The Boy Who Would Be Prom Queen Chapter 21 The Prom
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Sissy's Prom - by: Brittany Little
Jennifer was the most beautiful girl in school. Beautiful green eyes
and long flowing hair. This day she was wearing a stunning red sweater
with tight jeans and those little white oxford sneakers that I adore on
women. She had on a pearl necklace and earrings to accent it.
I couldn't believe that she seemed to be walking toward me. I would
pretty much be classified as a 'geek' in any high school. Scrawny,
about 5'8" 125lbs with shoulder length brown hair. My one good quality
would be my bright blue eyes. My family members and older ladies seemed
to be the only ones that cared about that. My eyes were surely not the
reason Jennifer was heading my way.
"Hi, Kevin," she said with that coy twinkle in her eye. "Listen, my
boyfriend and I just broke up and I don't have a date for the prom
tomorrow night and I was wondering, well, if you were going to go with
anyone, if you wouldn't mind taking me."
This had to be a dream, I had had a crush on Jennifer since the 4th
grade and could barely utter the words I was so excited. "Yeah,
definitely,uh.... I mean... o.k. my date ditched on me, too."
Of course, I never had a date, I wasn't even sure if I was going to go
to this thing. "Except, I don't have a tux rented, yet."
"Oh, don't worry about that, my little brother had to buy one for a
wedding he went to last year. He's about the same size as you, my
mother should be able to fix it if it's not."
"That's great, so I'll need directions to your house and when do you
want me to pick you up?" I was really trying to hide how very excited I
really was inside.
"Oh, well, actually, I have to work, you can pick me up at my Mom's
salon on Main Street at about 4. I will bring my brothers tux and you
can change there. If that's all right?"
"Sure, I know where that is, So it's a date then?" I hesitated saying
that last part.
She just giggled, leaned over and gave me a peck on the cheek and
said, "See you tomorrow, Kevin." I was so excited, I rushed home to go
to sleep so the next day would seem come faster.
The next day I arrived at precisely 4. The closed sign was already in
the window with the shades drawn. As I started to knock, Jennifer
pulled me through the door and locked the door behind.
"Hello, Kevin," she said, only this time it seemed not to be so sweet.
"Kevin, this is my Mom and I believe you know Beth from school."
"Beth?" I said, "Well, she does look familiar, but I don't....?"
Beth, a girl that was shorted than me, but was actually a little bigger
and stronger looking than myself, began spouting back at me, "You don't
remember? Let me refresh your memory, In 4th grade you snuck up behind
me and yelled really loud. You scared me so bad that I actually wet my
pants. I told the teacher, but you just got sent to the principals
office and had to have your parents come get you. You didn't get any
punishment at all. On top of that, the teacher couldn't get my parents
to bring me new panties. She gave me the only thing she had for me to
wear. It was ampers, I had to go all day wearing a diaper. All the kids
made fun of me, the boys pulled up my skirt and started calling me
Bethsy Wetsy. My parents had to hold me back a grade so the kids in my
class wouldn't tease me. I swore that I would get you back and now I'm
going to."
I realized I was in a bad situation and started to bolt for the door.
Only to have Jennifer block my path. "You see, Kevin, Beth and I have
been best friends for a long time now, and I decided I'd help her with
her plan."
As I began to understand the plot that was formed against me I turned
to Jennifer's Mom, "Please, don't let them do this to me.."
"What do you mean, that was a naughty thing you did and you deserve to
be punished for it, I believe you should suffer as much embarrasment as
Beth did."
With that, Jennifer's mother started stripping my clothes off, there
was a struggle but I was no match as she shoved me into the salon chair
naked and held me while Beth and Jennifer tied my wrists and ankles
with duct tape. Then her mother taped a wash rag over my eyes so I
couldn't see.
"Don't worry, missy, this won't hurt a bit. And if I get any struggle
from you there will be hell to pay."
I could smell all kinds of chemicals in the air as they did things like
washing my hair, I could feel them messing with my hands. They rubbed
some sort of lotion all over my body that seemed to tingle a bit. It
took quite some time for them to stop rubbing, and wetting and drying
but eventually they did stop.
