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Sissy Story

POV Scolding Sissy Boy Kira Loster

POV Scolding Sissy Boy Kira Loster

3 years ago

Dental for Sissy and Learning how to be a Sissy Kira Loster 4 K

Dental for Sissy and Learning how to be a Sissy Kira Loster 4 K

3 years ago

Sissy Story - Mo' Money (Ebony Sissy vs BWC)

Sissy Story - Mo' Money (Ebony Sissy vs BWC)

4 years ago

Sissy Story - Ball Games (Ebony Sissy vs BWC)

Sissy Story - Ball Games (Ebony Sissy vs BWC)

4 years ago

Cheating and Breeding Femboy MTF

Cheating and Breeding Femboy MTF

2 years ago

How to Train your Husband to use a Chastity Belt.

How to Train your Husband to use a Chastity Belt.

3 years ago

A Sissy Whore Costume Party. a Halloween Fall Short Sissy Story Gang Bang behind the Truck Stop

A Sissy Whore Costume Party. a Halloween Fall Short Sissy Story Gang Bang behind the Truck Stop

1 year ago

Bimbo Sissy Story Mind Fuck - the Guy at the Bar

Bimbo Sissy Story Mind Fuck - the Guy at the Bar

1 year ago

Luckiest Gayboi Alive! a Short Sissy Story Erotic Audio by Tara Smith Crossdressing Humiliation Anal

Luckiest Gayboi Alive! a Short Sissy Story Erotic Audio by Tara Smith Crossdressing Humiliation Anal

1 year ago

Hooters Gurl! Real Men don't do these things a Mesmerizing Short Short Sissy Story Erotic Audio

Hooters Gurl! Real Men don't do these things a Mesmerizing Short Short Sissy Story Erotic Audio

1 year ago

My Coach Turned me into a Panty Wearing Sissy a Short Erotic Sissy Story by Tara Smith

My Coach Turned me into a Panty Wearing Sissy a Short Erotic Sissy Story by Tara Smith

1 year ago

Becoming a SLUT for a first Time ( Sissy Story ) | Sissyredlips

Becoming a SLUT for a first Time ( Sissy Story ) | Sissyredlips

3 years ago

Sissy Caption Story: Prisoners pt. 1

Sissy Caption Story: Prisoners pt. 1

3 years ago

Sissy Caption Story: 1 Month

Sissy Caption Story: 1 Month

3 years ago

Proving To Him That I'm Really A Girl - Sissy Caption Story

Proving To Him That I'm Really A Girl - Sissy Caption Story

3 years ago

Horny Sissy Caption Story – Quarantined With Black Friend!

Horny Sissy Caption Story – Quarantined With Black Friend!

3 years ago

Curiosity: A Sissy Caption story

Curiosity: A Sissy Caption story

3 years ago

Keeping Secrets: A Sissy Caption story

Keeping Secrets: A Sissy Caption story

4 years ago

Swap Storys - Happy Accidents

Swap Storys - Happy Accidents

3 years ago

Back in the future: A Sissy Caption story

Back in the future: A Sissy Caption story

5 years ago

Sissy Cuckold Story

Sissy Cuckold Story

3 years ago

A Star is Born: A Sissy Caption story

A Star is Born: A Sissy Caption story

5 years ago

Swap Stories - Roomies

Swap Stories - Roomies

3 years ago

Rent Control: A Sissy Caption story

Rent Control: A Sissy Caption story

3 years ago

sissy caption story : prank gone wrong

sissy caption story : prank gone wrong

4 years ago

The Cleaner: A Sissy Caption story

The Cleaner: A Sissy Caption story

5 years ago

Week 1, Day 6 of becoming a sissy roommate -caption, fantasy

Week 1, Day 6 of becoming a sissy roommate -caption, fantasy

4 years ago

Sissy Slut Femboy caption Story PMV Compilation

Sissy Slut Femboy caption Story PMV Compilation

2 years ago

3 years ago

Hot Sissy Training Video

Hot Sissy Training Video

3 years ago

Sissy Cock Whore Training (Audio Erotica)

Sissy Cock Whore Training (Audio Erotica)

