Updated specific locations to be searchable, take a look at Las Vegas as an example.

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12
Sissy gets a gift
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Again, I gingerly walked up the stairs to my apartment. The absolutely pounding I had just taken, without libricant, left things feeling a bit more sensitive than usual. Every step felt my smooth thighs brush against each other, with a gentle reminder of the morning's events sticking to my legs.

I couldn't get what he said out of my mind. So, he just owns this building? What else does he own? Just how rich is he? I knew his car was nice, again, I'm not a car person, but that much leather inside a vehicle couldn't be cheap. But why would an absolutely gorgeous older gentleman with that much money be intersted in a feminine little crossdressing boy like me? I mean, don't get me wrong, I think I am pretty hot and having low testosterone my whole life has certainly helped me look far more passable and feminine that some others.. but still, couldn't he afford to get any girl he wants?

Questions like this ran through my mind all day and into the night. I thought they would never quit, until I heard a knock at my door...

I checked out of the peep hole and there was a short guy standing there in what looked like some kind of delivery uniform. In his hands he held a large box, with a bow on it. I opened the door and he asked "Excuse me, is there a "dear" here?" It occured to me what he asked after a moment. My gentleman always referred to me as "my dear" and that fact that we hadn't exhanched names yet, I suppose this was the only way he knew to address me. Standing there in my boy shorts and t shirt, completely devoid of any hair or make up I said confidently "yes, that's me." "It is?" he questioned. "It is" I said again. "Okay then" he continued., I have a delivery, can you sign for it here?" He handed me a clipboard with a document. I signed the bottom under 'recieved by' and handed it back to him. He gave me the box and stepped away from the door.

Once inside I set the box on my living room coffee table, untied the bow, and lifted the lid. There inside was a treasure trove of gifts. The first and most noticable was a wig. Except this one was of much higher quality than the one I had and looked incredibly real. Below that was large makeup box. Inside were expensive foundations, blushes, lipstick, eye shadow, eye liner, and a dozen bottles of different nail polic samples. Next I lifted out a black dress. It had a deep plunging neckline and slit on the side. It looked to be about mid thigh length and was gorgeous. Below that was a pair of black heels and finally a satin bag with a draw string. When I opened the bag I found black lace underwear and a pair of thigh high stockings and a garter belt.

"My god" I thought to myself. This was like a dream. I was shaking with excitement and couldn't wait to try everything on and get all dolled up. In my excitement I missed that there was a small envelope that fell out of one of the pieces I pulled out of the box. I picked it up off the floor and opened it. Inside was a card that simply said "My dear....Amanda. I hope you enjoy the gifts. Please take the time to explore and get ready. I'll be by at 7pm to pick you up. Love, William."

Shaking, I looked off into the distance for a moment. "I'm....Amanda." That's what he decided to name me. To be fair, I hadn't given him a name or thought to name myself. So, Amanda seemed fine. And his name...William. Gosh, it sent flutters to my center again. Also in the envelope was a small plastic bag. When I read the label on it I learned it was a type of estrogen used for males that are transitioning to female. A high dose too. Without thinking I immediately took the first dose. It was as if transitioning had always been the right decision and I just took too long to make it. So when the opportunity came, I leaped at it.

I spent an extra long time in the bath that evening. I soaked in my lavendar and rose bubble bath and ensured every inich of my body had been shaved smooth. If William spent as much on all those gifts as I had guessed, he deserved nothing but my absolute best effort. After the bath I sat in front of my mirror and took more time applying my new makeup than I ever have before. I gave myself a smokey eye and took care to accentuate my lips with the red lipstick and matching liner. The hair fit amazingly and when brushed and styled, even I couldn't tell it was fake. My favorite part was the underwear though. The lace bra and panties made me feel so sexy and the garter belt made my smooth legs tingle. The stockings though sent me over the edge. As I slid them up and attached the garter straps to them, I had never felt more sexy, more desired, more feminine, and more horny in my life. After a quick paint of my nails in dark red, I slid on the dress that seemed to fit perfectly. With my heels on, I felt incredible and could not wait for the evening to begin.

Then, I heard a knock at the door and opened it to the world. Never had I been so confident when dressed, I didn't care who was on the other side. I was Amanda and that was what the world would see. It was William and he looked as dashing and as delicious as ever before.

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3 weeks ago