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Special Dirty Holiday Treats to Humiliate Sissy

Special Dirty Holiday Treats to Humiliate Sissy

6 years ago

Dirty Talking Kelsey Pegs Sissy in Lingerie for two Cumshots and Feeds him Cum

Dirty Talking Kelsey Pegs Sissy in Lingerie for two Cumshots and Feeds him Cum

3 years ago

Asian Sexy Ladyboy Sissy Secretary in Office Uniform Dancing and Waiting for Job

Asian Sexy Ladyboy Sissy Secretary in Office Uniform Dancing and Waiting for Job

3 years ago

Sissy Whore Cums with no Hands on my Cock

Sissy Whore Cums with no Hands on my Cock

3 years ago

Inversao De Papeis Na Minha Sissy

Inversao De Papeis Na Minha Sissy

3 years ago

Sissy Cuck Gets Humiliated in Chastity and Pegged my Femdom Teaser

Sissy Cuck Gets Humiliated in Chastity and Pegged my Femdom Teaser

11 months ago

Hentai JOI-Your Mistress Turns you into a Sissy (ASMR Audio, Roleplay))

Hentai JOI-Your Mistress Turns you into a Sissy (ASMR Audio, Roleplay))

1 year ago

Sissy Exposed & Humiliated

Sissy Exposed & Humiliated

4 years ago

Sissy Training, i want to Fuck You, Huge Load Gorgeous Shemale English Version

Sissy Training, i want to Fuck You, Huge Load Gorgeous Shemale English Version

2 years ago

Positive Femdom - Affirmation for Sissies - Stop trying to be a Man

Positive Femdom - Affirmation for Sissies - Stop trying to be a Man

2 years ago

Femdom Strapon Fucks her Sissy Cuckold Hard

Femdom Strapon Fucks her Sissy Cuckold Hard

9 months ago

Futa Step-sister's Sissy: Humiliation and Horse Cock Pegging - Full Video on Veggiebabyy Manyvids

Futa Step-sister's Sissy: Humiliation and Horse Cock Pegging - Full Video on Veggiebabyy Manyvids

1 year ago

Sissygasm Instructions - Anal Orgasm for Sissies

Sissygasm Instructions - Anal Orgasm for Sissies

1 year ago

Dirty Talkin Mistress Orgasms-Sucks & uses Female Vibrator on Humiliated Cuckold Sissy's Small Penis

Dirty Talkin Mistress Orgasms-Sucks & uses Female Vibrator on Humiliated Cuckold Sissy's Small Penis

3 years ago

I will make you my Favorite Sissy Bitch! Short Version

I will make you my Favorite Sissy Bitch! Short Version

4 years ago

Sissy in High Heels Cum from Anal Only! Huge Sissygasm!!!

Sissy in High Heels Cum from Anal Only! Huge Sissygasm!!!

2 years ago

Sissy Nikki Graziano Humiliated in Chastity Riding Dildo in Chastity by Femdom Delilah FULL VIDEO

Sissy Nikki Graziano Humiliated in Chastity Riding Dildo in Chastity by Femdom Delilah FULL VIDEO

2 years ago

Caged Sissy Olivia Gets Pegged with BBC Strapon.

Caged Sissy Olivia Gets Pegged with BBC Strapon.

2 years ago

4 Liter Painful Enema Submission in Chastity Sissy

4 Liter Painful Enema Submission in Chastity Sissy

3 years ago

Sissy Jackie getting Pegged again at (Edgewood Erotica on OF)

Sissy Jackie getting Pegged again at (Edgewood Erotica on OF)

1 year ago

Dominatrix Mara Fingers her Virgin Sissy while Edging her + Finishes with an Anal Plug

Dominatrix Mara Fingers her Virgin Sissy while Edging her + Finishes with an Anal Plug

