Trancvestite Incest, oral, anal. b/MMb, m/MMM
This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Author's Note:
This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission.
Copyright 2017 Wolf, All rights reserved.
You may contact me at pomowolf74@yahoo.com if you like. All flames will be ignored.
Olivia
By
Wolf
I was born to a welthy Stamford, Ct family. My mother was French woman born in Parris, named Alesndra, 33 at the time I was born. She earned a Master of Fine Arts (MFA) from Sarah Lawrence College. and uoin graduation from collage. She was a beautiful woman with alabaster skin petite, and remained in the country to marry my father. She was a devout Roman Catholic.
My father was 35 when I was born. He is an investment banker executive; Yale graduate with a Maters of Bussiness Adminstration (MBA). He was handsome, atholetic man with a partrician background and features. He is has a cool relationshipwith mother and me, but he is close to my older brither.
Raymond (Ray) is 11 years older than me. He looks very mych like our father; handsome, atholetic, average student. He attended a private school in Stamford.
During my mother pregnancy there was a lot of expectation that her second child would be a female. She had alreadt expected the name 'Olivia,' The nurcery was turned into a infant girls bedroom. The wordrobe was already filled with infant clothes. Likewaise, many baby showers were held, and especially in the wealthy estates of Stramford. The community spared no expence in gifts showere on a privileged future female infant all the way into the toddler years. The Frence family members splurged on lavish finery for a girl.
It may have been popular during the 1800 hundreds for the privilege class to dress boys like girls, but 1989 it was unusual for a family to dress a 5-year-old in dresses. I had been chritianed a Laurent (Larry). I have my mother's physical features; fsir shin, very long blonde hair. My facial features are very famine. As an adult everyone, except close family members that know my birth sex identify me as a girl.
I grew up in a wealthy bedroom community for bamkers, investment brokers, and ciprate heads. As well as persons working in New York City. The New Haven Line of the Metro North train had a major stop in Stamford, taking passangers south to Grand Central Station in Manhatten.
We have a very large home, 4200 sq. fr. with five bedrooms and 4. bathrooms. Our Georgin style home is in a lovely area at the turn of the river.
Mother insisted on taking me to mass ever Sunday. I was enrolled in catechism classes. I was drawn instantly to a georgious Seliiian priest, named Father Matthew. I sought our way to be alone with him. One day I worked up the nerve to kiss him on the mouth. He returned the kiss and I couldn't resist feeling his boner. He opened his pants to me and I kissed his penis. Over the years after that I visited him often and by the the teens he was fucking me and introducing me to other priests that like young boy's like me.
Mother made a pilgermage back to Paris to introduce me to her family when I was 2-years-old. My grandparents lived in the outskirts of Paris (Neuill-sur-Seine). Mother and my two aunts doted over me, and preferred to call me their petite fille ('little girl') rather than petit garcon ('little boy'). Even my Uncle Alain related to me the same way. They dressed me in the traditional embroidered and lace clothis worn by French childen that identified me as a girl. I suspect that it was their way of gender bending , wishing that I were truly a girl, since the family was dominated by male offsprings.
Our summer vacatins for the next three years were back to France. My aunts continued to pass me off as their petite fille. In retrospect, I muct admit that I enjoyed the attention I received as a girl, as much as I could understand at the time, I felt feminine. I loved the brigjt colors, soft frilly dresses, wearing pantyhoses and lace panties. I enjoyed having long hair being fussed over by my mother and her sisters. When we returned to Connecticut , father and my brother tolerated what they considered a be an obsession of mother's desire for a daughter.
My father gave into her desires not wanting to disalusion her fragile emotional state brought on by the disappointment of having a male child when she had been looking forward to a female child.
My aunts would come to our home in Connecticut in early November and stay until the end of January, celebrating Thanksgiving, Christmas, New Year, and Epiphany with our family.
I looked forward to those visits very fondly because we would travel by Metro North to Manhatten to 'Shop to you drop.' They would take me along and we woud have wonderful luncheons, and to their day spa appointments. We would often go to the Essex House , across from Central Park to celebrate with long lunchons and they would dote over me. The waiter staff would also doted over me.
