Sissy Humiliation (73,256)

The best and newest sissy humiliation videos

Princess Becky LeSabre is being mean to me &ndash_ and I love it! Jerk Off Instructions

Premium HD 8:23

Princess Becky LeSabre is being mean to me &ndash_ and I love it! Jerk Off Instructions

XVideosRed 3 years ago

Feminized and Pegged - Ruby Onyx

Feminized and Pegged - Ruby Onyx

xHamster 2 weeks ago

Amethyst Banks Cuckold Satisfaction BBC Hardcore

Amethyst Banks Cuckold Satisfaction BBC Hardcore

xHamster 4 months ago

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

xHamster 1 year ago

Bi Humiliation & Cum Clean up with a Female Audience

47% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 11 months ago

Be A Good Slut

LoyalFans 2 years ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

xHamster 4 years ago

This Is the Day You Become a Cuckold

This Is the Day You Become a Cuckold

xHamster 1 month ago

I'm Horny Cuck! Eat My Pussy, Lick My Ass!!

63% HD 1:01 / 12:37

I'm Horny Cuck! Eat My Pussy, Lick My Ass!!

FapHouse 2 weeks ago

Suck Cock For Me

HD 0:10 / 18:42

Suck Cock For Me

LoyalFans 1 month ago

Callie Cobra's Cuckold Never Has What It Takes to Go the Distance

Callie Cobra's Cuckold Never Has What It Takes to Go the Distance

xHamster 2 months ago

Boss Punishes Employee with Hardcore Office Screw-Up Session

Boss Punishes Employee with Hardcore Office Screw-Up Session

XXXShake 1 year ago

Cuckolds secret Blonde MILF and her 2 BBC friends

Cuckolds secret Blonde MILF and her 2 BBC friends

xHamster 2 years ago

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

HD 1:01 / 20:29

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

FapHouse 1 year ago

POV JOI vol 3

xHamster 2 years ago

Prostate Play with Rubber Gloves

Prostate Play with Rubber Gloves

xHamster 10 months ago

Jada Doll Received a Meaty Black Dick and Then She Spit All the Cum in Her Cuckold's Mouth

Jada Doll Received a Meaty Black Dick and Then She Spit All the Cum in Her Cuckold's Mouth

xHamster 1 month ago

Tia Cyrus Has a Cuckold That Just Wants to Watch

Tia Cyrus Has a Cuckold That Just Wants to Watch

xHamster 2 months ago

two Pathetic Sissies Get to Suck and Screw Each Other

two Pathetic Sissies Get to Suck and Screw Each Other

PornFreeNow 2 months ago

Cuckold Fantasies Volume 3

Cuckold Fantasies Volume 3

xHamster 4 years ago

MILF made her husband shave her pussy, drink piss and watch her lover suff her with a creampie

MILF made her husband shave her pussy, drink piss and watch her lover suff her with a creampie

XGroovy 2 years ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

xHamster 3 weeks ago

Pay to be DEGRADED: King Louie Smalls

61% HD 0:10 / 5:04

Pay to be DEGRADED: King Louie Smalls

LoyalFans 3 years ago

Rosie and Robin Oral Fun Pt1

56% HD 0:39 / 10:02

Rosie and Robin Oral Fun Pt1

FapHouse 6 months ago

Sissy Valentine's Day

HD 0:10 / 10:16

Sissy Valentine's Day

LoyalFans 1 week ago

Two Sissies Love to Suck Mistress's Strap-on and Love to Be Used!

Two Sissies Love to Suck Mistress's Strap-on and Love to Be Used!

xHamster 1 year ago

Cuckolds secret Vintage interracial gangbang

Cuckolds secret Vintage interracial gangbang

xHamster 2 years ago

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

xHamster 2 months ago

Her femboy stands and flows like a whore

Her femboy stands and flows like a whore

xHamster 2 years ago

Caught with a Camera

Caught with a Camera

xHamster 1 year ago

Mistress wraps her slave in clingwrap

Mistress wraps her slave in clingwrap

xHamster 3 years ago

Sissy Blowjob

xHamster 4 months ago

WOW! Multiple male orgasm! Cum twice in a row!

