Heather Willow Book IIChapter 2
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The Will - Part Two free porn video
The Will - Part Two
Prelude
____________________________
Mother looked inquiringly at me. A soft smile played across her scarlet
lipsticked mouth. I saw her eyes signal a desire to help, and then
signal a heartfelt wish she was trying to convey to me. Her deeply
shadowed eyes lowered to the tube of Chanel lipstick she held gently in
her soft, brilliantly painted, finger tips. The radiant red of Paris
After Dark shown like a beacon which drew each of our eyes to it in a
mesmerizing, seemingly eternal, long minute of wonder.
My fingers were two inches from the tube which seemed to pulse with it's
own life before my confused eyes.
(Reader: Let me make it clear that during and before the reading of the
will, I was 100% male. I had never cross dressed, nor ever had any
desire to do so. It never occurred to me. The only knowledge I had of
bras and girdles was my learned experience of how to get them removed
from the current Deb De Jour in the fastest way possible. Women dressed
and made-up to entice me to use them as a man uses a woman. The reading
of the will stunned me to my masculine core. Now I was faced with
becoming a woman over a long torturous two year period. Why the hell
would I want to be a woman? Hundreds of millions of dollars which could
be spent just as easily by a woman as they could be spent by a man? I
was not greedy person, nor was I a person who did not look at facts in
as rational a manner as possible. All these years of my male life,
thinking and feeling that I was not what everyone wanted me to be. So
what! Yes, so what. Well, "What" really was a big thing. Never seeing
in the eyes of your mother, the total love you wanted to find there.
Never hearing an "I love you" from your Grandmother or feeling her
loving embrace. "What" had I done wrong? Could I ever make it right?
Grandmother was gone in body, but not in spirit. My Mother was standing
right in front of me, looking into my eyes with a look of hope. A hope
that something I could do would make her the happiest mother in the
world.
A Mother who could love me totally as I had always wanted to be loved. I
desperately needed that love.)
My fingers touched the gleaming tube and a shiver went through my whole
body. Slowly Mother placed the tube within the curl of my fingers and I
felt a strange hand close around the shaft of the lipstick. It was no
longer in her feminine hand, it was in my masculine hand. Strange, but I
had never actually held a lipstick in my hand before. At least not open
and ready for application. Of course I had handed a tube to my mother
from time to time when it was laying somewhere and she asked that I hand
it to her. But never open, the shaft fully exposed, there in my hand.
What a strange feeling for a man. What is this thing and what am I
supposed to do with it?
"Jim, you have taken the lipstick. You know all those times when you
were younger, you had stood near me at my vanity as I got ready for some
event? The times I precisely applied my lipstick to make me as beautiful
a woman as I could be. I know you stood there in wonderment. I saw you.
And I could not ease your wonder. I could not teach you these things
that a mother would teach her daughter. I wanted to. But I know you
gained some knowledge. I saw it in your eyes. Use that knowledge you
gleaned at my side. Apply my lipstick to your lips. I have waited for
this day from the day you were born a male. Grandmother is making me a
happy woman. A woman who can finally love her son. Go ahead, Jim, seal
the contract. I am pretty sure that Paris After Dark will go wonderfully
with your coloring."
I looked deeply into Mother's eyes and saw something I had never seen
before. My fingers grasped the tube even more tightly and I turned to
the mirror over the mantel by which we were standing. My face, my male
face, was right there in front of me and I could see my Mother over my
shoulder. Her lovely manicured hand came to rest lightly on the shoulder
of the Brooks Brother's suit I was wearing. On her finger nails was
Paris After Dark brought to a brilliant shine. As her hand came to rest,
lovingly on my shoulder, my hand holding the lipstick rose slowly and
came in sight in the mirror. Yes, I had watched as Mother put on her
makeup, especially her lipstick, when I was a child. Every boy child
does the same. I remember that I always thought to myself that it seemed
that Mother always enjoyed doing this ritual. And that I always felt
that Mother loved that I was there beside her to see her do it.
My mind, fuzzy but strangely happy and expectant, told my hand to bring
the lipstick closer to my mouth.
The scarlet tube glimmered in the reflected light in the mirror. What
would I feel? Could I feel anything at this time, in this situation?
Could I handle those feelings? What if I were revolted by the sight of
lipstick on my lips? Or even more frightening, what if I loved what I
saw after my lips were coated with my Mother's lipstick?
Mother's hand tightened ever so slightly on my shoulder. Not in
impatience, but, I thought, in happy hope.
Did I learn at my Mother's knee when I was a little boy?
My mind flashed an image of Mother applying her lipstick as I stood
there, a mesmerized young boy. The tube in my hand absorbed that image
and transferred the actions I saw back then to the tube in my hand now.
In the back of my mind I realized that I would have to wait just a few
few seconds to allow my quivering lips and shaking fingers to regroup.
Finally my top lip stopped trembling and my fingers found a will of
their own. The creamy glossy tube touched my lip just as it had in my
memory of my Mother's actions. I felt the cream glide on, easier than I
had imagined. There was no going back. The glistening color found it's
hold on my lips. The image in the mirror held, not my male face, but a
preview of the decision I had made when the lipstick touched every
square millimeter of my new womanly lips, put there with a precision I
could not have imagined.
I felt a sigh being transmitted from my Mother's hand to my shoulder and
then the hand left my shoulder with a loving pat. I had painted my lips
with my mother's lipstick. The first womanly thing I had ever done to
myself in my life. I stood there staring at the reflection in the
mirror. I just stared. And stared. And stared.