3 years ago

Sissy Cuckold with Small Penis Fucked by Dirty Talking Mistress PART 2

Sissy Cuckold with Small Penis Fucked by Dirty Talking Mistress PART 2

3 years ago

Femdom Pegging her Sissy Cuckold Husband

Femdom Pegging her Sissy Cuckold Husband

1 year ago

Suka must Attend Sissy Training School/Finishing School

Suka must Attend Sissy Training School/Finishing School

1 year ago

Sissy Bella Gagged and Cumming from CBT

Sissy Bella Gagged and Cumming from CBT

3 years ago

*trailer* Sissy Training Basics with Kelli Frost

*trailer* Sissy Training Basics with Kelli Frost

3 years ago

Dominatrix Slut Training her Sissy

Dominatrix Slut Training her Sissy

1 year ago

Grinding Sissy Husband until he Cums in Panties

Grinding Sissy Husband until he Cums in Panties

1 year ago

Teaching you to Suck Cock. Sissy Training at its Best! LilahXXXAxel Chaturbate

Teaching you to Suck Cock. Sissy Training at its Best! LilahXXXAxel Chaturbate

7 months ago

Pegging Sissy with Huge BBC Dildo.

Pegging Sissy with Huge BBC Dildo.

10 months ago

Sissy Anal Trainer with Fucking Machine

Sissy Anal Trainer with Fucking Machine

1 year ago

Sissy in Chastity Pounds Pussy Hard until she makes Cummies

Sissy in Chastity Pounds Pussy Hard until she makes Cummies

2 years ago

Positive Affirmations for inner Beauty- Gentle Sissy Training

Positive Affirmations for inner Beauty- Gentle Sissy Training

8 months ago

Girlfriend makes Small Penis Sissy use Girl Vibrator (Satisfyer Pro 2 ) on his Dicklet

Girlfriend makes Small Penis Sissy use Girl Vibrator (Satisfyer Pro 2 ) on his Dicklet

1 year ago

JOI Mistress Holly makes you Wear Sissy Panties Trailer

JOI Mistress Holly makes you Wear Sissy Panties Trailer

1 year ago

Stupid Sissy Girl Alina Suck Dick, take Dick in Ass, and Swallow Cum from Condom like a Whore

Stupid Sissy Girl Alina Suck Dick, take Dick in Ass, and Swallow Cum from Condom like a Whore

8 months ago

Sissy Strap-on in Latex in French by Arya Grander

Sissy Strap-on in Latex in French by Arya Grander

3 years ago

PROSTSATA ORGASM!! SISSY CUM FREE HANDS AFTER 30seconds HUGE CUMSHOTS

PROSTSATA ORGASM!! SISSY CUM FREE HANDS AFTER 30seconds HUGE CUMSHOTS

1 year ago

Nurse gives a Medical Treatment for your little Penis - SPH, Sissy Tasks

Nurse gives a Medical Treatment for your little Penis - SPH, Sissy Tasks

1 year ago

Amateur Dominant Wife Turns her Cuckold Husband into a Sissy Maid.

Amateur Dominant Wife Turns her Cuckold Husband into a Sissy Maid.

2 years ago

Sissy Dress Up, Makeup, Pegging, and Anal

Sissy Dress Up, Makeup, Pegging, and Anal

3 months ago

Sissy Fantasy - your Mistress knows exactly what you want

Sissy Fantasy - your Mistress knows exactly what you want

9 months ago

My Femboy Brother Learns to Suck the Dicks for the iPhone|Sissy|Strapon|Femdom|Blowjob|Crossdresser

My Femboy Brother Learns to Suck the Dicks for the iPhone|Sissy|Strapon|Femdom|Blowjob|Crossdresser

4 years ago

A Desperate Trap Sissy Pain Whore Asks a Top Man to take her as a Sex Slave and let him Fuck her Thr

A Desperate Trap Sissy Pain Whore Asks a Top Man to take her as a Sex Slave and let him Fuck her Thr

