Sissy Mistress (14,082)

NEW - Pantywearing Sissy JOI CEI

66% HD 0:10 / 8:47

NEW - Pantywearing Sissy JOI CEI

LoyalFans 1 week ago

Turning husband into sissy slut

Turning husband into sissy slut

xHamster 3 years ago

Chastity Sissy Tease & Denial in CBT Bondage

66% HD 0:10 / 7:36

Chastity Sissy Tease & Denial in CBT Bondage

LoyalFans 3 weeks ago

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

48% HD 0:10 / 26:27

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

LoyalFans 3 months ago

Me and @worshiplanawild made my sub feel like a little sissy object

65% HD 0:10 / 19:19

Me and @worshiplanawild made my sub feel like a little sissy object

LoyalFans 1 week ago

TAKE IT ALL! -hd

61% HD 0:10 / 8:12

TAKE IT ALL! -hd

LoyalFans 4 months ago

amazon position domination, rough femdom sex compilation

amazon position domination, rough femdom sex compilation

xHamster 4 years ago

Naughty girlfriend who is into BDSM have fun at home

Naughty girlfriend who is into BDSM have fun at home

xHamster 1 year ago

1st Sissy Experience With Miss Shell

59% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

LoyalFans 2 years ago

Black Mirror Pegging with Dominatrix-Bitch Tasha Ebony

Black Mirror Pegging with Dominatrix-Bitch Tasha Ebony

Ebony8 3 years ago

Sissies get a proper leathering at Prissy Palace. Come and get yours like Tracey did.
#spanking #sissy

Sissies get a proper leathering at Prissy Palace. Come and get yours like Tracey did. #spanking #sissy

LoyalFans 10 months ago

DOMINAFIRE PEGGING LATEX SISSY

DOMINAFIRE PEGGING LATEX SISSY

LoyalFans 7 months ago

Wife pegging husband with strapon

Wife pegging husband with strapon

xHamster 2 years ago

Chaste Sissy Slut One Bar Prison Tease

67% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 2 years ago

Total sissification & strapon for little sissy sluts

Total sissification & strapon for little sissy sluts

xHamster 3 years ago

CBT fun with Mistress Damazonia & Domina Ava Savage

HD 0:10 / 15:04

CBT fun with Mistress Damazonia & Domina Ava Savage

LoyalFans 1 year ago

Training Gimp Part 3: Total Sensory Overload

HD 0:10 / 13:35

Training Gimp Part 3: Total Sensory Overload

LoyalFans 1 week ago

Cock milking prostate massaage

Cock milking prostate massaage

xHamster 2 months ago

Sissy Sluts Punished for Being Too Manly (WL1784)

46% HD 0:10 / 16:51

Sissy Sluts Punished for Being Too Manly (WL1784)

LoyalFans 1 week ago

Cucked and sucking dick

62% HD 0:10 / 10:56

Cucked and sucking dick

LoyalFans 2 years ago

Girl give The Ultimate Femdom Experience to her New Submissive Male

Girl give The Ultimate Femdom Experience to her New Submissive Male

xHamster 1 month ago

Couple visit BDSM dungeon and do a lot bondage and humiliation

Couple visit BDSM dungeon and do a lot bondage and humiliation

xHamster 1 year ago

Epic Pegging Compilation

67% HD 0:10 / 31:37

Epic Pegging Compilation

LoyalFans 1 year ago

I’ve got my sissy a present

59% HD 0:10 / 23:25

I’ve got my sissy a present

LoyalFans 2 months ago

MISTRESS LILY DUPONT : THE MASTER THE ROCK DEFLOWER MY SISSY SAMANTHA'S ASS

MISTRESS LILY DUPONT : THE MASTER THE ROCK DEFLOWER MY SISSY SAMANTHA'S ASS

LoyalFans 7 months ago

Flexible Bimbo Tries My New Bondage Toys

68% HD 0:10 / 17:59

Flexible Bimbo Tries My New Bondage Toys

LoyalFans 6 months ago

MISTRESS GAIA - I GOT YOU AND YOU ARE MINE - HD

52% HD 0:10 / 12:03

MISTRESS GAIA - I GOT YOU AND YOU ARE MINE - HD

LoyalFans 10 months ago

Bitch husband pegged by wife

Bitch husband pegged by wife

xHamster 2 years ago

Sissy bi play

58% HD 0:10 / 22:50

LoyalFans 2 months ago

Gangbanging the sissy slut by Matriarch Ezada, Evil Woman and me

61% HD 0:10 / 9:57

Gangbanging the sissy slut by Matriarch Ezada, Evil Woman and me

LoyalFans 1 year ago

Reminding Her Why I'm the StepDaddy

63% HD 0:10 / 6:24

Reminding Her Why I'm the StepDaddy

LoyalFans 3 weeks ago

Sissy; The Transformation Ritual (POV)

