Andy s Summer Vacation
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What I Did On My Summer Vacation free porn video
WHAT I DID ON MY SUMMER VACATION.
BY
JANICE
My name is Ross, I am sixteen years old, and due to a bout with Scarlet
Fever when I was young, I stand four feet eleven and a half inches tall
and weigh in at just less than one hundred pounds. To add to my problems,
my mother has a few brain cells missing and for some reason known only to
her she has been dressing me as a little girl since I can remember. I
liked wearing all the cute frilly dresses and being treated as a little
girl. I was not raised as a girl; I live as a boy but on many occasions I
become Nancy; especially when depressed for some reason. Some people
drink, some overeat, I cross dress.
Many times when being given a hard time at school because of my size, I
would come home and put on a cute dress and tell mom my sad story. My size
was the main factor in my life; because of it I had never had a
girlfriend. I was always looking girls right in the breasts, some might
say that that may be fun but I didn't like it. For the same reason I had
no buddies (I don't want to say boyfriends.)
It would not be a strange sight to see a mother and her little girl at the
mall or just walking down the street with the girl holding her mother's
hand. It seemed that when I became Nancy on the outside, I also became her
on the inside. I loved going places with my "Mommy" and just being a
little girl.
The new school term started last week and, as usual, my class was assigned
by our English teacher to write an essay about "What I Did on My Summer
Vacation." Well, there is no way I could write what I did so I had to
write the usual crap, like I went to camp and shit like that.
If I were to write the truth it would go something like this...
I had been looking forward to this summer for about three months or so. My
mother and I were going to spend it with her sister who lived in another
state and knew all about Nancy and invited her especially. This meant that
I could be Nancy for the entire time 24/7 for as long as we were there, an
undetermined amount of time. We were packed and ready to go as soon as
school let out. Our stuff was in the station wagon the night before; I
slept in a waltz length night gown and as a special treat was able to
sleep with my mother.
I hardly ever did this (remember, I am really a sixteen year old boy)
except when there was a thunder storm, I am afraid of the thunder. Mom
would hold me in her arms and I would hold Elsa, a stuffed doll, in mine.
We woke early the next day and after breakfast got dressed for our long
drive to Aunt Elsa's. I dressed in my favorite dress. I brought my
favorite, and only, doll with me, I called her Elsa, after my Aunt who
gave her to me many years ago as a birthday gift. I've had it for years
and so loved it. Fortunately when I dress as Nancy I do not have to use
any padding as most, if not all, of the cross dressers I have read about
have to do. The most I wear is a slightly padded training bra.
My dress was one of the prettiest and oldest I have and was getting pretty
threadbare and we, mom and I, have been looking for another one but have
not seen one anywhere. Mom said that maybe we could have one made, I would
like that.
I put on my panties and training bra and lace tights and went to my
mothers room so she could help me get into my dress; I could do this
myself but mom loved helping me and I liked being pampered so, what little
girl wouldn't? There was only one button at the back of my neck but there
was a big bow in back at my waist that I could never in a million years
tie. I was already in my Nancy persona and would be for the next three
weeks or so, sixteen year old Ross would not exist for this time. The most
time I had ever been Nancy was maybe a weekend every so often, I was going
to just let loose and be the ten or eleven year old girl that lived in me
and wanted to get out.
Mom did my hair and let me use a little lipstick. I sat in the car next to
her and enjoyed the scenery. It was a long trip with a stop for lunch
about half way there.
We ate at an outside food place and shared a table with another woman, her
husband, and two kids, a girl, Alice who was around my age, (10) and a boy
about twelve who was a pain in the ass. All he did was tease Alice and I.
I so wanted to punch him out but that wouldn't have been lady like. I did
shove him to the ground when he grabbed Elsa from me and was going to
throw her to the ground. We stayed there for about an hour. Alice and I
became friends and I let her play with Elsa and she let me play with her
Barbie Doll. That was a lot of fun because my Barbie doll was lost a long
time ago.
Aunt Elsa was glad to see us and after a round of hugging, and being told
how cute I was, we unloaded our things and took them to our rooms. Mom
would have the other bedroom and I would have the spare room. I got the
shock of my life when I saw my room. Aunt Elsa had fixed it up to a
typical girl's room. There were dolls and stuffed animals on almost every
flat surface. The bed was a canopy bed and the spread was all ruffles,
ribbons and bows. The dresser had a teen starter make up kit.
