Jack and his mother Irene lived as a couple in a beautifully furnished apartment. She and Jack always slept naked in the double bed, which his mom covered with fresh sheets every evening for hygiene reasons. She worked as a private prostitute, Jack knew that from an early age. Whoring was a respectable profession, and Mama didn't need a pimp. If anyone forced their way, they would be punched in the face or kneed in the balls. She was able to protect herself, she said, she didn't need a protector to take her money. Mom's bedroom had a tiny spy window that someone had once installed. It was the perfect place for Jack to watch Mom work with the customers or watch her jerk off. Only when she used the big soft rubber dildo did she cover this little window with a sweater and thought that Jack couldn't watch her while she fucked herself obliviously with the dildo.
There was a fixed morning routine. They woke up at the same time, she pulled the sheet off him and reached for his morning boner. She jerked him off three times in silence but with a friendly smile and let him squirt high. She was very proud of her boy and his magnificent cock that could squirt so well. Sometimes she only looked at him when he was still asleep. Jack was short in stature and had a hunchback since he was young. People who only saw him dressed said he was a poor cripple. He wasn't, he was at the top of his class and the head of the class had already enrolled him in a school for the gifted, but they had already waited two years. But her boy had something his peers didn't have: a veritable battering ram of a cock, there was no other way to describe it. She had to put in a lot of effort while jerking his morning boner to make his cock jerk off and cum, which required a lot of effort. She would usually sit up cross-legged and Jack would stare into her cunt or at her large, matronly breasts.
After she had jerked him dry and his stiff cock had calmed down again, Irene got up from the bed. Her movements were graceful and confident as she prepared for the day. Jack's gaze followed her, especially when she bent over to put on her shoes, her cunt opening like a mysterious slit that immediately reminded him of the morning routine. She noticed his look, smiled at him and said: "Well, my little spy? Do you want to watch again today?" Jack nodded silently, his heart beating a little faster just thinking about it.
Irene knew exactly what he was doing. She knew about the tiny spy window in the bedroom that a previous owner had installed. Although she acted like it was a secret that she didn't notice, the truth was that she enjoyed her son watching her work. It gave her a sense of pride that her boy was so interested in her body and her work. She put on a particularly exciting negligee, silky red with a deep neckline that showed off her large breasts, and put on very erotic make-up. "There's a new one coming today," she said to Jack as she looked at herself in the mirror. "A rich businessman who likes things a little rough. I think he'll amaze you, little one."
When the doorbell rang, Jack was already in his hiding place behind the spy window. He saw his mother greet the incoming customer, greet him with a seductive smile and lead him into the bedroom. Jack's heart raced, his cock hardening again as he watched the man's hands slide over his mother's skin. He jerked himself off quietly as he watched the man undress his mother, push her onto the bed, and watch her scream as he fucked him. He felt his own seed shoot into his hand and knew that this would remain their shared secret — his and his mother's.
The day of the coffee party was the holiest day of the month for Jack, even holier than his own birthday party. While his mother and her friends sat in the kitchen and discussed their needs with the men, he was already waiting impatiently in his hiding place. Like two of the others, Mom was in her mid-30s, only little Sandra was not yet 18. He knew that it would soon be the case that the four women would retreat to the bedroom to do what they had forbidden themselves to do at work: unleash their own lust.
When the four women finally disappeared into the bedroom, Jack's heart was already pounding in his throat. He strained his ears to hear the faint giggles, the rustle of clothes falling to the floor. He saw his mother and her friends lay down on the bed, their naked bodies entwined together. He hardly noticed the cuddling and kissing, it was just an annoying addition to him. But when he saw Monique slide her fingers between Elvira's thighs and she began to jerk her off, he felt his own cock getting hard again. He jerked himself off slowly as he watched the women work each other's clits, their moans getting louder, their movements more violent.
And then it came, what he had been waiting for. His mother licked her friends' clits, her tongue dancing over the sensitive buds while she herself was licked by the three of them. Jack jerked himself faster, his breath coming in ragged gasps as he watched his mother surge, her orgasm louder than anyone else's. He felt his own seed shoot into his hand and knew that this would remain their shared secret — his and that of his mother and her friends.
And so one day it came to light that the three girls felt sorry for their mother because her boy was a poor cripple. Mom laughed uproariously. "What nonsense are you talking about? Yes, my Jack has an ugly hump, but he's the smartest kid in his school! And then another thing: he has such a great cock, you won't believe it, but he squirts like a champ, none of my customers could do that." This went back and forth, and Jack became very uneasy when the girls demanded proof from Mom. The general clit licking had just finished and Mom looked up. "Jack, darling, come to mommy's bedroom, please!" Jack pulled his boxers back up and crept to Mom's bedroom door. His heart was pounding because he had never been in there when the four girls were naked.
Jack's heart pounded against his ribs as he put his hand on the bedroom handle. He knew what was waiting on the other side of the door, but the idea was still overwhelming. He slowly pushed the handle down and opened the door a crack. The air in the room was heavy and filled with the smell of sweat, perfume and female lust. The four women lay or sat on the large bed, their naked bodies still glistening from clit licking, and their eyes all turned to him as he entered fully.
"Jessas, Mary and Joseph!" Sandra exclaimed. She had never seen such a weapon of war. The three girls stared at his huge cock.
"Well, my little man," said Irene with a slight smile, but one that betrayed a certain tension. "My friends just don't believe what a handsome boy you've become. They think you're just a poor cripple." Jack felt the blood rush to his cheeks. He felt naked and exposed, even though he was still wearing his boxers. Elvira, a petite, wide-eyed brunette, looked him up and down while Monique, a blonde with voluptuous curves, looked him over with a taunting smile. Sandra, a redhead with freckles, said quietly: "He's small, Irene. And the hunchback..." Her voice sounded pitiful, and Jack felt his stomach churn.
"That just shows you're superficial, Sandy," Irene replied sharply, then turned back to Jack. "Come here, my darling, and show the girls what you have to offer." Jack hesitated. He had never taken off his clothes in front of other women, especially his mother's best friends. He felt like an animal in the zoo that was being put on display. But he also knew that he couldn't contradict his mother. He hesitated for a moment, then slowly pushed his boxers down over his knees and let them fall to the floor. The silence in the room was almost deafening as the four women saw his cock, which had already hardened again at the thought of what was about to happen.
Mom smiled triumphantly. "So, you want proof? Well, each of you has to work it out with your fist!" Jack swallowed, no one other than his mom had ever jerked him off. And now all three were allowed to do it? Jack shook his head inwardly, Mom must have been crazy to accept this deal. Elvira was the first to regain her composure. "Jack, dear, come sit on my lap and let me do it to your beautiful, magnificent cock, okay?" Jack nodded uncertainly, crawled onto the bed and sat on Elvira's lap. "But please don't rip it out, Aunt Elvira," Jack murmured shyly. The girls laughed.
Elvira's hand wrapped around Jack's cock with an almost respectful firmness. Her fingers were warm and dexterous, she jerked him with a slow but firm motion that sent the blood rushing to his loins. It was different from his mother's. Elvira's grip was a little tighter, her movements a little more targeted, as if she wanted to feel and control every inch of his magnificent member. Jack leaned back slightly, his back pressed against Elvira's soft breasts while his own fingers, as taught by his mother, sought out her hard teats and gently tweaked them. A soft moan escaped Elvira's lips, proof that Mom had been right. She enjoyed the touch, almost as much as he enjoyed her jerking hand on his cock.
The other two women watched in silence, their looks a mixture of envy, admiration and pure, unadulterated lust. Monique slipped her hand between her own thighs and began rubbing herself while Sandra just stared, her mouth hanging slightly open as if she couldn't believe the image in front of her. Irene, his mother, smiled triumphantly. She had won. She had proven that her boy was not only the smartest, but also the best at things that really mattered to her.
Elvira jerked him faster, her movements became more violent, her fingers slid over his glans, which was already shiny with his drops of pleasure. Jack felt the pressure building in his balls, his cock twitching. He moaned softly, his fingers kneading Elvira's teats harder. And then, with a soft scream, he fired. A thick, warm jet of his seed landed on Elvira's chest, followed by more coating her skin. Elvira continued to jerk him until he was completely empty, then she took her hand, licked his semen and said with a satisfied smile: "Well, you see, my sweetie? You really are a real man." Jack smiled shyly, but he also felt a little proud. He had done it, he had provided the proof that his mother wanted so badly.
