Humiliation Videos - Trans (71,978)

Sissy Hubby Penetrated

Sissy Hubby Penetrated

GayCK 5 years ago

Sissy Crossdresser's Public Walk of Disgrace

Sissy Crossdresser's Public Walk of Disgrace

GayCK 1 week ago

thieving babysitter punished with extreme sex

61% HD 0:30 / 22:03

thieving babysitter punished with extreme sex

PornBox 3 years ago

JOI Jerk off Instruction and Sissification for Newbie Slut

JOI Jerk off Instruction and Sissification for Newbie Slut

xHamster 6 months ago

Blindfolded slave anal fucks shemale dom

Blindfolded slave anal fucks shemale dom

SukaPorn 1 month 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

Shemale dominates sissy boy whipping humiliation cim spank

Shemale dominates sissy boy whipping humiliation cim spank

TrannyGem 6 years ago

JOI Jerk off Instruction and Sissification for Newbie Slut

JOI Jerk off Instruction and Sissification for Newbie Slut

xHamster 5 months ago

Spanking a Twink Femboy Ass While I Humiliate Her

Spanking a Twink Femboy Ass While I Humiliate Her

xHamster 9 months ago

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked

BeMyHole 4 years ago

fucking my crossdreser wife in the kitchen

fucking my crossdreser wife in the kitchen

xHamster 6 months ago

Slut Femboy Hardcore Sex Humiliation

64% HD 1:01 / 31:05

Slut Femboy Hardcore Sex Humiliation

FapHouse 1 year 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

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

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

TrannyGem 3 years ago

Sensational Shemale Showdown on the Couch: Spanking & Creampie

Sensational Shemale Showdown on the Couch: Spanking & Creampie

PornTopedia 2 months ago

TS mistress teaches the sexy TS babe her blowjob skills as she headfucks the nasty lad like a pro

TS mistress teaches the sexy TS babe her blowjob skills as she headfucks the nasty lad like a pro

Tranny.one 4 years ago

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

xHamster 6 months ago

Boytoy gets his ass slammed hard by the TS chicks in the hot transsexual threesome fuck

Boytoy gets his ass slammed hard by the TS chicks in the hot transsexual threesome fuck

BeMyHole 5 years ago

Dominant heshe stepping and anal fucking submissive male

Dominant heshe stepping and anal fucking submissive male

Sheshaft 1 year ago

Dominant big cock TGirl Lucy bareback fucking her chastity sub

Dominant big cock TGirl Lucy bareback fucking her chastity sub

xHamster 9 months ago

Tranny humiliated intensely by two friends in the living room

Tranny humiliated intensely by two friends in the living room

TrannyGem 2 years ago

POV interracial anal fuck with chubby redhead tranny babe in white socks

POV interracial anal fuck with chubby redhead tranny babe in white socks

XGroovy 2 months ago

Shemale tranny amateur gets toy humiliation

Shemale tranny amateur gets toy humiliation

Nuvid 3 years ago

milf trans submissa apanhando nas bolas e bebendo mijo

milf trans submissa apanhando nas bolas e bebendo mijo

PissVids 9 months ago

Missionary with Redhead Trans BBC Stuffing

Missionary with Redhead Trans BBC Stuffing

aShemaleTube 2 months ago

Two Horny🥵 BBC Members Punish And Fuck Cute TS Marcela Dimov (Interracial — BBC — DAP — Humiliation — Gapes )

Two Horny🥵 BBC Members Punish And Fuck Cute TS Marcela Dimov (Interracial — BBC — DAP — Humiliation — Gapes )

An4lPorn 1 year ago

Cock whore face writing - toilet and flashing at a mall

Cock whore face writing - toilet and flashing at a mall

xHamster 11 months ago

Slutty shemale humiliated and cummed by bbc

Slutty shemale humiliated and cummed by bbc

TrannyGem 3 years ago

Tv andylynn payne takes several penises in her tight gaping butthole

Tv andylynn payne takes several penises in her tight gaping butthole

Tranny.one 3 years ago

Facefucked faggot giving straight alpha more sloppy head

Facefucked faggot giving straight alpha more sloppy head

xHamster 3 years ago

Sauna sissy slut taking humiliation and hard using like a good sex slave for BDSM

Sauna sissy slut taking humiliation and hard using like a good sex slave for BDSM

aShemaleTube 2 months ago

2 BBC Fuck And Humiliate TS

2 BBC Fuck And Humiliate TS

BeMyHole 11 months ago

sissyjoyce - mistress laura plays with me

sissyjoyce - mistress laura plays with me

TransDoe 1 year ago

Slutty TS Sasha de Sade humiliating herself on Webcam

Slutty TS Sasha de Sade humiliating herself on Webcam

AbTranny 5 years ago

How I Began Bleckmail the Sissy Whore Alina After I Filmed Humiliating Video with Her Deepthroat BDSM Session

53% HD 0:39 / 11:39

How I Began Bleckmail the Sissy Whore Alina After I Filmed Humiliating Video with Her Deepthroat BDSM Session

