Date: Mon, 30 Mar 2009 00:22:49 -0700 (PDT)
From: boltnnutz@yahoo.com
Subject: Sissy Debbie Pt. 2 - School Girl

 (This story is about a pre-teen boy who is gender-confused and has sex
with an adult man.  Please stop reading if this subject matter is
disturbing to you.  If you are younger than eighteen years of age or if you
are in a state that prohibits this type of writing, please Stop and read no
further.  Sex with a child is not condone --The story that you are about to
read has just a little truth to it, otherwise it is entirely fictional.
Names and persons that resemble anybody is purely coincidental. For those
of you who enjoy stories of Sissyboys, enjoy.)

(If you want to have the full pleasure of knowing Debbie, we recommend you
read "Sissy Debbie - The Beginnings" Nifty's Transgender - Teen section
March 10, 2009)

 "Sissy Debbie Pt 2 - School Girl"

 Chapter 1 - Recap

     This is part 2 of the story of Debbie, a sissyboy, me.  In the first
part you were given a good description of Debbie.  At the time of the first
episode Debbie was still 11 yrs old, being shy of 12 yrs by only a
month. Debbie had a fair complexion, naturally smooth all over, about 4'4",
long dark hair to the shoulders, nice toned legs, a very attempting bubble
butt, and a very pretty girlish facial features. When dressed in a uni-sex
type of outfit, people always assumed she was a girl.

     Debbie lived with her parents and two sisters.  One sister was three
years older than me and the other one year younger.  I was a little bit
jealous of my sisters because they received a lot more attention from my
Daddy than I did. My sisters learned that by dressing a little revealing
clothing, sometimes it got them Daddy's hugs and kisses.  This was the
origin of my becoming a Sissyboy. I wanted to be like my sisters and
attract Daddy to me. Except that process took a little bit of time to
develop. However that process was aided by my relationship with our next
door neighbor,Mr. Harding, a retired school teacher now working
occasionally as a substitute teacher. He was a good friend of my Daddy's.

     As Mr. Harding would visit my Daddy he would greet me with a pat of
the back.  Later the pats became pats on the butt. The pat begin to linger
longer.  Since I provide no resistance, Mr. Harding elevated the pats to
squeezes of my asscheeks when he would visit.  Of course, this was done
when we were out of sight of Daddy. My Daddy was a policeman at the county
courthouse and my mom was a nurse, usually on the night shift. So, usually
my sisters and I had Daddy to ourselves on most evenings.

     During the summer of my 11th year, I had a chore to painting a small
bungalow behind our house.  Mr. Harding ogled at my body through his window
which faced the back of our house. I was wearing an old pair of tight
shorts. A few nights before this, he had come over to to talk to my
Daddy. During that visit while my Daddy stepped into the garage, he really
went to town, squeezing my butt and digging between my legs.  Being on the
timid side, I just stood there and let him have his way with my
butt. Anyway, I sorta like the way it felt anyway.  He stopped immediately
after my Daddy was heard coming back. Now knowing that he really loved my
ass and since I was almost sure would probably be there the next day to
watch me go back and forth to the small house in the back, I decided to
take a bold move. I dressed up for Mr. Harding's sake by borrowing some
things from my sister and my mom, since I was going to be home alone all
day.

     This is the image that Mr. Harding saw parading back and forth in
front of his window all day.  He saw a cute boy that looked like a 11 year
old girl dressed up in a very skimpy hot pink bikini and a almost sheer
white halter with lacy trim. The pony tail with bangs and a white hair
ribbon gave me an innocent look. But the clip-on silver loop earrings,
black ribbon choker and shiny red lipstick presented a slutty look. And at
the end of my curvy legs to finish the feminine look were 2-inch heel white
pumps.  The bikini bottoms were very small and only cover about half of my
asscheeks. Although his window could open, it was somewhat elevated and I
felt fairly safe, so I really got braver. I would pretend I would be
getting something just to walk and wiggle in front of him, even to the
point of dropping things near the window so I could bend over and let him
enjoy the view.

     He saw me finish painting and putting things away about mid-day.  I
went into the house and started getting ready to take a bath.  Seeing that
my parents cars were gone he came over and surprised me. I had only taken
off my bikini bottoms and the transparent halter.  As I rushed to the back
door I grabbed a towel to wrap myself, not noticing that it was a small
towel. I saw that it was Mr. Harding and he asked to come in.  As he came
in he asked to make sure that I was alone and then he locked the door
behind him. Mr. Harding was now happy to see my smooth bare-chest and the
tiny towel around my waist. He gave me a hug because he said he was happy
to see me and in the process yanked the towel away from me. I stood there
naked before him.  He told me to slowly turn around and I did, so he could
see my naked Sissyboy's butt and my erect boy clitty.

     He then told me to sit on his lap, but when he lifted me up, my naked
asscheeks fell upon his covered hard cock. He had brought two magazines to
show me. One was "Dressing Up Boys" and the other was "Daddy's Boys". I
slowly flipped the pages showing young boys between the ages of 10 yrs and
15 yrs dressed to look like sexy little girls. The second one was more
explicit, in that it displayed photos of dressed-up Sissyboys having sex
with their Daddies.  One could tell it was their daddies because there was
a strong resemblance with most of the pairs. While I held the magazine, Mr
Harding was busy fondling and stroking my naked body and doing wonderful
things to my stiff erection.

     When we finish seeing the magazine, he lifted me off his lap and I
stood in front of him.  He wanted to get a good look at my girlish
semi-clad body. He made me turn around slowly as he fondled my clitty and
squeezed my round, firm ass. He then asked me, point blank, if I wanted to
have sex with my Daddy. I had to admit to him that I did. He then said that
if I wanted to please my Daddy like the Sissyboys in the magazine I had to
practice.  So without any hesitation he bent down as I stood there and he
took my hard clitty into his mouth. He licked all over my naked body while
playing with my ass. I had a dry cum. Then he stood up and told me that I
should now do the same to him.  I tried my best to do what he did to me. I
was now an official cocksucker and I was proud of it. I was doubly proud
that I swallowed most of his cum when I was told to do. I was so proud that
I had made my first man cum.

     Before he left we agreed that we would get together again when his
wife was gone and my folks were gone also.  I could go over to his house
then, and I could dress up and have fun with him.  He said that he would
talk and feel out my Daddy on the possibility that he might have sex with
me.  That day had been the turning point of my life.

Chapter 2 - Dressing for the Teacher

     I felt like I had found my true self.  At school, I wasn't as timid
any more and I felt more assure of myself.  I started to let my feminine
side show more in my talk and in the way I handled myself. It gave more
cause for some boys to call me queer, fairy, faggot, etc.  I really didn't
mind it, because they didn't know how good I had felt acting like a Girly
Boy that day with Mr. Harding.  However, my experience with Mr. Harding
only increased my interest in older men and not so much with those immature
boys. Older men were my weakness. I started observing more of their
crotches and I started imagining what those bulges look like underneath.
Some men would see this pretty face Sissyboy glaring at their crotches and
some of them appreciated it and would give me a big smile and/or a
wink. Even some men in suits would look around and then wink and squeeze
their cocks for me.

