Crystal's StorySite storysite.org
The School Nerd by: Janet Stickney JanetLynn17@Hotmail.com
In school I was known as a nerd because I was so smart, but, unknown to them, on the weekends I was known to us by a different name. While most all of my classmates had grown taller and filled out, I had remained fairly short, 5'6" and skinny, a mere 125 pounds. My name is Carolyn Grant, I'm 16. Many of the kids I had grown up with had begun to leave the friendships of youth, for new friendships of a more adult type. Some had joined the sports teams in school, and knowing I could never compete against them, I turned my attention to my class work, and was rewarded with high grades and a lot of scholastic awards. When I was growing up, I, like a lot of the boys would dream of becoming a sports hero of one kind or another, but in my case that never would, or could happened. But I had my own, very secret desires, something I had never told anyone about, and turned to that instead. For as long as I could remember, I had secretly dressed up in my sister's clothes, and now, as I grew older, I began to understand it a bit more. As time went on, I got a lot better at my presentation of a girl because, whenever I was able, I practiced doing my makeup and hair, completely dressing only when I knew for sure it was safe.
I was real close to my sister, and after she had caught me, completely dressed in her clothes, I confided my deepest secret to her. Marcie had not been as shocked at my dressing as I imagined she might be, instead, she was shocked at how feminine I was! We talked well into the night, about my dressing up, and why I did it. After a lot of urging and coercion from Marcie, the two of us would often go out on the weekends as sister's, Marcie and Carolyn, whenever our parents went to our cabin. That was when I discovered that many of the boys in the school were attracted to me, just like I were any other girl in the school! It was a revelation that at first scared me, but later, I found interesting. Marcie, my sister, was two years older than I was and had supported my dressing ever since she had found out, now, she was about to go off to college. My parents, like they always did, went to their cottage on Friday night, returning late on Sunday night, leaving the two of us home alone all weekend. Now that that Marcie was leaving, my parents had made it plain that they wanted me to join them at the cottage! Marcie was 18 and I was 16 now, and neither my sister nor I liked it in the woods and had avoided going there like the plague. I had to argue the point, and they had to admit that they had left Marcie alone when she was my age, so they relented, and I was allowed to stay home on the weekends after that.
Marcie, knowing about my needs, had left me quite a wardrobe because she was going to buy all new stuff for college. With my parents okay, I had simply moved into her bedroom because her room had a private bath. When I changed bedrooms, I left her clothes hanging in the closet, and all of the stuff in her vanity. My dad had tried to get me to take the clothes out of the closet and store them, but I refused, saying that "Marcie might need us when she comes home on the weekends." My father relented, but my mother gave me one of her famous "I'm not sure I believe that story" looks, but she didn't mention it again. After Marcie had moved to college, I waited for the first free weekend, and carefully started trying on all of the clothes she had left behind, putting the ones that did not fit aside. There were quite a few skirts, dresses, slips, camisoles, bras, and other assorted items she had left behind that fit, or I knew I could use. Later, during a session of homework research on the web, I stumbled across a place that sold a number of items that would help make the average male look like a female! Of course I knew what size I was, and after checking my bank account, ordered several things for myself. While I waited for them to arrive, I moved out the clothes I could not wear, want, or need, leaving the rest, and put them in a box in the basement, which satisfied my dad but caused my mother to smile that enigmatic smile most mothers have, something I missed. After that, I set up my computer in the new bedroom, and waited for my stuff to arrive.
As it happened, the packages came when I was home from school and my parents were still at work. I took the boxes to my room and quickly opened them. Inside I found a pair of perfectly formed breastforms, the type that you could glue to the chest, a padded panty that was flesh colored and made of the finest latex, and best of all, had a fully functional vagina that was so realistic that I almost did not pick it up! All of the items were the same color, and were so very close to my own skin color that I could hardly wait to have them on, but I had to wait until the next Friday night when my parents were leaving before I could try them. I had read the instruction sheet several times during the week, so that before I was going to put them on, I would be ready, and have everything I might need. When I came home from school on Friday, I began.
