Date: Tue, 5 May 2015 19:31:00 +0000 (UTC) From: Wolf Pomo Subject: Sissy Denise (Gay/Transgender, oral, anal, b/FMb, DISCLAIMER: Transgender, oral, anal, b/FMb, 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. If it is illegal to read such material where you live or if you find the topic distasteful the please leave now. If you enjoy the story or if it evokes memories of your own, please let me know. I am happy to write stories from outlines. Copyright 2015 Wolf, All rights reserved. You may contact me at pomowolf74@yahoo.com if you like. All flames will be ignored. Sissy Denise By Wolf I was born to be a Sissy! My father was a professional jockey that was only five-feet four and only 115 pounds. My mother was also a tiny woman! She was just five feet tall and she never got over 110 pounds, even when she was pregnant. They knew I was going to be born with male genitalia before I was born, but that was not going to prevent them from having the daughter they wanted. My mother had a female pediatrician that was willing to help. She delivered me at my parent's home, and when she registered my birth she listed my name as Denise Van Meter and my sex as female. I was destined to be home schooled by my mother and her lady friends. Mother was defiantly a free spirit! She made no attempt to conceal her sexual desires from me. She not only allowed me to watch her fucking and sucking my Dad's cock, she also allowed me to watch her having sex with many of her lady friends. I was encouraged to not only suck my Daddy's cock, and I was encouraged to suck the tits and pussies of Mother and her lady friends. My bedroom was decorated with everything a young girl could wish for. My room was pink, with fancy bleached oak furniture with a canopied bed. It was obvious from all of my drapes, sheets, and graphics on the walls that I loved all of the Disney Princess Stories. My dresser was filled with age appropriate dresses and other apparel items. Mother's pediatrician friend took care of my hormone theory to insure that when I reached puberty I would develop female characteristics. By the age of five my hair reached the middle of my back. That was the same year Mother delivered her second child. Just like me her friend delivered the child and registered the baby as Ella Van Meter, female, even though she had a dick like mine. Her room was also decorated as a girl's room. Ella became my living doll. I combed her hair and helped bath her. We both had female hormone therapy. It is interesting to note that even though my father was small he sported an above average cock. Ella and I were both destined to have five inch cocks, even though our scrotum was shriveled little sacks that would look like a three year olds balls. My parents encouraged the two of us to play with each other sexually. I was the aggressor in our games. Ella developed into the perfect submissive sexual object. By the time I was thirteen years old my breasts were a 33-C size. And Ella was a sweet looking eight year old with those baby fat breasts. I was so accustomed to dominated Ella that in the morning before we were going to visit our home school teacher I entered Ella's bedroom still wearing my little silk teddy that barley covered my butt to wake her up by rubbing my cock against her lips until she opened her mouth. I would fuck her mouth until I would have orgasms. Ella slept in a frilly little baby doll nightgown, so when I would pulled it up I would have full access to her sweet little penis and balls. I would lift my own nightie I would ask her, "What is this?" Ella smiled, "That's your cock/clit!" "And what are you?" "I'm a cocksucker!" "What would a good little girl to with cocks?" "I should suck it for you!" She would take hold of my hips and take my cock into her mouth and sucked me until I would get a monstrous hard- on. Then I said, "You know what I'm going to do to you now?" "Ella, smiled, "You're going to fuck me!" "Right, so assume the position!" Ella laid on her back with her butt right on the edge of her bed. I took hold of her ankles and placed them on my shoulders, as I slipped my cock into her asshole. I was fucking her like a champ. One time mother entered the room while I was fucking Ella. She simply said, "When you're finished girls, you need to shower and get ready for school." I did squirt cum into Ella's ass. Even though I could cum there was very little sperm in my cum. I know because our pediatrician tested me regularly to insure I had a high female hormone count. She enjoyed jacking me off into a cup. She also enjoyed giving me finger waves by massaging my prostrate from inside my rectum. By that time Daddy had been fucking my ass for three years, and Mother had been fucking me with her dildos just as long. After Mother caught me fucking Ella, our parents made a party out of our parents fucking Ella for the first time. Daddy had to get up early every day to go to the track to exercise the horses he was going to ride that day. He spent a lot of time at the track, so Mother was our role model. She braided our hair to insure that when we were older out hair would have a natural wave. She enjoyed grooming us. When her girlfriends would drop by they would have Ella and me parade around almost nude so the women could feel us up. They would often arrive without any panties on, so all they had to do is pull up their skirts for Mother and us to suck their pussies. Watching naked women engaging in all manner of sex was normal for us. There were times when Ella and I would be on our backs sucking the hairy pussy of Mother's friends