Date: Sat, 3 Jan 2015 18:26:47 +0000 (UTC) From: Aislinge Murphy Subject: Generations Chapter 9 This chapter contains an account of castration aiding in the grooming of a young sissy boy. If this is objectionable, please move on and wait for the next chapter. This is a work of fiction. All disclaimers apply. If you are offended by sex between an adult and minor, then you should move on. Once again, I thank Mia for an excellent job in proofreading and editing, as well as her creative suggestions for each of my fictional stories. Her rating of how many cums she has, is indispensable! Chapter 9 Byron and Mary Nelson met in my office the following week to discuss their son Sal. My first question addressed my approval in their feminization of their son. That he was a good candidate both mentally and physically for the progression they were willing to pay for. The why was important so I asked the question of both of them. The parents looked at each other and it was Mary that answered. She started by telling me that she was Byron's secretary, and got the job by sucking his cock, and all promotions and raises by making sure his cock was sucked on demand, as well as suck or fuck any cock he directed. It was when she was sucking the cock of a senior executive that she found out that Byron had been sucking cocks also in order move up the corporate ladder. It was when he complimented her oral skills as matching those of her boss, Byron, that she discovered that he was bi and willing to do anything to succeed, they were the same. She confronted him about it, he admitted to sucking just about every cock and being fucked by any executive that wanted him to in his move up the corporate ladder. With this revelation they struck a deal, part of the deal was she was done sucking his cock but would continue to suck and fuck any executive that would advance him in the company, for they would be married and share the fruits of their sexual use. Sal was born 11 months after their marriage. They weren't sure whether Byron was the father, and really didn't care, he was born to learn to service important men. No, it didn't matter if she had a girl, she would have been trained to please powerful men also. Mary ended her narrative by telling me that they had an opportunity to be transferred to England and the corporate office. This would provide an excellent opportunity to further advance Byron up the corporate ladder. She had discovered in one of her cock sucking sessions that the Chairman of the Board had a penchant for young boys, especially young sissy boys. "Well, Dr., will you prescribe the medication needed and work with us?" Mary asked, taking her husbands hand in hers.. I told them I would, mainly because their son was more feminine than masculine and was well suited for the transition. More importantly he would be happier as a girl rather than a boy. I wrote their sons first estrogen prescription, one of many, and called Margaret in to sit and explain how they were to administer it and how to lovingly continue their son's grooming. When the Nelsons left, I called Margaret into my office to ask her how her conversation went with the parents. She told me that it all went fine, changed some of their grooming methods, like showing the child how to douche his boy cunt, and reminded Mary that she would warm her ass as before, but this time in front of her son, if they stepped out of line. Finally, that Sal was to be brought into the office once a week for an examination. Byron brought Sal, now Sally into the office 3 months after our initial meeting. His purpose in coming in was twofold. The first to tell me how pleased they were with the work Margaret had done with their son, and to talk to me about castrating their son so he wouldn't lose his melodic sensual voice, and of course accelerate their intended goal of turning him into a pure cock loving child for the pleasure of men. I saw no problem with their request. His little cock would still get hard when aroused and the boy could still experience orgasm from anal penetration. Just no sperm and a lessened desire for pleasing himself, but an ardent desire to please others. But I had a caveat, I insisted that Sally spend the weekend at my home around my family and I would give a final decision to their request for castration. Sal would not be the first boy or man I had performed surgical castration on. Most boys were directed to me by parents who felt it was the only way to control their unruly child or to be a pleasure toy for their parents and friends. Most men came to me either at the encouragement of their wife or partner. Sal, was the