Mom told me to change my dress so I put on a top and shorts. I looked at
myself in the mirror and put a little eye shadow and lipstick on. I liked
the way I looked. I had, a few times, tried to dress what you might call
age appropriate, like a girl in her mid teens and looked quite good but I
would rather be a ten or twelve year old girl, it was so much more fun and
I didn't have to be so careful of how I acted, little girls are so free of
inhibitions. I had one habit, I liked to talk to Elsie and tell her what I
was thinking. I have been told that this is not so unusual for a girl my
age.
"Elsie," I said to her as I dressed, "we are going to have so much fun
here. Aunt Elsie says that there some kids my age here and a nice girl
lives just next door. I hope we can be girlfriends, maybe even best
girlfriends. I can really have some fun. I never had a best girlfriend,
for obvious reasons. I hope she has a lot of girl toys to play with and
some friends. I am tired of playing by myself, (note* I said by myself,
not with myself, Quite a difference don't you think)?, all the time. This
should be an interesting few weeks, as long as I don't screw up and people
find out that I am not such a sweet little girl but really a sixteen year
old boy."
I went downstairs and had supper with mom and Aunt Elsie. After helping
with the dishes we sat on the back porch where Mom and Aunt Elsa were
talking and I was sitting in the rocking chair with Elsa on my lap
brushing her hair.
"Hi there. Mind if we join you?"
Coming around the corner of the house were a woman and a girl about ten or
eleven. Just my age.
"Come on in." Aunt Elsa said, "I want you to meet my sister and my niece.
"Hi." The girl, Lydia said. "I like your doll. What's her name." she stood
next to my chair. I told her my doll's name and we began to talk. After a
few minutes Aunt Elsa asked me if I wanted to show Lydia my room and toys.
I took her hand and led her to my room, which she loved. She said she
never saw so many dolls in one place and told me I was a lucky girl. She
told me all about the neighborhood and who was who and where kids hung
out. We sat on my bed as we talked. I felt so comfortable with her.
When it was time for her to go she hugged me. This was quite a thrill
because I have never been hugged by a girl, although this girl was only
eleven, I still got a thrill in her arms. Lydia was eleven so I told her
I was too.
The next day it was raining and I thought I would be stuck in the house
all day. At about ten in the morning I got a call from Lydia who asked if
I could go over to her house and listen to some tapes. I thought that may
be fun and it would give me a better chance to see how a real girl my age
would act, her wants and what she likes; this might help me in my world of
Nancy.
I saw that she was in a skirt and thought I should go home and put one on
myself, I was wearing stretch pants. I don't have much of a penis but when
I wear tight pants I do have a small bulge so I wear a thick sanitary
napkin under my panties; this gives me a smooth area where I should have
one.
She was in her room listening to tapes. We hugged when I walked in her
room. She was one of the most beautiful girls I had ever seen and if I met
her as Ross, even with the age difference, I think I would like to be with
her.
We listened to music and danced with each other until her mother called
and said it was time for lunch, I was invited to stay.
It was still raining after lunch. I was getting bored although I enjoyed
being with Lydia I wanted something else to do. The phone rang, Lydia
answered. She hung up with a smile on her face. "That was Beth. She wants
to come over. She is my best friend and always finds something to do. She
lives on the next block and will be here in a few minutes. You will like
her, she is so much fun."
After about five minutes a soaking wet girl came in the bedroom where we
were dressing our dolls. She was a pretty dark haired girl about our age,
ten or eleven. She was drying herself off with a towel I guess she picked
up some where.
"Hi," she said, "I'm Beth, you must be Nancy." She hugged me. She went to
Lydia's dresser and took some clothing out and to my surprise she stripped
her wet clothes off right in front of me. It took almost a second before I
remembered girls did that. I could see that she was wearing plane cotton
panties and a training bra which she padded a little, like I do; and I am
guessing Lydia does. She put on the dry shorts and top that she took from
the dresser.
She got the idea to play dress up. Dress up was fun, I had never played it
at home but I am sure that I will in the future.
Dress up is when a young girl plays grown up and wears her mother's
clothes over her own. Lydia's mother had given her a lot of her old
clothes so she had a lot to go around. I chose a cute green evening gown
that came almost to my ankles but was really knee length. It had stiff
material under the skirt that pushed it out from the waist; I would have
liked it to fit because it was beautiful. Lydia gave me white high heels
and a white feather boa to wear with it. My shoes were several sizes too
big. I looked just like I was supposed to be, a young girl wearing her
mother's things. Beth and Lydia looked just as ridicules as I did.
