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Sissification

Ambiguity (Animation)

Ambiguity (Animation)

5 years ago

Tattooed Dominatrix Pegs Sissy

Tattooed Dominatrix Pegs Sissy

3 years ago

Femdom Hotwife Feminizes Sissy W/ Raver Magic Snap of her Hand Whips Flogs Femboy Impact Play Part 1

Femdom Hotwife Feminizes Sissy W/ Raver Magic Snap of her Hand Whips Flogs Femboy Impact Play Part 1

1 year ago

Our little Secret - FEMDOM SISSY FEMINIZATION

Our little Secret - FEMDOM SISSY FEMINIZATION

1 year ago

POV your Hot mean Coworker Discovers you're a Sissy, Humiliates & Dresses U, & uses it against u

POV your Hot mean Coworker Discovers you're a Sissy, Humiliates & Dresses U, & uses it against u

1 year ago

Sexy Mistress Pegs Sissy Boy in Hotel

Sexy Mistress Pegs Sissy Boy in Hotel

2 years ago

"feminized by his High School Bully" Audio [preview]

5 years ago

Sissy tied up & sounding by 2 asian dominatrix

Sissy tied up & sounding by 2 asian dominatrix

1 year ago

Trans Femboy Humiliating your Small Penis with Huge Girl Cock

Trans Femboy Humiliating your Small Penis with Huge Girl Cock

3 years ago

Boyfriend to Girlfriend Feminization

Boyfriend to Girlfriend Feminization

2 years ago

Ass up Face down LETS FURTHER YOUR TRAINING Sissy Boi

Ass up Face down LETS FURTHER YOUR TRAINING Sissy Boi

5 years ago

Do you wanna be a sissy? First time in your life? Ok, watch

Do you wanna be a sissy? First time in your life? Ok, watch

3 years ago

Lingerie, Make-Over, and Buttplug for my Good Sissy Bitch - Mistress Trains you to be a Sissy

Lingerie, Make-Over, and Buttplug for my Good Sissy Bitch - Mistress Trains you to be a Sissy

1 year ago

She Shoves a HUGE Dick up his Ass

She Shoves a HUGE Dick up his Ass

4 years ago

Stepmom Threatens to Fuck my Girlfriend because i'm a Sissy with a Caged Cock, Pegs me - Trailer

Stepmom Threatens to Fuck my Girlfriend because i'm a Sissy with a Caged Cock, Pegs me - Trailer

4 years ago

Sissy Tendencies by Sex Psychologist

Sissy Tendencies by Sex Psychologist

7 months ago

Sissy Cuck Boyfriend Wears Panties while I Fuck my Bull

Sissy Cuck Boyfriend Wears Panties while I Fuck my Bull

2 years ago

Sissy Slut Training by DominaFire

Sissy Slut Training by DominaFire

2 years ago

Hiding Your Little Sissy Cock in White Tights

Hiding Your Little Sissy Cock in White Tights

3 years ago

She Wrecks his Ass on a Bar Stool

She Wrecks his Ass on a Bar Stool

4 years ago

Squeezing a Penis into a Micro Cage

Squeezing a Penis into a Micro Cage

3 years ago

LATEX DOMINAFIRE TRAINING SISSY SLUT IN CHASTITY

LATEX DOMINAFIRE TRAINING SISSY SLUT IN CHASTITY

2 years ago

Latex Surprise for Lady after a busy day on business trip - Full version with Extra Scene

Latex Surprise for Lady after a busy day on business trip - Full version with Extra Scene

1 year ago

Sissy Whore Trainer MALE TO FEMALE VERSION

Sissy Whore Trainer MALE TO FEMALE VERSION

3 years ago

4 years ago

$Futa Sylvia Trains her Personal Slut, the Masterclass \hentai Anal & Oral JOI W/ Chastity \trailer/$

Futa Sylvia Trains her Personal Slut, the Masterclass \hentai Anal & Oral JOI W/ Chastity \trailer/

