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SissyCaptionStories

Be careful if the orgy sounds too good to be true!
SissyCaptionStories

It all happened so fast
SissyCaptionStories

My friend bet me $500 to ride through Paris in a dress. Easiest
SissyCaptionStories

You can't blame anyone else for what you've become, sissy...
SissyCaptionStories

Caption GIF by betaporn
SissyCaptionStories

Working with my new members
SissyCaptionStories

It's not what you think !
SissyCaptionStories

You have to blow an alpha to be an alpha...right?
SissyCaptionStories

Your First REAL Cock - Part 2 of 3
SissyCaptionStories

There's nothing better than cumming with a big cock in your ass.
SissyCaptionStories

Anniversary surprise gone wrong!
SissyCaptionStories

Doctor's orders
SissyCaptionStories

Best secretary in town
SissyCaptionStories

Straight to pimped !
SissyCaptionStories

The only thing that turns you on more than cocks, is the cum
SissyCaptionStories

Roommate Found Your Diary... (Part 1)
SissyCaptionStories

You thought sissy hypno won't affect you (Part 8)...
SissyCaptionStories

She Made You a Star
SissyCaptionStories

You will always be a sissy slut!
SissyCaptionStories
![[OC] A caption from last year :) :p](https://external-preview.redd.it/UqM_r0Ny74Jf5f5KDYvC9zUs9e5Id191jQFXxp5XmeU.jpg?width=320&crop=smart&auto=webp&s=c27aae33fda47f0de85c941cf468f19d7931e65e)
[OC] A caption from last year :) :p
SissyCaptionStories

Be A Good Friend!
SissyCaptionStories

Black cock will make yuo a sissy for life
SissyCaptionStories

One of the girls
SissyCaptionStories

Taste game. Sissy Captions
SissyCaptionStories

Let's get a round of sissy shots please!
SissyCaptionStories

A Sissy Knows How To Get Her Way
SissyCaptionStories

Medical exam
SissyCaptionStories

Sissy News Flash
SissyCaptionStories

Prostate Exam Practice
SissyCaptionStories

Accidents happen, right? It's not like you meant to go this deep,
SissyCaptionStories

Where else you thought it all gonna lead ? :) ;)
SissyCaptionStories

It's amazing how quickly things escalate once you begin to accept
SissyCaptionStories

Slow
SissyCaptionStories

You're such a Bitch
SissyCaptionStories

I would like to file a complaint !
SissyCaptionStories

Made Over
SissyCaptionStories

Forced with handcuffs. Sissy Captions
SissyCaptionStories

Becoming a Sissy Bait
SissyCaptionStories

Losing control (Bonus!)
SissyCaptionStories

My new job
SissyCaptionStories

Gym life
SissyCaptionStories

You thought sissy hypno won't affect you (Part 15)...
SissyCaptionStories

Ride of your life part one
SissyCaptionStories

The final test...
SissyCaptionStories

CEO to Slut
SissyCaptionStories

Family Legacy
SissyCaptionStories

Well, you can't be ready for everything :) ;)
SissyCaptionStories

The finger isn't the only that's gonna go up that tight hole
SissyCaptionStories

Unneeded intervention
SissyCaptionStories

Years of Sissy porn, captions, Hypno and crossdressing had pushed
* T O P L I S T * T O P L I S T *