On one occasion they took me to as spa, located on Madison Avenue. I was overwhelmed by the beauty of the place. My mother, two aunts and I soaked in a private pool, with lavender oil, and rose petals. We were nuse in the pool and I delighted in having the ladies gently wash and scrub my naked body. I vividly remember the ladies kissing my little penis, calling it my fleur-de-lis ('flower of the lily').
In hindsight, I believe they were referring to it as my clitoris. They were also in the habit of calling me 'Olivia.'
After the wonderful pool sessions, we would each undergo full-body massages. I remember the warm, fragrant oils and hands of the masseuse gently massaging my young body, even my little penis that would "grow" with excitement, and also my buttocks and hole while I spread my pink bubble butt. Juan, the masseuse, fondled and sucked by little penis for the first time and used his finger and tongue on my lovely rosebud. Oh that was so, so nice! During subsequent trips to the day-spa, Juan would do his massages in the nude so that the ladies could freely pleasure Juan. Juan also was allowed to massage me in the nude and I learned to take his cock into my mouth, tasting his pre-cum and eventually taking his "boy-milk" for the first time. He then kissed me deeply and asked me to share his "boy-milk." That was so yummy!
The trips to Manhattan continued in these early years with my mother and aunts and also alone with mother when her sisters returned to France after holiday.
I discovered that Olivia was the name Mother had chosen while she was pregnant with me. I enjoyed my mother's milk through my formative years. I was forced to go by the name Larry when I entered high school to prevent being bullied, but the ladies would also have me suck their breasts.
A key event in my life: Uncle Alain, my mother's older brother, moves to Greenwich Village at the age of 40 just in time for my sixth birthday in August. Uncle Alain is an art dealer and represents a French company that deals with estate art and furnishings. He is a dandy and defently gay! He is thin, probably 6'2" and moves about and expressed himself in a wild dramatic hand gestures.
Uncle Alain is in the habit of indroducing me as his niece since I continue to wear girl clothing, including panties, pantiehose, dresses, Mary Jane shoes, exquisite overcoats, and even my first hand purse. Uncle Alain just loves to sing 'Thank Heaven for Little Girls' to me, borrowed from Mauice Chevalier. It is amazing what a warm glow comes over me, even down to my fleur-de-lis when he sings it to me!
Regular visits to NYC continued from 7 to 12, and stay- overs with Uncle Alain and the meeting of his friends. During these years I also attend the private day school in Stamford but wore boy clothes, even though my mother insists on having me wear my blond curly hair long. Fortunately, my classmates also wear their hair long since it was the fashion to do so, but I often was picked on and called a "French sissy" because of my girlish mannerisms. However, there was a growing defiance within me as I would not have it any other way. My goal was to please my mother so she would continue to love and cherish "Olivia" within me.
I would travel to NYC with mother and she would drop me off at my uncle's magnificent Greenwich Village townhome for full-week stays during school breaks. Mother would return to NYC on the following Saturday to pick me up and return to Stamford.
Uncle Alain explained, "I have to stretch your pussy and I will do so overtime, and also use a 'butt-plug' (As he called it) to continue the stretching of your pussy. In fact,Not only did my mother approve, but she would continue to have you wear, different sized cearn butt-plugs during the days and weeks in the future."
Uncle Alain also explained, "I will administer an enemas and do so gently during my training period. The Dumas family also enjoyed douches dorées (golden showers) and I'm sure that you would find them lovely and refreshing.
Mother and I took beach vacations in summer and stay at the Madison Beach Hotel with Uncle Alain. Mother arranges for Uncle Alain and me to room together. It was thrilling to sleep with my beloved uncle. It at one of those summers that they deemed it time for me to be delowered. It was very exciting to get ready that evening for my uncle to bread me for the first time. Mother dressed me in a lovely sexy transparent floral bavydoll. She sent me to our room where Uncle Alain was waiting for me all dolled out in his own sexy outfit. The room smelled of fresh flowers and the lighting was subdued. He had a tube of lubricant on the nightstand. There was a lot of foreplay. We kissed and fekt each other up, sucked each other nipples and sucked each other clitties before we prepared for my first breeding.
Uncle Alain removed my gaff and his own. He placed my heels on his shoulders while he lubricated his own clittie and applied a gererous amount of lub to my boy pussy, then he lifted mt butt up and aligned his clittie with my puckered boy pussy. As he inserted his clittie into my hole there was a little pain, but I endured it like the good little whore I wanted to be. It was overwhelming having mu uncle fuck me again and again. After each time her fucked me I dutifly cleaned his clittie with my mouth.