     Mr. Harding came over more often to supposedly 'visit" my Daddy. But I
was always hanging around and when the opportunity would present itself
when my Daddy was out of sight, he would touch me in inappropriate
places. He would grab his hard cock under the table so I could see him.
Likewise I would wear short tight shorts and would wiggle my ass in front
of them when i would walk away. One time I turned around and they both were
looking at me.  Mr. Harding with a smile and my Daddy with a frown. About
the second or third time he came over, my daddy had gone to the kitchen and
Mr. Harding and I were about to kiss when my daddy came back. Mr. Harding
told my Daddy that I had said I had something in my eye. I said I was okay
and walked away nervous. My Daddy did not know anything about Mr. Harding
having an indecent affair with his 11 yr old son, much less that his son
loved it.

     It was not until two weeks after our first encounter that we were able
to get together again.  He noticed that our cars were gone and his wife was
at a church function that Saturday afternoon.  The phone rang soon after my
mom and sisters left. It was him. He heard my voice answer and he just
said, "Are you alone?"

     "Yes", I said with a strong feeling of anticipation.

     "For how long?" he asked.

     "For about 3 or 4 hours I think."

     In a low perverted voice he said, "Oh good, Sweetie. You want to come
over here so we can play.  I'm dying to get my hands on you."

     A girly giggle escaped me and I asked, "Do you want me to dress in
anything?"

     In a calm assuring way he said, "No, don't worry about that.  I have
some things already here that I want you to wear.  I got all the stuff that
you need to look sexy. In fact, you look sexy without anything on!"

     I hung up and hurried to go over, but not before I went and put on
that old skimpy tight hot pink bikini bottom that I had wore before. I put
on a yellow mesh short t-shirt, white sneakers, no socks, and I put on
those clip-on loop earrings. I had my hair in a pony tail.  I looked out
the door to see if anyone was outside and didn't see anybody.  I quickly
went out the door and headed next door. As I quickly walked next door there
was a mailman putting mail in Mr. Harding's mailbox.  I hadn't noticed him
at first until I was almost passing him. As I turned towards the house I
heard a "Mmmm-mmmm". I knocked on the door and it quickly opened and
Mr. Harding hurried me in. I turned around and I saw the mailman smiling
and shaking his head.

     Mr. Harding was annoyed that I had come over dressed like that and
that people might have seen me.  After all he was a ex-teacher and a
substitute teacher now at a middle school. Later he would say that the
following day he would start creating a gate on the back fence. I
apologized to Mr. Harding and gave him a kiss on the mouth. I felt his
hands on my ass right away. After giving him an open mouth kiss, he
shrugged his shoulders and the little annoyance he had had and now it was
time for us to have some fun.  I was hungry for his cock and I started to
rub his semi-hard cock through the loose gym shorts he was wearing.  He
wasn't wearing anything else underneath.  I could feel his cock real good
through the fabric.  He was bare chested and his hairy chest tickled my
nose.  He stopped me from groping him and told me I had to get ready first.
I remember he said, "I want you to go into Debra's room (Debra was his cute
18 yr old
 daughter who had left for college at mid-summer.) I have some of her
clothes for you to wear. Everything is on Debra's bed.  So hurry up and get
dressed and I will meet you in the classroom young lady.  Its in my office
over there."  He then pointed out Debra's room down the hall.  I wiggled
down the hall with almost all of my bouncy ass exposed in that tiny bikini.
I heard him moan behind me, "Ooooo Baaaby, Oh I love that Ass!  I'm gonna
get a piece of that some day pretty soon!"  As I walked I turned my head
around, wrinkled my nose and blew him a kiss.

     Debra's room was clearly a girl's room.  She had a double sized bed
with stuffed animals on it and on the floor. There was a vanity table with
a mirror and a full length mirror on the closet door.  She had posters of
hunky guys on the walls, bare-chested and showing muscles.  I also remember
that about half of them were older movie stars like Burt Reynolds, Sean
Connery, and Richard Burton.  Curious taste I thought for a young girl.


Chapter 3 - The School Uniform

     On the bed were my clothes for the day. Looking over the clothes, Mr
Harding's last remark made sense.  I was to dress up as a innocent school
girl!  And he was going to be what he is in real life, a school teacher.
This might be interesting I thought.  My next thought was the clothes
themselves.  They must have belonged to Debra when she was going to
school. Well first thing, of course, was to take off my slutty outfit off
and start dressing.  I was naked in 15 seconds flat.  So I thought, the
first thing, of course, when you get dress is the panties.  The panties Mr
Harding had put aside for me were a white lacy bikini, with pink lace
trimming.  When I put them on my clitty, which was already at halfway up,
became totally hard.  My Clitty made the front panel of the panty pull out.
The lacy panels made my clitty and my ass crack visible through the
material. Anyway, the panel covered only half of my ass, so most of my
round
 cheeks were clearly exposed.

     The next item I picked up was the white lacy bra.  It matched the
panties.  But it didn't seem like a full bra though.  I put my arms through
the straps and had a hard time hooking it.  I learned a lesson here.  It's
better to hook it up in front, then twist it around your chest. So I did
that and then put my arms through the straps.  I was right, it was only a
half a bra, a push up bra, exposing my tits on a "shelf".  It was meant to
squeeze my sides in and push up.  It gave me a look as if I had the small
developing tits of a little girl.  I thought I looked terrific as I saw
myself in girl's underwear and a ponytail.

     Next I pick up the stockings that were laying on the bed.  They were
sheer white and had an elastic lace top.  They were thigh-high.  The
feeling was incredible and I rolled up the stocking and put my foot through
the hole. I did it the way I had seen my mom and sister do so many times
before.  The coolness hugged my calf and the nylon stocking went up my
leg. It was the sensual feeling of a leg massage that the stocking gave to
me.  I put on the other one and I looked sexy with stockings and lacy
underwear.

     I couldn't help but put on the shoes.  They were black patent Mary
Jane shoes, like a traditional school girl shoes.  Except these shoes had a
3" broad heels on them. They had a strap on top that kept them in place.  I
thought Mr. Harding was so considerate.  He probably thought that I should
start with a lower broad heel before I tackled a 5" skinny heel.  He was
right, I had a little trouble with my balance standing up, but I quickly
started getting the hang of it.  I paced back and forth in front of the
mirror admiring the sexy looking 10 yr old girl in lacy underwear and 5"
heels.

     I saw another piece of lacy material and they were socks.  White socks
with frilly lace on top.  Now I didn't know whether the man wanted me with
socks or stockings.  I took off my shoes my shoe and was going to see how I
looked with just the socks, but I stopped and reconsider it.  I went ahead
and put the frilly socks on top of the stockings and put my shoes back on
and checked myself out in the mirror.  Wow, I thought to myself, not bad.
In fact, the frilly socks made me look hotter.  The combination of frilly
socks, stockings, and heels gave a very youthful hot impression.

     I saw another piece of lacy underwear and picked it up to see what it
was.  It was a very pretty, slim garter belt that matched the rest of the
lingerie.  The stockings were already thigh-highs so I didn't need them to
hold up the stockings, but I figured Mr. Harding wanted them for the visual
effect.  So I hooked the belt around me and tied the top of the stockings
to the straps. the white straps running down my thighs to the stockings
certainly had a very sexy effect.  Mr. Harding knew how to get a little
girl's cock hard.  My-my-my, I looked hot, even if I did say so myself!
Imagine, a cute, pretty 10 or 11 yr old girl in a pony tail, wearing 3"
black patent Mary Jane school shoes, frilly socks, stockings, with a white
sexy garter belt, a small lacy white with pink bikini panties, and a
matching push-up bra.  I was far from ever being a considered an11 yr old
young boy, son of a policeman and a practicing nurse.  The only thing that
gave it away, was the stiff clitty that made an obscene protruding small
bulge in my panties.  As I looked at myself, I learned something new.  I
was imagining taking off my panties for Mr. Harding and I saw that the
garter belt was over them and would be in the way.  So I also learned that
day that while wearing a garter belt, panties go on last.  That way that
can come off easily.without having to unhook the garter belt.