First, I had to shave my groin area so the glue would hold. Then, after I had lubricated myself, I slid my member into the internal sheath of the vagina and then glued the edges to my skin. It was made so that once I had it on, I looked as if I had a vagina of my own, and I would have to sit to pee of course. The second part was the panty. It made my hips wider, but had a tapered backside that was also glued on so I would not have to take it off to use the bathroom. The breastforms were easy to put on. I applied the glue and pushed them against my chest and held them there for 30 seconds. It took me almost 30 minutes to get all of the special products on, but when I looked in the mirror I saw a young girl, completely naked, standing there!
My waist now looked narrow in contrast to my hips and bust, and at 5' 6" tall and 125 pounds I had the perfect body for a girl my age. My modishly long, soft brown hair was now below my shoulders, held in a ponytail. I quickly pulled on a pair of panties, then had to struggle with the bra until I managed to figure out how to put it on now that I actually had breasts. I went to the dresser and found some shorts and a top, put them on, and got a pair of flats from the closet. Standing in front of the mirror I could readily see just how much better the shorts fit, the way they fit me was so feminine as the material curved downward in front and swelled at my hips. I had just let my hair out of the ponytail when I heard my parents come home. There was no way I could hide the way I looked now, so I stayed in my room hoping that they would leave without calling me. My patience paid off, and they left after an hour of nervous waiting. As soon as they left, I put some lipstick on and went downstairs.
I was making himself some dinner when I heard the soft knock on the glass. I quickly snatched a look outside to see who was there. It was Jill, a fellow nerd that lived down the street! The drapes covering the doorwall in the kitchen had been left open, and as usual, Jill had come to the patio. My eyes widen because I knew that she had seen me, and I stood still. How could she not see me? I let her in, hoping that I could explain myself. I smiled at her and opened the door, and Jill stepped inside, shutting the door, unable to take her eyes off me as I stood at the sink. She could see that the girl, me, was, even without makeup, pretty. Jill knew who she was looking at of course, and she could plainly see that the clothes I had on fit well, and also, that anyone who looked, would think that I was a girl!
"I'll be damned! You look so different!"
I waved to a chair and after she was sitting down I tried to explain.
"Thanks Jill. I do my best, that's all." Then, in a more serious tone, I asked, "I would really appreciate it if you would keep my little secret."
She was still stunned at the way I looked, and said she wouldn't tell a soul!
"What do you call yourself when you're dressed this way?"
"My sister and I decided, the first time we went out together on the name Carolyn."
"Well Carolyn, I was going to ask you anyway, so you better be ready by 7, because we are going to the art fair tonight!"
I looked at her for any sign of deceit, but didn't find any on her face, yet she saw the questions written on my face.
"Carolyn, I'm the only girl in the neighborhood our age! I'm just like you! The guys treat us like geeks, the girls are so consumed trying to get a boyfriend that I rarely talk to them. The boys rarely if ever talk to you! Now, just like before, we have each other, only we are now two girls!" She smiled and took my hand in hers. "We can have a lot of good times together. Be girlfriends as well as the smart ones in school!"
She did have a point, and I slowly nodded my head yes.
"But you have to be careful Jill, and don't give me away, even accidentally, okay?"
We hugged, and then, Jill asked me if she had any other plans for the weekend. When I said no, Jill made a suggestion.
"Listen Carolyn, there is going to be a band at the art show later tomorrow night, so why don't we wait until late afternoon to go. That way we can wear something more more "
"Sexy?" I injected. She nodded her head yes, but added, "yet casual". I asked her to come over at 4. "Bring your clothes and makeup Jill. I'm pretty good at makeup, so I'll do you and you can fix my hair for me as a trade."
She jumped at the idea and after we hugged again, Jill went home, leaving me to wonder just how the next day would go. I had been around boys when I was dressed as a girl, but it had always been with my sister, and even then, only when we went shopping. It would be a new experience, but my hand fell to my lap and I smiled at my worry. There was no way anyone could tell I was a boy unless it was a doctor!