perfect candidate. A boy that already believed he was a girl, a petite frame, and a voice that would make any man hard. The beautiful child would be able to keep his less muscular frame, his underdeveloped penis would remain the same, and with luck, shrink even more. His lack of body hair would remain, and his voice wouldn't change or deepen. All were the wonderful results of castrating a young boy under the age of 13. Friday evening the Nelsons dropped Sal off at my home. He was dressed as a boy, with lingerie under his clothes. Carol took him right up to her room while Nancy sat and talked with his parents. Byron and Mary sat on the couch and Nancy in a leather lounger across from them. Mary raised a bag she had brought in with her and directed it towards Nancy, telling her that it contained the dildos that she had been using on her son. Nancy told her they were not needed we had everything in the home to meet our joint goals with their son. Tom came in from outside and was called into the family room by his mother and introduced to the Nelsons. He shook both their hands and went and sat on his mothers lap. Mary told Nancy that they were going to the company lodge for the weekend and wouldn't be back till late Sunday evening, staring at Tom as he sat on his mothers lap. Nancy assured her that it would not be a problem. As their conversation was continuing Tommy reached to his mother's blouse, undid the buttons and took out a breast and began to suckle. Nancy never missed a beat in her conversation her eyes never leaving the Nelsons. On an impulse she slid her hands down the front of Tommy's shorts and wrapped his cock in her hand exposing the crown of his boy cock over the waist band of his shorts. Nancy got her expected reaction from the Nelsons. Mary's eyes were fixed on her nursing breast and Byron was licking his lips looking at her sons cock head. Not to miss an opportunity of seeing what the Nelson's were into, Nancy unbuttoned the rest of her blouse and exposed her other breast and at the same time she pushed Tommy's shorts down exposing his cock. Mary placed her purse on the couch as she rose and knelt beside Nancy's chair. Kissing the leaking nipple, she lifted the milk filled breast she held in both her hands. Then looking up at Nancy, as a child asking for permission to suckle, she opend her lips as Nancy fed her nipple into the her mouth. Byron fell to his knees and crawled across the floor to the boy cock being held in his mothers hand. Kissing her fingers he began licking her sons sac and ass. Nancy removed her hand and let Byron take Tommy's cock deep into his mouth. Tommy moaned into his mothers breast. Sal's parents were her type of couple. Byron made love to her son's cock, he was more than a cocksucker. Not only could he engulf all of her sons cock, he also was able to pull his sac into his mouth. Mary matched her husbands sexual hunger, she was holding onto Nancy's breasts with both hands, squeezing as she sucked with ardor, an ardor that could only be matched by a starving child. Carol and Sal (Sally), came down from her bedroom. Carol had fully made up his face and had exchanged panties with him. Isn't that what girlfriends do? Upon seeing their parents, Carol directed Sal to his knees in front of her mother and pushed his head under her skirt, telling him to suck on her cunt through her panties. Then kneeling behind Sal, Carol opened the jar of lube she had brought downstairs with her, smiling at her mother. Pulling Sal's thong strap to the side, she began lubing his boy cunt, like she did her brother and parents, then lubing her hand began finger fucking young Sal. She knew that daddy would fuck the beautiful boy, if he ever got home. This was the sight I saw when I came home following the sounds of sex coming from the family room. Dropping my bag, I unzipped my pants, took out my cock and began stroking it. Nancy looked up at me, blew me a kiss as she pushed Sal's head from under her skirt and directed him towards my hard cock. With glee he scooted over to me kneeling and pulling my cock past his lipstick covered lips. It was obvious he was happier with a cock in his mouth than licking Nancy's cunt through her panties. Carol lubed her other hand and moved between her mothers legs and began fist fucking her mothers cunt. Mary was done breastfeeding and was laying on her stomach, her mouth buried in my daughters bald pussy. I laid on the floor and turned Sal over me so I could get the tiny cock in my mouth as he hung on for dear life to mine with his mouth, his little ass pushing back on the finger I was probing into his well lubed boy cunt. Byron