Date: Wed, 11 Apr 2007 15:47:13 -0700 From: Wolf pomo Subject: Mother's little He-she (gay /TV, b/b, bb/MM) DISCLAIMER: This story is a work of fiction and contains descriptions of explicit sexual acts of boy's discovering their sexuality. It contains graphic scenes of sex between an 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 deceitful 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 2007 Wolf, All Rights Reserved. You may contact me at whitewold999@icqmail.com if you like. All flames will be ignored. Mother's little He-She By Wolf Martha was a divorced mother of a boy named Robert. She was a pretty tall woman of five-foot eight-inches. She had a bearing of a very competent woman. She was a handsome woman with auburn colored hair and blue eyes. Her head was almost square shaped. The hair cascading over her shoulders softened her square jaw. She had ample bosoms with a relative narrower waist and wide hips. Her legs were strong and rather long compared to her trunk. Her son looked a little like her. Robert's hair was the same color as his mother but physically he was more delicate. His father had been a short slender man. Martha had dominated him until he could not take it any more. He had fled to another State and filed for a divorce. Martha didn't care she was very independent. She was able to make a good living selling real-estate. When she sold commercial property she invested it and lived off of the residential property commissions. That made it possible for her to live a very comfortable life. They lived San Jose, California. A lot of the computer companies were down sizing but property values were still inflated. So she was able to indulge herself with a very fashionable home. In her home she was able to do what ever she wanted. She thought her son would have made a better looking girl than a boy. She allowed him to use her makeup to make himself look like a girl. She taught him how to apply makeup properly. She let him grow his hair rather long. In public and at school he put it in a ponytail. In the private school he went to long hair on boys was not that uncommon. The computer crowd thought of themselves as liberal rebels of the social norm because they made enough money to indulge in rebellion from social norms. The more he dressed up like a girl the more she indulged his desire and bought him more clothes that were fitting for girls his age. As he reached puberty he actually preferred to dress as a girl. At home he would dress like a girl and Martha would address him as Robbie. She had caught him masturbating while dressed up as a girl. She found it very erotic to see her son all dressed up like a school girl with her skirt up and lace panties pulled aside and jacking off franticly. The fact that she did not reproach him for doing it empowered him to allow her to watch him masturbate. Martha met another woman at their business club that was also a very forceful looking woman. Her name was Pamela. She owned a horse table and sold real-estate too. She tended to dress in western clothes. Even at business luncheons she would chose western tailored suits, cowboy boots, turquoise and silver bolos around her neck and Stetson western hats. Her face was weathered from being in the sun so much. Her black hair was long. That was the most famine thing about her. She had a son the same age as Robert. Her son's name was Carl. When the two women met each other they recognized a kindred sprit. They started meeting for cocktails and became friends. It was natural that they became lesbian lovers. While they were lounging around after having sex with each other they talked about their sons. Martha told Pamela about how much her son Robert enjoyed dressing up like a girl and becoming Robbie. Pamela beamed and recounted that her son also like to dress up and becoming Carol. They thought it was great and agreed that they should introduce them to each other. Martha went home and told Robbie to get dressed up in his best outfit. Robbie spent a lot of time shaving his body of all hair then bathed and perfumed his body. He put on his best delicate panties after pulling his cock back between his ass cheeks. Then he put on a corset to make his waist as narrow as possible. Then he put on a bra and put his rubber breast inside the cups to fill the bra out. He put on nylons and four inch heeled pumps. Then he put on a full slip before selecting the appropriate dress. It was a warm day so he selected a very nice chiffon dress with a tight bodice. He put on the makeup very carefully. When he was satisfied he put on ear rings and a pearl necklace. He brushed out his hair and sprayed it with hair spray to hold the waves. He took one last look at himself in the full length mirror before joining his mother. He had no idea why she had asked him to get dressed up but figured it would be fun. She drove him to the country ranch of Pamela's. Robbie wondered why she had him get dressed up to go to a place that smelled of horse shit. They came up the long driveway and parked the car in front of the entrance to the sprawling ranch house on the gravel circle driveway. They were greeted by Pamela dressed in jeans, boots, and western cut shirt. She hugged and kissed Martha and Robbie. She complemented Robbie on what a sweet looking girl she was. She laced her arms through Martha and Robbie's arms as she led them through the house. She took them on a short guided tour to show off her home. It had a southwestern motif and very impressive. Then they made their way to the family room Robbie saw a girl sitting at the bar sipping some sort of dark drink. Pamela introduced them to Carol. Carol was dressed up in a Navajo Indian turquoise and