Sissy Dress (6,577)

Turning You into My Sissy Princess- Tia Black trains you to suck cock, get fucked in the ass, and be the feminine Sissy Princess you are meant to be

HD 0:19 / 32:09

Turning You into My Sissy Princess- Tia Black trains you to suck cock, get fucked in the ass, and be the feminine Sissy Princess you are meant to be

IWantClips 6 months ago

Gay Sissy Slut

HD 0:20 / 10:33

IWantClips 7 years ago

No More Boy Clothes

No More Boy Clothes

IWantClips 1 year ago

Sissy Training Bundle

HD 0:17 / 34:42

Sissy Training Bundle

IWantClips 7 months ago

Strap On Custom POV

HD 0:15 / 10:06

Strap On Custom POV

IWantClips 1 year ago

She Doesn't Know You Love COCK

She Doesn't Know You Love COCK

IWantClips 1 year ago

Husband Turned Girlfriend Pt. 9

HD 0:15 / 21:28

Husband Turned Girlfriend Pt. 9

IWantClips 1 year ago

Roxy's Panty Wearing Sissy

HD 0:20 / 14:11

Roxy's Panty Wearing Sissy

IWantClips 3 years ago

Home-wrecker sissy - Encouraged Bi for Princess Aurora

Home-wrecker sissy - Encouraged Bi for Princess Aurora

LoyalFans 4 months ago

Big Black Cocks Turn You Into A Ditzy Feminine Bimbo Sissy Cockslut

HD 0:20 / 24:29

Big Black Cocks Turn You Into A Ditzy Feminine Bimbo Sissy Cockslut

IWantClips 6 years ago

GF Dresses You Up

GF Dresses You Up

Clips4sale 4 months ago

Kinky Bitch - ReCaptured Part 5 *wmv*

4K 0:39 / 12:02

Kinky Bitch - ReCaptured Part 5 *wmv*

Clips4sale 8 months ago

Kinky Bitch - ReCaptured Part 7 *wmv*

4K 0:44 / 19:41

Kinky Bitch - ReCaptured Part 7 *wmv*

Clips4sale 8 months ago

Dominated

LoyalFans 8 months ago

The year of sissification - with task

The year of sissification - with task

LoyalFans 8 months ago

Turned Into My Sissy Cumslut JOI CEI

HD 0:10 / 10:25

Turned Into My Sissy Cumslut JOI CEI

LoyalFans 8 months ago

Wonder Woman Feminization

Wonder Woman Feminization

LoyalFans 2 years ago

Chaste Cockwhore - Gloryhole, sissification, chastity, aroma

Chaste Cockwhore - Gloryhole, sissification, chastity, aroma

LoyalFans 6 months ago

Special Sissy Friends Part II (WL1704)

HD 0:10 / 15:50

Special Sissy Friends Part II (WL1704)

LoyalFans 6 months ago

Chastity Sissy Training

HD 0:10 / 12:28

Chastity Sissy Training

LoyalFans 5 months ago

Rules for sissies

HD 0:15 / 12:56

Rules for sissies

IWantClips 6 years ago

Sissy Throat Training

HD 0:23 / 16:19

Sissy Throat Training

IWantClips 9 months ago

Dance Challenge d.2 Retro & High heels

55% HD 0:10 / 7:04

Dance Challenge d.2 Retro & High heels

LoyalFans 4 months ago

Estrogen Encouragement

Estrogen Encouragement

IWantClips 1 year ago

My New Office Sissy

HD 0:15 / 16:55

My New Office Sissy

IWantClips 3 years ago

The DICK READER

HD 0:25 / 15:02

The DICK READER

IWantClips 2 years ago

Pantying and Sissifying an Alpha

HD 0:20 / 14:39

Pantying and Sissifying an Alpha

IWantClips 5 years ago

Prissy sissy girlfriends- Sweet scissoring

HD 0:20 / 13:56

Prissy sissy girlfriends- Sweet scissoring

IWantClips 2 years ago

Faggot BBC Gangbang JOI Cum Countdown

HD 0:15 / 16:44

Faggot BBC Gangbang JOI Cum Countdown

IWantClips 2 years ago

Sissified & Sending

61% HD 0:10 / 15:41

Sissified & Sending

LoyalFans 4 months ago

Lizzy Woo’s Ass Wrecked: First-Time Strap-On Pegging by Your Cruel Mommy Domme – Watch Her Beg for More