was not giving up Tommy's cock and had already taken his own stubby cock out and was stroking it as he nursed on my sons cock. Tommy finally pushed Byron's head off his boy cock, he had had multiple orgasms and had drained his mothers breast. Yet, Byron needed more. Crawling over to Sal and I, he pulled my trousers off and started helping his son lick and suck my balls, ass and cock. I had cum once already in the hungry boy mouth but Sal wanted more so he slowly brought me back. I was hard again when he released my cock so his father could take it into his mouth. Moving off my chest he took his fathers stubby fat cock in his mouth and began sucking anew on a fresh cock. The girls were still in there menage, Carol had half her forearm in her mothers cunt, and Mary had Carols legs wrapped around her head as she tried to get more of her mouth into my daughters virgin cunt. Tommy was trying to push up Mary's skirt as she lay sprawled face down on the floor eating cunt. Eventually he pushed her panties down then dove his tongue and mouth deep in her ass. Yes, I thought, this will be a good weekend, even without Byron and Mary Nelson present. Their son would more than make up for their absence. Carol and Sal, shared the "girls" room and Tommy joined Nancy and I that evening. Byron and Mary had left for their weekend at the lodge with regret. Tommy spent most of the evening learning how to fuck his mommy. Nancy had just finished her period and we weren't worried about him breeding his mother, but that was a thought for one day. Well maybe, but not at this time anyway. Saturday morning arrived. Tommy had my cock in his mouth waking me in the best possible way. Nancy had left our family bed and I could hear her in the kitchen. Once I fed Tommy my cum, I gave him a kiss and told him to scoot to the bathroom and meet us downstairs for breakfast. His little cock was still red from the all night pounding of his mothers cunt. I threw on my terry robe and joined Nancy in the kitchen, giving her a deep morning tongue kiss. "Ohm, that's what I like, a morning cummy kiss," she giggled as she put my coffee cup on the table. Shortly after Tommy came bounding down the steps in gym shorts and T. "Girl's come downstairs, it's time for breakfast and you have a busy day", Nancy called up to Carol's room. Sal was now definitely Sally, and we would all address him as such for the remainder of the weekend. Carol and he were dressed like twins. Both had knee socks on and Mary-Janes. A short young girl mini and white blouse. Carol had put soft makeup on Sally with a light pink lipstick which matched his nails. Gone was the eye shadow from last night. Carol had tried to primp Sal's hair but failed at it. But not a problem for Nancy who would moose and style it more feminine. "What time is Miss Margaret coming over to take us to the mall mom?", Carol asked, after kissing her mother on the mouth. Nancy told her in about an hour and for both her girls to sit down, relax and eat their breakfast. I noticed how Tommy couldn't take his eyes off Sally nor stop squeezing his cock through his shorts. When breakfast was over and the chatter about the night before had ended, the girls rose with Nancy to clean the dishes and kitchen, Tommy and I went out to the pool. I chuckled as Tommy kept looking back in the house taking in the new Sal, Sally. His little cock was pushing against the front of his shorts, he was definitely in "boy pain." Pulling him over to me as I sat in lounge chair, I pulled down his shorts and took his swollen, hard cock in my mouth, gently sucking him to orgasm. Margaret arrived, greeted Nancy with a hug and tongue kiss and told the girls to go freshen their makeup so they could head out to the mall. Then she and Nancy strolled out to the pool. I was still sucking on my sons cock as they approached us. I could hear Nancy telling Margaret about our introduction to the Nelsons the night before, when Margaret saw my straining cock sticking out of my open robe. Margaret reached into her purse removed a tube of lube and began coating my exposed cock. Their chatter never stopped as I released Tommy's spent cock from my mouth and she began lubing his boy cunt. Once she was satisfied she directed him over my cock holding it as she directed it into his cunt. Much as she had done for the past 5 years. "Your daddy needs a good fuck, be sure to take care of him," she said kissing the top of his head, strolling back to the house with Nancy, their conversation continued about the Nelsons and Sal, (Sally). Tommy bent over my chest kissing my nipples and then my lips as he slowly slid up and down