The Rebirth of Jami
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The Rebirth of Jami
This story is in part an ongoing fantasy and partially
autobiographic. This will be an ongoing saga, as I wish to complete
one phase of this story, as I, and the story evolve.
I will begin with a brief prelude to describe myself. I was born as
James. I was a rather percocious boy with an older brother and
sister. My dad was a hard worker so my mom could stay at home with
the children. I was a relatively normal boy who liked to run and
play and was involved in sports even though I was of rather slight
build. To me, mother and sister were a curious mystery and their
feminine ways were a "catch" for me. The mystery of women and their
ways was a constant thought in the front and back of my mind.
When I was about 13, I began to snoop through my sisters things.
Over the years I became more and more obsessed. Lingerie of any sort
became a lure to my mind. I fondled any silky thing I could
secretly get my hands on. I began to try almost all of their
lingerie on. Next came shoes, especially heels. It was a thrill to
me that brought me closer to being a woman in my mind. Next, I
tried my sister lipstick and it felt so good and smooth on my boys
lips. I began to think of myself as a young girl at times. Next
came the bra, panties, pantihose, skirts and blouses. My mother
passed in the middle of my 16th year and the person whom I was
closest to in the entire world suddenly was gone. For a number of
months, I drifted without aim. I decided at that time to let my
natural red hair grow and soon it became shoulder length. I fell
deeper and deeper into my thoughts of somehow being able to change
into a girl any time I wished. I liked doing "boy" things a lot,
but I also began to think of myself in a girls role and personnae.
My dad, brother and sister were also at a loss and had little time
to worry about me.
Then one day, things took a turn for the better. Across the street
from my house a couple moved in. He was a very masculine man with a
absolutely stunning wife. For days I watched and waited for a
moment for her to come outside so I could speak to her. I maturbated
with them on my mind, many times a day. I finally got my chance when
she walked up to me and began a conversation. Would I like to make
a few dollars and cut her grass. Breathlessly I said yes. I was to
report the next day and cut and trim their suburban yard. I met
Tony and Stacey (my neighbors) shortly after breakfast.
They showed me to the shed with the lawn mower and told me I would
get $10 after I had cut the grass and trimmed the yard. They were
going to go swimming in the backyard pool. I began to cut the grass
and while doing so my mind began to wonder how she and he would look
in the swim suits, and what they were up to. I left the mower
running while I went to the backyard and looked though the slats in
the wooden fence to spy in them while the were sunning and swimming.
Much to my surprise, I looked through the slit in the fence and saw
her untie her white bikini top and let her breasts loose for him and
me to see.
They looked so glorious in that summer sun. Her nipples stood out
at attention and the half dollar sized brown area around the nipples
glistened with water or sweat. Tony was on a lounge chair and called
for Stacey to come over. He kissed her deeply and rubbed his hands
over her breasts and then to her bottom. She giggled and pulled his
speedo swim suit down and kissed him again and moved slowly down his
chest and then to his waist and lower yet. She moaned at how nice
it was to be outside behind the fence and she was going to "suck him
deep in her throat." Then I saw it, my goodness it was so huge!
The head had a gigantic purple crown and the shaft was so muscular
and veiny. It looked massive to a not yet adult. Stacey, kissed the
head and licked the shaft and then slowly took it into her mouth.
Tony got what looked to be harder and bigger with each trip deeper
and deeper into her mouth.
At first I was uneasy but then it really got my attention and my
mind running. I wondered what it would feel like to be Tony and
then as if my mind exploded, I began to wonder what it felt like to
be Stacey and sucking him like that. Just then the mower sputtered
and stopped and I thought Tony got a glimpse of me. I ran out to
the mower an started it up again. I quickly finished my job and
then Tony and Stacey appeared and asked me how it went and thanked
me and said I could be their lawn boy all summer if I wanted. I
quickly said yes.
I went home in a tizzy and showered and began to fantasize about me
being Tony and then being Stacey. That summer was a big year in
many ways as I began to mature physically and began be constantly in
need of sexual relief. I stole a pair of my sisters panties and a
bra and wore them as often as I could and stroked myself every
chance I got. Soon I began to wonder about the taste of semen.
Since I had a great deal often times in my hand I began slowly with
a taste, but soon it all went into my mouth and throat. Oh so
sticky and gooey but it was addictive. I began to then wonder if I
was gay. I could not see myself going down on a man as James but I
could definitely see me doing it as Jami. All dressed and made up
like a woman and on my knees with a nice hard cock in my hand and
mouth. It was at that time JamiLin was reborn. I began to
fantasize about sexual adventures as a woman. James Leonard became
an alter ego JamiLin. I began to dream about a magical change
anytime from man to woman and then to wonder about me as a full time
woman.
