Sissy Humiliation (18,316)

The best and newest sissy humiliation videos

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

49% HD 1:01 / 12:49

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

FapHouse 2 months ago

Angelica Swiss Party on Feb 8, 2026 - Part 4

HD 2:00 / 28:42

Angelica Swiss Party on Feb 8, 2026 - Part 4

Flirt4Free 7 hours ago

Angelica Swiss Party on Feb 8, 2026 - Part 4

HD 2:00 / 33:23

Angelica Swiss Party on Feb 8, 2026 - Part 4

Flirt4Free 7 hours ago

BLONDE WIFE GETS CAUGHT CHEATING THEN CUCKS HER HUSBAND POV

BLONDE WIFE GETS CAUGHT CHEATING THEN CUCKS HER HUSBAND POV

xHamster 2 years ago

I my husband with another guy's

I my husband with another guy's

xHamster 3 weeks ago

Your Sissy dream come True - Female POV blowjob - Roleplay

Your Sissy dream come True - Female POV blowjob - Roleplay

xHamster 1 year ago

Cuckold Archive Sissys wife on vacation

Cuckold Archive Sissys wife on vacation

xHamster 2 years ago

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

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

Lesbian8 3 weeks ago

Wiping the Debts

Wiping the Debts

xHamster 3 months ago

Cuckold Fantasies Volume 6

Cuckold Fantasies Volume 6

xHamster 4 years ago

I fuck my husband on the beach

I fuck my husband on the beach

xHamster 1 year ago

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

xHamster 1 year 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

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 1 year ago

Chastity, Locked! (absolute Power 2)

75% HD 1:01 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 8 months ago

Mastix Victoria Rey Collars, gags, humiliates, spits on her sexy chastity sissy thrall spouse. SPH loser Chastity Pt 1 of 5

Mastix Victoria Rey Collars, gags, humiliates, spits on her sexy chastity sissy thrall spouse. SPH loser Chastity Pt 1 of 5

MatureTubeHere 1 year ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

Lesbian8 10 months ago

Abril Newton Private Show

54% HD 2:00 / 17:42

Abril Newton Private Show

Flirt4Free 5 months ago

Milking of femboy with orgasm control

Milking of femboy with orgasm control

xHamster 2 years ago

Strict Dominatrix in Spandex and her very absolutely virgin sissy that came for cunt defloration!

Strict Dominatrix in Spandex and her very absolutely virgin sissy that came for cunt defloration!

XVideos 1 year 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 3 weeks ago

Meu marido virou sissy enquanto eu me divirto com BBC

Premium HD 14:35

Meu marido virou sissy enquanto eu me divirto com BBC

Sheer 5 months ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

xHamster 1 year ago

Emmalee Jones Party on Dec 29, 2025 - Part 2

4K 2:00 / 30:40

Emmalee Jones Party on Dec 29, 2025 - Part 2

Flirt4Free 1 month ago

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

PornoXO 11 months ago

Cuckold Dreams Volume 24

Cuckold Dreams Volume 24

SortPorn 3 years ago

Abril Newton Private Show

59% 4K 2:00 / 11:48

Abril Newton Private Show

Flirt4Free 6 months ago

Audrey Royal Creampie Cuckold

Audrey Royal Creampie Cuckold

xHamster 7 months ago

POV JOI vol 3

xHamster 2 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

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 6 months ago

The Irish Bull

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

The Irish Bull

57% HD 1:01 / 11:32

FapHouse 4 months ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

xHamster 4 years ago

Mommy likes giving Daddy her big fat cock! FitNaughtyCouple

Mommy likes giving Daddy her big fat cock! FitNaughtyCouple

xHamster 3 years ago

Worship My Pussy and Ass

Worship My Pussy and Ass

xHamster 4 years ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

xHamster 2 years ago

Chastity, Locked! (absolute Power 2)

67% HD 0:39 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 8 months ago

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 4 months ago

My husband has a new cock

My husband has a new cock

xHamster 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

Jhanne Cherry Private Show

50% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

64% HD 0:07 / 0:40

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

FapHouse 2 months ago

You're My Slut Slave

You're My Slut Slave

xHamster 1 year ago

Lesbian Ass Licking 11

Lesbian Ass Licking 11

xHamster 2 years ago

Delivery Guy Becomes a Sissy

63% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 3 weeks ago

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

xHamster 1 year ago

You will cum when she wants! - Bisexual desire of this sissy boy!