2 years ago

POV Exposed as a SISSY!! Feminization Humiliation RolePlay

POV Exposed as a SISSY!! Feminization Humiliation RolePlay

7 months ago

5 years ago

Sissy Exposure Fantasy Roleplay - Femdom POV Goddess Alexa

Sissy Exposure Fantasy Roleplay - Femdom POV Goddess Alexa

1 year ago

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

1 year ago

My Fiancé Loves when I Fuck his Ass!🤤 do You😜

My Fiancé Loves when I Fuck his Ass!🤤 do You😜

1 year ago

Magically Transformed Sissy ABDL | Penny Barber POV

Magically Transformed Sissy ABDL | Penny Barber POV

2 years ago

Sissy faggot Candi enjoys BBC worship

Sissy faggot Candi enjoys BBC worship

5 years ago

Strapon fuck for submissive sissy

Strapon fuck for submissive sissy

4 years ago

Sissy Training Day 7 - Femdom Feminization

Sissy Training Day 7 - Femdom Feminization

2 years ago

STRAPON STEPMOM COMPARES COCKS WITH YOU. JEWISH MILF WITH A PERFECT ASSHOLE.

STRAPON STEPMOM COMPARES COCKS WITH YOU. JEWISH MILF WITH A PERFECT ASSHOLE.

2 years ago

Latex Sissy Bimbo Training and Control Session POV / Dronification / Gasmask

Latex Sissy Bimbo Training and Control Session POV / Dronification / Gasmask

1 year ago

Small Penis Encouragement with Wiinierox

Small Penis Encouragement with Wiinierox

1 year ago

Twinkerbell Pegging the Lost Femboy! Femdom, Chastity & Feminization

Twinkerbell Pegging the Lost Femboy! Femdom, Chastity & Feminization

9 months ago

Living Silicone Bimbo Doll - miss Eva Mae - Transformation Male to Female

Living Silicone Bimbo Doll - miss Eva Mae - Transformation Male to Female

4 years ago

Obession - Slow Cock Worship Trainer by Jlodalisque

Obession - Slow Cock Worship Trainer by Jlodalisque

5 years ago

7 years ago

Cum like a Sissy CEI + JOI

Cum like a Sissy CEI + JOI

2 years ago

Busty Mistress Mary Train her Sissy Slave with Dildo Sucking and Pegging! Full Version on ONLYFANS

Busty Mistress Mary Train her Sissy Slave with Dildo Sucking and Pegging! Full Version on ONLYFANS

3 years ago

Sissy Training Day 5 - Femdom Feminization

Sissy Training Day 5 - Femdom Feminization

2 years ago

Wife Discovers Sissy Husband

Wife Discovers Sissy Husband

10 months ago

Sissy Anal Whore Gets Deep Throated, Hardcore Pegging, Rough Ass Fucked, and Anal Fisting

Sissy Anal Whore Gets Deep Throated, Hardcore Pegging, Rough Ass Fucked, and Anal Fisting

7 months ago

SISSY TRAINING ASSIGNMENT 3

SISSY TRAINING ASSIGNMENT 3

6 years ago

Hot Blonde Femdom with Big Tits Humiliates Sissy Hole with Anal Fuck & Deep Throating

Hot Blonde Femdom with Big Tits Humiliates Sissy Hole with Anal Fuck & Deep Throating

8 months ago

Rub that Clitty - JOI for Sissies with CEI - Elle Eros

Rub that Clitty - JOI for Sissies with CEI - Elle Eros

11 months ago

FemDom POV: MISTRESS Arya Grander Shows her SEX DOLL while you JERK OFF

FemDom POV: MISTRESS Arya Grander Shows her SEX DOLL while you JERK OFF

3 years ago

Embrace your inadequacies, white boy

Embrace your inadequacies, white boy

3 years ago

8 INCH Strapon Fucking my Chastity Slut in Latex by Dominafire

8 INCH Strapon Fucking my Chastity Slut in Latex by Dominafire

2 years ago

Husband gets completely transformed into a sissy cock hungry slut

Husband gets completely transformed into a sissy cock hungry slut

1 year ago

I will Fuck your Mind and make you my Obedient Weak Sissy Slave Addicted to me

I will Fuck your Mind and make you my Obedient Weak Sissy Slave Addicted to me

2 years ago

Brandy Bimbo Barbie Virus Mk Ultra Sex Kitten

Brandy Bimbo Barbie Virus Mk Ultra Sex Kitten

6 years ago

Eating Cum like a Sissy CEI JOI to Feminize you by FemDom Goddess Nikki Kit

Eating Cum like a Sissy CEI JOI to Feminize you by FemDom Goddess Nikki Kit

10 months ago

While Jerking you off your Girlfriend Turns into a Shemale and Gets you Slurping your Cummies JOI CE

