JamiLin's Graduation Cruise
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JamiLin's Graduation Cruise
Hello again. I am JamiLin. I was born as James, but life has led me to
the feminine side. I shall preview me in this early paragraph, buf for
more insight into Jami, read, The Rebirth of Jami and What Now Jami?
To make a link with the Rebirth and What Now Jami, and his story, I would
first like to do a brief introduction. In my first story I introduced
myself as James a high school aged boy. Although slight in build and not
so macho, I was merely entranced with women, their mysteries and their
clothes and mannerisms. My mother was my idol and upon her passing, I
drifted until my new neighbors arrived across the street. Tony and
Stacey became over time my friends, and Stacey became my mentor. That
story describes a young man about my age that after circumstances led me
to that path became my first boyfriend and sexual encounter.
After the first incident described in the Rebirth of Jami, the jig was
up. It was only a matter of time until my dad, Sam, my brother, David,
and my sister, Lauren found out. In a few days, my Dad was speaking to
Tony about the circumstances and what to do with me. Tony merely said,
that he believed I was finally happy and to just sit down and talk
honestly to me. By brother, David who was a police sergeant, and Lauren,
my sister came first to my room night after I had just showered and
caught my in my cute panties and t-shirt for bed. I think they were for
a brief moment shocked, but wanted to help. David was so manly; it was
hard at first for him to comprehend. He wanted to know if I was gay. He
asked so many questions. I recounted the incident leaving out the X-
rated parts but let him know that I felt at that time as a complete
woman. I also told him that I did not feel the same things in my male
persona as James. But they both knew that I was a round peg in a square
slot for much of my life. Lauren, who was as gorgeous as she was
supportive, told me that even though at that moment in time she did not
understand, that she would be by my side no matter what happened. With
that they left me to my thoughts. After a brief time, my dad came into
the room and sat at the end of the bed. He was in many ways beside
himself. He could never understand he said, but that I was his and my
mother's child. Nothing would ever change that. He then told me, upon
graduation, was I interested in higher education? I said yes, but I was
undecided. After much discussion, we made a pact. For the first part of
summer, I could have my wish and dress and live as I wished. I could
spend all the time as a woman but I had to agree that I would take my
graduation present, from my grandmother's estate, and be a male for the
South Pacific cruise. Also, a few of my friends were also booked for the
two and a half week cruise to the area around Tahiti. After the cruise
as a male, we would talk and figure out what was best for me at that
time. I think he thought that while on board as a male, I would find
some crush and experience relations as a man. I agreed and this leads to
now and my promise to go on the cruise to the South Pacific as all male
or as male as I could be for that cruise. I had promised my dad and that
I needed to fulfill. So three of my classmates who were all very much
male and men at heart and I boarded the expensive cruise ship. My
parents and theirs waves goodbye from the dock as the tugs gently nudged
the Lady Claire out to sea. When we could no longer see the family, we
went to our rooms and promised to meet in an hour in the ships bar. I
showered quickly and resisted the urge to shave my legs and underarms. I
felt so barbaric but a promise is a promise. I put on a pair of shorts
and a nice casual shirt. It was however made of silk and at least I had
that feel to satisfy my senses. Promptly at 8:00 I went to the bar and
met the boys. Gosh, part of me wanted to be en femme in the worst way.
I would have worn a nice cute skirt, a tank top blouse and some sandals.
But alas, I was trapped for 9 days. I sat down and we made some small
talk about families, the trip, and what we planned to do, while onboard
and when we stopped at various islands. The boys were drinking Yukon
Jack on ice but I sipped at a very nice Cosmopolitan drink. It wasn't
the most manly drink and they let me know about it. But it was tasty and
very strong. The guys were checking out every woman who moved in that
bar and as they drank they began to talk about the women and their
breast, legs and bottoms. Soon they were speculating on how each would
be in bed. The testosterone was so thick in the air.
One by one they drifted to whichever woman smiled at them or made eye
contact. After about 20 minutes there I sat by myself. After the waiter
brought the third Cosmopolitan, I was feeling sorry for myself and very
numb. It was then that I made eye contact with her. She was by herself
and two tables over. I can best describe her as a dead ringer for Tia
Carerre. She looked to be part Asian from what I could see. She had
long dark hair that was straight and bangs cut just above her eyebrows.
