Date: Sat, 10 Oct 2009 15:53:33 -0700 (PDT)
From: John Nail <bttm4u2@yahoo.com>
Subject: The Job I Will Never Forget Chapter 2 Transgender/TV
I woke up the next morning and went into the bathroom and saw a
surprise I was wearing a girl's night gown. After I peed I had to pee
sitting down because of my really small penis and I wiped it with toilet
paper.
I got up and Mike came into the bedroom and I remembered what
happened.
He said," I decided to put that on you and you slept right
through it I must have really wore you out. Today it is time for you to
try on those clothes and yes Amy will be here at 10 this morning so you two
can meet and get to know each other. I think you two will get along just
fine."
After he left the room I sat down on the bed and cried. I
couldn't believe the situation I have gotten myself into. I am a straight
man even though I could pass as a woman in looks and voice. Yet last night
I got fucked like a woman and now I am dressed in a night gown like a
woman. I cried for 15 minutes and than Mike came in and sat down beside
me.
He softly said," I know this must be tough on you when you
thought all this time you were a man and transitioning yourself to what you
really are and that is to a woman. I don't think myself harsh but I do
have expectations. Now will you be alright?"
He had two fingers under my chin and I looked at him with
tear streaked eyes and nodded yes.
He kissed my fore head and than said," Good girl now let's
get dressed."
I got out of my nightgown and than he took some breast
forms with some self-adhesives on the back of the breast forms and put them
on me. and than he put the bra on.
He said," Those forms will stay on you the entire day and
all you have to do to remove them is take a shower and than dry them and
recharge them you can say with more adhesive."
Than he got out a skirt and a matching blue blouse.
He helped me in the outfit and than I put on the
panty-hose after several tries by rolling them down to my feet. Than
slowly putting them on my feet and than than slowly rolling them up to my
knees and than getting up and pulling them the rest of way up.
I put on the black pumps which have 3" heels and I
slowly got up and tried walking in them and I had such trouble walking in
them. Than I remembered how girls walked in them and I started taking
smaller steps. After about 20 minutes I was able to walk in them sort of.
I went downstairs in time to see the lady who was
supposed to tutor me in being a proper girl so to speak.
Mike smiled and said," Here is your student this sissy
wants to be a proper lady. Cindy this Amy, Amy Cindy I think you two girls
will get along with each other well."
Amy said," Cindy it is so nice to meet you. You must be
the girl who has been confused about your gender."
I said," Yes mam."
I looked at Amy and she stood about 5'4" and weighed
about 102 lbs her breasts must have been about 28 c cups and she had
shoulder length brunette hair she was wearing a tweed skirt and a white
blouse and she was wearing black pumps with about 2 inch heels. She was
wearing very sensible clothing for an executive assistant. She was very
attractive and the type of lady I would have gone out with in a second in
my past life but that was my past.
She sat down on the couch and said," Now, dear, I want you
to walk to me."
I did as she told me I walked to her and stopped in front
of her.
She said," Now sweetie I want you to walk away from me
and stop about 10 feet from me."
I did just as she told me.
She asked," When have you started dressing properly?"
I said," I have just started this morning."
She said," Dearie, you are doing quiet well for such a
short time so all you need is finishing touches. Now, why don't you come
to the couch and sit down and I will show you how to walk properly in
heels. Don't feel bad you are a natural at this. It took me most of my
adolescent years to get it down correctly."
She said," First off as you walk not only do you want to
take smaller steps than a man you will also need to sway your hips back and
forth. The men presumes we are doing that just to be sexually appealing
but this also puts less stress on our ankles."
So I got up and I walked or at least I thought I walked
upon her instructions.
After I walked back she said," That was pretty good but
you were swaying your hips just a little exaggerated, but did you feel any
difference walking this time?"
I said," Yes, I felt less stress on my ankles."
She said," Good I am glad now the reason why you don't
want to have an exaggerated sway with the hips is because you will look
trampy and trashy but this is a great start."
She got up from the couch and she stepped behind me and
lightly put her hands on my hips and told me to walk.