I became closer and closer to Stacey and we began to talk often.
One day I was helping her cook and we were talking. The topic of
sex came up and she said she knew I often times spied and watched
them. I blushed but confessed that yes I did. She asked if I knew
she also saw me dressing en femme from my bedrooom window across the
street. I was mortified and stammered. Finally I said that yes I
sometimes dressed up and wondered what it was like to be a woman.
Calmly she told me that sometime, if I was not too embarrassed that
she would like to help me and show me how to makeup and more. She
also said that I could experiment at therr house and dress from time
to time. I was in heaven and asked when we could begin. She asked
me when my family would be gone and maybe I could spend the weekend
with them to keep me safe. I told her that my brother, sister, and
father would be gone a weekend from now. She told me she would call
and ask if they might feel safer if I spent the weekend with them.
That night my father asked if it was ok if Tony and Stacey kept an
eye on me. I told him that that was not necessary but he insisted
and I said fine.
A week went slowly by and I stole a pair of pink panties from my sis
that had a lot of lace around them. It was so luxurious to wear
them over to Stacey's house. But I did and then the games began.
Stacey took a lot of time laying things out and told me to take a
shower and to shave off the little hair I had on my legs, under my
arms and with nothing on my chest or back I was slick and ready to
go. With one last effort I trimmed my sparse pubic hair into a
little tiny patch and cleaned that area up. I imitated what I had
seen on Stacey more than a few times. On the bed in my room were a
pair of plum colored panties and a matching bra. I snuggled them on
and immediately became hard and aroused.
I got the short mini robe and pulled it around me to hide the
problem area. I met Stacey just outside and she took me to do a
facial and pluck my eyebrows into more feminine look. Stacey
giggled that there was a little problem and that maybe I should take
care of the issue. Since I was so extremely horny, I let the robe
loose and put my hand in my panties and began to stroke myself. It
didn't take very long with an audience, but soon I was hard and so
excited. I stroked until I had a mighty orgasm. Stacey told me to
catch it all in my hand. I did and then she told me to lick my hand
clean. I did so very slowly and with great care.
It was so sexy to be doing this in front of a woman who had become
to me the ultimate goal and example of womanhood. Once I had done,
she finished my facial, did my hair into a cute hairdo with part of
my hair in a French braid. She did my makeup and commented on how
cute I began to look. We began with my nails and she did a very
expert job of putting on a lilac polish on my nails. Then
eyeshadow, mascara, a little foundation. A tiny bit of blush and lip
liner and lipstick.
Hmmmmm, how many times had I attempted this. She told me to look at
my face in the mirror. Amazingly, I really had been transformed.
We went then to finish dressing. I got a pair of black pantihose
and then a plum colored blouse, and then a little black mini skirt.
Stacey said, "You need something to make you a bit more busty." She
pulled out a pair of gel silicone breast forms and filled out my
bra. I never in a million years thought that I could look and feel
quite like this. A necklace and earrings finished the look. A cute
pair of heels about 2½ inches made it all complete. I looked at
myself for a long time in the mirror and was so excited and so
complete. Stacey told me to go down to the living room and sit and
listen to music or watch television as she was to get ready herself.
I slowly walked down the steps.
I sat on the couch and crossed my legs. Ohh I felt so complete and
feminine. Just then, the front door opened and Tony and a younger
man came through the door. Tony looked at me with wonder and asked
who I was. I told him, "I am the neighbor, JamiLin."
After a few moments he grinned knowingly and said, "Oh yes, Jami, I
didn't recognize you for a moment." This is Derek, he is my co-
workers son. He looked at me with that look. You know the one,
where young men want to strip you right there and take you. I
smiled and said in the most feminine voice I could muster how happy
I was to meet him. About 30 minutes later after quite a bit of
chat, I found out that Derek was a month older than me and had just
turned 19. He was very nervous, but very interested in me. He
watched me every time I recrossed my legs.
Soon Stacey came down and looked stunning on a peach colored sun
dress and sandles. She went to Tony and kissed him so very deeply
and he pulled her into him. I think she had gotten a little rise
out of him. I must admit I was kind of jealous. We all then had a
small bite and the went to watch a movie in the living room. The
movie was a romantic thriller with Sharon Stone. I fantasized I was
her and Derek and Tony fantasized, I am sure, about being in bed
with her. At the movies end, Tony said he was tired and took Stacey
by the arm and led her upstairs. Tony said goodnight and for me and
Derek to make ourselves at home.