She was wearing a peach colored one piece skirt and blouse with really
long legs and heels on her sandals. Her makeup was to die for and she
had attractive brown eyes and the most beautiful teeth and smile I had
seen. I was so jealous. She looked to be a very in control woman who
ruled the room with her beauty and her looks. I glanced over again and
she made eye contact that burned right through me and cut right into my
being. I nearly lost my breath because she was a woman who had it all,
was confident that she did and had the power of a woman who knew what she
wanted and demanded it. When she smiled, I nearly spilled my
Cosmopolitan and managed at last to smile back. It was a weak attempt on
my part to be anywhere near her level of assuredness and power.
She got up and tipped the waiter and talked to him just for a moment and
made her way to my table. I didn't know whether to stand or sit or even
to salute this woman. She stopped and the waiter brought her a tall
glass with a cool tropical cocktail and then she spoke. Hello, she said.
You look lonely. I am Kelly Hsu. What is your name? I mumbled back to
her, I am Jami, err James. She asked if she could sit down. I said,
please do. With that she slithered into the chair across from me. Tell
me all about you, she said. I composed myself and said, I am on a late
graduation cruise present from my dad with a few fiends of mine. This
is the first time I have been away from home. But I like it a lot.
Please, I said, tell me about your. She said I am Kelly; I am on a
cruise to get away and have adventure. I like the fact that they take
care of almost every need you have. I giggled, and started to say
something naughty but she looked at me and said, well almost every need.
We sat in the evening air and sipped our drinks. The more I looked at
her, the more I wanted to be her. Self confident and assured, a stunning
face and figure, and a smile that could light up any room. Ohh, how I
really wanted to be her. But I could not say a word about that and just
grinned from time to time.
About that time my three friends stopped by the able and crudely
introduced themselves and did everything they could to make an impression
on her. But to no avail. She shot them all down as if they were some
pesky mosquitoes. She took my hand and said, James and I are going to
take a stroll. I didn't want this to end and just grinned again and let
her lead on. We walked around the upper deck and found a couple of
chaise lounge chairs to sit. It was then that made an incredible fool of
myself and said, Kelly, you may be the most beautiful woman I have ever
seen. She merely turned her head at an angle and said, many men tell me
that, but I think it means more than just those words when you say it. I
think she was the strongest personality I have ever met. I was in way
over my head and didn't ever want to get into her panties but I wanted to
get into them for me, Jami. For another half of an hour or so we had
some small talk. Kelly told me she was an heiress and was quit wealthy
and took a month every year to get away from her pressure filled life. I
wanted to tell her what I wanted to take the next part of my life to get
away from but opted for silence. I thought she would never believe or
understand the true feelings of JamiLin.
As the ships horn sounded the hour, Kelly said to me, why don't you come
t my cabin and have a nightcap with me? We can talk more there. I
nodded like a puppy and she took my arm and we walked to the upper deck
where the largest, most luxurious cabins were. As we climbed the steps
to the upper deck, I stumbled and Kelly caught my arm. Her grip was so
strong and surprised me again with her power. She caught me and held me
and then to my surprise, she kissed me full on the lips and her arms
pulled me oh so close. I felt as if I were captured, but felt so safe.
It was as if I was a tiny child in my daddy's arms when she held me.
We went inside her cabin and she motioned for me to sit in the parlor
area. She got a small half bottle of champagne and poured it in a glass
for me and one for her. I was going to say that I should do that for the
lady, but I could not gather the words. Kelly excused herself and went
to her room for about 15 minutes. The musicians played and you could
hear the music drifting through the night air. When Kelly returned, I
was struck speechless. She was wearing a pair of black leather boots to
her knees and a leather bra-top and what looked like a leather mini skirt
and stockings and garter. Her lips had dark lipstick and her eyes were a
darker shade than I thought. She paused in the moonlight coming through
the portal window and grinned at me. She asked, do you like? I nodded,
and she said I don't really think it matters if you like it or not, I
think you need a woman in control. Again I nodded. If you stay, you
will belong to me totally. Whatever I ask, you will do and whatever I
make of you, you will be so willingly? Again I merely bobbed my head. I
was totally entranced and in her control. I wondered at this moment what
my family might have thought about all of this. What did I really think
and understand what was happening? With that she ordered my so sit at
her feet. I did so and with a mischievously and somewhat evil look we
began a series of questions. Had I ever been in love with a woman? I
replied no. Have I ever even kissed a woman and I said yes. Why was I
on this cruise? I simply said it was a high school graduation present
and my dad wanted my to meet someone. She asked if that meant someone
like her? I told her I don't think in my dad's wildest dream this was
what he thought. She then said, if you are not ready and willing, you
must leave now. Failure to do so is my understanding that you vacate all
control to me. If this is the case I need you to say yes Mistress Kelly.
