Date: Sun, 5 Apr 2020 08:36:23 +0200 From: Ares Jay Subject: The Prettiest Girl In The World, Chapter 3, (Transgender/Teen) This is a work of fiction that involves graphic sexual acts between underage characters as well as other sexual acts of an incestuous nature. Names, characters, places, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. No part of this book may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopying, recording, or by any information storage and retrieval system, without written permission from the author. For further information, please contact aresjay@protonmail.com. Copyright © 2019 Ares Jay Remember, your donations allow everyone to enjoy this and other stories. Please consider a donation to Nifty.org (http://donate.nifty.org/donate.html) THE PRETTIEST GIRL IN THE WORLD By Ares Jay CHAPTER THREE - JACK Jack, feeling as sexual satisfied as humanly possible, sipped his red wine and savored its rich and deep pinot noir taste. As usual, Emma had cooked them a fantastic meal, this time consisting of finely sliced veal with a delicate mushroom and onion sauce. His daughter's skills in the kitchen never seized to amaze him and he lifted his glass to her. Emma smiled back at him - that wonderful smile that he had fallen in love with so many years ago - and ran her slender fingers along the necklace Jack had bought her. The gems sparkled like his daughter's eyes and Jack was eternally grateful that the Lord had blessed him with such a beautiful and lovely child. He couldn't help feel a little disappointed with himself though. He knew he had neglected Emma over the past several months and that had never been his intention. He had always tried to be there for her whenever she needed him, especially during those rough years when she had been married to that no-good piece shit Morgan. Jack could feel his blood boil even now, so many years later, when he thought back at how Morgan had treated his daughter. But that was in the past now and Emma had done such a wonderful job of getting back on her feet - not to mention, raising such a lovely child. Jack's eyes shifted to Dennis who sat across the table from him, sipping his pineapple juice and smiling at Jack. Jack had always loved that little boy, right from the day that he was born. Emma had done the perfect thing by raising him as a girl because he was clearly more feminine than masculine. Morgan had of course objected, and Jack was sure that that had been the beginning of their troubles. Emma had stood firm though despite the horrors Morgan had put her through. When Dennis had turned 8 years old, Jack had noticed how beautiful he had become, his tender body had been starting to blossom in all the right ways and Emma had started buying him the exact kind of clothes that had always tickled Jack's taste. He had often babysat the child when Emma had had to work night-shifts. At bedtime, he had read stories to the boy and had tucked in him when he had started yawning. Jack had sat by the child's bed and had just watch him sleep until Emma had come home from work. He had loved watching the little boy sleep so peacefully, loved the sound of the boy sucking on his pacifier while hugging his little teddy bear tight. Emma had been a beautiful child and Dennis had certainly left nothing to be desired. One evening, before Emma had left for her night-shift, Jack had asked his daughter if she would be okay with him masturbating while watching Dennis sleep. Emma had just kissed his cheek and had told him that she of course had been okay with it. It hadn't taken Jack long to reach his climax that evening. Just sitting there, listening to Dennis' soft breathing while he masturbated, had been enough for him to spray his cum across the carpet rather quickly. The feeling had been so powerful that Jack had had to masturbate again a few hours later. From that night on, Jack had always masturbated when babysitting Dennis, and as the weeks had progressed, he had sometimes not waited until the child had fallen asleep but would instead take out his cock and start masturbating while he was reading bedtime stories to Dennis. The child had just laid there in his bed, watching his grandfather masturbate with his big, curious eyes while sucking on his pacifier. That sight alone had been enough to make Jack ejaculate within minutes. When the boy had turned 12, his body was now lean and he had looked so sexy in those outfits Emma would choose for him. It was the first time that Jack had realized that he not only loved Dennis, he was also in love with him. When Emma had called him those months ago, and had told him that Dennis had had his first nocturnal ejaculation, Jack had felt his cock stir in his pants. Driving to his daughter's house the next evening, Jack had struggled not to floor the gas pedal. And when he had finally masturbated his grandchild to a gorgeous ejaculation, Jack had felt these powerful sexual urges rushing through his body. He had sat on the couch afterwards, waiting while Emma had tucked Dennis in for the night, sipping a glass of scotch, picturing all the wonderful things he and his grandson would be doing. When Emma had sat down next to him a few minutes later, the first words he had said to her had been: "I think I need to make love to him." Emma had taken the glass from his hand and sipped the scotch. "Are you sure he's ready, daddy?" "Yeah." Emma had curled up on the couch, nested her head against his chest and had interlocked her fingers with his. Her hand had felt so delicate in his and he had noticed that they trembled. "I promise I'll be gentle, pumpkin," Jack had said and squeezed her hand, "Just like I was with you." Emma had kissed him softly on his cheek. "I know you will, daddy," she had whispered into his ear, "And I know he'll enjoy it just as much as I did." Jack had smiled and had taken another sip of scotch. "Daddy?" "What is it, pumpkin?" "You're hard." Jack hadn't even noticed that his cock had grown erect in his pants, his mind had been too caught up with the many fantasies he would live out with his grandchild, but as he had looked down, he had seen a large bulge protruding in his pants. Emma had run her gentle hand over the bulge and had unzipped his pants. She had reached in and maneuvered his throbbing cock out through the open fly. Jack had thought about Dennis' slender body as Emma had lifted her skirt and straddled him. He had pictured his grandchild's tight ass when Emma had guided his cock into her eager pussy. Jack had heard Dennis' sweet voice when Emma had cooed into his ear and he had felt his hands on Dennis' narrow waist when he held Emma as she rode his hard cock. When Emma had orgasmed on top of him, he hadn't heard her moans, he had heard Dennis'. And when Jack had pumped his thick load deep up into his daughter, he had felt his grandchild's anus around his cock. That was the last time he had had sex with his daughter. Jack took another sip of wine and smiled at Emma across from him. Emma smiled back and raised her glass to him. She looked as beautiful now as she had done as a child and Jack's heart filled with love for his daughter. Jack still vividly remembered the first time the two of them had made love. Sitting there in that bath tub, his hard cock deep inside of his 9-year-old daughter, feeling her tender and young vagina holding his manhood in a vice-like grip. It still made Jack smile thinking back. At the time, though, he hadn't been smiling. After he had ejaculated inside Emma in the bath tub and the wonderful arousal had faded, he had felt terrible inside. He knew what he had just done was very taboo but that hadn't really been the cause of his concerns. He knew that fathers weren't supposed to have sex with their daughters, especially not with a daughter that young, but this had happened because of the deep love they both felt for each other, and nothing could ever be wrong with that. The thing that had worried him was the nagging feeling that he might have physically hurt Emma. Jack's cock had never been the biggest in the world but it was still big enough to hurt a 9-year-old girl's vagina. Jack had lifted young Emma out of the water and had wrapped her in her favorite Winnie-the-Pooh towel. He had carried her into the living room and sat her on his lap. He had gently dried her while holding her against his chest. Emma hadn't said anything and Jack hadn't known if it was because of her orgasm, or the fact that he had made love to her. He had wiped the drops from her face and caressed her rosy cheeks. Emma had looked up at him and had sent him a timid smile. "Are you okay, pumpkin?" Emma had nodded but she hadn't seemed okay to Jack. "Does it hurt in your private parts?" Jack had ventured. "Just a little bit, daddy?" Emma had put on a brave face but Jack hadn't been convinced that she had been telling the truth. "Can daddy see?" Emma had spread her young legs a bit and Jack had seen her puffy and slightly crimson labia. Jack had carefully placed a hand on the labia and had felt the warmth radiating from them. When he had removed his hand, he had seen his own semen seeping out between his daughter's vaginal lips. "Look, pumpkin." Emma