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SissyCaptionStories

Sissy Streamer
SissyCaptionStories

Yes, you went to the gay club dressed up on a dare. No, nothing
SissyCaptionStories

Paying off your debt
SissyCaptionStories

It's hard work being a sissy
SissyCaptionStories

Your new favorite game
SissyCaptionStories

I feel like something happened to me...
SissyCaptionStories

Sissy Contract
SissyCaptionStories

Doctor's orders
SissyCaptionStories

That worked just fine!
SissyCaptionStories

A Scrawny Nerd's Revenge
SissyCaptionStories

Do you believe in magic?
SissyCaptionStories

How to achieve a sissygasm!
SissyCaptionStories

Happy Valentine's Day!
SissyCaptionStories

First College Party
SissyCaptionStories

Would you stay?
SissyCaptionStories

Admit it. You wanted to get caught
SissyCaptionStories

It's hard work being a sissy
SissyCaptionStories

Frat Party Fun
SissyCaptionStories

Dream fulfilled. Sissy Captions
SissyCaptionStories

Bi-curious or just a sissy?
SissyCaptionStories

The more the merrier
SissyCaptionStories

Your First REAL Cock - Part 1 of 3
SissyCaptionStories

Gym buds
SissyCaptionStories

Would you let a horny, masculine friend cum inside you?
SissyCaptionStories

How it all began...
SissyCaptionStories

Don't tell your girlfriend
SissyCaptionStories

When You Started Dressing Up Around Your Roommate
SissyCaptionStories

His home pet ❤️
SissyCaptionStories

What are friends for?
SissyCaptionStories

Superstar
SissyCaptionStories

You wanted to get caught, didn’t you? 😘
SissyCaptionStories

You knew there was a chance you'd enjoy it once he found his
SissyCaptionStories

Your followers made you do it!
SissyCaptionStories

Losing control (2/4)
SissyCaptionStories

Your freinds always said you looked cute and girly and you hated
SissyCaptionStories

All this "hiking" is gonna get you sore!
SissyCaptionStories

How You Became Addicted
SissyCaptionStories

You prank your friend by becoming his sissy slut ;)
SissyCaptionStories

Dance for him, sissy!
SissyCaptionStories

CaptionShorties: Drunk Buddy
SissyCaptionStories

The New You
SissyCaptionStories

Best secretary in town
SissyCaptionStories

Dance for him, sissy!
SissyCaptionStories

A healthy breakfast
SissyCaptionStories

Pleasurable Experiences
SissyCaptionStories

Daddy is going to bully you into enjoying his cock~
SissyCaptionStories

Would you let a ripped stranger have his way with your fat ass?
SissyCaptionStories

Very Smart Sissy Girl
SissyCaptionStories

Gym buds
SissyCaptionStories

Sissies love taking long, hard tests 💖
* T O P L I S T * T O P L I S T *