HD 0:10 / 11:42

Lizzy Woo’s Ass Wrecked: First-Time Strap-On Pegging by Your Cruel Mommy Domme – Watch Her Beg for More

LoyalFans 11 months ago

Bikini Sissy Make over

Bikini Sissy Make over

Clips4sale 1 year ago

Sissy School Is In Session | Pegging And Sissy Slut Training

HD 0:10 / 23:45

Sissy School Is In Session | Pegging And Sissy Slut Training

LoyalFans 6 months ago

Goddess Dresses Her Pretty Sissy Doll

HD 0:24 / 14:24

Goddess Dresses Her Pretty Sissy Doll

IWantClips 2 years ago

Miss Alessa Milano Femdom Cum Feeding Blowjob Training by German Mistress in Latex Dress Full Version WMV

Miss Alessa Milano Femdom Cum Feeding Blowjob Training by German Mistress in Latex Dress Full Version WMV

Clips4sale 9 months ago

You're Not A Man, You're A Sissy Bitch - KingMarti - Full HD 1080p

You're Not A Man, You're A Sissy Bitch - KingMarti - Full HD 1080p

Clips4sale 8 months ago

$Dress Code Infraction$ 0:10 / 7:23

Dress Code Infraction

Clips4sale 9 months ago

Sissy Sleepover part 2! Slut shaming the sissy

Sissy Sleepover part 2! Slut shaming the sissy

Clips4sale 3 years ago

Dressing up the sissy for the sadistic Master

Dressing up the sissy for the sadistic Master

Clips4sale 2 years ago

Rubberdoll Sissification by three ladies

HD 0:30 / 20:36

Rubberdoll Sissification by three ladies

Clips4sale 1 year ago

Gangbanged Sissy Whore (1080p)

HD 0:20 / 16:37

Gangbanged Sissy Whore (1080p)

Clips4sale 7 months ago

What To Wear To The Beach As a Sissy

What To Wear To The Beach As a Sissy

LoyalFans 7 months ago

Hubby Turned into Sissy Cuckold for Randy Wife

63% HD 0:10 / 10:46

Hubby Turned into Sissy Cuckold for Randy Wife

LoyalFans 10 months ago

Sissification Slut JOI Double Feature - Become an gay objectified sissy! - Sissy Sluts, Femdom, Female Domination, Jerk Off Instruction with Mistress Mystique Hoops - WMV

Sissification Slut JOI Double Feature - Become an gay objectified sissy! - Sissy Sluts, Femdom, Female Domination, Jerk Off Instruction with Mistress Mystique Hoops - WMV

Clips4sale 10 months ago

Trialling out a new slave boy

Trialling out a new slave boy

Clips4sale 3 years ago

Ebony Panty Worship

Ebony Panty Worship

Clips4sale 2 years ago

Spitroasting The Slutty Kitchen Slave (Shot in 4K)

4K 0:53 / 30:44

Spitroasting The Slutty Kitchen Slave (Shot in 4K)

Clips4sale 1 year ago

Smoke with me sissy

Smoke with me sissy

Clips4sale 1 year ago

Boyfriend's Oversized White Shirt Drain (Shot in 4K)

Boyfriend's Oversized White Shirt Drain (Shot in 4K)

Clips4sale 1 year ago

Caught by Mommy Domme

Caught by Mommy Domme

LoyalFans 10 months ago

Prissy Sissy Initiation

Prissy Sissy Initiation

Clips4sale 10 months ago

Sissified & Pegged - Goddess Luna Law & Miss Sloane May dress the slutty sissy slave and strap-on spit roast him on the dungeon floor