     Then I picked up and stepped into the school uniform skirt.  It was a
gray, white, and blue plaid pleated school uniform skirt.  It seem short
when I picked it up and sure enough when I hiked it up to my waist, the hem
barely covered my crotch.  They must have been Mr. Harding daughter's
uniform when she was really little. I twirled around and you could easily
see a glimpse of smooth chubby rear cheeks.  Then the thought occurred to
me: If these were Debra's skirt uniform when she was little, she must have
had a big waist because they fitted just right.  How long ago did she wear
them I wondered.  I couldn't help but wondered how a young Debra might have
looked in this skirt.  I certainly never remember seeing her in a skirt as
short as this one.  I wondered if Mr. Harding might have seen his daughter
in such an outfit?  The thought of an incestuous affair excited me but
didn't alarm me since I had hidden incestuous desires for my own
 Daddy.  In fact, I had recently started thinking of such a possibility of
that with my Daddy.  My sisters always seem to be hanging on to him and
always being scantily dressed around the house.

     Anyway, the school girl look was almost complete, but I still had the
white blouse on the bed. As I picked it up it looked small.  However it
wasn't small, it was short.  I looked to see what size it was and it said
"medium".  I also remember the label being a pretty stain black with gold
lettering and it said "Frederick's of Hollywood".  At that time I didn't
know what that was.  I was so excited as I put on the blouse and saw an
image in the mirror of a pretty 11yr old school girl getting dressed very
sexy. The blouse was made of a thin white cotton material.  It was kind of
funny.  It had puffy white sleeves, and a collar you could button. The
collar was attached to the shoulder panels but there was an upside down
triangle opening below the collar.  My chest was uncovered until blouse
came together with 2 buttons at the middle of my chest.  With the push-up
bra you could see a little bit of cleavage, not much, but
 you could see two small swellings on each side of my chest.  Remember, it
was a half bra and my nipples could be seen through the thin material. Then
there was a very small dark blue clip-on tie. I put it on and it was
centered in the middle of my bare spot on my upper chest.  Below the 2
buttons on the blouse were the tail ends of the blouse and hanged in front.
I figured that they were suppose to be tied together.  This left my
midmidriff exposed from right below my tits, down to about two inches below
my dainty belly button.

     I looked in the mirror and I looked hot, but I thought I could get
hotter. Make-up!  I wiggled over to the vanity table and there was a set of
cosmetics set out for me.  I had observed my mom doing this because I knew
sooner or later I would be doing it too.  So I put some rouge on my cheeks,
highlighted my eyes with eye shadow and mascara, and I outlined my lips
with a red pencil and painted them red with lipstick.  There were some
dangling earrings but decided to leave the loop earrings I had on.  Lasting
I untied my pony tail and decided to change it to two pigtails, high up on
the sides of my head towards. the back.  The pigtails gave me more of a
younger look.  Although I was almost 12, I thought I was more believable as
a 10 yr old girl with the pigtails on.  Before getting up from the vanity I
saw a bottle of Mr. Harding's daughter perfume.  It remember it was Jovan's
for Women.  I sprayed some on myself. It was a light
 musk and it smelled very very sexy.  Whenever I smell that perfume now, it
automatically reminds me of Good Sex.

Chapter 4 - Debbie's Extra Credit Project

     I don't know what school this girl was going to, but I'm sure a school
girl dressed like I was would certainly get a lot of teachers into trouble.
I mean, lets face it.  I was blessed with a body that some girls would kill
for.  My body was virtually hairless naturally.  I really didn't have to
shave to be smooth.  Only my underarms and pubic area would I need to
shave, but at 11 yrs I didn't have hair there.  Around my clitty I had some
light fuzz but I wouldn't call it pubic hair. My ass was superb.  I had a
bubble butt that girls envied.  Think of J-Lo or Beyonce as little girls
with their developing asses.  My ass was sweet and round at that early age.
And you could see the curvature of my Baby Moons under that pleated
schoolgirl uniform skirt.  When I walked the skirt would swing inward and
the bottoms of my sweet round rear cheeks could be seen.  They looked so
juicy and tender and round, being half exposed by those
 tiny bikini panties.  I noticed there were a couple of textbooks and a
pencil remaining on the bed, so I grabbed them for effect.

     One last look in the mirror and I was ready to "go to school".  I
still was finding it hard to believe that the image in the mirror was me.
I looked like a pretty petite (4'4") 10 yr old school girl. But this little
school girl was every Perverted Dirty Old Man's wet dream!  With that micro
mini pleated paid school uniform skirt, the stockings and garter belt
showing, the 3" heels,and the make-up and pigtails, I looked like a Little
Girl trained to be a Real Sexy Whore.  Debbie was ready to go to school.

     As I put my hand on the door knob, I felt so excited and nervous all
of a sudden.  I realized I was living out my dream.  I was dressed up this
way for the sole purpose of enticing an adult man to have sex with me.  I
was hoping that my outfit would work towards that end.  But of course it
would.  After all he had set aside these clothes, so he wanted this.  Still
I was nervous as I opened the door and stepped into the hallway.

     I started walking towards the living room again.  I was walking on a
hardwood floor and my 3" heels were making clicking sounds that are so
common for women in heels.  It sounded sexy to me.  Then I was startled
when I heard someone from behind me say "My office is over here".  I
swirled around and almost tripped over myself.  Mr. Harding was standing by
the door of the room beyond Debra's bedroom.  Mr. Harding eyes were wide as
he looked at me up and down.  I started to "click" myself towards him and I
heard him in a low moan say, "Oh Ba-by!" while squeezing his crotch.  Then
he said, "Be careful you don't drop that pencil on the floor".  First
thought in my mind - that's an odd statement. I have the pencil firmly
grasped in my hand.  Second thought - he wants me to drop it!  Oh, I get
it! We're role-playing now.  So I dropped the pencil on the floor in front
of me.  I however stepped around it and bent over and gave Mr.
 Harding a great view of my supple round bubble butt.  I gave him a good
shot of me from behind showing him my white garter belt straps going up my
smooth firm thighs, up to the tiny lacy bikini panties which showed the
dark outline of my crack through the lacy material.  Mr. Harding's response
was another low moan, "OOooooo Baa-by. Mmmm that's nice."

     I stepped just inside of the doorway to see what was going to happen
next and I saw him close the door and lock it.  He turned to me and said
"Don't want the principal to bother us... I want to give you my undivided
attention.  Come this way, Miss Debbie."  I passed him at the doorway and
felt him put a his hand on my butt as he escorted me to a chair.  It was an
electric shock as I felt his hand on part of my bare asscheek.  I had
wanted his hands on me for the past two weeks.  But he just touched me, he
didn't squeeze.  Rats!

     Now I have to briefly describe his office because its important to the
story.  Inside there was his desk with one side of the desk against the
wall.  On this side of the desk was my chair. This must have been a bedroom
converted into an office because behind Mr. Harding chair was a closet with
mirror sliding doors.  On the other side of the room, in front of the desk
was a a folding futon.  There were bookshelves against the wall and
pictures of him and his wife and plenty of their daughter, Debra.  There
were pictures of her as a cheerleader, in a prom dress.  And the one caught
my eye was on his desk of Debra in a string bikini.  Kind of a naughty
picture to have for a father on his desk.  The picture showed her facing
the camera over her shoulder, showing off her ass. Nice ass.