"Aunt Elvira, may I ask you two important questions?" Jack asked and continued to twirl Elvira's teats, it was so nice. Elvira nodded, so he asked both questions. "First, do you jerk your clit every night or just occasionally? And second, who was your first?" Elvira blushed slightly, but a deal was a deal. "Yes, my sugar prince, I jerk off every night before I go to sleep. And my dad was my first, I chose him to do it. Is that enough of an answer?" Jack looked at her from below. "How was it with your dad?" Elvira swallowed and looked around at her friends. "I was 14 and thought it was high time. I waited until Dad and Mom were drunk again one evening, and then I grabbed Dad's cock, which was hanging around so uselessly. Mom opened her eyes wide and giggled in embarrassment when I let Dad deflower me. After that, I took every opportunity to fuck Dad. It wasn't until I was 17 that I had a boyfriend of my own."
Jack heard Elvira's words with a mixture of fascination and excitement. The idea that she had seduced her own father into this excited him in a way he didn't fully understand. He twisted her teats even harder, feeling her twitch under his fingers. "And... was it good?" he asked quietly, his voice barely above a whisper. "With your dad?" Elvira laughed, a deep, harsh laugh that went straight to Jack's core. "Good? My dear, it was the best thing I ever had. He took me like a man takes a woman, not like a boy takes a girl. He taught me what it means to be a woman." Jack felt his cock getting hard again, even though Elvira had just made him unload.
Mom pushed Monique. "You, the next one!" she commanded. Jack crawled on Monique's thigh, she was the fattest of them all. But she patiently took Jack's stiff cock in her fist. "No, I won't rip it out of you either, so relax." Monique was also good at jerking cocks, which was what her job required. Jack's fingers twirled Monique's teats and she giggled. "My boy, you're just making me horny!" Jack grinned deviously. "You can jerk off your clit later once you've done it to me, Aunt Monique." But she grinned back. “Would have liked to watch it, you little piglet?” But she jerked him off perfectly, letting him spray stripes all over her white, melon-sized breasts. "And you're going to ask me the same questions, aren't you?" Jack finished cumming and nodded. "Well, Elvira has already given the path. I also jerk off every night, take a long sip from the bottle after every orgasm and continue to jerk off until I'm drunk out of my mind or fall asleep. And who was my first? The young vicar, right after the first communion. He was very clumsy, he splashed on the marble floor and I bled profusely. He looked like an ox, the fine holy man. Afterwards I continued to fuck my brothers and their friends going at it hammer and tongs!!"
While Jack was already sitting on Sandra's lap with her trembling hand cupping his hard cock, he looked back at Monique, whose confession was still hanging in the room. Her words echoed in his head, painting a picture that made him hotter than he thought possible. He imagined her throwing herself naked on her bed after a hard day with clients looking only for their own cum. The bottle of schnapps was always ready to hand on the bedside table. The first, big gulp burned her throat while her other hand already found her clit, which was still wet and swollen from the day. She didn't jerk herself gently, no, Monique jerked herself brutally, almost punishingly, as if she wanted to force her own body to finally feel what the men never gave her. With each sip her movements became clumsier, more lecherous, until her fingers were just a wet, sticky mess between her thighs and she either fell into a dazed, senseless sleep or came with wet eyes and a loud, shrill scream that shook the walls.
And her first... the young vicar. Jack's imagination came to life. He saw her in front of him, the young girl in her white communion dress, looking holy and innocent as the young priest lured her into the sacristy. There, between incense and golden chalices, he pressed himself against her. He was younger than the others, insecure, with sweaty hands and a throbbing cock in his cassock. He placed his hand on her young, untouched cunt and she jumped. When he finally took her, it wasn't gentle. It was a clumsy, repulsive act that scraped against a wall more than it penetrated. The pain was a sharp flash, but then the blood running down her thighs was proof. And he... he let out a small, panicked scream and his seed shot not into her but onto the cold marble floor where it lay like a disgrace. He stood there like an ox, as she had said, with his eyes wide open, as if he had just committed a sin that he could no longer undo. And she, Monique, bleeding and smiling, knew that she had a power over men that she would use from now on. Her brothers and their friends came after, an endless chain of cocks thrusting inside her as she learned to use her body as a weapon and an object of pleasure at the same time.
Jack felt his own cock throbbing in Sandra's delicate hand as these images flashed through his mind. Monique's raw, unvarnished words had excited him almost more than Sandra's hand on his shaft. He looked at Sandra, who was still wanking him shyly and uncertainly. "Do like Monique, Aunt Sandra," he whispered hoarsely. "Capture him, show him who is the ruler here." A soft, surprised moan escaped Sandra's lips and her grip became tighter, more confident, while Jack's mind was still on Monique's confession.
Sandra became more confident. She was the youngest, not even 18, but she was trying to learn whoring. Jack whispered in her ear how she should keep jerking him off. She jerked back as his fingers twisted her teats. "No, Jack, please don't, I don't like it that much, okay?" Jack removed his fingers. He put his hand on Sandra's fist and they jerked him off together. He sprayed in a high arc between Sandra's inner thighs, then it was over.
Sandra was blushing bright red as she spoke. "Yes, I've been jerking off every night before I go to sleep since I was 8, then I fall asleep better. And for me, it was my dad too who had deflowered me. Mom had teased him that the little one was already over 14 and overdue. Dad was more of a phlegmatic and lazy guy, he fucked a little when asked. Otherwise he never seemed to be in the mood to fuck. We fucked again and again since then, to this day, still." Jack swallowed. Sandra's love life was not a happy one. And she only fornicated because she was Elvira's niece and she had to earn money; Dad had become unemployed.
As Sandra's words faded away, there was a heavy silence in the room. Jack felt an uncomfortable tingling in his chest, a mixture of pity and a strange form of understanding. He looked at his mother, whose face, however, wore an expression of triumphant satisfaction. She had won. She had proven that her son was not only the smartest, but also the best at things that really mattered to her. Jack turned his gaze back to Sandra, whose cheeks were still bright red, her eyes fixed on the bedpost as if she were ashamed of her confession.
"I... thank you, Aunt Sandra," Jack whispered quietly, his voice barely more than a breath. "For...for everything." She looked up, her eyes moist. "It's... it's not that bad, my dear," she said, trying to smile. "Sometimes...sometimes Dad is even affectionate. But most of the time...most of the time it's just...duty for me." Jack felt his heart skip a beat at her words. He felt for her, he felt her pain, her loneliness. He stopped jerking himself off, he took her hand and squeezed it tightly. "I'm sorry, Aunt Sandra," he whispered. "I'm really sorry."
Mom looked at her friends. "Well, what do you say, girls, should we accept Jack into our circle? He's proven that he's got a strong cock, my boy. That he's not a hunchbacked cripple." The girls communicated with each other with looks. Then Elvira said, "It's about time we had someone in our group who can fuck us well anyway." Mom raised her hands defensively. "Stop, Elvira, no way! With Jack there's only wanking, but definitely no fucking. He's too young." Jack swallowed, this wasn't going well for him.
The air in the room suddenly became thick and electric. Jack's heart sank as he heard his mother's words. "Just jerking off, but definitely not fucking." That was like a slap in the face. He had just proven what he was made of, had driven three grown women to ecstasy, and now he was going to be relegated back to the level of a little boy? He felt an anger building within him, a hot, ungrateful anger at his own mother.
Elvira looked him up and down, her eyes shining with a mix of lust and negotiation skills. "Oh, Irene, don't be so narrow-minded," she said, twirling one of her nipples. "The boy is a young man. He's proven it. And we... we have needs. Needs that a simple jerk off just can't satisfy." Monique nodded in agreement, her hands kneading her own luscious breasts. "She's right, Irene. I'm already sick of fingers and tongues. I want to feel a real cock, one that will take me the way I need it." Even Sandra, the shy one, looked at him with a new expression, a mixture of longing and curiosity.
Irene, however, remained stubborn. "I said no," she repeated, her voice now cold and firm. "He's my son. And as long as he lives under my roof, I decide what happens to his body. And that's jerking off, got it?" Jack felt tears welling up in his eyes. He felt humiliated, taken advantage of. He stood up, pulled his boxers back up and said quietly, "Then...then I'd better go." He didn't want to stay, not as an object that only existed for jerking off. He wanted more. He wanted everything.
Mom stood firm. Every morning she jerked him off like she did every morning, but as soon as he brought up the subject of fucking, she covered her ears. "I said no and that's it, Jack!" He tried for a few more days, but his mother didn't agree.