had leaned forward and had stared curiously at the thick fluid slowly oozing from her vagina. "Is that...?" she had asked with a bit more life in her eyes. "Yes, pumpkin," Jack had smiled, "That's daddy's magic." Jack had been pleasantly taken aback when Emma had reached down and had scooped up a bit of the semen with her finger. He had been even more impressed with his young daughter when she had brought the finger to her mouth and had tasted it. "It tastes good, daddy," Emma had smiled. The love Jack had felt for his young daughter at that moment could not be quantified with words. He had just wrapped his arms around Emma and had given her a great big hug. "I love you, pumpkin." "I love you too, daddy." After they had gotten dressed, Jack had taken Emma to the local amusement park. They had spent the entire day there, trying out all of the rides at least twice. It had warmed Jack's heart to see how a smile had slowly built on Emma's face, a smile that had seemed to get bigger and bigger as the day went on. He had taken her to McDonald's for dinner, letting Emma pick out whatever she wanted to eat. When they had gotten home in the evening, Emma had been carrying an over-sized teddy bear that Jack had won her at the amusement park - he hadn't actually won it, he had slipped the young man at the shooting range a few dollars and pretended he'd won it. The enormous pink bear was almost as big as Emma, and she had been hugging it tight during the entire drive home while chatting away like she would normally do. Jack had felt glad that his daughter had seemed to be back to her normal self. After having spent the evening watching TV, the two of them had prepared for bed. While Jack had been brushing his teeth, Emma had been sitting on the toilet next to him, making poo-poo, her feet dangling a few inches off the floor. She had been dressed in her Winnie-the-Pooh nighty that still had a few stains of her father's semen from the night before. Jack had been wearing his usually pajama bottoms. "Did you enjoy yourself today, pumpkin," Jack had asked. "Yes, a lot, daddy," Emma had smiled just as a soft plop had come from the toilet bowl, "The roller coaster was so scary, it made my tummy tickle." "Mine too," Jack had chuckled. "Did you have a good time today, daddy?" "Oh, yes, pumpkin, daddy had a fantastic time today," Jack had said and had rinsed his mouth with water. Another plop from had come from the toilet bowl as Emma finished relieving her bowels. "You done, pumpkin?" "Almost, daddy. I just have to pee." Jack had waited patiently, hearing the familiar trickling as Emma peed. "Now I'm done, daddy." Jack had grabbed the toilet paper and had wiped his daughter's anus, using a damp terry cloth afterwards as the final touch. He had always made sure his daughter's private parts were as clean as possible. As he had reached down in front of Emma, to wipe the pee drops from her vagina, he had paused. "Does it still hurt down there, pumpkin," he had asked. "Only a teeny bit, daddy," Emma had replied, and by the look on her happy face, Jack knew that she had been telling the truth. Jack had carefully wiped Emma's vagina and had lifted her off the toilet. "I think I have some cream that can help soothe the pain a bit, pumpkin," Jack had told Emma, "Hop into bed, I'll get it." "Okay, daddy," Emma had said a had run off to Jack's room. Even though Emma of course had a bed in her own room, she hadn't really slept in it for a few years. Emma had really enjoyed sleeping in her father's bed and it had become just the normal thing for her to do. As Emma had climbed into bed, Jack had gone to the vanity and had found an Aloe Vera ointment. He had climbed onto the bed between Emma's legs and had told her to lift up her nighty. Jack had felt a wave of relief rush over him as he had seen that Emma's exposed labia hadn't been nearly as puffy or rosy as they had been that morning. Emma had been on her back and had raised herself onto her elbows so that she had been able to see what her father had been doing between her legs. Jack had squeezed a gob of the cream onto his fingers and had carefully applied it to Emma's labia. He had felt his daughter's legs twitch as he made first contact but she had quickly relaxed as Jack smeared the lotion across her labia. "Does it feel better, pumpkin?" Jack had asked while applying a second coat. "It feels a little cold, daddy," Emma had said. Jack had made sure to cover every inch of his daughter's child labia and had smeared a coat on her inner thighs for god measure. Emma had giggled. "What it is, pumpkin?" "It tickles, daddy." "Does it tickle here?" Jack had asked while smearing the lotion on Emma's inner thighs. Emma had shaken her head. "Here?" Jack had asked, moving his hand to her labia and letting a finger follow their soft and hairless curvature. Emma had nodded. Jack had smiled. "Tell you what, pumpkin, I think it's time I introduced you to someone." "Who, daddy?" Jack had climbed off the bed and had grabbed a mirror from the vanity. It hadn't been terrible large, just big enough to fit between Emma's thighs. Jack had angled the mirror so that Emma had been able to see a perfect reflection of her young vagina. "Emma, meet your vagina. Vagina, meet Emma." Emma had giggled heartily at his words but Jack had seen the intense curiosity on her face when presented with this almost alien organ that resided between her legs. "Is that where babies come from, daddy?" Emma had asked. "That's right, pumpkin. When you get pregnant one day, this is where the baby will come out, just like when you came out of mommy's vagina" Jack had said. "It looks funny." "Funny?" Jack had laughed, "I think it looks beautiful, pumpkin." "Really?" "Cross my heart," Jack had crossed his heart theatrically and had then put his fingers on each side of his daughter's pudendal cleft. Emma hadn't reacted to the touch with anything but curiosity. "See these, pumpkin? These are called labia major and they sort of protect your vagina." Jack had explained and had carefully parted the labia. This time Emma had reacted with a sharp inhale. "Does it hurt, pumpkin?" Emma had just shaken her head. "These are your labia minor," Jack had said and nodded at the tiny inner vaginal lips. They had been slightly red but also - Jack had seen - somewhat moist. Jack had carefully caressed the lips with his finger and had heard his daughter suck in deep breaths. "Does it feel nice, pumpkin?" Emma had nodded vigorously without taking her eyes of the reflection in the mirror. "That's good, pumpkin, it's supposed to," Jack had explained while continuing caressing his daughter's vaginal lips, "Does it tickle?" "Yes, a lot, daddy," Emma had stuttered, "But not like when you tickle my feet, it's a different tickle." "Do you like it when daddy touch you here?" Jack had asked, already knowing the answer. "Yes, daddy," Emma had replied while struggling to control her breathing. "This here," Jack had said and had ever so gently pressed his finger past Emma's vaginal lips and into her vaginal orifice, "This is where daddy's penis entered you, pumpkin." Emma had slapped a hand over her mouth to stifle a moan as her father's finger had gently slid into her tiny vagina. "Daddy really enjoyed having his penis inside your vagina, pumpkin," Jack had told his daughter and had slowly moved his finger deeper inside Emma's moist vagina. Emma had gotten her breathing under control and had removed the hand from her mouth. Her eyes had been locked on the reflection in the mirror, a reflection showing her father's finger moving in and out of her vagina. "Did mommy like it when you touched her private parts?" Emma had asked. Jack had stopped, surprised by his daughter's question. "Yes, pumpkin, mommy liked it a lot," Jack had told Emma and smiled. "Did she also like it when you put your penis into her vagina?" "Very much, pumpkin, and so did daddy," Jack had answered, "You see, when two people really, really love each other, like mommy and daddy did, making love is the most beautiful thing in the world because they prove their love for each other. And I really, really love you, pumpkin. Do you understand?" Emma had pondered her father's words for a moment. "I think I do, daddy," Emma had finally said, "And if mommy liked it, then I like it too." Jack had felt his heart melt in his chest. He had locked eyes with his beautiful daughter and had seen the unconditional love for him in her eyes. When he had looked down, he had realized that his index finger was still buried deep inside Emma's vagina. "Do you know what mommy also liked a lot?" "What, daddy?" "She loved it when I touched her here," Jack had said and had moved his thumb up to Emma's tiny clitoris. A small yelp followed by a giggle had flown out of Emma's mouth. "That tickles so much, daddy." "I know it does, pumpkin. This is your clitoris," Jack had explained, gently massaging her little bud, "It's the most sensitive part of your body, just like the tip of daddy's penis is the most sensitive part of my body." Jack had noticed that the skin on Emma's neck and face had taken on a redder complexion and that her breathing had become