Date: Thu, 19 Dec 2013 23:02:19 -0500
From: Andi <SissyAndi@Safe-mail.net>
Subject: Trailer Park CD 04 (Tramsgender-Teen)

Disclaimer:

My stories contain explicit descriptions of consensual and Non-Consensual
sexual activities and are not suitable for reading by anyone under the age
of 18, or anyone offended by reading such material. These acts include
bisexual activity, cross-dressing and other fetishes and perversions. All
characters and events are complete and total fiction and comes from the
twisted and perverted mind of a long time cross dresser.  All Stories are
the property of the Author.

Any feedback would be greatly appreciated. Thanks.  You can Email me at
SissyAndi@safe-Mail.net .

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Background Information

I am Scott, at 13 I lived with my mom and my half brother in a run down
trailer at the edge of town.  We live in a fairly large trailer park.
There were a lot of kids in the trailer park ranging from 6 to 17.  Some
were very pretty girls.  My half brother David was 17.  Mom had him from a
previous marriage and then married my Dad, My dad left Mom when I was 6.

Mom was a single woman but worked hard trying to support two growing boys.
She had recently took a job at a run down strip club in a bad neighborhood.
She tried to convince us that she was not dancing but waiting tables.  I
knew better after I found some of her dance costumes one night while
exploring her bedroom.

She left every afternoon around 6 and never got home before 2 in the
morning, sometimes even later.  She left David and me alone to fend for
ourselves.

I had heard some of the girls in the trailer park talk about how hot David
was.  He was 6'2", still a little thin but he had started to grow a
mustache to match the black hair on his head.  I felt so small beside of
him, then I was just under 5 feet tall, barely 100 pounds.  I had blonde
hair and blue eyes.

David never seemed to have trouble getting a date and I am not sure why.
From what I seen, he was always rude to the girls and treated them like
dirt but the worse he treated them the more they liked him.

********

Trailer Park CD 04

I was having a wild and erotic dream.  I was dressed in lingerie and
stockings.  My boyfriend Art was standing over me, He was playing with his
hard cock, occasionally he would rub his cock head against my lips coating
them with pre-cum.  God I wanted him to do more than just rub his cock head
against my pink painted lips.  I wanted to suck his delicious cock and
swallow another tasty load of cum.

I came awake with a start.  It was not a dream, but it was not my
boyfriend, it was my half brother David who was standing over me, he was
nude and his cock was pressed against my lips.  When I opened my mouth to
protest he thrust his hips forward and pushed the entire length of his hard
cock into my mouth.  Instinct took over and I began to suck his cock like a
common whore.

David pushed more and more of his cock into my mouth and caused me to
gag. He was nice enough to pull back allowing me to catch my breath.  I
started to complain but he cut me off with a light slap.

He reached down to pull the blanket off of me exposing my nearly nude body,
All I was wearing was my Moms pink lace panties that I had worn to bed the
night before.

"I have been thinking of what we did last night, how I had pretended to
fuck you.  I need to cum so bad this morning and pretending is not enough
anymore.  You know I am going to fuck your sexy sissy ass at some point but
I will settle for a good blow job right now."

He was bigger and so much stronger than me that I knew he would make me do
whatever he wanted me to do and it was best not to make David mad and
besides it would not be the first blow job I had given so I decided to do
my best and get it over with as quickly as possible.

David climbed onto the bed and laid down beside of me.  He had me scoot
around so that my butt was toward the head of the bed and my face was over
his cock.  We were in the position allowing David to play with my butt and
crotch.

As I took the head of his cock back into my mouth I felt his hands roaming
over my panty clad butt.  I sucked on the head of his cock for several
minutes before I finally started to bob my head up and down taking more and
more of the shaft in my mouth.

I was on my knees now working his cock deeper into my mouth when David
pulled my panties down to my knees.  He surprised me when he squeezed my
cock causing it to throb.  He slapped my butt and told me to start jacking
off my sorry excuse for a cock.  My cheeks were burning from embarrassment
but I started stroking my small cock like I was told.

