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SissyCaptionStories

Spice things up - part 1

Spice things up - part 1

SissyCaptionStories

I've always wanted to become a sissy pornstar. Think of all tbe

I've always wanted to become a sissy pornstar. Think of all tbe

SissyCaptionStories

You recently started a new job as a maid. At first you did it

You recently started a new job as a maid. At first you did it

SissyCaptionStories

Study session

Study session

SissyCaptionStories

You don't have to search for love anymore

You don't have to search for love anymore

SissyCaptionStories

Undercover Slut

Undercover Slut

SissyCaptionStories

Movie Night

Movie Night

SissyCaptionStories

One day you will be stronger than him

One day you will be stronger than him

SissyCaptionStories

Blowjob sissy

Blowjob sissy

SissyCaptionStories

Repaying the favour

Repaying the favour

SissyCaptionStories

You should've known better than to make fun of somebody else's

You should've known better than to make fun of somebody else's

SissyCaptionStories

Taken too far

Taken too far

SissyCaptionStories

Voyeur punishment

Voyeur punishment

SissyCaptionStories

Sleeping roomate

Sleeping roomate

SissyCaptionStories

As a whole, university was a very mind-expanding experience and

As a whole, university was a very mind-expanding experience and

SissyCaptionStories

Dad has everything under control...

Dad has everything under control...

SissyCaptionStories

You should've listened to your parents if you didn't want to

You should've listened to your parents if you didn't want to

SissyCaptionStories

You're a natural

You're a natural

SissyCaptionStories

Best tutor in town part 1

Best tutor in town part 1

SissyCaptionStories

You did'nt expetc this

You did'nt expetc this

SissyCaptionStories

Taking his place

Taking his place

SissyCaptionStories

Sissy on a long drive

Sissy on a long drive

SissyCaptionStories

New Roommate

New Roommate

SissyCaptionStories

It's been months since they removed the collar from around your

It's been months since they removed the collar from around your

SissyCaptionStories

Got carried away hah

Got carried away hah

SissyCaptionStories

You really feel like you're starting to fit in! All it took was

You really feel like you're starting to fit in! All it took was

SissyCaptionStories

A dream cum true

A dream cum true

SissyCaptionStories

Sissy father father finally visits his son's college for personal

Sissy father father finally visits his son's college for personal

SissyCaptionStories

I guess I have no choice.

I guess I have no choice.

SissyCaptionStories

He wasn't lying when he said straight guys have the best time...

He wasn't lying when he said straight guys have the best time...

SissyCaptionStories

[OC] That's the least you could do :) ;)

[OC] That's the least you could do :) ;)

SissyCaptionStories

You lost the size bet!

You lost the size bet!

SissyCaptionStories

Mom Turned Dad into a Sissy

Mom Turned Dad into a Sissy

SissyCaptionStories

He do anything to prove him wrong😅

He do anything to prove him wrong😅

SissyCaptionStories

Hotel Seduction

Hotel Seduction

SissyCaptionStories

Your college master makes you his sissy slut

Your college master makes you his sissy slut

SissyCaptionStories

Best Shape of Your Life

Best Shape of Your Life

SissyCaptionStories

Your therapist is a genius

Your therapist is a genius

SissyCaptionStories

Recognized In Public

Recognized In Public

SissyCaptionStories

Sissy GIF by captionbabe

Sissy GIF by captionbabe

SissyCaptionStories

Go girly!!!

Go girly!!!

SissyCaptionStories

What would you do if your friend caught you dressing up?;)

What would you do if your friend caught you dressing up?;)

SissyCaptionStories

Happiness

Happiness

SissyCaptionStories

Daisy’s new daddy

Daisy’s new daddy

SissyCaptionStories

Sissy technique)

Sissy technique)

SissyCaptionStories

You have the best roommates ever! 💗

You have the best roommates ever! 💗

SissyCaptionStories

Your fate was decided long ago.....

Your fate was decided long ago.....

SissyCaptionStories

Next time be careful…

Next time be careful…

SissyCaptionStories

A sissy framed for stealing.

A sissy framed for stealing.

SissyCaptionStories

Stress relief (part 1)

Stress relief (part 1)

* T O P L I S T * T O P L I S T *