Tonight is the big night. We’ve only been dating a few weeks but things seem to be getting serious. You are a lawyer at a fairly prestigious law firm. I am an intern trying to learn and was paired with you. We met at a bar after work and things just seemed to click. It was my first real time going out dressed as a woman, so naturally I were nervous. I told you about my “little secret” and you didn’t seem to mind. In fact if you didn’t know any better you thought you saw this as an opportunity to live your fantasy. We’ve been out twice since then and both times you have been a complete gentleman but you can feel the tension building between us.
Tonight, you invited me to be my date to a black tie gala at work. Although I said yes with enthusiasm, I was not prepared for such an occasion so this morning a package arrived at my doorstep. Inside there was a note, a jewelry box, and a heavy black credit card. The note reads
“I’m so excited for tonight. Pamper yourself today, my treat, then buy yourself something elegant to wear that will blow my partners away. I love it when you get all dolled up for me. A beautiful gown, sky high stilettos, maybe even some silky gloves. Tonight you’re my perfect little sissy princess and I’m your Daddy.
-Daddy
P.s. I bought you a few accessories to get you started.
Inside the jewelry box you find a pearl choker, a silver chastity cage, and a bejeweled butt plug. If you do a good enough job... maybe we’ll stay in.
(Thanks for reading this far. I prefer chats over dm. If you’re interested let’s start as you arrive to pick me up.)