That night I wore a babydoll set to bed, my breasts pushing hard against the thin material, my nipples making small dimples in the fabric while the panty showed just a hint of what lie underneath. I slept with dreams like I had never had before cascading through my mind's eye. I was in a swirl of lace and satin, perched on high heels with my hair done to perfection. The scent of perfume was behind me with every step. When the morning came I made a little breakfast, then went to my bath and stripped. I had some hair on my body, under my arms, some on my arms, and I had a very slight beard, so I filled the tub using some of my mother's bubblebath, sank into the warm water, and very carefully shaved away any trace of hair. I lay in the tub until the water went cold, then stood under the shower and washed my hair and shaved as close as I could. I put a robe on, and sat at the vanity my sister had left, and carefully used tweezers to thin my eyebrows a little. When I was satisfied, I put on some panties, shorts and a blouse, and went about selecting what I was going to wear that night. I put everything on the bed, and went to make some lunch.
After a quick bite to eat, I went in and started to get dressed. It was three in the afternoon. I had learned long ago to put my makeup on first, so I sat at the vanity and started with a foundation I had bought a few months earlier when my sister and I were at the mall. I smoothed it out evenly on my face, then used a powder to set it, waited a few minutes and then brushed away the excess leaving my face smooth with a matte finish. Around my eyes, which were blue, I used a soft green eyeshadow with a slightly darker accent color. Under my eyes I used a black pencil to outline my eyes, then, liquid eyeliner on the upper lid. Mascara made my lashes longer and fuller. For blusher, I used a soft peach that made my face look softer and more feminine. Smiling at the reflection in the mirror, I saw the firm, pert breasts that made me feel so girlish that I even felt that I was a girl!
I had selected a pushup bra with lace trim and thin pushup pads in the cups. As I put my bra on, I saw how my new breasts sat in the embrace of the cups, swelling as they pushed against the thin material of the bra. Smiling I pulled on the pantyhose, then a short slip. The skirt I had chosen was pleated, in a popular green and dark blue plaid print that was at least two inches above my knees. The blouse was white, short sleeved, with a lace insert at the collar. As I buttoned it up I saw that the twin swells of my breasts could just be seen through the opaque lace. I stepped into the low heels and went to my jewelry box and took out what I wanted. The earrings were gold, in a button shape. Around my neck I wore a thin gold chain with a small cameo pendant. On my left wrist I put on a gold and black watch, and on my right wrist a bracelet of small hearts. Other than lipstick and hair, I was done. I had to wait about 30 minutes for Jill to show up. I watched television until I heard the doorbell chime.
Jill looked at me and smiled.
"Carolyn, you look wonderful!"
My makeup was not overdone, and I wasn't wearing outlandish clothes. I was just a pretty teenage girl! I took her bag and we went to my room where I told Jill to sit at the vanity. Jill had never mastered the art of makeup because she rarely wore any. Her mother had died when she was 10, and her father was no help at all; so she had tried to learn by herself, but she always made so many mistakes that it was obvious. But when she saw me she could see that I would be able to show her a lot of tricks. Before I could stop her Jill undressed to her panties and bra! I saw that Jill had a nice figure under those baggy clothes she always wore, her waist was trim, her breasts about the same size as my own. Jill had fair skin and blue eyes with curly auburn hair, something that many boys liked, but Jill had not managed to learn how to use yet. It wasn't the first time I had seen a girl undressed this far, my sister had often undressed with me in the room, but Jill wasn't my sister! I had her sit at the vanity while I began her makeup. As I went along I explained the way to apply everything. When I was done, Jill looked radiant. Her eyes had been accented with soft colors, a deep black eyeliner was used on her upper eyelids while a black pencil under her eyes gave her a wide eyed, sexy look. Coral blusher was brushed on her cheeks and drawn out. I watched her as she pulled on a slip, then a skirt similar to my own, only it was all red. Her blouse was black with gold buttons. When she had her jewelry on, she stepped into her shoes and told me to sit down. Jill wet my hair with water, and began to put rollers in my hair, using a gel to set it.