"Jim, here are a few tissues. Please wipe your lipstick off. It will be
awhile before you are allowed that womanly pleasure again. Let's go now.
There is so much to do.
It is 2:15 PM on October 13, 2014. Your "PTP", your Pre-Transformation
Period has started. I can hardly wait till 2:15 PM, April 13, 2015. At
that minute I will decide your readiness to continue on your journey to
Femininity. I know you will do well in these six months. Please do not
disappoint me or your Grandmother.
I love you, son."
I wiped the brilliant color from my lips. For the time being.
Mother took me by the hand and led me from the room and into a new
beginning for her son.
_____________________________________________
Pre-Transformation Period
_____________________________________________
"Jim, Darling, you have made me and your Grandmother very happy with
your decision. Now we have to be sure that all the stipulations of the
will are carried out to their fullest extent. I will arrange a Beauty
School as soon as possible. I have so much to do. Your room has to be
redecorated. I will have to find you a modeling school. You have to
think about what other feminine class you would like to try. So much to
do!
But first, understand that your PTP has now begun. You have six months
to contemplate about what it means to be a woman. What it means for you
to be a woman. During this time you will NOT be a woman. Or even TRY to
be a woman. Your are to be a man who is spending six months learning
about women and about the woman you WANT to become. No matter how
feminine the activity you may be involved with at the time, it is to be
understood that during that activity your are a man.
I will inform Cook of your new dietary needs. 50 lbs is a lot to lose.
but it will be worth it. A lot of salads, no red meat, no desserts, no
snacks. Just a way to a lovely new figure and feminine confidence.
I will adjust the cable system so that there will be no access to sports
channels. TV access in your room will consist of only channels such as
QVC, E, any channels which specialize in woman's interests. Makeup,
clothes, etc. Please use every opportunity at your disposal to learn the
ways of womanhood. Ignore and forget your former ways of manhood.
I will provide you very shortly with a steady supply of woman's
magazines and maybe a VS catalogue or such. I am very interested in your
thoughts on what you see. The thought processes which lead you to
gravitate to one Lipstick ad over another, one brand of bra over
another. You see what we are going for, right? What you, even as a man,
find interesting about women's things. As we get further into the
process, what you find most appealing for yourself to indulge in when
you undergo the transformation.
Look at this! A Mother and her son, sitting together, discussing lessons
in womanhood. So thrilling!
So many thoughts going through your Mother's head. So much to do. Things
to be arranged.
There is one thing we can do right now to start this journey. Your
Tattoo!
Go, darling, change your clothes, out of the suit and into casual
clothes. The wonderful woman who did my tattoo will love to do yours.
Wash your face and let's go.
By the way, from now on, there is no standing to urinate. Not here, nor
anywhere you might be. This journey will be many steps. This will be the
first one. Learning that a lady is always demure and clean, especially
in her lavatory."
Through all this from Mother, I slowly came to realize the magnitude of
the decision I had made. I was scared. Visions of transvestites and drag
queens rampaged thru my head. Sitting down to pee!!!
Then it hit me. For the first time that I could remember, Mother was
asking me to go somewhere together with her. We were going out together
as a son and a Mother. I couldn't remember the last time that happened
or if when it did happen, if Mother was happy to be doing it?
I was happy to get out the formal suit I had worn to the Will Reading.
Nice soft jeans and a LL Bean t-shirt and I was comfy as could be to go
on a trip with my Mother to be tattooed. Never thought I could think
that before. Then I thought that sometime soon, the nice comfy jeans and
T-shirt would eventually become a blouse and skirt. Oh Boy! Wrap my mind
around that one! Time to go with Mother.
"Oh Darling Jim, you look so adorable. The All-American boy off on an
adventure with his Mother. If I may make a suggestion, from now on
please try to match your top with your hose. Just a little tip to make
you feel more comfortable with yourself as these six months go by. You
will be so much more chic and fashionable when you coordinate your
ensemble.
Now, Jim, I want you to notice how I am talking to you. Using words like
"adorable" and "Chic" and "darling" and "Ensemble". Staring right now, I
want you to try your hardest to use more feminine sounding words and to
make your speech patterns conform to the speech of myself and every
other women you will hear around you. No "Damn" or "Shit" or anything
like that from now on. A simple "My Goodness Gracious" or "Glory Be" are
quite ladylike for that situation. For the next six months I want you to
look like a man but become more and more like a woman in your mannerisms
and your speech. It will make the "Week of Transformation" much more
pleasant.
Now off we go to get your cute little bum tattooed as Grandmother
requires. The first notch in your garter belt of requirements."
"Mother, darling, will the bad tattoo hurt me? Gracious, I am sure you
know that my soft cheeks are quite smooth and highly sensitive."
"Oh, Jim, my love, I love it! You will be a natural!"
Natural? Maybe or maybe not. But for my Mother's love, I will give it my
all.
___________________________________
Sally's Skin Shop
___________________________________
"Sally, please meet my adorable son, Jim. We are here because Jim wants
to have the exact same tattoo on his rear that you put on mine so many
years ago. Sweet Jim wants the same size if not a little bigger,
depending on the area of skin he presents. The Lips are to be slightly
opened, in a sensuous manner, very full and curvaceous, covered in the
reddest lipstick your art can provide.
Jim, please tell Sally what you want inscribed in a distinctly feminine
script below the lips."
" Please, dear Sally, write there, under those glorious lips, the words:
KISS MY GIRLY ASS!
There really was a lot of pain. Both physical and mental.brilliantly
Myra
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