Always Been A Prom Queen

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Chapter 1: A Date with Destiny.

"You have got to find me another girl to take to our Senior Prom. Michelle has dumped me at the last minute.  

You promised me that she would go with me, but she said that Todd, the captain of the football team asked her and so she accepted," Leon, my best friend since the first grade told me. 

 He is a 6'1" tall guy.  He is on the muscular side, but more of a swimmer's build.  

He has dark wavy hair and emerald green eyes. 

 He is quite a handsome guy and I always wondered why he seemed to have trouble getting girls.  My name is Les, and I am short for Leslie.  I am about 5'8" tall, a slender build.  My hips are about equal to my shoulders.  

I have ebony black hair which I like to keep around shoulder length.  

My warm chocolate brown eyes shine with a warming glow.  

"All right, Leon, I will see what I can come up with.  Is there anything in particular you would like me to look for?"  

Leon thought he would get cute and replied, "Oh, around 5'8", shoulder-length black hair, brown eyes.  Maybe a female equivalent of you."  

An interesting idea popped into my head.  I knew I couldn't find another girl now at this late date, we had about a week to go.  

I knew from the few times I dressed up in my sister's clothes that I could get away with passing as a girl as I am slightly built, and have hips that are wide for a male.  I bought a pair of breast forms online recently.  

I have a strong desire to dress as a woman, but I really don't know how I feel about it.  I figured that I would dress up as Leon's date for the Senior Prom and I hoped that he would not figure it out and/or get really mad at me.  

As for whom I am attracted to, I haven't tried to figure it out yet, but I think I am more attracted to males, and I really did find Leon attractive. 

 As soon as Leon left, I called my best friend, Beth to help me start getting ready for the Prom.  

I had to buy a formal gown, matching lingerie, and of course dress shoes.  I had to make a date for the salon to have my hair and make-up done.  

Beth and I made arrangements to meet at the mall, of course, she knew of my girl time and helped me perfect my make-up skills so she told me to get myself all dolled up so that we could try on dresses in the mall.  I ran upstairs and went into my room.  

I got out my breast forms and glue and went into my private bath.  I checked to make sure that I was smooth all over.  I noticed I had a little fuzz going so I decided to use my depilatory cream and get rid of it  I put the cream on and waited about fifteen minutes then took a shower to rinse it off.  My body felt delightfully smooth, I never could understand why guys like to keep their body hair.  

Oh well, to each his own.  I carefully lined up the breast forms on my chest and applied the glue.  I figured it was better to glue them on just in case we decided to try on a strapless gown.  

Besides I liked the feeling of having breasts. Sometimes I wished that I could have my own.  I was my father's only son, and I am sure I am a major disappointment to him as I am not a very masculine son.  I was not interested in sports and my dad was a total jock when he was in school.  

He played most sports very well.  Leon is more of my dad's idea of a son.  He plays soccer in school very well.   

After waiting for the glue to set, I slipped on a white lacy bra and slipped on a matching pair of thong panties.  I am very tiny there, so I don't have to really tuck it as it barely makes a budge at all.  

I then decided to wear a mint green T-shirt with a white Persian kitty on it and a dark green skirt.  

I then put on a 2-inch heeled pair of shoes.  I brushed my hair into a high ponytail and quickly applied a light coating of make-up.    

I rushed out of the door, locking it behind me, and ran for the bus stop.   After arriving at the ball, I met up with Beth in our favorite spot, in front of Olivia's Dress Boutique.  

This was a reasonably priced dress shop, where Olivia designed her own dresses.  

Beth and I loved the quality of her dresses and figured this would be the best place to find a dress.  She had some ready-made made and she would also design them for you.  

Since I did not have the luxury of time I had to settle for a ready-made gown.  

I looked through the shop's windows and saw a few that I liked.  There was a beautiful midnight blue silk floor-length gown that I really liked and hoped was in my size.  

If I could not get my first choice there was a green dress, I think it was close to forest green that also would look nice.  We went in and I told Olivia the dress I had in mind.  Luckily there was one in my size.  I loved the way the color blended in with my dark hair. 

The feel of silk felt luxurious against my creamy smooth skin.  I loved the way it caressed my waist and accented my slim waist.  It had a nice graceful flow when I moved.  

Olivia sold shoes to match her gowns and had a pair of four-inch heeled dancing slippers in a matching midnight blue.  

I tried them on and they looked sensational with the gown.  I bought both items and then Beth and I decided to go to Eugenia's Secret Desires for the lingerie.  Beth thought that I should get the lingerie in a lacy black style to compliment the dress colors. She said that if 

I got them in a navy it would be too much blue.  We found the right lingerie.  We then went to look for a set of gold chandelier earrings, my ears were pierced so I didn't have to worry about that.  