As I sucked David's cock and jacked myself off David spread my ass checks
and pushed a finger inside of my ass.  Oh God did that feel so good.  I
continued to play with my cock as he fingered my sissy ass.  I knew I was
heading for an incredible orgasm and the feelings intensified when David
worked a second finger into me.  I was sucking David's cock for all I was
worth and pushing my butt back to meet the thrust of David's fingers.

I was working my mouth up and down the shaft doing all I had learned in the
few blow jobs I had given my friend Art.  With my free hand, I reached over
and squeezed his balls as I sucked him.  I wanted to make David feel as
good as he was making me feel.

I knew I was not going to last much longer and when David forced a third
finger inside of me I came hard.  I covered David's thighs with my cum.
Seeing that I had finished shooting my load David pulled his fingers from
my butt.  I was already missing the feel of being stretched.

David placed his hand behind my head and started forcing his cock even
deeper into my mouth.  His cock head seemed to swell even bigger and was
throbbing, I knew he was close but I was still surprised when he forced the
entire length of his cock deep into my mouth and held it there.  I tried to
relax and swallow as he shot load after load down into my mouth.

When he was through shooting he pulled his cock from my mouth.  While he
laid there recovering I started to lick my cum from his thighs cleaning him
up.

"God that was good, we will definitely have to do that again."

I tried to avoid looking him in the eyes.  David slapped me again before
grabbing my hair and forcing me to look at him.

"tell me that you liked sucking my cock and you want to do it again."

When I did not do as I was told he start twisting my hair causing me pain.
Finally I gave in and said, "I loved sucking your cock and tasting your
cum, can we please do it again!!"

David let out an evil laugh, "I just told you to say you liked sucking my
cock but I like your version better."

He made me kiss the tip of his cock one last time and thank him before he
pushed me away, got up and started to head back to his own bedroom.  He
stopped at the door and turned around.

"Oh tell Art you can not go to the party with him tonight, you are going to
a party with me and Clay."

"But I have already promised Art I would go with him."

David laughed, "I am sure you can make it up to your boyfriend later, just
do what I tell you and no one needs to know about your secrets."

After David left I put on a T-shirt and a pair of shorts that I had almost
outgrown.  They were tight but fit easily over the pink panties I had been
wearing since the night before.  Just walking around the house with panties
on under my "boy" clothes kept my small sissy cock hard.  Good thing it was
so small and no one would notice it with a casual glance.

I went to the kitchen to get a glass of orange juice and I was surprised.
Not only was our mom already awake, she usually slept until noon since she
worked so late, but there was a man sitting at the table with her.  Mom
introduced him as Mr. Stephens, her boss.  As I shook his hand I did not
like the way he looked me at me, it gave me the creeps.

When he finally let go of my hand he said, "Now that I am your Moms
boyfriend, you will be seeing a lot more of me around here, especially
after the fun we had last night.", He even had a creepy laugh.

Now he was glancing over and leering at Mom like she was a piece of meat.
I had already decided that I was not going to like Moms new boyfriend.

I had to reach up into a cabinet to get a glass and when I did I felt my
T-shirt rise up.  I quickly pulled it down hoping that my panties had not
been exposed.  When I turned around Mom was at the stove facing the other
way but Mr. Stephens was looking intently at me and had a smile on his face
as his eyes roamed up and down my body.  I silently prayed that he did see
that I was wearing panties.

I finished my juice and went back to my room.  I tried to forget the way
that Mr. Stephens had looked at me because it made me feel so sleazy.  It
was not long before my Mom came to my room to tell me that her new
boyfriend wanted to take her shopping before they went to work and that
they were about to leave.

Before she left my room she asked what I had thought about her boss.  Mom
seemed so happy that I did not want to say anything bad that might ruin it
So I told her that he seemed like a nice guy.  She hugged me and kissed me
good bye and told me to be careful and stay safe tonight since it was
Halloween.  She was humming to herself as she left my room.

********

Later that day I called Art and told him the bad news that I would not be
going to the local Halloween party with him.  I explained that I had to do
what David told me or he would tell our Mom and my Dad about catching me
dressed up that first night.  I did not go into detail about what all I had
to do to satisfy my brother.

