The following is an assignment report I received from Tiffany Anne. This is the best report I have ever received from a submissive or sissy. She really explained her thoughts and feelings very well. I almost felt as if I were right there with her, laughing at her humiliation and realization that she is not a man at all but a sissy with a small penis. The situation that unfolded when she asked for help, as instructed, is truly priceless.

 

"Hi Mistress,

 

I am currently dressed as You instructed, wearing my girdle, stockings, matching bra, heels, and lip gloss. This is the story of my evening.

 

I am travelling out of town, so I packed my suitcase with all of my sissy items, and anxiously started on the road to the Walmart lingerie section. After about 20 minutes in the car, I stopped at the first Walmart I saw. Nervously sitting in my car, I re-read the instructional e-mail You had sent me. I knew exactly what was expected of me, so I got out of the car and walked into the store. I immediately headed towards the lingerie section; I swear I was shaking and sweating. I walked passed the department, but there were no sales ladies in the area. Because You said I had to ask for assistance, I walked around the store for a couple minutes, taking multiple shortcuts through the lingerie aisles. I saw a pretty lady in her mid 40s on the other end of the department. I know she acknowledged me, as our eyes met and she shot me a sly smile. I was immediately intimidated and intrigued by a woman seeing me shopping for panties, but as I was walking to her for assistance she walked away. With no other employees in the area, I once again walked away.  This time I went to the make-up aisles, investigating many items and admiring the beauty of the real women in the cosmetic ads. After a couple minutes, I headed back towards the lingerie. At this point I was so nervous and excited that my tiny dicklette was starting to leak. However, amidst all the anxiety, my little clitty never got excited. Once again, no one was to be found. As I meandered about the aisles, a very cute young (early 20s) sales lady came down the same aisle I was in. I was walking down the bra aisle, and as she caught my eye she smiled. I immediately asked her "Miss, where are your panty girdles?". She was so surprised, trying hard to hold back her chuckles behind her pretty smile.  

 

She clearly was not too familiar with the department, as she led me down a seperate panty aisle before finding the girdles. She led me to the aisle, and started to walk away. As she did, I asked her if she has any girdles with garters attached. She looked like a deer in headlights. She then asked me what garters were, and put me through the humiliating exercise of explaining how garters hold up thigh high stockings. She looked at the girdles for a second, then said she didn't know. I knew they had none, as there were none there, but I still needed to ask. Instead of giving up on the situation though, she said she knew someone who could help and quickly walked away (I am positive she walked away so she could laugh at the sissy buying girdles and compose herself.)

 

As I once again stood alone, looking at all of the panty girdles, I could hear the girl talking to someone in the distance. I overheard the other lady say "is it 'that' man?" and I immediately knew she was talking to the older woman I had previously locked eyes with. While examining all the different girdles, the young woman came back. This time she was not alone; the older woman was with her, as well as another younger girl and a young man. The older woman asked me what it is I was looking for. I explained I wanted a panty girdle with garters, to which the other boy and girl towards the back snickered. The older woman held her composure, and explained they didn't have any, but she showed me 4 or 5 different panty girdles they had in stock. She would take one off the rack, hold it up, and explain what areas of the body it would compliment. At this point I was being assisted by the older woman, and she was putting on a sissy humiliation show for the others at my expense. I was so embarassed standing in front of three women and a man. I knew that I am not a man at all like he is, as I am a panty-wearing sissy. No real man would ever be caught in panties or shopping for lingerie. And I knew that I am nothing like the women snickering at me. They are all so superior to a sissy, and despite how little it may be, I do have a tiny clitty in my sissy panties. The older woman held up a white satin panty girdle that goes very high on the stomach. She said that this girdle is very lovely, and it would keep everything very tight. The sight of her holding up the girdle was gorgeous, while the sight of three other employees almost laughing at me was so humiliating. I told her I really liked that one, but that I was unsure of how the sizing works. She showed me the sizing chart on the back, and said "if it is for someone about your size, I would get an XL". I was so humiliated once again, but I knew my shopping spree was not over. I told her I also needed to buy matching thigh high stockings to go with it. She almost let out a giggle, but led me to the stockings section. At this point, the other 3 had wandered off so at least it was just me and one woman. She showed me the stockings, and I asked her if a nude or white would go better with the lingerie. She said "definitely white".

 

I had my panty girdle and stockings, and I was ready to check out. I thought about using the self-checkout, but I knew You would be disappointed. So instead I examined all of the checkout lanes and found a lane with another cute, young woman as the cashier. I put my items on the conveyer belt, and she looked at them, looked at me, and gave me a kind smile. She was very nice and discreet with the transaction. I quickly grabbed my bag and left the store. When I got to my car, I immediately put on lipgloss and dug through my sissy bag. I could have sworn I owned a white bra to match, but it was not in the bag. You had instructed that I needed a matching bra for the outfit, so instead of going back into the store, I headed to the nearby K-Mart.

 

I walked inside, and was amazed by their bra selection. They must have had over 100 bras, and it seemed like almost every one of them was white. I looked through every single rack, and finally decided on a white satin light push-up bra. I took it to the register, and it was an older lady as a cashier. She didn't even blink at a sissy boy buying a bra, but after I paid, she said "you got some coupons, in case you need anything else". I wasn't sure how she meant it, but I was still embarrassed to be buying a bra and receiving lingerie coupons.

 

I was soo excited when my shopping trip was over. I quickly finished up the rest of my drive, and arrived at the hotel. I immediately stripped my clothes and started getting dressed. Unfortunatly, I made the mistake of trying to remove a tag on the seam of my panty girdle, and there is now a small hole on my sissy rear end. However, I am sure You will be able to put that hole to use, and I also have an excuse to go buy another panty girdle. All in all, I feel so wonderful in my new sissy clothes. I love how the girdle feels, and I think I am either addicted to girdles now, or addicted to doing anything to please You (it is obviously at least the latter). I was completely and utterly humiliated, and I am so grateful that You put me through such humiliation. I cannot wait to continue my sissy training at Your mercy. Thank You Mistress.

 

Your sissy slut,

Tiffany Anne"

 

Tiffany Anne, you have provided me with much amusement over this assignment. So much so that I had to share it with some of my girlfriends so that they could have a good laugh as well. They thank you for that. We all agree that you are coming along nicely and I was proud to tell them that you have graduated to a larger cock. Maybe one of these days you will have to perform for them as well. They absolutely adored you in the girdle and we all agree that you make a beautiful slut. We do still need to get you some boobs though.

 

~Mistress Josie 

888~938~7382

 

My dear Tiff is still a bit shy about having her pictures on the net for all to see, so instead I will add a pic of a dear sweet sissy AB that I care for. I mean we have to have some kind of amusement right? 

This is My Stephanie. she is the sweetest AB sissy girl you could hope for. I care for her when I can but she lives very far and needs to find a full time mommy. She is extremely loyal and loving. Self sufficient when need be and financially stable. She is just looking for the right lady. I have also spoken with her about considering a daddy. We are working on getting her used to cock.