I quietly said yes to Mistress Kelly. She ordered me to strip off all of
my clothes. She noticed a lack of hair except for a small patch that was
also trimmed above my genitals. She then went to her chest of drawers
and brought out some silk ties and tied me hand and foot to the opening
of the door between her bedroom and the parlor. Mistress Kelly then
added a silk wrap to gag me silent. Hmmmm I notice that you are very
smooth, much like a woman. I see that you have shaved your armpits as
well. This cannot be because you are a body builder, but something else.
I wonder what that may be. James, do you dress like a young woman in your
life. My eyes got as big as saucers and I didn't know whether to say yes
or no or say nothing. Mistress Kelly took a leather paddle and caressed
my cheek. She merely said, Oh, James, there is more than enough time to
bare your soul to me. But first I want to get your senses to a peak. To
do so I am going to paddle your bottom red. It will be so exciting for
me to see you wiggle and squirm as I paddle you cute little ass. Mistress
Kelly spanked me 10 or 12 times and my ass was burning but pain equaled
excitement at that point in my experiences. Mistress Kelly laid the
paddle on the floor and then gently stroked my ass and said it felt very
warm and very red. I started to get an erection in my penis and it
slowly began to perk up. Mistress Kelly said, James, I think I made a
point but you are in for a surprise. Mistress Kelly told me not to move.
She had a container and began to put the lotion on the cheeks of my
bottom. It was cold and soothing but then she took a glob on her long
finer and began to lube and press into the hole of my ass. When she
applied pressure, I got that much harder and moaned a tiny bit. So
James, you like this don't you? I knew from the start that we would hit
it off. She pressed one finger inside and then it came out and back in.
The motion became contant and deeper. The two fingers began to stretch
me and then deeper. I felt like I was in a state without control but I
loved every second. Then three fingers and some more lotion. I was as
hard as I could be and then Mistress Kelly got some lotion on her other
hand and the rhythm of her stroking my little cock and three fingers
inside stroking me so deep and steady had me on the edge of the orgasmic
cliff, Mistress Kelly spoke to me and said James, I want to see you cum
oh so deep and on the clothe at the bottom of your feet. I want to see
how much cum I can milk from you. I felt the best of both worlds all at
once. For a few more minutes this continued. Then my cock began to get
harder and soon I was at the edge. With that Mistress Kelly went in very
deep and very hard and the pressure both front and back was all I could
endure. I began to shoot white hot cum from my little cock. Mistress
Kelly let go of my cock but continued with her fingers in my ass. She
was like a woman crazed. Finally she stopped and pulled her fingers out
and went to the restroom sink. I could here water running and I assumed
she was washing the goo off of her fingers. She returned with a red bag
and nozzle on the end of a tube. She hung the tube above my head and
inserted it inside of me. She said. James I want you clean as a whistle
for what come next. My head was spinning but I was entranced. She took
the clip off the tube then the water began to drain into me. Mistress
Kelly then went to the front of me and picked up the towel with my cum in
a puddle. She took off her leather bra. She took one finger and ran it
around her nipples. They were so pink and so hard as she looked me in
the eyes and did circles with my cum around her nipples. Then she took
off my gag and took her fingers with my cum and ran it around my lips.
Mistress Kelly said to me, don't lick yet. Keep your mouth closed. Her
leather mini skirt was next. She stood before me in black leather.