white dress. The full skirt hid the bar stool she was sitting on. She had on white high heeled pumps and her black hair covered her shoulders. It took Robbie a little time to figure out that Carol was a boy too. The four of them had drinks while they got to know each other. Robbie was given a Coke with some rum in it. Eventually Pamela suggested that they let the girls get to know each other. Pamela and Martha left the girls alone but they went to another room where Pamela had a closed-circuit TV. They watched the girls while the felt each other up as the girls moved from the bar stools to a couch where they started kissing each other. They were feeling each other up as they kissed. Pamela eventually pulled Martha to her feet and led her back into the family room. The boy-girls sat up and stopped feeling each other up when their mother's arrived. To the girls amazement Pamela took them by the hand and led them to her bedroom. The two women pulled down the panties of their boy-girls and pulled their cocks out from between their legs. Pamela placed her son face down on the bed. Martha pushed her son towards the bed. Robbie understood what was expected and he mounted Carol's legs and guided his hard-on towards Carol's ass. Slowly his cock entered Carol's asshole. Carol was whimpering, "Yes! Yes! Please fuck me darling!" Robbie was sweating as she moaned, "umph, umph, umph" until she squirted cum into Carol's ass at which time he let out a satisfied, "aagh!" Martha said to Pamela, "Isn't it nice to see the girls getting to know each other co nicely?" Pamela said to Martha, "Yes! They are forming a deep friendship." When Robbie pulled his cock out of Carol's ass the white cum was dripping out of his asshole and trickling down the seam of Carol's scrotum to the bed. Robbie wiped Carol's ass with her painted fingers. He rubbed the cum all over Carol's smooth ass. The two women helped the boy-girls change places. Now it was Robbie's turn to feel Carol's cock enter his ass. Carol fucked Robbie fast and furiously. She was moaning, "Oh! Oh! Oh!" until she climaxed with a load, "aaagh!" This time it was Carol's turn to rub cum into the smooth skin of Robbie's ass. The two women could not resist masturbating each other as they watched their boy-girls fucking each other. The boy-girls undressed each other until they were down to their lingerie. They lay on their sides facing each other with their cock lying against each other. Robbie wrapped her hand around their cocks and started jacking them both off at the same time. They were kissing each other with passion as they stuck their tongues into each other's mouths. Robbie came first and splashed cum all over Carol's crotch. Then Carol climaxed and cum covered Robbie crotch. Martha and Pamela encouraged them to turn their bodies around so that they could lick the cum from each other's bodies. The two of them were masturbating like crazy because they looked so cuter dressed up in their best bras, panties, nylons and high heels. Their hair was flowing over their shoulders as they sucked each other's cocks. Robbie and Carol became lovers as of that date. They would visit each other's homes and sleep with each other. They would delight in putting each other's makeup on. Both of them loved the feeling of nylons on their legs and fine panties. They would pull each other's cocks out of the panties and such each other for hours. When they did not have each other around, they would stuff a large butt plug up their ass. They delighted in the way it felt to walk around with a plug up their ass. They were planning on finding men with cocks as big as the plugs they were using to stretch their assholes. Their mothers also enjoyed watching them and helping them to be as famine as possible. They stimulate their breasts in an effort to make them larger. They used breast pumps to suck on the nipples in an effort to enlarge their breasts. The boy-girls were always looking for sexy men. They found older boys at school that were only too happy to allow them to suck their cocks. The older boys took great pleasure in fucking their asses just as if they were girls. As the word of their desires spread among the gay community older men started looking for them. Robbie found a teacher at school that was about 25 years old. He flirted with him until the man gave in and took him home. The teacher was everything Robbie was looking for. He had a strong athletic body covered with dark hair. Robbie loved the feeling of the man's pubic hair pressed against his nose and butt. The teacher was a gentle lover. He made sure Robbie asshole was lubricated before he fucked him and he never fucked him without giving him a blowjob. Carol also found a ranch hand that was a tall lean drink of water. He looked like a typical red neck Texan. His tight fitting Wrangler jeans fit so tight that anyone could see the ample cock hanging down the right leg of his jeans. Carol would dress up like a cowgirl and go riding with him. She would sit in front of him on the saddle. She would lie across the Spanish saddle horn so that he could fuck her ass while they were ridding the horse. The horse's walking was enough to drive the cock up Carol's ass. As the cowhand got closer to climaxing he would spur the horse into a gallop that would drive his meat home faster until he would fill Carol's ass with his cum. To see the two of them anyone would agree that they had the faces of very sweet looking girls even when they were dressed as boys and their hair pulled back. There was only one occupation they were suited for. They were destined to become female impersonators. 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 whitewold999@icqmail.com