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An Unfortunate Altercation (Xpost From R/Xxxcaptions) [Humiliation]

An Unfortunate Altercation (Xpost From R/Xxxcaptions) [Humiliation]

Hippity Hop Humiliation

Hippity Hop Humiliation

Daddy's Girl [Humiliation] [Transformation] [Ravishment]

Daddy's Girl [Humiliation] [Transformation] [Ravishment]

Tongue To Cock [Humiliation] [Transformation] [Defeat]

Tongue To Cock [Humiliation] [Transformation] [Defeat]

Bull Fucked [Humiliation] [Cuckold] [Anal]

Bull Fucked [Humiliation] [Cuckold] [Anal]

Fucked By Her New Alpha [Feminization] [Anal] [Humiliation] [Xpost R/Xxxcaptions]

Fucked By Her New Alpha [Feminization] [Anal] [Humiliation] [Xpost R/Xxxcaptions]

How I Became Regan's Slave [Anal] [Love] [Feminization] [Humiliation] [Incest] [Xpost R/Xxxcaptions ]

How I Became Regan's Slave [Anal] [Love] [Feminization] [Humiliation] [Incest] [Xpost ...

Defeated By A Girl [Dominatrix] [Feminization] [Anal] [Romance] [Humiliation] [Xpost From R/Xxxcaptions]

Defeated By A Girl [Dominatrix] [Feminization] [Anal] [Romance] [Humiliation] [Xpost ...

I Am A Total Virgin Sissy With A Tiny Locked Up Clitty.. I Crave The Denial Of Pretty Girls, And Love Seeing Them With Superior Males.

I Am A Total Virgin Sissy With A Tiny Locked Up Clitty.. I Crave The Denial Of Pretty ...

Me And My Sissy Slut Are Back With Another Humiliating Album!

Me And My Sissy Slut Are Back With Another Humiliating Album!

A Walkthrough Of How I Began To Turn A New Sub Into A Real Sissy. Lots Of Pictures Of My New Pet Showing Off For The Boys

A Walkthrough Of How I Began To Turn A New Sub Into A Real Sissy. Lots Of Pictures ...

Wore My Panties To Work Today. Come Humiliate Me, Ask Me Anything, Or Just Chat About What A Good Little Sissy I Am. Pm Or Kik (User In Comments)

Wore My Panties To Work Today. Come Humiliate Me, Ask Me Anything, Or Just Chat About ...

19 California Sissy Looking For A Daddy To Humiliate Me! Kik: Tinyclittysissy ♡

19 California Sissy Looking For A Daddy To Humiliate Me! Kik: Tinyclittysissy ♡

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Central Florida Bottom Sissyboy Wants To Find A Kik Master To Humiliate Me.

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I Make Captions For Those Of Us Who Like To Feel Castrated, Emasculated, Humiliated, ...

First Attempt At An Original Caption [Blackmail, Rimjob, Humiliation]

First Attempt At An Original Caption [Blackmail, Rimjob, Humiliation]

Mistress Wears A Strapon Underneath Her Dress/Skirt To Fuck Her Sissy [X-Post: /R/Hiddenstrapon]

Mistress Wears A Strapon Underneath Her Dress/Skirt To Fuck Her Sissy [X-Post: /R/Hiddenstrapon]

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Plus A Splash Of Public Humiliation

Plus A Splash Of Public Humiliation

What Tastes Better: The Cock, The Cum, Or The Humiliation?

What Tastes Better: The Cock, The Cum, Or The Humiliation?

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It's Humiliating But You Can't Deny It Makes Your Little Clitty Hard

Daddy Publicly Humiliating His Sissy

Daddy Publicly Humiliating His Sissy

Rubbing My Sissy Clit

Rubbing My Sissy Clit

I Told My Wife That I'm A Sissy, This Is The Result

I Told My Wife That I'm A Sissy, This Is The Result

Mistress Feels Forced Labour Makes A Better Sissy.

Mistress Feels Forced Labour Makes A Better Sissy.

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Had To Plug And Spank Myself. It Hurts, But I Guess It's Necessary For Becoming A Better Sissy. Make Me Your Bitch?

Had To Plug And Spank Myself. It Hurts, But I Guess It's Necessary For Becoming A ...

Still Dont Have A Sissy Name, What Would You Call Me If I Was Kneeling Infront Of You Like This?

Still Dont Have A Sissy Name, What Would You Call Me If I Was Kneeling Infront Of ...

Making Sissy Slut Remy Lick His Cum Off The Toilet Seat And Exposing His Cock Addiction!

Making Sissy Slut Remy Lick His Cum Off The Toilet Seat And Exposing His Cock Addiction!

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I M Sirs Sissy Bitch I Live For Her To Give Me Permission To Douche This Boipussy

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Let Me Drain Your Balls

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Lock Me Up And Put Me To Work

Look Who Had Fun Today

Look Who Had Fun Today

Clearly My Wife Made The Correct Choice By Locking Me In Chastity

Clearly My Wife Made The Correct Choice By Locking Me In Chastity

I Swear I Will

I Swear I Will

Exposed Clitty.

Exposed Clitty.

Pulled To The Side, What Do You Want To Do?

Pulled To The Side, What Do You Want To Do?

Oh No, I May Just Have To Pee In Public

Oh No, I May Just Have To Pee In Public

Starting The New Year In My Favorite Cage And Thong

Starting The New Year In My Favorite Cage And Thong

Would You Breed This Petite Boi?

Would You Breed This Petite Boi?

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Look At Its Face. Few Money, Asshole On Fire, Pain And Forced To Sprut Its Cum From ...

Expose Me Please. Kik: Dantediana

Expose Me Please. Kik: Dantediana

Instructions Unclear, Peed On Myself

Instructions Unclear, Peed On Myself

Ready To Be Controlled :)

Ready To Be Controlled :)

Presenting My Best Assets

Presenting My Best Assets

Free Use Mouth Ready To Serve You

Free Use Mouth Ready To Serve You

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I Wish My School Bully Would Have Caught Me Like This

One For Your Spank Bank

One For Your Spank Bank

Went Too Far With The Self-Bondage, I Hope Nobody Finds Out...

Went Too Far With The Self-Bondage, I Hope Nobody Finds Out...

It's Hard To Hide Your Submissive Nature

It's Hard To Hide Your Submissive Nature

Need Someone To Fix My Attitude. Any Volunteers?

Need Someone To Fix My Attitude. Any Volunteers?

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Seeking Reddit's Help To Find Me My First Bbc Dom! Located In The Sf Bay Area. Feel ...

Spreading My Ass For You

Spreading My Ass For You

Which Version’s Better?

Which Version’s Better?

A Good Brother

A Good Brother

How Would You Take Advantage Of My &Amp;Quot;Services?&Amp;Quot;

How Would You Take Advantage Of My &Amp;Quot;Services?&Amp;Quot;

Come Degrade Me?

Come Degrade Me?

Pound That Petite Butt

Pound That Petite Butt