Jailbait
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Janet L. Stickney
[email protected]
What you know, and what you'll do are entirely different. I know that
some guys like to dress as girls, but I did not think that I was one of
them. I had never in my life dressed up as a girl, never thought of it or
had any desire to do it. Then came the day.
"Taylor, come in here please." I went in to see what mom wanted. She was
standing there with someone I did not know. "This is Officer Janet
Stickney. She is the head of the sex crimes unit and wants to talk to
you."
"There has been,"she said, "a rash of photos taken and posted of some of
the girls in your high school and other schools in the area while the
girls were in various states of undress. It has to be someone who has
access to several high schools. We know that it wasn't you, however we
have developed a plan that you can help us with.That makes us think it is
an adult. A teacher maybe."
"Me? How can I help? I'm not a peeper!"
"We know you are not involved, but we have narrowed the list to just a
very few people. However, the one person we feel is the main player is
being very careful. He only dates girls that he knows are not under the
age of 17 and they all look spectacular. We think he does that to prevent
them from saying anything about him since they are mostly not eager to
have anyone know their true identity. We selected you because of your
size, specifically and especially because your expertise in computers.
Your computer instructor tells us you are the best he has ever seen.
Plus, not only are you the right size and age, you have the right body
shape and looks. This is after a long process to find exactly the right
person, and we have decided it is you. and using photographs we have
determined that you will look simply adorable as a girl. "
"Me? You don't have computer specialists? Why me?"
"Taylor, He virtually never allows any guy and certainly not a grown male
anywhere him and what we think is a sophisticated operation. We can turn
you into a very attractive girl and we want you to become his main girl.
We want you to find out how he gets the pictures and manages to post
them. Hack his computer and find out who his contacts are."
"Me?! A girl?! No way! I'll look like a guy in a dress!"
"Want to see how you'll look?"
She opened her phone and showed me a series of pictures of what she said
was me, but the girl looked really hot, especially in those hot pants!
"That cannot be me! I mean... I don't look like that!"
"Not yet. Can you help us?"
"Let Taylor and I talk about this. I'll call you."
The officer left mom and I standing there staring at each other.
"Well! That was a surprise!"
"Mom! Me? Dressed up as a girl? She's been using something!"
"No dear. You have the face for this and maybe you don't see it, but I'll
bet that she can make you look just like the girl she showed you."
"No way! What'll the guys say?"
"Oh. They won't know will they? If the police are asking you to do this
then you know they have researched you extremely well, which means they
have a good idea not only how you'll look, but that you also have the
ability to do what needs to be done. The fact that you have never dressed
up as a girl doesn't even come into it! And who knows? Maybe you'll like
it! I'll call her and set it up."
Officer Stickney took me to a small house in a very expensive
neighborhood that was set back off the street a bit, and we went in,
admitted by an older woman. She looked me up and down and smiled.
"Oh yes! She will be simply delicious when I am done with her!"
"Taylor, do you recognize her?"
"Yeah! From a few commercials!"
"She one of the premier female impersonators in the world Taylor, and she
is going to turn you into one of the most beautiful girls in the world."
"Leave her with me Janet. If she is suitable I will call."
As I sat there looking at her, even at her age she is beautiful, and
there is not one sign that she is or ever has been a male.
"My name is Lauren. You're wondering how I do it, right? Never mind. I
know you do. Let me show you something."
She picked out a thick album and began by showing me pictures of her as a
young boy, moving through her stages of dressing up, then through the
years as she became the talented and beautiful woman she is now. She
changed from an average young girl to a star of stage and film with very
few people knowing the truth. Her gowns were spectacular and she had a
figure all women would envy. I looked at her and could see in her face
that she was serious.
"I am 77 years old and have seen many young men try to look like a
female, and in fact some are quite successful, others not a chance. Some
males can do it and look very nice, some are very passably nice, while
others simply cannot manage it. They may feel the need, yet they lack the
size, they are to hairy, the list goes on. But a few can look, and become
a beautiful young lady in every way. I think that you are one of the few.
Care to try it?"
"Here? Right now?"
"Yes dear. Right now. Come with me and I'll help you become a doll."
She sat me at a vanity and began by handing me some foundation. From
there it was powder and blush, eyeliner and mascara and finally,
lipstick. I had done it all myself, with her guidance of course, yet the
girl in the mirror only faintly resembled me. I smiled and she smiled. I
winked and she winked. I was more than shocked that so little was needed
to make me look so cute.