He had something else on his mind. He searched for words, his mother was so easily frightened. But he wanted to know the truth. "Mom, I've never asked about my father before because I thought that if you don't talk about him, you'll have your reasons. But today I have to ask you, it's very important to me." Mom let go of his cock and wiped her fingers with a tissue. "Jack, I didn't talk about it because I didn't want to disturb you and because peace within the family is very important to me." Jack looked at her, at her beautiful, firm breasts that he loved so much. He looked at her questioningly, he wouldn't pull back.
Mom began. "It was my brother Dave who deflowered me when I was 13, and we fucked secretly at night for almost half a year, we had a shared nursery. Dave was a good fucker. Then mom found out and told dad. Now two things happened: Dave was sent to a boarding school, and I now had to sleep in the marital bed between mom and dad, but I was allowed to jerk off like I did every night. Dad ignored mom's protests and he fucked me well and I would be lying if I complained. No, I was fine with being fucked by my dad, but she didn't let me drive her away either, every night Dad fucked me in front of her until I was 20. Then I got pregnant, Jack, pregnant with you." You were born and there was no money at all. So I gave in to some cavaliers and let myself be fucked for good money. And yes, I still fuck my dad sometimes, but only for money, although I give him a 50% discount." Jack threw himself into her chest and hugged her, tears streaming down his cheeks. "Oh thank God, Mom, that it wasn't some rascal in a dark alley. And not one of your customers. I really like Grandpa and it makes me a little proud."
Irene recoiled slightly, as if his words had touched her. For a moment her gaze was infinitely distant, as if she were looking through him into the past. Mom said, "Maybe don't mention it yet, I don't think he's ready to admit it yet. For his relatives and circle of friends, the genitor was always a traveling salesman." She supported his chin with her hand, her thumbs stroking his wet cheeks. A long, heavy silence lay between them, only their breathing could be heard. Then, very slowly, she nodded. Her lips formed a barely noticeable, mysterious smile.
"Yes, my dear," she whispered, her voice hoarse and deeper than usual. "It was... right. In that strange, twisted way, it was the only thing that was right." She closed her eyes for a moment, as if tasting a memory. "Dad didn't take me, Jack. He... took me home. He saw the part of me that had been there since Dave first took me. Mom screamed and cried, but Dad... only Dad knew what I needed. He didn't treat me like a child, he treated me like a woman who came to his bed at night to get fucked."
She opened her eyes again and her gaze was focused directly on his, intense and without shyness. "He was a good fucker, Jack. Hard and uncompromising. He took me when he wanted and I loved it. Every night, under Mom's watchful eye, he fucked me, filling me with his seed until I didn't know who I was anymore. And then when I got pregnant, with you... that's when he knew. He never asked, he just knew. And he kept fucking me until you were born." She stroked his hump, a gesture that was suddenly no longer compassionate but full of pride. "You are the result of that, little one. The result of real, honest desire. Not the love that people preach, but the raw, animalistic lust that overshadows everything. And that, my son, is nothing to be ashamed of."
Jack was still holding her in his arms, they were both crying silently. He looked up. "Mom, now would be the right moment for me to fuck you. It is the love of your son that is asking for fucking, not some pig who wants to degrade or humiliate his mom. No, I want to fuck you because my love for you demands it." Mom wiped the tears from her eyes and lay on her back in resignation. "Well then come on, my little lover, my sweet son."
This is how Jack fucked his mom for the first time, she was his first and his favorite. He kept his eyes closed in holy shyness and listened inside, listening to what his cock was feeling in mom's cunt. It was holy, beautiful, wonderful. And the tears ran down Mom's cheeks again. It was her own son, her little boy, who dutifully filled her and stomped inside like a big one. Oh yes, he had learned what was important while spying, she thought. Of course she knew about his spying. Even when she fucked herself with the soft rubber dildo, she suspected that Jack was watching.
Jack moved inside her slowly, almost fearfully. Each thrust was a question, a request for permission, and Irene's body gave him the answer. Her thighs closed slightly around him, not to hold him in, but to show him he was welcome. She felt every inch of his turgid cock filling her like she hadn't felt in years. It was different than with her father, different than with the customers. This was not pure desire, not pure lust. It was... love. A love so deep, so pure, that it hurt her.
She opened her eyes and looked at him. His face was contorted with effort, his eyes closed tightly, as if he was concentrating to get everything right. He didn't thrust wildly or impetuously, no, he thrust carefully, almost solemnly. He didn't want to take her, he wanted to make her happy, fill her with his love. She felt her insides tighten, a wave of pleasure building inside her, a wave she hadn't felt in a long time. She moaned softly, her hands finding his back, her fingernails digging into his skin as he took her again and again.
"Yes, my dear," she whispered, her voice trembling with excitement. "That's it. Fuck your mom. Fuck her like she's supposed to." He opened his eyes and looked at her, and in that moment she no longer saw her little boy, but a young man. A young man who loved her, who desired her, who fucked her. He quickened his thrusts, his movements became firmer, harder, and she felt him nearing his climax, feeling himself filling up. And then, with a soft scream, he shot into her, hot and hard, and she came with him, her clinging arms tightening around him as she trembled and cried beneath him. It was sacred, beautiful, wonderful, and she knew nothing would be the same again.
Since that day she rarely jerked him off, because they fucked his morning boner at the crack of dawn, fucking until he and she had had enough. Then the day could begin.
Twilight had barely crept through the curtain when Jack woke up. He didn't feel the cold air, but the familiar warmth of his mother next to him. Her breathing was deep and even, but he knew she was already awake. He didn't need to say a word. He turned to her, his hand finding its way under the covers, his fingers grazing her stomach, traveling lower until they found the soft, wet warmth of her privates. She sighed softly, a sigh that wasn't tiredness but pure anticipation. He was hard, his cock throbbing before he even touched her, a faithful companion waiting to sink into her every morning.
He rolled over her, his weight familiar and welcome. Her thighs opened to him like a flower reaching for the sun. There was no hesitation, no fumbling. He slid into her in a single, fluid motion. The first penetration of the day was always the most sacred moment. It wasn't a rushed rush like in the night, but a slow, deep immersion. He closed his eyes and only felt her. The way her soft, wet cunt enclosed him, the way every muscle fiber in her longed to latch onto this place, this place that was hers and that he belonged to. He began to fuck, slowly and deeply, each thrust an affirmation, a promise. "My Jack," she whispered, her hands on his back, not to urge him, but to just hold him. "My lover." Her breathing quickened, her hips rose toward him, a silent dance only the two of them knew.
Time lost its meaning. There was only the rhythm of their bodies, the soft, wet sound of their union, their stifled moans echoing in the room. He felt the pressure building inside him, her cunt beginning to tighten around him, a sure sign. He quickened his thrusts, deeper, harder, until he exploded inside her with a deep, rumbling scream, his hot flood pouring out as her body convulsed beneath him and she whispered his name softly. They lay like that for a while, sweating and breathing, his cock still inside her. He kissed her, not passionately but tenderly, a kiss that said everything no words could express. Then it was over. The morning boner was gone, satisfied, and the day could begin.
The next coffee party was different. The air was already thicker, filled with an unspoken expectation, as the four women lay together in the bedroom. This time Jack wasn't just the observer, the little spy. This time he was the center of attention. He took off his clothes and his movements were no longer those of a shy boy, but those of a young man who knew what he wanted. He looked around, his eyes met those of Elvira, Monique and Sandra, and he no longer saw astonishment, but pure, unvarnished desire.
He went to Elvira first. She was already lying on her back, her legs slightly open, a welcoming smile on her lips. He knelt between her thighs and slid into her without another word. It was different from his mother's. Elvira's cunt was tighter, almost girlishly demanding, she pulled him in deeper as if she wanted to devour him. Her hands were on his back, her nails digging into his skin as he took her. She let out not loud sounds, but soft gasps as each thrust brought her closer to the edge. He felt her tighten around him as she came, a quiet, trembling tremor running through her. He pulled back, a triumphant smile on his face.
Then it was Monique's turn. She was different. She didn't lie there passively, she pulled him down against her, her lips found his, their kiss was wild and impetuous. She jerked it briefly just to feel it, then inserted it into her pussy. She was wet and wide, almost limp, but she knew how to use her cunt. Her hips moved with him, a wild, controlled rhythm that almost drove him crazy. She didn't scream, she laughed, a deep, harsh laugh that drove the blood to his head. He felt her grasping him, clinging to him. And when she came, it was a long, twitching tremor that ran through her. He pulled back, his breath ragged.
