trans Girl Tutor Trains You

FapHouse 7 months ago

Tied up and left in the mud! Wet and messy tranny girl pees in her pants!

Tied up and left in the mud! Wet and messy tranny girl pees in her pants!

xHamster 5 days ago

Bi and Anal Humiliation... It's Never Been so Intense!

65% HD 0:39 / 25:12

Bi and Anal Humiliation... It's Never Been so Intense!

FapHouse 1 year ago

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

xHamster 1 year ago

I Humiliated My Sex Slave

66% 1:01 / 7:58

I Humiliated My Sex Slave

FapHouse 1 month ago

SLUTERELLA *HD 1080*

HD 0:10 / 18:28

SLUTERELLA *HD 1080*

LoyalFans 3 years ago

Minnie's Tight Ass Gets Worked Out by Thick Dildo

Minnie's Tight Ass Gets Worked Out by Thick Dildo

FapHouse 2 days ago

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

aShemaleTube 1 week ago

trio.

Tranny.one 4 years ago

Shemale Domination - 01 - Drika Lima & Rick Bitch

Shemale Domination - 01 - Drika Lima & Rick Bitch

FapHouse 1 week ago

Sgtmiles - Lianna Lawson - ROUGH Part3

Sgtmiles - Lianna Lawson - ROUGH Part3

XVideosRed 2 years ago

Compilation: Facial Humiliation by Shemales for Cumwhores Boys 3

Compilation: Facial Humiliation by Shemales for Cumwhores Boys 3

Tranny.one 4 years ago

milf trans submissa apanhando nas bolas e bebendo mijo

milf trans submissa apanhando nas bolas e bebendo mijo

PissVids 10 months ago

Shemale queen enjoys the deep throat blowjob by the submissive guy

Shemale queen enjoys the deep throat blowjob by the submissive guy

Tranny.one 4 years ago

helpless is my favorite feeling porn video

helpless is my favorite feeling porn video

MyGrowl 4 months ago

She cant stop humiliating that dude

She cant stop humiliating that dude

aShemaleTube 3 years ago

OMG !!! Joi Legend humiliation training 🔥

OMG !!! Joi Legend humiliation training 🔥

aShemaleTube 1 year ago

Anal Room Service with Mistress Lilith

Anal Room Service with Mistress Lilith

xHamster 2 years ago

free use submissive maid tgirl anal face fuck service slut

free use submissive maid tgirl anal face fuck service slut

AnalVids 9 months ago

Cum drinking instructions hung shemale eats her own cum to show u how it's done, humiliation JOI

Cum drinking instructions hung shemale eats her own cum to show u how it's done, humiliation JOI

Amateur8 3 months ago

Hot Trans Girl Tutor Trains You

55% HD 1:01 / 41:53

Hot Trans Girl Tutor Trains You

FapHouse 7 months ago

Hardcore doggy BBC anal fuck for a hot tranny babe

Hardcore doggy BBC anal fuck for a hot tranny babe

XGroovy 3 months ago

SHEMALES TAKE YOUR ANAL VIRGINITY

55% HD 0:10 / 11:33

SHEMALES TAKE YOUR ANAL VIRGINITY

LoyalFans 1 month ago

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Tranny.one 4 years ago

anime expo turns into anime orgy w/ 4 stunning asian baddies

65% HD 0:30 / 30:47

anime expo turns into anime orgy w/ 4 stunning asian baddies

PornBox 2 years ago

Today is Chastity Day! This won&#039;t be fun for you! But for me! JOI CEI

Today is Chastity Day! This won&#039;t be fun for you! But for me! JOI CEI

xHamster 1 year ago

Ultimate Climax & Money Shot Extravaganza

Ultimate Climax & Money Shot Extravaganza

XXXShake 1 year ago

Shemale Fabiola cums in the mouth of his slave

Shemale Fabiola cums in the mouth of his slave

xHamster 1 year ago

Love Triangle Lesbian Gangbang

Love Triangle Lesbian Gangbang

Tranny.one 4 years 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

comemos a puta em todos os cantos da cozinha, dois pau de travesti na safada

comemos a puta em todos os cantos da cozinha, dois pau de travesti na safada

AnalVids 2 years ago

vagabunda levou duas pirocas de trans na buceta

vagabunda levou duas pirocas de trans na buceta

AnalVids 2 years ago

submissive tgirl hottie is painfully humiliated and learns how to be a pretty lil sex slave

submissive tgirl hottie is painfully humiliated and learns how to be a pretty lil sex slave

Tranny.one 2 years ago

horny skinny mistress JOI and CEI make u my sissy fuck hole

horny skinny mistress JOI and CEI make u my sissy fuck hole

xHamster 1 year ago

MILF doctor does a great prostate massage and pussy treatment for a cute tranny in her office

MILF doctor does a great prostate massage and pussy treatment for a cute tranny in her office

