Granddaddy s Love Chapter 01 Kissing my granddaddy
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Caught Dressed-up By Dad, Twice! free porn video
Caught Dressed-up by Dad, Twice!
My Life chapter 3
By Ms. Jenny Ann
This story was written by me and is not to be sold. It may be downloaded
or shared but only at free sites.
I was taking too many risks, almost caught twice and I should have
learned my lesson but, fate would not let me get by with it this time. I
went into my aunt's room and quickly found a black lacy bra and panties
to match, I stuffed the cups of the bra with a pair of socks to give me
the look of a young teenage girl turning to the mirror I was pleased with
the result. I grabbed a pair of pantyhose and started to put them on
first the right leg then the left, I had gotten faster at it and soon my
legs looked smooth and sexy. The dress I choose was a simple red number
that had elastic at the waist and was much faster to put on over my head
stuck my arms into the ? sleeves, no zipper in the back, which really
saved me time. My make-up had to be fast as I had lost time, (dad told
me I had to walk my dog as soon as my aunt would leave for work) dark
brown eye shadow with light tan for highlight under the eye brow, blush
on my cheeks and pink lip stick I placed the brown fall to finish my
head. I just had to put on high heels 3-inch black pumps and that is the
mistake that ended up being my down fall. It seems that I was so wrapped
up and lost in my dash to dress-up, I forgot that heels make a lot of
noise on wooden floors.
I was hopelessly in love with the girl in the mirror I turned to give
myself a better view of her bust line my bust line, when I heard someone
coming down the hall. Oh, no I don't have time to make it out of here
and back to the sofa I am in a world of shit right now. I was not going
to just stand there, and I could not leave so, I got down to the floor
and slid under the bed. Can you say not good enough! My dad said, "I
know you're under there get out." I was frozen with fear and could not
move however, I felt myself being pulled from my hiding spot. "What do
think you are doing?" he asked.
I knew that he did not want to hear the truth, that I liked to turn
myself into the girl I saw in the mirror so, I just said, "I don't know."
"Change your clothes, wash that make-up off, put your aunt's clothes on
the bed and get your ass to school. You will come straight home after is
that understood?" he said.
"Yes, sir," was all I said.
I was in a daze on the way to school, lost in thought a million miles
away I was a mess I did not even hear my friend, I only felt him when he
punched my left arm. "You were really zoned out," Tony said.
"I have a lot on my mind," I said.
We did not say anything else and just walked to school.
I did not know what would happen after school and thought it best not
think to much about it. At the start of 2nd period I was told to report
to Mr. Jones, he was one of the guidance counselors. When I got there I
said, "I was told to see you."
"Close the door and have a seat," he said. He went on to say, "Your
father called and told me the he caught you dressed-up in your aunt's
clothes and wearing make-up. He wanted me to ask you about it as he did
not feel up to dealing with it and he thought you might feel better
talking about it with me. So, do you know why you did it?"
I felt like I would shit a brick, dad told him, and my mind was spinning
so fast I tried to grab a thought and I thought it might be just close
enough to the truth without coming out. I said, "some of the girls that
I know keep saying that I'm too cute to be a boy and would look nice as a
girl, I was just trying to see if they were right."
"So, it was not a sexual thing," he said and went on, "do you know what a
transvestite is?"
"No, I don't," I replied.
He went on to explain saying, "When a male wears women's clothing or
make-up because he gets a sexual arousal from it and masturbates, then he
is a transvestite. I think that you should find an outlet for your
sexuality away from dressing-up and make-up. Redirect your mind to girls
you should try masturbating to that thought."
"I've never had masturbated, and I don't know how," I told him. He gave
me the low down on how to do the deed and I said, "I would try it."
At last the final bell of the day although, I did not have a clue what
would happen once I got home. I saw the clothes on the dining room table
and Dad, Bernie and Anick my aunt sitting around the table. I was in for
it now, my aunt started with, "Why did you put on my clothes and make-
up?" I was just about to say something when she said, "If like being
dressed-up as a girl, don't sneak into my room you need to ask me to
borrow a dress and I could even help teach you how to wear make-up. Do
you want to be a girl? Would you like to have sex with boys? Do you
want to be a man or a woman when you grow up?"
During the pause, I took time to answer I said, "Some girls at school
thought I was too cute to be a boy and that I would look nice if I was
dressed as a girl. I just was trying to see if they were right."
Anick asked, "Did I think they were right when I looked at myself in the
mirror?"
"No, I just looked like a boy in a dress and make-up, a pretty boy but, a
boy." That was a lie, I knew it and I hoped that they did not know it.
I also said, "I am a boy, do not want sex with boys and want to be a
man." All lies, the only true statement was my reason for dressing-up.