By the time she was done I had a nice pageboy hairstyle that surrounded my ears and framed my face, with bangs cut straight across my forehead. I reached for my perfume and spritzed myself in several places and put on my lipstick, which was a soft pale red. I had filled my purse with my feminine wallet, which had my Carolyn ID in it, tissue, and my lipstick, I was ready to go. Jill was so happy to have another girl in her neighborhood, and she was smiling broadly as we left the house, and as we stepped out of the house, we walked right into my parents! The silence that settled over us was like a blanket, as my parent's looked me over from head to toe. Mother finally asked me,
"Where are you girls going?"
Jill answered first, sensing that I could not talk right then.
"The art fair. They have a band later and we thought we would stay for the music."
My mother told us to have a nice time! "We'll talk about this tomorrow morning."
Jill grabbed my hand and we walked away from the house with me shaking in my shoes.
"I'm dead. I might as well kill myself and get it over with now and save us the trouble!"
"Maybe," she answered, "but they let you go, so I'll bet that means that they already knew, or you looked so nice that we couldn't see any reason to stop us from going."
But I knew, that no matter what happened that night, I would have to face my parents the next day, so I decided to have a nice time, because I might not get another chance.
At the art fair, both of us realized that a lot of the people that ignored us in high school, were now watching us! After the band started playing, we were both asked to dance. Jill quickly said yes, but I hesitated at first, then, bravely, agreed. As the night went on we both found out how to manipulate the boys, making them come back to us after the dance was over. Jill was on the arm of Bill Wilson, while I found myself being held tightly by Jack Bennet while we danced. I knew I playing a dangerous game, but I had wanted to feel like a girl, and now I did. I relaxed in his arms as he led me around the dance floor, leading us to a spot where he grabbed my hand and took me into the darkness and kissed me! I found my arms around his neck as he kissed me again.
"Let me walk you home Carolyn."
I told him that I had come with Jill, but he pointed to her and Bill across the way.
"I think she has an escort home tonight Carolyn."
With almost nothing to lose now, I said, "I'll tell her."
I waited until Bill was done kissing her, and told Jill that Jack was walking me home. For the entire way home, he had his arm around my shoulders. He stopped several times and kissed me, and at my door he kissed me again. I went in, and went straight to my room. On the bed was my babydoll nightgown, which I had not left out!
I undressed and slipped on the babydoll and climbed into bed. The next morning, still wearing the appliances, I wrapped a robe around myself and went downstairs to the kitchen. Mother was there, saw the tell tale curves, and motioned for me to open my robe. She saw the faint outline of female genitalia, and my breasts through the thin material.
"I guess there is a lot more to this than just a little padding and makeup."
I did not have a good answer for her, and when I started to explain myself, mom stopped me and told me she had known about the times my sister and I had gone out.
"I never thought anything about it. Marcie told me you looked great, but I never imagined that you would be able to look so feminine!" Before I could say anything, she asked her another question. "Did that boy that you came home with ask you out for tonight?"
He had. "He asked me to go to a movie and for burgers and a drink afterwards, and I said yes."
"Well, it's obvious that you don't need me to tell you how to dress! Go put some clothes on and come back down. Wear what you had on last night."
I finished my breakfast and went to change. 30 minutes later I reappeared, looking just like I did the night before, including the perfume.
My father was up by then, and when he saw me, he looked me over very carefully before he said anything.
"Your mother and I have known about your dressing up for a long time now, but last night, well, you really threw me for a loop! Most boys that dress as girls rarely look like girls, but you looked as good as any young lady I know, including your sister. When we saw that young man kiss you good night, I guess we both knew then that this is more than just a game for you. Your mother told me last night that it looked like you have your own breasts, and she tells me that you have managed to create a feminine front even in a nightgown. I want to know the truth. Is this more than just a game for you?"
