For me it all started the year I began junior high, on Halloween. As I said I had just started junior high and was invited to the best Halloween party in school. All the cool kids would be there and I just had to go. But there was a problem. My father had died in June and money, which had never been a problem was suddenly very much a problem. There was no way, I was told, that we could spare forty-five dollars just to rent a costume. It was out of the question, no way, forget it. My mother suggested that I should just wear the same costume I had worn the year before, when I had gone out dressed as a football player. She said that I hadn't grown very much and that it should still fit me. "Come on Mom, get real. I mean that suit was fine when I was a kid, but now..." I left the sentence dangling. "Well," said Mom, "there's still two weeks until the party. I'm sure that we can think of something by then."

A couple of days later I was sitting in the kitchen sweating out a pre-algebra homework problem while my mother prepared supper. She dried her hands on a towel and sat down next to me. "Dennis, I've been thinking about your Halloween costume problem and I think I've got an answer. The only thing is I don't think you'll like it."

"Well Mom," I said putting down my pencil "we'll never know unless you tell me what your idea is." "Well Denny, what I had in mind won't cost us anything. We have everything we would need already around the house. But like I said I don't know how you'll feel about the idea. I think we could use your sister clothes and you could go the party dressed as a girl."

I sat there stunned. When I found my voice again I stammered. "Are you crazy, Mom. Me, go out dressed in Amy's stuff. The other guys would laugh themselves through the floor."

Mom just sat there until I ran down. "Dennis, it's either that, the football outfit or stay home that night, because there is just no way I can afford to rent you a costume." She had me there. What else could I do? I just had to go to that party. I almost didn't hear what Mom was saying next. "I'll tell you what we can do. After church this Sunday, Amy and I will get you all dressed up and you can spend the day wearing the clothes. If you don't feel comfortable or don't feel you can pull do it, I'll still have a week to try to find something else.

That Sunday found my mother, my sister and myself in sitting in Amy's bedroom. Amy was three years older than me and was one total knock-out. She had half of the guys in the tenth grade after her for dates. "I don't know, Mom." she was saying, after looking me over closely "I guess we can pull it off. He and I are about the same size, so he should fit in my stuff. I'm willing to give it a try if he is."

With that statement me fate was sealed. Mom turned to where I was standing. "All right Denny, strip."

I took off my clothes down to my underpants and stood there waiting for what was to come next. My mother looked up from where she was rummaging around in the drawers of Amy's dresser. "All the way, young man. I mean it not like I haven't seen it all before."

Blushing a bright red I slipped out of my shorts. After I was down to nothing she handed Amy a pair of black pantyhose and told her to show me how to put them on. Amy rolled the legs up into small donuts and explained the proper method to point my toes and arch my foot to put them on. After pulling the panty section up around my waist she stepped back and looked at my legs. "You know what Denny. You've got very nice legs."

I looked down a my legs. They were very good looking. Mom broke the spell of the moment. "Yes he does, but we've just started. Here, these are next." She said handing me a bra and matching panties. I had no problem with the panties as they went on the same as my shorts but I needed help with bra. Standing in front of Amy I put my arms through the straps and with her help found the hooks in the back and managed to get them correctly linked.

Amy turned to where my mother was going through the closet. "Mom, I think we got a small problem." she said as she flipping at the empty cups. "There's nothing here."

"I know," said Mom. "I've got it covered. I spent a couple a hours last night making these." She held out two small bundles of cloth. "They're filled with foam rubber and should fill out those cups very nicely."

She handed the forms to Amy, who placed them in the cups and adjusted the straps. From where I was looking I suddenly had grown two very real looking breasts. "What now, Mom. " Amy asked.

She turned around from the dresser and shook out a full length pink slip. "I think this will do." She said handing it to me. With Amy's help I slipped it over my head and let it fall down around my waist and legs. The feeling of the sink against my nylon encased legs was so wonderful I wondered if girls felt like this all the time. Next came a black dress that fell to just below my knees. While my mother was back digging in the closet and Amy was doing something at the dresser I sneaked a quick glance in the mirror. What I saw amazed me. There from the floor to the neck was a girl. Not just a girl, but a very good looking girl. I mean I had never been much to look at as a guy, and here in less than twenty minutes I had been converted almost into a very hot teenage girl. I was beginning to think that this just might work. I looked away to find Mom staring at me. "Like what you see?" she asked. When I nodded my head, she nodded back. "Then you like the rest even more."

She handed me a pair of black leather pumps with a inch and a half heel. "That dress should use three and a half inch heels but since you never worn them I won't risk you breaking you neck wit one that high. Just use these for now. I sat down on the bed and with Amy's help managed to get the shoes on my feet. When I stood back up I almost went back down, but again thanks to Amy who steadied my arm I managed to stand and walk around. I was surprised with how quickly my balance adjusted and shortly I was walking around like I had been born in heels.