67% HD 0:10 / 20:43

Sissified & Pegged - Goddess Luna Law & Miss Sloane May dress the slutty sissy slave and strap-on spit roast him on the dungeon floor

LoyalFans 10 months ago

Exposing A Loser! #SecondEpisode - loser exposed - bl4ckmail - femdom - verbal humiliation - sissy slut - faggot training - sissy training

Exposing A Loser! #SecondEpisode - loser exposed - bl4ckmail - femdom - verbal humiliation - sissy slut - faggot training - sissy training

LoyalFans 9 months ago

Practice On Eachother

57% HD 0:10 / 12:04

Practice On Eachother

LoyalFans 10 months ago

Pussy Free Sissy Chastity Loser - Sissy Sluts and Chastity Humiliation with Ivy Chaos

Pussy Free Sissy Chastity Loser - Sissy Sluts and Chastity Humiliation with Ivy Chaos

Clips4sale 9 months ago

Latex Dress

Clips4sale 10 months ago

Cuckolded & Sissified by Your Witch Wife for Halloween (4K)

4K 0:16 / 10:25

Cuckolded & Sissified by Your Witch Wife for Halloween (4K)

Clips4sale 10 months ago

Quick Cheap Sissy Clip - Sissification Goddess Worship Verbal Humiliation Degradation Big Tits Titties Tit Worship

Quick Cheap Sissy Clip - Sissification Goddess Worship Verbal Humiliation Degradation Big Tits Titties Tit Worship

LoyalFans 9 months ago

Cum in your Pantyhose!

Cum in your Pantyhose!

Clips4sale 9 months ago

Sissy Maid Inspection and Caning (1080p)

HD 0:17 / 11:17

Sissy Maid Inspection and Caning (1080p)

Clips4sale 9 months ago

Puttanella dei nostri piedi - Slut of our feet #2 (MP4 - MOBILE VERSION)

HD 0:30 / 22:46

Puttanella dei nostri piedi - Slut of our feet #2 (MP4 - MOBILE VERSION)

Clips4sale 9 months ago

Sissifying my chastity slave

Premium 4K 12:54

Sissifying my chastity slave

Clips4sale 2 months ago

Burn Your Boy Clothes And Become A Sissy

Burn Your Boy Clothes And Become A Sissy

LoyalFans 2 months ago

Sissified SPH Humiliation From Your Teacher Miss Whitney Morgan

Sissified SPH Humiliation From Your Teacher Miss Whitney Morgan

LoyalFans 3 months ago

SISSIFIED LOCKED AND OWNED BY BOOTS

HD 0:15 / 11:50

SISSIFIED LOCKED AND OWNED BY BOOTS

IWantClips 2 months ago

New Sissy Learns to Suck Big Black Cock

New Sissy Learns to Suck Big Black Cock

IWantClips 2 months ago

Prisoner sissy slut loves anal!

Prisoner sissy slut loves anal!

LoyalFans 1 year ago

Sissy Starter Pack by Lexi Mae

Sissy Starter Pack by Lexi Mae

LoyalFans 1 month ago

* Can you cum, sissy? *

4K 0:10 / 11:29

* Can you cum, sissy? *

LoyalFans 3 months ago

Ultimate Sissy Marathon

HD 0:10 / 33:23

Ultimate Sissy Marathon

LoyalFans 1 month ago

Strap On Stories #1: Crimson Mistress and the Latex Maid Reward

HD 0:25 / 16:11

Strap On Stories #1: Crimson Mistress and the Latex Maid Reward

C4S 4 weeks ago

Cock Craving Sissy

61% HD 0:25 / 9:29

Cock Craving Sissy

Clips4sale 1 year ago

Polka-Dot Domination: Deep Fistin Frenzy

Polka-Dot Domination: Deep Fistin Frenzy

Clips4sale 1 year ago

Kinky Bitch - Twin Domination 4

4K 0:36 / 13:10

Kinky Bitch - Twin Domination 4

Clips4sale 11 months ago

Lesbian Cuck you with your EX, Sissy Peg YOU in front of her!

