Ben's real suffering

by Jack Faber © 2024

Ben had to stay in his parents' apartment for another 6 weeks. He was very sad, his parents had died in a car accident, along with Kira, his little sister. She was Ben's everything, she had allowed him to squirt inside or on her ass at night when he masturbated. Oh, Kira, little sister!

The woman from the welfare office who was supposed to look after him, but this Mrs. Schmidt was a real frivolous slut. Ben didn't know, of course, that she was only doing it as a temporary job and that her main job was a fotomodel. She shaved her pussy every morning with the bathroom door open and didn't care that he stood in the doorway and stared at her pussy. She walked around all day in a house dress that was open at the front. She didn't care that he stared at her naked body with glowing eyes. At night she left the bedroom door open and the little light on when she masturbated, because she masturbated every night. She didn't care that he masturbated in the crib in the nursery and squirted three or four times. She only cared that he ate three times a day. A hundred times he stood in the bedroom doorway, cock in hand, and considered lying down next to the naked, masturbating Mrs. Schmidt. But he didn't dare. Heaven knows how Mrs. Schmidt would react to that.

After 6 weeks the news came, now this was their last night. He didn't dare until that last night. He lay naked next to the masturbating woman. She just carried on masturbating without noticing him and finished masturbating calmly. She only needed a moment to turn to him. She grabbed his stiff cock. "So what are we going to do?" she asked and began to rub his cock lightly. "Squirt inside, Mrs. Schmidt, squirt inside three times or maybe even four times." His voice sounded very calm, although he was terribly excited. "And you know how to do it?" she asked curiously and he nodded. "At least exactly, pretty exactly, Mrs. Schmidt, I've squirted inside many times from behind, only from behind, dear Mrs. Schmidt!" She smiled because she didn't believe it and weighed the cock in her hand. "It's still very small because you're still so young. But it does squirt, doesn't it?" He looked at her doubtfully. "I've done it many times, dear Mrs. Schmidt, and I haven't squirted yet today. But I need it at least three times before I go asleep! Or — don't you want me to squirt inside!?" Now she smiled broadly and warmly. "Yes, of course I want you to squirt inside at least three times, maybe four times, but first you have to fuck me, really fuck me hard with your cock! Deal?" Ben nodded, "Deal, Mrs. Schmidt, deal! Are you going to turn onto your belly or are you going to lay on your back?" She opened her thighs without saying a word, she wanted to be fucked like that. Ben fucked her very eagerly and she smiled very faintly, she had never been fucked with such a small boy's cock before. He left his cock inside and continued to fuck, he squirted for the second time and minutes later the third time. His cock became soft again, he squirted three times each night. Mrs. Schmidt enticed him, she took his cock in her mouth and sucked it. After just a few moments he had to squirt and he squirted into her beautiful mouth. She swallowed the semen with a smile and continued to suck his cock, which was hard again after a short while. She turned onto her belly for his sake and let him fuck her from behind. Her hand slipped to her clit so she could masturbate a second time; the little boy had really turned her on. Ben only squirted a little more, he pulled out his soft cock and watched her panting with effort and moaning and groaning strenously, until she finished masturbating. They both fell asleep immediately.

Aunt Erni, his father's youngest sister, got him in custody. Ben only knew that Aunt Erni was his grandfather's youngest daughter, she was neither pretty nor beautiful. He had seen her a few times and had been told that she was not right in the head, imbecilic, which she wasn't. She was still slim at the time and sexually a free game for the whole family. Even Dad fucked her again and again and clicked his tongue, "The little one really fucks excellently!" Ben had not understood that at the time, he did not know exactly how the fucking worked. Since then, Erni had gained a lot of weight, she weighed over 130 kilos and had a huge ass.

Ben packed his things and went to Erni with Mrs. Schmidt. Mrs. Schmidt gave him one last very confusing look and disappeared. Ben moved in with Erni, it was a one‐room apartment, in one corner there was a kitchen, shower and open toilet, a table and a bed. Ben's mind was racing, as he would be sleeping in the same bed as Erni. Erni was not pretty at all, she had narrow shoulders, tiny breasts and a small waist, but her ass and butt cheeks were simply huge. She undressed without further ado, he looked at the small blonde bush that towered over her slit. She lay down on the bed and waited for Ben.