Last was Sandra. She was the most delicate of all, the shyest. She lay there, her eyes closed as if she were afraid. He knelt between her thighs, his hand stroking her trembling skin. "I'm here, Aunt Sandra," he whispered, his voice soft and soothing. He slid into her slowly and she winced as he filled her. It was tight, almost painfully tight, but it was also wet, a wet, quivering warmth surrounding him. He didn't push her, he didn't squeeze her, he just took her. He moved slowly, deeply, and she moaned softly, her hands on his arms, not to urge him, but just to hold him. He felt her tighten as she came, a soft, whining moan that touched his heart. He pulled back, his heart pounding in his throat.
And mom? She lay on the pillow smiling, she wasn't screaming bloody murder. She just let it happen. And for Jack it was a discovery. All three girls had pussies, but all three of them felt completely different than Mom's. And all three of them had different ways of fucking. No, this wasn't professional fucking, this was fucking the way they loved it most.
Elvira took him aside. Her daughter Leandra, Lea, was 15 and crazy about fucking. Lea was Elvira's father's child and unfortunately somewhat mentally retarded. She was 15, but kept falling sometimes behind as if she were 6 or 7. Now Elvira had trusted Jack and asked him if he wanted to be Lea's first, the child wanted to fuck so badly. Jack listened carefully to Elvira. No, this wasn't some slutty gutter swallow asking him for dirty service. This was a worried mother who wanted the best for her child and was worried about who the child would be. Of course he understood that Elvira saw clearly that both Lea and he were 'outcasts', outcasts from the normal people. He interviewed Elvira intensively about Lea's past life, her preferences and her character. He wanted to approach the task well prepared.
With his heart pounding, he entered Lea's girls' room, a beautiful and cheerful room in which Lea could be the princess. He dropped his clothes and collapsed onto the bed next to the naked Lea. Lea cried softly, "Oh! I've never seen anyone with a hunchback before! Does it hurt?" Jack said no, the hump was just part of him, part of his back and was just as sensitive as the whole back. Lea's eyes stayed on his semi-hard cock. "Oh, how cute! I've never seen one that big before." she murmured. Jack smiled. "Just touch it calmly, it won't bite. And I like it when you touch it." Lea took the cock in her hand and looked at it from all sides. "You know, I know a lot of cocks, Uncle Jack. I take a close look at them all when they visit mom and then get to fuck her." Jack found it exciting how the 15 year old jumped to a 7 year old and straight back again.
"You came to fuck me, didn't you, Jack? Mama said it so she let you and me too fucking." Jack nodded. "Yes, exactly the same, Lea. First of all, I'm not an uncle, so just call me Jack. And secondly, we have to get to know each other a little better before we fuck, otherwise it won't work." Leah nodded. "Okay Jack, that's a nice name, like Leandra. And I know that you're not my uncle. I only have one uncle, Freddy, that's mom's younger brother and he brings me a small bar of pistachio chocolate and a 25 euro silver coin every month. I'm sure he just wants to bribe me not to say anything because he sleeps over at mom's and they fuck like rabbits all night long." Lea looked straight at him. "I like Uncle Freddy a lot and I wished he would be my first because he fucks mom so persistently. But she said that Freddy was actually a cream puff and not worthy of me. Aren't you a cream puff, Jack?" Jack laughed brightly. "Oh no, Lea, no one has ever called me a cream puff, just a cripple or a piglet, that's fine." Leah shook her head. "Cripple — that's a very bad word. For me you're not a cripple, Jack, but a boy with a magnificent cock. So not a cripple, because I'm not a bad girl who calls you such derogatory names. Okay?"
Lea understood that Jack wanted to know everything about her sexuality. "Yes, Jack, I've been jerking off my clit every night before I go to sleep since I was 7. I learned that from another girl in kindergarten and it's incredibly good for me, I can fall asleep straight away afterwards." Jack held her hand and looked at it. Lea was a bit chubby, baby fat. She wore thick glasses and had thousands of freckles on her face. She looked childlike with her Pippi Longstockings pigtails. Her breasts were tiny, just beginning to bloom. And on her virgin cunt there was no bush, just a delicate down of dark hair. He said, "Jerking off is something completely normal and natural. Only you never do it in public, only alone or with good friends, okay?" Lea nodded, Mom had already said the same thing.
"And I'm already 15 and I want to finally fuck, or maybe fuck regularly like mom. It's unfair, Jack. Mom lets let's say 5 different men fuck her every day because that's how she earns our money, but I don't fuck any of them. That's unfair, Jack!" Jack shook his head. "Lea, that's quite right the way it is. Your mom has this job, she makes money from it and she's not in love with these men in the slightest. It's just to make a living, but nothing she would brag about, your mom." Jack placed his hand on her inner thigh and caressed it. "But you, you don't have to earn money yet. Mommy earns enough for both of you. And if you want to fuck so much, it's not to earn money, but because you enjoy it, like jerking off at night." Lea looked at him wide. "How smart you are, Jack! Yes, I think I would do it too, just because I want to have fun and orgasms, just like jerking off. And I'll only do it to make money when I grow up."
Jack lowered her back and inspected Lea's pussy. She really was still a virgin. But her clit was really rubbed to pieces, red inflamed and sore. Jack shook his head. "Lea, dear, you can't jerk yourself sore, it's bad for your clit, even if you're rejoicing inside. You can't rub your clit so often that it turns red. Many girls have no limits and then the doctor has to operate on the clit, and by God that's no fun! Not fun!" Lea moved away a little. "But I like to jerk off for the life of me!" Jack stroked her inner thighs soothingly and reassuringly. "Yes, I know that, Lea. But you still shouldn't abuse your clit like that and rub it sore. I'll give you a good suggestion, okay? After every masturbation, take a pocket mirror and a small painting brush with soft bristles. Use the brush to gently stroke up and down your clit, you can do that for a long time. And you'll see that your clit gets along really well with the brush and is actually happy that the brush is completely there gently and delicately stroke his head. "It's a great technique that my aunt Jenny, who is also 16 like you, once showed me. And she has just as many orgasms as before, but without her clit becoming inflamed or sore." Lea nodded, with big, round eyes behind her thick glasses. "I understand, Jack. You want me to take it nice and easy so I don't get chafed. I'm on board with that.
Suddenly Leah smiled. "Do you know, Jack, what I do when I get messed up with mom? I stomp into her bedroom while the guy is fucking her. And while she's getting fucked, I wank mom's clit over and over again, because she hates it. First of all, women like her suppress their orgasms when a customer fucks them. And secondly, when I've made her orgasm enough times, she's so wobbly on her feet, her knees weak Pudding. That's not an argument, but it's one way I can get one over on her." Jack grinned. "You've got it all behind your ears, Lea."
"You know," said Lea thoughtfully, "most of the time I support mom while she fucks. I grab the customer's cock and jerk it while he fucks mom. He cums very quickly because I'm a good cock wanker. Some men pay an extra 25 euro silver coin if I jerk them off with my fist after fucking mom, many like that. They stare greedily and covetously at mine cunt if I sit cross-legged while jerking off his cock. And mom won't mind if I earn a few silver coins like that." Jack grinned. "Lea, you have my respect! Such a smart kid, you've figured out what men like and you're improving your pocket money. That's just damn smart. Jerking off cock is a pretty tiring, and I suspect you make your money by the sweat of your brow." Leah puffed out her cheeks. "By the sweat of my brow! Wow, Jack, you talk like a stilted TV host."
Leah became restless. "Jack, don't you feel like fucking me since you're not a cream puff?" Jack smiled. "Lea, do you know everything about deflowering? Because my cock will penetrate and tear your hymen, maybe it will make a prick and maybe your pussy will bleed a little." Lea nodded affirmatively. "Jack, my mother already described deflowering to me in detail and said that I didn't need to be afraid. Every girl has to be deflowered the first time, it's how nature plans it. And no girl in the last million years has died while being deflowered. So."