Art was disappointed but I promised him that I would definitely make it up
to him the next time we had some alone time.  He was still grumbling about
me not going to the party with him but he did not want word to get out
about us so he said he understood.  If he had known what I was planning
with him I think he would have been very happy.

********

It was 4 in the afternoon when David told me to get my duffle bag and put
the cheerleading outfit in it along with whatever I thought I would need to
be a convincing girl tonight.  We were going over to Clays and I could get
dressed there.  He assured me that Clay would be the only one home.

After we got to Clay he handed both of us a beer.  I had never taken more
than a sip of Moms beer when she drank and she did not drank often.  They
encouraged me to guzzle the first beer and soon got me a second one.

David then informed me that there was a change in plan.  They were not
going to go as football players and that I was not going to go dressed as a
cheerleader.

Clay had borrowed two suits from his cousin and they were going as
gangsters.  I could go dressed as a flapper girl from the roaring 20's,
Clay had already put together the outfit from his Moms clothes.  I was not
sure what a "flapper girl" was but I had a feeling it would be something I
would be humiliated to wear in public.

They left me on my third beer as they went to get dressed.  When they were
done they called me into Clay's Moms bedroom.  They were both dressed in
dark pin striped suits and were wearing old fedora hats. They looked the
part and made convincing gangsters.

David ordered me to strip.  I was hesitant but did what I was told.  When I
was completely naked and standing there trying to hide my small but growing
cock, David handed me a pair of black lace panties to put on.  After I had
slipped them up my legs he handed me the matching black lace strapless bra.
I finally figure out how to fasten it properly.  Clay said OI could use two
old stockings to stuff the my bra with giving me a nice size 34 B breasts.

Clay's cell phone rang and it was a girl who wanted to talk to my brother.
David took the phone and went out of the room for some privacy leaving Clay
and myself alone in his moms bedroom.

Clay walked over to me and without a word he pulled me into his arms and
gave me a kiss.  I was shocked.  I had done a lot of things with Art and My
brother but neither had ever kissed me.

I had very little experience kissing anyone but Clay was a good kisser and
his kisses became more passionate and I felt his tongue brushing against my
lips.  I instinctively open my lips and felt his tongue enter my mouth.
His tongue explored my mouth and for some reason I started sucking on his
tongue like a little cock.

While we were making out Clay put his hands on my panty clad butt and
started to rub and squeeze my ass cheeks.  I started grinding my crotch
against Clays.

We made out for several minutes and when I was on the verge of cumming Clay
pulled away.  I let out a moan of frustration but Clay said that David
would be back soon and I needed to finish dressing.

He handed me a black garter belt and told me to put it on.  I did and then
I was handed a pair of black silk thigh high stockings.  I had watched
enough Internet porn while over at Art's house to know I had to sit down on
the bed and roll the stockings up my legs before attaching the stocking
tops to the garter straps.

Between the friction of the bra rubbing against my nipples and the feeling
of the stockings and panties I was incredibly turned on.  My cock was small
but it was still straining against the panties and my nipples were hard and
seemed to be very sensitive,

When David returned he commented on the small bulge in my panties and said
that maybe I needed to go into the bathroom and take care of my problem.

Clay surprised both of us when he stopped me and said that he would take
care of it for me.  Clay rustled around in the top drawer of the dresser in
his moms bedroom and pulled out what at first I thought was another
stocking but turned out to be a knee hi.

Clay walked up behind me and then reached down to undo his jeans and slide
them and his boxer shorts down to his knees.

He started kissing me on the neck and grinding his hard cock against my
panty clad butt.  With his right hand he stared pinching my hard nipples
through my bra.  He had pulled the knee hi over his left hand.  He pushed
my panties down to expose my hard cock.

As he continued to grind his hard cock against my butt and pinch and twist
my hard nipples with one hand, he reached around and started stroking my
cock with the other.  I gasped from the incredible feelings that Clay was
causing to course through my body.

I could not stop myself from pushing my hips back against Clay's cock.  I
felt the head of his cock lodge between my ass cheeks.  he had not entered
me but it would not take much effort on Clays part for him to start fucking
my sissy ass and to be honest I was thinking it might be hot if he did.