HD 0:10 / 11:05

Lesbian Cuck you with your EX, Sissy Peg YOU in front of her!

LoyalFans 2 weeks ago

Miss Hannah Blake & Miss Alex wildfire - Sissy made to suck [HD1080p]

HD 0:22 / 13:29

Miss Hannah Blake & Miss Alex wildfire - Sissy made to suck [HD1080p]

Clips4sale 1 month ago

EAT IT SISSY SLUT mp4

Premium HD 8:04

EAT IT SISSY SLUT mp4

Clips4sale 3 months ago

Sissy humiliation from 3 Dommes

HD 0:10 / 37:07

Sissy humiliation from 3 Dommes

LoyalFans 3 months ago

The story of my rubber maid's journey 1

65% HD 0:10 / 14:24

The story of my rubber maid's journey 1

LoyalFans 4 months ago

Release Your Inner Woo Girl Feminization Training - She's the life of the party! - Sissy Training, Sissy Sluts, Sissification, Femdom, Gender Transformation with Mistress Mystique Hoops - MP4

Release Your Inner Woo Girl Feminization Training - She's the life of the party! - Sissy Training, Sissy Sluts, Sissification, Femdom, Gender Transformation with Mistress Mystique Hoops - MP4

Clips4sale 5 months ago

Turning my Sissy into a Balloon Bimbo

HD 0:10 / 11:19

Turning my Sissy into a Balloon Bimbo

LoyalFans 5 months ago

Sissy Slutbag Conversion!

HD 0:44 / 17:21

Sissy Slutbag Conversion!

IWantClips 1 year ago

Be My Sissy Slut

Be My Sissy Slut

IWantClips 5 years ago

From Boy to Girl.

From Boy to Girl.

IWantClips 1 year ago

Sissy Gets a Makeover For Her Exam 1080p

Sissy Gets a Makeover For Her Exam 1080p

Clips4sale 9 months ago

Party for Sissy Faggot

HD 0:10 / 13:47

Party for Sissy Faggot

LoyalFans 4 months ago

Train Your Sissyhole

HD 0:20 / 12:00

Train Your Sissyhole

IWantClips 1 year ago

Sissy Morning Routine

Sissy Morning Routine

Clips4sale 8 months ago

Sweaty MILF Pushes Sissy to Sniff Armpits & Fuck Shoes in Chastity

HD 0:10 / 23:12

Sweaty MILF Pushes Sissy to Sniff Armpits & Fuck Shoes in Chastity

LoyalFans 6 months ago

Truck Stop Sissy Faggot Slut

HD 0:10 / 10:03

Truck Stop Sissy Faggot Slut

LoyalFans 6 months ago

Goddess Samariel and Lexynoir - Sissy humiliation in lingerie

HD 0:10 / 32:41

Goddess Samariel and Lexynoir - Sissy humiliation in lingerie

LoyalFans 3 months ago

MAN CATCHER - The FULL Chapter 4 *MOV*

4K 0:39 / 1:57:47

MAN CATCHER - The FULL Chapter 4 *MOV*

Clips4sale 4 months ago

Sissy Maid Makeover feat Domina Monica

Sissy Maid Makeover feat Domina Monica

Clips4sale 7 months ago

Prom Queen Sissifies you!

HD 0:10 / 20:43

Prom Queen Sissifies you!

LoyalFans 1 month ago

Dominant Goddess Vicky's Sissy Wedgie Humiliation POV

Dominant Goddess Vicky's Sissy Wedgie Humiliation POV

LoyalFans 2 months ago

It all started with a maintenance spanking...

HD 0:10 / 37:57

It all started with a maintenance spanking...