The next morning when we joined Mother for breakfast in the hotel restaurant she was beaming with pride at my becoming a proper little boy pussy.
During my stays with Uncle Alain, he insisted that I dress as a girl and mother gladly arranged my suitcase to accommodate her brother's wishes. Truly, Uncle Alain knew what 'buttons to push' when it came to my gender identification and mother was co-dependent on making this happen. However, by then, I preferred to actually return to dressing as a girl and so enjoyed having the space to do so in my uncle's very large townhome. He and I would also venture out into the city and I began to attend Broadway shows, which I simply loved, and he introduce me to friends and all as his lovely niece 'Olivia.' I could not get enough of this adulation and felt that girlish rush of excitement within me. Oh, I am 'Sweet Olivia' and this is who I always want to be!
As the visits to Uncle Alain continued, he would take me shopping to Neiman Marcus so that I could choose age appropriate clothing, all very expensive and European in design. Not only did I choose to be a girl, but a very French girl who was amoureux de la vie (in love with life). Of course, Uncle Alain would continually sing, whistle, and hum songs about little girls. As I understood later, this was his way to prime me for a role that has lasted for a lifetime. I would be his little girl and he would train me to do what little European girls learn to do: to please a lover. Oh, how I wanted to please Uncle Alain and, in doing so, I was pleasing my dear mother.
Uncle Alain, "I learned to dress as a girl from a very young age. My parents, my grandparents, introduced him to this lovely world of girl-dressing, and that even my grandpapa would dress up as a woman with grandmamma. It was was so important to pass along this family tradition of celebrating boy to girl, and man to woman dress-up."
He explained, "This was called "cross-dressing." In this world it is called being a transvestites and if someone seekd sex reasigmnt they are refered to as transsexuals!"
"Our family, the House of Damas, freely enjoyed "dressing-up" over the centuries!"
This was the first time that I heard him tell about King Louis XIV, the Sun King, and the free sex, orgies, and gender bending activities of the French Court. The Damas family continued these practices and taught the next generation to enjoy them down to the present time. Uncle Alain then explained that my mother had arranged for him to mentor me in these ways. Our traditions must continue, Sweet Olivia! I, of course, agreed.
Uncle Alain then proceeded to remove his bra, exposing his totally smooth and shaved body. His skin was so silky and he had me kiss his nipples and raised breasts, the outcome of Hormone Reasigment Therapy (HRT) that Uncle Alain received. We sat on the edge of his huge bed and I continued to kiss his nipples and felt my clitty get hard and, yes, wet! He reached down with his finger and took up my wetness and put it to his lips and mine and we kissed, 'French style,' for a long period of time. It was the best feeling that an 8-year-old could ever have! Then my uncle, stood up and we moved to a red and gold divan. As we moved, he reached down and cooed in my ear how he loved my clitty. Once we were stretched out side by side on the divan, Uncle Alain had me reposition and then told me to slowly side down his panties. As a did, I saw a garment that I had never seen before. It was black, shaped like a bikini, and held back Uncle Alain's clitty.
He explained, "The garment was called a gaff and transsexuals wore them to keep their clitty tucked away when they dressed-up. I will take you to a special store, but we will do so privately, to get fitted for my own gaff as well as special 'toys' that I knew you will enjoy!"
I was absolutely thrilled!.
Then Uncle Alain had me help him slide off his gaff and that was harder to do since it was stretchy but strong as well as satiny. He explained that this helped men who were really women on the inside, to better feel their pussy or cunt and wear dresses and pants with what he called the "V" shape. He promised me that, in the family tradition, I would learn how to do this plus much, much more.
We then went on to enter the Jacuzzi as we were totally naked and stayed in the water for a long time as Uncle Alain proceeded to French kiss me again and explore my body. He washed me and I washed him, paying special attention to our clitties, pussies, and titties. Uncle Alain sang a song in French about lovely little girls and their mothers bathing in a country stream. I felt my libido arise and I wanted to be Uncle Alain's slut!