We played that we were three ladies out for lunch with their babies, our
dolls. I guess I should have felt like an asshole but I didn't. I felt so
good and I was having a great time. Lydia's mother came to check on us a
few times and told us how grown up we looked. I think I can honestly say
that I had the best time of my life there playing grown up with these
eleven year old girls.
My mother called in mid afternoon and I had to go home. The three of us
"grown up ladies" kissed good by and I went home a happy girl. I never
thought I would have so much fun playing with girls so much younger than
I.
I told my mother all about my afternoon over supper.
That night there was a thunderstorm and I went to my mother's room to
crawl in bed with her. I lay in her arms and held Elsie in mine. Mom asked
me if I really had a good time with my girlfriends and I told her I did.
Then she told me we were staying all summer and asked if I would like
that. I told her I would love that, all summer without being teased
because of my height and young looks. Even with that, my summer would be
boring as usual, no friends, nothing to do and stuff like that. Here I
would have friends, at least two best girlfriends and who knows how many
more. If I had to spend all summer as an eleven year old girl I would
gladly do it. (And I did).
The next day was beautiful, Lydia, Beth and I planned to go to the beach
right after lunch, and the beach was two blocks away.
I wore my two piece, naturally I stuffed the bra. I wore a sundress over
it. I went to get Lydia. Her mom told me she was in her room and told me
to go right on in.
Lydia was in just her bathing suit bottom and was just picking up her bra.
I saw that I was right, she, like me, stuffed her bra. She slipped her
arms through the straps and asked me to help her hook it for her (My
mother always had to help me with mine).
I saw that she stuffed hers with what looked like shoulder pads from
dresses with big shoulders. That was a good idea and thought I would give
it a try, I think my mother had some old dresses with pads.
The beach was only about three blocks away. She put on a denim jacket and
we walked there.
We found Beth, put our stuff down, and hit the water. The water was just
the right temperature. There were a lot of kids our age there and some
older, the older ones left us alone. After about a half hour the three of
us were laying on our blankets when three boys took the place next to us.
I never gave it a second thought until Beth whispered in my ear that she
liked one of them and Lydia liked the other. "So what?" I thought to
myself. I found out "so what" a bit later when Lydia and Beth ran off into
the water with two of the boys. I was left with Mike.
I was getting nervous talking to him so I ran to the water to be with my
girlfriends, Mike followed. He kept trying to dunk me and splash me like
Tom and Dick were doing with Lydia and Beth. I almost decked his ass then
I realized that is what young boys do when they are with girls they liked,
did Mike like me? Was I ready for this? I don't think I had to worry about
him touching me between my legs, I don't think I even had to worry about
him touching me at all.
I stayed in character and let him dunk and splash and was soon enjoying
myself. After awhile we sat on the beach and I noticed we sat boy, girl,
boy, girl.
Well, I was spending this vacation with the idea of seeing how a young
girl lives so I watched what my girlfriends did and did the same. They let
their boyfriends put their arms around them so I let Mike put his around
me. He inched a little closer until our hips were touching. Were Beth and
Lydia going to allow Tom and Dick to kiss them if they tried? Would Mike
try to kiss me? Would I let him?
Tom and Dick did kiss Beth and Lydia but they knew each other, would mike
try to hit on me? He did. It was the most awkward kiss I ever got. First
he almost missed my lips completely and got the area between my lower lip
and chin. On his second try he got on target but it was not what I
expected. I had forgotten that he was only twelve and knew very little
about kissing a girl, I might have been the first girl he ever tried to
kiss...this boy needed some lessons and I was not about to be the one to
give them to him.
By the time we had to go home he was a lot better and I was actually
enjoying them, well, a little anyway. Lydia and I went to my house to
change out of our suits. As we passed my mother, Lydia said to her, "Nancy
has a boy friend." This was not only not true but a bit embarrassing. Mom
just looked at me. We changed in my room. I had no problem taking off my
top in front of her but, naturally, I could not change bottoms in front of
her so I went in my bathroom and changed into shorts.
At supper I had to explain to mom and Aunt Elsa what Lydia meant when she
said I had a boyfriend.
We saw the boys a few more times that week. I was even beginning to look
forward to seeing Mike.
The second week he asked me out to the movies. Now I had been having a
great time playing a young girl and I even got used to Mike and I being a
"couple" but was I ready to go on a date with a guy, any guy?