While Jerking you off your Girlfriend Turns into a Shemale and Gets you Slurping your Cummies JOI CE

4 years ago

Halloween Outfit for this Sluty Crossdresser. she Loves to Wear Sexy Outfits 🎃👻🎃

Halloween Outfit for this Sluty Crossdresser. she Loves to Wear Sexy Outfits 🎃👻🎃

3 years ago

Cum Slut Sissy Humiliation

Cum Slut Sissy Humiliation

1 year ago

Sissy Girl Training - Femdom Feminization POV

Sissy Girl Training - Femdom Feminization POV

1 year ago

[FayGrey] [TEASER] Raven Trains you to be a Cumslut Pt. 3 the Final Orgasm

[FayGrey] [TEASER] Raven Trains you to be a Cumslut Pt. 3 the Final Orgasm

4 years ago

Let me Mold you

Let me Mold you

7 months ago

Sissy Training Therapy Session - Feminized by new Therapist by Gentle FemDom Goddess Nikki Kit PRV

Sissy Training Therapy Session - Feminized by new Therapist by Gentle FemDom Goddess Nikki Kit PRV

4 years ago

Egyptian Sissy FUCKED Bareback by BLACK HUNK from GRINDR

Egyptian Sissy FUCKED Bareback by BLACK HUNK from GRINDR

2 years ago

Mistress Fucks her Sissy Slut while Whispering Gentle Encouragement in his Ear

Mistress Fucks her Sissy Slut while Whispering Gentle Encouragement in his Ear

1 year ago

On Wednesdays you Wear Pink - mean Girls Day 2018

On Wednesdays you Wear Pink - mean Girls Day 2018

6 years ago

Sissy Conditioning - FEMDOM

Sissy Conditioning - FEMDOM

1 year ago

Cristal Kinky in Latex training my sissy bimbo doll – Preview

Cristal Kinky in Latex training my sissy bimbo doll – Preview

3 years ago

Sweet Sissy Encouragement JOI

Sweet Sissy Encouragement JOI

1 year ago

Gender Transformation Encouragement!

Gender Transformation Encouragement!

4 months ago

Cristal Kinky in Blue Latex Catsuit Playing with my Sissy Bimbo Doll Preview

Cristal Kinky in Blue Latex Catsuit Playing with my Sissy Bimbo Doll Preview

3 years ago

Asian Dominatrix in Latex Pegging Sissy with Huge BBC Strapon

Asian Dominatrix in Latex Pegging Sissy with Huge BBC Strapon

2 years ago

Become Futa Mistress' Maid JOI

Become Futa Mistress' Maid JOI

11 months ago

Deep Dolly Play | Part 1 | Transformation Trap | miss Eva Mae

Deep Dolly Play | Part 1 | Transformation Trap | miss Eva Mae

2 years ago

Secret Sissy 'scott'

Secret Sissy 'scott'

7 months ago

Sissy Whore Training Pt4

Sissy Whore Training Pt4

2 years ago

I Gag my Femboy Boyfriend, Peg him and Spit in his Mouth! Femdom, Chastity, Sissy

I Gag my Femboy Boyfriend, Peg him and Spit in his Mouth! Femdom, Chastity, Sissy

1 year ago

Sissy CAUGHT Crossdressing by GirlFriend (non-humiliation)

Sissy CAUGHT Crossdressing by GirlFriend (non-humiliation)

8 months ago

Sissy Trained and Humiliated by DominaFire

Sissy Trained and Humiliated by DominaFire

1 year ago

A Very English Sissy

A Very English Sissy

3 years ago

5 years ago

Using my Good Boy

Using my Good Boy

3 years ago

Worship Step Mommy’s Cock

Worship Step Mommy’s Cock

10 months ago

Sissy Halloween Fantasy / AUDIO ONLY JOI

Sissy Halloween Fantasy / AUDIO ONLY JOI

7 years ago

Preview: Losing a Bet Ends with you in a Skirt: Bi-Encouragement, Femdom, made to Cross Dress

Preview: Losing a Bet Ends with you in a Skirt: Bi-Encouragement, Femdom, made to Cross Dress

1 year ago

Sissy Whore Cum Game Femdom Humiliation

Sissy Whore Cum Game Femdom Humiliation

7 months ago

SissyStudent - Female Body Experiment

SissyStudent - Female Body Experiment

5 years ago

Toutepourvous : slutty whore gang railed for 3 days

Toutepourvous : slutty whore gang railed for 3 days

5 years ago

Futa Nun Fucks you after you Confess [anal & Oral JOI]