60% HD 0:10 / 12:35

Sissy; The Transformation Ritual (POV)

LoyalFans 2 months ago

Sissy Boyfriend Found Out and Pegged

50% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 2 years ago

**** Beating for Being Caught Cheating

68% HD 0:10 / 12:07

**** Beating for Being Caught Cheating

LoyalFans 2 months ago

Just Thongs For Sissy

Just Thongs For Sissy

LoyalFans 2 weeks ago

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

60% HD 0:10 / 9:57

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

LoyalFans 8 months ago

The Sissy Plumber II (WL1699)

61% HD 0:10 / 19:02

The Sissy Plumber II (WL1699)

LoyalFans 1 week ago

Punching The Cum Out

HD 0:10 / 17:07

Punching The Cum Out

LoyalFans 3 years ago

Double dom with Lady Valeska: Spitroasting whimping sissy

54% HD 0:10 / 5:25

Double dom with Lady Valeska: Spitroasting whimping sissy

LoyalFans 1 year ago

NEW - You're a Pathetic Sissy Cuck Not Worthy of Me, Matthew

70% HD 0:10 / 8:43

NEW - You're a Pathetic Sissy Cuck Not Worthy of Me, Matthew

LoyalFans 2 months ago

Cock Hungry Sissy Slut Gets Huge Double Pegging (WL1777)

69% HD 0:10 / 17:11

Cock Hungry Sissy Slut Gets Huge Double Pegging (WL1777)

LoyalFans 1 month ago

Mistress Blondy visits Sissy Joyce

61% HD 0:10 / 13:18

Mistress Blondy visits Sissy Joyce

LoyalFans 2 years ago

Diaper Bimbo Bitch Trainer - Mistress Ashley Edmonds

56% HD 0:10 / 16:35

Diaper Bimbo Bitch Trainer - Mistress Ashley Edmonds

LoyalFans 3 months ago

Arab woman humiliates submissive client in Paris

Arab woman humiliates submissive client in Paris

xHamster 1 year ago

Latex Sissy Fucking Machine Show Audition

65% HD 0:10 / 37:55

Latex Sissy Fucking Machine Show Audition

LoyalFans 2 years ago

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

xHamster 2 years ago

Slut Training 101: Using Your Mouth - Blowjob Instruction, Slut Training, Femdom POV - Miss Faith Rae

Slut Training 101: Using Your Mouth - Blowjob Instruction, Slut Training, Femdom POV - Miss Faith Rae

xHamster 8 months ago

MISTRESS GAIA - THE ART OF ORGASM CONTROL FOR OUR SISSY CHASTITY - HD

MISTRESS GAIA - THE ART OF ORGASM CONTROL FOR OUR SISSY CHASTITY - HD

LoyalFans 1 week ago

Elite Sissification: Transform into a High-Class Slut under Mistress Bibianne & Mistress Elena

47% HD 0:10 / 11:00

Elite Sissification: Transform into a High-Class Slut under Mistress Bibianne & Mistress Elena

LoyalFans 1 year ago

Sissy Training in the Dungeon

55% HD 0:10 / 13:29

Sissy Training in the Dungeon

LoyalFans 1 year ago

Chaste Sissy Slut One Bar Prison Tease

60% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 2 years ago

A SISSY MAID OFFERING

57% HD 0:10 / 15:04

A SISSY MAID OFFERING

LoyalFans 2 years ago

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

69% HD 0:10 / 23:13

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

LoyalFans 1 year ago

Sissy Play Time

69% 0:30 / 7:48

Sissy Play Time

C4S 6 months ago

Sissy Maid Dress Up and Humiliation

66% HD 0:10 / 14:06

Sissy Maid Dress Up and Humiliation

LoyalFans 7 months ago

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

54% HD 0:10 / 15:42

Chastity & Silk: Guided Sissy Transformation. Mistress Damazonia x Domina Ava Savage Part 2 of 4