Boots, garter belt, silk stockings, a black neck cinch around hers and my
cum all over her nipples. She then sat down to watch the bag empty a
little more. I felt so full and she looked at me and told me not to
loose one drop or I would be thrown into the hall tied like I was. She
stood and said it is a shame to waste all of this good cum don't you
think? I didn't know what to do and she laughed a laugh that went
through my very being. The water continued as she took the huge glop of
cum and told me to open. I did so and she took every last drop and told
me to keep it on my tongue and don't swallow. I began to squirm as the
pressure inside me was about all I could handle. Mistress Kelly told me,
James, just a few more moments and then I will let you drain yourself
out. I continued to squirm and then I felt the leather paddle once again
spanking my ass. She counted as she paddled. She said to me. I wonder
if I will ever tire tonight? I didn't want to swallow the cum but I was
at the desperation point. With one resounding paddle I heard the laugh
again and then she said, James, now I will let you loose for enough time
to empty yourself. She untied me and told me to go into the bathroom and
drain myself and then to take a quick shower and come back squeaky clean.
I went to the restroom and drained myself over and over. I cleaned
myself the best I could and then started the shower. I went in and took
a very quick shower, dried my hair and came out prepared for whatever
fate awaited. Mistress Kelly sat calmly and coolly in the couch as she
motioned to a chair nearby. Mistress Kelly had another glass of
champagne and nodded to me to take the one on a table nearby. Mistress
Kelly told me not so speak one sound until she told me. She repeated
that if I were to leave now, I was free to take my clothes and go, but if
I stayed, I stayed knowing she was in control and she would take and do
whatever she pleased. I just sat there. Mistress Kelly finished her
champagne and then stood over me. She took the silk ties and once again
tied my hands and legs. She motioned to the same spot where I was tied
spread eagle. I tamely went to the spot and Mistress Kelly tied my legs
spread in the area and my arms to a bench she had moved and I was bent
over at the waist and tied to the bench with my head facing Mistress
Kelly. Mistress Kelly once again went behind me and took some of the
lotion and applied it to my bottom. She laughed and said, this time it
won't be as easy as last time my pet. I began to wonder exactly what she
meant. She then sat back in the chair and began to tease me and her with
her hands rubbing her nipples, she had a gigantic dildo sitting next to
her and it took my breath away in anticipation. Her hands went into her
leather panties and she rubbed herself and leaned back with her eyes
closed. This went on for a long time as I continued to wonder and my
excitement rose. Again, I wondered if my friends and family would ever
believe this was happening to m. I thought to myself, at least my dad
would be please that I fulfilled his wish to experience a woman on this
cruise. Mistress Kelly then stood and said, enough is enough. She
turned her back to me and slowly took off her stockings and garter. I
thought that she would want me to make her cum orally and lick her to
climax. She the looked over her shoulder with that smile and those eyes
and said, James, I have a surprise for you my pet. She took forever to
slowly pull down her leather panties and again she looked at me said,
close your eyes James. I did and heard her coming closer. She said,
don't peak or I will get the paddle warmed up if you do. I felt
something warm near my lips with the scent of leather. I expected my
tongue to lick and suck her to orgasm. I was shocked when I felt a hot,
warm, hard surface on my lips. Mistress Kelly forced my lips open and
pushed something hard into my waiting mouth. Mistress Kelly said to me,
James, open your eyes. I stared down the shaft of a very substantial
cock that was loaded for action. Mistress Kelly looked me in the eye and
said, I'll bet in a million year you never expected this. Did you? I
didn't know whether to smile of laugh or what. But I looked at her as
this beautiful woman. Beautiful smile and eyes, great feminine body.
Great legs and ass. Trim waist and flared hips. Killer breasts. Silky
long hair. All of this and a great cock to go along. Mistress Kelly
might have thought she was raping my mouth but it was quite the contrary.
Jami began to emerge in spite of my promise. I could hear the hypnotic
suggestions in my mind. I began to suck and lick and do my level best to
be the best cock sucker she or was it really he had ever experienced. I
heard Mistress Kelly moan and begin to stroke in and out of my mouth even
faster. She said. yes pet, yes pet, yes keep this up. After what seemed
like hours, she tensed and pushed oh so deep and then it began. Wave
after wave of spasms in her cock and a floodgate was open as jet of sweet
cum gushed into my mouth and throat. I never in my whole life believed
this could be happening to me. Mistress Kelly finally stopped her
orgasm. I kept my lips closed around her and let her cock begin to
slowly get smaller. I swallowed every drop I could and hoped that there
would be more of this. Mistress Kelly disengaged herself from my mouth.