I asked my mother and Aunt what I should do; they left it up to me. I
thought long and hard about it that night and before falling asleep I
decided that I would go out with mike. I was only going to be here for
another month and I did want to experience what being a pre teen girl was
like, I figured, what the hell girl, go for it.
He seemed quite excited when I told him that I would go with him. I
thought that on Saturday I would get dressed and go to the movies and that
would be that. Not so for a young girl.
First, we, Aunt Elsa, mom and I, had to decide what I should wear; I was
all for a pair of genes and a tee shirt.
Mom and Aunt Elsa were not satisfied with my choice. They said a girl must
look her best on her first date with her first boyfriend. I wish they
wouldn't talk like that but I guess they were into my roll as I was, even
more so.
After selecting several outfits we, (we = they,) decided on a short, but
not too short, skirt and a top, pantyhose, my padded bra and white tennis
shoes.
Then I got the completely unnecessary lecture about letting boys touch me.
I though it was not necessary because, one, I am a boy and know where to
not touch a girl (not that I ever had the chance to) and two, I don't
think mike knew what to do and if he did he was probably getting the same
lecture I was getting.
We saw mike coming up the walk and mom sprayed me with a bit of perfume.
I had a good time at the movie and did not have to stop him at all; as a
matter of fact I had to get him to put his arm around me. We did a little
kissing and I did at one time put his hand on my breast. I knew that when
I went home I would maybe never leave the house as Nancy so I was going to
take advantage and go as far as I dared during these next three weeks, I
did find kissing him quite pleasant after awhile and the fact that I am a
boy, and sixteen, and almost four years older than him, seemed to not
matter.
He took me to a Berger place after the movie then walked me home. It was
so pleasant walking with his arm around my waist that I deliberately
walked slower than normal and I think he enjoyed it too because he made no
effort to speed things up. We finally arrived at my house.
Mike and I faced each other and I saw out of the corner of my eye that my
mother was peeking out of the window, was she spying on me? I would give
her something to worry about.
I took mike in my arms and kissed him while putting both my hands on his
ass and pulling him against me. We parted and I took his hands and put
them on my breasts hoping mom was watching. I was thinking about reaching
between us and grabbing his dick but that repulsed me as soon as I thought
about it. A few more kisses and he had to go but he invited me to his
birthday party the next week. When he told me that he was going to be 12.
I dam near shit, I thought he was already twelve or even thirteen. Did I
just go out on a date and make out with an eleven year old boy? That was
scary.
Mom was just inside the door and started asking me a lot of questions. I
told her that I knew she was there and did what I did just to bust her
chops. In bed that night I knew something was going to happen so I took a
sock with me. For the first time in many months I masturbated. I didn't
think of Mary Rogers in my math class, or Beth Delaney in my English class
or any of the girls I use for inspiration, I thought about eleven year old
Mike; I knew how absolutely wrong this was but I could not help myself. I
put the sock in my wastepaper basket and got rid of it in the morning.
When I told mom that I was invited to mike's birthday party next week, (I
made it a point not to tell her how old he really was. If I had to, I
would lie.), she insisted that I get a new dress. Because I did not think
that I would be going to a party while here, and I did not have a fancy
dress in the first place. {This was awhile ago when boys and girls got
dressed up to go to parties, not like today where anything goes.}
The three of us went shopping for a nice dress. There was the usual
bickering between Aunt Elsa and mother on which dress was prettiest; I
didn't seem to have a choice in the matter. The outcome was that mom
bought the one she liked best and Aunt Elsa bought the one she wanted.
When would I ever get a chance to wear both dresses?
I showed my girlfriends, Lydia, and Beth, my dresses, both of them. Of
course they had to try them on changing right in front of me. What a
situation. Here I am, a sixteen year old boy in a room with two young
girls (Both pre pubescent, both almost naked) and I feel nothing; but
thinking of the eleven year old boy I had in my arms just last night and I
get an erection. I always wear my tight panty girdle to hide things like
that. They both looked so cute in my dresses that I knew that, if I was
here any length of time, at least one of them would be borrowing one.
I saw Mike everyday that week and taught him a lot about what to do with a
girl; he could use the experience when he grew up.