You will cum when she wants! - Bisexual desire of this sissy boy!

xHamster 2 years ago

Emily & Stesha Private Show

48% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 1 week ago

One Ass to Rule them All

One Ass to Rule them All

xHamster 4 years ago

I lock my husband's cock in a chastity cage

I lock my husband's cock in a chastity cage

xHamster 1 year ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 6 months ago

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

xHamster 1 year ago

POV Cuckold vol 30

POV Cuckold vol 30

xHamster 3 weeks ago

Femdom Fantasy - AI Animated Slideshow for Adults

Femdom Fantasy - AI Animated Slideshow for Adults

xHamster 6 months ago

Happy Wife, Happy Life, Slutty Bitch BBC Railed In Front of Hot Hubby - DFXtra

Happy Wife, Happy Life, Slutty Bitch BBC Railed In Front of Hot Hubby - DFXtra

Some.Porn 10 months ago

Fuck Slut Is Face Fucked and Humiliated by Nympho Goddess!

70% HD 1:01 / 10:34

Fuck Slut Is Face Fucked and Humiliated by Nympho Goddess!

FapHouse 8 months ago

Home From the Wedding, Foot Cuck!

72% HD 1:01 / 16:14

Home From the Wedding, Foot Cuck!

FapHouse 11 months ago

Cuckold Dreams Volume 24

Cuckold Dreams Volume 24

FreePorn8 1 year ago

Rainwear Humiliation - Shiny, Stupid, and Mine

Rainwear Humiliation - Shiny, Stupid, and Mine

xHamster 2 months ago

Suck Cock, Eat CREAM PIE and Swallow SNOWBALL is what Cuckold's Wife DEMANDS of Her SISSY :-)

Suck Cock, Eat CREAM PIE and Swallow SNOWBALL is what Cuckold's Wife DEMANDS of Her SISSY :-)

xHamster 2 years ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

48% HD 1:01 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 4 months ago

Sissy Slut Fuck Doll humiliated in hardcore femdom anal fisting

Sissy Slut Fuck Doll humiliated in hardcore femdom anal fisting

BigBigTits 6 months ago

ASMR sloppy caged cuck chastity cum (locktober final reward)

ASMR sloppy caged cuck chastity cum (locktober final reward)

xHamster 2 years 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

Therapy

60% HD 0:39 / 4:47

FapHouse 4 months ago

Cuckolds secret Redhead MILF with 2 BBC bulls. Husband

Cuckolds secret Redhead MILF with 2 BBC bulls. Husband

xHamster 2 years ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

xHamster 1 week ago

Emily & Stesha Private Show

61% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 1 month ago

She try to get my limp clitty penis hard

She try to get my limp clitty penis hard

xHamster 2 weeks 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

Cuckold Dreams volume 23

Cuckold Dreams volume 23

SortPorn 1 year ago

Flexing on the Sissy Fuck Mat!!

54% HD 0:39 / 16:18

Flexing on the Sissy Fuck Mat!!

FapHouse 10 months ago

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

xHamster 2 years ago

Alpha he is now my submissive sissy

Alpha he is now my submissive sissy

xHamster 1 year ago

Amber Fletcher Private Show - Part 3

66% HD 2:00 / 21:25

Amber Fletcher Private Show - Part 3

Flirt4Free 1 year ago

Jhanne Cherry Private Show

66% 4K 2:00 / 9:09

Jhanne Cherry Private Show

Flirt4Free 7 months ago

what to do with a husband with a small dick besides humiliate him

what to do with a husband with a small dick besides humiliate him

xHamster 2 years ago

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

xHamster 1 year ago

Sissy Blowjob

xHamster 3 months ago

Sissy Training & Teaching U How to Suck Alpha's Huge Cock!

Sissy Training & Teaching U How to Suck Alpha's Huge Cock!

xHamster 9 months ago

Licking the Feet of a Goddess

Licking the Feet of a Goddess

FapHouse 5 days ago

Goddess Sabrina - 2 of 6

66% HD 1:01 / 10:17

Goddess Sabrina - 2 of 6

FapHouse 9 months ago

Home From the Wedding, Foot Cuck!