WOW! Multiple male orgasm! Cum twice in a row!

xHamster 2 years ago

You are not a man! – Destroying the Cuckold Part 2

46% HD 0:10 / 26:27

You are not a man! – Destroying the Cuckold Part 2

LoyalFans 4 months ago

Cuckold Fantasies Volume 26

Cuckold Fantasies Volume 26

xHamster 4 years ago

Worship My Pussy and Ass

Worship My Pussy and Ass

xHamster 4 years ago

”Sissy Hubby Let Her Housewife Gets Ravaged By A monster cock”

”Sissy Hubby Let Her Housewife Gets Ravaged By A monster cock”

Faptor 1 year ago

Impotent lingerie wearer must fuck his mistress with a prosthetic cock!

Impotent lingerie wearer must fuck his mistress with a prosthetic cock!

xHamster 8 months ago

Goddess Sabrina - 2 of 6

66% HD 1:01 / 10:17

Goddess Sabrina - 2 of 6

FapHouse 10 months ago

Mistress Olivia trains you little slut to be a sissy whore! German mistress with huge titsDirtytalk

Mistress Olivia trains you little slut to be a sissy whore! German mistress with huge titsDirtytalk

xHamster 4 weeks ago

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Dafreeporn 1 year ago

Sissy Slut Anal Training

56% HD 0:10 / 22:06

Sissy Slut Anal Training

LoyalFans 3 months ago

Oktoberfest 2025 Serie – Teil I
Sissy-Dirndl-Demütigung [4K]

63% 4K 0:10 / 15:30

Oktoberfest 2025 Serie – Teil I Sissy-Dirndl-Demütigung [4K]

LoyalFans 3 weeks ago

Head in the Toilet...

Head in the Toilet...

xHamster 1 week ago

My husband's cock is desperate in his chastity cage

My husband's cock is desperate in his chastity cage

xHamster 1 year ago

The Sissy Princess

The Sissy Princess

FreePorn8 2 months ago

Laura Eases His Ache with Deep Sits on His Hard Cock, Making Him Moan Better

Laura Eases His Ache with Deep Sits on His Hard Cock, Making Him Moan Better

Jizzberry 1 year ago

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

xHamster 3 years ago

Mistress Pegs Your Ass With BBC Strapn

Mistress Pegs Your Ass With BBC Strapn

Pornwhite 5 years ago

Red Lips Tease and Pussyplay

59% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 2 years ago

Cuckold Fantasies Volume 6

Cuckold Fantasies Volume 6

xHamster 4 years ago

Its obvious to everyone you are a femboy

Its obvious to everyone you are a femboy

xHamster 3 years ago

Sissy Humiliation CEI

Sissy Humiliation CEI

Eporner 1 month ago

The Irish Bull

xHamster 4 months ago

indian stepsister sucking stepbrother cock

indian stepsister sucking stepbrother cock

xHamster 6 months ago

Bella Brookz Private Show

63% HD 2:00 / 22:41

Bella Brookz Private Show

Flirt4Free 1 year ago

Black Bull Drills Cuckolds White Wife's Ass

63% HD 0:39 / 30:12

Black Bull Drills Cuckolds White Wife's Ass

FapHouse 2 years ago

Bitch Goddess bangs him in the butt and makes him cum in his throat!

Bitch Goddess bangs him in the butt and makes him cum in his throat!

Amateur8 5 years ago

Ex Boyfriend to Sissy Girlfriend COMPLETE SERIES | Sissy Feminisation Transformation | Sophia Truee

50% HD 0:10 / 27:16

Ex Boyfriend to Sissy Girlfriend COMPLETE SERIES | Sissy Feminisation Transformation | Sophia Truee

LoyalFans 3 months ago

Femdom spit & dirty talk for sissy slut humiliation pov lucywants camgirl

Femdom spit & dirty talk for sissy slut humiliation pov lucywants camgirl

Analdin 7 years ago

Alpha 2 beta

xHamster 2 weeks ago

Sissy Ballet Feminization ( 2)

Sissy Ballet Feminization ( 2)

InPorn 4 years ago

Huge Female and Male Orgasm with Pegging pleasure !

