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Sissification

*trailer* Sissy Training Basics with Kelli Frost

*trailer* Sissy Training Basics with Kelli Frost

3 years ago

Sissy Crossdresser Gets Face Fucked and Swallows all the Cum

Sissy Crossdresser Gets Face Fucked and Swallows all the Cum

5 years ago

Sissy Training - Elle Eros

Sissy Training - Elle Eros

1 year ago

Playing with your Ass is so Satisfying

Playing with your Ass is so Satisfying

11 months ago

Weekend Wreckage 2 - she Fucks him with Fists, Huge Cock and Baseball Bat

Weekend Wreckage 2 - she Fucks him with Fists, Huge Cock and Baseball Bat

3 years ago

Princess Sissy Training, Chastity and Worship

Princess Sissy Training, Chastity and Worship

6 years ago

Sissy clit bitch boi gets humiliated & his boi pussy pegged

Sissy clit bitch boi gets humiliated & his boi pussy pegged

11 months ago

Sissy Crossdresser Rims BBC Daddy

Sissy Crossdresser Rims BBC Daddy

5 years ago

Admit It, you're a Sissy!: FemDom Humiliation and Sissy Acceptance

Admit It, you're a Sissy!: FemDom Humiliation and Sissy Acceptance

1 year ago

Mistress Holly Hunt JOI and CEI, in Thigh High Latex Boots Dominant Tgirl

Mistress Holly Hunt JOI and CEI, in Thigh High Latex Boots Dominant Tgirl

7 months ago

TS Sasha De Sade Plays a Secret Game (preview)

TS Sasha De Sade Plays a Secret Game (preview)

7 years ago

Bimbo Sissy Story Mind Fuck - the Guy at the Bar

Bimbo Sissy Story Mind Fuck - the Guy at the Bar

1 year ago

Admit it Cum Guzzler

Admit it Cum Guzzler

5 years ago

Hump your Pillow like a School Girl! (Sissy Roleplay-Femdom)

Hump your Pillow like a School Girl! (Sissy Roleplay-Femdom)

1 year ago

Closed Captions Anal Training for Sissies

Closed Captions Anal Training for Sissies

2 years ago

FemDom Turns out Sissy at Work

FemDom Turns out Sissy at Work

8 months ago

Good Sissy Slut Alina Suck and Lick Ass her Owner and take Cum on her Stupid Face like a Good Girl

Good Sissy Slut Alina Suck and Lick Ass her Owner and take Cum on her Stupid Face like a Good Girl

8 months ago

Enforced Feminization - Femdom Sissy Training - Goddess Maven

Enforced Feminization - Femdom Sissy Training - Goddess Maven

8 months ago

Stop! Feminine sissies do not jerk their cock - sissy training and feminization with Lady Julina

Stop! Feminine sissies do not jerk their cock - sissy training and feminization with Lady Julina

1 year ago

Rosalina's Sissy CEI - The Joi Database

Rosalina's Sissy CEI - The Joi Database

3 years ago

Trans Boss Feminizes Sissy Husband Ft Trans Femdom Queen

Trans Boss Feminizes Sissy Husband Ft Trans Femdom Queen

4 years ago

You’re my Sissy Wife now - Elle Eros

You’re my Sissy Wife now - Elle Eros

9 months ago

Futa Juri Han Fucks your Ass after Gym Sesh

Futa Juri Han Fucks your Ass after Gym Sesh

1 year ago

Welcome to Slut School Dirty Sissy! Mistress Dresses you in Lingerie & Teaches you to be a Good Slut

Welcome to Slut School Dirty Sissy! Mistress Dresses you in Lingerie & Teaches you to be a Good Slut

1 year ago

Stepmom Makes You her Sissy Bitch

Stepmom Makes You her Sissy Bitch

3 months ago

Husband gets sissified and fucked in his ass whilst being humiliated

Husband gets sissified and fucked in his ass whilst being humiliated

1 year ago

Making him my Sissy Slut by DominaFire

Making him my Sissy Slut by DominaFire

2 years ago

Mistress Mercy: Pegging Sissy in Dress with new Strapon

Mistress Mercy: Pegging Sissy in Dress with new Strapon

2 years ago

Arab Sissy Crossdresser Upside down BBC Blowjob POV

Arab Sissy Crossdresser Upside down BBC Blowjob POV

2 years ago

Christmas at Chez Bellatrix - Festive Femdom with Maitresse Parisienne

Christmas at Chez Bellatrix - Festive Femdom with Maitresse Parisienne

4 years ago

Stretching Out Jewels Tight Pussy

Stretching Out Jewels Tight Pussy

4 years ago

Worship your Parisienne Goddess in Black

Worship your Parisienne Goddess in Black

4 years ago

Will you be a Good Sissy for Trans Goddess Sasha? 🎀 @Sasha_de_Sade on all Sites ;)

