Sissy Training (28,702)

Julie and Liza's Latex Doll

65% HD 0:10 / 19:56

Julie and Liza's Latex Doll

LoyalFans 1 week ago

Sissygasm Training: My Cockhungry Femboi Learns to Serve and Suffer

Sissygasm Training: My Cockhungry Femboi Learns to Serve and Suffer

LoyalFans 2 months ago

Transforming You into My Sweet, Short, Pantiless Maid

52% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 1 year ago

Auntie caught her perverted sissy stepson masturbating on her clothes !!!

Auntie caught her perverted sissy stepson masturbating on her clothes !!!

xHamster 1 year ago

Fun Feminization

47% HD 0:10 / 5:34

Fun Feminization

LoyalFans 7 months ago

IT’S NOT MY FAULT

54% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 2 years ago

1st Sissy Experience With Miss Shell

57% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

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

Your Goddess and Queen

Your Goddess and Queen

xHamster 1 week ago

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

51% HD 0:10 / 38:18

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

LoyalFans 1 month ago

Cum Collar And Cage Challenge

57% HD 0:10 / 10:54

Cum Collar And Cage Challenge

LoyalFans 3 months ago

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

xHamster 4 months 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

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

xHamster 7 months ago

Prissy sissy Dolly - Locked in frills

60% HD 0:10 / 13:13

Prissy sissy Dolly - Locked in frills

LoyalFans 7 months ago

GLORYHOLE LUNCH BREAK

61% HD 0:10 / 24:59

GLORYHOLE LUNCH BREAK

LoyalFans 2 years ago

Dressed Up And Bullied

49% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

Stretching and wrecking a femboy's asshole (full video on OF or Fansly)

xHamster 2 years ago

Sissy Gets Caught

Sissy Gets Caught

LoyalFans 2 months ago

(Preview) Sissies Dungeon Play

67% HD 0:10 / 1:10

(Preview) Sissies Dungeon Play

LoyalFans 3 months ago

SAY “I AM A FAGGOT MISTRESS RAVEN”

68% HD 0:10 / 23:45

SAY “I AM A FAGGOT MISTRESS RAVEN”

LoyalFans 3 years ago

Girl dominate sissy girls and fuck them

Girl dominate sissy girls and fuck them

xHamster 1 year ago

Cock milking prostate massaage

Cock milking prostate massaage

xHamster 2 months ago

Making StepBro My Step-Sissy: Telling My Friends Pt 3 Feat Aria Nicole 4K

4K 0:10 / 10:11

Making StepBro My Step-Sissy: Telling My Friends Pt 3 Feat Aria Nicole 4K

LoyalFans 1 week ago

Total Transformation - HD

38% HD 0:10 / 5:28

Total Transformation - HD

LoyalFans 7 months ago

Sissy Slut Training

52% HD 0:10 / 12:16

Sissy Slut Training

LoyalFans 1 year ago

POV Two Milfs in Bodystocking Strap-On Domination

POV Two Milfs in Bodystocking Strap-On Domination

xHamster 1 year ago

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

xHamster 1 month ago

Sissy Mesmerize Sessions

61% HD 0:10 / 16:20

Sissy Mesmerize Sessions

LoyalFans 3 years ago

The Public Street Pimping of the Sissy Slut/ Slut Candy beim Huren Training in Latex auf der Strasse

43% HD 0:10 / 6:55

The Public Street Pimping of the Sissy Slut/ Slut Candy beim Huren Training in Latex auf der Strasse