"The body shaping part is easier now, not like in my day. For now, lets
talk about how you look and feel. Okay? Lets have a soda and talk."
She did not laugh at me, and in fact told me that I would look wonderful!
I tasted lipstick for the first time while looking at her through longer
eyelashes. I did not feel dirty of even scared. I felt the same but I was
beginning to understand what she was talking about. It was the beginning
of the allure of becoming a woman.
"When I started, I had to gain my shape using a corset and using a
bandage to create the smooth line a woman has. Later I used a flesh
colored tape but the result was the same. Ask yourself this question. How
many girls in your school wear anything that even remotely shows their
boobs? Not many if at all because they are still figuring out their
sexuality. Even adult women do not do that very often. What you see on
line is all posed by girls who are not teenagers and they are paid to
pose that way. Most adult women use their cleavage to their best
advantage, which is why more times than not they don't bare it all! They
don't need to! Now tell me what you think."
"How long have you been doing this?"
"Since I was a little boy, but by the time I was your age I was working
at a drag club as an opening act. It grew from there. My life partner
died of cancer about three years ago. We had been together 50 years, so
now I write a little, consult a little, and generally enjoy life. I have
helped the police department before, but this is the most ambitious event
they have ever tried. My questions for you are quite simple. There is no
doubt that eventually you will have to be naked with at least several
other girls in order to root this man out. It is my understanding that if
they try to put you close to him then it is a certainty that he will want
you to... get naked just as any of the other girls would, and if you want
to catch him, you'll have to do it. With these kind of guys you won't
have to do anything to draw him in because his biological urges will make
him go after you. And if he asks you to pose nude you'll probably have to
do it. That sounds crazy, but I have a friend that is a magician and she
can make you look as natural as any other girl. That only leaves you to
decide if you are willing to go ahead and become a girl."
"But I'm not Gay! How can I..."
"But if you are a girl, and he is a boy, how is it Gay?"
"But I'll know that I'm..."
"Honey, the moment you see yourself all dolled up you'll know, especially
after Madelyn turns you into the fox I know you'll be. And when some boy
sticks his tongue in your ear or down your throat you'll know what you'll
do, and it won't be what you think. Now then, shall we go see Madelyn?"
I knew, and she knew, that I would do it. I had been asked by the police
department which presupposes that I would be safe. The fact that I had
not ever been on a date, with anybody, hasn't got anything to do with my
decision to let them change me into a girl, but that bit about performing
on a boy lingered as I pondered the fact that I am about to become a
girl, in every way possible. Lauren drove us out of the city and into a
small village, then took me to a home just on the edge of the village.
The woman that answered the door was about the same age as Lauren and
just as pretty.
"This is the young man I told you about. He needs your very best."
"Lauren! You know that everybody gets my best. Young man, lets you and I
talk."
She and I went into a small office and sat.
"With your permission I will turn you into a fully functioning girl that
is beautiful by any standard, and Lauren will train you on how to manage
your new identity. Like Lauren, she and I are sworn to secrecy so don't
worry about that. Have you ever dressed like a girl before?"
"No Ma'am."
This is a very big step. Everything you do will change, from how you
dress to how you interact with people will change. Are you ready for
this?"
"Yes Ma'am."
Okay then. Please take all of your clothes off and leave them right here.
We'll go in the shop and begin your transformation."
My body was measured with a laser from head to toe, the image and
measurements shown on her computer. She sent some of the info to a
molding machine, and as I watched she created a perfect breast!
"Lauren and I worked many clubs together before I started working in
Hollywood as a makeup artist. I have turned many men into lovely girls,
but you have the look and I'm positive that you will be my very best.
I'll make the other breast and we can begin."
What followed took about six hours, but when she was done I looked like a
girl from head to feet. I have a very fine booty and nice B cup breasts
with wider hips, and my very own twatsie. One she said will function like
any other girls would. I wasn't sure what that meant when she told me
that, but I figured that I could have sex and she told me I was right.
She used some kind of chemical to remove every bit of hair a girl would
not have, leaving my skin silky smooth and soft. You could easily say
that I was shocked at how easy it was to become a girl, and just how
perfect it all was!
"Lauren will take you back to her house honey. You are about to work your
ass off!"