Jack, who had been gently rubbing her sore clit, could tell from her breathing that she was now hot enough. He laid her on her back, lifting her knees. She looked at him with large, round eyes, magnified through thick glasses. He placed himself between her chubby thighs. He spread her pussy lips with his fingers and pushed his cock up to her hymen. Lea listened down into her pussy to see what was going on. "I'm stabbing now, Lea," he breathed, and she nodded, her pigtails wiggling. Jack carefully pushed his cock forward until the hymen became taut. And then, with a slight jerk, he thrust and the hymen tore like cellophane with an inaudible 'pop!' Lea just looked amazed, she hadn't felt a prick and wasn't bleeding either. Jack pushed his cock deep until it reached the end of her fuck hole. He remained motionless for a few moments to allow her virgin pussy hole to adjust to the shape and size of his cock. "Now I'm going to fuck you," Jack breathed and began to thrust Lea gently but forcefully. After just ten minutes her breathing became very shallow and he mumbled that she should now trigger her orgasm with her finger. She did so, her womb twitching and writhing beneath him and he shot his full load inside. Lea's orgasm lasted for minutes and then shuddered away.
Jack waited patiently until Lea's orgasm subsided. Then he pulled his cock out of her shaking cunt and fell next to her. Lea fumbled in her bedside table and pulled out cigarettes. Surprised, Jack asked, "You smoke?" Leah nodded. "But don't tell mom, she won't want it." Jack grinned. "Your mom has a nose right in the middle of her face. And she must have smelled the smoke since the first time. If she didn't say anything, then with good reason. She doesn't smoke and would only give you a lecture about the harmfulness of smoking. Maybe she doesn't want to argue with you and hopes that you'll figure it out yourself."
They smoked lying next to each other in silence and peace. "Jack, that was the best experience in my life so far. I had always suspected that fucking was something special. But that I would enjoy it so much, with an amazing orgasm at the end, that was just amazing. Thank you, thank you, thank you." Lea thought for a moment. "And from now on I will fuck as often and as much as I like." Jack caressed her breast. "Yes, in principle yes, Lea. But your mom will also want to have a say. You can't just fuck her customers, no matter how much you want to. She will want to keep private and business separate, and that's right." Leah thought. "Okay, but I can fuck you or Grandpa, right?" Jack shook his head. "What is your grandpa to you, Lea?" Leah thought. "Grandpa is actually my dad, he made me when my mom was still a young girl and wasn't into prostitution yet. He comes once or twice a month, spends the night at mom's and they fuck loudly like rabbits. Mom banished me to the children's room because I shouldn't watch when her dad fucks her, that's private for her, said mom. Somehow I understand that, she seduced and forced him to fuck her as a young girl and he was her first."
Jack told her to sit down with mom in the kitchen sometime and talk about fucking. Maybe she would allow her to fuck grandpa, maybe. She should ask her mom for permission very nicely, then maybe it will work. Leah nodded. "Jack, you're so smart!" Jack continued. "And as far as fucking me is concerned, your mom is responsible for that too. I'm not free, I can't have an exclusive friendship with you because I already belong to a dozen other women, my cock is there for them all. Talk to Elvira, talk to your mom about it, she will then decide. Your mom is a very smart woman and a mom who cares a lot about you and is there for your well-being. Hug her and don't push her back. Okay?"
Jack had left very thoughtfully. He sat with Elvira in the kitchen for a few minutes and drank a cup of tea. He had described everything to her in great detail. Elvira sighed. "What do you think of that, Jack? If she wants to fuck her grandpa, then I would allow it with a heavy heart. My dad isn't an idiot, he's become a very good man since mom died and he won't drink a drop anymore, ironically. Yes, I think I should let Lea do it, what do you think, Jack?" Jack generally didn't want to get involved, and he said so. But if Elvira didn't feel a warning signal in her stomach, then Lea should fuck her grandpa, it would be good for both of them. And Grandpa would also get closer to this daughter. Lea is no longer a baby, when she talked about sex you could tell that she was already a lot older than 15. Elvira nodded, tears in her eyes. "I actually didn't want to bring my child into prostitution. But you may be right, the tracks have obviously already been laid and she will find and go her own way in her sexuality."
In the evening, Jack sat in the kitchen with Mom and she listened intently. She skimmed over the sexual details, a defloration, so what!? But Lea's desire to fuck her dad or grandpa made her think. "This could go very wrong, Jack." Lea should fuck boys from her school and her peers like other girls, that would be the most normal thing in the world. Jack shook his head. "No, Mom. Lea was only in kindergarten for three years, but she never went to school and was home schooled. She doesn't know any boys, especially none who would be suitable for fucking. However, she has known her dad, Grandpa, since she was a child and she would do it in a familiar and trustful environment. Trust is good for fucking. That's why I'm more for it than against it, Mom."
Mom sighed. "It's similar to Monique. Her Lotta is already 15 and she let Uncle Charly, Monique's brother, deflower her without asking Monique's permission. And Charly is completely infatuated with her, they fuck like rabbits every day. She doesn't think for a second what she's doing, that she might destroy Charly's marriage, and he has two small children." Jack raised his eyebrows. This is the first time he's heard of this, he said. And the fact that the little beast is endangering her uncle's marriage is an alarm signal. He thought. "Isn't there anything we can do, Mom?"
Mom thought. "Monique is powerless. Charly always spends the night with her from Friday to Saturday and they fuck like rabbits, but she can't get him away from Lotta." She thought for a moment. "Of course we can do something. You could rape Lotta and fuck her so hard that she forgets where up and down is. That could bring her to her senses." Jack raised his hands defensively. "Rape, mom, ugh! I have never and never will rape a girl, it's not in my nature. But I understand what you're actually saying, mom. I can at least try."
Jack quietly entered Lotta's girls' room. She sat in front of the screen wearing only a thong and worked for school or just surfed. She turned around in surprise, she recognized Jack. He looked at her, he hadn't seen her in years. She was 15, slim and very appetizing to look at. Her dyed-blonde hair was styled in a short bob, her breasts were still developing, but she was going to get a bulge just like her mother Monique. Her narrow hips were still girlish and not yet curved like a woman. She looked at him questioningly.
Jack decided not to take any detours and take the bull directly by the horns. "I was told that you fuck good old Charly like a champ and I want to check that for myself. No, don't say anything now, just take a look!" And now he dropped his pants.
"Jessas, Mary and Joseph!" exclaimed Lotta, "what a big, magnificent cock!" She stood up and came closer. Her eyes narrowed into slits, real cat eyes. Sneaky and calculating. "Are you saying you want to fuck me and find out if I really fuck like a champ?" Jack nodded. "Exactly that, nothing less. Then I'll go straight away, I promise!" He smiled and looked at Lotta's face, where indignation and desire fought the Battle of Waterloo. He knew after a moment that the indignation was losing this battle. Lotta took him by the wrist, led him to the bed and knelt down, stripping him naked. Then she casually and with a frivolous gesture took off her thong and threw it into the corner. She patted his chest so that he fell backwards onto the bed. In an instant she was on top of him, a female jaguar about to devour him whole. In contrast to Lea, Lotta was not a young girl, but a very experienced young girl. She knew what she wanted, no matter what he wanted.
The first round. She sat on top of his cock and rode him obliviously. Her face was beaming, his cock was so big that it completely filled her pussy. She rode him with soft, fluid movements, like a willow swaying back and forth in a storm. Her breathing was shallow, just a few strokes of her finger on her clit and she fell onto his chest, twitching and struggling. He wasn't ready to cum yet.
He turned her on her back and immediately penetrated her pussy hole, then he fucked her for about a quarter of an hour and let her orgasm as often as she wanted. "I have to cum now, Lotta!" He murmured and she pulled out his cock, jerked him off with her fist and let him cum all over her body. "Better safe than sorry!" she murmured. Jack shook his head, "Yeah, aren't you on the pill?" She said yes, "but you don't know whether it really works 100%." He shook his head, something stupid! But now he was on his way. He kept fucking her, once, twice, three times in a row. She was panting heavily and gasping for air, the first signs of fatigue were becoming noticeable, she had been orgasming like a machine gun, now it was leveling off.
The door opened and Charly poked his head in. Lotta yelled at him, "Go downstairs, wait in the living room until I'm done here, you're coming to early!" Charly's head disappeared instantly. Jack, who had paused for a moment and let Lotta roar, continued with a smile. Mom can be proud of herself, he thought, everything was going like clockwork.