LoyalFans 1 month ago

How to Break My Slave ? Ruined Orgasm, Bondage, Pegging, CBT - Mistress Julia

How to Break My Slave ? Ruined Orgasm, Bondage, Pegging, CBT - Mistress Julia

LoyalFans 5 months ago

Femdaddy makes her sissy moan

73% 4K 0:10 / 8:14

Femdaddy makes her sissy moan

Clips4sale 1 year ago

Sissy Huren Ausbildung Incl Sperma schlucken (deutsch) /Sissy Hure Training, including to swallow sperm (german)

54% HD 0:10 / 13:14

Sissy Huren Ausbildung Incl Sperma schlucken (deutsch) /Sissy Hure Training, including to swallow sperm (german)

LoyalFans 2 years ago

Punishing My Disobedient Sissy Slave

65% 0:25 / 23:04

Punishing My Disobedient Sissy Slave

C4S 3 years ago

Fat Load in Dolly's Mouth

65% HD 0:10 / 6:38

Fat Load in Dolly's Mouth

LoyalFans 2 years ago

Edge Like A Girl - Star Nine Femdom POV Sissy Training Pantyhose Domination Edging Games Tease and Denial Jerk Off Instruction Sissy Sluts CEI JOI

59% HD 0:10 / 21:54

Edge Like A Girl - Star Nine Femdom POV Sissy Training Pantyhose Domination Edging Games Tease and Denial Jerk Off Instruction Sissy Sluts CEI JOI

LoyalFans 1 year ago

Sissy Mesmerize Sessions

59% HD 0:10 / 16:20

Sissy Mesmerize Sessions

LoyalFans 3 years ago

Matriarch Ezada Sinn, Mistress Kennya and Evil Woman train the sissy how to suck cocks

57% HD 0:10 / 8:05

Matriarch Ezada Sinn, Mistress Kennya and Evil Woman train the sissy how to suck cocks

LoyalFans 1 year ago

Latex Fucking with Mistress Susi

66% HD 0:10 / 7:41

Latex Fucking with Mistress Susi

LoyalFans 1 week ago

Sissy slut penetrated and humiliated by Lady Perse

63% 0:26 / 17:35

Sissy slut penetrated and humiliated by Lady Perse

Clips4sale 3 years ago

Sissy competition part 2 - Pegging | Evilwoman, MahoganyQen, Mistress Iside

67% HD 0:10 / 16:33

Sissy competition part 2 - Pegging | Evilwoman, MahoganyQen, Mistress Iside

LoyalFans 3 weeks ago

Red Latex Glove Double ****

51% HD 0:10 / 10:54

Red Latex Glove Double ****

LoyalFans 3 years ago

Training the Femboy Sissies! (720p)

62% HD 0:30 / 9:38

Training the Femboy Sissies! (720p)

Clips4sale 1 year ago

Sissy Boyfriend Found Out and Pegged

53% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 2 years ago

Locked in lust for life

57% HD 0:10 / 10:39

Locked in lust for life

LoyalFans 5 months ago

FemDom Mansion - slaveboy jaime burlesque routine

61% HD 0:10 / 4:04

FemDom Mansion - slaveboy jaime burlesque routine

LoyalFans 4 years ago

A long Sissy Treatment for Molly in Frogtie / Eine lange Sissy Behandlung für Molly in Bondage

HD 0:10 / 24:04

A long Sissy Treatment for Molly in Frogtie / Eine lange Sissy Behandlung für Molly in Bondage