while another woman would be fucking our assholes with dildos and jacking us off. There was never any discussion of a sex change operation, because Mother and Daddy preferred their girls with cocks, so that could milk us. They both sucked our cocks regularly. Mother and Daddy allowed us to fuck them too. Mother enjoyed dressing me up in a tight fitting strapless cocktail dress, without a brassiere to take me down the street to the home of a neighbor woman that had a daughter my age. I had to wear a tight fitting thong to hold my dick between my legs though, otherwise if I got a boner it would give away itself by tenting up the front of my dress. The woman and her daughter would greet us with kisses. We would have refreshments in the family room. While mother and the woman would shed clothes while feeling each other up and masturbate each other, the girl would proceed to kiss me with tongue while feeling me up. We would suck each other breasts for our mother's benefit. She would lay back on the couch with her legs spread as an invitation for me to suck her pussy. After she would have an orgasm, she would pull up my dress and remove my thong. She would jack me off for a short time before sucking my cock. She always wanted to fuck my boy pussy with either a strapless dildo or a strap-on first. When she was finished she would allow me to fuck her. Depending on her mood I was allowed to fuck her pussy or asshole at her desire. One of Mother's women friends was a dyed in the wool dykes loved to dominate me. This woman was a large woman that wore her hair cut like a man's. If it were not for her big tits she could pass as a man. She always wore sports shirts, jeans and gum soled work boots. When she was naked her body was covered with colorful tattoos. There were portraits of pretty woman on her thighs and shoulder. Her torso had colorful floral designs that were even carried down to her butt cheeks. She loved to slap my tits around while fucking my asshole with her strap-on dildo. When mother would take Ella and me to hen parties we were kept busy sucking pussies while being fucked in the ass with dildos. Mother wanted me to marry the neighbor's daughter when we grew up so that we could carry on the family tradition of educating our children to be sexual objects. Dad would take Ella and me to part with friends of his. Some of the men had transgender sons of their own. It was fun to party with other boy/girls like Ella and me. At these parties we would do striptease dances for the men. They would play games of chance over the right to pick one of us boys. The first such party Daddy took me to I will never forget. There was another boy there that was just a little older than me with his father. The boy had long hair that flowed over his shoulders. The father introduced me to his son as Grace. She was a sweet looking blonde with big blue eyes. She was obviously receiving hormone therapy too. Her skin was creamy white with a sprinkling of freckles across her nose and cheeks. I also admired her father. Her father's name was William. He was a tall man with an athletic build. His hair was graying at the temples and his beard and mustache were graying as well. I liked him the minute I saw him. Dad and Will insisted that Grace and I embrace each other while they watched. That request was not was a pleasure to satisfy. Grace and I sat on a loveseat and clung to each other while we kissed. She smelled of a sweet perfume, and her warm breath smelled of mint. While we kissed we felt each other's breasts. Grace admitted that her breasts had been enlarged with breast implants. They felt natural though. We sat there removing each other's school girl blouses to get at each other naked flesh. We took turns sucking the other's tits. When we returned to kissing each other's mouths we hiked up each other's dresses to stroke the inner thigh of each other. Our cocks and balls were tucked back between our thighs, and held in place by tight fitting thongs that were covered by delicate lace panties. We stroked each other's panties until it became painful, because our swelling cocks wanted to be free. We tugged at each other's panties to pull them down beyond each other's knees. We were impatient to see each other's cocks, so we simply pulled the thongs aside. Our cocks sprang up. They were warm and moist from sweat. Grace's cock was un-cut and much thicker at the base tapering to the small head covered by the foreskin. I pulled back the foreskin to admire the purple round knob. I jacked him off before taking her cock into my mouth. I sucked her off until she squirted cum into my mouth. After Grace recovered she pulled my panties down and freed my cock from my thong. Grace also admired my cock, because I was almost as well hung as my father, and my knob was a respectable sized mushroom. She jacked me off the same way I had done to her before she took my cock into her mouth and sucked my balls dry. While Grace was sucking me off I couldn't help looked at what our fathers were doing. Daddy was draped across at sturdy table facing us, and Will was behind my father, and clinging to his hips while he fucked my father's asshole. That evening Grace and I fucked each other, and in turn were fucked by each other's father. Ella and I became a sister act in a San Francisco drag queen night spot. After hours we make a lot of extra money having sex with husbands and wives at the same time. It is funny how many so called straight men get off having us fuck them while we eat their wives pussy. 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