     I sat down on the chair besides Mr. Harding's desk.  As I sat down I
was looking straight at myself in the mirror.  I looked at myself and saw
exactly what Mr, Harding was staring at from his chair.  The micro-mini
uniform skirt rode all the way up to near my crotch as I sat, My smooth
legs were plainly visible.  The lacy top of my stockings were plainly
showing and the garter belt straps ran up my thighs.  My small pushed-up
breasts shoved my hard nipples against the thin blouse material.  Two dark
spots with two tips were a sight that was being devoured by Mr. Harding.

     Without removing his gaze from my exposed legs he asked, "Did you
bring your overdue homework assignments and project papers for science,
Debbie?"

     I played along.  I flipped through the pages of the textbooks that I
had on my lap.  "Er...No sir,.. I don't have those papers."

     In a very serious mood he said, "Debbie, this was your last chance to
make up those F's from the missing assignments.  You are going to fail this
class. ...You understand that this will keep you out of any activities at
school. No pep squad, no modeling club, worse of all your parents are going
to have to be told of your non-participation and they will probably be
upset and give you some consequences."  All the time while he is talking he
wasn't looking at my face.  He was leering and moving his head slightly to
see if he could see up my skirt between my legs.

     I think I knew the part to play, "Oh please, give me another chance.
I'll start right now working on those papers.  Please, I can't bring an F
home, my parents are going to kill me."

     "I'm sorry Debbie, but the grades have to be turned in tomorrow,"
Mr. Harding responded.  Still his eyes were focused on my body.  He kept
looking at my legs and at my hard nipples.

     "Please, please, please.  Is there anything I can do.  I'll do..
like.. anything.  I just can't get an F.  I'll do anything you want.
Anything." I cried.

     Finally he looked at my face and grinned, while at the same time he
squeezed the bulge in his pants. "Anything? You'll do anything, I want?"

     I am getting aroused by this role play.  So I look at him straight in
the eyes, and slowly say "A N Y T H I N G" in my most innocent voice.  Then
his eyes shifted back to my legs as I crossed them, giving him a wonderful
shot of my smooth bare thigh above the stocking top with the white lacy
garter belt strap.

      "Well,... there are a couple of things I could have you do for extra
credit, which might bring that grade up to a D, depending, of course, how
well you do your assigned tasks."  He made this suggestion as he squeezed
his bulge again.

     "Oh yes, yes please, I will do whatever you say, just name it." I
begged.

     "Okay, then.  There are a couple of things I need to be done.  First,
I have been meaning to move those books on that top shelf to the top of the
book cabinet.  I have been having Suzy spells and I can't get up on that
small ladder.  So why don't you put your books on the desk and come over
here to this book cabinet."

     We both stood up and he allowed me to go first to the cabinet to which
he pointed As I went ahead I felt his hand on my bare waist and he escorted
me to the books.  He placed a three-step ladder in front of the bookcase
and told me which books to move to the top shelf.  I would have to step on
the third step of the ladder to reach the books.  However there is no
handle to hold on to.  He saw that I was unsure about climbing the ladder,
so he offered me his hand to steady myself. I was holding on to his hand.
As I stepped on the second step I felt his hand on my bottom.  His hand was
over the bottom of my uniform skirt and his little finger was touching my
bare skin, right below my asscheek.  I stepped on the top rail and let go
of his hand so I could move the books.  His hand went off and landed on the
front of my other thigh.  I asked him, "Are these the books here?"  I
glanced at the mirror doors across the way to check
 his response and he said, "Yeah, those are the ones." But he never looked
up because he had his head slightly bent to the side, trying to look under
my skirt.

     I turned slightly to face the books.  Mr. Harding then moved behind
and held me by the front of my thighs.  He said, "I'm going to hold you
against me to steady you."  He moved in close and I felt him hold my legs
against his upper body.  Then I felt something warm on my ass.  He had
buried his face against my butt, over the school uniform micro skirt.  His
hard hot breath was coming through the skirt and lacy panties.  I just had
to close my eyes and left the sexy feeling sink in with the fact that a
grown up man was rubbing his face against my bubble butt.  I felt excited
because my body was exciting him.  As he rubbed and tried to give my ass
small bites he alternated hands in holding me by the front of my thighs.
While one hand was holding me the other one was rubbing my leg up and down,
up and down. I would feel him touch my bare upper thigh and hope he would
continue on to the area covered by my panties but he would
 always go back down.  There were only 5 books on the shelf, but I was
taking my time in moving them.to the top of the cabinet.  Finally, thinking
I wanted to move this secret meeting along, I said that I had finished.  As
I bent forward to take a step down, Mr Harding managed to get below my
skirt and I felt him kiss and give me a lick at the bottom of my left
asscheek.  He moved to the side and gave me his hand from the front to hold
on to.  His other hand which was behind me rubbed up my leg and thigh and
took a hold of me by grabbing a handful of one of my Baby Moons.  His
middle finger fell in between my crack close to my Pussy hole. He squeezed
me as I came down.


Chapter 5 - More Extra Credit

     When I got down I turned around and looked at his face.  His eyes were
looking at me with a hungry look and a grin. He was breathing hard.  Well,
what do you expect from an older man who just finished fondling the legs
and butt of a very sexy petite 6th grade Sissyboy.  He then he said for us
to go back to the desk and continue with the things that would get me the
extra credit. He allowed me to go in front and as I passed him, his hand
went to my butt again and he escorted me the few steps to the desk.  I sat
down on the chair besides his desk.  The girl inside of me came out as I
automatically tugged at the hem of my skirt forward as I sat.  The skirt
was so short that it went about only an inch beyond my crotch.  As he
passed by me to get to his chair behind the desk, I saw a very obscene
object pushing against the crotch of his pants.  I couldn't help myself.
My eyes kept wandering back to that protrusion in his pants.  For
 his part, his eyes kept looking at my legs and my nipples.outlined by my
blouse.

     "Okay Debbie," he said, "this is what you have to do to earn at least
a "D" in science.  I am writing a chapter that I am going to submit for a
biology textbook.  Its a subject that has hardly been researched.  Hardly
no one has written about the phenomena of the Sissyboy.  There is this
segment of our older male population that has this desire for young boys.
I plan to write from the perspective of cause and effect.  I will research
what effect, if any, comes about through the stimulus that is provided.
You and I will be the subjects of my research.  At times we may not be able
to take notes, so I will keep notes by using this tape recorder to record
our activity and findings.  Are you ready?"

      "Yeah, I guess so."  I hoped it wasn't going to be too academic. I
just wanted to have fun with Mr. Harding.

     "Now remember, you did say that you would do anything for a better
grade, right?" He asked one final time, knowing full well that I would say
okay.  Otherwise, why would I be dressed this way?  I guess he just wanted
to hear me commit out loud.

     "Yes, Mr. Harding I will ...like ...do anything you say, as long as I
don't get an "F".

     "Excellent," he replied.  He then wheeled his chair over to mine and
leaned forward.  I was sitting straight up with my legs close and my knees
together.  When he leaned forward he placed a hand on each knee and gently
pulled them apart.  Then with his foot he separated my feet from each
other.  He then wheeled himself back about 4 feet away on his side of the
desk.  As he rolled back his eyes were glued to my crotch.  I saw myself on
the closet door mirror in front of me and there was no hiding.  I saw in
the mirror what he was seeing.  My lacy-panty-covered crotch was there to
be seen.  You could see the outline of my little erect clitty through the
lace in the panty.  I just sat there letting Mr. Harding look all he
wanted.