He fucked Lotta two more times, then rolled over to his side. Lotta fished two joints out of the drawer. They floated the sacred smoke to the ceiling. "So, how was I?" asked Lotta, “World Champion?” Jack snorted artificially. "World champion? I'm not laughing, Lotta, no offense. I don't think you have a good cock at hand at the moment that will allow you to fully develop. There's a lot more to you than this housewife-wallflower type of fucking. You just lack practice, with a real cock of course, claro!" He was aware that he was walking on very thin ice. To his surprise, Lotta began to cry. "And I thought I was in seventh heaven, he was my first and my only, or almost my only. A few little slip-ups, quickies, nothing serious." Jack kept making her go off the rails. "It's not your fault, love. You just have a crush on the first one and don't pay much attention to whether everything else is right. You didn't consider it important whether his cock was enough for you or not — whether it might be far too small for your cunt, for your needs. That's completely normal, don't blame yourself for it."
As Jack went downstairs, he couldn't help but see that Uncle Charly was sitting in an armchair, holding on to a whiskey tumbler. He jovially placed a hand on Charly's forearm. "No offense, man. She needed a really big cock, and you can't help it if yours seems too small for her, she said." He cleverly dodged when Charly threw the whiskey glass at him. He quickly ran away.
Mom was waiting eagerly in the kitchen for his report. She laughed loudly, slapped her bare thighs and couldn't stop herself. "Oh, you damn bad bitch! You make it clear to her that she has a crush on the first man, but hasn't critically inspected his cock. And you simply tell him that his is much too small for Lotta!" Mom probably laughed for 10 minutes, it was just too delicious. He stopped her when she wanted to call Monique. "Easy, Mom, easy. Let's just wait and see how things develop. I just put a little poison in the soup, but it's not clear yet whether they'll swallow it." Mom put the phone down again., "You're right. Monique will definitely tell us hot and cold when the bomb explodes. After that, we can give her pure wine about our interference, that's soon enough."
Jack went upstairs and sat down at the computer. There he wrote down Lotta's contact details on his menu list.
Maybe he had an appetite for the little one sometime again.
Jack and Jill weren't related, he was 17 and she was maybe 20 or 21. They were staying for the holiday week with old Agnes, who urgently needed the money. The three of them didn't do anything together, except that in the morning they all took a shower in the large shower cubicle.
Agnes grumbled, "Jack, your mom Irene made it my heart to make you jerk off three times every morning after you showered and then let me fuck you. I promised her, but I'm not a whore, I won't do one or the other to you." Jill chimed in. "Agnes, you promised Jack's mom, you can't break your word so easily! That's treason, much worse than being a prostitute!" Jack looked over at Jill gratefully. She sat on the massage bed and watched the scene. Jack, short in stature and punished with a large hump on his back, let Agnes scrub his back. Agnes' thin house dress was soon covered in splatter. Jill stood up and went to Agnes. "If you wash his back, you don't have to ruin your house dress!" and with a practiced grip she untied the house dress and threw it into the corner.
Jack looked at the nakedness of both women. Agnes might have been around 60, she was chubby and short in stature, her large, heavy breasts hung heavily. Her private parts were covered by a gray and white bush. Jill, on the other hand, was a 20-year-old slim woman, with virginally firm breasts and epilated pubes so that her cunt could be clearly seen. Jill, who was engaged to an old rich guy, took charge. When Agnes had washed Jack's body from top to bottom, Jill took both of them by the wrist and led them to the massage bed. Jack lay down on it and she pulled up the plastic stool for Agnes. Agnes didn't lift a finger, she was completely off track.
Jill grabbed Agnes' hand and placed it on Jack's stiff cock, wrapping her fingers around it. Agnes woke up from her lethargy and protested. "I haven't done this since I was in school, Jill, I can't do it, I really can't!" Jill muttered, "Papperlapapp!" and now moved Agnes' hand up and down; she would not tolerate any contradiction. As Agnes picked up the rhythm, Jill sat down at the head of the massage bed and watched how obediently Agnes jerked Jack's cock. She swallowed, Jack's cock was now fully erect and he was really far too big a cock for a 17 year old. Jill had some experience with 17 year olds, no question. Jack squirted, but not cheerfully high into the air, but his semen ran viscous over Agnes' fingers.
When Agnes looked up at Jill questioningly, Jill nodded. "Now comes the second round, Agnes. Let him cum really high, tackle him properly and not as timidly as a wallflower!" Agnes nodded resignedly and grabbed Jack's cock. She rubbed it much more fluidly than before, even though it was hard work and the sweat was running down her body. "I haven't done it since I was 17 or 18," Agnes muttered. "I always found it disgusting to rub the guys into squirting, but it was peer pressure, I couldn't escape it, I had to do it. Even though I hardly knew any of the guys and there were always different people, maybe half a dozen. The other bigger girls let themselves be fucked in the bunker, but not me, I was too young for fucking." Jill nodded, it was clear that if Agnes had acted with disgust in her youth, then it explained her current resistance.
Jack stared into Jill's pussy, who was sitting right next to him. She had a very nice pussy, Jill, he thought, I would like to fuck her. Jack squirted high, his seed slapping Agnes' heavy, old breasts. Jill applauded. "And now Jack is going to fuck you, Agnes!" Jill shouted and Agnes ducked. "I've only fucked one man, a thousand years ago. No, I don't want that anymore!" Jill's eyes became cat eyes. "Only fucked one man? Come on, Agnes, explain that in detail, but now!"
Agnes ducked her head. "It was only with my dad. I was 17 then, and mom was in the hospital for many weeks. Dad was very upset because of his sexual distress. Didn't Agnes understand that he had to fuck her now? Agnes said no, that wasn't possible, it was incest and forbidden. Dad said papperlapapp! and pulled her into bed with him. Agnes didn't resist, she was completely confused. "Dad, you're not going to fuck me?" But he did Dad didn't say much, he put her on her back and penetrated her. He deflowered her and fucked her, he was in such distress that he fucked her until midnight, cumming four or five times before he rolled over and fell asleep. "And from then on he fucked me every night, even when Mom was back home watching us in disbelief. It only stopped when I turned 20 and left home. I've never let a man fuck me again since then, Jill. That's why I can't let the little cripple fuck me now." Jack turned pale, he didn't like hearing cripples.
But Jill laughed. "Agnes, what a semen-dripping confession, fine! But it doesn't help now, little Jack with the big stick is going to fuck you now, because he's allowed to fuck his mom at home, and I can already imagine that mom is really keen on this magnificent battering ram!" Jill took charge again. Jack should stand on the plastic stool, Agnes should lie with her upper body over the massage bed and stretch her bare ass towards him. Agnes had tears streaming down her cheeks, but she obeyed. Jack, now standing on the stool at just the right height, tried to push his cock into Agnes' cunt from behind. "Jill, it's not possible, her pussy hole is way too tight, like a keyhole!" Jack whined.
Jill grabbed it with both hands. She spread Agnes' labia wide apart and guided Jack's cock into her fuck hole. It was actually very difficult and Agnes complained that her daddy's cock always went in easily. Jill growled because it was just an average cock, not as big as Jack's. With a determined push of her hand, Jill pushed his cock deep into Agnes' cunt, all the way to the hilt. Agnes screamed softly, it was like lightning that threatened to explode her cunt. Jill let go of the cock and gave Jack a slap on the butt cheek. "Your appearance, Commissioner!" she shouted happily and watched the hustle and bustle with amusement. Jack pounded Agnes, who was panting and sweating. Jack knew his body, he knew he would last much longer in the third round. And he was determined to fuck good old Agnes to orgasm. He had listened carefully as the two women whispered. It was ridiculous that Agnes had held back her orgasm, what nonsense! Now he rammed like before, thrusting and pumping for all he was worth.
Poor Agnes became more and more desperate, the greed and lust rising from her thighs to her loins, then to her cunt and then straight to her clit. With her eyes wide open and her mouth wide open, a deep sigh, a held breath, erupted from her chest. The orgasm attacked her mercilessly, she clung to the small man's hunched back, her abdomen writhed and twitched wildly, then her legs trembled. And Jack wasn't finished yet. As Jack continued to fuck her unabated, Agnes' excitement remained high. Less than two minutes later the second orgasm came, merciless. She dug her fingernails into his small back, tears streaming down her cheeks as she writhed, her body twitching and shaking in orgasm. And Jack still wasn't finished. He simply continued to fuck her because Agnes' lust was still full in her cunt. She convulsed again, her body twitching and writhing under the storm of the third orgasm and now Jack stood up a little and shot his load into the orgasming Agnes's cunt. He stayed still and kept his cock in her cunt, he waited until her orgasm ebbed and then disappeared. Only then did he pull out his cock and fall onto the mattress. He was exhausted and drained, his balls were completely drained, and he knew the feeling well, it was a good feeling to shoot his seed into any cunt and be completely drained at the end.