deeper and faster. "Does it feel like this when you touch your penis," Emma had asked, struggling to control her breathing. "Well, does it feel like a special kind of warmth is flowing through you, pumpkin?" Emma had nodded. "Can you feel it in your entire body?" Again, Emma had nodded. "And is it a feeling you don't ever want to stop?" "Yes, daddy," Emma had whispered. "Then I think it's the same feeling, pumpkin." Jack had removed the mirror from between Emma's legs and had bent down and kissed his daughter's little lovely vagina. He had heard Emma moan as she laid down on her back. Jack had removed his fingers from her vagina and had instead spread her labia so that his daughter's clitoris was exposed. As he had started to move his coarse tongue against Emma's private parts, he had become aware of the raging boner in his pajama bottoms. His tongue had played with his daughter's labia, teased her clitoris, parted her vaginal lips and had pressed its way into her. Emma had been struggling to lie still and Jack had seen her tiny hands grasping at the sheets. He had heard her moans grow louder and louder, had felt her tender legs tremble as his tongue pleasured her vagina while searching out every nook and cranny. Jack's cock had been throbbing and he had felt a powerful yearning to be inside his daughter again. Emma had been writhing underneath him, close to reaching her climax. "Can daddy put his penis inside you, pumpkin?" "Yes, daddy," Emma had heaved. Jack had kicked his bottoms off and had climbed on top of his daughter. His pelvis had forced her thighs to the side as he had aimed his hard cock at his daughter's little narrow vagina. Her labia had felt warm against his swollen glans and as he had pressed himself inside of her, he had seen Emma clench her eyes shut. Jack had laid down on top of her and had pressed his mouth against hers. Their tongues had met and danced against each other as Jack had slowly pressed his hard cock deeper up inside his daughter. Tears had run down the sides of Emma's face and she had groaned into her father's mouth as the girth of his throbbing cock expanded her tiny vagina. Jack had been only a few seconds away from pulling his cock out of her when Emma, out of pure determination, had put her slender arms around her father. Jack had felt her nails dig into his back as he had pushed his cock in and out of her. Emma had opened her eyes, had blinked away the tears and had let out a deep prolonged moan. Jack had seen her eyes roll back in their sockets as her tiny body shook underneath him. Watching his daughter orgasm had been too much for Jack and his own climax had slammed into his loins with little warning. He had huffed and groaned as his thick semen shot up inside Emma's trembling vagina. His orgasm had been long and powerful, ejaculating rope after rope of semen. As the climax had subsided, he had pulled his glistening cock out of Emma's vagina and had collapsed next to her. As he had caught his breath, Emma had scooted up close to him so that he could spoon her like he normally did. She had grabbed her big teddy bear and had pulled the covers over the three of them. As Jack had felt his daughter's heartbeat against his chest, he had thought back to the days when she had been only a little toddler that he would ejaculate on. Just like back then, he had felt how his daughter's pulse had slowed down as she drifted off to sleep. Jack had kissed her hair, then folded his arms around her and had soon fallen asleep as well. Jack had woken up a few hours later, his arms still spooning his daughter. Emma had been sleeping and Jack had heard her soft breathing, had felt the slow rising of her chest. While obviously not a baby anymore, she had still had that wonderful natural smell that Jack just couldn't get enough of. His cock had been hard, almost painfully so. Part of him had wanted to let his daughter sleep but part of him desperately wanted to make love to her again. Jack had run a hand along her nighty and had found her naked buttocks. The feel of their slender curvature had excited him and he had slowly parted them, exposing her vagina. Jack had guided his throbbing cock against his daughter's vagina and had had felt Emma stir as his glans had squeezed itself past her vaginal lips. Emma's vagina had still been slippery from the semen he had shot up inside of her only a couple of hours earlier, and his cock had glided into her with relative ease. Jack had sighed deeply as his daughter's warm vagina had closed around his cock. Emma hadn't moved or said anything but Jack had been certain that she had been awake at that point. He had let his cock rest inside of her, just enjoying the wonderful feeling of the vagina's tight grip. Jack had folded his arm around Emma again, had taken in the gorgeous smell of her hair and had just laid there for a long time, his cock as deep inside his daughter's vagina as it would go. He hadn't even had to move in and out of her to get that wonderful feeling in his glans, the tight and warm moistness had been more than enough. His cock had remained rock hard all the while and when he felt the muscles in Emma's vagina squeeze his manhood, he had been unable to hold back his orgasm. Jack had stifled a groan as he had ejaculated inside Emma for the third time in less than twenty-four hours. He hadn't bothered pulling his cock out of his daughter, he had just sighed deeply and had drifted off to sleep again. Jack had made love to Emma four more times the next day, partially out of pure lust and partially because he wanted his young daughter to get used to having sex with her father. Even though Emma had never said it, Jack had known that it had involved quite a bit of pain for his daughter in those early days. To make sure that Emma had gotten just as much pleasure out of it as he had, Jack had licked her to an orgasm prior to entering her. As the days went by, Jack had made it a habit of having sex with Emma three times a day whenever possible. They would always have sex in the morning after waking up and again when he had gotten home from work. His favorite time - and Emma's too he had suspected - was when they had made love in the evening before going to sleep. That had always been a time of experimentation and Emma had always been willing to try whatever her father had suggested. They had tried different positions to see which one had given the most pleasure to Emma and had found that having Emma straddling her father, had allowed the young girl to set the pace and enjoy herself the most. Jack had been surprised when she had achieved an orgasm while he had been licking her anus. He had really loved it when Emma would get on all fours, sticking her gorgeous little bottom up in the air so that he could lick her tushy, and sometimes gently put a well-lubed finger inside her anus. He would sometimes ask Emma to put one of her fingers inside his own anus while his masturbated, and the feeling of her warm finger inside of him would always make him ejaculate quickly. As the weeks had passed, Emma had become more and more active, often suggesting scenarios and positions that she had picked out in her father's pornographic magazines. Emma had seemed very interested in oral sex and she had attempted on several occasions to take her father's penis in her mouth but it had simply been too big. Jack loved talking walks with his daughter, loved to get her dressed up in a cute little flowery dress and walk with her hand in hand down Main Street. The women they would pass had always smiled at the attentive father who appeared to be doing such a great job raising his little girl by himself. And Jack had felt that he really was doing a good job. Emma had been doing great in school, she had constantly helped the older ladies in the neighborhood with their shopping and she always had a big smile on her face. Now, sitting across from her at the dinner table, Jack had no doubt that the kind of love that the two of them had shared so many years ago, had help form his little daughter into not only a gorgeous woman but also a loving and caring mother. "Dinner was excellent, pumpkin," Jack said and stroked Emma's hand. "It really was, mommy," Dennis chimed in. "Aw, you two," Emma said and smiled, "Who wants desert?" "Me, me, me," Dennis eagerly replied. "What about you, dad?" "Sure, I could go for some desert, pumpkin." As Emma cleared the table, Jack waived Dennis over. The young boy rushed to his grandfather and sat down on his lap. Jack stroked the boy's gorgeous hair and kissed him on the cheek. "It's so great finally seeing you again, pumpkin, it's been so long." "I've really missed you, grandpa," Dennis said and leaned his head against his grandfather's chest, "Skyping just isn't the same." "No, it's certainly not, pumpkin." Ever since they had had sex the first time, Jack had Skyped with Dennis whenever possible. Living in separate states wasn't optimal but Jack always tried to get the best out of the situation. He had bought Dennis a MacBook and had showed him how to operate Skype and the camera functions - Jack wasn't surprised that his grandchild was actually much more adept at computers