Will you be a Good Sissy for Trans Goddess Sasha? 🎀 @Sasha_de_Sade on all Sites ;)

1 year ago

Sissy Sleepover with mean Sorority Girls - Feminized POV

Sissy Sleepover with mean Sorority Girls - Feminized POV

8 months ago

Sissy Slut Eats Cums while Fucking Ass with Huge BBC Dildo

Sissy Slut Eats Cums while Fucking Ass with Huge BBC Dildo

5 years ago

Slurp and Pretend its her Cummies in your Mouth

Slurp and Pretend its her Cummies in your Mouth

4 years ago

Sissy Tgirl in Chastity Teaches Wannabe Sluts how to take Dick with her Big Strap-on! Full Video JOI

Sissy Tgirl in Chastity Teaches Wannabe Sluts how to take Dick with her Big Strap-on! Full Video JOI

5 months ago

MILF self Sucking Cock while Sissy Training Maxine Cayenne

MILF self Sucking Cock while Sissy Training Maxine Cayenne

3 years ago

My Panty Slut Extended Preview

My Panty Slut Extended Preview

1 year ago

Sexy Mistresses: Sissy Education- Female Domination Point of View POV Arya Grander + MistressPriest)

Sexy Mistresses: Sissy Education- Female Domination Point of View POV Arya Grander + MistressPriest)

2 years ago

Red Lipstick for Sissy

Red Lipstick for Sissy

10 months ago

Promoting you to Live-In Sissy French Maid POV

Promoting you to Live-In Sissy French Maid POV

5 years ago

His Anal Training Day - Part two

His Anal Training Day - Part two

4 years ago

Beta Encouragement: Accept that you're Gay

Beta Encouragement: Accept that you're Gay

2 years ago

CD Christy Sucks and Gets Fucked

CD Christy Sucks and Gets Fucked

5 years ago

Feminine for Mommy - FEMDOM FEMINIZATION

Feminine for Mommy - FEMDOM FEMINIZATION

1 year ago

Slutty Femboy Gets Fucked Hard by Machine

Slutty Femboy Gets Fucked Hard by Machine

4 years ago

Friends with Benefits

Friends with Benefits

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

1 year ago

Get rid of your cock - The Lady of Feminisation gives you sissy cunt a nice cameltoe panty

Get rid of your cock - The Lady of Feminisation gives you sissy cunt a nice cameltoe panty

1 year ago

Cuckold made Body Swap with Impregnated GF by Homewrecker

Cuckold made Body Swap with Impregnated GF by Homewrecker

1 year ago

[PearwoeFul] Femdom Hentai JOI, Deepthroat (No Toys)

[PearwoeFul] Femdom Hentai JOI, Deepthroat (No Toys)

2 years ago

[FayGrey] [nino Nakano Moulds you into the Perfect Boyfriend] (Joi CEI Pissplay NoToys Degradation

[FayGrey] [nino Nakano Moulds you into the Perfect Boyfriend] (Joi CEI Pissplay NoToys Degradation

1 year ago

[FayGrey] [tharja's Lab Rat Milking_Session] (femdom Joi_Cei_NoToys_Milking)

[FayGrey] [tharja's Lab Rat Milking_Session] (femdom Joi_Cei_NoToys_Milking)

1 year ago

Podcast Ep11: Talking about her Feminization Progress

Podcast Ep11: Talking about her Feminization Progress

5 years ago

BBW with Ejaculating Cock StrapOn

BBW with Ejaculating Cock StrapOn

6 years ago

Silicone Doll Touching her self and Didlo - miss Eva Mae

Silicone Doll Touching her self and Didlo - miss Eva Mae

4 years ago

Mistress Lilin Femdom Goddess Sissy Bukkake Party Role-Play POV with JOI

Mistress Lilin Femdom Goddess Sissy Bukkake Party Role-Play POV with JOI

7 months ago

Femboy Fucked by BBC Dildo Machine

Femboy Fucked by BBC Dildo Machine

1 year ago

BBC Worship by Sissy Crossdresser

BBC Worship by Sissy Crossdresser

5 years ago

Mistress Maven Sissy Task 3 - Femdom Godess Maven may

Mistress Maven Sissy Task 3 - Femdom Godess Maven may

9 months ago

Threesome with 2 Hot Sissy Sluts Ria Bentley Lola Crystals and BBC

Threesome with 2 Hot Sissy Sluts Ria Bentley Lola Crystals and BBC

7 months ago

9 years ago

She Wrecks him on the Stool - Stretched and Punch Fisted

She Wrecks him on the Stool - Stretched and Punch Fisted

3 years ago

Pink Bimbo Living Doll (fully Enclosed) - miss Eva Mae

Pink Bimbo Living Doll (fully Enclosed) - miss Eva Mae

3 years ago

The Grand Final - Locktober Cage 15: Hotwife Puts Hubby in a Pussy Cage and Thong and Ruins Orgasm