my cock. It was wonderful. I had to slow his exuberance, I wanted all my cock in him slowly. He was not ready to take all 8", but one day he would soon have all of daddy's cock in his ass. I came strong and hard in his boy cunt and his little cock leaked clear fluid on my stomach. As my cock softened he placed his head on my chest telling me how much he loved me. How much he loved sucking my cock. How much he loved me fucking him. Begging me not to pull my cock out of him, but to leave it in forever. Margaret, dressed in her "Red Hat" outfit, opened the back door of her Mercedes for the girls and told them to fasten their seat belts. They both jumped in, giggling at the thought of the day to come with Miss Margaret. Although dressed as the prim and proper Red Hat lady on the outside, underneath Margaret was dressed to seduce. She had garter and hose, no panties. Her breasts were held in a lace shelf bra, exposing her nipples. She never knew when she would run into a young girl or woman to seduce in the many ladies shops they would visit today. They hit every teenage shop at the mall, adding outfit after outfit to the Nelson credit card for their son Sally. Their final stop, in the mall, was Victoria's Secret where the girls picked out sexy lingerie. Margaret didn't see any good prospects to seduce, so didn't look for anything for herself. Once done there, she told the girls to grab their shopping bags they had one more place to go. They all loaded in her car, the girls in the back, giddy with all their new purchases. Their final stop was a specialty shop that was owned by Margaret's sexual mentor when she was a child. The store specialized in school girl clothes for both private and Catholic schools. It was upscale with nothing off the rack. The owners were a couple in their early 70's that had owned the store for over 40 years. It was 35 years ago Margaret met a younger Irma when getting her first school uniform as a 1st grader. Margaret parked the car in front of the shop, escorted the two girls out of the back to the stores entrance. She was greeted by Irma, her first love, the woman that taught her a young girl could please an older woman as well as be pleased by one. Her husband Carl stood beside her with a measuring tape around his neck. Kisses and greetings were exchanged and Margaret told Irma that she wanted 6 outfits for each girl. That the outfits for Carol had to be approved for her school, but that they could make an assortment for Sally. Sally would be leaving the country soon and her parents wanted an assortment for her to travel in. Irma pulled Margaret to the side and asked her which one was the special girl. If Irma had to ask, Margaret knew Sal was a special boy. Margaret told her which one was Sally and who Carol's parents were. Irma smiled in recognition of the names and directed Sally to go with her husband to be measured for her tailored outfits. Carol then followed the two older women to the other end of the shop. Irma had locked the door and changed the open sign to closed. All fittings were done by appointment so this would not be unusual when the couple had more than one client. Margaret told her about Sal and his parents desire to have him castrated and that I wanted her opinion on her physical structure and the feasibility of castration, Irma having viewed and enjoyed many young girls over the years. Irma said that she would be more than happy to provide her evaluation and that she was already impressed with the child. Carl took Sally into the changing room and had the young boy strip nude. Taking his tape he noted measurements on the pad next to him. Finally measuring the tiny cock and weighing the boy sac in his hand. He chuckled to himself how easy it was to measure his penis at 1" for it stuck out hard even after he removed the purple panties. Kissing the little peter he struggled from the floor and told the young boy to relax he would return. Carl went to find Irma and Carol in the mirrored alcove in the back of the shop. Showing her the notes he had taken, she excused herself and followed her husband to the other end of the shop. Sal was resting back on the couch his little legs pulled up sitting Indian style. Irma had him stand so she could check her husbands measurements and added a body fat pinch. Pleased, she instructed her husband to finish the measurements to tailor the young boys school girl outfits. When she returned Carol was sitting on Margaret's face rubbing her pussy on her face, eyes closed, mouth screaming for orgasm. Irma allowed the child to cum before interrupting them. She completed her measurements, showed Margaret