I also wanted to get a gold chain as I felt the gold would set off the blue of the dress very well.  We left the mall after getting all of my purchases.  

Now I had only to wait until Friday's Salon appointment and the Prom Friday night.  

Chapter 2:  At School The Next Day.

I got up the next morning and got ready for school.  I put on a pink thong, it was a girl's thong but on the plainer side.  I knew I could get away with it today, as this quarter I had Health and no gym, thank goodness.  I wore boy clothes but in a unisex style (mostly jeans and polo or T-shirts). 

 I finished dressing and worked on combing my shoulder-length hair into a ponytail.  I really wanted to put the band on it higher, but knew it would cause teasing.  

I put my white Keds sneakers on, which I loved to wear as the male and female styles were the same.  

So I could at least be all girl in my imagination.  I was a lovely girl who was in love with her best male friend Leon.  I was looking forward to Friday night's dance as it may be the one and only time that I could realize my fantasy.  I knew it would be well worth it if I only got that one chance.  

I went downstairs and had my breakfast.  I was lucky today as both my parents were there.  My father is a tall, muscular man.  

He was on the football teams all through High School and College.  I know I was a disappointment to him.  I was slender and not too tall.  I had no interest in playing sports.  

My father got on well with Leon as Leon reminded my father of himself when he was younger.  My father frequently called me a sissy and tried to force me to be his idea of a man.  If only he knew.  

My mother was a beautiful woman who was petite in build.  I resembled her both in looks and stature, except I was a little bit taller than her.  

I think she really would have liked her only child to be a girl and encouraged my feminine behavior whenever she could.  I knew that my two parents would be able to accept my gender issues better than my father.  I knew the day was coming when I would have to tell them but I was hoping to put it off for a while.  

We ate breakfast in silence, each of us dealing with our personal thoughts.  Mine were on how was I going to pull it off.  I had to figure out where Leon could pick me up.  If I had him pick me up here, I would have to deal with my parents finding out about me.  

Also, it would give away the surprise of Leon finding out who his date is.  I could meet up at my friend, Beth's house and I was thinking of this. 

 I also could ask her if she could help me with my hair and make-up and cancel the salon altogether.  

It would make it easier to slip out with no one noticing.  Besides if I went to the salon I would have to leave school earlier and would probably have to let my mom know.  

I would ask Beth at school today if she would do that for me.  She was great at doing her own hair and make-up.  After finishing breakfast, I left the house and began my short walk to school.  I had to pass Leon's house on my walk and today it happened that he was just leaving for school as I passed his house.  

He asked if he could join me and of course, I said yes.  He proceeded to grab my books from me before I could stop him.  I wondered to myself what was behind that.  He always seemed to do little things for me that a guy would do for a girl he was trying to impress.  

It got me curious as to what was going on in his mind.  

But I shrugged it off thinking it was not important and probably did not mean what I thought it did.  We walked on in silence for a little bit, each of us wondering about Friday night.  Finally, Leon could not bear it any longer and started to ask questions about his date.  

"Do you know what flowers she likes? I want to get her a corsage in her favorite flowers.  I think that would be so romantic, don't you?"  "She loves white roses."  

"Oh, what a coincidence, so do you Les." 

I suddenly realized that I had to be very careful of what I said because I could give the whole game away before Friday night.  

"Yes it is, but I am sure that a lot of people like white roses."    

We arrived at school and had to go our separate ways as we were in different homerooms.  I had to think up ways to answer further questions without giving my game away.  

I knew I would tell him that he would find out her name when he met her.  I used a variation of my name as my girl's name as it is unisex.  When in girl mode I went by Lesley.  I liked that spelling better.  

But if I told Leon that name I knew he was more than smart enough to put two and two together.  I would let him know what dress I would be wearing if he wanted to coordinate his tuxedo's cummerbund color to match.  

I knew he probably would as he was romantic in that way.  I really could not understand how he could not get dates.  He was such a sweet romantic guy.  

My morning went by like any normal school day.  I focused my thoughts on the classes and put my thoughts about Leon and the Prom in the back of my mind.  

I knew that come Friday night my relationship with Leon could very much change if not be over.  I was willing to take that risk because, on the other hand, I could very well become his girl. 

I had a smile on my face when that thought occurred, that would make my dreams come true.  And like any other girl, I dreamed of being his wife and taking care of his needs.  

"Les, what is 1,043 times 1.043?"  I was suddenly jolted out of my reverie by the teacher's question.    

"I am sorry Ms. Johnson, I don't know."  

"Well, maybe next time you will keep your mind on the lesson?"  The rest of the class laughed as she resumed the lessons and I made up my mind to pay attention.  I met up with Leon at lunch and answered his questions.  