60% HD 0:39 / 16:14

Home From the Wedding, Foot Cuck!

FapHouse 11 months ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

PornFreeNow 10 months ago

Flexing on the Sissy Fuck Mat!!

69% HD 1:01 / 16:18

Flexing on the Sissy Fuck Mat!!

FapHouse 10 months ago

My Pee Slave 4xpee

HD 1:01 / 16:25

My Pee Slave 4xpee

FapHouse 2 months ago

Hardcore Up Close Femdom Bi Encouragement Oral-Sex and CEI

Hardcore Up Close Femdom Bi Encouragement Oral-Sex and CEI

SortPorn 3 years ago

Nefertiti & Demian Private Show

57% HD 2:00 / 9:43

Nefertiti & Demian Private Show

Flirt4Free 2 years ago

Jhanne Cherry Private Show

56% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 4 months ago

Jhanne Cherry Private Show

69% 4K 2:00 / 14:24

Jhanne Cherry Private Show

Flirt4Free 6 months ago

Happy Hour with Apologetic Domme - a short chastity love story

Happy Hour with Apologetic Domme - a short chastity love story

xHamster 2 years ago

Chastity Sissy Acquiesces to be Cuck to get unlocked. Then Wife Pegs Butt

Chastity Sissy Acquiesces to be Cuck to get unlocked. Then Wife Pegs Butt

SortPorn 1 year ago

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

xHamster 3 years ago

First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.

First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.

xHamster 1 year ago

Total sissification & strapon for little sissy sluts

Total sissification & strapon for little sissy sluts

xHamster 3 years ago

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

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

PornoXO 6 months ago

Milky Goddess Car Play

51% HD 1:01 / 15:44

Milky Goddess Car Play

FapHouse 1 month ago

The Irish Bull

54% HD 0:39 / 11:32

FapHouse 4 months ago

amazon cum dripping cream pie

amazon cum dripping cream pie

xHamster 1 year ago

Fetish Corpulent Mistress in Spandex Catsuit and Her Concupiscent Sissy-vagina!

Fetish Corpulent Mistress in Spandex Catsuit and Her Concupiscent Sissy-vagina!

PornFreeNow 3 weeks ago

Cuckold on the beach

Cuckold on the beach

xHamster 2 months ago

On the beach, my cuckold licks my

On the beach, my cuckold licks my

xHamster 9 months ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Flirt4Free 1 week ago

Femdom and Cuckold Humiliation Compilation

Femdom and Cuckold Humiliation Compilation

xHamster 9 months ago

Emily & Stesha Private Show

52% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 1 week ago

Hard Amazon fuck creampie cum drip

Hard Amazon fuck creampie cum drip

xHamster 2 years ago

first step for virgin sissy, cunt defloration. Anal stretching, FaceSitting, Humiliation, Pee.

first step for virgin sissy, cunt defloration. Anal stretching, FaceSitting, Humiliation, Pee.

PornFreeNow 3 weeks ago

My Cuckold husband loves humiliation and spitting on him

My Cuckold husband loves humiliation and spitting on him

xHamster 5 months ago

two Pathetic Sissies Get to Suck and Screw Each Other

two Pathetic Sissies Get to Suck and Screw Each Other

PornFreeNow 1 month ago

Emily & Stesha Private Show

65% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 1 month ago

Jhanne Cherry Private Show

67% 4K 2:00 / 7:28

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Cuckold Dreams volume 23

Cuckold Dreams volume 23

FreePorn8 1 year ago

Emily & Stesha Private Show

58% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 1 week ago

Princess Penis

xHamster 3 months ago

Cuckolded, caged and humiliated

Cuckolded, caged and humiliated

xHamster 1 year ago

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

xHamster 1 month ago

I fuck a stranger in a parking lot to humiliate my husband

I fuck a stranger in a parking lot to humiliate my husband

xHamster 1 year ago

humiliatrix fetish

humiliatrix fetish

Amateur8 1 year ago

1 2 3 4 5

18,316 results found

Related searches

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Xxxmilfs.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 Xxxmilfs.com. All rights reserved.