We carefully stepped out of the Jacuzzi and he dried me off first and continued to do the same. He took me by the hand and led me to his gigantic bed that had a canopy and even a step stool to get up into it. He made love to me that evening very gently. He sucked my clittie and finger fucked my boy pussy before allowing me to suck his cock and allowed mt to rim his own pussy.
After another wonderful morning shopping, noon lunches, and Broadway matinee performances, I was totally exhausted. Uncle Alain would whisper sweet sexually provocative things in my ear when we sat for lunch and a handsome little boy passed by. "Would Olivia like to take a bath with this sweet little boy? Would you like to suck on his penis and then have him do the same to your clitty, my sweet Olivia? Would you like Uncle Alain to join you in his large Jacuzzi at my townhome?"
I was 8-years-old when Uncle Alain began to introduce me to lovely, long, sensual baths with him and his friends. The first time he introduced me to a boy no older than me. On returning to his home, he would draw the water in his Jacuzzi and add fragrant salts and oils. The three of us took advantage of my uncle's Jacuzzi. That way I got to get a look at the boy naked. He was a sexy looking boy with wavy brown hair and a slinder build. He was endowed with a surprisingly large cock for a boy his age. While we lunged in the hot water the boy stroked my uncles cock, and sucked on my uncle's tit. I stroked the boy's cock. After we exited the water and dried off we headed to his bedroom.
I sucked on the boy's cock and he sucked mt clittie, while Uncle Alain amussed himself sticking his fingers in our boy pussies. He also jacked off until he was ready to cum. At that point he squirted cum all over our faces.
After that on our evening togather he would hum sweet French songs of love to me, his Sweet Olivia, and slowly undress me in what he called his boudoir. I immediately felt a sexual rush as my clitty grew and became hard in excitement. As I stood in my panties and training bra, Uncle Alain would begin to whisper erotic things in my ear, kiss me, hold me, and arouse me. He would then remove his clothing and, for the first time, I would see that he too was wearing a black and pink, lace balconette bra and matching panty. He told me that he purchased his lingerie from La Petite Coquette, located in Greenwich Village. I was surprised but also pleased to see Uncle Alain dressed in girl clothes! He also promised to take me there to choose my own lingerie when I was older.
My visits to NYC to stay with Uncle Alain continued from the age of 8 on as I described earlier. When I reached the age of 10, Uncle Alain threw an elaborate birthday party for me at his Greenwich Village townhome. My aunts, Juliette and Madeleine, arrived at JFK and join the party along with Uncle Alain's friends. All guests were expected to arrive dressed in costumes typical at the Court of Louis XIV. It was thrilling to see men and women wearing the elaborate lace and brocade clothing; coiffed hair; the men in tights (made my clitty tingle!); and employing the feminine gestures derived from court etiquette.
At a prearranged time, Uncle Alain began to sing Joyeux Anniversaire ("Happy Birthday") and the catering staff processed in with a birthday cake, lit with candles, and a Roger carried in a huge stuffed koala bear. I immediately clapped my hands in glee for I absolutely loved the stuffed animal. When Uncle Alain announced that I would soon see real koala bears on a special vacation to New Zealand and Australia, I ran over to Uncle Alain, embraced him, and showered him with kisses. I was surely into My Sweet Olivia persona at that point. I felt so, so girly in my attire and everyone came up to me and mentioned how beautiful a young lady I had become. Yes, I am becoming the girl of my dreams!
With all of the excitement, I had to use the bathroom and my two aunts took me upstairs to my uncle's master suite. They sat be down on the divan and removed my hooped dress so that I was left with a long lace, pink and white petticoat. They ushered me into my uncle's bathroom and over to a bidet. Aunt Juliette slowly pulled down my pink matching pink and white satin panties so that I could pee from my clitty into the bidet. Afterwards, I felt the rush of warm water from the bidet attachment onto my pussy and clitty. My Aunt Madeleine carefully and gently wiped and dried my hairless body then applied rose oil to my clitty and pussy. The scent was intoxicating, so feminine, and so erotic! My aunts whispered their love of me as Sweet Olivia, their special and beautiful niece.
Mother arrived upstairs and helped me back into my hooped dress. She then told me that she had a special birthday gift surprise for me. She handed me a business card with the name of Jérôme A. Leclercq, MD, Endocrinologist on it. Mother further explained that the two of us had an appointment with Dr. Leclercq on the following morning to discuss how Sweet Olivia could become even a more complete girl. "Would you like to know how to do that, mon Cherie"?