Beth was okay with my new plans, so I told him to pick me up at her house.  I told him that his date was shy and told him her name when he met her.  

He wanted to know what color dress she would be wearing as he wanted to match so I told him Midnight Blue.  The rest of the day went by in a blur.  I was so distracted by thinking of the Prom.  I could hardly wait for the next few days to go by.   

 Chapter 3:  Getting Ready.

For The Prom, Today is the big day.  Hopefully, Leon will accept me, as a girl and better yet as his girl.  Of course, I am worried about the reactions of the other kids at the Prom especially if they recognize me. 

 I know that is something I will have to face, and I pray that most of them will accept me.  I can take the teasing and torment from the macho guys who won't understand since they are happy with being male, I am not and never have been.  

Finally, the school day is through and I walk with Beth to her house. She ushers me upstairs to her room where we can begin my transformation. I had brought my dress and accessories over yesterday.  She made sure that I was nice and smooth, which I was having used the depilatory this morning just to be on the safe side.  I also made sure my face was nice and smooth.  Being dark-haired and fair-skinned was a problem as I always had a noticeable shadow.  

Beth said it would be no problem as long as we used concealer underneath the foundation.  She told me how to apply it, and she decided to teach me how to do my make-up saying that I will most likely be using it from now on.  

I applied the liquid concealer in little dots all over my cheeks and neck.  She then told me to rub the dots into my skin leaving it thick and making sure the shadows don't show.  

If necessary she told me to put on another coat once the first coat dried.  After smoothing it out she told me to let it dry a few minutes and then we could see how well it worked.  The first coat covered it enough to Beth's and my satisfaction.  She told me to apply the foundation in the same way, but this time to cover my whole face and neck.  

I applied the dots of foundation and this time she had me smooth it out with a sponge so it would leave a smoother texture and be less messy on my fingers.  I was told to let the liquid set a little and then to apply a coating of facial powder to set the foundation. 

 Once we had that set Beth said we would work on my nails so that the enamel would set before doing anything else.  

She gave me a pedicure first, shaping my toenails, tending to the cuticles, and finally painting the nails in a deep red.  She said that men love to see red nails. Since I had little experience with men, I decided to trust her expert opinion.  

After finishing my toes and feet, she went to work on my hands.  She decided to do my nails but explained to me how she was doing it.  

She said I would have to learn through trial and error how to do my nails but that we did not have the time to do that today.  She dipped my hands in a liquid to soften the cuticles and then she gently pushed them back. She was happy that I had been letting my nails grow so we would not have to put on artificial tips.  She took a nail file and gently rounded the tips into a nice oval shape.  

After finishing shaping my nails, she then painted them in the same deep red color as my toes.  While my nails were drying, she worked on my hair.  

She decided that my shoulder-length hair would look good in waves so she decided to perm my hair.  I was unsure about this as I could not easily undo it when I went back to being a boy.  She told me that she would not do tight curls just waves and that guys have wavy hair too.  

I gave in as I wanted to look sensational tonight.  She started to wrap my hair into the long perm rods.  After this was completed, she wrapped cotton around my forehead so the solution would not get into my eyes.  

Then she applied the perming solution and let it set.  I can honestly tell you that stuff stinks a lot.  After the timer went off, she rinsed my hair in the sink and put me under her dome hairdryer.  

The heat of the dryer was slowly putting me to sleep.  After the dry went off, she started to brush my hair and combed it to the side.  I had nice gentle waves swept to my left side.  She put in a comb to hold it for now.  She said she would put in the flowers when we were done with the dress.  

She then thinned out my brows, promising not to make them too thin but she said mine were too thick.  I trusted her.  

After she finished with my brows, she instructed me on how to apply the eyeshadow.  

She told me to apply the lighter shade of brown, to the outer edges and then to put the darker shade of brown on the crease.  She told me were using brown to compliment my brown eyes and I must admit it looked great on my eyes. Next, she showed me how to coat my lashes with mascara.  

I applied the first coat to each eye, let it dry, and then applied a second coat to my top lashes only.  She decided to leave off the eyeliner, saying that we did not have time and she was not good at putting it on somebody else's eyes.  

I didn't think I really needed it anyway so I was okay with that.  

Next, she showed me how to apply the blush to my cheeks.  She told me to apply it to the apples of my cheeks.  

She had me use a peach blush as that would look natural for my skin tones.  

She told me to do it a little heavier as it was for a nighttime look.  She then had me coat my lips with a deep red lipstick that matched my nails.  

Beth then went to my book bag and got out my C cup breast forms and the glue.  She lined them up on my chest and glued them in place. 

 I waited for the glue to dry then we got the strapless bra and put it on.  

I put the matching panties on, tucking my small member away, thanking God that it was small and easy to hide.   