I was so close and when Clay squeezed the head of my cock I lost it and
started cumming and grinding my butt against Clays cock even harder. The
large head of Clays cock rubbed up and down between my ass cheeks.  I guess
that pushed Clay over the edge and I felt his cum landing on my back and
butt.  I am not sure how long he came but I knew the back of my panties
were soaked from his load.

Finally Clay lifted his hand to my mouth and without thinking I licked what
cum that was not soaking the knee hi from his hand and wrist.  Clay pulled
my wet sticky panties back up into place.

Imagine my horror when I looked up to find David with David's digital
camera and that he had videotaped it all.  I just hoped that David would
not show anyone since it included his friend Clay.

My cock had went limp and there was not even a small bulge in my panties.
After we both regained our composure Clay handed me a shiny purple dress
with black fringe.  I slipped it over my head and fixed it in place.  It
came to just above my knee and when I turn quickly the fringe would flair
out.  Good thing the bra was strapless since the dress has small spaghetti
straps.  David commented that he had always thought that bare shoulders
were sexy.

Apparently Clay's mother was part of the local theater company and that the
dress was part of a costume she had worn while doing the stage production
of Chicago.

His mom even had a pair of black 3 inch heels that I could wear.  Clay them
took a wig out of his Moms closet and had me to put it on.  It was a blonde
wig that went halfway down my back.  After the wig I had to put on the
black head band that went with the costume.

After I was dressed I looked at myself in the full length mirror on the
back of the closet door and to my surprise and pleasure I looked like a
pretty young lady all I needed was some makeup.  I had not learned how to
put on make up yet but I did manage to figure out how to put on some purple
eye shadow that matched my dress and some cherry red lipstick.

At this point Clay was passed worrying about what David thought about what
he did to me so he took me in his arms and kissed me again.

After he was done I had to touch up my lips stick before we could leave.  I
found a small silver purse in the closet and put the lipstick and some
tissues in it and took it with me.

We took Clays car to the party which was way across town at one of their
friends house.  The friend went to another school so I did not expect to
know many people at the party which was a relief to me at the time.

When we arrived Clay introduced me to the guy who was throwing the party.
His name was Brandon and even though he was black you could tell right away
that he was a rich and spoiled preppy.

He was looking me up and down when he asked Clay how old I was.  Clay told
him that I looked younger than I was and that I was really 17.

Brandon gave me a smile and said that he liked young white girls.  Then he
apologized to Clay and David for the comment but they told him not to worry
about it that they liked young girls also.

Brandon asked if I was David's date.  They shared a laugh as David told him
that we fooled around some but no he was not my boyfriend.

Brandon took me by the hand and led me into the house, David and Clay
followed.  I was still a little woozy from the earlier beers and I was
unsteady on my heels so I was glad that I had a sturdy arm to hold onto. We
went to the kitchen where there was a keg set up. After Brandon made sure
everyone had a fresh beer he told David and Clay to mingle with the rest of
the people at the party while he gave me a tour of the house.

We went from room to room and then he led me up stairs.  He opened the door
to his bedroom but closed it quickly when he seen his friend with a hot
little redhead on the bed making out.

After that he said he needed some fresh air and led me out to the backyard
and we found a bench in a dark secluded corner at the edge of a small
garden.  When we were alone, Brandon pulled me close and kissed me.

Clay was a good kisser but Brandon was even better.  Brandon sat on the
bench and pulled me onto his lap.  As he continued to kiss me I was
squirming on his lap and could feel his cock getting hard.

We made out for several minutes before Brandon placed his hand on my right
thigh.  His touch sent ripples of pleasure coursing through my body, When
we broke the kiss both of us were breathing heavy.

Brandon started telling me that I was so pretty and asked me if I had a
boyfriend.  I lied and told him no that my Mom would not let me date yet
and that I had to sneak out to come to the party with David and Clay.

He kissed me again before asking if I was a virgin, I was not sure if he
could see me blush in the bad light as I told him I was.

That seemed to fuel Brandon's lust even more and he kissed me even more
passionately.  This time as we kissed he started rubbing my thigh.  He
started working his hand up my thigh.  I did not want him to figure out
that I was not a real girl but was unsure of what to do.