I said, "Oh, yes, mama!"
We arrived at Dr. Leclercq's Madison Avenue office right before 10:00 AM and the nurse ushered us into an examination room. Dr. Leclercq appeared to be about 60 y/o, a little chubby with thinning hairline, but very friendly. Mother and the doctor went off to the side for the moment and returned. She said that Dr. Leclercq would first examine me then ask me some questions and, in order for him to do that better, I would step out into the waiting room. Once mother left, Dr. Leclercq had me remove all of my clothing but complimented me on my choice of training bra and panties. He asked me if I liked wearing girl clothing and I immediately said, "Oh, yes"! He then asked if I would want to wear girl clothing all the time and never be asked to put boy clothing on again. I also said, "Oh, yes, all the time"! Then he said, "I believe we can make that dream come true, but first I need to examine you."
Dr. Leclercq then proceeded to examine my eyes, ears, nose, mouth and tongue, and under my armpits. Then, he reached down and touched and moved my clitty around with his fingers and I immediately became aroused. Dr. Leclercq then said that it would be good to taste my penis.
I said, "You mean my clitty, don't you?"
He then asked me if I had a penis or a clitty and I assured him that I had a clitty. The good doctor bent ocer the foot of the examination table and took my little clittie into his mouth and sucked on me while rolling my little balls through his fingers. He also stuck a latex gloved finger up my boy pussy. At one point her straighted up and unbuttoned his white lab coat and pulled the zipper down on his trouses and pulled out a nice looking circumsied cock with a purple head. There was a clear drop of pre-cum at the opened.
I couldn't resist slidding off the table and knelt before him and took his cock into my mouth and sucked on it until he rewarded my efforts by squirting cum in my mouth. I swallowed his cum. He straighted up his clothes and I got back onto the table.
After the examination, Dr. Leclercq called mother back into the examination room. He proceeded to announce that her boy was actually destined to become a girl and had passed the test. The doctor asked me if I wanted to be a girl and be identified as one.
I immediately said, "Oh, yes!"
Then he explained that I would be receiving monthly injections to block puberty. He went on to explain what puberty is and indicated that over time my skin would become smoother, no facial hair would grow, no Adam's Apple would appear, my voice would remane in a soft alto range, and my nipples would become puffier and I would grow breasts. He explained that I would undergo a process of hormone replacement therapy and receive what I needed to be a complete girl while I left the little boy behind. I was so excited.
He asked me if I was ready for my first injection?
I said, "Yes, please!"
He then brought my mother over to me, lowered my blue polka dot panties, and gave me my first injection, explaining all along to my mother how to administer my shorts in the furure.
My mother immediately said, "I have finally given birth to the daughter I have always wanted!"
My birthday and first doctor visit took place in August and I thought I would die from anticipation as I awaited the start of our vacation cruise, two weeks before Christmas. Mother explained to me that it would be summertime in the Southern Hemisphere and I could also take advantage of a longer, pre-arranged break from school to travel on holiday. During the first weekend of December 1994, I spent Saturday packing for my vacation. Mother explained that I would only be taking minimal boy clothing to wear for my air travel from JFK to Auckland and return to JFK from Sydney. I squealed with glee, as 10-year-old girls often do, when she showed me the two suitcases full of girl clothing that I would wear in New Zealand and Australia. Mother carefully explained to me that I had to be in boys clothing whenever I was going through customs and immigration so that my passport matched my description as a boy. Uncle Alain also had a notarized letter certifying permission from her and my father to travel outside the country with Uncle Alain. She assured me that Uncle Alain and Roger would know what to do and prompt me accordingly.