By this time I was so frightened but so into the role of Jami. I did
not want this to end. Derek put on a movie on Cinemax and it was
quite a naughty flick. There were quite a bit of sexual references.
Derek, got up to get a drink and brought me one too. It was a red
wine in a glass for me and him. He put his fingers to my lips and
said. "Don't tell, it is only wine."
I took a sip and it went down smooth but oh so warm. I felt very
relaxed about halfway through the glass. On the movie there was a
scene with a very hot woman and a very hot man kissing and taking
off clothes. Just then Derek put his arm around me and kissed me
full on the lips. I wanted to struggle away, but the feeling got
ahold of me and I began to kiss him back. I giggled and said he was
the first boy who I had kissed. He said to me, "No way, you are
really cute. Really sexy."
With that I was in for a penny and in for a pound. I took another
drink of wine and then another. Derek pulled me close and then
began to kiss me deeper and deeper. I pulled him back and in a semi-
reclinced position on the couch, felt him begin to get harder. MMMM
I moaned as he kissed me. His hands began to caress my legs and get
under my skirt. I began to panic. I broke the kiss and told him, "
Derek, I am on my period."
He replied, "Just my luck." I told him I was sorry but I did like
him and what he was doing. Just then, a thought burned through my
brain. I looked at Derek with the sexiest bedroom eyes I could
imagine and said, "maybe there is something I can do to pleasure
you." I licked my lips provacatively and said, "Come here big boy."
With an evil look of understanding, he nodded and sat in an armchair
and waved me over. I slowly walked over to him and without taking
my eyes off of his, knelt down in front of him and took my hands and
rubbed his spread legs. I began to kiss and massage him and felt his
nice hard cock. It was so exciting to me.
I told him to get up and unzip his pants while I helped his bulge
get even bigger. In a moment he had taken them off and I slid his
boxers down as well. I sat him back in the chair and looked him in
the eye and just merely moaned mmmmm. With that, I kissed him up
and down his hard cock. I lingered on the head and kisses and
sucked. Then I ran my toungue down the shaft to his balls. With that
I licked and took his balls gently into my mouth. I ran my tongue
back and forth and back abd forth. I nibbled up his cock to his
large purple crown. A little drop of pre-cum was at the tip. I
looked him in the eye and licked the drop into my moouth and on my
lips. With the taste of him fresh on my tongue, I proceeded to take
the head into my mouth. It was so hard yet so soft.
So hot and so yummy. I began to take him deeper into my mouth and
at the same time to gently massage his balls. Gosh, I knew my mouth
was being taken, but I felt so in charge and powerful and so alive.
Slowly I took him deeper and he began to thrust gently to go deeper
into my mouth. I took him as deeply as I could and began to pick up
the pace. Out of the corner of my eye, I thought I saw Stacey. But
I was too excited to even care. Derek began to get tense and to moan
a little. I slowed down because I wanted this to last. Derek's
hands come behind my head and gently pushed himself in deeper and it
was so big in my mouth. My tongue went round and round the shaft
and the head.
I could taste his cum, but only a tiny bit. I began to moan and so
did Derek. I could feel him tense to the point of no return. He
got so hard and tense and then it exploded in my mouth. I was
determined to get it all so I had to pull back but not off so I
could take this load of cum. I looked up at his face and he was
totally into what was happening in my mouth. He came and came and
came and then I swallowed but kept the head in my mouth. I gently
licked all of the cum from his head and shaft. I left his cock in
my mouth to stay in contact with him. He looked at me and said,
"Jami, that was totally amazing."
I said to him, "Just wait, I think there is more for you." With
that he began to slowly push my head down on his cock and it began
to get hard right in my mouth. It was amazing to feel a cock grow
in your mouth. In a few minutes it was rock hard, and I asked, do
you think you can cum again? He said lets find out. With that
encouragement, I began to suck and kiss and lick him hard again. I
pushed him as deep as I could take and even deeper yet. I began to
writhe and moan in excitement and Derek did too. I felt complete.
Out of the corner of my eye I could see Stacey with her hand in her
robe rubbing her wet slit. Then Tony came up behind her with his
huge cock in his hand and bent her over and slid it in. He took her
by the hips and drove it so deep and I began to wonder if that could
be me. I took Derek's balls in my hand and the shaft in my other
hand and began to stroke as I suck him deep. After 4 or 5 minutes
of this I heard Derek moan and tense and he began to spurt yet
another huge load into my mouth. Tony and Stacey also climaxed and
I could see him really tense and get so deep inside her.