1 year ago

Gambling: A Sissy Caption Story - SissyAmberAshley

Gambling: A Sissy Caption Story - SissyAmberAshley

4 years ago

Joke’s on you: A Sissy Caption story

Joke’s on you: A Sissy Caption story

3 years ago

Converting cucks into BBC Sissies - Hour long version

Converting cucks into BBC Sissies - Hour long version

3 years ago

Random Side Effects: A Sissy Caption story

Random Side Effects: A Sissy Caption story

5 years ago

Quarantine with roommate made you a sissy - caption, fantasy

Quarantine with roommate made you a sissy - caption, fantasy

4 years ago

California Sissy Dreaming

California Sissy Dreaming

4 years ago

Sissy Sweet Dreams

Sissy Sweet Dreams

3 years ago

Sissy Boy Humiliated and listening to dirty stories of Alice being used like a cum whore V70

Sissy Boy Humiliated and listening to dirty stories of Alice being used like a cum whore V70

2 years ago

Lazy Sunday: A Sissy Caption story

Lazy Sunday: A Sissy Caption story

5 years ago

Week 3, Day 6 of becoming a sissy roommate -caption, fantasy

Week 3, Day 6 of becoming a sissy roommate -caption, fantasy

4 years ago

Sissy fantasies

Sissy fantasies

3 years ago

Realize Your Fantasy, Sissy

Realize Your Fantasy, Sissy

3 years ago

How to use a sissy boy

How to use a sissy boy

3 years ago

NEW ASSIGNMENT FOR SISSIES. WATCH THIS VIDEO AND CUM

NEW ASSIGNMENT FOR SISSIES. WATCH THIS VIDEO AND CUM

5 years ago

My X: cuckold story

My X: cuckold story

4 years ago

Sweet Dreams for Sissy Free Preview

Sweet Dreams for Sissy Free Preview

3 years ago

Granny & Neighbor boy - the Hard Fuck, FULL TRUE STORY Edit

Granny & Neighbor boy - the Hard Fuck, FULL TRUE STORY Edit

4 years ago

rvrty sissies dream frustration

rvrty sissies dream frustration

4 years ago

Training my LATEX SISSY bitch PROSTATE with my NURSE GLOVES

Training my LATEX SISSY bitch PROSTATE with my NURSE GLOVES

9 months ago

Teaching my SISSY grilfriend how to FUCK a real pussy

Teaching my SISSY grilfriend how to FUCK a real pussy

1 year ago

Kinky Sissy Princess Veronica Taboo Masturbates in Chastity, Talking Frankly about her SISSIFICATION

Kinky Sissy Princess Veronica Taboo Masturbates in Chastity, Talking Frankly about her SISSIFICATION

1 year 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

Mimi Morgan - Sissys Hot Summer 2

Mimi Morgan - Sissys Hot Summer 2

4 years ago

Goddess Anastasia's Sissy Bedtime Stories Promo

Goddess Anastasia's Sissy Bedtime Stories Promo

1 year ago

Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)

Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)

5 years ago

Femdom Mistress, sissy feminization!

Femdom Mistress, sissy feminization!

2 years ago

Sissy Only Cums in Pantyhose

Sissy Only Cums in Pantyhose

4 months ago

Sissy Shorts Captions 1 - Hands Behind Back

Sissy Shorts Captions 1 - Hands Behind Back

3 years ago

A Guy like you Sissy Humiliation Erotic Audio Story by Tara Smith Short Femdom Lecture Faggot Boi

A Guy like you Sissy Humiliation Erotic Audio Story by Tara Smith Short Femdom Lecture Faggot Boi

1 year ago

You're a Cock Whore now a Short Sissy Erotic Story by Tara Smith Gay Encouragement Sex Positive

You're a Cock Whore now a Short Sissy Erotic Story by Tara Smith Gay Encouragement Sex Positive

1 year ago

Muscle Ass Gay Boi Sissy Domination by Alpha Male Erotic Audio Story by Tara Smith Faggot Training

Muscle Ass Gay Boi Sissy Domination by Alpha Male Erotic Audio Story by Tara Smith Faggot Training

2 years ago

Seduced by a Real Man II a Homoerotic Story by Tara Smith Male Sound Effects & Binaural Beats Audio

Seduced by a Real Man II a Homoerotic Story by Tara Smith Male Sound Effects & Binaural Beats Audio

3 years ago

Sissy Crossdress Instructions

Sissy Crossdress Instructions

5 years ago

Sissy Slut Mind Fuck 2- the Glory Hole

Sissy Slut Mind Fuck 2- the Glory Hole

4 years 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

Sissification Feminization Sissy Training - Sissy Husband Story (russian Voice)

Sissification Feminization Sissy Training - Sissy Husband Story (russian Voice)

2 years ago

Femdom sissy feminization video!