LoyalFans 3 years ago

trans bitch with a meaty dick

trans bitch with a meaty dick

xHamster 1 week ago

STROKE FOR DICK FAGGOT

61% HD 0:10 / 8:55

STROKE FOR DICK FAGGOT

LoyalFans 2 years ago

Switch Places Sissy

62% HD 0:10 / 9:50

Switch Places Sissy

LoyalFans 1 year ago

Cruel Collar Party

55% HD 0:10 / 9:20

Cruel Collar Party

LoyalFans 2 years ago

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

MatureTubeHere 3 years ago

Sissy Step 5

47% HD 0:10 / 17:04

LoyalFans 1 year 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

Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

xHamster 6 months ago

Sissy Bondage Cocksuck

HD 0:10 / 15:52

Sissy Bondage Cocksuck

LoyalFans 4 days ago

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

55% HD 0:10 / 2:40:24

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

LoyalFans 2 weeks ago

“Encouraged” Bi Session ~ Double Domme, ending in CEI! 😋🥛

HD 0:10 / 11:56

“Encouraged” Bi Session ~ Double Domme, ending in CEI! 😋🥛

LoyalFans 2 weeks ago

Sissy CEI Suck your Panties Clean SLUT

51% HD 0:10 / 8:49

Sissy CEI Suck your Panties Clean SLUT

LoyalFans 2 years ago

BIG BLACK COCK Screws Promiscuous t-model adult movie star onlyfans alexiakessel1

BIG BLACK COCK Screws Promiscuous t-model adult movie star onlyfans alexiakessel1

TrannyGem 2 years ago

Pegged Anal Whore Jasmine *FULL-HD*

66% HD 0:10 / 6:50

Pegged Anal Whore Jasmine *FULL-HD*

LoyalFans 5 days ago

Christmas milking and cum eating. Dominatrix Nika milks Sissy Blaire_18 into a cup. Then Sissy eats her own cum with gusto.

Christmas milking and cum eating. Dominatrix Nika milks Sissy Blaire_18 into a cup. Then Sissy eats her own cum with gusto.

xHamster 2 months ago

London Femdom Pegging

56% HD 0:10 / 21:47

London Femdom Pegging

LoyalFans 3 months 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

GAGGING ON LESBIAN COCK

57% HD 0:10 / 7:51

GAGGING ON LESBIAN COCK

LoyalFans 3 years ago

Sissy Step 7

48% HD 0:10 / 21:22

LoyalFans 1 year ago

Arab woman humiliates submissive client in Paris

Arab woman humiliates submissive client in Paris

xHamster 1 year ago

That's My Good Girl - Sinn Sage Masturbation Encouragement For Lesbians AND Sissies 4K

4K 0:10 / 10:15

That's My Good Girl - Sinn Sage Masturbation Encouragement For Lesbians AND Sissies 4K

LoyalFans 6 months ago

Live With Being Bullied

54% HD 0:10 / 4:58

Live With Being Bullied

LoyalFans 2 years ago

Chastity Sissy Slut Training

HD 0:10 / 21:26

Chastity Sissy Slut Training

LoyalFans 1 year ago

Crossdressing Sissy Husband gets pegged & humiliated

Crossdressing Sissy Husband gets pegged & humiliated

xHamster 1 year 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

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

xHamster 2 years ago

New Sissy in Training (4K)

4K 0:10 / 11:44

New Sissy in Training (4K)

LoyalFans 3 days ago

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

58% HD 0:10 / 16:20

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

LoyalFans 1 year ago

Sissy Trained w Girl Cock ft Ava Venom

67% HD 0:10 / 20:20

Sissy Trained w Girl Cock ft Ava Venom

LoyalFans 9 months ago

The Bimbofication Serum

58% HD 0:10 / 16:32

The Bimbofication Serum

LoyalFans 2 years ago

LOCKTOBER SLUT

53% HD 0:25 / 12:53

Clips4sale 1 year ago

Making You My Sissy Fem Boi! (720p)

HD 0:11 / 11:19

Making You My Sissy Fem Boi! (720p)