than he was. Jack would usually call up Dennis four of five times a week, usually in the evening. They would talk about their day and what they had been up to but it usually turned sexual halfway through. Jack loved to masturbate for his grandchild and Dennis would in turn strip for the camera and strike up provocative poses. Jack would be directing him most of the time but sometimes the boy would surprise him with some moves on his own. He loved it when Dennis would get on his knees and spread his slender butt cheeks for the camera - that would often make Jack ejaculate quickly. Jack would also send his grandchild links to online porn movies that they would watch together, sometimes Emma would watch it with them. It was usually gay teens having sex or young crossdressers enjoying themselves, and Dennis would often comment on how beautiful those young crossdressers were - which Jack agreed with. Jack had always been a big fan of porn, and he had relished the day when he had brought home their first VCR. Emma had been 16 years old at the time and they had spent the better part of the following weekend watching a large stack of pornographic VHS-tapes together. At sixteen, Emma had looked stunning. She had been tall and slim with a lovely pair of blossoming breasts. She had had a gorgeous layer of coarse pubic hair covering her vagina and although Jack had always been partial to a hairless vagina, he had been fascinated with Emma's pubic hair and had told her not to shave it. Emma, as eager to please her father as always, had been fine with letting her pubic hair grow as long as she was allowed to shave her legs and armpits. With Emma now attending High School, Jack had felt it necessary to impose some new rules. He had been fine with his daughter hanging out with her friends whenever she wanted to, provided that she had been careful not to talk too much about their personal life. Her girlfriends could sleep over and vice versa but he hadn't allowed her to have a boyfriend. Jack had been fine with Emma making out with boys of course but no sexual acts - he had been very adamant about that. Jack had known all too well what was going through the minds of boys that age and he hadn't been prepared to expose his young daughter to that. Surprisingly, his rules hadn't caused the friction between them that he had feared. Emma had always been a bright girl and had quickly realized that that her father had had his reasons - and that the reasons had been more than valid. Jack had of course known that it would only be a matter of time before she would fall for someone. There had already been plenty of suitors and eventually - when Emma had gotten old enough - he would allow her to date boys. But he would cross that bridge when he got to it. Unlike most other girls her age, Emma hadn't really rebelled at any point during those early teenage-years, or acted any differently when she had hit puberty. Emma had been an A-grade student and as sweet and kind as she had always been. They had still slept together in Jack's bed and Jack had loved waking up in the morning with his gorgeous, slim teenage daughter lying next to him. They had still made love every morning - unless Emma had had her period - and they would usually shower together in the evening. Jack had treasured those times in the shower, where he would soap up his daughter from head to toe, wash her hair and make sure her private parts were cleaned. They had never been able to keep their hands off each other in the shower and it would always quickly turn sexual. Emma had loved to suck his cock and she had gotten extremely good at it. Sometimes she would just give him a blowjob out of the blue; he could be watching the news or be cooking dinner and Emma would just stroll up to him, unbutton his pants and take his cock in her mouth. They had gotten heavily into anal sex the year before. Emma had been asking about wanting to try it for a while and Jack had decided to initiate her on her fifteenth-birthday. They had thrown a big birthday party and had invited all of her friends and their neighbors. After the guests had left and they had cleaned up, Jack had given her a small present - he had already given her a gold necklace earlier, but this one had been just for the two of them. "What is it, daddy?" Emma had asked, her eyes wide with excitement. "Open it, pumpkin." Emma had unwrapped the present and had at first given the bottle in her hand a curious look. When she had turned it over, and had read the word "Lube" that had been stenciled on its side, her confusion had morphed into glee. "Does this mean what I think it means?" she had asked her father. "It's time," Jack had smiled. Emma had thrown herself into her father's arms and had embraced him tightly. "Thank you, daddy," she had almost sobbed, "I love you so much." "I love you too, pumpkin." They had taken a shower and Jack had taken extra care in cleaning his daughter's anus. Emma had been terribly excited and had almost been impatient with him as he had inserted a soaped-up finger into her anal cavity and had given it a good rinse afterwards. After they had dried off, they had gone to his bedroom and had gotten into bed. He had told Emma to apply the lube to his penis and his daughter had gladly massaged him with the slippery gel until his cock had been fully lubed and rock hard. Jack had then asked his daughter to lie on her side and spread her cheeks. Emma had parted her buttocks for her father and Jack had smeared the lube against Emma's anus opening. "Are you ready, pumpkin?" he had asked. "Yes, daddy." Jack had moved up behind his daughter who had still been holding her butt cheeks spread for him. His cock had throbbed magnificently as the tip of his glans had pressed against his daughter's sphincter. "It's important that you relax now, pumpkin." He had heard Emma exhale deeply and had slowly forced his glans inside her anus. Emma had sucked in a quick and startled gulp of air and Jack had felt her sphincter tighten around his glans. It had actually felt wonderful but he had obviously known that it had been causing his daughter pain. "Does it hurt, pumpkin?" "Yes, daddy," Emma had squeaked and had started hyperventilating. Jack had pressed his hard cock further up into his daughter's anus and had felt her body resist. He had gotten an arm around her and had held her body still while he had forced his cock all the way up into her anus. Emma had wept in pain and had clutched her pillow so tightly that the white had stood out on her knuckles. "It really hurts, daddy." "I know, pumpkin," Jack had whispered and had run a soothing hand through her hair, "You're doing great." He had let his swollen cock rest inside her anal canal for a minute or so, spooning his daughter and whispering words of affection into her ear. The words had had a calming effect on Emma and Jack had felt the tension in her body slowly fade. Jack had kissed her neck and earlobe and had slowly rocked her body back and forth, just like he had done when she had been a baby. He had started whispering her favorite lullaby in her ear and after the first verse, he had heard Emma join in. He had continued singing softly into her ear as he begun moving his pelvis back and forth ever so slightly. Emma's body had tensed up briefly but he had soothed her with his song. As seconds had turned to minutes, Jack had been moving his cock in and out of his daughter's very narrow anus with relative ease and after another couple of minutes, he had heard Emma let out sighs of pleasure. "Is it better now, pumpkin?" "Much better, daddy." His daughter's anal passage had squeezed his cock so magnificently and while Jack had wanted to prolong the experience, he had all too soon felt that wonderful tickling in his loins. "Daddy's gonna cum, pumpkin." "Okay, daddy." The orgasm had been violent and abrupt and Jack had almost hollered as he had shot his thick ropes of semen up into his daughter's anus. Jack had slumped back on his pillow as the climax had receded. He had felt Emma squirm and groan as he had pulled his still throbbing cock out of her anus and he had told her to quench her butt so that the semen wouldn't seep out. Emma had rolled on to her back and had stared up at the ceiling, her breathing still somewhat irregular. "I know first times are always painful for you, pumpkin, but I hope it didn't hurt too much," Jack had told her and had taken his daughter's hand in his. "Just a little bit, daddy," Emma had answered and Jack had known that she had been lying. "It'll get better, pumpkin, I promise," he had said and had kissed her hand. "I know, daddy." They had laid there for about half an hour before Jack had told his daughter that he wanted to go again. Emma had obediently rolled on to her side again and had parted her cheeks for her father. Jack had pressed his cock into her anus again, this time not as gently as before. Her anus had felt delightfully slippery with his cum and he had proceeded to sodomize his daughter a little longer before eventually climaxing up into her again. He had let her go to the bathroom after that and he had cooked them dinner. When they had gone to bed that