6 months ago

Pegging of Sissy Slut for the first Time - NylonLingerie Studio

Pegging of Sissy Slut for the first Time - NylonLingerie Studio

2 years ago

Webcam Session of Trans Femboy BDSM Sissy Slut Alina old Stuff

Webcam Session of Trans Femboy BDSM Sissy Slut Alina old Stuff

3 months ago

Played Dress up with my Sissy Boi - Check out my Links for Full Video

Played Dress up with my Sissy Boi - Check out my Links for Full Video

1 year ago

12 Days before Christmas. Stretching her Sissy Ass for the Big Plug

12 Days before Christmas. Stretching her Sissy Ass for the Big Plug

1 year ago

The Sissy Slut Gets Cum in her Throat during Deepthroating and Humiliation

The Sissy Slut Gets Cum in her Throat during Deepthroating and Humiliation

5 months ago

3 years ago

Sissy Mind Control - by Sissygaljasmine

Sissy Mind Control - by Sissygaljasmine

1 year ago

Sissy Cuckold Locked in Chastity and Watching his Hotwife Fucking in Front of him

Sissy Cuckold Locked in Chastity and Watching his Hotwife Fucking in Front of him

1 year ago

The only way a Sissy should be Trained to Cum

The only way a Sissy should be Trained to Cum

1 year ago

Hiding your little Sissy Cock in White Tights

Hiding your little Sissy Cock in White Tights

3 years ago

Sissy Training changes your Pathetic Life forever

Sissy Training changes your Pathetic Life forever

1 year ago

Castration Fantasy Sissy Transformation last Cumshot Creampie before Medical Clinic Sex Change

Castration Fantasy Sissy Transformation last Cumshot Creampie before Medical Clinic Sex Change

2 years ago

Madam Edgewood makes her Sissy Jackie Shoot Cum from Pegging and Cock Stroking

Madam Edgewood makes her Sissy Jackie Shoot Cum from Pegging and Cock Stroking

1 year ago

My Boyfriend Asked me about Anal Sex and i've took out my strapon|pegging|Sissy|Femdom|Crossdresser

My Boyfriend Asked me about Anal Sex and i've took out my strapon|pegging|Sissy|Femdom|Crossdresser

4 years ago

Bimbo Cuckold Sissy Slut, Chastity Slave, Pegged & Fucked by Hotwife Dominatrix's BBC Strapon POV

Bimbo Cuckold Sissy Slut, Chastity Slave, Pegged & Fucked by Hotwife Dominatrix's BBC Strapon POV

1 year ago

Mistress Tied up Sissy 🎀

Mistress Tied up Sissy 🎀

3 years ago

Sexy Sissy Dancing and Posing in new Lingerie

Sexy Sissy Dancing and Posing in new Lingerie

3 years ago

Mistress Holly makes you Ruin your Orgasm and Lick up your Cum, Sissy JOI Trailer

Mistress Holly makes you Ruin your Orgasm and Lick up your Cum, Sissy JOI Trailer

1 year ago

Tantaly : Frustration and Ejaculation for this Useless Sissy - Mistress Julia

Tantaly : Frustration and Ejaculation for this Useless Sissy - Mistress Julia

7 months ago

Sissy-slut Training this is how you become a REAL SLUT for Mistress

Sissy-slut Training this is how you become a REAL SLUT for Mistress

1 year ago

Dick Shrinking Mesmerize - Mind Melt, Mind Fuck, Sissy Training, SPH, Small Penis Humiliation

Dick Shrinking Mesmerize - Mind Melt, Mind Fuck, Sissy Training, SPH, Small Penis Humiliation

1 year ago

Japanese Femboy in High Heels Training to be Sexy Sissy

Japanese Femboy in High Heels Training to be Sexy Sissy

2 years ago

Sissy Anal Fuck Dildo

Sissy Anal Fuck Dildo

2 years ago

Sexy Sissy's Dance in White Lingerie and Stockings

Sexy Sissy's Dance in White Lingerie and Stockings

3 years ago

Waxing Sissy Buttcrack

Waxing Sissy Buttcrack

3 years ago

Sissy Brainwash I Control you and Turn you into a Heavy Makeup Lipstick Smoking Bimbo

