I stood before the mirror and looked at my fresh from the shower naked body. Clear of all body body hair, and of course my eyes focused in on the new metal chastity cage neatly confining what little actual manhood I had.
The cage and lock had arrived in the mail at the beginning of the week. I hadn't ordered it but I was fairly certain i knew who had. She had, after-all, taken a cell picture of my license which contained my address so the origin of this newer cage was obvious.
It was a steel cage and while the part that tightly encased my little penis was smaller than the old plastic chastity device, this one was significantly heavier and a bit bulkier. When it arrived I of course put it on immediately and worn it to work the past two days. It was surprisingly comfortable most of the time given its weight. If there was much of any stimulus applied to my weak brain it became pretty uncomfortable but then again that was the whole purpose, was it not.
The week before had been a constant battle with myself over what I should do about the impending "date" with the mystery woman. My rational brain of course told me to flee, but that was being overridden by my more powerful weak and submissive side. When I put that new chastity cage on there was little doubt that I was going to follow through with the meeting on Thursday. As if there was all that much doubt.
One more look at the effeminate reflection in the mirror and the decision seemed simple. Even though any doubts I had about what awaited me, it was obvious that i was going so it was now time to get dressed and just go. Sure the day and night were almost surely going to be humiliating. But being who I am only tended to excite me to the point where that cage was starting to get uncomfortably tight.
I chose to put my bra on first. It was a slightly padded b-cup in lilac. The treatments had been progressing so well I now had breasts that filled an A-cup. Needing the excitement of it all I wanted the small bumps in my chest to be noticeable. Next to be put on was the diaper and suntan shade pantyhose. I simply love the feeling of a nice silky hose as they are carefully stretched over my legs. How great they made my legs look was a bonus. The hormone treatments had been working well and as I scanned myself in the mirror my hips and waist seemed more clearly defined. I covered it all over with a full slip, also in a soft lavender.
I had 4 dresses to try once more as each had been given a test run during my after dark walks. They were all new and I loved them all so it was going to be a tough choice. I has noticed that my closet tended to feature conservative shades and modest prints so when I went shopping this time I went for bold patterns and bright colors.
Dress one was a silky pleated number in a light pink print with bright flowers. It had frilly cap sleeves and a tie at the close neck. The dress hung right at the knees. I did worry that my blouse might not cover up the tie collar. The print was bold and bright and would never be confused with anything manly.
The second dress was a soft wrap dress with a double tiered skirt and a v-neck. The sleeves were longer but soft and full. It was shorter, about mid-calf, so of course I couldn't wear this slip with it. It was a solid lilac color which simply flourished with color. This dress showed a lot of his legs and arms which I liked.
The third dress was a simple v-neck dress with a very full skirt in a hot pink and white print that didn't shout dress, it screamed it. The sleeves were short, exposing my thin girly arms quite nicely. The dress hung a few inches above the knees so my slip peeked out seductively about a quarter inch below the hemline. I watched myself do a few twirls and loved the way the dress flowed around my legs.
The fourth choice was a simple dress in a stunning print of small flowers and designs in multiple shades of purple and white. I liked it in the catalog and loved wearing this dress. It wasn't elegant or fancy but oh that print. I loved all of those pretty shades of purple. Purple shades were my favorite and this dress featured them all. It had a round neck line and large flowing short sleeves.
I love soft full and flowing sleeves on dresses because they made my slender weak arms look even thinner thus emasculating me completely. The dress hung just below the knees and was full enough that I could add the frilly half slip or the petticoat or both.
Feeling the moment I tried on an extra dress, a pleated v-neck dress in a very bright and bold print of pastel purples, lavenders blues and whites in random splotches. The pleats danced softly at the knees. I had taken a long 2 hour walk on the streets in this and loved the feel of it. I had more than one passing motorist give me a friendly toot of the horn. The trouble was it had long full sleeves and I was certain that it would be hard to cover it up with even a long sleeved blouse.
Choice number 4 was it and I pulled on the lavender petticoat and covered it all up with a royal blue pair of slacks with an elastic waist band and small slash pockets. It had wide legs and no fly and was obviously women's slacks. I covered up the top with a light blue button down blouse that was left to hang just over my hips.
I slipped into my women's loafers with a 1 inch heel and before I could think all that much about where I was going and what I was about to do I was driving to the casino.
The casino hotel room was booked so all of the hooks were set. As I was pulling into the parking garage of the casino I realized in my eagerness I hadn't brought any other clothes with me. Not even a back up dress.
The valet took my keys and drove off in the car and surprisingly I walked into the lobby of the hotel portion of the complex confidently. I registered for the room, the same exact room as last time and went up. I put all of the cash and my ID's in the safe and looked around. It was only 5 PM. This fairy boy was so very eager.
I eagerly went to the same lounge area anyway despite being about 3 hours or more early. My mystery woman hadn't specified an exact time so who knew.
I found a nice little table in an out of the way location and sat. The same waitress walked over. I nervously watched her approach. Dressed in her uniform of a white blouse and black mid-thigh skirt she moved with a certain powerful grace that I hadn't noticed last time. Then again I was massively on edge last time.
"Drink," she asked in a pleasant tone?
I stumbled out an awkward request for a beer. To which she laughed and said, "Do you actually care what kind?"
I blushed furiously and said with all the savior-faire of a three legged dog trying to lift a non-existent leg to piss, "Any light is ok."
Ok, ok, OK, not smooth. Then again I am never smooth. Regular women intimidate me, while attractive women turn me into a molten puddle of goo that cannot put even the most simple of sentences together. She was all of that and more.
She walked away giving me no sign that she recognized me from the last time. Hell, that was two weeks ago and you are a man completely unforgettable. She must see a thousand people in a week working this job, so why in the world should she give you even a second thought. Besides, it is probably a good thing.
As I watched at the bar I began feeling less and less comfortable. Everything I wore was designed for women, real women, not a fake one like me. All that material of the dress and slip and petticoat were bunched up in the legs of the slacks and that had to be noticeable and the pant legs were up high enough so my hose covered ankles sticking into women's shoes was clearly visible.
And now that I think of it, I felt like those little b-cups were pushing out through my blouse in Dolly Parton-esque fashion. By the time she came back I was a mess.
Her casual smile relaxed me a little as I started a tab on my hotel room and declined anything to eat. I was far too nervous at that point to eat anything.
I was trying my best to settle back in but the dress, slip and petticoat seemed bulky and far too visible beneath the slacks and blouse. "Relax," I said to myself. "The woman behind the desk at check in didn't seem to notice and the waitress didn't seem the least bit concerned or even interested. So try to rel......."
She placed her hand on my shoulder and said softly, "You are early. Very early and very eager it seems."
The mystery woman sat across from me and smiled sweetly. I almost jumped out of my skin as the waitress mysteriously appeared and placed a glass with an amber brown liquid in it and left just as quickly.