     Then Mr. Harding picked up the small tape recorder and started
talking.  "This is the Sissyboy and Adult Male experiment.  In my office I
have a pretty Sissyboy by the name of Debbie.  Debbie is a petite with very
delicate feminine features.  Debbie is 12 years old...correct?"

     "Well actually," I responded, "I'm really 11 yrs. old.  I will be 12
in about a month."

      "Fine Debbie, but will you say that again, a little louder so the
tape recorder can hear you ...and tells us a little about yourself.  "

     "Okay, I am.. like 11 yrs. old.and er..er.."

     "How tall?  school?" Mr. Harding interjected.

     "Oh I'm 4'4", I'm in like the sixth grade at St. Innocence Academy.
Ah...and I..like.. have long dark hair and I like to dress and
...er... love being a girl ...and like .er..Men seem to like me and think
I'm ..like... pretty ..and ..ah... like they something think I'm a
girl...and well like I think of myself as a girl...I..like..like what girls
like."

     "Do you like boys?"

     "No...I like Men".

     "Do you have a boyfriend?" he asked.

     "No..ah .. I have you!" and I started giggling.

     "Okay, that's enough, Let's keep this on a professional level."
Mr. Harding said, even though all during this time he was gawking at the
sight between my open legs.  He then spoke into the tape recorder,
"Alright, as you can hear, I have Debbie in my office and she is sitting in
front of me.  She is dressed in her school uniform, however she has
modified it somewhat.  She has her hair up in two cute pigtails, one on
each side of her head.  She has a very pretty girlish face with fine
delicate features, almost babyish.  She has make up on which makes her look
very alluring to older men like me. .. As part of this experiment I will be
expressing my feeling also.  Anyway, she has highlighted her eyes with
light pink eye shadow. Her eyelids are long with mascara. Her high cheeks
are colored with rogue and her young full lips are painted bright red with
lipstick. She also wearing loop earrings."

    "She has her school uniform shirt on, but it has been modified.  The
white blouse with puffy shoulders has a collar, but right below the collar
is an opening, like a upside down triangle.  The collar is buttoned and
there is a small dark blue tie connected to it. The opening in the blouse
allows the showing the small swellings of her breasts, which is caused by a
push-in, push -up bra. I say this because the blouse is made of a very thin
material and the lacy half bra shows thru.  Likewise the nipples of Debbie
can be seen through the blouse. The dark nipples seem to be very hard as
they press nicely against the white blouse.  The blouse is tied in front,
exposing a bare area of skin from right below her breasts, down to about 2
inches below here inny belly button.  The pleated school uniform skirt has
also been modified. While the dress code is to have the skirt an inch below
the knee, Debbie's skirt is only about 10 inches long.  It
 ends about where her cute round Bubble Ass starts....I mean it ends where
the curve of her buttocks start to flare out.

     "Moving to her feet, she is wearing the school's uniform shiny black
patent Mary Jane shoes however with a 3' heel.  She is wearing very cute
girly white socks with frilly tops.  However these socks are also over long
white sheer stockings with lace tops.  In addition, the stocking tops are
hooked to the white lacy straps of a lacy white garter belt.  Her look is
entirely a little girl look with a slutty twist to it.  Now, Debbie is
sitting in front of me and she is showing me her pretty white lacy bikini
panties.  She is sitting with her legs open so that I can see her crotch
which by the way seems to have a wet spot.  Tell me Debbie, how do you feel
about spreading your legs like that and showing me everything you got?"

     "Well," I said, "it sorta makes me feel like kinda nice inside.  I
mean I was...like a little embarrassed first, but I saw that you liked
seeing me there, so I kinda like it and it makes me feel a little hot,
Mr. Harding."

     As I said this Mr. Harding was looking straight between my legs.  Then
he glanced over to the picture of his daughter, Debra in the string bikini,
and then he closed his eyes grabbing his Hard Tool through his pants.  Then
after a few seconds, Mr. Harding switched off the recorder and said,
"Debbie, for the rest of this experiment, I don't want you to call me
Mr. Handing anymore, Every time you talk to me I want you to call me
"Daddy", do you understand?  With every answer I want to hear you say
'Daddy'.  And I don't want to hear just 'yes' or 'no' answers, okay?"

     "Yes...Daddy.... I mean, Yes Daddy I will..like answer with full
answer. Daddy" I said.  I only wish that it was my real Daddy there
enjoying me also. How I wish I could be able to make my Daddy happy with my
body.

     Before he switched the tape recorder back on he rolled up to me
again. He leaned forward towards my open legs and said, "Let's take these
panties off.  I want to see some Pussy!  Pick up your butt a little so I
can pull them down."  In the mirror I could see Mr. Harding's hands going
under my skirt and pulling at my panties.  I was so glad I had gone back
and put my panties over the garter belt.  He pulled them over my knees and
let them rest around one of my ankles.  He spread apart my knees once
again.  There was now a real naughty sight that Mr Harding was looking at.
I could see exactly what he was seeing.  He rolled back a couple of feet to
have a good view and squeezed the large pouch in his pants and he said,
"Now Debbie, I want you to take a hold of the hem of your short skirt in
front of you and i want you to lift it up."

     I did as I was told and picked up my skirt in front of me, The skirt
was so short that when I lifted it up, it only came up to right below my
nipples.  "Is this the way you want me to lift up my skirt, Daddy?"  In the
mirror I could see an 11 yr old little girl exposing herself in front of an
older man, showing off her naked smooth hairless torso, with her clitty
standing straight up above her tight small ball sack..

     Mr. Harding then switched the tape recorder back on.  "Mmmmm. Debbie
is now lifting up her skirt and is showing me all her beauty.  She no
longer has her panties on.  She is naked underneath except for a very sexy
white garter belt attached to her lacy tops of her white sheer stockings.
She is obviously very excited because her clitty looks very hard and seems
to be secreting drops of clear fluid.  I can see her very kissable nut sack
right below and it seems very tight.  The effects of her exhibition on me
is that it is making me very excitable at seeing her expose herself to me
like that."  With that he gave a little moan and squeezed his stiff shaft
which was straining his pants material.  "How do you feel about exposing
yourself like that to me, a grown man?"

      "I like doing this in front of you, Daddy.  I like how showing you my
naked body is making your Thingy grow big like that.  It looks real big,
Daddy."  As I spoke he picked up a Polaroid camera which was on the desk
and took a few pictures of me showing off my Clitty. "Do you like seeing me
like this, Daddy, showing you everything I have between my legs?"

     Mr. Harding gave a low moan, "Oooh Baby, you look so hot the way you
are half-dressed," He picked up the hand-held tape recorder and spoke into
it again.  "I have taken a few photographs of Debbie, so that other
possible researchers may see how incredibly hot she looks.  Her effect on
me is undeniable lust. I am experiencing a difficult time trying to
suppress the desire to molest this willing Sissyboy.  The fact that Debbie
is not even a teenager yet does not curb the urge to deposit my seed within
her.  It is my firm belief that there are certain little ones that are on
this earth for the purpose of satisfying the needs of Older men who desire
the pleasures from the tender bodies of young boys and girls.  Debbie is
showing me her hard clitty, ad she is just so fucking hot, I can hardly
stand it."

