I have completed my letter of apology to Mistress Amber and it was sent with sincerity and with respect for my Mistress. I am now onto my next punishment phase and the one I fear the most. I am to go out on a girl’s shopping trip to several stores and girls do every Saturday. I have left on my diaper which is still unsoiled and taken the oversized stuffing out of my humongous bra as is allowed so I can hopefully keep some dignity. I have covered myself to the extent that I do not believe that anyone will notice that I have a diaper and bra underneath my clothes. I have several items to purchase and I am driving to a mall several towns and many miles away so that I do not have a change of knowing anyone. I have taken a beach bag in lieu of a women’s Pocketbook/Purse as allowed by Mistress Amber as a further good gesture by Mistress Amber allowing me not to expose myself. I thank you Mistress Amber, but know I owe a big favor for this courtesy. In the bag I am carrying my penis mouth plug and two diapers as directed. I arrived at the mall, parked and walked into the mall with my bag. I immediately felt selfconcious and after several women looked strangely at me, I went into a Borders bookstore and purchased a book and got a borders bag to carry it in. It concealed my bag. I know this was probably my paronia and probably was cheating, but nothing was presribed that I could not buy anything else.
I could not believe how many people where in the mall. Mostly women shopping as women do on Saturday’s. I thought I would try to do the most difficult first. I was to go into a lingerie store and buy a thong. The first one I came to was a Victoria’s Secret. I had shopped their for my wife several years ago, but at Christmas and as a Christmas present with lots of other men around. I entered the store and their were no men, just a lot of women. I walked back out and walked down the way a bit. I finally tried to get up nerve and went back in. I know the other women probably did not even notice me, but I thought everyone was looking. I did find my way to the pantie racks and was looking for the largest size I could find. A young sales lady came up to me and asked if she could help. I must have turned red, but could not ask for help. I said I was OK and she turned around and as soon as she did I left.
I am sorry Mistress Amber, but I could not do this. The thought of taking a ladies thong and standing in line with all the other women and paying for a women’s thong was too humiliating. I know you will say the reason I could not do it is because I did not want to. I just could not do it with all the other women around.
I went further down the mall and tried to do it again in a women’s store and not a lingerie store hoping it would be easier and the same thing happened. I have bought frilly feminine clothing and lingerie on line and recently purchased two thongs, a red and black one on line per your direction, but I could not do it at the store.
My next stop was to buy women’s makeup at a general store and I did buy cosmetic base, eye liner and lip gloss. I already had lipstick and other cosmetics.
My next stop was a drug store (a Rite Aide) and purchased more diapers. I asked the lady at the register if I could use the bathroom, but she said no, that they did not have a bathroom for public use. I did not ask or push to use the employee one and I just left the store.
From my account of this assignment, it is obvious that I have failed. I am sorry Mistress Amber, but the humiliation of doing this was just too much for me. I am sure you will have something to say about my failure and I will accept the consequences for not overcoming my humiliation.
Attached are photos of my attempt to go on a girls shopping trip.