The Grand Final - Locktober Cage 15: Hotwife Puts Hubby in a Pussy Cage and Thong and Ruins Orgasm

5 months ago

THE BEST GAME OF DOMINATRIX ANNETTE WITH ANAL SISSY. FEMDOM FISTING ANAL TRAINING

THE BEST GAME OF DOMINATRIX ANNETTE WITH ANAL SISSY. FEMDOM FISTING ANAL TRAINING

2 years ago

[FayGrey] [jabami Yumeko's Dog] (NoToys JOI CEI Fingering Petplay Edging Femdom Degradation)

[FayGrey] [jabami Yumeko's Dog] (NoToys JOI CEI Fingering Petplay Edging Femdom Degradation)

1 year ago

Sissy Inspection & Fucking

Sissy Inspection & Fucking

1 year ago

Sissy Anal Hooked and Strapon Fucked by Dominafire

Sissy Anal Hooked and Strapon Fucked by Dominafire

1 year ago

Sissy Training at Work

Sissy Training at Work

7 months ago

Making You Into a Sissy Maid Who Sucks Dick

Making You Into a Sissy Maid Who Sucks Dick

1 year ago

Hot Arab Crossdresser BLOWJOB in Greece

Hot Arab Crossdresser BLOWJOB in Greece

2 years ago

BEST EXTREME ANAL STRETCHING Anime. MISTRESS FUCKS AND FISTING TRANNY'S ASS. ANAL SISSY TRAINING

BEST EXTREME ANAL STRETCHING Anime. MISTRESS FUCKS AND FISTING TRANNY'S ASS. ANAL SISSY TRAINING

1 year ago

Sissy Boy Locked in Chastity Training Feminization Tasks by FemDom Goddess Nikki Kit

Sissy Boy Locked in Chastity Training Feminization Tasks by FemDom Goddess Nikki Kit

4 years ago

Ass Punching #1

Ass Punching #1

4 years ago

DeepSlutPuppy Ep.2 - Cum Slut Trainer

DeepSlutPuppy Ep.2 - Cum Slut Trainer

5 years ago

Cum in your Sissy Panties CEI Cum Eating Instructions Humiliation Femdom POV

Cum in your Sissy Panties CEI Cum Eating Instructions Humiliation Femdom POV

1 year ago

Sissy Practice Audio Dildo to a Real Mans Cock

Sissy Practice Audio Dildo to a Real Mans Cock

5 years ago

Femdom Dr. Gwen Adora's Impregnation Clinic - POV Medical Insemination & Bisexual Breeding

Femdom Dr. Gwen Adora's Impregnation Clinic - POV Medical Insemination & Bisexual Breeding

1 year ago

The Sissy little Pixie Gets Fucked by a Cock 4x her Size - Magic gone Wrong

The Sissy little Pixie Gets Fucked by a Cock 4x her Size - Magic gone Wrong

5 years ago

Sissy Anal Examination by DominaFire

Sissy Anal Examination by DominaFire

1 year ago

Pegged in Pink - Sissy Pegging POV - Elle Eros

Pegged in Pink - Sissy Pegging POV - Elle Eros

1 year ago

Made to Crossdress Humiliation Femdom

Made to Crossdress Humiliation Femdom

6 years ago

Sissy Training at Work

Sissy Training at Work

1 year ago

Sissygasm Panties Anal Masturbation Instructions Femdom Encouraged Bi Humiliation

Sissygasm Panties Anal Masturbation Instructions Femdom Encouraged Bi Humiliation

2 years ago

This was so Humiliating 😭 @MistressMurmur Gave me Self-facial Training 💦🥺

This was so Humiliating 😭 @MistressMurmur Gave me Self-facial Training 💦🥺

2 months ago

Brought Home to Be Seduced and Sissified

Brought Home to Be Seduced and Sissified

1 year ago

Mistress Maven Sissy Task 2 - Femdom Goddess Maven may

Mistress Maven Sissy Task 2 - Femdom Goddess Maven may

9 months ago

Podcast Ep14: VanaDeLuna Feminization Progress Updates

Podcast Ep14: VanaDeLuna Feminization Progress Updates

4 years ago

I'll keep your Secret

I'll keep your Secret

7 years ago

POV PEGGING CHASTITY SISSY

POV PEGGING CHASTITY SISSY

2 years ago

Pegging my Slave with my Big Black Pony Strap-on in our very first Video! Full Video on OF