FapHouse 1 year ago

Humiliation Transvestite Beauty Boys 5 Aikawa Nanami

Humiliation Transvestite Beauty Boys 5 Aikawa Nanami

Eporner 1 year 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 1 month ago

1000 – amazing blond shemale fucked by 2 curious straight boys

1000 – amazing blond shemale fucked by 2 curious straight boys

xHamster 4 years ago

Cum eating cock tease warm up

Cum eating cock tease warm up

xHamster 1 year ago

Crossdresser sissy slut whore doing vc

Crossdresser sissy slut whore doing vc

xHamster 1 year ago

Submissive shemale pleases tough kink

Submissive shemale pleases tough kink

Wankoz 2 years ago

Sissy Fantasy

Tranny.one 3 years ago

Shemale Mistress Jade and her slave to fuck

Shemale Mistress Jade and her slave to fuck

xHamster 1 year ago

Pegging ass humiliation with Tsgirl and Maisa Pravo

66% 0:53 / 9:19

Pegging ass humiliation with Tsgirl and Maisa Pravo

Clips4sale 3 months ago

Wedgie Loving Step-Mom SD

65% HD 0:26 / 20:27

Wedgie Loving Step-Mom SD

Clips4sale 7 months ago

Sissy lessons and balls deep anal training - Miss Honour May - MP4 HD

HD 0:21 / 11:39

Sissy lessons and balls deep anal training - Miss Honour May - MP4 HD

Clips4sale 6 months ago

Poor guy gets humiliated and dominated by the beastly TS babe

Poor guy gets humiliated and dominated by the beastly TS babe

Tranny.one 4 years ago

Pathetic Maid Apology Riding Crop Self Punishment

Pathetic Maid Apology Riding Crop Self Punishment

xHamster 1 day ago

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

XVideos 1 year ago

Moon Prism Power, Make up. Part 1

66% HD 0:39 / 12:35

Moon Prism Power, Make up. Part 1

FapHouse 11 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

Submissive Shemale Squirrels & Gets Roughly Touched

Submissive Shemale Squirrels & Gets Roughly Touched

PublicPubic 10 months ago

Experience the ultimate humiliation as I tease your cock with my tight butthole

Experience the ultimate humiliation as I tease your cock with my tight butthole

Pornwhite 1 week ago

Two trannies humiliate a gay guy

Two trannies humiliate a gay guy

aShemaleTube 3 years ago

Subjugated Biotch Gets Dommed Rock Hard And Drinks Jizz

Subjugated Biotch Gets Dommed Rock Hard And Drinks Jizz

TrannyGem 2 weeks ago

PUNISHMENT

aShemaleTube 1 month ago

Shemale fucks guy feet and humiliation

Shemale fucks guy feet and humiliation

aShemaleTube 1 month ago

Subs

GayVids 2 years ago

Horny Femboy Big Ass Takes BBC Cum Eating

55% HD 0:39 / 38:33

Horny Femboy Big Ass Takes BBC Cum Eating

FapHouse 1 year ago

Compilation: Facial Humiliation by Shemales for Cumwhores Boys 3

Compilation: Facial Humiliation by Shemales for Cumwhores Boys 3

Tranny.one 4 years 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

OMG !!! Joi Legend humiliation training 🔥

OMG !!! Joi Legend humiliation training 🔥

aShemaleTube 1 year ago

Shemale domination of Jeff ch

Shemale domination of Jeff ch

Tranny.one 3 years ago

Shemale Fabiola cums in the mouth of his slave

Shemale Fabiola cums in the mouth of his slave

xHamster 1 year ago

Bury Your Face Into My Goddess Hole

Bury Your Face Into My Goddess Hole

Tranny.one 4 years ago

I Humiliated My Sex Slave

64% 0:39 / 7:58

I Humiliated My Sex Slave

FapHouse 4 weeks ago

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Pietra Mancini and friend break and use up the slave, fistin and fuckin

aShemaleTube 1 month ago

I Love Anal

xHamster 4 months ago

Daddy domination over his sissy sex slave and to taught her that my place is under his balls

Daddy domination over his sissy sex slave and to taught her that my place is under his balls

xHamster 1 year ago

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

65% HD 1:01 / 35:33

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

FapHouse 1 week ago

Mistress makes sissy suck dicks

Mistress makes sissy suck dicks

Tranny.one 3 years ago

Busty shemale in fishnets fucks her bf and humiliates his face

Busty shemale in fishnets fucks her bf and humiliates his face

aShemaleTube 1 year ago

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Short

BeMyHole 2 years ago

Rock-Hard domination & submission . the stud penetrated a sweet youngster and ended

Rock-Hard domination & submission . the stud penetrated a sweet youngster and ended