We spent the rest of the afternoon teaching me how to
walk in heels.
Than I walked away from her one more time and she
squealed," You did so well today and you are a natural woman. Now all you
have to remember is keep your exquisite posture and keep the sway of your
hips subtle and you will be a very classy lady walking."
I said," Thank you mam."
She said," Ahhh you can just call me Amy I don't just
want to be your tutor. I also want to be your friend and confidante. You
are so cute and I know you and Mr. Adams will be so happy togather."
Mike peeked into the den and asked," So what do you
think of my sissy?"
Amy said," Cindy why don't you walk over to
Mr. Adams?"
I rose from the couch and walked over to Mike just
as instructed and when I reached his side he was smiling.
He looked at me and said," I am impressed it seems
you are a quick learner."
Amy said," That is the understatement of the year I
was thinking it was going to take a week or 2 walk properly and she was
able to do this in one afternoon."
Mike said," See this is natural for you."
She looked at me and said," Don't this is going to
be all work we are also going to have fun together. If I am not mistaken I
will be staying here while instructing you so if anything is troubling you
I will be here. Don't worry about the time day or night because like I
said I also want to be your friend and confidante."
I said," Thank you Amy."
She said," Instruction is over for tonight you have
made great progress and I don't want to over-stress you. Besides I want to
be able to hang around with you as much as possible."
I smiled not only hearing her say her tutoring me
tonight was done but she also wanted to be my friend and confidante.
She walked up to me and threw her arm around my shoulder
and said," Tommorrow we walk on the way you speak and I have a feeling you
will get that down quickly also. Now I want you to be patient with
yourself and not be hard on yourself. You are already half-way there with
the way you are speaking you just need to work on your voice, enuniciation
so you can speak a little more feminine."
After that Mike nodded and said," I guess you will like
your time of instruction Cindy."
All I could do is nod in agreement.
Amy looked at Mike and said," I know you had fun with Cindy
last night and I am happy with you but I will have to suggest that you and
Cindy abstain from sex until the instruction is finished. From what your
reputation says in that area it says you wear your women out sexually and I
don't want that with Cindy. I want her at her best every day when I tutor
her."
Mike looked at her rather submissively and said," Whatever
you require Amy."
Mike looked at and said," Don't be surprised I have to obey
her also while you are being tutored and she is one of my best employees."
Mike left the den and she said," I did this for you if he has
sex with you too often it can be rather distracting he might be the only
thing you think about. He can be rather distracting and that is one of the
reasons why I have turned him down when he made a pass at me."
I looked at her and asked," You didn't report him?"
She said," No I can accept him for who he is and when I turned
him down he accepted it. I also have a man I love very much."
I asked," Does he trust you being here with the way Mike is?"
She said," Yes he does he knows it is nothing but professional
between Mr. Adams and I. He has said I can call him Mike but me calling
him Mr. Adams not only reminds me of our professional relationship it also
helps to remind him of our professional relationship."
I said," Gee I have so much to learn."
She said," Now the one thing he didn't specify but I am going
to teach is you can be a complete lady and be strong at the same time
mentally and emotionally. Let me guess Mr. Adams wants you to serve him
right?"
I said," Yes you are right."
Amy said," My love James loves me for being a strong lady and
we are equals in the relationship. Now for Mr. Adams it will be difficult
to get used to but I think he will appreciate that you won't be just a
wilting flower."
I said," I don't know Mike might reject me."
She said," Now he says he is not looking to be a master
right?"
I said," You are right."
Dinner was called and Amy and I were chatting like two best
friends.
She told Mike how fast she thinks I will learn and what kind
of fun we were going to have.
I couldn't help but wonder what she said what else she was
going to tutor me in being a complete lady and still being strong and
wondering if Mike was going to approve.
After dinner and while the help was clearing the table we
went to the den and visited and laughed until bedtime.
Than I went to the bedroom I was going to sleep in until my
lessons were over.
I dressed in a nightgown and got ready for bed. I was
thinking about today and how nervous I was this morning in meeting Amy and
to find I have also made a new friend.
Two minutes later I fell asleep after thinking about today's
events.