Sissy Brainwash I Control you and Turn you into a Heavy Makeup Lipstick Smoking Bimbo

1 year ago

Sissy Princess - [acceptance Hypnosis]

Sissy Princess - [acceptance Hypnosis]

2 months ago

Sissy Husband Dressed and Fucked - Check out my Links for Full Video

Sissy Husband Dressed and Fucked - Check out my Links for Full Video

1 year ago

EveMartini Converting you in a Naughty Sissy Boy @lourdesmodels

EveMartini Converting you in a Naughty Sissy Boy @lourdesmodels

1 year ago

Sissy in Chastity Gets Fucked by Mistress Part1

Sissy in Chastity Gets Fucked by Mistress Part1

3 months ago

Feminized and Love it -- you will too

Feminized and Love it -- you will too

6 years ago

Guy Feminized and Fucked by Roommate (Full Movie)

Guy Feminized and Fucked by Roommate (Full Movie)

10 months ago

Podcast Ep14: VanaDeLuna Feminization Progress Updates

Podcast Ep14: VanaDeLuna Feminization Progress Updates

4 years ago

Feminization of Japanese Girly Boy in High Heels

Feminization of Japanese Girly Boy in High Heels

2 years ago

Fufu Clip. Feminization. Sissification.

Fufu Clip. Feminization. Sissification.

5 months ago

My little Slut is Learning her Place. a Morning Caning with Cum Eating to Feminize her

My little Slut is Learning her Place. a Morning Caning with Cum Eating to Feminize her

11 months ago

Pegging Crossdressing Sissy in Chastity

Pegging Crossdressing Sissy in Chastity

4 years ago

Rambling Sissy Slave Sounding

Rambling Sissy Slave Sounding

2 years ago

Sissy Femboy Jade Madison Fucked Doggystyle

Sissy Femboy Jade Madison Fucked Doggystyle

3 years ago

Sissy Masturbating and Moaning from Orgasm

Sissy Masturbating and Moaning from Orgasm

2 years ago

Mistress Mildred Dress Husband as a Sissy-maid, Kicked with Boots and Locked in Chastity

Mistress Mildred Dress Husband as a Sissy-maid, Kicked with Boots and Locked in Chastity

1 year ago

Cuckold Fantasies 2 Hot Wife Cuckolding Creampie Eating Sissy Husband Cocks

Cuckold Fantasies 2 Hot Wife Cuckolding Creampie Eating Sissy Husband Cocks

4 years ago

Locktober - Cage 7: Business Man Transformed into Sissy Bimbo by Hot Mistress in Leather Leggings

Locktober - Cage 7: Business Man Transformed into Sissy Bimbo by Hot Mistress in Leather Leggings

5 months ago

1 year ago

Training zero Pegging his Sissy Hole! Anal Hard Fucking Strapon BDSM Prostate Bondage Slave Real FLR

Training zero Pegging his Sissy Hole! Anal Hard Fucking Strapon BDSM Prostate Bondage Slave Real FLR

8 months ago

🖤💚LATEX MISTRESS FUCKS SISSY WITH GREEN ALIEN STRAPON💚🖤

🖤💚LATEX MISTRESS FUCKS SISSY WITH GREEN ALIEN STRAPON💚🖤

2 years ago

Sissy Slut Training 1 My Pretty Panty Sissy Goddess Chy Latte Sissification Feminization Panty Fetish Task

Sissy Slut Training 1 My Pretty Panty Sissy Goddess Chy Latte Sissification Feminization Panty Fetish Task

11 months ago

Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros

Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros

10 months ago

Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia

Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia

1 year ago

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

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

10 months ago

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

1 year ago

Sissy Slut Pegging Feminization Training Zero Miss Raven Femdom Sissyfication Rough Huge Strapon Strap On Male Slave