Futa Nun Fucks you after you Confess [anal & Oral JOI]

11 months ago

TS Ria Bentley & Caramel God Suck the Cum out of each other

TS Ria Bentley & Caramel God Suck the Cum out of each other

5 months ago

Hairless Sissy Bitch

Hairless Sissy Bitch

3 years ago

LATEX DOMINA PEGGING CHASTITY GIMP SLAVE by DominaFire

LATEX DOMINA PEGGING CHASTITY GIMP SLAVE by DominaFire

2 years ago

Step Sis- Sissy Humiliation- Goddess Yata- Preview

Step Sis- Sissy Humiliation- Goddess Yata- Preview

4 years ago

Hot Deep Fisting of Moaning Slut, StepMom Mistress in Latex Gloves Digging Sissy CUNT! Arya Grander

Hot Deep Fisting of Moaning Slut, StepMom Mistress in Latex Gloves Digging Sissy CUNT! Arya Grander

8 months ago

DominaFire Pegging Sissy Slut

DominaFire Pegging Sissy Slut

2 years ago

White Slave Locked in Chastity by 3 Asian Girls

White Slave Locked in Chastity by 3 Asian Girls

2 years ago

[FayGrey] Futanari Harem Pt. 1 Anal Hero (Femdom JOI Assplay)

[FayGrey] Futanari Harem Pt. 1 Anal Hero (Femdom JOI Assplay)

1 year ago

Podcast Ep11: Her Feminization Progress (Update)

Podcast Ep11: Her Feminization Progress (Update)

5 years ago

JOI with Gagging for Sissy Boi Fags

JOI with Gagging for Sissy Boi Fags

4 years ago

Remote Control Glamor Doll | miss Eva Mae | Male to Female FULL TRANSFORMATION

Remote Control Glamor Doll | miss Eva Mae | Male to Female FULL TRANSFORMATION

2 years ago

Squirting on my Boyfriend Caged Dick Showing my Superiority -compilation-

Squirting on my Boyfriend Caged Dick Showing my Superiority -compilation-

1 year ago

Training you to Suck Cock

Training you to Suck Cock

3 years ago

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

6 months ago

The Makeover Chair | miss Eva Mae | Living Silicone Doll & Female Masker FULL TRANSFORMATION

The Makeover Chair | miss Eva Mae | Living Silicone Doll & Female Masker FULL TRANSFORMATION

3 years ago

Sissygasm - Femdom Goddess Maven may

Sissygasm - Femdom Goddess Maven may

9 months ago

Feminization, Ruined Orgasms, Pegging with Sperm

Feminization, Ruined Orgasms, Pegging with Sperm

1 year ago

Become a Whore (No Captions)

Become a Whore (No Captions)

5 years ago

Sissy Training: Making u Serve 2 Big Cocks

Sissy Training: Making u Serve 2 Big Cocks

3 years ago

Your Futa Bestie Helps you Loosen up a Little....

Your Futa Bestie Helps you Loosen up a Little....

2 months ago

Be my Good Girl Feminization Mesmerize Teaser

Be my Good Girl Feminization Mesmerize Teaser

1 year ago

Husband sissified, bent over and made to spread his ass cheeks for mistress's big cock to pound his tight boi pussy

Husband sissified, bent over and made to spread his ass cheeks for mistress's big cock to pound his tight boi pussy

1 year ago

Turned out Sissy Interactive Toy Experience

Turned out Sissy Interactive Toy Experience

10 months ago

training Day 6 - Femdom Feminization

training Day 6 - Femdom Feminization

2 years ago

SissyStudent - Cock Service

SissyStudent - Cock Service

5 years ago

3 Black Dresses | miss Eva Mae | Female Masker & Living Doll

3 Black Dresses | miss Eva Mae | Female Masker & Living Doll

2 years ago

Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract - HD 1080p MP4

Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract - HD 1080p MP4

9 months ago

Sissy Rides and Sucks on Goddess Cock while Moaning like the little Slut he is

Sissy Rides and Sucks on Goddess Cock while Moaning like the little Slut he is

1 year ago

Gigant Dildo in Ass

Gigant Dildo in Ass

3 years ago

Flexing Muscles as a Trans Girl

Flexing Muscles as a Trans Girl

3 years ago