Agnes whispered to Jill. "Is he going to fuck me so mercilessly again tomorrow, Jill?" And Jill nodded. "Now don't act like you're uncomfortable with fucking and orgasms! Lying beast!" Agnes stared at her cunt hole from which Jack's semen was oozing viscous. "Fifty years ago a man should have fucked me like that, I would have gotten married and had children! But there weren't any men anywhere, just small-dicked men who only needed a handjob to feel like they were in seventh heaven. And I wasted all those years masturbating!" Jill nodded. "It won't be any different for me, Agnes. My future husband is extremely rich, but he only has a below-average cock and can barely get it up, let alone fuck me to orgasm, as magnificently as this guy here."
They repeated this routine for three days, but now without any complaining. Agnes jerked Jack off three times after the shower, Jill fucked herself in the shower with the handle of her hairbrush until she doubled over in orgasm and trembled all over, and then Jack fucked old Agnes on her bed. Now Agnes allowed the orgasms to happen and Jill smiled from above. No, she had rejected Jack, she wouldn't let him fuck her, the deal with Irene only applied to Agnes. Jack nodded sadly. He would let Mom negotiate a better deal next time. On the fourth day Agnes stayed in bed; she felt ill.
Jill and Jack sat naked and helpless in the bathroom, next to each other on the massage bed. Jack whined what was going to happen, who would let him jerk off and fuck him? Jill chewed her bottom lip. "Stop whining, little one. I can take care of the jerking off thing, but I'll have to think about the fucking part first. It's not as easy as you think." Jack opened his thighs, ready to jerk off. Jill hesitated for just a moment, then firmly grabbed his cock. "I learned it from my three brothers, mom wouldn't let us fuck back then, I was only allowed to jerk her off with my fist, so she was like the devil behind the poor soul." It was true that Jill jerked him off much more competently than Agnes, and after just a few minutes he sprayed high and she directed the jet onto her breasts, grinning.
Jack continued to hold his cock out to her, telling her to keep jerking him off. She spread his seed on her breasts and grabbed his cock again. "Mom came one day, I was just 14, and she told me that dad was going to deflower me and fuck me that evening. Would I agree? I smiled, yes, of course, mom, I've been on the pill for four months so that nothing happens the first time. Mom looked at me with big eyes, like she always did when she found out something that had been hidden from her for a long time, like that I was jerking off my brothers. Every evening, one after the other. In the evening I lay shaking inside and trembling between mom and dad. Mom made him stiff with her mouth and her fist, but now she said, "Now you can deflower the little one, she's okay with it. Dad, who could only read lips because he was deaf and dumb, nodded and smiled broadly at me. He came closer and closer with his bayonet cocked. Mom, impatient, grabbed his cock and rammed it into my pussy, tearing my hymen leaving a few drops of blood. I was kind of pissed that she stepped in and did it herself without Dad having a chance. Dad smiled mildly because that was his character: mild. That's how it started, he fucked me just a few days after my 14th birthday. I returned the favor by lying down with Dad every night and letting him fuck me, with her eyes glittering. That's how I learned to love fucking, even though Dad's cock could probably only be considered average. But what Mom only found out years later: I let my three brothers fuck me at night, one after the other. I was of the opinion that it was my construction site and Mom had nothing to say about it!"
Jill also let him cum on her breasts in the second round; apparently she had done the same with her brothers. Jill reached for his cock again. "Now tell me honestly, your mom jacks you off three times every morning and you get to jack her off? Once, twice, three times?" Jack, who really liked the way she jerked his cock, nodded. "Yes, of course, Jill, I'm not telling you shit! She does it three times with her fist, then we go to her bedroom and I usually only fuck her twice, rarely three times. But definitely until I'm completely exhausted and my balls are gaping empty. I think mom loves being fucked by my big cock, otherwise she wouldn't do it.
She doesn't have many affairs, but she loves making love with her girlfriends, jerking off her clit and licking her clit, which is the fashion right now. I can be there and sometimes fuck one or two friends. Because these friends all have gray, fuck-lazy husbands at home and they like to be fucked by a little boy." "Sometimes mom's youngest sister Trish stays with us, then she does it to me in the morning, jerking off three times and fucking two or three times. Mom observes everything with critical eyes, she is a control freak. And she's particularly careful with Trish. Trish married a very rich old man, but he can hardly get one up anymore and he's only injected twice in the nine months they've been married.
But Trish wants more, she wants children. Absolutely. She and Mom argue a lot because Mom thinks Trish is just coming to steal my seed. Trish, on the other hand, says that her husband doesn't really care who gave her the child, the chimney sweep or Jack. The main thing is that he gets heirs who might continue to run his company. I don't know how to respond to this, doesn't Trish have the right to have a child? What do you think, Jill?" Jack held her hand, stopping the jerking. "Honestly, Jill, you're advising me to give Trish a baby? Wouldn't that be unfair to her husband? Tell me, tell me what you think about it."
Jill looked up at him. "You say, ... you mean that I should let you impregnate me here and now and foist it on my future husband? You always assume that he is impotent and unable to procreate. Maybe you're right, but maybe not. Yes, I want to become a mother, even if I don't marry the rich man. But that decision isn't made now, not today. I'll think about it, because you're not wrong about some things. But I can't make such a difficult decision in one second, that would be irresponsible. Let me think about it and sleep on it."
Her hand moved again and she whispered, "Would you like to cum in my mouth, Jack? I really like it, my brothers taught me and I've done it for years." Jack rocked back and forth on his butt. "Jill, I've never squirted in a woman's mouth before, I'd never thought about it before, otherwise I would have asked mom. I just shy away a little because then my cock is inside your teeth. One wrong move and you bite it off." Jill smiled. "Well, my brothers still have their cocks, at least I think so." She took his glans in her mouth, of course continued to jerk him off and let her tongue dance cheekily on his glans. Jack moaned with lust. "Jill, I'm about to cum, take it out." Jill whispered, "On the contrary, I push it deep into my throat and breathe through my nose. That's how it has to be, just let it go in calmly. I want it, definitely." Jack felt her taking his cock deep down her throat and continuing to jerk him off. He had to squirt, he couldn't hold it back any longer. His juice shot down her throat, very, very deep. And she swallowed everything, every drop. When he was finished cumming, he quickly pulled his cock out, past her teeth without getting a scratch.
Jill smiled at him. "Well, wasn't that nice, Jack?" He also tried to smile back. "It was completely unusual, Jill, I've never experienced anything like that. Unusual, but very nice." Jill looked up at him. "I also know how we're going to solve the fucking problem today. Agnes took three sleeping powders today, so she's sleeping soundly like the dead. We'll roll her onto her side and you fuck her from behind, I'll help you. Okay?" Jack was very insecure. Fucking an unconscious woman, wasn't that unfair? On the other hand, Agnes would definitely have let him fuck her if she were healthy. So he nodded and they went over to Agnes' room.
They rolled her so that she was lying on her side and Jill pulled up her nightgown so that her ass was exposed. Jill spread her ass cheeks and pussy lips so Jack could penetrate. He looked into Jill's eyes while he fucked Agnes from behind and from the side. Yes, it was a relief to have a real, live cunt to fuck. He looked into Jill's eyes again and saw her agreement, her satisfaction with this strange solution. After cumming, Jack just kept fucking, thrusting and thrusting, fantasizing that he was fucking Jill, in whose eyes he could now read the young girl's lust. He sent a prayer to heaven, with no specific addressee, that Jill would choose to fuck him.
Jill, who was holding Agnes' ass cheeks spread, slid several fingers forward, the fingertips touching his throbbing shaft. "You're a very potent, fuck-loving guy, Jack," Jill murmured. "Your wife will have great joy with you and your beauty, because every woman loves fucking, it's in our blood." Jack nodded. He actually only knew women who liked to fuck. His mom, Jenny and Trish, Evelina, Monique, Sandra, Lea, Lotta, the old prima donna Ludmilla, the fat Wawranek and the horny Pospischil. Even little Suleika would love to be fucked, he just didn't want to let her father castrate him. Jack didn't know a single person who didn't love to be fucked.
He nodded, "Jill, you're certainly right. I don't have a girl in my sights yet, but she'll definitely enjoy me and my magnificent cock, even though I'm a short cripple." It was clear to Jack that she had only said that out of emotion. No, he would wait patiently for 24 hours, she would think it through and tell him too. That's how it was.