MenGem 2 years ago

Two friends humiliate and punish a sissy

Two friends humiliate and punish a sissy

aShemaleTube 2 years ago

Husband gets sissified and his ass pegged

Husband gets sissified and his ass pegged

xHamster 1 year ago

Humiliation of a Sissy Slave

Humiliation of a Sissy Slave

Tranny.one 3 years ago

TS Sasha De Sade is a SADOMASOCHISM Breeding Wench

TS Sasha De Sade is a SADOMASOCHISM Breeding Wench

ShemaleSin 4 years ago

Mistress and trainee use an old slave

Mistress and trainee use an old slave

Fetishpapa 1 week ago

Shemale getting humiliated by strapon

Shemale getting humiliated by strapon

Tranny.one 4 years ago

I sit up with my friend in a forest

I sit up with my friend in a forest

xHamster 11 months ago

Humiliating Cock Sucking Training for Sissy

Humiliating Cock Sucking Training for Sissy

Tranny.one 4 years ago

CD eats my little dick

CD eats my little dick

xHamster 5 months ago

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

TransTube.tv 1 year ago

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

66% HD 1:01 / 23:04

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

FapHouse 8 months ago

shemale Abasement Sissy

shemale Abasement Sissy

Transvids.tv 2 months ago

old Freak Plays With His obedient slave In The Dungeon

old Freak Plays With His obedient slave In The Dungeon

GayJack 7 months ago

Humiliating a tranny to facial in front of friend

Humiliating a tranny to facial in front of friend

TrannyGem 2 years ago

Boytoy gets his ass slammed hard by the TS chicks in the hot transsexual threesome fuck

Boytoy gets his ass slammed hard by the TS chicks in the hot transsexual threesome fuck

Tranny.one 4 years ago

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass

xHamster 3 weeks ago

Useless sissy cock tied to pussy! Piss and cum like a girl!

Useless sissy cock tied to pussy! Piss and cum like a girl!

xHamster 5 months ago

”TBabe Kasey Kei torments & humiliates her Latino ex before fucking him”

”TBabe Kasey Kei torments & humiliates her Latino ex before fucking him”

Zatube 1 week ago

She cant stop humiliating that dude

She cant stop humiliating that dude

aShemaleTube 3 years ago

Sph Mistress & Master Latin Big Cocks

Sph Mistress & Master Latin Big Cocks

xHamster 11 months ago

Ladyboy Emmie Pissed On And Booty Banged

Ladyboy Emmie Pissed On And Booty Banged

Analdin 1 year ago

Candy Roughs Up Her 18yo Friend Sharol With Two Guys

Candy Roughs Up Her 18yo Friend Sharol With Two Guys

W4NKR 4 months 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

Femdom Demands Cuckold's Cum on Her Tits - Eat It Up!

Femdom Demands Cuckold's Cum on Her Tits - Eat It Up!

Jizzberry 4 years ago

Shemale mistress humiliates a dude's ass with toys before fucking him

Shemale mistress humiliates a dude's ass with toys before fucking him

aShemaleTube 1 year ago

Sissification and Rope Bondage for Nosey Stepbrother

52% HD 1:01 / 27:02

Sissification and Rope Bondage for Nosey Stepbrother

FapHouse 1 year ago

fansly - jennifer lunden and thedongkinger mature sissy in chastity humiliated and trained by bbc

fansly - jennifer lunden and thedongkinger mature sissy in chastity humiliated and trained by bbc

TransDoe 1 year ago

Sissy bullied into BBC porn

Sissy bullied into BBC porn

aShemaleTube 3 years ago

Sissy Cuckold Humiliated and Degraded: Anal Pounding, Creampie, Facial, Cum Slut

Sissy Cuckold Humiliated and Degraded: Anal Pounding, Creampie, Facial, Cum Slut

XXXShemalePorn 5 years ago

Tgirl slave anal punishment

Tgirl slave anal punishment

Fetishpapa 8 years ago

Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune

Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune

xHamster 11 months ago

Two trannies humiliate a gay dude and cum on his asshole

Two trannies humiliate a gay dude and cum on his asshole

aShemaleTube 3 years ago

Goth Trans Nymph Gets Cropped and Humiliated

Goth Trans Nymph Gets Cropped and Humiliated

TransTube.tv 1 year ago

Ebony large rod trans gal bang resigned stud

Ebony large rod trans gal bang resigned stud

BigTitsLust 1 year ago

Cute crossdresser's anal expansion and domination

Cute crossdresser's anal expansion and domination

Eporner 1 year ago

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

xHamster 10 months ago

Busty domina tranny humiliates her date

Busty domina tranny humiliates her date

aShemaleTube 10 months ago

Slut Femboy Hardcore Sex Humiliation

58% HD 0:39 / 31:05

Slut Femboy Hardcore Sex Humiliation

FapHouse 1 year ago

Edged & Denied - Femdom Chastity Tease & Denial

59% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 1 year 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

Tranny.one 4 years ago

Dominant TS Shiri Allwood humiliates and fucks Dale Savage

Dominant TS Shiri Allwood humiliates and fucks Dale Savage

Sheshaft 7 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

Deep throat and rimming a willing shemale slave

Deep throat and rimming a willing shemale slave

BondageLuv 5 months ago

Frisky night into the parking lot

Frisky night into the parking lot

xHamster 1 year ago

Dirty priest tied up and humiliated her slave

Dirty priest tied up and humiliated her slave

Tranny.one 2 years ago

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