Clips4sale 1 year ago

Ai Salon Sucker

52% HD 0:10 / 7:18

Ai Salon Sucker

LoyalFans 2 years ago

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 year ago

Feminized Fucked Femdommed

48% HD 0:10 / 18:47

Feminized Fucked Femdommed

LoyalFans 6 months ago

Isabella fucked by 2 guys in pink

Isabella fucked by 2 guys in pink

aShemaleTube 1 year ago

Sissy Slave Fed Spit And Cum

Sissy Slave Fed Spit And Cum

xHamster 5 months ago

Worship This Goddess Cock

62% HD 0:10 / 19:25

Worship This Goddess Cock

LoyalFans 1 year ago

Princess turn this loser into her human chair

HD 0:10 / 11:58

Princess turn this loser into her human chair

LoyalFans 2 weeks ago

Dripping Sissy Slut

55% HD 0:10 / 16:20

Dripping Sissy Slut

LoyalFans 3 years ago

YOU’RE GAY & THAT’S OK

56% HD 0:10 / 7:56

YOU’RE GAY & THAT’S OK

LoyalFans 2 years ago

Stuffing The Sissy

63% HD 0:10 / 11:25

Stuffing The Sissy

LoyalFans 8 months ago

Sissy school part 1 - Chastity training

HD 0:10 / 10:15

Sissy school part 1 - Chastity training

LoyalFans 1 year ago

Humiliated, degraded, used & pegged! The perfect place for a sissy to be

Humiliated, degraded, used & pegged! The perfect place for a sissy to be

xHamster 2 weeks ago

Trans Mistress Jessica Bloom Feeds You Her Anal Creampie & Cums on Her Own Asshole!

Trans Mistress Jessica Bloom Feeds You Her Anal Creampie & Cums on Her Own Asshole!

xHamster 2 weeks ago

Training Stepmommy's Sissy Faggot

Training Stepmommy's Sissy Faggot

LoyalFans 1 year ago

Glam Slut Milking Session (4k)

71% 4K 0:10 / 10:17

Glam Slut Milking Session (4k)

LoyalFans 10 months ago

Dildo Dolly 2

64% HD 0:10 / 15:32

LoyalFans 3 years ago

gf's feminization, chastity, and thick cock pegging for sissy bf - full video on Veggiebabyy Manyvids

gf's feminization, chastity, and thick cock pegging for sissy bf - full video on Veggiebabyy Manyvids

xHamster 2 years ago

Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth

Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth

xHamster 3 months ago

Vicky's Femboy Sissy slut practices sucking and throat training on her dildo then gets spanked

HD 0:10 / 14:37

Vicky's Femboy Sissy slut practices sucking and throat training on her dildo then gets spanked

LoyalFans 2 weeks ago

Just Outta Curiosity

65% HD 0:10 / 3:17

Just Outta Curiosity

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

WRAP YOUR LIPS AROUND COCK

68% HD 0:10 / 16:17

WRAP YOUR LIPS AROUND COCK

LoyalFans 2 years ago

Turned into a sissy slut Part 1 - Feminization - 4K | Kiro Queen, JustALimeBoi

4K 0:25 / 14:55

Turned into a sissy slut Part 1 - Feminization - 4K | Kiro Queen, JustALimeBoi

Clips4sale 1 month ago

Cupcake Journey

36% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 2 years ago

Cum With Me! Sissy Sexuality Training & Mutual Orgasm Instructions with Goddess Kyaa

59% HD 0:10 / 14:47

Cum With Me! Sissy Sexuality Training & Mutual Orgasm Instructions with Goddess Kyaa

LoyalFans 1 year ago

Mistress pegs & sissifies her pathetic small cocked hubby

Mistress pegs & sissifies her pathetic small cocked hubby

xHamster 1 week ago

Sissy's First Pegging

Sissy's First Pegging

LoyalFans 1 month ago

Pegging men is My pleasure

82% HD 0:39 / 18:32

Pegging men is My pleasure

Clips4sale 3 years ago

YOUR BJ TRAINING feat ASTRODOMINA

69% HD 0:10 / 24:52

YOUR BJ TRAINING feat ASTRODOMINA

LoyalFans 1 year ago

Training Guide: Sissy Cuckold Husband

57% 4K 0:10 / 34:44

Training Guide: Sissy Cuckold Husband

LoyalFans 3 years 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 5 months ago

Sissy slut training, fucking-sucking

HD 0:10 / 10:15

Sissy slut training, fucking-sucking

LoyalFans 2 years ago

Sissy Humiliation for Vanilla Party (1080p)