night, he had sodomized her again. Emma hadn't orgasmed that day but Jack had kept having anal sex with her the following week until she had finally climaxed. That had been the real breakthrough for them and they had continued experimenting with various position, eventually finding one or two that would easily make Emma orgasm. When he had brought home the VCR, they had watched the porn movies together that weekend, mimicking certain scenarios and sexual position and by now, Emma would orgasm easily regardless of them having vaginal or anal intercourse. Watching online porn with Dennis and sometimes his mother, had brought back memories and Jack had often shared a smile with his daughter when they would watch the movies with Dennis. Jack had other lovers. Emma knew about this of course but he didn't want to tell Dennis. It pained Jack that he couldn't spend every day with his grandchild and he hated the infidelity, but he was after all a man - a man with a healthy dose of urges. As Jack worked as a salesman, he traveled around the country quite often, sometimes abroad. This meant meeting a lot of new faces, but also some familiar ones. He loved searching out the sexually deprived soccer moms - and their sons and daughters if there was an opening. Jack didn't know exactly how many different women he had had sex with over the years but it had to be close to a thousand by now he reckoned, more than that if you included sons and daughters. He would also have sex with men occasionally. He preferred to pitch but if the mood was right and the lust was there, he didn't mind a throbbing cock up his ass - or in his mouth for that matter. He had met some interesting men over the years but he fondly remembered William - the old man on the beach that he had shared his daughter with so many years ago, and who had shared his grandchild with him. Jack hadn't planned on fucking William that day, he had thoroughly been enjoy having sex with Liam, William's grandchild, and had been looking forward to having sex with the child many more times, but the old man had looked so intensely horny. William's ass had been tight - not as tight as Dennis' gorgeous anus of course, or Emma's heavenly vagina - but tight enough to make Jack spurt his semen up inside of him faster than he had expected. Jack had been glad that William had kept returning. He had loved every time he had sunk his hard cock into William's large round ass, and had loved spooning the old hairy man and taking his time with him. While Jack had really enjoyed having sex with William, he had really been looking forward to making love a lot more to Liam. The young boy had been so gorgeous with his blonde hair and slender build but after William had stopped showing up, he had unfortunately never seen Liam again. Maybe that had been for the best because a few days after he had giving up on William, Jack had read in the papers that a local senior citizen was wanted by the police on child abuse charges. The article hadn't gone into great details but allegedly Liam's mother had caught William in the act of sodomizing Liam. William had apparently gone on the run and - as far as Jack knew - he had never been caught. Jack hadn't really been surprised when he had read that, William had just seemed too eager and for him, Jack had suspected, it had probably been more to do with lust than actual love. Jack had felt sorry for Liam that he hadn't had a proper person to show him how beautiful love could really be. Those three times he had had the opportunity to make love to Liam, really hadn't been enough for them to develop a genuine relationship. Part of him had resented William for that because boys - and girls - that age, truly needed someone to guide them properly through love and lovemaking. Jack had personally seen what could happen to children and young adults when they hadn't had that guiding hand in their life. Jack had volunteered for many years now at the local shelter for orphaned and neglected boys. He really cared for the young boys and loved to see them blossom from their usual introverted state to smiling, happy kids. Jack loved to cook for them, play sports with them, take them camping and educate them about life. He was part of a four-man volunteer team that helped out the full-time staff consisting of three older nuns. Jack had been volunteering for almost twenty years now and it brought a fulfilment to his life that he wouldn't want to be without. It also kept him around a lot of gorgeous young boys. He especially liked working with the pre-teens and the boys who were just entering puberty. They were always so curious and vulnerable, and also eager for a guiding hand and a caring father figure. He usually targeted two or three boys each year that he would give extra attention, boys who had been severely neglected at home. He would have long talks when them, listen to their stories and try to build their self-esteem back up. He would help them with their homework, commend them on their progress and make sure they knew how much he appreciated their efforts. They would typically be boys who were just on the verge of entering puberty and Jack would talk with them candidly about the changes their bodies were going through. When he felt that the boys were ready, he would have talks with them individually, giving them pornographic magazines and tell them that they shouldn't be embarrassed to masturbate when they felt that certain urge. He would explain how much pleasure it had given him when he was a kid - and still did - and that it was perfectly normal for young boys to explore their sexuality. The boys would usually be fairly timid when he talked to them about sex, giggling nervously or blushing and looking away, but Jack would persist and often leaf through the magazines with the boys, asking if they thought it looked good and if it excited them. Jack would bring all types of magazine; straight sex, gay sex and transsexuals, just to gauge the boys' interest. He would always tell them that he would never judge them on the type of sex they preferred and happily told them that he enjoyed all types of sex, so they shouldn't feel embarrassed or ashamed if they found gay sex exciting. The boys would rarely tell him if they liked reading the gay magazines but Jack knew what signs to look out for and quickly identified the ones who he believed would be open to his advances. Michael, a 12-year-old freckled boy who had come from an abusive home, would never admit that he enjoyed reading the gay magazines but Jack had noticed how a bulge had formed in his jeans when he had shown the boy pictures of young men having sex. "It's okay if you like it," Jack had told him. "I don't. I really don't," Michael had insisted, "I looks gross having a penis up the butt." "What about putting your penis in a butt instead?" Michael had shrugged. "Would that be better, you think?" Jack had asked. "I guess," the boy had replied. Michael had been slightly embarrassed and hadn't felt like talking to Jack more about the matter but he had softened up a bit after dinner. They had gone for a walk in the evening and Jack had told Michael that it was perfectly normal to feel a bit ashamed but that the feeling would pass. They had sat down on a bench in the park that surrounded the shelter, and Jack had been heartbroken when Michael had started crying. Jack had put an arm around the boy and comforted him. It had taken a while but Michael had finally opened up and had told Jack that his uncle had raped him several times when he had been younger. His mother had known about it but hadn't done anything to stop the abuse -- in fact, she had charged the uncle money for having sex with her child. Jack had held the boy tight, had rocked him back and forth as the boy sobbed and had promised him that he would never make Michael do anything he didn't want to. They had sat there holding hands and watched the sun set behind the trees. Jack had caressed the boy's hand and had told him how proud he felt that Michael would open up to him about something so painful. "I really feel I can talk to you," Michael had told him. "You can," Jack had smiled, "about anything and everything." "That means a lot to me," Michael had said and had wiped the tears away. "I'm just sorry your first experience with sex was such a painful one. Sex is something so intensely beautiful, something that should be enjoyed completely by all involved." "I'd like that," Michael said. Jack had run a hand through the boy's hair and had kissed the top of his head. He had looked deeply into the boy's wet eyes. "Would you like to have sex with me?" Michael had swallowed but had finally nodded. Jack and Michael had enjoyed many weeks of great sex and it had been wonderful to see the young boy flourish as a person. Michael was 26 years old now and Jack was still in contact with him. Even though Michael was in a beautiful relationship with a great guy named Paul, Jack and Michael still enjoyed wonderful sex whenever they met. Michael hadn't been the only shelter boy Jack had befriended over the years. There had been Shannon, a 15-year-old openly gay Irish kid, and Brett, his 14-year-old