I found out that there were going to be a lot of boys and girls at the
party. My two girlfriends and their boyfriend's were invited so I would
not feel too out of place. Lydia and Beth seemed shocked to learn that
Mike was going to be only twelve, they, like me thought he was at least
thirteen already, he was so big for his age. I guess that makes us even
because I am so small for my age. I looked so cute in my dress. It was
more of a gown because it was ankle length and had a low cut neck that
showed a little cleavage which I got by running some tape across my chest,
that and my padding made me look a little older. I don't think I ever
looked as pretty as I did in that dress at that party.
Although I knew I wasn't, I felt like I was the prettiest girl there. He
only lived a few blocks away so mom drove me there and gave me a lecture
before I got out of the car. It was the usual lecture that a young girl
who was going to her first boy girl party would get from her mother, I had
heard this all a few weeks ago when he took me to the movies.
I gave Mike his present as soon as the door opened. Mom was still watching
from the car so I decided to bust her chops a little again; I kissed Mike
there in front of her.
The party was fun, Lydia and Beth and a few other girls were there as well
as an equal number of boys. I counted myself among the girls naturally.
The girls were all so pretty in their fancy dresses and the boys in their
suits. Some of the girls were really pretty and I sort of wished I was
there as myself but then I am fifteen and would have never been invited to
a party with such young people. Would this be a boring party? Would they
be playing kids games? I knew there would be no grown up games.
Mikes mother and father told us to behave; they were going to be in the
finished basement and would be right up if they heard too much noise.
The party was so fun and I didn't feel out of place there even though I
was the oldest there, by a few years. Well. We did finally did get the
kissing games and believe it or not, I had a great time. I got to kiss
every boy there which I thought would be disgusting but turned out to be
the best part of the party.
When the cake and ice cream was served I took Mike out to the back porch
and we sat on the swing. He put his arm around me and started kissing me,
I had planned on this and let him, it was so fun playing the helpless
little girl to a twelve year old boy.
If this party was for people my age and I was not a "Little Girl" but
myself, I think I would be thinking about getting into the pants of the
girl I had in my arms; I had no problem with that happening here because
kissing was as far as this little boy who had me in his arms knew how to
go, and I wasn't about to show him anything farther.
After awhile I looked around and saw that the entire party was paired up
and making out all over the place. The party broke up and I kissed Mike
good buy. I knew that now, and for as long as I was here on vacation, Mike
and I were boyfriend ad girlfriend.
Lydia and Beth teased me a little the next day about "Robbing the cradle"
because I was eleven and my boyfriend was only twelve and their boyfriends
were thirteen. I didn't care and thought that if I did go for an older boy
he might be a bit more forward in making out and I didn't want to take a
chance, besides; I really liked Mike.
In the next few weeks I drifted away from Lydia and Beth and spent a lot
of time with Mike. He was so much fun to be with and he did take me out a
lot, to the movies and stuff like that. I did hang out with my girlfriends
some but mostly I was with Mike so much that they said we should get
married.
My two or three week stay turned out to be all summer. Labor Day was in a
week and mom and I had to leave a week before, which means this Monday. I
was so sorry that I had to go back home and be myself again, I hated that.
Mom and Aunt Elsa said I could have a party and invite my friends for a
going away party. I begged mom to buy me a new dress that I had seen the
many times in the mall where my friends and I hung out. I was so thrilled
when she said she would get it for me.
Lydia and Beth came with mom and me when we went to get my new dress. I
had tried it on several times and knew it was a very fancy dress and I
probably would never get to wear it anyplace, but I wanted it, so I got
it. It was all white with taffeta and a stiff petty coat that pushed the
skirt out. I felt so pretty in it.
Lydia and Beth teased me about wearing it to Mike and my wedding. We did
find out that it was a Flower Girl Gown later when we paid for it. Mom
bought me white tights and white shoes to go with it. I knew Mike would
drool when he saw me in it.
The day of the party I was the only girl dressed so fancy, the other girls
wore plane dresses.
This was to be my last day there so I would make every minute with Mike
count. We made out almost constantly and I even let him put his hand on my
breast which had a little extra padding for the occasion.
The problem with wearing such a pretty dress was that I had to be so
careful not to get it dirty or soiled, that meant being a little lady the
entire time.
The party over I kissed my girlfriends goodbye, which was sad, I would
miss them but the hardest was saying goodbye to mike; I knew I would miss
him more than my girlfriends.
Would I ever see any of them again?
Will I get to wear that dress again?
I knew my life as Nancy was not over, I would always be her, and I am
thinking of dressing a bit more grown up, maybe a teen age girl; that may
be fun.
Well, that is what I did on my summer vacation; now all I have to do is
think about what to write.
Liesl
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