Just as mother and I were finishing the packing, my aunts came into the room carrying a medium piece of luggage. The luggage had a pink and black bow wrapped round it and they set it down on my bed and invited me to open it. I carefully removed the bow and then unlatched the suitcase. Voila! I could not believe my eyes for there was a large inscribed card from La Petite Coquette, the famous NYC lingerie shops, stating, "Enjoy your first custom lingerie, Sweet Olivia"! I ran over to my aunts and showered them with hugs and kisses. I was overwhelmed with joy as I peered into the suitcase and saw exquisite French-lace panties and matching bras, garter belts, thigh highs, teddies, one-piece lace see through bodysuits that snap under the clitty, beautiful satin nightgowns and matching slippers, and camisoles with built-in shelf bras. The colors were stunning and there was certainly enough lingerie to wear for the cruise! I felt so feminine and just clapped my hands and jumped up and down with joy as I received my first lingerie. I immediately thought that I would now match Uncle Alain in the lingerie department! Oh, I could not wait to model these for him.
The following Saturday arrived and I was up early in anticipation of the start to vacation. Mother first thing gave me my monthly hormone injection and I was noticing that my nipples were getting puffy and tender over the past weeks. Mother also arranged for a private town car to transport me with my luggage to JFK and Uncle Alain and Roger met me at the Qantas check-in desk. The driver brought my luggage to the counter and Uncle Alain handled the check of identification and passport and produced the parental permission document. All was in order and we passed through security and then went directly to the Qantas Lounge at Terminal 7 to await early boarding since we were flying first class to Auckland. Uncle Alain explained that we would first fly from JFK to Los Angeles International and then have a three-hour layover before departure for Auckland. I learned about crossing the International Dateline and I was a bit bewildered trying to understand how I could leave JFK on a Saturday but arrive in Auckland on Monday morning. What would happen on Sunday? Does it get lost somewhere? Uncle Alain, Roger, and I laughed out loud at that one.
As I boarded the Qantas flight and moved into the first class cabin, the women flight attendants remarked how beautiful a girl I was. Mother purposely chose clothing for me to wear on the flight that was gender neutral and, even though I looked like a girl, her goal was to not complicate the passport identity process. Mother had told me that by receiving the hormones I would begin to think and behave as a young lady and that my features would become more and more feminine. Mother even said that I was taking on the features of a classic and elegant, young French woman. "Oh what a beautiful birthday gift"!
We landed in Auckland, New Zealand on Monday morning and got through customs and immigration without any delays. Uncle Alain, Roger, and I took a reserved limousine to the Hilton Auckland on Quay Street. We immediately went up to our room, a two-bedroom suite overlooking the harbor and islands. Our essential luggage arrived very quickly and we had the rest of it stored since we would be embarking on our cruise at noon the next day. The three of us were exhausted so we collapsed on our beds until mid-afternoon to catch up on the change in time zones.
When I awoke, I thought that I was in a dream, for Uncle Alain and Roger were sitting on my bed completely in the nude. I smiled as my explored their smooth, shaved cocks, both dripping with pre-cum. Uncle Alain had a thick 7.5" cock and Roger had a monster one that was 9". Both had lovely low-hanging scrotums. They started to tickle me and I laughed and cried out in excitement. Then they began to remove my clothes, stripping me down to my panties and bra that I wore beneath my light blue sweater and blue jeans with red piping. For the first time in my young life, I participated in a threesome.
Thee two of them were on eather side of me sucking on my swollen nipples and making them evenharder. My uncle was grasping my clittie with thumb and forefinger and jilling me. Rodger had his hand under my right thighand was probing my pussy with hid finger. when I was panting with excitement they chose to change positions.
Uncle Alain mobed to thr milled of the spacious bed and picked up my legs by my ankles and placed my heels on his shoulders. While he prepared to fuck me by lubricating my pussy, Rodger straddled my head on his knees. I was looking up his asshole and his scrotum was resting on the bridge of my nose. The smell of his crotch was enough to turn me on. That monsterous cock was resting on my lips. As I felt my uncles cock stretch my pussy, Rodger guided his cock into my mouth. The two of themfucked me, and the only way I culd see what they were doing was to look in the mttor. While they were fucking me they were clinging to each other and kissing. Rodgers cock would often poke the back of my throat causing her to chke, but he just kept fucking my moth until he squirted cum in my mouth. Uncle Alain soon squirted cum in my rectum.
By the time they were ready to change places Rodger didn't need to grease me up. Uncle Alain's cum provided all the lubricant needed. this time my uncl chose to straddle my chest and fuck my mouth facing me. I could reach up and play with his tits.