chubby friend. Shannon had loved sex and had always been ready for a quickie. He had loved riding Jack's big hard cock and loved giving him a blowjob. Jack had really liked watching Shannon and Brett having sex and he had often joined in. The three of them had practically spent an entire camping trip having sex with each other. And then there was Keenan. Keenan had been a tough 13-year-old African-American kid who had come from a rough neighborhood. Jack had first noticed him when he had seen him showering. The young boy had been more muscular than you would have expected from a boy his age. And then there was his cock. Jack had always though that it had been a myth that black people have bigger cocks but he had had to reassess that after seeing Keenan's cock. It was almost as big as Jack's cock - and the boy had only been thirteen at the time. Jack had befriended him quickly and had enjoyed playing a lot of hoops with him. One summer afternoon, after a long sweaty day on the basketball court, the two of them had hit the showers. Jack had sneaked a peak at the boy as he washed the sweat off. He was circumcised and his glans was big, and Jack hadn't been able to take his eyes off it. "What'cha looking at?" Keenan had suddenly asked him. Jack had felt embarrassed at being busted by the boy but he had decided to play it cool. "Your cock." This had surprised Keenan quite a lot. The young muscular boy had just stared at Jack for a few seconds. Jack had been nervous that the boy would attack him but, in the end, Keenan had just chuckled. "Why?" Keenan had asked. "Because it's big and beautiful." This had surprised the young black boy even further and his tough persona had melted away and had revealed a young fragile soul. "Yeah?" "Yeah," Jack had nodded while rinsing shampoo out of his hair, "I bet it gets even bigger when it's hard." Keenan had swallowed, had checked over his shoulders to make certain they were alone. Satisfied, he had reached down and had grabbed his cock. It had only taken a few seconds to get it hard and Jack had been amazed at the size and thickness of the boy's erection. The way the veins had stood out along the boy's black skin had looked so hot. Jack had reached down and had taken the big cock in his hand. It had felt so hard and warm and he had run his hand up and down the boy's swollen shaft. Keenan hadn't been shy and had immediately reached down and had taken Jack's growing cock in his hand. "Yours big too," he had said while looking down at Jack's fully-fledged erection. The warm water had rained down on them from above as they stood there caressing each other's hard cocks. "So what'cha wanna do?" Keenan had asked. Jack had been relieved by the boy's straight-forwardness. He had feared that it would require a great deal of charm and persuasion to lure the boy in. "I wanna suck your big cock." Jack had gotten on his knees and had taken Keenan's impressive cock into his mouth. His tongue had run along the boy's swollen glans, down his hard shaft, sucking the boy's balls into his mouth. Keenan had moaned and had grabbed Jack's hair, forcing his cock further into Jack's mouth. Jack had taken it as far into his mouth as he could and had sucked on it greedily. It had felt much differently having a man-sized cock in his mouth compared to the smaller cocks Jack had been used to, and he had loved the feeling. "Lemme' suck yours," Keenan had said and had pulled his cock out of Jack's mouth. Jack had felt the boy's soft mouth close around his own cock and had sighed deeply. The young black boy really knew how to suck a cock and Jack was amazed at his skills. He had suspected Keenan had done it before - and it hadn't been until a few weeks later that Jack learned that Keenan's mother had pimped out her son in order to pay for her drug use. Keenan would later reveal to Jack that it had been his mother who had taught him how to suck a cock. His mother had been a prostitute as well and she had introduced Keenan to some of her more adventurous Johns. It had felt very strange at first sharing a cock with his mother, Keenan had told, but when he saw the amount of money the older men were willing to pay, he had quickly gotten used to it. Not that Keenan had seen any of the money, his mother had kept those. Keenan had explained that as he had gotten a bit older, his mother had sent him out on the streets to pick up his own Johns. Keenan had doubted that anyone would be interested in him but he had been amazed at how many men wanted him to suck their cocks. It had taken him a while to get used to having semen shot into his mouth but as time went on it had become just a normal part of the job. Most Johns had come back on a regular basis and he would usually average about ten to fifteen blowjobs a night - on good days over twenty. At five bucks a pop, Keenan had been earning his mother a decent amount of money. She had used most of it on heroine and pills and at one point she had told him that he needed to start having anal sex with the Johns as well. That had scared Keenan but his mother had insisted. She had brought home three Johns one night and they had taken turns going into Keenan's room and sodomize him. The pain of being sodomized had been almost unbearable, Keenan had told Jack, but as the weeks had gone by and as the nightly visits had become routine, the pain had gone away. Keenan's mother had sent him back on the street hooking and he had quickly built up a steady group of Johns that would fuck him in the ass on a regular basis. When his mother had finally overdosed, Child Protective Services has swooped in and had placed him at the boy's shelter until a suitable foster family was found. Keenan's experience had been evident as he had sucked Jack's hard cock. He had been so good that Jack had had to stop him before he ejaculated too quickly. Keenan had gotten back on his feet and had looked strangely at Jack. "You don't wanna cum in my mouth?" "Not yet," Jack had panted. "Well, what then?" Keenan had asked. "I want your big cock in my ass." Jack had turned his back to Keenan and had rested against the tile walls. As they shower head had sprayed warm water down on them, he had felt Keenan spread his ass cheeks and press his swollen glans against his anal opening. It had been a tight fit and it had hurt as the boy's throbbing cock pushed its way up into Jack's ass. Jack had clenched his eyes shut and had tried to relax. When the first discomfort had subsided, he had felt the wonderful sensation of being fully engorged on Keenan's hard cock. The boy had moved his hips back and forth in a wonderful tempo and Jack had felt the boy's long cock poke at his prostate. The feeling had been intense and it hadn't taken long before a wonderful tickling sensation had spread in Jack's loins. "Damn, you're gonna make me cum, kid," Jack had huffed. He had felt Keenan increase the tempo and had felt the powerful thrusts of his hard cock jab at his sensitive prostate. The orgasm had been intense and overwhelming. Jack had looked down at his own hard cock when it had suddenly shut out thick ropes of semen against the tile wall. Behind him, Keenan had huffed and groaned and had pumped a large load up into Jack's ass. Jack's knees had trembled as Keenan had pulled himself out. He had tried to catch his breath and had looked up at the black kid. "That was amazing," Jack had stuttered. "Yeah, it was hot," Keenan had smiled. They had met up again after dinner and this time Keenan had wanted Jack to fuck him in the ass. Jack had happily obliged and the young boy's anal passage had felt wonderful around his hard cock. They would have sex as often as possible and Jack would sometimes sneak the young boy back to his house for a long night of passionate sex. "Grandpa?" Jack heard Dennis' sweet voice in his ear. "What is it, Pumpkin?" When Dennis just giggled a reply, Jack noticed that his hand was fondling his grandchild's penis through his panties, and that a large bulge stood out between Dennis' legs. "Oh, sorry, pumpkin," Jack chuckled, "My mind was somewhere else." "I don't mind, grandpa," Dennis smiled. "No?" Jack grinned and teased the boy's penis through the fabric of his panties. Dennis giggled again. Jack lifted the tiny cloth and let his grandchild's penis out of its enclosure. It stood straight up, proud and erect like a totem pole. Jack took in the thin but gorgeous erection, mesmerized by his grandchild's swelling glans. "I know I say it all the time, pumpkin," Jack said and folded his hand around Dennis' penis, "but it really is quite beautiful." "You really mean that, grandpa?" "Absolutely I do," Jack whispered and kissed Dennis' warm lips. His grandchild kissed him back, taking Jack's tongue into his mouth while Jack's hand gently massaged the boy's throbbing glans. Jack felt his own cock stir in his pants, felt how blood filled the thick shaft, felt it press against his grandchild's thigh. His tongue dug deeper into Dennis' mouth, felt the boy run a hand through his greying hair, tasted the beads of sweat that was forming on Dennis' upper lip. Their breathing became more intense as their hands wandered across each other's bodies, and