I walked briskly down the street, school had just gotten out and I knew that the sooner I got home, the more time I would have to spend in my own secret fantasy world. Mom would be home just a few hours after me, as she should have left just recently to go to the airport to pick up my older sister Cate who was returning home from spending the past year in Paris studying fashion. Although from her emails that she sent back to us from time to time, it seemed more like a vacation to me. All this would give me a few hours alone to spend indulging my own personal kink, dressing up in women's clothing. I had been doing this for a few years now, successfully keeping the small collection of items that I have a secret from anyone else, tucked away in a locked box that I kept hidden buried in my sock drawer where nobody would find it, since I'd been doing my own laundry for the past few years now.
Arriving home, I quickly slipped the key into the lock and opened the door and let myself in, being sure to lock the door behind me. I turned and disarmed the security system which also confirmed that I did in fact have the house to myself. Dropping my backpack on the floor next to the door, I made my way upstairs to my room. Once inside I shed all of my clothing, grabbed a towel, and made my way to my Mom's personal shower in her room. Normally I would have used the other shower that was for my use, and when my sister was home, her use as well. This time however I used Mom's shower because all of her feminine hygiene products would be there.
Turning on the shower, I held my hand underneath and adjusted the water until the temperature was to my liking, normally I would have liked to of taken a nice bubble bath as I've done in the past, but that was time consuming, and today I didn't have that sort of time. Hoping into the shower I took my Mom's shampoo and squirted some in my hand and began scrubbing it into my hair, as the scent of fresh apples from the shampoo wafted in the air. After scrubbing my hair clean and rinsing out the suds, I reached for the bottle of conditioner and, after reading the instructions on the bottle, squirted some into my hand and scrubbed it into my hair.
While waiting the recommended 15 minutes for the conditioner to do its thing, I reached over and picked up my Mom's razor and shaving foam, and proceeded to work up a lather of foam on my legs. I had done this plenty of times before, so shaving my legs came natural to me even if I was a guy. A lot of people had questioned me as to why I did this when they first discovered my hairless legs. Lying to them I told them that the hairs caused my legs to itch immensely, so I had shaved it all off, but in truth I had done it to enhance the smooth look of my legs when encased in a pair of stockings or pantyhose, which would come later.
Once I finished with my legs, I proceeded to rinse them off as well as rinsing out the conditioner from my hair. Once that was finished I reached over for the body wash and proceeded to give my body a good scrub down, once again, the smell of fresh apples could be smelled in the air, obviously my Mom liked the smell of fresh apples. Once I was satisfied that my body could not be any cleaner, I rinsed off under the water and turned it off, stepping out of the shower I grabbed my towel and began to dry myself off.
Once I was dry, I made my way back to my Mom's room and over to her dresser, opening up the first drawer, I was greeted with the site of a vast selection of different colours and styles of panties and matching bras. Reaching in selected a black lace bra and the matching panties, which I laid out on my Mom's bed. Walking back to her dresser, I opened up the next drawer and pulled out a black lace garter belt, and a pair of black stockings, and laid them on the bed with the bra and panties I had already picked out.
Having finished with the dresser, I walked over and into Mom's walk in closet, and browsing through the racks, I selected a short black mini-skirt, a white blouse, and a pair of 2 inch heels that I hoped would fit. As I walked out of the closet I noticed a small box similar to the one I owned pushed back into the corner almost as if Mom was trying to hide it. With my hands full I submitted to the fact that I would have to return at a later time to investigate the box and perhaps its contents. Walking back over to the bed I picked up the rest of my choices and went back into my own room and laid the items of clothing I had selected out on the bed.
Kneeling down on the floor, I pulled out my own box from beneath my bed and, after fishing my keys out from the pocket of my jeans that I had left on the floor; I unlocked the box and removed the contents. A blonde wig which I had purchased online a few months ago, and a set of fake breasts which had been my most expensive purchase, and also the one I was most afraid of being discovered with when it arrived, I had had to order it under a fake name, and when it arrived, I was fortunate enough to be the one to receive the package since it surely would have been sent back if anyone else had been there instead of me.
Once I had everything I needed in front of me, I proceeded to start to put it all together. I started by hooking the garter belt around my waist, lining up the garters properly, then sat down on my bed and carefully rolled a stocking up each smoothly shaven leg, then hooking them up to the garter belt and insuring everything was still straight. Once that was done I spent a moment to admire the smoothness of my legs, before reaching over to the bed and picking up the pair of panties and stepping into them one leg at a time and pulling them up to my waist. I then picked up the bra, and proceeded to hook it together around my body so that the hooks were in front at first, I never really understood how women could put these things on with the hooks at the back, and then spun it around on my body until the cups were properly positioned on my body. I then picked up the fake breasts one at a time and slipped them into the cups of the bra before slipping my arms through the shoulder straps.
Turning to look in the mirror, I examined my reflection to insure that everything was properly aligned, and then just for the heck of it, gave my false breasts a quick squeeze which looked rather funny to me. Turning back to my bed, I picked up the skirt and held it so that I could step into it and pull it up around my waist, I noticed that it hung a lot shorter then I had first realized as it was about half way between my knees and my waist.. Once that was done I picked up the blouse and slipped my arms through the short sleeves, and buttoned up all but the top two buttons, leaving some cleavage exposed.
Turning back to the mirror I again examined my reflection, it wasn't bad but I still needed some work, first I picked up the wig, put it on over my hair, and pinned it down so that it wouldn't come loose. The reflection in the mirror looked good, but it was still missing something. So after slipping on the two inch heals, I hobbled my way back to my Mom's room, I had practice on heels, this wasn't the first time I had worn them, but I still didn't have it down perfect just yet.
Once back in my Mom's room, I sat down at her make-up table and started to work on my face. I had nearly perfected this from watching my Mom and sister doing this, and from trial and error. So a little while later, after some lipstick, blush, eye shadow and mascara, I was almost done, and after a coat of nail polish, the job was complete. One day I'll get a set of fake nails to put on as well I thought. Looking up from my hands, I examined the reflection in the mirror which barely resembled my former self. Instead there was an attractive young blonde staring back at me. I smiled, and she smiled back at me.
Looking at the clock on my Mom's bedside table, I noticed that I still had about an hour until Mom and my sister were expected home. So I decided to go downstairs to get myself a drink and maybe something to eat. Once in the kitchen, I opened up the fridge and pulled myself out a cold coke. Standing at the back window, staring out into the clouds, I daydreamed about my future, of what would happen to me if I was ever discovered. It wasn't until it was to late though that I realized I wasn't alone anymore. As I heard my Mom comes walking in the door, and into the kitchen, where she found me
"Oh hello there, I'm sorry I didn't realize that Jason had a friend over" My mom said, for a moment not realizing who it was, and reaching her arm out to shake the hand of what she thought was a friend of her son's, before pulling it back to her chest with a gasp.
"OH MY GOD!" she screamed "JASON?"
I went to speak but was interrupted by my sister coming into the kitchen to see what was wrong.
"Mom are you al…oh my god, Jason is that you?"
I could only nod my head in embarrassment. For my life as I knew it was over.
"What are you doing in Mom's clothes" my sister asked, I wanted to answer, but I was still unable to find my voice.