Lauren showed me my room, then told me what the schedule would be. 12
hour days with two modest meal breaks. I thought that I knew how to sit
in a chair, but no. Or walk down the street. Also wrong. Hands and arms,
walking and talking, doing my hair and makeup, how to use the bath and
why it is important to stay clean. Three weeks later...
"You have a wonderfully shaped butt Sara, but you have to give it some
rolling movement when you walk. You know what I mean, you have seen
enough girls walking to know that. You are close, but work on it please.
Tomorrow we are going out shopping, and your mother is going to join us.
I did not tell her about the changes. You'll have to do that. Wear that
cute red dress."
That dress was way above my knees and was very snug through the bodice,
low cut and flared out at the waist. Everything would be on display. As I
got dressed I realized that it was actually a thrill to look so good. I
walked out of my room perched in my black heels, a smile on my face my
perfume trailing behind. Lauren smiled at me, then she and I drove to the
mall, which my first big test of everything I have learned. I was smiling
as we walked into the mall. I saw mom right away and went up to her and
touched her arm.
"Yes dear? Can I help you?"
"Hi! My name is Sara. I was wondering if I can come home?"
"Sara?... Oh My God! It's you! But you are a girl!"
"In every way possible mother. This is Lauren. She has guided me the
entire way."
After the introductions Lauren went home, telling me I have one week
before I have to be back at her house, leaving me with my mom, who is
seeing her daughter for the first time. She and I hugged, then we went
home and I took the car to Laurens to get my clothes then back home. In
my room, in order to let mom see just how much I have changed, I took off
my dress and put on my booty shorts. Everything, including my twatsie was
on display. I wore a plain tee and went into the familyroom. Mom took one
look and almost fainted.
"You look... you have a... is that real? No! It can't be!"
"Mother! Everything works just like yours does. I just wanted to show you
that I'm now a girl in every way. That detective will be by tomorrow.
Lauren set it up. I'll get all new documents. She told me that I could
use the same name, but I said no. I'll be using the name Sara."
Then I changed into a skirt and blouse with my tennies, and mom came with
me. She said that she had a right to see what he daughter looks like, so
I undressed and showed her. She could see the tampon string so she knew
that insertion was possible. Once I was dressed...
"Are you having a period!? That's impossible!"
"It wasn't supposed to happen so quickly, but Madelyn said it
occasionally happens, and since all girls have their first period without
any warning, that's what happened to me. I'll have them for about a
year."
"A year! But I thought this would only be a few months!"
"I doubt that was ever an option mother. I was told maybe a year,
possibly more."
"But can you be yourself after a year?"
"We'll find out I guess."
The detective showed up the next day, I was wearing skinny jeans and a
loose blouse. She went over every one of the documents from my new Birth
certificate to school records, drivers license, credit cards and so on.
She finally told me who the target is.
"It's Bob Mar******. He has access to all the schools involved, he's
single with no known kids, and he likes to be seen with beautiful girls
your age. We are certain he is the guy. We have a very small device that
will, if you can plug it it into his computer or phone, gather then
transmit all the data we think we'll need to arrest him. The FBI
developed it and has been used before. The best part is that if he
accesses his computer with his phone the bug will migrate to his phone.
The tricky part is getting you access to his computer or phone. You only
have to plug it in. It takes about four seconds to load, so you don't
need long. We will leak that bit about you being a computer expert and
hope he will ask you to help. We are going to infect his computer and let
you know how to debug it. That will be your in."
"What if a guy in school hits on me?"
That is not a what if, it's a when. You are free to date anyone you like.
You are a normal high school girl in every way. Date who you like."
I started high school when the term changed and blended right in although
mixing with other girls was very new to me. They had their entire lives
to learn how to be girls while I've had about four months. I also gained
an admirer. His name is Ethan, and he is very big and even being a 'new'
girl, I knew that he is very nice looking. I managed to get his
attention and we went out for a slice a few times. I think he wants to
kiss me, but so far, has not. And I heard many stories about how some of
the girls had been spied on and how it made them feel dirty. A few of
them will not even change in the locker room, but about a month later I
was approached by the guy who is the target. He found out that I am
really good on computers and asked me if I could set up a server for him.
"I can do that! Where did you want the server to be?"
"Oh! At my house of course, but I am very security conscious, so no
clothing is allowed I'm afraid. That way I don't have to worry about
anything except the server working."
"Naked? You want me to set this up when I am naked!?"
