Making Mistress Proud: My Newest Sissy’s First Shopping Spree

Hello, my Sweethearts! I must share with you the fun I just had on a shopping trip with a new sissy of mine. She is new to wearing lingerie and simply loves it! She has had an affinity for women’s panties, bras, and other pretty lingerie since childhood (like many of you), but she has kept her “secret” buried and abstained from indulgence for years – until now!

Well… When this particular sissy expressed to me how eager she was to go on her first shopping trip but would require “help,” she didn’t mean she couldn’t choose a lacy bra and pretty pair of panties; she meant she was going to need someone to “make” her actually go in the store, select some items, find her appropriate size, and make a purchase. Of course, I was more than happy to provide the encouragement and push she needed to realize this goal of hers.

We decided on a date, time, and location where she would be buying her girly goodies, and we began our shopping session when she arrived on the scene. She was SO incredibly nervous that she was entertaining the idea of heading for the hills. I’m sure you all know that I was not going to have that, so I gave her plenty of support, encouragement, and some verbal “coercion.” While I stayed on the phone with her, she milled about the store until I eventually had to directly order her to get a sales associate’s attention. Once she did, she began to tell the associate what she found that she liked. This was not how this event was to unfold, so I had to take my “tone” with her and demand that she put that associate on the line ASAP, which she did. I had a lovely conversation with the associate about why my little flower was there, how she was new to shopping for herself, and what I think this new sissy needed in style, color, and size. The associate was so nice and incredibly helpful and immediately assured me that she would assist my sissy girl in any way possible. In the end, my sissy got the girly items she was after and felt elated that she was able to do exactly what I had told her in the beginning was actually quite a simple task. I am so proud of her for her bravery and dedication in following through on this endeavor. While she may have been close to a meltdown when we began, she ended up being proud of herself and experienced an elation and rush that, I believe, was unmatched.

Way to go to all of my sissies who show –or have shown- such bravery and perseverance! That is only one of the reasons your Mistress loves you all so dearly!