They unstrapped my feet, "No don't struggle," the mom said. I could
feel one of them sliding something up my legs and around my waist and
butt. It felt like underwear, but more silky like panties! They were
putting women's panties on me! Oh, no way!! I thought, as I realized
what was happening, but I knew there was no way to escape and I was
afraid to try anything for what these three girls would do to me.
Next came something that felt very silky up my legs and I immediately
recognized that they felt like pantyhose. I was beginning to wonder how
far this would go... They had me stand momentarily and put a bra on me
and I could feel it as they glued something to my chest that had to be
false breasts. They then slid something else around my body and zipped
it up the back. I felt towels being put all over me as they sat me back
down. As they took the blindfold off all I could see were the towels.
"Hold still," Jennifer said as she started to apply make up to my face.
First some foundation, then blush, lipstick, eyeliner, everything
imaginable. The mother played around with my hair some more. They then
slid some shoes on my feet that I could actually see were black pumps
with just enough of a heel to be sexy. Silver clip on earrings were
added to my ears and a silver necklace and bracelet.
With that, the three women smiled at me, and allowed me to get up and
turnaround toward the mirrors. To my horror, there was no longer Kevin,
there was a young woman with long red painted fingernails wearing a
slinky shiny black prom dress that only came down just above the knee
and flared out a bit, with beautiful make up for an evening out. My
hair was no longer brown, but now sandy blonde with straight curls
flowing down that would look cute on any girl and actually did on me as
well. Black nylon clad legs with black pumps and everything perfectly
accentuated with the silver jewelry.
"Oh, I almost forgot," Beth stated as she grabbed a little black purse
with a silver strap and forced it in to my hands.
"What have you done to me!" I protested, "My hair, I can't go back to
school like this, everyone will laugh at me if they find out"
Just then, there was a knock at the door.
"Oh, good," exclaimed Jennifer, "That will be your date."
"My date?" Could they possibly plan to make me go out like this.
"Yes, your date and if you don't want anyone to find out you like to
wear women's clothing, I suggest you act like the little lady you are,"
Beth said, with a very big smile.
Jennifer opened the door, "Oh, hi James." James? James her boyfriend?
James the captain of the football team? Oh, no... he's going to
recognize me I thought. Jennifer started out to cough, "I'm sorry, I'm
not well enough to go, but like I told you this morning on the phone I
found that exchange student that needed a date for the prom as well.
James, this is Sissy," she said as Beth shoved me in front of him.
Sissy, what an appropriate name I thought. James began to look me over,
and I began to tell it wasn't because of recognition. He was smiling at
the beautiful girl in front of him... Me! And he was here to take me to
the prom. My prom! As a girl!
"You, you look great...," he said. I don't know why, but I shyly turned
my head down and thanked him in my best female voice.
"Jeez, Sissy, your a little sweety aren't you," he said. This upset me,
but at the same time it was nice to be called sweet. He put a Red
Coursage on my wrist and proceeded to walk me to his car. It felt very
strange the breeze blowing on my nylon clad legs. In such a skimpy
outfit I felt so vulnerable, and oh so feminine. At this moment I
realized for now I really was a sissy little girl.
"Oh, wait," Beth hollered and came running out with a pink duffle bag.
"Here's her change of clothes for later...Jennifer said she wanted to
make sure you both had a good time and that she trusts you both."
Not only did I now have the dread of going to my own school prom
dressed as a sissy girl, but maybe something far worse. And I wondered
what kind of change of clothes was in the bag.
As we came up to the school, James was very polite opening doors for
me. I was doing my best to walk on the heels and actually the trouble I
was having walking straight probably made me look even more femimine.
We had to come through the doors and be introduced. To my horror, they
actually used my last name when we were introduced.
"James Simon and Sissy Tompson." I heard as we got applause and our
picture began to be snapped. Obviously because James was the star
football player. James led me onto the floor and began to dance with
me. I was now slow dancing with a guy. I put my arms around his neck
and tried to look as feminine as possible, hoping no one would
recognize me. I began to feel more and more feminine as the night went
on and for some strange reason it began to feel good to wear the
clothing and be so pretty.
Wait, what was I thinking, "I'm a guy, get those thoughts out of my
head!
James introduced me to several of his guy friends from the football
team. Each time I hoped no one recognized me. All of them seemed to
generally think I was a hotty. Which disgusted and excited me at the
same time. A couple even butted in on our dance which James allowed
momentarily before cutting back in. At one point I went to use the
'ladies' room, knowing I couldn't go to the men's room dressed this
way.