The next morning Jill was a new woman, full of sparkling energy. She took his cock in her hand, caressing but not jerking off. "Jack, I've been thinking about it, I've barely been able to sleep for an hour. But I've made a decision. Yes, you're going to fuck me, here and now. I did the math in my head, now I shouldn't have any days ready to conceive. But no matter: I want you to fuck me as well as you fucked Agnes. And no, there's no jerking off today, just fucking." Jack's jaw dropped. He had somehow expected it, but only under this and that condition. For example: he didn't have condoms with him, in case that was a requirement. But the fact that she completely switched to his line was great, but also somehow frightening. She demanded full service from him, no ifs and buts.
Jack placed a hand over hers that was holding his cock. "Jill, there is a chance that you will become pregnant. Have you thought about it? And — in that case, would you refrain from getting married or would you foist the child on your future husband? Or tell him the truth straight up so that he can make a decision? Jill, I want and will fuck you, as sure as the Amen in a prayer. But I want to know now how you will react if you get pregnant?"
Jack's hand on hers was warm and shaking slightly, but her own hand held his cock tight, like an anchor in the stormy seas of her decision. Her eyes, just full of perverse lust, became serious, almost sad, as she took in his words. "Yes, Jack, I know. I thought about it all night until my head was pounding and my heart was racing." She sighed, a quiet, trembling sound that showed the gravity of her words. "I've thought about it, really thought about it. And if... if it happens, if your seed takes root in me and grows a child, then... then I won't get married. I'll tell the old fart the truth, that I don't want him anymore, that I'm expecting a child from another man, from a small, hunchbacked boy with a magnificent cock who can fuck me like he does." She smiled a sad but determined smile. "I'm going to tell him the truth, Jack, because I don't want to lie anymore. I don't want to live in a dry, impotent marriage anymore, I want a child, a real child, a child of yours if I have to. I want to live, Jack, really live, even if it means losing everything." Her hand jerked him slowly, almost tenderly, as she looked at him, her eyes full of a new, bold determination. "Is that the answer you wanted to hear, Jack? Is that the answer that makes you ready to fuck?"
Jack shook his head in surprise. "Why isn't it an option for you to tell him the truth, gently perhaps, and still marry her if he wants you?" Jack lowered his head. "Jill, I couldn't stand it that you would throw away an opportunity, a family, a little luxury so easily without giving him a chance to choose? Truth — yes, that's okay. But you could move on, that's what I meant." Jack exploded. "Jill, I'm not just thinking about my pleasure! I want to show you a solution where you don't live in a lie, where you don't foist a child on him, where you remain free. You've been fucking for 7 months, every day. Let's say you've already fucked 200 times. No woman fucks a man 200 times if she doesn't like him or if she despises him as an old fart. In your last argument, screw and nut don't go together at all, Jill. Think and tell me the truth, now."
Jill stared at him, her face a mask of shame and a strange, new vulnerability. She stopped jerking his cock, her hand lay motionless on his thigh. "You... you're right, Jack," she whispered, her voice shaking. "I lied. I lied when I said I hated him. I... I love him, in my own twisted way. He's good to me, he treats me like a princess, he gives me everything I want, just... just not what I really need." Tears streamed down her cheeks, hot, salty tears of shame. "I'm a whore, Jack! A little perverted whore! I want the luxury, I want the security, I want the life he gives me, but I also want to fuck! I want to feel your cock, I want to feel you inside me, I want to be impregnated by you, but I also want to stay his wife! I'm a liar, a cheater, a greedy little slut!" She sank to the ground, her body convulsing in pain. "I don't know what to do, Jack! I don't know if I can decide! All I know is that I want to fuck you, here and now, before I get discouraged!"
Jack took her gently into his arms. "No, Jill, you're definitely not, you're not a whore! I'm the son of a whore and I know a lot of whores, so my rating stands. You're definitely not a whore. You can't have me for regular fucking, Jill. Me and my beauty are already owned by a dozen women who wouldn't release me. This is not an option you should consider. A child — yes, I can do that for you. Here and now. But I'm not a long-term option. Rather, ask yourself how much "You love this man, how much you enjoyed the 200 fucks with him or not. Whether you can imagine a life with him if you only get fucks like the last 200. Ask yourself that and find the answer." Jack hugged her. "Come here Jill, let's go to your room to fuck, okay?"
She went ahead of him and lay down on the bed. She arranged the cushions, she made a very cozy nest just for the two of them. Jack lay down between her thighs, on her stomach. The tip of his cock kissed her pussy entrance. He looked at her searchingly. "Do you really want this, Jill? Do you really want me to flood your cunt with my seed?" Jill nodded. Jack lay down between her thighs, on her stomach. The tip of his cock kissed her pussy entrance. He looked at her searchingly. "Do you really want this, Jill? Do you really want me to flood your cunt with my seed?" Jill nodded, her face a mask of pure, perverse lust. "Yes, Jack. Yes. Fuck me. Fuck me hard. Fuck me until I scream. Fuck me until your seed is inside me, until your child grows inside me. I want to feel you, Jack. I want to feel you inside me. I want you inside me to the hilt." Her hands clasped his small, hunched back, her fingers pressing into his skin as if she wanted to cling to him. "Fuck me, Jack. Fuck me now."
Jack pushed in all at once, all the way in, and Jill cried out loudly, a scream filled with pain and pure pleasure. He pounded her, hard and fast, his little body a machine, her young, firm pussy his playground. He thrust until she screamed and begged, until her body was wracked with orgasm after orgasm. And then, when she was on the verge of exhaustion, she felt him stiffen, his breath hitch, and then she felt the hot flood of his seed filling her, filling her, filling her with life. He remained inside her, his little body trembling, his head resting on her chest as she hugged him, her tears streaming down her cheeks, but this time they were tears of joy, of release, of perverted but real love. Jack kept his cock in her cunt hole while they both fought to catch their breath. "Jill, there's no going back now, I'm going to flood you five more times, or more if you need more. I definitely need it, my cock is used to so many discharges." Jill nodded. "No going back, Jack, just keep fucking me until your tank is empty."
Jack thrust again, his small body a relentless fuck machine, her young, firm cunt his playground. He pounded her, hard and fast, until she screamed and begged, until her body was wracked with orgasm after orgasm. And then, when she was on the verge of exhaustion, she felt him stiffen again, his breath hitching, and then she felt the second, hot flood of his seed, filling her even deeper. He remained inside her, his little body trembling, his head resting on her chest as she hugged him, her tears streaming down her cheeks, but this time they were tears of joy, of release, of perverted but real love. "I love you, Jack," she whispered, her voice shaking with emotion. "I love you and I want your child, I want your child even if it means losing everything." Jack kissed her, a deep, passionate kiss that spoke of his perverse but real love. "I love you too, Jill," he whispered back. "And I will fuck you until you are pregnant, until you carry my child inside you, until you are my wife if you want it." And then he started again, his little body a relentless fuck machine, her young, firm cunt his playground, and she knew this was the start of something new, something kinky but real.
No, of course Jack wasn't serious about her becoming his wife. Firstly, he was too young for that, and secondly, these were just whispered words of love that didn't belong in real life. He asked her what the fucking was like with her dad and her three brothers. Jill sighed deeply. "Oh, daddy was wonderful. He loved to fuck young girls, and as long as I was under 19, I could be his 'little girl'. Mommy was always furious when he went after an underage girl again. She wanted to claw his eyes out."
"But your brothers, they also put their friends and mates in your bed. Were they bastards or just brothers who liked to see their little sister get a good ride?" Jack stayed on the trigger. "But — didn't you feel like a whore because your brothers took money for fucking?" Jill looked up at him. "Jack, to complete the picture: my brothers quietly put every penny they earned from fucking me into mom's coffee can and no one ever found out. That's how they were, my brothers."
Jack and Jill fucked for the rest of the holiday week then went home separately.
Jack would always contact her about how the wedding was going, how her pregnancy was going. Yes, she had married her rich fiancé and he squirted for the first time on their wedding night. And no, she wasn't pregnant, Jack heard her regret loud and clear, as if she had said it. But he couldn't and didn't want to change that.
They still fucked irregularly here and there, but he wasn't her constant lover.
Jack belonged to a dozen women in Mom's circle.
He couldn't and didn't want to change anything about that.