"It reduces the ability to hide things."
"I'll need my tools, flashlights and pliers and so on, what about that?"
"I will supply everything you need."
"How do I know that I can trust you? You're not going to attack me are
you?"
"No my dear. I only want the server. I wouldn't think of being there!
I'll give you parameters and you can tell me me what to buy, and maybe
where if you know."
"I'll think about it, but I'm absolutely not going to be naked! I'll wear
my booty shorts and a loose tee with my white tennies. I have to wear
rubber soled shoes because of static electricity. One good spark could
eat the server. My booty shorts are so tight that I couldn't hide
anything in them, and I'm not going to bare my breasts. Don't like that,
then get someone else."
"I guess I don't have a choice then. I'll think about it."
Sleazy bastard thought I would fall for that 'I won't be there' bit.
He'll be watching me from every angle with hidden cameras, but if he buys
the server where I tell him, the bug will already be embedded. It would
not take long, maybe three hours to set it up and give him the codes to
access it. I talked to the cops about it before I told him I would do it.
They told me where to buy the server.
"Okay,"I told him, "but like I said, not totally naked. I'm not ready to
display my girl to anyone. That's the deal. Take it or not."
"I guess, but the panties have to be tight."
"My booty shorts fit me perfectly. Now, what are the parameters."
He handed me a sheet that had what he wanted to be able to do.
"I'll have to check. Maybe two days, okay?"
Sleazebag agreed, and I told the cops what and where I thought he could
go to get the server. I also told them that I had to give him at least
two options so he could pick. The would lessen the chance that he would
think that I bugged him and they agreed to manage it. If they did their
part and I set it up, then they would get their bug in place and I would
be out of it. I wasn't really happy to be around him anyway, and I mean,
he did ask me to do it naked! That was not going to happen. And I was
going to ask Ethan to be there to make sure that sleazebag did not get
anywhere close to me. Ethan is well over six foot tall and about 240
pounds. I seriously doubt he would try Ethan, unless he had a death wish.
I gave him the list of places he could get the server and what I thought
it would cost, then told him my boyfriend would be there with me.
"No. No boys. Just you."
"Get yourself another installer then. I don't trust a guy that insists
that a young girl perform simple duties in his house but only while being
naked. Ethan is my assurance that you will stay away from me. I'll do the
set up and connectivity, but my way, not yours. Ethan stays with me. I do
not think that you are stupid enough to try him. He'll tear you apart to
protect me."
"I see. I'll let you know."
He was going to take the deal because he had to, his ego would not let
him give up so easily. The prospect that he could get me naked was too
strong a lure for him to give up. Two days later he called me and said
that he had ordered the servers, deciding that two would be better. The
way he sounded was like has had a plan. I mentioned it to Ethan, who
grabbed me into his arms and kissed me, not a peck, but a full throated
tongue down the throat swabbing that left me breathless. I knew right
then that I was his, and he was mine. Sleazebag touches me and he'll have
his ego crushed, and I think that Ethan would enjoy it.
I showed up on the day he said, and quickly removed my jeans. Standing
there in my very tight booty shorts made me feel dirty, especially the
way he was looking at me. Like he wanted to lick his lips but wouldn't
dare. I went to work right away and within a few hours I had both servers
up and running. I gave him the code and created a link for accessing the
servers. Ethan watched as I put my jeans back on, took my hand, and we
left.
"You look really hot in those shorts of yours."
"You're a brute."
"Yeah, but I'm your brute."
"Sleazebag was not happy you were there."
"The way he was looking at me I know that he was considering it, but I
think common sense got to him and he didn't try me. I was half hoping he
would. He was looking at you like a lion looks at a piece of raw meat. I
would have liked that if he did try me."
"What if I try?"
"I don't think I'll stop you!"
"Take me home Ethan, before you stop and rip my clothes off!"
Sleazebag quickly used his phone to access the servers and transfer some
pictures, then he sent links to all his friends, which became a treasure
trove for the cops. I had thought that I would have to be stealthy to set
the bug, but having the bug already in the server, and be untraceable,
was way easier, only now I'm a girl, and I knew that I could not go back
to being a guy. Not after Ethan and I became friends. The cops told me
they would watch him for a long time, just to get everyone he is attached
to and trading pictures with. Then they told me that pictures of me in
those tight shorts were posted. I was furious, but they were elated
because it was the first tangible proof that he was surreptitiously
filming young girls. They also told me that Ethan and I might have to
testify, which means that I will have to be a girl for a long time. Gee.