Femdom sissy feminization video!

2 years ago

Sissification Feminization Sissy Training - Sissy Husband Story (english Voice)

Sissification Feminization Sissy Training - Sissy Husband Story (english Voice)

2 years ago

Sissy Wife's First Anal JOI - Clara Dee JOI

Sissy Wife's First Anal JOI - Clara Dee JOI

1 year ago

Cuckold Keratas No3 and last of Trilogy. Sissy Cuckold Keratas Hubby Gia Tin Gynaika you to Poutanak

Cuckold Keratas No3 and last of Trilogy. Sissy Cuckold Keratas Hubby Gia Tin Gynaika you to Poutanak

1 year ago

Cucky Cock Fluffer Short Story - Audio only

Cucky Cock Fluffer Short Story - Audio only

5 years ago

Tranny TS Sissy Ladyboy Transgender Cum Slut Deepthroat Cock Sucking Big Giant Huge Cockb Dick Penis

Tranny TS Sissy Ladyboy Transgender Cum Slut Deepthroat Cock Sucking Big Giant Huge Cockb Dick Penis

4 years ago

Sissy Wife Licks Bull's Creampie Out Of My Panties

Sissy Wife Licks Bull's Creampie Out Of My Panties

1 year ago

Sissification Feminization Sissy Training - Sissy Husband Story Part 2 (english Voice)

Sissification Feminization Sissy Training - Sissy Husband Story Part 2 (english Voice)

2 years ago

Sissy Bimbo Story Time- the Guy at the Bar

Sissy Bimbo Story Time- the Guy at the Bar

1 year ago

BBC Addict Brainwash Femdom SISSY

BBC Addict Brainwash Femdom SISSY

4 years ago

EROTIC AUDIO: Sunday, Sissy Sunday by MistressAzralynn

EROTIC AUDIO: Sunday, Sissy Sunday by MistressAzralynn

2 years ago

Sissy Gangbang Party II you Work for me now Crossdressing Bisexual Encouragement Binaural Audio

Sissy Gangbang Party II you Work for me now Crossdressing Bisexual Encouragement Binaural Audio

3 years ago

Yes Daddy - a Sissy Femboy Ass to Mouth Story

Yes Daddy - a Sissy Femboy Ass to Mouth Story

4 years ago

Affirmation Sissy Instructions JOI: first Steps to Feminization Part 1

Affirmation Sissy Instructions JOI: first Steps to Feminization Part 1

5 months ago

Sissy Games : When my Cuckold Husband Meets my Lover - Maitresse Julia Femdom

Sissy Games : When my Cuckold Husband Meets my Lover - Maitresse Julia Femdom

1 year ago

Sissy Wife Licks Bull's Creampie out of my Panties

Sissy Wife Licks Bull's Creampie out of my Panties

1 year ago

Jerk off Buddy 4 you are his Ball Bitch Beta Male Mesmerizing Erotic Audio Story by Tara Smith

Jerk off Buddy 4 you are his Ball Bitch Beta Male Mesmerizing Erotic Audio Story by Tara Smith

2 years ago

Audio: Sissy Dress-Up Instructions & Pegging

Audio: Sissy Dress-Up Instructions & Pegging

1 year ago

Sissy's dream yumiko's story episode JD5

Sissy's dream yumiko's story episode JD5

7 years ago

Egyptian sissy gets pussy stretched

Egyptian sissy gets pussy stretched

2 years ago

Part 2 Sissy Slave Training: When a Slave Who Belonged to Me Comes Back After 6 Months Without News: Mistress Julia Femdom Video 101

Part 2 Sissy Slave Training: When a Slave Who Belonged to Me Comes Back After 6 Months Without News: Mistress Julia Femdom Video 101

8 months ago

4 years ago

Sissy Life: be a Slut for Daddy

Sissy Life: be a Slut for Daddy

3 years ago

4 years ago

Who's the Bitch Now? Homoerotic Bait & Switch Erotic Audio Story by Tara Smith Transsexual Surprise

Who's the Bitch Now? Homoerotic Bait & Switch Erotic Audio Story by Tara Smith Transsexual Surprise