I decided that the best defense was a good offense.  I stopped his hand
before it got to the edge of my panties.  He seemed like he was getting mad
but he just smiled as I slid off of his lap and kneeled in front of him.

I quickly looked around to make sure that we had privacy and that no one
was watching us.  Then I reached up to undo his jeans and work them down
his legs.  Brandon was not wearing underwear and was ready for action. .  I
gasped as his very large black cock came into view.  It was at least 8 1/2
inches long and very thick.

I was not sure if I could even fit it in my mouth but I was going to try my
best.  It continued to get harder as I stroked it a few times before I
kissed the tip.

My lops were stretched to the limit but I managed to take the head into my
mouth.  I greedily suck the head before I tried to take more of his
delicious cock into my mouth.

Brandon was moaning as he ran his right hand through my hair.  he placed
his hand behind my head and held it in place.  I soon realized that i was
not giving Brandon a blow job but that he was face fucking my painted
lips. With every thrust he forced his cock even deeper into my mouth Soon I
was having to fight my gag reflex as the head was slamming the back of my
throat.

I was not sure how much more I could take and I was starting to get dizzy
from lack of oxygen when Brandon moaned and pulled back some.  I started to
gulp air into my lungs when my Black stud started to cum.  It was either
swallow or choke to death.

I swallowed as much as i could but there was so much that some started
running down my chin and landed on my chest.  Thank god it was above the
neckline of my dress because the last thing I wanted to do was get cum
stains on Clays Moms dress.  I raised up and tried to kiss him but he
pulled away.

After he had fixed his pants he pushed me away, he said that I looked like
a nasty white whore, and told me to get cleaned up.

I took out the tissues I had in my purse and cleaned up as best as I could
then went to find Clay and David.  David was mad because a girl had teased
him then would not follow through.  We all decided to leave the party.

David noticed my smeared lip stick and the dried cum on my chest which made
him comment that at least one of us got lucky.

It was still early and to my surprise they dropped me off at our trailer
before they went to Clays house.  I had the bad feeling that David was
going to work off his frustration by making me do things so I was glad that
they left me alone.

I called Art's cell phone thinking he was at the party that I was suppose
to go with him but Art said that he had decided to stay home.  I sexily
asked him if he wanted some company and to my relief he eagerly said yes.

I made sure that he was home alone before I told him I would be over soon.

I took off the flapper dress I had been wearing and cleaned up. I gargled
several times trying to get the taste of cum out of my mouth.  I loved the
taste but I did not want Art to know what I had done earlier.  I found the
cheerleading outfit and put it on over the lingerie I had worn under the
dress.  I wanted to make the night special for my boyfriend to make up for
not going to the party with him.

The cheer skirt was short and did not come to my stocking tops.  I knew I
looked like a common street walker as I made my way over to Art's house.
It was not a long walk but i felt self conscious hearing my black heels
click on the sidewalk.

At one point during the walk a car slowed down and I head the catcalls from
the boys in the car.  I was scared that they were going to come back and
try something but they drove off.

I was still shaking when I rang the doorbell over at Art's.  A big smile
came over his face when he seen the sexy cheerleader at his door.

"Sadie you look so hot, I am glad you could come over tonight after all."

Instead of saying anything I leaned in and kissed him.  We dispense with
the preliminaries as we rushed to his bedroom.  I pushed Art down on the
bed and with him watching my every move I started to dance for him.  I was
seductively swaying my hips as I started to unbutton the vest of the
cheerleading outfit.  I took off the blouse and threw it onto the floor.  I
pulled the T-shirt up and off exposing the black lace bra I had on
underneath.

I turned my back to Art.  As I lifted my skirt and wiggled my butt at him
it caused him to gasp with excitement.  I unzipped the short skirt and let
it fall to the floor, I stepped out of it and reached behind me to unhook
my bra.  When I was topless I dropped to my knees and crawled across the
room to where Art was setting on the bed.  He already had his hard cock out
and was playing with it.

As I kneeled before him I slapped his hand away.  Then I lovingly took the
head into my mouth and sucked on it for a few minutes.  I pulled my mouth
away and looked up at my boyfriend.  Speaking in my most seductive feminine
voice I asked him if he liked what I was doing and all he could do was
groan approval.