Jack lifted Dennis in his arms and laid him down on his back on the dining table. A glass of wine tipped over and spilled its red content across the tablecloth but neither of them noticed it. Jack pulled Dennis' skirt up and exposed his grandchild's erection. He bent down and took the perfect little penis into his mouth and heard Dennis moan with pleasure in return. The penis was so impressively hard that Jack almost envied the young boy. Jack could easily fit the five-inch penis in his mouth and he moved his head up and down, making sure to run his coarse tongue against the back of his grandchild's glans. Dennis' small hands were clutching the tablecloth, almost pulling it up around him as his grandfather went down on him. Jack used his hand to pry the thongs tiny string away from his grandchild's anus and placed a finger against the boy's sphincter, slowly circling the warm opening. "That feels so nice, grandpa," Dennis stuttered as Jack's middle finger slowly disappeared into his anus. Jack pulled Dennis' penis from his mouth and ran his tongue down the boy's shaft, letting it circle his small and smooth testicles. He bent his middle finger and teased his grandchild's prostate from within while using his thumb to stimulate the child's perineum. Jack grabbed the boy's throbbing penis with his free hand and bent it back against his face. A clear drop of precum had already formed in the boy's meatus and Jack used his tongue to lick the deliciously sticky substance away. He could feel Dennis' anal muscles contract around his finger as it gently poked the boy's young prostate. More precum trickled out of the child's meatus and ran down his swollen shaft. Jack licked it away and took the penis into his mouth. Dennis was now breathing rapidly and his grip on the tablecloth tightened. Jack could hear the boy almost sob as he sucked and licked his penis while fingering his prostate. "The cummies, grandpa," Dennis whimpered. "Can you hold it back, pumpkin?" Jack said as he removed his grandchild's penis from his mouth while keeping it in a firm grip. "I-I don't think I-I can," Dennis stuttered. "Try, pumpkin," Jack encouraged him, tickling the boy's prostate, "Try for grandpa." Jack saw the boy clench his eyes shut and grimace as he struggled against the imminent orgasm. Jack knew that his grasp on the boy's penis and his finger up his anus was making it impossible for the boy to hold the ejaculation back, but he was impressed with how hard Dennis tried. "I-I'm sorry, grandpa, I-I can't," Dennis moaned. Jack felt the boy's prostate convulse against the tip of his finger and he quickly popped Dennis' penis back in his mouth. His grandchild shuddered on the table and Jack felt his warm semen squirt into his mouth. It wasn't the first time he tasted his grandchild's semen, and it tasted just as sweet as always. He had told Dennis to eat a lot of pineapple and to drink the juice because it made your semen taste delicious. Jack savored the boy's virile semen in his mouth. Often, he would kiss Dennis after he had ejaculated and swap the semen into his mouth, or just swallow it, but this time Jack had something else in mind. As his grandchild's orgasm finally subsided, and his last squirt of semen was contained in Jack's mouth, Jack slowly pulled his head back, careful to not spill a drop of the boy's gorgeous nectar. He carefully retracted the finger from his grandchild's relaxed anus and unbuttoned his pants. Dennis spread his legs even further for his grandfather, folded his hands behind his head and smiled up at Jack with an air of sexual satisfaction in his eyes. As Jack's pants hit the ground around his ankles, his throbbing cock bounced up and down in expecting excitement. He cupped a hand in front of his mouth and carefully let his grandchild's semen fill up its hollow. After smearing the semen across his raging hard-on and lubing it up to a glistening perfection, he grabbed the child's thighs and pulled him toward himself, so that his buttocks were positioned just a bit over the table's edge. Jack moved forward and pressed his slippery cock in between Dennis' tender cheeks. His glans made contact with the boy's anus and Jack forced it past the sphincter, hearing Dennis moan as the cock slid up his rectum. "Oh." It was Emma's voice. Dennis titled his head backwards and saw an upside-down view of his mother standing in the doorway with clean plates for desert in her hands. "I'm so sorry," she apologized, "I didn't mean to interrupt you." "It's okay, mommy," Dennis said. "Yeah, don't you worry about that, pumpkin," Jack smiled as he pressed his cock further up inside his grandchild's anus, "Just put the plates down, we'll only be a few minutes." Emma carefully put the plates off to the side of the table where they wouldn't be in the way, and caught a glimpse of her father's big cock as it worked itself in and out of her son's anus. "Grandpa made the cummies come out of me again, mommy," Dennis told her proudly while his body thumped back and forth with each thrust of his grandfather's pelvis. "That's wonderful, sweetheart, I'm so happy for you," Emma smiled and bent down and kissed her son on the lips. Jack moaned louder as his thrusts got harder and harder, making Dennis' limp penis flop from side to side. He had a firm hold on the boy's thighs, bending the legs over his shoulders at the knees. "I think you should stay, pumpkin," Jack hissed and nodded toward a chair. Emma pulled up the chair and sat down right behind Dennis. She caressed his arms, feeling how calm and relaxed the boy was. Dennis smiled back up at her and took her hands into his and clutched them lovely tight. "Are you enjoying yourself, sweetheart?" Emma asked and kissed Dennis' hand. "Yes, a lot, mommy, it feels really nice in my tushy." "I'm glad to hear that," Emma smiled, "You just enjoy yourself, sweetie." Jack observed the two as he shoved his cock up his grandchild's anus. They were so beautiful, not just individually but particularly together. Although Dennis' facial structure was obviously a little different than his mother's, Jack could see more and more of Emma in Dennis. The way the two of them looked at each other, the almost palpable love that flowed between them was so heartwarming to watch, and again Jack couldn't help but feel blessed that he had such a fantastic family. "It's okay if you kiss him, pumpkin," he told Emma. His daughter looked up at him and sent him a curious look. "Kiss him, daddy?" "Yeah, you know, pumpkin," Jack replied and gave her an intense look, "Kiss him." Emma nodded slowly and finally moved her face close to her son's. Their lips met in a sweet and lovely kiss, the kind of kiss a mother gives a toddler. Emma kissed her son again, this time keeping her lips pressed against her son's a little while longer. "Mommy?" Dennis asked with a perplexed look on his face as Emma finally withdrew her lips from his. "It's okay, sweetie," Emma whispered soothingly and kissed her son again. This time she parted her lips and let her delicate tongue glide into Dennis' mouth. The boy's eyes widened as his mother's tongue found his own but he didn't pull his head away as Emma continuing probing his mouth with her tongue. Jack liked what he saw and it gave an extra tickle in his engorged glans. He suddenly wondered why he hadn't allowed Emma to kiss Dennis sooner. She clearly liked it and Dennis didn't seem to mind. Emma really did like it. She had sometimes fantasized what it would feel like to tongue-kiss her son, but she knew the rule; she couldn't do anything to him that was sexually satisfying for herself - her father had made that very clear. She could help her son with certain sexual necessities, like relieving him of cummies, inserting a butt plug, shaving his genitals and other trivial things like that, but never something that was fulfilling to her needs. That was reserved for her father and Emma completely respected that. But she couldn't help feeling her vagina reacting to the wet and warm kiss. She knew she was breathing heavier now, and thought she felt juices seeping out of her starving vagina and soak into her panties. Emma's kiss became deeper and more passionate and Dennis had by now accepted his mother's tongue in his mouth and had closed his eyes and just enjoyed the wonderful treatment he was getting from his mother and his grandfather. Emma felt her clitoris harden in her panties and it took all of the self-control she could muster not to reach down and massage it. She could feel it rub against the smooth fabric of her G-string as she slowly rocked back and forth in the chair. She longed to feel her father's tongue against her clitoris, longed to feel his hard, throbbing cock inside her pussy and ass, longed to feel him spray his gorgeous magic up inside of her and make her climax so heavenly as he had done so many times in the past. Emma was so caught up in the moment, so caught up in kissing her son that she hadn't noticed that her father had pulled out of Dennis and had climbed onto the table, kneeling next to the kissing mother and son. It only dawned on her when she felt the first rope of his warm semen splash against her