"All right young lady. Over here now." My mother said from Amy's vanity table. I walked over to the table and sat down, smoothing the skirt down under me as I had seen both Mom and Amy do. "You do learn fast." said Mom. "Well pay close attention here because at the party you'll have to be able to fix your own make-up if it gets messy. And I guarantee that it will, it always does." For the next hour she showed me what she called the secrets of womanhood. She started with a base coat of foundation. Over this she placed a rose colored blush which she worked from the cheeks up through the temples. Then she turned to the eyes. Shadow, mascara and liner brought out the deep blue of my eyes. Lastly she outlined my lips in a bright pink and then handed me a small brush and a tube of pink lipstick. "Now young lady, I have to get something out of the other room. Why don't you finish up here. Just use the brush to fill in the outline. I'm sure that you can do that." I took the brush and opening my mouth began to paint the color on. I was very careful to stay within the border that my mother had drawn.

When I was done the face in the mirror was without a doubt female. When she came back, mother checked my face and nodded her approval. "Very good. Now I think one more thing and we'll be ready." >From behind her back Mom pulled a blond wig. "I wasn't sure what we could do about your hair, so I borrowed this from a girl I work with. Told her I needed it for a party, which I guess is at least partly true." She place it on my head and the effect was complete. Dennis was gone, and I his place as a very pretty teenage girl.

"Well, that just about does it." Said Mom after clipping a pair of pearl-drop earrings to my ears and hooking a slim chain around my neck.

"Let's all go downstairs and do something as a family. What do feel like doing Den...." She stopped dead in her track. "You know I just don't feel right calling you Dennis when you look like this. What should we call you?"

I thought about it for several seconds. To tell the truth I didn't feel all much like Dennis either, but Denise just didn't feel right either. I said as much finishing, "I think I'll pick something total different from my boys name. I know, Heather. While I'm dressed like this I'll be Heather."

"Fine." said Mom "Heather it is."

Going downstairs took a little getting used to. It was one thing to stand in my sisters bedroom dressed in her clothes, but going down to the living room was another. It was almost like going out in public. I was sacred, but I told myself that I would need to get used to it if I was going to the Halloween party dressed like this. As I went down the steps I reveled in the feeling of the slip and skirt brushing against my stockings. It was a wonderful feeling and I walked around the room time after time just to get that feeling until my mother finely told me to sit down.

The rest of the afternoon was spent playing board games, cards and just generally talking girl talk with my mother and my sister. I quickly became accustomed to the clothes and eventually forgot that I was even wearing girls clothes at all. By the time supper time came and my sister suggested that we go out to Burger King for dinner, I was so at ease that I didn't even think twice. I went upstairs long enough to freshen my make-up, grab the purse that Amy handed me and off we went. When we first walked in I felt as if everybody in the store knew I was a boy, but when nobody gave me a second glance I soon relaxed and started to enjoy myself. I even used the ladies room, to repair the damage that eating had done to my make-up.

Back at home, as I got ready for bed, I told my mother that I would be going to the Halloween party just as I was.

On Friday I hurried home and ran up to Amy room. There on the bed was laid out the outfit that I would be wearing this evening at the party. I quickly stripped out of my own clothes and grabbed a hot shower. As I came out of the bathroom, Amy was just getting home.

"Hello Heather." She said. "Let get started dressing you for tonight." We went back into her bedroom. "Let's see how much you remember about being a girl. There's your outfit. Get dressed." I went over to the pile of clothes laid out on the bed, picked up the pantyhose and started to get dressed. As I put on each item, with very little help this time, I felt as if Dennis was slipping away and Heather was taking over. Soon, I had everything on. There were a number of differences from the outfit that I had worn on Sunday. This time I was wearing a denim mini-skirt with a blue pull-over sweater. Amy went down to mother bedroom to get the wig as I began to apply my make-up. After a I completed that task, with just a couple of corrections from my big sister I put on the wig. Just like last time as I stood before the mirror I felt that Dennis was gone, replaced by Heather.

As I stood there admiring my new look my mother walked in. "Good," she said "I hoped that if I left your outfit out you would be dressed by the time I got home. Now I have a surprise for you." She sat me down at the vanity table and took a small brown bag out of her purse. "All day Sunday, I felt that there was something wrong with your look, and today I realized what it was. Your nails. So I bought these." Reaching into the bag she took out a package of press-on nail tip. Shortly she had them attached and painted to match the pink lipstick I was wearing.

"You look perfect." She said reaching for her purse. "We have time to go to dinner before dropping you off at the party." We went downstairs and into the hall. Amy was waiting at the door. "Here Heather, I want you to wear this." She said handing me the fur jacket and matching leather gloves that she had worn the winter before. Wrapped in the jacket I felt that I could fool anybody into believing I was a girl.

Later that night as I sat on my bed still dressed in the Amy's clothes my mother came into my room. "Time for bed Dennis. Did you have a good time tonight?"

"You know Mom. I can't remember when I had more for. You know a lot of the boys at the party thought that I was really a girl, and started hit on me, and I liked it. Mom, can I do this again some other time. Like maybe on weekends or after school sometimes. I really enjoy it." Mom was quiet of several minutes, and then walked down the hall to Amy's room. She was back in a minutes carrying several nightgowns. "Pick one for tonight, tomorrow we'll get you some of your own. I think I'm going to enjoy having a new daughter. Welcome to the family Heather."