Pegging my Slave with my Big Black Pony Strap-on in our very first Video! Full Video on OF

1 year ago

Mistress Turning her Hubby IN CHASTITY in Sissy with make up and Maid Dress , before Fucking BBC

Mistress Turning her Hubby IN CHASTITY in Sissy with make up and Maid Dress , before Fucking BBC

1 year ago

Female Domination for Sissy Cock Suckers

Female Domination for Sissy Cock Suckers

5 years ago

[FayGrey] Raven Trains you to be a Cumslut Pt. 2 (Femdom CEI JOI Assplay Futa Trainer)

[FayGrey] Raven Trains you to be a Cumslut Pt. 2 (Femdom CEI JOI Assplay Futa Trainer)

1 year ago

PussyFree Beta forever Humiliation

PussyFree Beta forever Humiliation

1 year ago

Chastity Sissy her Remote Controled Anal Plug

Chastity Sissy her Remote Controled Anal Plug

5 years ago

Cristal Kinky in Latex fisting my sissy bimbo – Preview

Cristal Kinky in Latex fisting my sissy bimbo – Preview

3 years ago

[FayGrey] Raven Trains you to be a Cumslut Pt. 3 the Final Orgasm (Femdom CEI JOI Assplay Futa Train

[FayGrey] Raven Trains you to be a Cumslut Pt. 3 the Final Orgasm (Femdom CEI JOI Assplay Futa Train

1 year ago

Become the BBC Party Doll through Kinky Audio

Become the BBC Party Doll through Kinky Audio

5 years ago

Sissy: a Slut Documentary

Sissy: a Slut Documentary

5 years ago

Girlfriend Dresses You up for Halloween: Feminization, Chastity, Bi-encouragement and Lots of Dirty Talk

Girlfriend Dresses You up for Halloween: Feminization, Chastity, Bi-encouragement and Lots of Dirty Talk

1 year ago

Asian Dominatrix Pegging White Chastity Slave CFNM

Asian Dominatrix Pegging White Chastity Slave CFNM

2 years ago

You know you Crave Huge Black Cock & Worship Heels Sissy

You know you Crave Huge Black Cock & Worship Heels Sissy

6 years ago

FEMDOM SISSY COMPILATION - Goddess Fucks, Teases and Humiliates Sissy Femboy in different Positions

FEMDOM SISSY COMPILATION - Goddess Fucks, Teases and Humiliates Sissy Femboy in different Positions

3 months ago

I Dress him in a School Girl Outfit and Peg him Deep

I Dress him in a School Girl Outfit and Peg him Deep

1 year ago

Miss Eva Mae - Heat Wave - Full Silicone Doll Suit Female Masker Living Doll Male to Female Fetish

Miss Eva Mae - Heat Wave - Full Silicone Doll Suit Female Masker Living Doll Male to Female Fetish

3 years ago

I Threw away your Chastity Cage Key Femdom - Goddess Alexa

I Threw away your Chastity Cage Key Femdom - Goddess Alexa

2 years ago

A Soft Silicone Dream | miss Eva Mae Female Masker & Living Doll | Full Transformation

A Soft Silicone Dream | miss Eva Mae Female Masker & Living Doll | Full Transformation

2 years ago

Sissy Slut Adventures Volume 1

Sissy Slut Adventures Volume 1

5 months ago

845 I Turned my BF into a Sissy! Hes so Hot in my Panties with a Rock Hard Boner Tryin to Tear thru

845 I Turned my BF into a Sissy! Hes so Hot in my Panties with a Rock Hard Boner Tryin to Tear thru

2 years ago

DominaFire Toys with her Sissy Handcuffed in Latex

DominaFire Toys with her Sissy Handcuffed in Latex

2 years ago

Caught Crossdressing

Caught Crossdressing

7 months ago

Sissy Rules Slideshow with Subliminal Sissy Feminization Training

Sissy Rules Slideshow with Subliminal Sissy Feminization Training

4 years ago

[FayGrey] [2b's Bitch-maker Upgrade] (Joi CEI CBT A2M PissPlay Exhibitionist Degradation Humilation

[FayGrey] [2b's Bitch-maker Upgrade] (Joi CEI CBT A2M PissPlay Exhibitionist Degradation Humilation

1 year ago

Interactive Slave Application / Slave Training / Goddess Alexa

Interactive Slave Application / Slave Training / Goddess Alexa

2 years ago

Room 101 | Full Transformation | MtF | miss Eva Mae

Room 101 | Full Transformation | MtF | miss Eva Mae

1 year ago

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

7 months ago

Blank Beta 05 Anal Training Instructions

Blank Beta 05 Anal Training Instructions

3 years ago