     Mr. Harding then glanced over to the picture of his daughter, Debra,
on the desk for a few seconds, and took a deep breath and looked at my
clitty.  He then rose from his chair took two small steps and knelt in
front of me.  He then locked eyesight with me and said, "I love you,
Debra."  Next thing I knew I was seeing the top of his receding hairline
and then felt the wetness on my pinkish sac.  His flat tongue licked my
small balls and then it went straight up and licked the shaft from below.
His tongue was like a snake, it was curving around everywhere and licking
me up.  Then my clitty was engulf by his mouth. His head was moving up and
down as he suck my love stick.

     "OOooo Mr.....Oh Daddy! Daddy yes, yes suck your little girl Debra." I
also looked at her picture.  "Oh yes Daddy, I'm yours.  My body is yours
for your pleasure.  Do what you want with me Daddy.  Your little girl wants
to make you feel good."  When he heard this, he hooked an arm under each
knee and lifted my legs up.  I was fully exposed now to his hungry eyes.
My erect clitty, my baby jewels, and my rosy pussyhole were there on
display.  I felt him kiss and lick me all over and then he tried to
mini-fuck me with his tongue, pushing it in partly in.  "Yes Daddy, Eat
your Little Girl. Eat me Daddy.  I love what you're doing to me, Daddy."
Suddenly the walls caved in on me and I went black.  When I opened my eyes
moments later I saw Mr. Harding fucking me with about an inch of his
tongue.  I had just had one of my last dry cums.  Little did I know at that
moment that in about a week or so I would finally start having wet
 cums.

     Mr. Harding then stood up and went around the back of my chair.  As he
stood up there was no avoiding seeing his big hard cock pressing against
his pants.  I was concentrating on getting back to my senses when I felt
something warm on my neck. The initial sensation was that of a hot iron.  I
looked up at the mirror and right besides me, on my right shoulder, next to
my neck was Mr. Harding's big throbbing Man Cock.  I didn't hear or see
Mr. Harding unzip and take out his cock out as he came around my chair.  It
was quite a sight to see an 11 yr old sissyboy with large cock next to his
sexy face.  I felt the pressure of his hand on the left side of my head, so
I leaned my head towards his majestic manhood and cradled it between my
shoulder and my cheek.  I made love to his cock by rubbing the side of my
face on it and licking it the best that I could from that angle.  "Oh
Daddy, I love your cock, I love the way it feels on my
 face.  I want it make your cock feel good Daddy."

     Mr. Harding was drinking all this in by the reflection on the mirror.
Debbie was fully exposed, showing off her wet shiny clitty and her pussy in
front of him.  And seeing her attempt to lick and suck his cock from the
side.  "Yes, that's it my little girl.  Lick Daddy's cock. Try to suck in
it in your mouth and suck out Daddy's cum, just for you, Baby."  And I saw
him glance again at that picture of his daughter.  But I was having a hard
time trying to get the big cockhead in my mouth.  So Mr. Harding came from
behind my chair to the side and presented his engorged cock to me.  I
turned to the side of my chair and eagerly accepted his hot cock into my
mouth, past the red lipstick, to the soft warm bed of my pre-teen
tongue. "Oh yeah!  Take Daddy's cock into your mouth and suck me.  Yeah,
suck Daddy's Penis real good.  Yeah, Yeah that's it SUCK ME!!"  Then I felt
him grab a pigtail on each side of my head and he started
 fucking my mouth.  His first plunge made me gag slightly.  Gagging was
something I had promised myself that I wouldn't do and I had practice at
home with bananas, bottles, carrots, anything shaped like a cock.  After
the initial sensation of gagging I breathed through my nose and took more
of his Adult Hard Cock in my little girl's mouth. I held on to him by the
sides of his pants.  His cock was protruding from his open zipper.  I
looked to the side at the mirror and saw this middle-age man holding on to
the pigtails of this pantiless little girl, ramming his large cock into her
petite mouth. Actually, I loved the rough treatment I was getting hot
because my lover, Mr. Harding, seem to be enjoying himself.  I would look
up and see Mr. Harding looking over to his daughter's picture and then he
would close his eyes and say stuff like, "Oh Debra, my sweet girl, Oh Baby
you suck so good.  Oh yeah, suck Daddy's cock Baby.  Its so good to
 fuck your pussy mouth!  Yeah, make your Daddy feel good."

     I thought he would be cumming soon, but he stopped.  He was breathing
hard. My hair was released and one of his hand held my chin up.  He said,
"lets go over here".  I stood up from the chair and Mr. Harding put his
hand around my bare waist.  I couldn't help but see his giant cock was
sticking straight out from his zipper opening, so I reached over and held
on to it.  Within a couple of steps, his hand was on my butt and he was
squeezing it.  He led me over to the medium-sized futon and he turned a
lever on the side and the back of the small couch fell back.  It created a
small bed.  He said, "Let's take our clothes off first.  You take mine off
and I will undress you."  "Okay Daddy", I replied.


Chapter 6- First Times

     I quickly took off his tie and unbuttoned his shirt.  He was big like
a black bear with mostly dark hair on his chest, legs, arms, even his
back. Before I could reach for his belt buckle, Mr. Harding had already
unbuttoned the 2 buttons of my blouse and had taken it off.  He told me to
turn around so he could unzip my skirt.  The micro mini fell to the floor.
He rubbed and squeezed both of my round butt cheeks.  His hands felt
wonderful, "Mmmm Daddy, I love your hands on me."  I turned my attention to
one of my most favorite things about foreplay, taking the pants off a man.
For some reason ever since then, this has always been real sexy turn-on.  I
pull on the belt to unbuckle it, unzip, and unbutton the pants, push them
down, and reveal the glorious state of the Man's Penis.  In this case the
cock was right there in front of my face.  As I push the pants down I gave
his cock a couple of wet kisses.  He wasn't wearing any
 underwear.  So he was totally naked.  I loved looking at his naked hairy
body.  Remember in previous story, Part 1, I told you that Mr. Harding's
facial features reminded me of Simon, the English judge on American Idol,
except he was heavier.  His body was more like Randy, the other judge on
American Idol.

     Mr. Harding stopped with my blouse and skirt.  He said he liked me in
my lacy half bra, showing off my nipples, lacy garter belt, stockings,
frilly socks and my 3" school heel shoes.  We kissed and his hands roamed
all over my young body, paying a lot of attention to my rear end.  We both
knelt on the bed and crawled in.  As I l laid down next to him, I realized
this was the first time I was lying down on a bed with a naked man for the
purpose of having sex.  I silently looked forward to laying in bed with
many more naked full grown men in the future.  He wrapped me in his arms
and I had my face resting on his shoulder and neck.  His giant cock was
trading wet kisses with my Sissyboy Clitty.  We were dry humping each other
(well, maybe not so dry).  He brought my chin up and gave me passionate
open mouth kisses.  I could feel his urgency in the way his tongue invaded
my little girl's mouth. I sucked on his tongue, inviting him in
 to come deeper into my body and to take me.  After several minutes of
this, he slid his lips down my neck and chest to my erect nipples. I felt
so girlish, having a man suck on my breasts. "Oh yes Daddy, suck on my
little Titties.  I know they're small but that's because I'm just a little
girl and its the first time a man has sucked my Tits like this. I love your
mouth on my tits, Daddy." His hands were everywhere on me and I was
stroking his large hard dick up and down.