Huge Female and Male Orgasm with Pegging pleasure !

xHamster 1 year ago

POV Fucking Your Sissy Hole and Armpit Worship

48% HD 1:01 / 11:01

POV Fucking Your Sissy Hole and Armpit Worship

FapHouse 11 months ago

Bullied Beta

55% HD 0:10 / 6:43

LoyalFans 1 year ago

Step-son sent to diapered sissy program

61% HD 0:10 / 21:09

Step-son sent to diapered sissy program

LoyalFans 1 year ago

My Cuckold husband loves humiliation and spitting on him

My Cuckold husband loves humiliation and spitting on him

xHamster 5 months ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

xHamster 7 months ago

Genny Rock Private Show

Genny Rock Private Show

Flirt4Free 6 days ago

Femdom Makes him to cum in own throat

Femdom Makes him to cum in own throat

BigTitsLust 3 years ago

Chastity, Locked! (absolute Power 2)

65% HD 0:39 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 9 months ago

Alexa Grace Has a Cuckold That Is Curious, but When He Starts to Complain She Puts That Black Cock Right in His Mouth

Alexa Grace Has a Cuckold That Is Curious, but When He Starts to Complain She Puts That Black Cock Right in His Mouth

xHamster 1 month ago

The Bi Sissy Slut From Husband to Willing Slut!

71% HD 1:01 / 36:01

The Bi Sissy Slut From Husband to Willing Slut!

FapHouse 3 weeks ago

Ultimate Chastity Moments with Your Dominant Girlfriend - A Femdom Experience

Ultimate Chastity Moments with Your Dominant Girlfriend - A Femdom Experience

MoanTube 1 month ago

Cuckold Fantasies volume 23

Cuckold Fantasies volume 23

xHamster 1 year ago

”Good little sissy fucking boy!”

”Good little sissy fucking boy!”

HQBang 1 year ago

Bella Brookz Private Show

57% HD 2:00 / 5:11

Bella Brookz Private Show

Flirt4Free 1 year ago

Cuckold 1 (prep Me for My Date!)

57% HD 1:01 / 6:34

Cuckold 1 (prep Me for My Date!)

FapHouse 10 months ago

Jen Holly Private Show

53% HD 2:00 / 6:27

Jen Holly Private Show

Flirt4Free 1 year ago

Humiliated slave gets ruined orgasm with huge cumshot after teasing session. Amateur femdom

Humiliated slave gets ruined orgasm with huge cumshot after teasing session. Amateur femdom

xHamster 2 years ago

Sissy Squeeze & Drip

HD 0:10 / 20:53

Sissy Squeeze & Drip

LoyalFans 5 months ago

Riley Nixon black cock creampie with her cuckold

Riley Nixon black cock creampie with her cuckold

xHamster 1 week ago

Bella Brookz Private Show

47% HD 2:00 / 14:02

Bella Brookz Private Show

Flirt4Free 2 years ago

Delivery Guy Becomes a Sissy

52% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 1 month ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

xHamster 3 years ago

Nadya Zabava castrates and feminizes faggot.JOI

Nadya Zabava castrates and feminizes faggot.JOI

xHamster 5 years ago

Cuckold Archive Sissys wife on vacation

Cuckold Archive Sissys wife on vacation

xHamster 2 years ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

xHamster 4 years ago

Step-Mommy's Naughty Sissy

HD 0:10 / 11:16

Step-Mommy's Naughty Sissy

LoyalFans 2 years ago

Femdom Cottage Bisexual Blowjob with Encouragement From the Ladies in Charge

55% 4K 0:39 / 12:28

Femdom Cottage Bisexual Blowjob with Encouragement From the Ladies in Charge

FapHouse 11 months ago

Lick Your Cum off the Sole of My Foot! Custom Clip

70% HD 0:39 / 6:44

Lick Your Cum off the Sole of My Foot! Custom Clip

FapHouse 1 month ago

Your First Chastity Rule - Chastity Series 2026 - Cumshot Prohibition for the Key Mistress's Slave

Your First Chastity Rule - Chastity Series 2026 - Cumshot Prohibition for the Key Mistress's Slave

xHamster 1 month ago

1st step for virgin sissy, vagina defloration. Anal stretching, FaceSitting, Humiliation, Pee.