HD 0:19 / 10:51

Sissy Humiliation for Vanilla Party (1080p)

Clips4sale 1 week ago

MILF1885 - Stepson to Sissy: A Femdom Transformation

64% HD 0:10 / 11:28

MILF1885 - Stepson to Sissy: A Femdom Transformation

LoyalFans 8 months ago

mistress masturbate a guy in a chastity belt, after 5 days of abstinence

63% HD 0:28 / 9:26

mistress masturbate a guy in a chastity belt, after 5 days of abstinence

PornBox 3 years ago

Want to be me?

54% HD 0:10 / 4:08

LoyalFans 3 weeks ago

korean killer femboy three-way (utter movie on fansly)

korean killer femboy three-way (utter movie on fansly)

Gayhub 10 months ago

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI

xHamster 2 years ago

Feminization Retreat: A Weekend of Use, Humiliation, and Unholy Obedience - Available only on LF!

45% HD 0:10 / 25:08

Feminization Retreat: A Weekend of Use, Humiliation, and Unholy Obedience - Available only on LF!

LoyalFans 7 months ago

Lost Another Cuck Bet

58% HD 0:10 / 9:15

Lost Another Cuck Bet

LoyalFans 2 months ago

Step-Mommy’s Rubber Boy: Femdom Pegging, Fisting, Facesitting, & Chastity - Full-length 1-HR of Female Domination (1080p)

62% HD 0:29 / 1:02:20

Step-Mommy’s Rubber Boy: Femdom Pegging, Fisting, Facesitting, & Chastity - Full-length 1-HR of Female Domination (1080p)

Clips4sale 1 year ago

I lost the Control

I lost the Control

xHamster 1 year ago

Sissy Meets Alpha

63% HD 0:10 / 7:15

Sissy Meets Alpha

LoyalFans 2 years ago

Rimjob for feminized husband in stocking

Rimjob for feminized husband in stocking

xHamster 2 years ago

Naughty Maids

65% 0:30 / 16:41

Clips4sale 1 week ago

Sissy Training- DAY 1

55% HD 0:10 / 1:53

Sissy Training- DAY 1

LoyalFans 2 months ago

My Sissy NOT Her Husband by Goddess Nikki Kit

My Sissy NOT Her Husband by Goddess Nikki Kit

LoyalFans 6 months ago

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

58% HD 0:10 / 8:05

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

LoyalFans 1 year ago

Wife Sissifies You - Sissy Training with RebelleHart

59% HD 0:10 / 17:00

Wife Sissifies You - Sissy Training with RebelleHart

LoyalFans 1 year ago

Sissy Training Encouragement Crossdresser BBC Anal Fiona Fortune

Sissy Training Encouragement Crossdresser BBC Anal Fiona Fortune

aShemaleTube 3 months ago

korean s&m costume play femboy poked (total flick on fansly)

korean s&m costume play femboy poked (total flick on fansly)

Gayhub 11 months ago

Mistress Lady Renee - sissy tits - wmv

61% 0:16 / 9:39

Mistress Lady Renee - sissy tits - wmv

Clips4sale 3 years ago

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

HD 0:10 / 21:43

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

LoyalFans 8 months ago

Reminding Her Why I'm the StepDaddy

63% HD 0:10 / 6:24

Reminding Her Why I'm the StepDaddy

LoyalFans 1 month ago

Sucking cock as therapy

HD 0:10 / 12:44

Sucking cock as therapy

LoyalFans 3 years ago

Personal Assistant - Sissy Fuck Toy

62% HD 0:10 / 24:27

Personal Assistant - Sissy Fuck Toy

LoyalFans 3 years ago

Pegging my husbands ass with my big strapon as fast and as hard as I can to make him cum and eat it

Pegging my husbands ass with my big strapon as fast and as hard as I can to make him cum and eat it

xHamster 2 years ago

1 2 3 4 5

28,702 results found

Related searches

Narrow your search

sissy anal training

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.