I thought about getting away, but where would I go, dressed like this.
Using the bathroom was kind of an experience getting everything in
order to sit down and then getting everything back straight to leave. I
noticed that the panties they gave me were very very sexy black with
lace mesh around the leg openings. I thought maybe I should do
something about my manhood so as not to be suspected so I tucked it
back.
I returned to the dance floor and James decided it was time to go.
Greatful it was almost over he led me out to the car. But to my horror
he pulled into the hotel nearby. "What are you doing, I prostested."
"It's alright, sweety, Jennifer trusts us." he said, "besides, she told
me you'd be a good change for me."
ow I was beginning to get really scared. He opened the door for me and
led me up to the room. I stood in the middle of the room my back facing
him as he locked the door behind. I tried to think of what to do as he
came up behind me and kissed my neck and began to unzip my dress. The
kiss was exhilirating... I couldn't believe I was letting him do this,
but what else was I to do. If I let him continue, he'd surely find out
who I was.
The dress was completely unzipped and fell to the floor leaving me in
panties, bra and pantyhose. He pushed me on to the bed and began
kissing me putting his tongue in my mouth. Not wanting to give away my
deception I kissed back and then did something that even suprised
myself. As he took off his shirt, I unzipped his pants for him. I
couldn't believe what I was about to do.
"That's a good girl, sissy," he said, and took his pants and underwear
off. I now had a naked chiseled chin football player standing in front
of me. I slowly kissed down his chest running my hands down his chest.
As he stood there, I got on my knees on the floor and began to suck on
his huge manhood. A girl had done this for me once my freshman year and
I knew how it was done. I licked all around, slid it in and out of my
mouth. I could tell he was getting more and more excited until he
finally came in my mouth.
The smell of sex in the air, I was totally disgusted with myself but
knew that I would now always be a sissy little girl in my head for what
I had just done.
He let me go to the bathroom first handing me my pink bag. As expected,
the items in the bag were clean panties and bra, a short little yellow
sundress with flowers all over, some nude pantyhose and what looked
like the same little white oxfords Jennifer had worn the day before. I
cleaned up a little and wanting the sex smell off of me. I changed into
the new clothes. And appeared back in the room.
James was smiling at me, "Well, hello, sweety, you look gorgeous." He
was already dressed "Lets go home." Home! How could I go home
like this, what would I tell my parents. We got in the car and I had
him drop me off a couple blocks from my actual house. I walked home,
again the breeze outside hitting my nylon clad legs making me feel even
more feminine.
I took a deep breath as I entered our house hoping my parents would be
asleep. They weren't. They both were waiting up, apparently worried
about me.
"Kevin," my Mom looked at me in shock, "I didn't want to believe it was
true, but it is," Dad looked at me in disgust, "you little sissy!" and
stormed out of the room.
"We found your note in your room," she handed me a type written note
that I had not written that had me stating how I had always felt
trapped in a man's body and always wanted to be a woman. How I loved
silky clothing. I was about to explain that I hadn't written it when...
"And your Dad got his credit card bill, today," she said as she handed
it to me.
Beth and Jennifer had thought of everything. Somehow they had gotten my
Dad's credit card number and everything I had worn was paid for with
it. "Honey, your dad and I discussed it, and we will support you
although he's not real happy with it he will support you. We've decided
the school year is only two weeks left, you'll finish the year at
summer school as Sissy and we'll let you stay here as Sissy until you
decide where you're going to college. We'll pack up all of your old boy
clothes tomorrow and you and I will go shopping for your new wardrobe.
I loved you as my son. But I will love going shopping with you as my
daughter."
I tried to hold my pain as I hugged her and headed for my room. I saw
the pretty girl in the mirror one more time in my room and realized
this is who I would see the rest of my life. I shoved my head in my
pillow to cry. I would no longer be a boy or a man, I really would be a
sissy girl for the rest of my life. There was no escaping it.
I wiped my eyes clean and decided right then that if it had to be
this way I would make the best of it. I would do my best to enjoy being
a woman. Only time will tell if I will grow to love my new life.
Miracle
- 13.09.2021
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