     I could feel the wetness from Mr. Harding's dripping pre-cum.  I knew
he wanted release for all the cum he had been holding back for a while.
See, that's another reason I love older men.  Older men don't cum right
away, they work your body and get you all hot and horny and it just feels
better.  Anyway, he was hot and horny already and I wanted to suck his cock
as much as he wanted to feed me his Male's sperm.

     he took a deep breath and breathe in the perfume of Debra's "Oh Debra,
it smells just like you."  Then he pushed me away and sternly said to face
the other way, nodding to his feet.  I turned around and he pulled me up on
top of him.  It felt great to feel his flesh under me.  My face was right
over his Cock.  In fact, his Dick kept hitting my face, seeking my
attention.  My knees were beside his head.  Then I felt that now familiar
sensation of my clitty being swallowed by his mouth.  I was compelled to
lower my face and put his dripping Sex Pistol into my mouth.  As I sucked
on him, I realized another "first".  This was the first time I had,, as he
called it, "69" with anyone.  I was sucking on him while he was sucking on
me and our hands were exploring each other's bodies.  It was fantastic.
From this angle, I could suck his cock and see his beautiful hairy balls.
To me, as an 11 yr old, they were huge.  I guess they
 were just a little larger than golf balls.  I dove in and kissed and lick
those balls that contained all that tasty cum, that I hoped I would soon
taste.

     His arms were all around me and he grabbed my cheeks of my buttocks
and was guiding me up and down to his mouth.  At one point he greedily
sucked both my little nut sack and my clitty inside his mouth at the same
time.  He was really working my "privates".  I entertained the thought of
doing that myself, but I could hardly get one of his testicles into my
mouth.  I just loved having this cock available right in front of me.  I
was loving this experience, but suddenly he pushed me away and I was
alarmed.  But he just rolled me over and got on top of me.  I wasn't
expecting this. I was pinned under his weight and his raging penis was
jabbing at my face.  I heard him moan, "Suck it Debra!  Put it in your
mouth and suck Baby!"  I struggled to get a hand in between us and move my
face to the side to make room for his entrance into my mouth.  Then he
raised his hips and there was room to maneuver, but not for too long.  As
soon as his
 cockhead felt its warm target, it plunged into my mouth.  I almost started
choking as it dropped to the entrance of my throat and the reflex to gag
became intense.  I heaved once or twice, but was proud of my recent
training just for such an occasion when a cock would penetrate deep inside
my mouth. Mr. Harding was overcome by lust and he wanted to really Fuck me.
He wanted release!  My hands were rubbing his naked sides and his thighs.
I was looking up as this fat cock that stretched the sides of my mouth and
pounded my face. I kept seeing his gorgeous hairy full balls slap my
forehead and eyes over and over again.  I sucked on him as much as I could,
but started offering just a warm tight receptacle for him to fuck and
deposit his hot sperm. My tongue and walls of my mouth tighten around the
sexual intruder again and again and again.  He was now moaning
uncontrollably and fucking my face hard.  He was Raping me, and I was
 Loving It!!  "Oh I'm fucking you, Debra.  Oh yes, I'm fucking my little
girl again.  Oh you feel so good to your Daddy!. Take it my sweet Baby
Girl. Takit, Takit,..TAKIT...AAAAAAHHH!!"  And he froze. Three seconds
later I realize that my mouth was fast filling up with Mr. Harding's Cum!
I took a quick swallow of the Creamy Man's Milk, but the cum was rushing
into my mouth. As I opened my throat to take a swallow more cum rushed in
and I got the quick sensation of drowning in cum.  I needed to breathe!  I
dislodged from his penis and he kept shooting his sperm all over the side
of my face, chin and neck.  But I was real horny too and I wanted him back
in my mouth.  So I took a deep breath and searched for his exploding Love
Tool to put it back in my mouth.  As I did that he shot more cum on my
forehead, my nose, before it dove into my mouth again.  I sucked and
swallowed his tasty white goop!  I smelled that very
 distinct odor of Man's Sperm all around me and I Loved It!

     Finally he stopped firing and just laid there inside my mouth.  I
softly continued to nurse on his cum dripping cock. I love sucking and
squeezing the last drops of cum with my lips.  There is nothing as
wonderful as feeling a just satisfied cock in your mouth, lying in a pool
of silky cum.  Mr. Harding's full weight was on me now and though he was
heavy, it felt good to have a man's naked weight on top of me. Finally
Mr. Harding came back to his senses and moaned softly, "Oh Debra Baby, that
was soooo good! ... You really know how to suck your Daddy and make me
cum. ... I want to fuck you forever...You are the best cunt I have every
had....I wish I could fuck you every night....I wish you were my Wife!
Would you like that Debra?"  Now I thought that would make an very
interesting marriage combination, a 55 yr. old teacher and a pretty 11
yr. old Sissyboy.  "Would you like that, Debra?" he asked again.

     I had nodded yes, but he couldn't see that nor could I talk with his
deflating but still large penis inside my mouth.  Finally I moved my head
and reluctantly slipped the drooling cock from my mouth.  "Oh yes Daddy.  I
would love for you to fuck me every day, Daddy.  I love your strong cock,
Daddy.and I love to drink your tasty Daddy's Cum."  I tried to put my arms
around his waist but my arms hardly went all the way around.

    So he slid off of me and said "Come ere".  I turn around and scoot up
to him.  "Oh wow!" he exclaims, " I really got you good.  You got Daddy's
cum all over your face!"  Indeed, as I sat up I could feel cum dripping
down my forehead to my nose and right eye.  Then I could feel cum running
down my neck and chest.  My mouth, with the red lipstick now gone, was
smeared with sperm all around it.  I was a general mess.  And he said, "You
look so beautiful with Daddy's cum all over you, Wait there."  He got up
and went to the desk and retrieved his Polaroid camera.  He snapped several
pictures of me in bed without any panties but with the half bra, garter
belt, stockings, frilly socks, and 3" Mary Janes.  My two pigtails were
half undone and only one of my earrings still dangled from ear.  My face
was a beautiful mess, according to Mr. Harding.  He took of picture of my
face full of his creamy white semen, with my mascara mixed
 with his cum.  They were good pictures of a Sissyboy who just got
Face-Fucked!  Then he put the camera on the floor and joined in bed again.
He kissed me and started licking the cum off my face. Intermittently
kissing me on my mouth and sharing the cum with me.  I loved being treated
that way.  When he was just about through I shifted positions and got my
face between his legs and started my own clean up.  I licked off his cum
from his cockhead, his shaft and his balls.  Wherever I saw any cum I would
lick it and swallow it, on his thighs, his belly, There was even a streak
of cum across his nipple which I licked and sucked.


Chapter 7 - Future Plans

     Then it was almost over.  He said that we should go into the shower
and get cleaned before my parents would return.  We walked down the
hallway, hugging and touching each other, him naked and me, in my remaining
girl's lingerie.  In his bathroom he stripped me naked and we both got into
the showers.  With soapy hands we were all over each other's body, not
leaving any inch of flesh untouched.  I was still hard and in the spray of
the water, Mr. Harding took my clitty in his mouth.  It wasn't long before
I had to hold on to his head as my legs got weak and I blacked out for a
few split seconds.  We finished and dried each other and walked naked to
Debra's bedroom.