LoyalFans 2 days ago

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

62% HD 0:10 / 17:20

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

LoyalFans 1 year ago

Transformation complete, time to train the sissy slut hole

52% HD 0:10 / 15:18

Transformation complete, time to train the sissy slut hole

LoyalFans 5 months ago

Girlfriend doing daily facesitting to her boyfriend

Girlfriend doing daily facesitting to her boyfriend

xHamster 1 year ago

Give the Rubberdoll an oily sheen

Give the Rubberdoll an oily sheen

LoyalFans 1 week ago

Mistress Luna and Faith - huge strapon fucking in hotel with her sissy whore

HD 0:10 / 18:04

Mistress Luna and Faith - huge strapon fucking in hotel with her sissy whore

LoyalFans 3 months ago

Domintrixes Fill Slut's Mouth With Strap-Ons - Brittany Andrews x Vanessa Blue

59% HD 0:10 / 19:22

Domintrixes Fill Slut's Mouth With Strap-Ons - Brittany Andrews x Vanessa Blue

LoyalFans 3 years ago

Mistress Avery - Pegging My Sissy Slut (HD 1080p MP4)

HD 0:10 / 11:48

Mistress Avery - Pegging My Sissy Slut (HD 1080p MP4)

LoyalFans 5 days ago

[823] Strap and Birch

74% 0:55 / 32:50

[823] Strap and Birch

Clips4sale 2 years ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

A Tough Crowd, A Crispy Sissy

HD 0:10 / 10:21

A Tough Crowd, A Crispy Sissy

LoyalFans 2 weeks ago

Sissy Secretary: Mistress Gets Slut Ready for Job Interview with Feminization, Pegging & **** FULL-LENGTH

58% HD 0:10 / 47:44

Sissy Secretary: Mistress Gets Slut Ready for Job Interview with Feminization, Pegging & **** FULL-LENGTH

LoyalFans 1 year ago

MISTRESS TERRA - SISSY TRAINING

61% HD 0:10 / 5:36

MISTRESS TERRA - SISSY TRAINING

LoyalFans 1 year ago

Getting ready for the Party.

54% HD 0:10 / 5:22

Getting ready for the Party.

LoyalFans 1 month ago

SiSSY COCK SUCKER | Veronica Vixen

65% HD 0:10 / 10:03

SiSSY COCK SUCKER | Veronica Vixen

LoyalFans 2 years ago

Pink Rubber Slave Part Six

HD 0:10 / 11:08

Pink Rubber Slave Part Six

LoyalFans 4 days ago

Disciplinary CBT for Chastity Slave

HD 0:10 / 22:27

Disciplinary CBT for Chastity Slave

LoyalFans 2 years ago

Shiny and Strapped to Show Our Sissy Slut the Ropes

HD 0:10 / 26:34

Shiny and Strapped to Show Our Sissy Slut the Ropes

LoyalFans 4 weeks ago

Stuffing The Sissy

63% HD 0:10 / 11:25

Stuffing The Sissy

LoyalFans 8 months ago

FEMDOM SISSY TRAINING

FEMDOM SISSY TRAINING

LoyalFans 8 months ago

Cum Eater Humiliation w Brandi Mae

60% HD 0:10 / 19:56

Cum Eater Humiliation w Brandi Mae

LoyalFans 1 year ago

Lesbian Sissy

55% HD 0:10 / 9:43

LoyalFans 2 years ago

Shoe Cum Slut (MP4)

69% 0:30 / 19:24

Shoe Cum Slut (MP4)

Clips4sale 1 year ago

ASMR Good Cucks Swallow

ASMR Good Cucks Swallow

LoyalFans 7 months ago

Arab Mistress feet or his cock

53% HD 0:10 / 8:40

Arab Mistress feet or his cock

LoyalFans 4 years ago

From man to sissy, a full feminisation transformation, the full journey from male to female, undergoing makeup application to make her pretty for the cocks she's going to service! (HD)

53% 4K 0:20 / 20:02

From man to sissy, a full feminisation transformation, the full journey from male to female, undergoing makeup application to make her pretty for the cocks she's going to service! (HD)

Clips4sale 2 years ago

Desk HUMPING rub my PUSSY harder!

Desk HUMPING rub my PUSSY harder!