Sissy Slut Pegging Feminization Training Zero Miss Raven Femdom Sissyfication Rough Huge Strapon Strap On Male Slave

2 years ago

Turning Him Into A Sissy Slut

Turning Him Into A Sissy Slut

1 year ago

SISSY SLUT FUCKED WITH 8 INCH STRAPON by DominaFire

SISSY SLUT FUCKED WITH 8 INCH STRAPON by DominaFire

2 years ago

Mistress Maven Sissy Task 4 - Femdom Goddess Maven may

Mistress Maven Sissy Task 4 - Femdom Goddess Maven may

9 months ago

I've been putting estrogen in your coffee: loving feminization and futa fucking - full video on Veggiebabyy Manyvids

I've been putting estrogen in your coffee: loving feminization and futa fucking - full video on Veggiebabyy Manyvids

1 year 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

Part 1 Sunday Humiliation for Sissy husband

Part 1 Sunday Humiliation for Sissy husband

3 months ago

FEMDOM GERMAN FEMINIZATION STRAPON SISSY EAT CUM URETHRA FINGER RED NAILS DOMINATION ASS FINGERING BIG COCK SEXY SISSY

FEMDOM GERMAN FEMINIZATION STRAPON SISSY EAT CUM URETHRA FINGER RED NAILS DOMINATION ASS FINGERING BIG COCK SEXY SISSY

2 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

Sissy Bitches Have To Blow - Sissification with the Lady of Feminization

Sissy Bitches Have To Blow - Sissification with the Lady of Feminization

1 year ago

Sissy Ballet Feminization (Part 2)

Sissy Ballet Feminization (Part 2)

3 years ago

SISSY TEST- THERAPY Roleplay ( Humiliation ) Feminization Spectrum

SISSY TEST- THERAPY Roleplay ( Humiliation ) Feminization Spectrum

9 months ago

sissy humiliation feminization

sissy humiliation feminization

2 years ago

Vends-ta-culotte - Young and perverted French dominatrix will turn you into a pretty docile sissy

Vends-ta-culotte - Young and perverted French dominatrix will turn you into a pretty docile sissy

2 months 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

Sissy Tasks 2 - Sissificiation Feminization Bimbofication Sissy Training Bimbo Feminize Femdom Domme

Sissy Tasks 2 - Sissificiation Feminization Bimbofication Sissy Training Bimbo Feminize Femdom Domme

3 years ago

Vends-ta-culotte - Bossy dominatrix woman wants to feminize you and train you to enjoy cock in your ass

Vends-ta-culotte - Bossy dominatrix woman wants to feminize you and train you to enjoy cock in your ass

1 year ago

Best Feminization ever (clothes / make up / Boobs / Chastity / Nails / Plug / High Heels)

Best Feminization ever (clothes / make up / Boobs / Chastity / Nails / Plug / High Heels)

11 months ago

Businessman made into a Sissy Whore

Businessman made into a Sissy Whore

4 months ago

BBW Wife domination and sitting on face feminized husband

BBW Wife domination and sitting on face feminized husband

1 year ago

Sissy CAUGHT Crossdressing by GirlFriend (non-humiliation)

Sissy CAUGHT Crossdressing by GirlFriend (non-humiliation)

8 months ago

Du wirst meine Sissy Schlampe! ASMR

Du wirst meine Sissy Schlampe! ASMR

2 years ago

Making You Into a Sissy Maid Who Sucks Dick

Making You Into a Sissy Maid Who Sucks Dick

1 year ago

Vends-ta-culotte - Introduction to feminization by a young and pretty French dominatrix

Vends-ta-culotte - Introduction to feminization by a young and pretty French dominatrix

5 months ago

Feminized Mindfuck for Sissy Sluts

Feminized Mindfuck for Sissy Sluts

1 year ago