     We definitely entered a girl's room and I sat on the bed and retrieved
the clothes I had brought with me.  Those garments which I thought were so
sexy, now seem like kid's play.  After wearing real girl's underwear and
clothes that fit, the clothes I was going to put on looked so
rag-tag. Mr. Harding reminded that next time I should wear my ordinary
clothes and I would change there in Debra's room.  I was still going to
have to walk out of the front door to get to my house.  Later that week
Mr. Harding put in a gate in the backyard which made it easier to walk back
and forth without being seen from the street.

     Mr. Harding stopped me as I was about to put my own clothes back on.
He told me to lie down on the bed face down and that he had something for
me.  He then went to a drawer and got some things, came back and sat beside
me.  Then he asked me, "Do you want me to fuck you?"

      I didn't know if I was ready to receive him, His Dick seem so big for
my little pussy hole. Nervously I said, "Yes Daddy.  Are you going to fuck
me now?"

     "No not right now, but I need to get you ready to be able to get
fucked without it hurting a lot.  I don't ever want to hurt you, however no
doubt its going to hurt a little the first time, But if we prepare you, the
pain will be very minor and the pleasure will be great. Okay, so I want you
to open your legs.  I going to lubricate you pussy and I am going to put a
butt plug in you.  Now I have several of these, but we are going to start
off with the smaller, slimmer one.  I'm going to slip it in and and I want
you to wear it everyday, through out the day, even at school.  Maybe, next
week if you have been faithful in wearing the plug, we'll see if I can
somehow give you the next bigger one for you to wear. After a while your
opening will be used to have a hard object in there, that you will be able
to take Daddy"s cock! Okay?"

     "Okay", I said, a little leery, but anxious to start the process of
getting Fucked!  I opened my legs and Mr. Harding put a couple of pillow
under my waist to raise my butt and make it easier.  Then I felt his cold
finger with the lube start to probe my pussy lips. It felt good to have him
play with my ass.  He started to slip the tip of his finger in and out just
outside my opening.  He told me I had a beautiful pussy.  He said that men
would forever love the way my pussy looked because he said that I had
unusual anus lining right inside my hole.  He said that when you opened me
up a bit the lining had small folds that looked a lot like pussy lips.  He
said that he had only seen that one other time.  He worked his finger in
and out of my hole, deeper and deeper. It felt very uncomfortable at first,
but it got easier as it went on.  After a while he was moving his finger in
and out of my pussy like a piston.  He said I was real
 tight, even though I thought I had opened up pretty good the way he was
finger fucking me.  He then told me he was going to put the butt plug
inside me. I had really being enjoying the finger-fucking and could hardly
wait for the real thing!  He lubed the plug and started inserting the plug.
As the tip went in, I thought this was a piece of cake.  Then as the plug
got wider, it started to stretch me. As it was sliding in, suddenly there
was pain and I screamed.  Mr. Harding stopped and told me to relax, that it
was normal, and that the pain would go away soon.  No way I thought, I
wanted out!  I wanted to get fucked, but this hurt!  I was about to tell
him to take it out but the pain started to subside.  Then a couple a
minutes later Mr. Harding pushed in the plug a little more.  There was pain
again, I muttered my discomfort and we waited a little bit again.  He
followed this process a few more times until I suddenly felt it pop in
 and I felt my opening close around it.  I laid there for awhile as
Mr. Harding told me how wonderful it would be to fuck me in the ass. Lying
there naked with my legs open in his daughter's bedroom I felt like asking
him if he had ever fucked his daughter Debra.  I mean, there were many
instances while we were having sex that it seem like he was envisioning
fucking Debra.  After all I was convinced that he had named me Debbie after
his daughter.  Anyway, with a new plug in my ass, I wasn't completely at
ease to ask such a deep question.  Soon I felt no pain at all.  It still
felt uncomfortable feeling a thing inside my butt, especially when I stood
up.  However, at the same time it felt sexy to think that in the near
future it would be replaced by a real live man's cock.

     As I dressed, I did ask him if he had talked to my real Daddy in the
last two weeks about the idea of having sex with me.  He said that he was
trying to be real careful, because after all he was a cop and he had to be
careful how he approach it.  However, he had seen how overly friendly he
was with his daughters and that might be a way of approaching the
subject. He said he would feel him out by first talking about his
relationship with his own daughter, Debra without doing too deep into it
first and see how he would react.  But he assure me that he would work on
it.  Again as I was about to ask him about any sex between him and his
daughter, he beat me to the punch by telling me about the future "research"
for Prof. Harding in our role playing.  He asked me what would I think
about having other "researchers" "experimenting" with me.  "You mean have
sex with other men?" I asked, not sure if I had heard it correctly.

      "Well, yes," he said in a kidding role play way,,"but it would be for
professional purposes only.  But I do want to wait until you pussy is ready
to be fucked before I invite any of my "colleagues" over.  What do you
think?"

     I had a butt plug that was occasionally hitting my prostrate and I was
feeling horny already.  I thought of replacing that plug with real spurting
cocks of other men was exciting.  "Well, yes.... I guess I'd like
that....who are these men?  Do I know them?"

     "Well, they are men who have a great interest in Sissyboys, like I do.
I know that they will just fall in love with you.  I don't know if you know
them, you might.  But they are normal men who you would never suspect that
they love Sissyboys.  So that's great that you are willing to have other
men "experiment" with you!  When I see that you are ready to be fucked I
will let them know about you and set up date for "Project Research Debbie".
He chuckled and I nervously giggled too, realizing now that we were
stepping into new territory.  There were new things happening every time
and now there was the possibility of another of my dreams coming true.  I
would have multiple men to make love to me and for me to satisfy. The
thought made me squirm on my butt plug and that made me hornier.  I had
been there a long time, otherwise I would have suck his cock again.  In
fact, I asked him if I could suck his cock, but he had enough sense to
 acknowledge the lack of time to do it.

     There was one more matter to discuss, our next date.  This was
something I meant to discuss with Mr. Harding earlier.  It had been
difficult to be alone to be able to come over in the last two weeks.
Mr. Harding was proposing maybe next weekend we could try it again.  I had
a better proposal.  Last week, after having gone through a whole week of
not being able to come over, I came up with a plan.  This week I started
not turning in my homework for English.  My plan was to have me getting
"F's" and "D's".  I would talk to my parents about needing help and then
suggest that you, being a retired teacher and a substitute teacher now,
might be able to tutor me.  Then I could come over several times during the
week after school and not worry about the reason why I was over here.  I
confirmed the fact with him that his wife worked as a secretary or
something at the church until 6pm.  Mr. Harding was floored by how much
thought I
 had given to this idea and was very impressed on how much I wanted to
continue having sex with him. He said it was an excellent idea and that he
would drop a hint about his substitute teaching and that he could use some
more work, leaving the door open for me to bring up the subject with my
parents.

     Mr Harding said that he would have to hurry to pick up all the fun
clothes I had used and had left in the office, the bathroom and in Debra's
room.  Mr. Harding put his arm around me and held me close to him as he
walked me to the door.  He was still naked and I felt so sexy walking with
him like that.  At the door he leaned down, picked me up with one of his
hands on my ass and an other arm around me.and gave me a passionate open
mouth kiss.  There was still the taste of sperm in our mouths, I loved it.
Then he looked into my eyes and said, "I love this."

     Looking into his eyes I responded, "I do too....Daddy.".  He put me
down, gave one final squeeze to my butt.and opened the door.  I smiled and
walked out.  Swinging my ass just for him.  When I reached the sidewalk I
ran to my house, with thoughts of the other wonderful things to cum.


(If you like further background information on this story, read "Sissy
Debbie - Beginnings" in Nifty's Transgender section March 10, 2009.)