I gave him my sexiest smile and asked him, "Baby do you enjoy having your
cock sucked as much as I love sucking it?"

"Oh God Sadie I love everything we do together."

I licked his cock some more before asking, "Art I really love being your
girl friend and I want to do something extra special with you tonight."

"Oh really? what do you have in mind sweetheart?"

"I want you to take my virginity and make me yours.  I want you to you to
fuck my sissy ass."


The look on his face was priceless as he started shaking his head yes like
he was unable to talk.

I crawled a little bit away from Art and shaking my butt at him, Looking
back over my shoulder I smiled at him and told Art to come and take me.

I was breathing heavily as I watched Art finish undressing.  His cock was
long and hard.  I loved the way it bobbed up and down as he walked over to
where I was on all fours.

I was worried about it hurting and I tried to relax.  I started to pull my
panties down but I had to stop and undo the garter straps before I could
finish taking them off.

Art had stopped at his desk and he carried a bottle of hand lotion as he
approached me.  I watched him lather up and stroke his cock.  I was back on
all fours and waiting for my deflowering.

It was only right that I lose my virginity to my boyfriend.  i had been
afraid that David would lose control and take me roughly.

I jumped as Art pushed one finger into me, lubing me up.  Art worked a
second then a third finger into my ass stretching me and getting me ready
to take his cock.

After several minutes of Art ramming his fingers in and out of me.  Art
asked if I was ready.  I took a deep breath and shook my head yes.  Then I
asked him to please go slow and be gentle.

Art got behind me and pressed the head of his cock against my butt.  I had
read on the Internet that during anal sex it was best to push out as the
guy entered you.  It would make it hurt less.  I was pushing out when Art
thrust forward and the head of his cock entered me.

I wanted to scream but I heard myself squeal like a little girl As Art
pushed even more of his cock into me.  He held me by my hips. and was
rocking his hips back and forth He was in a rhythm and as he fucked me
deeper and deeper the pain started to decrease.

Art was picking up the pace and I started to feel pleasure from getting
fucked.  He was not being rough intentionally but lust took over and he
started fucking me faster, harder and deeper.

The harder and deeper he rammed his hard cock the better it felt.  I still
fantasized about girls at times and that I figured that I was bi at best.
Actually while my boyfriend was fucking my ass I realized that I had become
a sissy who craved hard cock. Actually it hit me that Art was the fourth
guy I had fooled around with today and that I had become such a slutty cock
whore and even more, I loved every minute of it and hoped that guys would
continue to either desire me or want to use me in the future.

I started to push back to meet Art's thrusts, my actions forced Art's cock
even deeper into me.

I reached down to squeeze the head of my cock.  It was hard and dripping
pre cum from the excitement of getting fucked by my boyfriend.  Art started
to slap my butt as he fucked me.  The harder he thrust into me the harder
he slapped my ass.

My butt was stinging from the spanking he was giving me and the pain mixed
with the pleasure and it was quickly sending me over the edge.  Without
warning I had the most intense and incredible cum of my life.  Art let out
a groan and came just seconds after I did.

We collapsed in a heap on the floor.  I laid there feeling Art's cock
starting to shrink and felt empty when it slipped out of my butt.  After we
recovered Art stood up and pulled me to my feet.  He let go of me long
enough to let me put my panties back on.

He led me over to the bed and pulled me down to the bed with him.  We
snuggled together and I fell a sleep in his arms.

The next morning Art woke me up rubbing his hard cock into my butt as he
hugged me from behind.  He was still asleep.  I moved away from him
carefully because i did not want to wake him up yet.  I twisted around
until my head was even with is cock.

I took it into my mouth and started giving my boyfriend a morning blow job
that I hoped he would enjoy as much as I enjoyed sucking his cock.  His
body went stiff and his eyes came open right before he shot a load of tasty
cum into my waiting mouth.  I had not thought about going home in day light
when I walked to Art's dressed as a cheerleader the night before.  I
decided to borrow some of Arts clothes.  I figured it was only fair since I
had been borrowing his sisters clothes.

To be continued.........