2 years ago

Cuckold MILF and her 2 BBC bulls Sissy husband watches

Cuckold MILF and her 2 BBC bulls Sissy husband watches

1 year ago

Goddess Rosie Reed Femdom POV Coerced Feminization Sissy

Goddess Rosie Reed Femdom POV Coerced Feminization Sissy

3 years ago

Sweet Cheeks Plays Cave Story (Part 7)

Sweet Cheeks Plays Cave Story (Part 7)

5 years ago

The Story of the Straight Guy Obsessed with the Cute Girls Cock Starring Goddess Lana

The Story of the Straight Guy Obsessed with the Cute Girls Cock Starring Goddess Lana

3 years ago

Sweet Cheeks Plays Cave Story (Part 8)

Sweet Cheeks Plays Cave Story (Part 8)

5 years ago

Happy Hour with Apologetic Domme - a short chastity love story

Happy Hour with Apologetic Domme - a short chastity love story

1 year ago

She wants you to go Homo and she wants to Watch Bisexual Erotic Audio Story by Tara Smith

She wants you to go Homo and she wants to Watch Bisexual Erotic Audio Story by Tara Smith

2 years ago

Sissy Maid becomes Zombie Slut (Caption Story) - Amateur

Sissy Maid becomes Zombie Slut (Caption Story) - Amateur

3 years ago

NYLON FOOTJOB Sissy Crossdresser in Pantyhose and Fuzzy Socks

NYLON FOOTJOB Sissy Crossdresser in Pantyhose and Fuzzy Socks

4 years ago

Step Sissy Giving Blowjobs - Step brother Cum on Step Sis Face - 3D animated Porn

Step Sissy Giving Blowjobs - Step brother Cum on Step Sis Face - 3D animated Porn

5 months ago

Sweet Cheeks Plays Cave Story (Part 5)

Sweet Cheeks Plays Cave Story (Part 5)

5 years ago

Sweet Cheeks Plays Cave Story (Part 10 FINAL)

Sweet Cheeks Plays Cave Story (Part 10 FINAL)

5 years ago

Sweet Cheeks Plays Cave Story (Part 4)

Sweet Cheeks Plays Cave Story (Part 4)

5 years ago

How I went from an Alpha Top to a Beta Bottom Erotic Audio Story Based on Real Events by Tara Smith

How I went from an Alpha Top to a Beta Bottom Erotic Audio Story Based on Real Events by Tara Smith

2 years ago

I locked my sissy in chastity: Femdom training

I locked my sissy in chastity: Femdom training

2 years ago

Sweet Cheeks Plays Cave Story (Part 9)

Sweet Cheeks Plays Cave Story (Part 9)

5 years ago

Sweet Cheeks Plays Cave Story (Part 1)

Sweet Cheeks Plays Cave Story (Part 1)

5 years ago

Sissy Cocksucking Trainer

Sissy Cocksucking Trainer

3 years ago

Plain Teacher becomes Horny Shemale Cheerleader (Caption Story)

Plain Teacher becomes Horny Shemale Cheerleader (Caption Story)

3 years ago

Tunguy the Witch's Fucktoy ~ Steamy Short Story

Tunguy the Witch's Fucktoy ~ Steamy Short Story

1 year ago

Sissy Cuckhold Husband Life Stages Chapter 1 Part 1 (Audio Erotica)

Sissy Cuckhold Husband Life Stages Chapter 1 Part 1 (Audio Erotica)

8 months ago

Sissy Cuckold Husband Life Stages Chapter 1 Part 2 (Audio Erotica)

Sissy Cuckold Husband Life Stages Chapter 1 Part 2 (Audio Erotica)

8 months ago

Sago Private Snap Story: $50 per Video

Sago Private Snap Story: $50 per Video

3 years ago

Sissy Cuckold Husband Life Stages Chapter 1 Part 3 (Audio Erotica)

Sissy Cuckold Husband Life Stages Chapter 1 Part 3 (Audio Erotica)

8 months ago

Sissy Cuckold Husband Life Stages Chapter 1 Part 7

Sissy Cuckold Husband Life Stages Chapter 1 Part 7

6 months ago

Swap Tales - Cum Quickly!

Swap Tales - Cum Quickly!

3 years ago

Swap Tales - Human Resources

Swap Tales - Human Resources

3 years ago

Swap Tales - First One's Free

Swap Tales - First One's Free

3 years ago