LoyalFans 5 days ago

Sissy transformation

Sissy transformation

LoyalFans 1 year ago

Sissy finishing school, Alice’s Final Preparation. The full movie

62% HD 0:10 / 54:42

Sissy finishing school, Alice’s Final Preparation. The full movie

LoyalFans 6 months ago

Mistress Fiona likes to play with me

67% HD 0:10 / 20:59

Mistress Fiona likes to play with me

LoyalFans 2 years ago

Flexible Bimbo Tries My New Bondage Toys

58% HD 0:10 / 17:59

Flexible Bimbo Tries My New Bondage Toys

LoyalFans 6 months ago

My Husband Sissified: A Female Latex Slave Doll Pegged - Mistress Julia feat. Sukeban

58% 4K 0:10 / 20:46

My Husband Sissified: A Female Latex Slave Doll Pegged - Mistress Julia feat. Sukeban

LoyalFans 4 months ago

Cock Worship Compilation

56% HD 0:10 / 34:15

Cock Worship Compilation

LoyalFans 2 years ago

Mistress Luna and sissy Faith - huge strapon fucking before toilet play

60% HD 0:10 / 18:04

Mistress Luna and sissy Faith - huge strapon fucking before toilet play

LoyalFans 3 months ago

DOMINATRIX CHRONICALS -Barcelona-

51% HD 0:10 / 1:30:28

DOMINATRIX CHRONICALS -Barcelona-

LoyalFans 6 months ago

Bi encouragement. Your last chance.

Bi encouragement. Your last chance.

LoyalFans 4 years ago

sissy slut gets anally degraded by raven Goddess Maisa Pravo (wmv)

81% HD 0:39 / 25:03

sissy slut gets anally degraded by raven Goddess Maisa Pravo (wmv)

Clips4sale 2 years ago

Sissy Training our Cuck with a SEXY twist

HD 0:10 / 12:44

Sissy Training our Cuck with a SEXY twist

LoyalFans 1 week ago

Cuffed Sissy Chastity Tease and Denial in Latex

57% HD 0:10 / 13:22

Cuffed Sissy Chastity Tease and Denial in Latex

LoyalFans 2 years ago

Every Sissy must Eat their own CUM

Every Sissy must Eat their own CUM

LoyalFans 4 weeks ago

Pegging men is My pleasure

82% HD 0:39 / 18:32

Pegging men is My pleasure

Clips4sale 3 years ago

Real Moments With My Maid: Chastity Release, Nylon & Heel Humping, Ejaculation & CEI (Unscripted) - Mistress Julia

HD 0:10 / 11:19

Real Moments With My Maid: Chastity Release, Nylon & Heel Humping, Ejaculation & CEI (Unscripted) - Mistress Julia

LoyalFans 1 week ago

Making love, Femdom style remastered: Matriarch Ezada Sinn fucks Her chattel up the arse with Her big black strap-on cock

66% HD 0:10 / 13:14

Making love, Femdom style remastered: Matriarch Ezada Sinn fucks Her chattel up the arse with Her big black strap-on cock

LoyalFans 10 months ago

Humiliated Maid: Heel Worship, Heelfuck & Chastity + Backstage - Mistress Julia

HD 0:10 / 12:09

Humiliated Maid: Heel Worship, Heelfuck & Chastity + Backstage - Mistress Julia

LoyalFans 3 weeks ago

Sissy Secretary Part 3 of 3: Mistress Stellina Makes Sissy Whore Milk Hard with Pegging & ****

56% HD 0:10 / 8:27

Sissy Secretary Part 3 of 3: Mistress Stellina Makes Sissy Whore Milk Hard with Pegging & ****

LoyalFans 1 year ago

PEGGING YOU IN CHASTITY

HD 0:10 / 13:29

PEGGING YOU IN CHASTITY

LoyalFans 2 weeks ago

Breaking Her Sissy Doll Part 4/4: Anal Training with Fuck Machine, Huge Cock & Cum Eating with Mistress Stellina Obscura

61% HD 0:10 / 27:09

Breaking Her Sissy Doll Part 4/4: Anal Training with Fuck Machine, Huge Cock & Cum Eating with Mistress Stellina Obscura

LoyalFans 6 months ago

Trained to Take Cock Part 1 with Goddess Stella Sol And Domina Andrea Rosu: Strip and spread wide, introducing him to cock - Anal & Double Domination

60% HD 0:10 / 16:22

Trained to Take Cock Part 1 with Goddess Stella Sol And Domina Andrea Rosu: Strip and spread wide, introducing him to cock - Anal & Double Domination

LoyalFans 1 year ago

1 2 3 4 5

14,082 results found

Related searches

Models

Models

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

Modelgalore.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 Modelgalore.com. All rights reserved.