Anick said, "Stay out of my clothes and make-up, if you're a boy and want
to be a man."
"Yes, mam," I said. Turning to dad I said, "I need to walk my dog, she
is doing a jig by the door."
Dad told me, "You're grounded for 2 weeks, school and dog walking are all
you are going to do."
"Yes, sir!" I replied.
2 weeks went by fast and I knew that I would not be taking any more
risks. 3 more weeks and dad said, "Bernie and I will be going out this
Friday night so, you will be babysitting the kids."
"Yes sir, "I replied. My big brother would be out of town with his
friends, my aunt would be at work, I knew I would have a good safe time
frame to do what I had been waiting almost 6 weeks.
Friday morning after walking my dog, I took a quick bath and shaved my
face, underarms and legs I would be still smooth when I was going to be
the girl in the mirror. I had tried to do what Mr. Jones had explained
about masturbation but, it did not seem to be working like he told me. I
thought about being with a girl then two girls nothing happened maybe I
was doing it wrong or my dick did not work the way other boys did. A
brief thought occurred I did not need to get hard if I were to be the
girl with a boy. Why was I having such a rough time trying to get my
cock hard. School is out for the weekend and I was on the way home
thinking about becoming the girl in the mirror when it finally started to
get hard. Just great a half mile to go and I had my first hard-on. I
started to think of anything to make it go away before I got home walking
the dog, doing the dishes and dusting seem to it and I was soft when I
opened the door.
3 hours later and I had my list of chores to do wash the dishes, sweep
and mop the kitchen, take out the trash and give the kids their baths and
put them to bed I had learned do all chores then it would be my time to
find what I need to do get my dick hard, now that I knew it would work I
just needed to explore my sexual desires.
Time to become the girl in the mirror! I put on a light blue bra and
panty (the set I almost got caught in and had to wear to school) a pair
of socks to fill out the cups of the bra, slid the pantyhose on to my
legs I could not help but noticed how nice and smooth they felt, a bright
yellow sun dress sleeveless with a bare back just covering the bra and
was 4 inches above the knee and a pair of 3-inch shinny yellow pumps,
make-up was next honey beige foundation with medium powder, eye brow
pencil black, a golden tan for base of the eye lid and very light shade
of tan for highlight under the brow, mascara black as I wanted my eye
lashes stand out, a somewhat deep reddish blush for my cheeks and dark
ruby red lip stick and that glorious long brown fall. I finished off
with the matching nail polish, I found the nail polish remover the week
before I knew I could take it off when I was done. I waved my hands to
help my fingernails dry once I felt they were dry I knew what I had to
do. I could feel my dick starting swell and press against the panties I
was wearing, it felt so good.
I turned to look a myself in the mirror and I saw the hot and sexy
teenage girl was licking her ruby red lips with her tongue I wished she
could kiss my dick and I knew that was not going to happen. I saw her
hand with the bright ruby red fingernails trying to grab my dick thru the
sun dress it felt amazing. With both hands we lifted the dress pulled
the pantyhose and panties down one hand held the dress up and out of the
way while letting me see her ruby red nails and I saw my first hard cock.
Awe struck I did not know it could get that big or as hard as it now was
she grabbed that cock with her ruby red nails running down the shaft from
the base to the tip of the head it was now dripping pre-cum her middle
finger teased it sending shock waves of the most pleasure I had felt.
Placing her fingers around the shaft so I could see the nail polish on
her nails she went back and forth increasing the pressure and with that
the sexual delight. Harder and faster now I was starting to lose my
breath the pleasure now so great my body shake as the first orgasmic
spasm reached my penis and cum started to squirt 3 or 4 strokes with a
mix of pain and pleasure and I had first climax and orgasm.
I slowly came down from delight of sexual bliss I did not think that this
was the way that Mr. Jones had intended for me to masturbate. I did not
care right then I knew I was male I just provided myself with an orgasm
but, I did have to be a hot and sexy teenage girl to acquire that orgasm.
Many thanks to Mr. Jones thru him I discovered that I was indeed a
transvestite whatever sexual classification I might find myself in as
long as I had a cock and balls the very core of it would be as a
transvestite.
I thought if I saved the clothes I hand on I could try to repeat my
sexual delight the next day while I took my dog for a long walk in the
woods. I carefully placed the clothes under me as I went to sleep that
is after I washed the make-up off and took off the nail polish and walked
my dog.
Saturday morning after taking my dog for quick morning walk I put my plan
into action. I went to the bathroom to wash up brush teeth. I got
dressed in my aunt's clothes and tried to cover with my boy clothes with
a little effort I made it work. I put the 2 pairs of socks one in each
pocket of the large army jacket I put the heels one into each arm with
the heel holding them from falling I thought I was so smart.
Maddie
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