AnySex 2 years ago

Dominatrix Evgenia, Domina Sandra - dehumanization in the motel two

Dominatrix Evgenia, Domina Sandra - dehumanization in the motel two

TrannyGem 6 months ago

Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI

Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI

xHamster 3 months ago

Skinny Slut Moans as My Massive Dick Slams Her Hard

Skinny Slut Moans as My Massive Dick Slams Her Hard

Jizzberry 1 year ago

Sasha helps Mistress with Sissification

Sasha helps Mistress with Sissification

aShemaleTube 8 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

Mistress Murmur Humiliates TS Sasha de Sade with Public Assfuck

Mistress Murmur Humiliates TS Sasha de Sade with Public Assfuck

aShemaleTube 4 years ago

Natalie Mars Piglet Fuckdoll Transformation PART 1 - Lesbo SADOMASOCHISM Humiliation Servitude & LARGE Toys

Natalie Mars Piglet Fuckdoll Transformation PART 1 - Lesbo SADOMASOCHISM Humiliation Servitude & LARGE Toys

ShemaleSin 1 year ago

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

TrannyGem 4 years ago

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

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

SortPorn 3 years ago

new trans katia. cold water. humilation orders by sasha beart !!!

new trans katia. cold water. humilation orders by sasha beart !!!

PornBox 2 years ago

Nightmare Nurse: Ella Hollywood Fucks Nurse Cherie Deville

57% HD 0:39 / 43:44

Nightmare Nurse: Ella Hollywood Fucks Nurse Cherie Deville

FapHouse 3 weeks ago

I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI

I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI

xHamster 7 months ago

Sissythai outdoor piss Compilation

Sissythai outdoor piss Compilation

xHamster 2 years ago

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

aShemaleTube 2 months ago

Sasha de Sade is a Latex Sissy Maid for Goddess Tangent

Sasha de Sade is a Latex Sissy Maid for Goddess Tangent

aShemaleTube 7 years ago

Wife cucks spouse with a Large Ebony Schlong creampie and eats it

Wife cucks spouse with a Large Ebony Schlong creampie and eats it

Ebony8 6 months ago

Rachael Belle Exposed Chastity Sissy Slut Humiliation 6

Rachael Belle Exposed Chastity Sissy Slut Humiliation 6

aShemaleTube 6 months ago

At Her Mercy: Hot Trans Domme Trains You

At Her Mercy: Hot Trans Domme Trains You

xHamster 8 months ago

Bury Your Face Into My Goddess Hole

Bury Your Face Into My Goddess Hole

Tranny.one 4 years ago

Persuaded into a Transsexual Relationship - Part two

Persuaded into a Transsexual Relationship - Part two

Tranny.one 3 years ago

You lose! Dominated by the gamer girl

55% HD 1:01 / 30:32

You lose! Dominated by the gamer girl

FapHouse 3 years ago

Sissy Fantasy

Tranny.one 3 years ago

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Tranny.one 4 years ago

TS Natalie Mars BDSM Humiliation Bondage & Big Toys

TS Natalie Mars BDSM Humiliation Bondage & Big Toys

BeMyHole 2 years ago

Hung Shemale Devours Tight Tranny Tease and Hammers Gay Dude's Ass Craving Cock

Hung Shemale Devours Tight Tranny Tease and Hammers Gay Dude's Ass Craving Cock

Jizzberry 1 year ago

Missionary with Redhead Trans BBC Stuffing

Missionary with Redhead Trans BBC Stuffing

aShemaleTube 3 months ago

RIM4K. Hungarian girl enjoys threesome with husband and employee

RIM4K. Hungarian girl enjoys threesome with husband and employee

Some.Porn 1 year ago

sgtmiles - lianna lawson - rough part3

sgtmiles - lianna lawson - rough part3

AnalVids 2 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 4 years ago

Girl From My School Has A Cock

Girl From My School Has A Cock

TrannyGem 1 year ago

Luna cums in her slave's mouth

Luna cums in her slave's mouth

xHamster 1 year ago

Threesome With Shemale AnnaPaola And Luna Stern, Humiliating The Slave Max

Threesome With Shemale AnnaPaola And Luna Stern, Humiliating The Slave Max

BeMyHole 1 year ago

Two trannies humiliate a gay dude and cum on his asshole

Two trannies humiliate a gay dude and cum on his asshole

Tranny.one 2 years ago

Inexperienced thrall has to lick the crapper clean and pee himself! Transsexual Femdom

Inexperienced thrall has to lick the crapper clean and pee himself! Transsexual Femdom

Lesbian8 1 week ago

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

PornoXO 2 months ago

cherry and i dominate our disobedient puppies nyxi and livi

41% HD 0:30 / 33:02

cherry and i dominate our disobedient puppies nyxi and livi

AnalVids 1 year ago

Asian shemale fucks submissive rich tourist

Asian shemale fucks submissive rich tourist

AnySex 7 months ago

trans diaper girl chelsea poe tickled and teased

67% HD 0:30 / 37:12

trans diaper girl chelsea poe tickled and teased

PornBox 3 years ago

Small Penis Humiliation (Goddess Cock Worship) 🍆 🤏🏼

61% HD 0:10 / 11:54

Small Penis Humiliation (Goddess Cock Worship) 🍆 🤏🏼

LoyalFans 11 months ago

Mean Angry Boss Makes U Suck Her Ramrod - Jessica Bloom Femdom Humiliation POV

Mean Angry Boss Makes U Suck Her Ramrod - Jessica Bloom Femdom Humiliation POV

BigTitsLust 1 month ago

Unexpected Encounter. a Verbal Humiliation Request.

