Sissy has her Dreams Come True

Sissy has her Dreams Come True

Today is the day that Sissy had her  dreams come true. All the preparation and practice are about to pay off. It all started the day I met him, and I could tell he was not passing as a woman. I felt bad for him, but I knew I could definitely help him on his journey...
Sissy Thoughts and Encouragement

Sissy Thoughts and Encouragement

First off! It’s my Birthday Month!! June 10th is my special day, and anyone who does a 15 minute session or longer with me will get 5 free minutes! To claim your 5 free minutes, you MUST mention Madison’s Birthday special to Dispatch while making your...
Sissy Nurse skills

Sissy Nurse skills

How I made you my sissy nurse! I knew you would be prefect! I am glad you have been showing up to your appointments, but I think this will be your last one as a patient. Nurse Madison loves examining you, but I think you know that. All those times when I snapped my...
That Pink Dress Sissy

That Pink Dress Sissy

Pink dress sissy, I should have seen this coming. All this time I thought it was me in that pink dress that drove you crazy. The way you would beg me to wear it all the time, and I lost count of how many times you would fuck me in it. Until one day, I came home early,...
The Office Sissy part 2

The Office Sissy part 2

Welcome back to the continuation of the office sissy! If you missed the first part you can click here for part 1 of the office sissy. Sissy Jim now goes by the name Sissy Tabbi, and she has been a big hit with all the guys and girls at the office! She loves coming to...