With that Tony and Stacey covered themselves with robes and came
into the living room. Stacey said to me, "Jami, even though you are
on your period, maybe you would like to try anal sex with Derek or
Tony or I have a strap on upstairs." I was so excited with the
taste of Dereks cum in my mouth I moaned, "Anything I want to
experience it all." Stacey then took my upstairs and said we would
prepare ourselves. Stacey then cleaned out her pussy and said for
me to bend over. She then proceeded to fill me up with warm water
and an enema solution. After that had finished, I sat down and
expelled the water on the potty and then Stacey told me to lie on
the bed. She then took a tube of gel and put some on her finger and
then slowly but oh so excitingly, slid it in. I said it felt
wonderful as she slid it deeper and deeper.
Then she took it out and injected more gel into my backside. She
said that lubrication is everything when you get fucked in the
backside. She then took a large black dildo and made me suck it
like Derek. After it was wet with my jucies from my mouth. She
rubbed it on her really wet pussy. Then she put it back on my lips
and I took the juices and flavors into my mouth. Stacey then took
it and put a little more gel on the head of the dildo and then
gently but persistently rubbed it on my ass and I pushed back on the
dildo. Soon it was in and I moaned in surpise. She said, ‘did I
want to stop," and I said oh no. oh no. Soon it was in and she was
slowly moving it in and out.
Then Stacey came to the front of me, pulled her panties down and
with that staring me in the eye, I began to lick and kiss while she
moved the dildo in and out deeper. We began to moan and soon Tony
and Derek came in and said, "why are you leaving us out. Stacey
laughed and said we just got sidetracked, and come on and join us.
With that, Derek, took the dildo >from Stacey and tossed I aside and
said, "hmmmm I think she needs th real thing." With that being said
he put a bit of gel on his raging cock and slowly began to push. It
was so hot. It was so hard. It was so big. I moaned as he took me
from behind and slid it home. Deeper and deeper he pushed. I felt
so alive.
With that Stacey took Tony's massive cock and began to stroke it.
She then pushed him down and sat on him with her back to me. I
reached for her as she was going up and down on his huge cock. I
pulled her closer and tried to run my tongue into the crack of her
ass. Derek, kept a steady pace and it felt so good. Deeper, I
moaned and he took that to heart. Stacey began to say fuck me, fuck
me, fuck me. That excited me more and I began to moan in unison.
Soon I could see Stacey and Tony climax. Derek was getting close
too. Stacey slid off Tony's cock. It was still hard and glistened
with his and her cum. Stacey took Tony's cock and led it to my
mouth. It tasted so good.
Soon I could hear Derek moan and I also had to erupt. I came like I
have never cum before. Tony was then so hard. He looked like he
needed more. Stacey took him and told me to sit down on him. I was
so horny still, I thought what the heck. I slowly stood over his
cock, and slit down on the biggest cock I had ever seen. It took
many minutes, but eventually I had almost all of him in me. Tony
then rolled me over and began to push deeper and deeper. It hurt so
good. I began to get more and more excited. Soon I was moaning and
saying "Tony, fuck me with your huge cock." I was soon at the point
of no return and began to orgasm internally from my toes to my ass
to my head. My nipples were on fire.
My whole existence was wrapped up in my orgasm. Tony also was at
that point. I could feel every spasm as he erupted deep inside me.
With my orgasm and his, I got light headed. Tony pulled out of me
after he finished using me. I am sure I fainted then. When I came
to my senses, Tony and Stacey were in their robes and a cool washrag
on my head. Derek was in the shower. My first response was to
smile. Then I asked, if Derek knew I wasn't a total woman. Stacey,
looked at me with those gorgeous green eyes of hers and said, " does
it matter at this point? He could be no more satisfied."
With that I moved to the spare bathroom with Stacy and began to
clean up. Derek by that time was finished with his shower and I was
presentable. Derek said to me he had to get home, but could I walk
to his car with him. I said yes and left through the front door
with him. As he got to the door of his 1969 Mustang fastback, he
took me in his arms and kissed me. I was so surprised. In the
moonlight and streetlights, I was kissing this young man. He kissed
me deeply and with so much passion. I once again got a little
lightheaded. He kissed me once again and told me that was the best
time of his life and could he see me again. I said, I hope so.
Derek started his car and I walked back into the house. Just at the
houses door, he honked the horn. Another of my neighbors passed on
foot and just smile. I went inside to recuperate and talk with
Stacey and Tony. What a night! I felt reborn.