I then rolled the tan stay-up stockings up my smooth legs.  She then had me step into the midnight blue strapless gown.  She zipped me in the back and I stepped into the beautiful shoes that so matched the gown.  

I looked into the mirror and almost passed out from shock at seeing the beautiful girl standing there.  

Chapter 4:  The Prom.

The doorbell rang, chiming throughout Beth's house.  She flew down the stairs to answer it before her parents could get to it, telling me to wait a minute or two to make my grand entrance down the stairs.  As the moment was finally arriving and the fruition of my plans for my Prince Charming and my turn as Cinderella, my fears were kicking in and the butterflies in my stomach were in full flight.  

I gathered my dress in my hands as I prepared to glide gracefully down the stairs and into the downstairs hall.  Leon looked up at me as a smile played across his face.  He looked up adoringly at me.  He looked so sexy in his dark blue tuxedo.  

It so complimented my gown.  I could hardly wait to be embraced in his strong arms.  

In my head violins were playing a romantic tune, I had a feeling just looking at him that things were going to work out, I only prayed that others would be accepting of me, as I thought that after tonight I could never go back to being a boy, especially after seeing the look of ownership in Leon's eyes.  

"Hi Leslie, you look as beautiful as I knew you would.  I am so glad that you are finally making an appearance."  

"Actually it is Lesley with a ley at the end, Leon.  And what do you mean?"  

"I always knew you were a girl, Lesley, I just could not think of a way to get you to show your real self, so I figured if I could not get a date for the prom you would dress up for me and you did.  I have always been attracted to your feminine nature and now I see that you make a beautiful girl.  

I would love to date you now if you are willing?'  

"Leon, let's see what happens at the Prom and take it from there.  I am just glad that you are not disappointed, but why didn't you tell me earlier, I have had a crush on you for a while but thought that you were not interested in me."  

"Well hon, I tried to show you in all the little ways that guys show their interest.  

I carried your books for you, opened car doors for you when I gave you a ride.  Here is your bouquet of white roses and blue-tipped orchids for the Prom.  Hope you like them."  As he said this he handed me a beautiful bouquet of my favorite flowers plus some that complimented my dress.  

I was in Heaven.  He was so romantic and was really sweeping me off my feet.  Beth grabbed her camera and took several photos of us, then we said our goodbyes.  Leon escorted me down the path, with the smell of roses in the evening air.  

He guided me to his car and opened the door for me.  I swept my dress under me as I swiveled my legs into the car as Leon got into the driver's seat.  

He drove to the High School and parked his car in a secluded part of the parking lot.  He leaned over and gave me a passionate kiss on my lips. I could feel his tongue probing for a way to get into my mouth, I opened my lips and let him penetrate my mouth.  The kiss was so divine.  

After we separated, I checked how my lipstick looked and touched it up.  

I reached up to his lips with a handkerchief and wiped off the lipstick that was smeared on his sexy lips.  We got out of the car walked into the school and headed for the gymnasium.  

We got to the desk where Leon told the chaperones our names. They shot me a glance and a look of shock appeared on their faces as they realized who I was, but that passed real quick.  

"You look beautiful, my dear, I am so glad that you are done being a tomboy," my English teacher, who was acting as one of the chaperones said.  "I am looking forward to you in class on Monday," the other chaperone, my Chemistry teacher replied.  Leon escorted me into the gymnasium.  The Prom committee really transformed the place.  

There were potted plants all over the room. Streamers of red, white, and blue were draped all over the place.  There was a Wurlitzer jukebox in the middle of the room playing music.  

It was playing "In the Mood" by Glenn Miller.  I knew this cause I love the music from the Thirties and Forties and was a big fan of Glenn Miller and the Andrews Sisters.  It was one of my secrets, but I found that music to be very romantic and glad that the theme of this year's Prom was the Forties.  

The gown I found fit into that theme very well, but yet had a modern touch to it.  Leon swept me onto the dance floor and led me into the Jitterbug.  I never realized he knew how to dance, but he was great.  I loved being in his arms as he guided me all over the dance floor.  

We stopped to a round of applause.  

"I never knew you could dance like that."  

"I love that music and my mother forced me to take Ballroom Dancing saying that a gentleman should know those dances so that he can romance a lady better," he chuckled.  We danced and talked all evening together.  

I was rapidly being swept off of my feet by him.  He was everything I dreamed of and more.  I could see that he was feeling the same way about me.  He could not take his eyes off of me.  

We flirted with each other all night.  Leon walked over to the jukebox, to pick out a song for our last dance.  He pulled me into his arms as the Andrews Sisters started to sing "I Don't Know Why."  

He leaned closer to my ear and whispered, "Please be my girl.  I am so in love with you."  

I whispered back,

"Yes, darling, for the rest of my life."