I knew I had no choice but to answer yes, and I nodded my head and sat back, waiting for my parents to yell at me or something. But dad startled me with his next statement.
"Since you think that being a girl is so glamorous, and we discussed it last night, we have decided to insist that you dress as a girl all of the time." I was stunned beyond words! "We'll make the arrangements at school and so on, but from right now, you are to dress as a girl. All of the time. Any questions?"
"Um, no, but you should know that my name is Carolyn. If you want me to dress as a girl all of the time then I will, gladly!"
"You will of course have some new chores, and a different curfew. Marcie had to be in by midnight and so do you. Your mother will help you with how to dress, but one thing is a must. Unless you have a good reason, or bad weather, or permission from us, you can never wear slacks, jeans, or pants. You will wear skirts, dresses, or, in the summer, shorts. You will present yourself as a girl in every way, and that includes dating and so on. We'll see how long this lasts."
I was stunned, but on the inside I was smiling. My father was trying to scare me, but deep inside, in my deepest, secret place, I didn't want to wear pants anyway! Skirts would suit me perfectly! But going to school as a girl would be risky at best, and, when, not if, any of the other kids found out, I would be run out of town by the embarrassment. Mom told me to get some clothes on, clean up the kitchen, and then join her in her bedroom. Later, when I went into her room, mom was waiting for me.
"I would like to have you undress so I can see just how you managed to look so much like a girl."
I quickly took my clothes off, and when I was naked mom gasped at just how realistic I looked.
"That is very good! Just where did you find all of this stuff?"
I told her I found it on the Internet, and what it cost.
"I have to take everything off once a week to let my skin breathe for a few hours, but other than that, there aren't any restrictions."
Then I carefully showed mom that I could insert a finger, to the last knuckle.
"They said it was as realistic as anyone could get without having the real thing."
My mother sat on the bed, and by the look on her face, she knew for certain that I wasn't the least worried about having to be a girl all of the time, in fact, I was loving it! My fathers tactic to scare me had backfired, and, mom knew, had given me a built in alibi. My father had demanded that I dress as a girl, and now, I was happily going to do just as he demanded!
"Why don't you show me just what clothes you have."
It took a couple of hours, but mother had to admit that I had almost enough clothes for now.
"You'll have to have your hair professionally styled of course, and you'll have to learn how to do your nails."
As she finished putting the clothes back in the closet, mom told me I needed a few things and we would get those while we were out. Then she asked me if I wanted to go to the salon and have my hair done.
"We can have your nails done while we're there too Carolyn, if you want that is."
I had wanted to be able to dress more often of course, and now that it was an edict from my father, I decided to go as far as my parents would let me, just to see how far that would be.
"Sure mom. I have a date tonight with Jack, so we have to make sure I'm back by then."
Still a bit shaken by the way I had reacted to having been told I was going to dress as a girl all of the time, and my willingness to have my hair done, mom sighed, and grabbed her purse. My father could only watch as mom and I left for the salon, both of us smiling.
"If he wants me to be a girl, then he'll get it, and I'll help her all I can" mom thought to herself.
Jill called just after we left.
"Is Mike there?"
My father asked if it was Jill.
"Well Jill, Mike doesn't live here anymore. Carolyn does, and she and her mother have gone to have her hair done."
"Jill was shocked, but she asked him to have me call her when I got home.
At the salon I was taken back to a chair where the stylist and I picked out a style for me from a book.
"Your hair would look real nice if we make it all one color, say blonde? Want me to do that?"
I had no idea what I would look like with blonde hair, but I decided that if the stylist thought I needed it, then I would let her do it, and nodded my head yes. It took several hours for my hair to be cut, dyed, and styled, and while I was under the dryer a girl came over with mom.
"Your mom says that you need to have your nails done. Let me have your hand."
So, when I left the salon my hair was done in a soft perm and dyed, my nails shone in a soft red, longer by a little bit with rounded tips. They had also pierced each earlobe and put in gold studs.
As we left the salon mom asked me how I felt.
"I feel great mother. It's like a heavy weight has been lifted off my shoulders."