We eventually had to get dressed to catch our cruise ship. Our luggage had been deposited in out stateroom before we got there, so we opted to shower and change clothes. The shower in our stateroom two small the three of us at the same time, so Uncle Alain insisted on me showering first. I took a quick shower and while Uncle Alain showered Rodger was helping dress me in the ensemble I was going to wear shipboard, when there was a rapping at our door.
When I opened the door I was confronted by a brown shinned philippine cabin boy. He was the sexiest looking boy I had ever seen. His dark hair was pulled back into a ponytail. His face was prettier that any woman on board the ship. He was wearing a white jacket typical of all of the ships staff. He was carrying a basket of fruit and proclaimed that it was complaments of the ship, and he would be our cabin boy for the duration of our cruise.
He no more than said that, when Uncle Alain came out of the bathroom still drying his hair, in all of his naked glory. The cabin boy got a full view of his manly clittie and his large breasts. He quickly asked, "Can I help you dry off Sir?"
Uncle Alain smiled wickedly and handed the boy the towl. The cabin boy knelt in fromt of hm and started drying my uncles legs, slowly working his way up. when he reached his crotch he rubbed the cock and balls, and then took the cock in his mouth.
I watched the adorable brown skinned boy suck my uncle's clittie until he got a mouth full of cum. While he was pleasing Uncle Alain I removed y dress and pulled off my panties and gaff. The cabin boy turned to me and sucked my clittie. I marvel at the sight of Rodger sticking the monsterious cock into the cabin boys ass. Ther was only the hum of pleasure from the cabin boy as he sucked my clitties as he was being fucked. That was my introduction to a Philapine 'Benny Boy,' a pleasure I was going to enjoy repedendly throught the cruise.
I was sure this 16 day cruise was going to be a thrilling trip. When we were in port he would get dressed up in drag and show us all og the gay spots. When we were in Sydney, Az. He was our guide to Manly Beach. That was fun because that beach is like Malibu Ceach Caifornia. You see the welthy at play. Their summer is from November to March and you see men in spedoo type bathing suits and woman wearing bakini's that are no more that tea bags covering their nipples and cunts. After partying at see from homes he insisted on taking us to 'King's Cross to see the gay community and take us to wild parties.
We felt right at home there becausr drag queens openly parade the streets. The Auzzies refer to gays a 'Pufta's.' It was grear fun as soon as the locals picked up on the fact that we were 'Yankies' they bought us anything we wanted to drink. I trilled at having so many pretty boys vying for my favor. I was having my clittie sucked constanly and I thrilled at having viral looking muscle men fucking my pussy and mouth.
We had to visit Darling Harbor and the Opra House. Every place we went everyone called us 'lov' and complamented the cabin boy and me for being such attractive girls.
When we were back aboard ship Unclr Alain and Rosger were fucking the cabin boy and me comnstantly. We visited Thailand as well. There we sought out 'lady boys' and had a great time. They work in nightclubs in drag. They make bautful looking girls. Being a blobde they flocked to me when they found out I had tits and a clittie. The pimps assured me that I could make a fortune if I chose to stay there. I did actually hook upwith welthy Azian businessmen for the fun of it. These botbellied men couldn't get enough of sucking my tits and fucking me, and they allowed me to fuck them too.
When the cruise came to an end and we had to return home. I regretted having to leave the ship.
By that time I was living openy as a female. I earned a degree in business and minored in real-estate. I established a friendship with a professor 'mentor' with weekends at his lovely home in Essex, on the Connecticut River. He is a transvestite. Long erotic sessions and dress-up with her. We would tske loge baths together and spend a lot of time transforming ourselves into the women we wanted to be. When were were dressed up we would pull each other's panties aside and suck clitties for long periods of time.
I wanted to get away from my family's disapproving looks and comments, so I opted to move as far west as possible. I moved to Seatle, Washington. I chose to live there because there is a large LGBT community.
My mother had taught me well about the way women dress and act, so I can pass in public as a pretty women. Men flirt with me contantly, but I have to be careful about evelinng that I'm a woman with a surprise package.
I take vacations to France as an adult to meed other members of Damas family. Eery trip is an education about the family. I am introduced to other members of the family that are transvestites, and two members that have undergone sex reassignment successfully. The family is thrilled to have an American cousin visit, and teach me how to enjoy the pleasures of sex with my French cousins.
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to pomowolf74@yahoo.com