The summer of dresses skirts stockings and high heels Part 2
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The Summer Of Dresses, Skirts, Stockings, And High Heels Part 1 free porn video
The last day of school ended at 10:30 am. I had just completed my
sophomore year in high school.
My mother, who was a school teacher, was home. She taught at a private
school. She got home 3 hours later than me during the school year. But
today she was home. Her school year had ended a few days ago.
My mother was seated on the living room couch. To my surprise, her hair
was styled and her makeup was perfect. She was wearing a tight white
blouse, a mini skirt with black stockings, and high heels. She looked
really hot.
"Wow, Got a date, Mom?" I exclaimed.
"As a matter of fact, I do. A date, I've been waiting 2 years for. Do
you like my outfit?" she sensually questioned.
"Your outfit is awesome." I gasped overwhelmed by her sensuality.
"Excellent, because my date is with you. I have been waiting for more
than 2 years for a very special summer with you. I have taken the
summer off and I will not be teaching summer school. This summer is
going to be all about dresses, mini-skirts, tight blouses, stockings,
high heels, & makeup. Any objections?" my mother teasingly questioned.
"None at all," I breathlessly replied envisioning my mother spending the
summer dressed this way.
"Good. Sit across from Mommy on the queen ann chair and I will
explain," she directed.
My mother proactively crossed her legs and placed one of her hands on
her knees. She had tipped and polished her nails bright red. They
looked so incredibly sexy. I could not help but stare. My mother
laughed "You have quite an uncontrollable thing for makeup, nails,
skirts, stockings, and high heels, don't you?" she questioned.
I blushed and apologized for gawking at her. I just could not help
myself.
"Oh, it's more than that Stephen. I am well aware of what you do after
school when I am working. It is quite a habit. Daresay, after more
than 2 years, it has become quite a compulsion. In fact, I think you
are physically, psychologically, and emotionally addicted to your
special secret hobby. But if I am wrong, don't worry, because soon you
will be totally unable to control yourself. Starting today, Mommy is
going to ratchet things up considerably. We both know what your special
hobby is. Don't we Stephen?" my mother questioned.
My stomach churned. I felt a little faint. Certainly, she could not
have known. There was no way, I was going to admit that I knew what she
was talking about. I played innocent and dumb but my stammering denial
was not very convincing.
In fact, my mother laughed. "So you still want to play games with
Mommy? The last one we played was for 2+ years. Mommy pretended not to
know what you were doing. That incented you to go further and further
believing you had fooled me. But the laugh was on me. I found it very
entertaining and exciting as your needs become more powerful. You do a
spectacular job of training yourself for my entertainment, enjoyment,
and excitement. You did everything I wanted you to do. So, here is the
next part of the game. In a few minutes, Mommy is going to make you
engage in your special hobby in front of her. If you admit your secret
hobby before we start, you get to stay home. But If you don't, we are
going to the mall, visiting some stores, and having lunch in the open
seating area. Get this straight dear, Mommy is not bluffing. It's your
choice, Stephen. Has this helped you remember all about your special
secret hobby?" my mother confidently questioned for the 2nd time.
I didn't know what to do. The look on my mother's face and her body
language told me that she was not bluffing. I still could not utter the
words. I confessed that I knew what she was talking about. My mother
was having none of my attempts at a vague acknowledgment. She insisted
that I describe it to her with lots of details.
I hung my head in shame. That was so embarrassing and mortifying to
have to admit it to her. But I had no choice. "I dress up in your
clothes," I confessed.
"Excellent, I have more questions but before you answer, remember I know
the truth. When did you 1st start dressing in my clothes and how many
days a week do you dress in them?" my mother encouraged.
"I started dressing in them a few years ago. I dress in them, several
days each week," I replied in a trembling voice.
"That's right dear. Now, begins the fun especially for Mommy. We will
be going away for the entire summer. The summer of dresses, stockings,
high heels, and makeup includes BOTH of us. But trust me, you are going
to be the centerpiece. In a few minutes, say goodbye to your pants and
sneakers. You'll be continually in dresses, skirts, stockings, and high
heels except of course at bedtime when you dress in lacy sheer
nightgowns," my mother laughingly informed me.
"Oh my god, Mom, you cannot be serious. I've learned my lesson, I will
never wear your clothes again. I'll quit." I replied and I meant it.
Although it was my greatest fantasy and sexual turnon, I was now too
petrified to actually go through with it.
My mother just laughed. She told me after 2+ years of dressing up in her
clothes, I was not going to quit. She said that after my summer of
dresses, skirts, stockings, and high heels if I still wanted to quit
she'd discuss it with me. But, there would be no escaping what she had
planned for me this summer.
"So, I don't get any choice or say in the matter?" I gasped.
"I am going to give you only one choice. Since we are going away for
the entire summer, other people will be seeing you. So, I think you
should pick whether they will be seeing my Sissy son Stephen who cannot
resist wearing dresses, or my lovely elegant feminine daughter whose
name will be Angelica. Trust me, after I've dressed you nobody will be
able to tell that Angelica is not a girl. This is going to affect how
I dress you which we are about to start. For example, Sissy Stephen's
hairstyle is fine. Angelica will need a lovely wig. So, pick dear, but
there will be no changing your mind. Sissy Stephen or my daughter
Angelica?" She laughed.
The thought of others seeing me all dressed up without a wig was so
frightening, intimidating, and embarrassing that I could not pick that
choice. But my mother turning me completely into a girl, into her
daughter, was more extreme than I had ever imagined. I really didn't
have a good choice. I picked being turned into Angelica. My mother was
thrilled, saying she hoped I would pick that.
But there is much more to the story that I would learn later on. I had
fooled my mother Jennifer up until 4 months ago. It was only in
hindsight, that my mother realized that I had started dressing in her
clothes years ago. My mother unsure of how to handle me got herself a
coach who orchestrated everything that had just happened. Pandora's
box had been opened. But not just for Angelica. Jennifer would also
find herself swept up into the vortex.
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