Mom smiled at me, now her very feminine son. "Your father thinks that by making you think he is going to send you to school as a girl, that you'll be scared enough to stop. We both know he's wrong don't we?"
I nodded my head yes.
"When you sat in that chair a little while ago, I knew for sure that Carolyn was here to stay. Your father doesn't have a clue, but as soon as he takes one look at you he will, so try to act as if you were merely doing what he told you. Okay?"
We walked through the mall until we saw a lingerie shop.
"There are a few items that you'll need. Let's go in and see if we have them."
I followed mom into the store, looking at all of the bright colors and the many different styles of bras and panties.
"My daughter needs some foundation garments. Do you have corsets?"
"No Ma'am, but we have corselet's that are almost as good; We can have her try one on and see how it fits if you like."
My mother nodded her head yes, and the girl quickly measured me for the right size, left for a moment, and returned with a garment for me to try on. My mother took it, and we went into the changing room, where I had to endure having the laces of the garment pulled tight as my waistline was reduced by at least two inches.
"There! That should do it!"
I looked in the mirror and saw that my boobs had been pushed up and together, creating a lot of cleavage while making my waist quite a bit smaller.
"Can I take this thing off now mom?"
She gave her assent, but we bought two of the corselet's, one in white, one in peach.
"Let's go home Carolyn. Your father is going to need a little time to adjust when he finds out just how willing you were to become a girl."
Mother was right! My father took one look at me, saw my nails, then my hair, now dyed blonde and styled, and began to sputter. I left him sputtering and went to my room, leaving mother to calm him down. On my dresser I found a note to call Jill, and closed the door to make the call. When I told Jill what had happened, she asked me to come over, so I left for the short walk down the street. Jill met me at I door and we went to her room. Jill knew a perm when she saw one, and the nails I now had, made her certain that whatever had happened last night or this morning, I had been allowed, or forced, to be the girl I wanted to be. I told her what my father had said to me, and what mom had said about it.
"So, it looks like I'll be going to school as a girl on Monday!" Jill had a grim smile on her face.
"That ought to be interesting. When Bill, and especially Jack find out who you are they'll be really pissed. They might even try to hurt you when they find out!"
"My mom says she'll take care of it, so I'm going."
Jill could see the determination on my face and realized that being a girl was more than just a game for me.
"Just be careful Carolyn."
"I will, promise!"
We spent the afternoon talking about my feelings, and how I was going to handle school, then at dinnertime I went home. My dad saw me, without a smile told me dinner was ready. He barely said a word until dinner was almost done.
"You did what I told you, not what I thought you would do, so I have nobody to blame but myself for what you did today. Your mother says that you have wanted to be a girl since you were a child. Is that right?" I nodded my head yes. "And you went out with Marcie as a girl?" I gave him another nod yes. "I guess we are doing the right thing then, but I want you to know that I still haven't gotten used to the idea of my son as a girl!" By then I could hold it in no more.
"Dad! Look at me! I make a better girl than I ever did as a boy! I'm skinny and short. I'm smart and get good grades. Why? Because none of the guys have ever wanted me on any team ever! Not even in grade school. I went out last night to have a good time with Jill, and everybody we met accepted me as a girl! I was even asked out on a date! Jill was the same girl she always was. I helped her with her makeup and the guys came running. I wore a skirt and the guys came running. Dad, for the first time in my life I was wearing the clothes I wanted, and for the first time I felt like I belonged." I was so mad that I went farther than I should have. "You tried to make me scared and change clothes! Well I won't! You told me to do this and I did. Now we all have to live with it!" I started crying and left the table, my mother right behind me. My father sat perfectly still, unable to comprehend what his own son had told him. That I wanted to be a female! And more, I was going to be one!
Mom held me in her arms until the sobbing quit. "He hates me now mother! I'm a freak!"