the bolts of cloth for both of the girls, got her approval and strode back towards where her husband and the boy were. When she opened the changing door she saw Sal was on his knees sucking her husbands 70 year old cock, his little ass moving in the air searching for a cock to penetrate his tight little ass. "Don't forget to swallow his cum child," she said as she turned back to the where she had left Margaret and Carol. Leaving the bolts of cloth for her husband to use for the sweet child nursing on his cock. Carol had already redressed in her shopping outfit by the time she returned. Margaret knew that Irma preferred to enjoy sexual pleasure from fully dressed young girls. Sitting down on the customer couch she pulled up her granny dress showing her bare gray haired cunt to the child instructing her to come over and take care of "Granny Irma." Carol smiled at the lovely 70 year old woman, then at Margaret and dropped on her knees between the soft, white, wrinkled thighs. Carol loved the taste of pee with pussy juice from the mature granny cunt. She had to do more of this, her young mind thought. The older a pussy was the better tasting and Irma was the oldest she had ever licked. Also, it was so much sexier when they would call her names and talked dirty to her. Calling her a cunt lapping whore, a piss drinking baby slut, an ass licking child, and Irma met the child's need in this area also. Margaret enjoyed watching the young girl satisfy her sexual mentor, reaching her hand under her skirt and masturbated to the rhythm of Carol's slurping and sucking mouth coupled with Irma's foul language encouraging the child. The bill was paid, once again on the Nelson credit card and the girls all kissed Irma as they left. Carl, her husband, was to exhausted from the young boys cock sucking to wish them goodbye, and remained in the back of the shop. The rest of the weekend was a blur of sex. When Tommy wasn't fucking Sally he was eating my cum out of his mothers cunt. When Carol wasn't sucking her brother and me she was fisting her mothers cunt or fingering Sally's ass for her next fuck. I finally got to fuck Sally as Nancy lay underneath him sucking his little cock as Tommy fucked his mother, Carol nursing on her mothers breasts. This went on all night into Sunday morning. I was up first and showered, stirred Tommy awake from his mothers breast and told him to shower. The girls had gone back to Carols room, where I found them wrapped, nude, in each others arms. Waking them I told them to get ready for breakfast and church. Two weeks later I performed Sal's castration for his parents. All went well. I increased the strength of estrogen, and for the next 6 months before the family left for Europe, I or Margaret saw him once a week in the office. The best time were the weekends at my house. Sally was a star. Greg Jr. fell in love with her, and would work with Tommy to please the "new" girl. The girls and Margaret worked with his mother to train him to eat cum filled pussy. It didn't take much training, Sally was a natural even at the age of 9, and would lick cum off the floor just to have it in her mouth. But it was when we slowly introduced her to our "special" friends and families that the child shined. So many boys and men loved sucking on his clitty, tonguing his boy pussy, and, of course, fucking him. Mary, his mother, became an ardent cum cleaner. It didn't matter if one or many cocks had been in her sons boy cunt, her mouth latched to it like a nursing calf, till her mouth was filled to share a cum swapping kiss with her husband. When we saw them off at the airport, Sally was dressed in one of her school girl outfits. Underneath she wore Carols personal lingerie given to her as a loving going away gift. She was adorable. Her hips had put on baby fat, her little cock was now a little smaller and looked like Nancy's big clit. She had little A cup breasts, growing larger everyday, from her mothers daily pumping. Her voice, well her voice was even more melodic and still got me hard as she kissed me goodbye, thanking me for all I had done for her. As they boarded Nancy put her arm under mine and whispered in my ear that with Sally, Byron would be on the Board within a year and Chairman within 5. Her prophetic statement became true. Thanks for reading, and please let me know your thoughts, and especially if you'd like to hear more. Aislinge.murphy@yahoo.com Remember, Nifty is providing a great library for us, and in order for them to continue to do this, they need your support....please take a moment to make a donation to keep Nifty going. http://donate.nifty.org/donate.html