LoyalFans 2 months ago

Sissy Slut Training

4K 0:28 / 12:17

Sissy Slut Training

Clips4sale 2 months ago

Strap-on and Sadism in Latex: Matriarch Ezada Sinn’s whipped and fucked sissy slut remastered

66% HD 0:10 / 10:00

Strap-on and Sadism in Latex: Matriarch Ezada Sinn’s whipped and fucked sissy slut remastered

LoyalFans 2 months ago

Jumping on hubby's back to give him a check-up

Jumping on hubby's back to give him a check-up

LoyalFans 1 month ago

Sissy Institution Part 6- The Cock Slut Placement! (1080p)

HD 0:17 / 14:13

Sissy Institution Part 6- The Cock Slut Placement! (1080p)

Clips4sale 1 month ago

Pegging My Sissy Gimp Lola: Latex Domme Fucks Maid in Gimp Mask

HD 0:10 / 10:59

Pegging My Sissy Gimp Lola: Latex Domme Fucks Maid in Gimp Mask

LoyalFans 2 months ago

Sissy Maid Mirror Punishment: Paddle Breaking on Failed Dusting Bitch's Ass

Sissy Maid Mirror Punishment: Paddle Breaking on Failed Dusting Bitch's Ass

Clips4sale 1 month ago

Hubby Turned into Sissy Cuckold for Randy Wife

HD 0:15 / 10:46

Hubby Turned into Sissy Cuckold for Randy Wife

IWantClips 2 months ago

From Loving Boyfriend to Loving Maid - Star Nine Sissy Training french maid, slave training, games, female domination domination

HD 0:10 / 25:18

From Loving Boyfriend to Loving Maid - Star Nine Sissy Training french maid, slave training, games, female domination domination

LoyalFans 4 months ago

Sissifying And Fucking My Stepson

HD 0:10 / 22:30

Sissifying And Fucking My Stepson

LoyalFans 4 months ago

A Sissy Bathroom Spanking by Lady Jose

65% HD 0:10 / 19:25

A Sissy Bathroom Spanking by Lady Jose

LoyalFans 4 months ago

Filthy In Furs - Step-Aunty Sissification Strap On Scene

52% 4K 0:25 / 15:36

Filthy In Furs - Step-Aunty Sissification Strap On Scene

Clips4sale 3 months ago

Sissy Humiliation, SPH, High Heels Domination, Ignoring

HD 0:10 / 31:02

Sissy Humiliation, SPH, High Heels Domination, Ignoring

LoyalFans 3 months ago

1158 Latex Gimp Slut Melanie Visit 7 Fucking The Slut out of Melanie

HD 0:10 / 40:03

1158 Latex Gimp Slut Melanie Visit 7 Fucking The Slut out of Melanie

LoyalFans 3 months ago

Leather and Handjob power: Matriarch Ezada Sinn keeps her sissy on edge

HD 0:24 / 17:55

Leather and Handjob power: Matriarch Ezada Sinn keeps her sissy on edge

IWantClips 2 months ago

Feminize You

IWantClips 2 months ago

Sissy slut holes training

Sissy slut holes training

IWantClips 2 months ago

Sissy Training

IWantClips 2 months ago

Sissies Have To Swallow

HD 0:23 / 10:22

Sissies Have To Swallow

IWantClips 2 months ago

Cock Hungry Rubber Slut for Maya Sinstress

HD 0:15 / 14:55

Cock Hungry Rubber Slut for Maya Sinstress

IWantClips 2 months ago

BBC Breaks in Pretty Princess (Audio)

BBC Breaks in Pretty Princess (Audio)

IWantClips 2 months ago

Sissy to Slut Training

HD 0:19 / 11:11

Sissy to Slut Training

IWantClips 2 months ago

Sissifying And Fucking My Stepson

Sissifying And Fucking My Stepson

Clips4sale 4 months ago

Slutty Sissy Dress Up

Slutty Sissy Dress Up

Clips4sale 3 months ago

Horny, Desperate, Sissy Slut Wannabe

Horny, Desperate, Sissy Slut Wannabe

LoyalFans 3 months ago

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