Mom held me out at arm's length and spoke softly to me. "No he doesn't Carolyn. He's scared. Both for you, and for him. He doesn't understand why you would give up being a male to become a female, and is having a hard time accepting the fact. What you told him in there was cruel and you know it, but I guess it's the truth. I want you to go back in there and hug your father. He loves you and would not hurt you for anything."
With tear stained cheeks I went to my father and stood next to him until he took me into his arms and held me.
"I guess we have a little adjusting to do around here don't we?"
I nodded my head yes, and he told me to go get ready for my date. Jack was pleasant all evening, but I was still very shaken up, and I asked him to take me home after the movie.
"It's not you Jack. I'm tired and had a bad day. Call me tomorrow afternoon."
That night I lay in bed wondering if what I was doing was the right thing, the seed of doubt creeping up and pounding against my ego and my sense of right and wrong. I knew that I wanted to be accepted as just another girl in the school, but fear kept rearing its ugly head, and by the time I finally fell asleep I was exhausted. In the morning my mother woke me and told me to get a robe on and come to breakfast. I ate my cereal in silence as I wondered if I should talk to my mother. Before I made up my mind, mother sat next to me and held my hand.
"You look worried. Are you scared now?"
I wasn't scared of being the girl, I was afraid of losing my fathers love and that was what was nagging at my soul all night. My father walked in and told me he had thought about what I had said the night before.
"If I ever learned anything in life, it's that change happens and we have to be ready to accept it or live in a very small box. While I don't understand why you want to be a girl, I accept that you do. Marcie wasn't allowed as many privileges as you were and she was older than you were. So, from this point on you will have the same restrictions she did. Your mother and I will go to the school on Monday and see that you are allowed to attend as Carolyn. If, after three months you still want to be a girl we will change your name legally. Okay?"
I jumped into his arms and hugged him as hard as I could. It was something I would never do as a boy.
"Get changed for church Carolyn. You have about an hour."
I quickly drank my juice and went to my room to get ready. I decided to wear the pink suit with a white silk blouse and white heels. When I appeared in the familyroom, I was once again the self assured young lady I appeared to be. My makeup and hair were perfect, my smile wide as I looked like a perfectly demure young lady. As we walked into the church I saw Jill with her parents and waved. Her mother had met me the day before and did not make the connection, yet she had known me, as a boy, my entire life. Standing next to my parents I saw the flicker of recognition in her eyes as she saw my parents. She and Jill came over before mass, and after greeting each other, she asked my mother if I was indeed her son.
"Not any more Janet. She is a daughter in every sense of the word."
Janet was at a loss for words but held her tongue until she could talk to my mother in private. We sat together in church, and as we left, my father invited Jill and her mother to join us for lunch.
"Carolyn told us about her needs, and after we discussed it, we have decided that she should be able to be herself. I do not pretend to understand it, but I trust her, and if she says she wants to be a girl, then we support her in her decision. We hope that you will try to understand her as well."
Janet, Jill's mother, saw the way I looked, and knew that not just any boy could look like I did. It could only be done by someone that really wanted to be a girl.
"It's not really my place to judge her, but if you think it right then of course I'll support her. She and Jill have become very close in the last few days, and I think it's been good for both of them."
Janet had talked to Jill on the way to the restaurant and knew that I had what appeared to be the body of a female. Even if it was all fake, she was willing to accept her own daughters word that I was more like a girl than some of the girls at school.
For the rest of the day Jill and I stayed in my room playing computer games and trying on clothes. On Monday morning I very carefully dressed, choosing my clothes with an eye towards the very feminine, but still what most of the other girls at school wore. A skirt and blouse. I got up early and put my makeup on so thin it was like I wasn't wearing any, and with just a bit of eyeshadow and eyeliner I felt I looked okay. I wore the same soft red lipstick and peach blusher. My skirt was an A-line in navy, about two inches above my knees, my blouse was pink, and I wore just a simple gold chain around my neck. I dabbed a bit of perfume on and grabbed my books and purse. I stepped into the navy flats and went to join my parents for the ride to school. We walked in together and went straight to the principal's office and were escorted into her office. When she saw my father she started grinning.
