First Encounter
My name is (Mike) Michele, I grew up in a small house in the country with my mother and 2 sisters. One older, Jackie and one younger, Mary. Our closest neighbour being 3 miles away. We had moved there when I was 8, Mary 4 and Jackie 11. Dad abandoned us shortly after Mary was born and the divorce settlement didn't leave Mom much choice. She was able to get a job at a small parts factory, 15 miles away, where my cousin worked and lived.
Being a middle child I have found is never easy, but when you are a boy and your siblings are girls it is even more difficult. Don't get me wrong I loved my sisters. We were our only playmates as there were no other kids our ages around and we were city people with little in common with the locals. They weren't mean just very hard to get to know. Even the kids at school didn't seem to want to have anything to do with us.
It was especially hard for Jackie as she was at an age when she should be talking to other girls about girl things and all she had was Mom or me and she wasn't about to talk to Mom about them. So I got selected. I loved our talks and found I enjoyed the topics, makeup, hair styles, clothes.
What I didn't like was that every time Mom would plan a shopping trip to town, or have something to talk about I was always left out. I guess boys aren't expected to have an opinion on girl topics. I didn't feel terribly like a boy and had no interest in male things. I would rather play with my sisters than go and throw a ball around, watch a good romance movie on TV or help around the house.
Things began to come to a head one weekend when Mom decided to take the girls to town for some new clothes and said she would pick me up some things but that I would just be bored standing around while they tried on things.
After they left I got to thinking what it was about girls clothes that they needed to be there but I didn't for mine. I knew there was a difference of course, I saw them and even helped with the laundry but I had never really thought about it until now. I decided to find out for myself.
I went to Mom's room opened her closet and really began to look at and feel the materials. Mom was a classy lady and liked her clothes. Not expensive but very good. Everything seemed to be smooth and shiny, light and whispy like it would blow away in a breeze. I took down one of her lightest dresses and wondered what it would feel like to wear it. Mom was not much taller than me. Then and there I undressed to my shorts and in my best immitaion of her I put my arms in the sleeves and let it fall over my body. it was lined and seemed to glide down until it sat around my body like a glove. I wasn't prepared for how it felt but I knew I wanted to experience more. It came to me that I had watched Mom dress many times and so I took a while to think about what she wore with this type of dress. I went to her dresser and opened the top drawer where she kept her panties and bras and selected a black matching set, next drawer, a full slip with lace trim around the bodice and hem, next nylons and garter belt.When I had these things laid out on her bed I felt like I should put them all away but I wanted to know what it was that drew me to them. Very carefully I began to dress as I had seen her do many times. It felt wonderful and I slowly began to confince myself that I was a girl getting ready for a party.
The feel of the silky material of Mom's panties, bra, slip and nylons made me weak in the knees. I had to stand there for awhile before I could once again lower the dress over my head. This time it was more like putting the finishing touches on a package as it slipped down. After wards some how I felt complete. This is what I wanted to wear. I wanted to feel this way every day of my life. I loathed thinking I had to return to my boy clothes. What would Mom think though of her son who wanted to wear women's clothing. It had taken me so long getting this far that when I noticed the time it was getting late and the girls would be home soon. Carefully and with longing I removed Mom's clothes and put them away as I had found them. I returned to my what now felt like heavy scratchy nasty boy clothes and started supper.
Chapter 2
Discovery and Punishment
It has been 2 years since that first encounter with my female self and a great many experiences later. During this time I have taken every advantage to dress and learn. Watching Mom and my sisters as they interact and do things. When alone I would put to use every thing I learned about dressing and mannerisms. I took to learning how to cook poperly, clean, sew and everything it seemed to me, at the time, a woman should know. I could do my hair, and makeup and would have attempted to do my nails but that would have been too noticeable.
Not once was I ever even remotely close to being discovered. Ha! You can't push your luck for ever. Mom and the girls were out shopping one day and called to say they would be home very late as they were having dinner at my cousin's. That was good with me as it gave me extra time to indulge myself in my feminine side. I knew they wouldn't be back till well after midnight as this had happened several times before. It was a good time to put a movie on and relax in a nighty. I would set the alarm clock for 11 PM and be in my PJ's well before they got home. The next thing I remember is waking up to the sound of a car in the drive. I ran upstairs and remembered at the last minute that I had left my PJ's in the bathroom downstairs. I jumped into bed and pulled the covers up around my throat and prtended to be asleep. My heart was racing a mile a minute. I heard Mom and the girls come upstairs her tell the girls to go straight to bed. She went to her room and I could hear her changing for bed herself, then go downstair. I didn't want to move thinking she would hear me and come up to say good night. I would wait for her to fall asleep then change and hide the nighty and things in my closet till I could put them away.
After an hour Mom finally shut things off downstairs and came up. She checked the girls then very deliberately came across the hall and into my room, closing the door behind her. She turned on the light and calmnly asked, "what have you been up to" I laid there not moving till she said "I know you're awake I saw you run by the window when we pulled in, now sit up and tell me what's going on."
All I could think of was to ask her not to be mad and that i would promise not to do it again but would she leave it till morning. I was crying and I think she thought I had committed a major crime. Gently she eased back the covers and for a minute when she saw me in her nighty I thought she was going to blow up. However she composed herself, stood up and told me to come downstairs. I said I'ld be down after changing at which she said I would not and that I would came down as I was.
Walking down those stairs in a nighty, or dressed in any female attire was a breeze for me until that night. In the kitchen Mom had made a coffee for her and had pored out some milk for me. " Sit down and tell me what is going on young man"
I wanted to so tell her that I hated that term, I wanted to be a young lady, I wanted her to hold me and tell me everything would be alright. But I began to cry and it all just came out in sobs. About how I felt left out and how I was just trying to find out why the big difference between my sisters and me, I couldn't tell her how much I wanted to be just like them and her or that I had been dressing and being them when alone for the last 2 years.
"So you thought it would be alright to just take and use my things, You are a boy and boys don't wear women's things. I don't know what I am going to do but you can be sure the punishment will fit the circumstances, now go change, put my things in the laundry and go to bed."
That was a long night and the morning was realy cool at the breakfast table.
For 5 days nothing was said and Mom and I hardly talked accept as needed. Then on Saturday at breakfast Mom cleaned up and broke the news of my punishment.
"Mike you know what you did was wrong! The girls know nothing of this but I must tell them as you will be doing some things over the next 6 months that they would find difficult to understand if I didn't."
I tried begging her not to tell them but got only stony no's in reply.
The girls were sitting there with their mouths open wondering what was happening and what I could have done to provoce Mom so bad.
" Girls it seems your brother has been wondering what it is like to be a girl.
He took some of my things whith out permision and decided the way to find out was to dress like us"
Nancy was the only other person to speak and it was a simple "OH BOY"
" This is what I am going to do Young man, for the next 6 months you will come home from school, on your bed will be a girls outfit. You will bath then change into that outfit, if I am home I will do your hair, if not, Nancy, you will do it. you will in every way act and behave as a young girl. After school here at home you will be Michele. You wanted to know what being a girl is like. I will teach you. These last few days I have bought the things you will need. Your male clothes will be removed from your dresser and be replaced with the feminine attire you want to be in. Now girls you will say absolutely nothing of this to anyone at school. Do you have anything to say, Mike?"
" Mom please I promise not to do it again." Secretley I was happy as this would not be a punishment, the only thing that bothered me was how my sisters would react. I was soon to find that they would resist onlt as a token but also welcomed my punishment.