I told mom what they told me, but she already knew that I like being a
girl. She also knew that I wanted Ethan to take me.
"I know that you are thrilled at being told you'll have to remain a girl,
but you cannot let Ethan do what you both want to do! You are a good girl
and until you are actually married, no fooling around!" She looked at me
a bit, then... "Have you spoken to Lauren yet? She called and wants to
see us."
"I'll call her."
She invited mom and I to stop by, so the next morning, wearing a nice
skirt and blouse mom and I went to see her. She greeted us warmly, but as
we joined her in her family room...
"My brother was the executor of my estate, and has been for many years,
but he recently had a heart attack and has passed on. I want to make you
the executor and only heir to my estate. It's not a lot but enough, and
my house is all paid for. I have already changed my will. Here is your
copy. You are the very best girl I have ever trained, and I understand
that you have a boyfriend now. That's good. All girls need a special boy.
Just be a good girl."
"Me!? But what about your family? Surely you have family."
"I have an older sister, but when I began performing she and her family
quit associating with me, even when I gained some notoriety. When I met
Stanley and we began our lives together, my sister told me that she
wanted nothing to do with me, or Stanley. She is over 80 now and might
not outlive me, which is why I have chosen you. You have a big heart, you
are very smart, and even though you had never faced a challenge like this
one you quickly accepted it to help protect others. You are a caring and
beautiful young lady Sara, and I have come to admire your willingness to
succeed. I want to be cremated and my ashes placed with Stanley. I really
miss him. "
"I got the official notification a few days later, then Lauren died a
month later. She had terminal cancer but had not said a word about it. I
followed her wishes, the funereal attended by many who worked with her. I
had turned 18 by then, and as Mom and I went through the house we found
many pictures and a wardrobe of stunning gowns. I tried some of them on,
and some of them fit! It took us about a month to remove things, sell
some, then sell the house. I kept her car because it was newer than mine.
Ethan helped a little but he had to work as well.
Sleazebag was finally arrested by a swat team that quickly confiscated
the servers, his phone and every computer in his house. They also found
the list telling where he had installed each camera. I was called in to
unlock the servers because I had set them up with what is known as a
backdoor with my own password. I worked with their computer guys and we
managed to break into his most private files. I saw a few, but they were
disgusting and I left that to the experts. But just as they had planned
it, nobody knew that I had set the bugs into the servers, until the trial
started. I had assumed that with all the evidence he would roll over, but
he stood firm, saying he had a right to watch young girls.
During the trial I was called on to testify, which was very scary because
I was not sure they did not know who I really was. But, it was never
brought up. I went through every moment I was with him, his demands that
I be naked and my refusal. Ethan also testified. The glare he gave us was
something to see. He knew that he had been duped and had incriminated
himself. All I did was help him do that. The police also removed around
300 cameras from various places, using the list he had. His fingerprints
were on each of them. In the end he was sentenced to 263 years in Federal
prison and Life times 36 in state courts. When the word got out that I
was the one that set him up every girl in school wanted to hug me. So did
Ethan. I wanted that too.
He and were at Laurens house cleaning up for the sale when he told me he
loved me. It was the first time he said that to me and I melted. When he
kissed me I really wanted to do more but we could not. Not there. During
my transition from boy to girl I had discovered my destiny. I am a young
lady with the same hopes and dreams so many other girls have. A kind and
gentle husband that adores me, a few kids to let the grandparents spoil
and an opportunity to help my community. And I have Ethan, who is doing
his best to secure his place in my heart, and he is winning. But common
sense kicked in and we only enjoyed some spirited groping.
Then I got the threat. It came via my email and sounded very specific,
mentioning the pictures of me in my booty shorts, so I turned it over to
the police. It took them about two days to determine that sleazebag
managed to have a friend of his send the email. That got him even more
time. I turned 19 and made arrangements to become complete, my mom was
with me the whole time as was Ethan. After the healing time, which took a
while, Ethan and I finally became one and were married a few months
later. A baby may be in our future, but not now. We have to become
settled in our new house.
© 2023
The above work is copyrighted material. Anyone wishing to copy, archive,
or re-post this story must contact the author for permission.
Brandy
- 15.03.2023
- 17
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