1st step for virgin sissy, vagina defloration. Anal stretching, FaceSitting, Humiliation, Pee.

FreePorn8 1 month ago

making love with my friend

making love with my friend

xHamster 7 months ago

Caged Sissy Receives Enema and Wets Diaper Before Spanking

Caged Sissy Receives Enema and Wets Diaper Before Spanking

xHamster 1 year ago

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

xHamster 2 years ago

Make Me Bi CEI

LoyalFans 5 days ago

Bella Brookz Private Show

57% HD 2:00 / 9:32

Bella Brookz Private Show

Flirt4Free 2 years ago

BF Cums Painfully with a Butt Plug in His Ass

46% HD 1:01 / 13:20

BF Cums Painfully with a Butt Plug in His Ass

FapHouse 2 months ago

Amanda Kiss - Sissy Maid Humiliated And Trained For Cock By Goddess Nyx

Amanda Kiss - Sissy Maid Humiliated And Trained For Cock By Goddess Nyx

AbXXX 4 years ago

Cum Eater Humiliation w Brandi Mae

60% HD 0:10 / 19:56

Cum Eater Humiliation w Brandi Mae

LoyalFans 1 year ago

Chastity Release after a Month: Humiliating Penetration and Degradation - Maitresse Julia

57% HD 0:10 / 25:31

Chastity Release after a Month: Humiliating Penetration and Degradation - Maitresse Julia

LoyalFans 1 year ago

Flexible Bimbo Tries My New Bondage Toys

68% HD 0:10 / 17:59

Flexible Bimbo Tries My New Bondage Toys

LoyalFans 7 months ago

Sissyfication 3

59% HD 1:01 / 14:32

Sissyfication 3

FapHouse 9 months ago

IT’S BBC’S FAULT

HD 0:10 / 14:52

IT’S BBC’S FAULT

LoyalFans 2 years ago

Dahlia the Sissy Sitter!

60% HD 0:10 / 22:25

Dahlia the Sissy Sitter!

LoyalFans 5 months ago

Small Dick Sissy Humiliation On Webcam

Small Dick Sissy Humiliation On Webcam

TubeOn 5 years ago

Tia Cyrus Has a Cuckold That Just Wants to Watch

Tia Cyrus Has a Cuckold That Just Wants to Watch

xHamster 1 month ago

Sissy's Daily Service - Brianna Beach - Faphouse Preview

Sissy's Daily Service - Brianna Beach - Faphouse Preview

xHamster 3 years ago

Facesitting Ass

Facesitting Ass

xHamster 2 months ago

Feminized Fucked Femdommed

51% HD 0:10 / 18:47

Feminized Fucked Femdommed

LoyalFans 7 months ago

Tiny Prince Turned Sissy Slut: Stepmommy's Humiliating Awakening

Tiny Prince Turned Sissy Slut: Stepmommy's Humiliating Awakening

xHamster 2 months ago

Slim babe Jopy Laura dominates her therapist with teasing

Slim babe Jopy Laura dominates her therapist with teasing

AnySex 1 year ago

What Do You Think of a Slave's Humiliation: Strength in Submission or Submission From Strength

63% HD 1:01 / 8:48

What Do You Think of a Slave's Humiliation: Strength in Submission or Submission From Strength

FapHouse 9 months ago

Bi Couple Weekend Games

Bi Couple Weekend Games

FapHouse 3 days ago

(trailer) The photographer convinces her to undress and fucks her.

(trailer) The photographer convinces her to undress and fucks her.

its.PORN 1 year ago

Suck His Dick Loser

Suck His Dick Loser

xHamster 7 months ago

Dahlia VR trains princess Zoey

63% HD 0:10 / 14:28

Dahlia VR trains princess Zoey

LoyalFans 1 month ago

Feminized and Pegged - Ruby Onyx

62% HD 1:01 / 20:11

Feminized and Pegged - Ruby Onyx

FapHouse 2 weeks ago

Three russian nurses gagging cropping & torturing their sissy patient

Three russian nurses gagging cropping & torturing their sissy patient

MegaTube 8 years ago

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