Unexpected Encounter. a Verbal Humiliation Request.

xHamster 4 months ago

fodendo o cuzinho macio de uma cdzinha

60% HD 0:30 / 42:08

fodendo o cuzinho macio de uma cdzinha

AnalVids 7 years ago

fucking and cumming inside my stepdaughter

fucking and cumming inside my stepdaughter

PornBox 3 years ago

uma fodinha rapida com uma das minhas putinhas passiva

uma fodinha rapida com uma das minhas putinhas passiva

AnalVids 2 years ago

Emma Rose Dominates Lauren Phillips in Femdom BDSM Lesson

Emma Rose Dominates Lauren Phillips in Femdom BDSM Lesson

AnySex 5 months ago

Sniff My Stinky Farts, Babe!

63% HD 0:10 / 4:31

Sniff My Stinky Farts, Babe!

LoyalFans 7 months ago

Chinese Shemale feeding guy with her cock

Chinese Shemale feeding guy with her cock

Tranny.one 3 years ago

Teasing my sissy while she is caged. Part 1

Teasing my sissy while she is caged. Part 1

Tranny.one 2 years ago

LADY SCARLET - SLAPPED BY ANDREIA & ME - SCHIAFFEGGIATI DA ME E ANDREIA

LADY SCARLET - SLAPPED BY ANDREIA & ME - SCHIAFFEGGIATI DA ME E ANDREIA

LoyalFans 1 year ago

Two pretty Chinese trannies humiliate and sodomize a masked slave

Two pretty Chinese trannies humiliate and sodomize a masked slave

Tranny.one 8 years ago

Dr. Luna takes care of her slave with a hard cock

Dr. Luna takes care of her slave with a hard cock

xHamster 1 year ago

Humiliation of a Sissy Slave

Humiliation of a Sissy Slave

Tranny.one 3 years ago

My Friend Ts Girl Dani Marks Humiliates My Husband And Has

My Friend Ts Girl Dani Marks Humiliates My Husband And Has

Nuvid 6 months ago

Lana and Riley Team Up

Lana and Riley Team Up

Some.Porn 1 year ago

Transformation from a normal guy into a horny made-up sissy sex whore that can be used hard and dirty for hours.

Transformation from a normal guy into a horny made-up sissy sex whore that can be used hard and dirty for hours.

xHamster 3 years ago

Hot blonde making a guy suck dick

Hot blonde making a guy suck dick

SexTubeSpot 4 years ago

ENHANCED AUDIO Transgirl Dominates and Humiliates u METRONOME JOI CEI FOR FAGGOTS

ENHANCED AUDIO Transgirl Dominates and Humiliates u METRONOME JOI CEI FOR FAGGOTS

ShemaleSin 4 years ago

Ts Rianna James – Smoking Fetish Small Penis Humiliation,

Ts Rianna James – Smoking Fetish Small Penis Humiliation,

IcePorn 2 years ago

Microbikini Sissy Wearing a Girl's Chastity Belt Takes 1.2L Up Her Ass

Microbikini Sissy Wearing a Girl's Chastity Belt Takes 1.2L Up Her Ass

xHamster 2 weeks ago

BRAZILIAN TRANS SLAVE DEEPTHROAT BLOWJOB

Premium HD 10:45

BRAZILIAN TRANS SLAVE DEEPTHROAT BLOWJOB

XVideosRed 2 weeks ago

New Girl in the Sissy Harem

New Girl in the Sissy Harem

xHamster 2 months ago

Busty ebony shemale humiliates a dude's ass in the kitchen

Busty ebony shemale humiliates a dude's ass in the kitchen

aShemaleTube 2 years ago

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

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

Lesbian8 5 months ago

GHETTO GAGGERS - Ebony doxy mouth screwed to her limitation

GHETTO GAGGERS - Ebony doxy mouth screwed to her limitation

Ebony8 4 years ago

Puto obediente levou pica de duas travestis no cu

Premium HD 10:31

Puto obediente levou pica de duas travestis no cu

XVideosRed 2 years ago

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

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

SortPorn 5 months ago

Real Life Hentai - Jia Lissa - Hot redhead humiliate &amp_ use her step sis

Real Life Hentai - Jia Lissa - Hot redhead humiliate &amp_ use her step sis

XVideosRed 3 years ago

gozei e mijei no cu desse viado submisso

63% HD 0:30 / 32:05

gozei e mijei no cu desse viado submisso

AnalVids 13 years ago

A Sissy Slut Dildo Shopping & Dancing at the Adult Toy Store

A Sissy Slut Dildo Shopping & Dancing at the Adult Toy Store

xHamster 2 years ago

The League of Extraordinary Transsexuals: The Final Punishment

The League of Extraordinary Transsexuals: The Final Punishment

AbTranny 9 years ago

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