"Jimmy? Jimmy Benson?" He looked at her closely for a moment and then the light came on.
"Elsie?" She nodded her head yes and they hugged and smiled as they tried to catch up with their lives. "Elsie. The reason we are here is because of Carolyn."
"We can enroll her as soon as we have her transcripts Jimmy."
Dad held up his hand. "Elsie. Carolyn has attended this school for the last two years." The principal still did not understand. "Carolyn is our son." I sat and waited until she had absorbed the information. "Carolyn has undergone a transformation I did not think possible Elsie, but she has convinced me that what she is doing is the right thing for her. We want her to attend school as a girl and we need your help." Elsie had read all of the literature of course and knew exactly what he was trying to say.
"I think I can help her Jimmy, but she has to convince the school nurse she is a girl." She looked directly at me. "Do you know Mrs. Halsey?"
"Then you go see her and come back here. We will wait for you."
I went to the nurse's office, so I could convince the nurse I was a girl. But the principal and I both knew that Mrs. Halsey was ready to retire, and all she ever did was take a blood pressure and then take a good look at us so she could determine our sex. Mrs. Halsey did take my blood pressure, and looked at me carefully. Then Mrs. Halsey wrote female on the form and sent me back to the principal's office.
Elsie looked at the form and announced that "Carolyn What is your middle name dear?"
"Jane" I answered.
"Okay. Carolyn Jane Benson, you are now a student here."
"I think it would be better if I used my Grandmothers maiden name. It's Whittaker."
I had suggested it to my parents, and they had agreed.
"She looked over at her friend Jimmy. "If you and Carolyn agree, then Whittaker will be used as her last name. You should also know that she is not the only 'special' girl we have attending here you know. There is one other." Before I could ask, she said, "And no, I won't tell you who it is, just like I will not reveal anything about you." As I stood up, the principal added: "You will have to take the usual HomeEc classes and feminine hygiene classes along with the other girls. I'll exempt you from gym classes when I change the rest of your classes." She wrote on a paper and told me to go to my usual homeroom and give that to the teacher. I left the office still wondering who the other 'special' girl was. But I knew I would never find out unless she told me herself.
I was assigned a different seat than my usual one, and settled in as just another coed. By the end of the day I had been accepted as a girl by everyone I met, and nobody gave any sign that I had been recognized as my previous self. Jill sat with me at lunch and told me that she and her mother had a long talk.
"I explained that you were a girl now, so even if we were in the bedroom naked together it wouldn't matter, but she still is a little unsure about it. She said she was going to talk to your mom about it."
I only nodded my head yes. I went to school, and each day I grew more confident about myself and less concerned about discovery. I began to make friends with some of the other girls, and Jill and I were accepted into 'The girl's Club' as we called it. It was an informal group of girls that hung out together.
After two months of living as a girl, my mother said she wanted to talk to me, and we went to my bedroom and shut the door.
"Since all of this started you have become a girl in every way but one. Your father and I talked about this last night, and we want you to tell us what we already know. You are going to have the surgery to become a female as soon as possible aren't you?"
I didn't hesitate when I answered. "Yes mother, I am. I can't think of myself in any other way now. Jack gave me his ring and everyone thinks I'm a girl now." I looked at my mother, and smiled. "You and Dad know it too. You see me every day. Dad and Jack have become chummy while I sit in the background, with you. With the way things are, and how I feel, how can I not have the surgery?"
"I have made an appointment for you with a specialist in the field. If she says yes, we will sign the papers for you to begin the process now." I was more than stunned at what her mother had said.
"You mean Let me understand you. You are going to let me start taking the medication to change me into a real girl?"
Mom nodded her head yes, but added, "The doctor has to agree Carolyn. That's first!"
And so it went. I went on the hormones and developed a normal feminine shape. In my senior year, after not very much prodding I admit, I took care of Jack. It wasn't dirty, I didn't feel bad about it, and he loved it. As I approach graduation I know that I will be the woman I was always destined to be, and Jack will know it.
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