cheek. It drew a line from her ear, down along her cheek, across hers and Dennis' lips. The semen mixed into their kiss and Emma immediately tasted the familiar flavor of her father's delicious cum. The second rope splashed against her son's face, across his right eyelid and forehead, disappearing into his auburn hair. Without catching a beat, Emma ran her tongue across Dennis' face, licking up her father's semen. As she swallowed the magic, she felt its effect deep down inside of her pussy, felt how her protruding clitoris pressed against her panties. As her father let out a third squirt of semen, it landed perfectly on hers and her son's lips. She hungrily drew it into their passionate kiss and felt it mix with their saliva. The fourth and fifth rope hit both of them in the face and shot violent pulses of elation through Emma's body, all of them smashing together in her now quivering clitoris. She tossed her head back, slinging drops of her father's semen across the table, as a trembling moan build in her stomach. When Jack saw Emma toss her head back, she had looked like the little preteen that had taken so many of his loads in her tiny mouth, and Jack, without hesitation, aimed his last squirt of cum at her open mouth. Just as her father's semen splashed against her lips and her tongue, an intensely powerful orgasm exploded in her vagina and shook her body as she cried out in ecstasy. She clenched her pelvis muscles as best as she could but a small squirt of urine sprayed into her already soaked panties. It felt like several minutes had passed before Emma finally opened her eyes. She was struggling to catch her breath but she felt such a deeply relaxing feeling spread throughout her body. When Emma looked up, she was surprised to see her father and her son staring intensely at her. "Wow, mommy," Dennis exclaimed with his mouth agape and thick strands of his grandfather's semen across his face, "What happened?" Emma swallowed, tasting the sweet aftertaste of her father's cum. She licked her lips, scooping up more semen from the corner of her mouth, wiped a bit more away from her chin. "Mommy had an orgasm," Jack smiled. "What's an orgasm, grandpa?" "It's like that nice feeling you get when cummies come out of your penis, pumpkin," Jack explained and climbed down from the table. Dennis rolled over on his stomach and gawked up at his mother. "Is that right, mommy?" Dennis enquired. Finally, having gotten her breathing under control, Emma smiled at her inquisitive son and ran a hand through his cum-spattered hair. "Yes, that's how it felt, sweetheart." "Wow, you're lucky, mommy." "Yes, I am," Emma smiled, "Now, go get cleaned up, honey." Dennis gave his mother a kiss, climbed off the table and went to the upstairs bathroom. Emma grabbed her napkin and wiped the residual semen from her face as Jack pulled his pants back on fixed his clothes. "I'm sorry we made such a mess, pumpkin," Jack said, noting the askew tablecloth and the knocked over wine glass. "It's okay, daddy," Emma smiled and straightened the table setting. She poured her father a new glass a wine and placed the desert dishes but stopped when Jack's arms folded themselves around her waist from behind. Emma let out an appreciative sigh and leaned her head back against her father's chest. Jack kissed his daughter's neck and held her close to him. She smelled so wonderful, Jack felt, and he savored the feeling of having her body so close to his. "Thank you, daddy," Emma whispered and caressed her father's hands. "For what, pumpkin?" "For involving me," Emma replied. "You're welcome," Jack said and kissed his daughter's neck again. Emma bit her lower lip, unsure if she should tell her father what had happened earlier in the day but decided that it was best to open up about it. "Daddy?" "What is it, pumpkin?" "I have a confession." "Oh?" Jack said curiously and titled his head to get a better look at Emma's face. He felt her hands tremble against his, "What is it, pumpkin?" "When I was getting him ready for you, after he came home from school, I accidentally - well, I mean, I didn't think about it, it just happened --" "What happened?" Jack interrupted. "I...kissed his anus." "You kissed his anus? Okay. Did anything else happen?" Emma swallowed in a dry throat. "I licked him," she whispered. "Licked his anus?" "Yes, daddy," Emma replied and bent her head in shame. "Did he ask you to?" "No, daddy." Jack gently turned Emma around so that he was facing her and lifted her chin. He saw tears rolling down her cheeks. "Oh, pumpkin," he said and fatherly wiped the tears away. "Are you mad at me, daddy?" "I'm gonna be honest with you, Emma, I'm disappointed," Jack told her in a sterner voice that he had meant to use, "You know I don't approve of you doing something like that to him. I understand that you have to do certain things to help him through the day, certain things that may have an arousing effect on you but you cannot give in to your own desires like that." "I know, daddy, and I promise, I didn't mean to do it, it just happened." "I believe you, pumpkin," Jack said in a softer voice, "But you have to think of the consequences. It was different with us; the times were different back then and it was just you and I." "And aunty Josie," Emma interjected. "And aunty Josie," Jack nodded, "But you have think about the bigger picture here. You're setting an example for your child and he will take your actions to heart and apply them to his daily life." "I know, daddy." "Like I said, these are different times we live in now. The world would just not understand if they found out that you are taking advantage of your child for your own sexual pleasures. But..." Jack let the final word hang in the air between them. He took a deep breath. "I know I have been neglecting you, pumpkin, and for that I am truly sorry. It was so much easier when it was just the two of us back then but we have to accept the situation as it is, or rather...I have to accept it." "What are you saying, daddy?" "I'm saying, pumpkin," Jack said and kissed his daughter's lips, "that if you would like to see other people again, then you have my permission." "You mean that, daddy?" Emma asked and looked up at her father in surprise. "I do, pumpkin, but promise me you'll use your good judgment. No more Morgans, you hear?" Emma nodded and threw her arms around her father and hugged him tightly. Jack kissed the top of his daughter's head feeling glad that they have had this talk. He was certain that Emma had learned from her mistake with Morgan and he trusted her not to make the same again. He helped Emma set up the table for desert and watched her bring out a stunning homemade Gateau Marcel chocolate cake. They could hear Dennis rummage about upstairs and Emma turned to her father. "What about him?" she asked. "Dennis? What about him?" "He's reached that age now where boys will start to take notice of him. Some of them may make advances." "This is to be expected," Jack replied, "You've talked to him about that? Told him to be careful?" "Yes, daddy, I have," Emma answered, "You know he loves you more than anything in the world but he's reached puberty now and he may develop feelings for a boy at some point." "Again, that is to be expected, pumpkin, and I'm not opposed to him having flings with other boys as long as he's careful and makes time for his grandfather whenever I need him. That goes for you as well, pumpkin." "You're so generous, daddy," Emma smiled and kissed her father on the cheek, "I'll have a talk with him when I feel the time is right." "I trust your judgment completely, pumpkin," Jack said and playfully slapped his daughter's behind. They heard Dennis make his way down the stairs and Jack's heart almost skipped a beat when he saw what the child was now wearing. Dennis had changed into his evening wear, consisting of a gorgeous pink babydoll see-through nighty that was split down the middle from the breast area, revealing his magnificently slender body underneath it, and a matching pair of pink hipster panties. Emma's eyes lit up with pride as she saw the boy come down the stairs. "Wow, sweetheart, you look gorgeous," she smiled, grabbed Dennis' face in her hands and showered his face with kisses. "You really do, pumpkin," Jack concurred. Dennis giggled and blushed at the attention. The three of them sat down and Emma served them the chocolate cake. The cake was delicious and Jack felt full when he put his fork down and sipped the wine. "Thank you for dinner, pumpkin," Jack said to Emma, "That was superb, you've outdone yourself again." "You really have, mommy," Dennis smiled and licked his fork. Emma blushed and gave their hands a squeeze. "Tell you what, pumpkin," Jack said, "Why don't you slip into to something comfortable? Me and Dennis will do the dishes, you've earned some rest." "Thanks, daddy. I must admit, I do feel a little tired." "I think we all do, pumpkin," Jack told her and looked over at Dennis who nodded his agreement. "Okay, I'll get the bed ready, daddy. I assume we're all sleeping in my bed tonight?" "Oh, that we are, pumpkin," Jack said and smiled at his daughter and grandchild, "That we are."