She looked at me and said, what a pleasant surprise. I think you
actually enjoyed that. But not as much as me. At that moment, I
wondered if she was right or if I enjoyed it more. Mistress Kelly said,
I want another glass of champagne. She poured herself some and then put a
tiny bit into the glass and held it for me to drink. Mistress Kelly said,
mmmmm I like the taste of a mans lips with the flavor of my cum and
champagne on it. But pet, be assured, I am going to fuck you as you have
never been fucked before. In my mind I said to myself, Mistress, if you
only knew. I replayed the hypnotic prompts in my mind over and over. I
felt myself become more of Jami and less of what had been. Mistress
Kelly then took a glob of lotion or lube or whatever and stroked he cock
to hardness again. I could feel an animalistic hear coming from her and
I began to think of how good this cock would feel inside of me. Mistress
Kelly began to tease my ass with her hard cock head. Time after time she
pushed but not in. Then she took my shoulders in her hands and leaned
over and whispered in my ear, pet, you are mine now. With that she
forced her hard cock deep inside me and I moaned with pain. Just then a
knock came at the door. I heard one of my friends say, is everything ok?
Is James there and is he ok? Mistress Kelly said, he is not here and the
last time I saw him he was on the Lido deck. I was so frightened about
being found out and so excited with this hard cock inside of me. I was
beside myself. Mistress Kelly then pulled out and said to me, we can
have no more of this. She took a very wide cock shaped device and put it
into my mouth and tied a silk tie around it and me. My mouth was held
prisoner. Mistress Kelly said to me, since it seemed you enjoyed that so
much, you can have this to keep you quiet. Then she went behind me and
forced what seemed like more of her that ever inside me. I tilted my
head back in a display of abandon. Mistress Kelly took her time and with
deep and long and sow strokes, began to fuck me. She said to me time and
time again, pet you belong to me. I began to get more and more excited
with each passing stroke she was in no hurry and I was enjoying each and
every stroke. With that she told me to look to the side of her couch.
That is a video camera. I have been recording every step.
I will keep this as a trophy. Perhaps I will make a copy for you to keep
as your very own. James, what do you think of this? You have no say so
it doesn't matter whether you like this or not. Perhaps I will send it
to your family or show it here on the cruise. There is a video night for
all of the offshore trips. Perhaps it will “accidentally” slip into the
nights showing. I think I would like that. Then everyone onboard would
know you belong to me. Maybe I will make you into a woman exactly like
me. Part of thinks you would actually love that. Then she began to pump
faster and faster. Like a woman possessed she buried herself as far as
she could go. I tried to wiggle and clench and do anything I could to
squeeze the cock so deep in me. Then it happened. I began to orgasm and
she did too. It wasn't simultaneous but it was like cause and effect. I
began and then she followed. As she began she buried herself as deep as
she could be. I could feel her breath on my neck and back as she let it
all go. I could barely stand. I think she relied on me to keep her up.
I could feel streams of her cum run down my leg. It was so hot. I was
dizzy and then I could feel the light start to flicker and I fainted.
I woke in a short time and felt the shower running over me as I sat in
the shower on a chair that folded out. How Mistress Kelly got me there,
I will never know. I coughed as water went in my mouth and up my nose.
