Sissy’s Night At the Department Store

My Mistress called me today and told me to pack a bag because we were going on a little trip. I was so excited! I literally danced around my apartment as I packed my things in a small overnight bag. She told me to bring all of my makeup and girly things so I can only imagine where we’re going! I made sure that I was ready and dressed in all of my sissy boy splendor when she came to pick me up that evening. We were going to have a Sissy’s Night Out!

Sissy’s Night Surprise From My Mistress

I’ve known my Mistress for many years. I love her totally because she helped me to embrace my sissy side completely and to happily celebrate who I really am. So, there I stood waiting to get in her car in my black heels and black mini skirt. Paired with that, I chose a pretty sky-blue silk top. I really love going out dressed as a sissy. My makeup skills rival those of a professional makeup artist. My attitude is if this is gonna be me, then I’m going to look my best doing it. I like who I have become over the years.

My Mistress arrived to take me on our journey. She is a petite blond bombshell with a perfect spray tan and a body that can attest to many hours in the gym. She smiled a secret smile when I asked her what we’re doing. I couldn’t hide my surprise when she pulled into the parking lot of a large department store that anchors the local mall. Looking at the small Cartier watch on my wrist, I saw that it was almost closing time. The parking lot we were in was nearly deserted. I raised a perfectly arched eyebrow at my Mistress but followed her into the store anyway.

Arrival At the Store

There was a well-dressed woman waiting for us at the door. She introduced herself and ushered us to a secluded corner. She smiled at me warmly and wished me good luck on my night. What is going on? Again, I looked at my Mistress quizzically. She had a huge smile when she told me that we are going to spend the night in the store and that I can try on anything in the place!

I almost swooned at the thought of all these beautiful things for me to do and try. It was going to be a great night! I claped wildly and hugged my Mistress. She explains that we have to wait until everyone has left the store before we can wander about by ourselves. So, we follow the store employee who met us at the door to the back where we are left in a small break room. No one questions our presence here. My Mistress has cleverly thought to bring enough food for both of us, so we eat while we wait.

Finally, all is quiet. The woman comes back to the room and says that she’s leaving, and she will lock us in for the night. We are finally free to roam, and try on everything! It’s a crossdressers delight.

Just Like a Woman

So, I find myself in the middle of the store, unsure of where to start. My Mistress suggests that I start with shoes and work my way up. I agree and head for the shoe department. I find two pairs of beautiful shoes with peep toes and wedge heels. After I’ve carefully tried them on and found my size in the back, I stack the boxes on the floor in the middle of the store. This way, I can have everything in order so I can purchase it all first thing in the morning. My credit card’s going to be screaming by the end of it, but I’m worth it, right? This is a once in a lifetime opportunity. So off to the woman’s clothing section I go.

The evening becomes a blur of activity after that. I look at everything and then decide what I should try on. My Mistress follows me around, giving me suggestions and telling me I’m beautiful whenever I try something new. I settle on four new outfits complete with panties, bras and pantyhose to go with each set. I get several purses, belts and scarves, as well as several pairs of tights for the winter. A red wool pea coat that I found is a must have and leather gloves, too.

Me and the Make Up Counter on Sissy’s Night

Finally, I arrive at the makeup counter. I’m so excited that I can stand and try on makeup like any other woman that I feel lightheaded. I actually get to pick out the shade of foundation and eye shadow. I choose mascara and moisturizer and blush.

I’m exhausted by the time I’m done at three AM. It was a great night. Now all I could do was go to the furniture section and lie down. Tomorrow I’ll  be able to take it all home and try it on all over again!

Do You Dream Of a Sissy’s Night Out Of Your Own? Call The Sissy Training Mistresses 800.730.3507