Mistress Kelly had already cleaned up and was in a gown and robe. She
looked at me and said, pet, take care of your personal hygiene and we
shall rest and talk. After about a half an hour I emerged in a terry
robe that was probably left by the cruise line. I went out and Mistress
Kelly sat with a glass of champagne and there was one for me on the table
next to the chair. After a few minutes, Mistress Kelly told me that this
was the time for honesty. She told me not to worry but it was imperative
to be brutally honest from this point forward. I told her yes and then
told the story of my life, leaving no detail out. I recounted the facts
in the Rebirth of Jami and the incidents told in, What Now Jami. I
further told her that my dream was to be Jami but that she was more woman
and man that I could imagine. Mistress Kelly chuckled and then told me
about her life and how she got to as feminine as I have ever seen. Kelly
was born a genetic boy. Her mother was a domineering woman who wanted
only female children. Kelly was forced to wear girls and then women's
clothes. Kelly grew to accept and then to enjoy and then to crave the
attention and feminization. Kelly older sister was a travel guide and
then latched onto something that would change Kelly's life. Kelly's
sister came home with a dried tropical fruit. It came from one of the
tiny islands near Tahiti. No one believes the fables associated with the
Kukaberry. But when Kelly's sister gave her one dried fruit that was the
size of a dried fig, changes began to occur and all of the doubts were
gone. The Kukaberry changed the hormonal structure of people and they
became progressively more feminine in some ways. Associated with the
berry were an increased libido and increased sexual ability and stamina.
The one side effect was that feminization did not become complete.
Breasts formed and became larger and more sensitive. Body hair became
non-existent except for one patch near the genitals. Skin became softer
and hair grew and became softer. Nails grew. The feminine mindset
became either dominant or submissive and then the need to please became
greater and greater. The side effect caused the male genital to become
larger, longer, thicker and more sensitive. Stamina never was an issue
when aroused.
Kelly told me that she had been eating a Kukaberry daily for nearly six
years. Her supply was running low and she was going to take a side trip
to the island to gather bushels and bushels for the coming years. Then
she told me that this is exactly what I needed to make my dreams come
true. I said I think you are right.
With that Mistress Kelly began to dress me. A plum colored bra and
panties, stocking and black garter. Then a nice purple dress with some
forms that Kelly had brought with her just in case. She did my makeup in
an exquisite manner. My hair was done with a little purple ribbon in the
back. Kelly told me to get on my knees then and she took her magnificent
cock out from the gown and robe. I eyed the prize and did not hesitate.
I sucked for all I was worth. A knock came at the door. My friend
Daniel's voice came through the door. He inquired as to my whereabouts.
Kelly opened the door slightly and peaked around the chain and said, have
you been looking for him all of this time? I giggled and Daniel heard.
He said, all you had to say was that he was with you. I didn't need to
know more than that. He had a huge smile and Kelly motioned him in. She
said to Daniel. We are playing games and do you want to play with us.
Daniel looked at me and it did not look like he recognized me. Daniel was
caught in the web just as I had been. Kelly told him we were playing
bondage games and that if he stayed he would be tied and get more than he
ever expected. Daniel said. Hell yes! With that Kelly tied him to the
bench as I had. Then she stripped off her clothes and Mistress Kelly
sliced Daniel's off of him and Mistress gagged him. The Mistress Kelly
slowly slid her robe and gown off. Daniel's eyes were as big as saucers.
Mistress Kelly lubed herself up and pounced on Daniel. I got on my knees
and took his cock into my mouth and began to pleasure him. Daniel was
wild and somewhat in pain to begin. I just sucked and licked and tried
my best to make him cum. Kelly kept up a steady and quicker pace this
time. Daniel was so hard and thick. I took his balls into my mouth and
gently licked them. This was so erotic. Breaking in Daniel was so
exciting. Daniel began to cum. I swallowed every last drop. Mistress
Kelly slowed and then stopped with her huge cock buried inside. She
said, this is going to take awhile. I got up and got some champagne and
Daniel looked like he was starting to get aroused again. I pulled my
skirt up and whispered I his ear. Daniel, I would like your cock to fuck
me just like you are being fucked. Would you like that? He nodded and I
lubed him up and slid below him and worked him in and out of me.
Mistress Kelly and began to build up a rhythm. I could feel her going
deeper and deeper into him and that in turn made him go deeper and deeper
into me. I let Daniel fuck me for a very long time and Mistress Kelly
also fucked him. Over and over she stroked unto him. Over and over I
pushed back onto him. Then I could hear Daniel moan and begin to spurt
and spurt and spurt. Mistress Kelly also moaned and pushed deep into
Daniel and also then into me. The first night of this cruise came to a
rousing end. But we had 8 more day left. How could we top this night?
More to come in the next phase of this story.