Erni immediately grabbed Ben's cock. "A beautiful cock, Ben, you can be proud of that. I can judge that, I've had hundreds." She turned it over and over in her hand, then pulled back the foreskin again and again. "And, tell me, does he fuck well?" Ben blushed. "I've never fucked before, Aunt Erni, I was too young until now, all the women I asked said to me." Erni was really stupid, he could lie to her with impunity. Erni pulled back the foreskin really firmly. "Don't say aunt, everyone just calls me Erni. And, tell me, does he squirt well yet?" Ben nodded, his excitement subsided. "Yes, Erni, he squirts very well! I squirted on Kira's ass every evening, three times a night." Ben fell silent because he had to think of Kira. She had smiled so sweetly and winked at him as she left with her parents. Poor, poor Kira!

Erni of course interpreted the tears in the corners of his eyes differently. "You can also squirt on my asscheeks three times if you like!" Ben nodded and didn't think about Kira anymore. He lay down next to Erni. She let him cuddle with her, his body slid over hers. She accepted his cuddling, it was a fun playing, a very sexual playing. She hugged him, wrapped her legs around him. How good it felt to hold a man in her arms again after many many months, to encircle his body with her legs, to feel his stiff cock pounding on her pussy. They played this beautiful sexual game for almost an hour, she wrapped her legs around him and pressed him against her, letting him squirt on her pussy every fifteen minutes until he couldn't squirt anymore. But Ben shook his head when Erni asked him in a quiet whisper if he didn't want to fuck properly!? "I'm still too young, they said. I can't!"

Erni turned her back to him, she lay on her side and heard him masturbating. His hand caressed her big, huge ass cheek, following the crease of her ass forward, but he was afraid to touch her pussy more than lightly. Erni felt his fingers and also his hesitation. "Just take it easy," she said over her shoulder, "you said you had squirted on Kira's ass crack. Go on, big boy, just squirt boldly!"

He squirted on her ass cheek, on her ass crack, three times every night. She smiled, he became bolder, he put his cock on her ass cheek to squirt, for weeks. They lived modestly, their allowance had been raised considerably so that they did not have to go hungry and there was still a little left at the end of the month.

Until the end of the school year, Ben squirted on Erni's big ass cheeks, three times every night. Then came the summer holidays, Erni insisted on going to the public baths. Ben hid in the rafters of the changing rooms and looked at the naked bodies of women and girls. They were so close that you could touch them. He masturbated more wildly than ever that night. Erni had suggested it. She lay on her belly and he stuck his cock between her ass cheeks and fucked her asshole, three times a night. They both laughed a lot, because she also enjoyed fucking her asshole a little.

Ben asked if she never did it herself. Erni laughed out loud. "Every night, big boy, when you're sleeping! I was taught from an early age that it was very private. That's how I've always done it." Ben really wanted to see it. Erni hesitated for a long time. It was private, couldn't she show it to him? Ben didn't stop pestering her. One night she was still pretty horny from the fucking in her asshole, and his cock had again only very hesitantly touched her labia. She had stretched her pussy towards him, but he pulled back in fright. He fucked her asshole like every night, slipped off at the last moment and squirted on her labia. Erni grunted contentedly, one more step.

She lay on her back and let her legs fall apart to the left and right. She mumbled that he should lie down right in front of her pussy and look. He crouched in front of Erni, his face just a hand's breadth from her gaping pussy. She stroked her pussy and exposed her clit. "I know," she mumbled, "it's tiny, but it works great!" Ben watched as her finger circled her clit for a long time. The clit didn't get any bigger, but it got really stiff. Now Erni rubbed her clit very deliberately, she was in the finale. Her body trembled and twitched, as did her fat ass cheeks. The orgasm lasted only a few seconds, then she calmed down immediately. Ben took a deep breath, he had been holding his breath, it was so exciting! He immediately turned her onto her belly and fucked her asscrease, her asshole and finally squirted all his juice over her labia, her masturbation made him so damn horny!

Ben asked her questions night after night. She had a lot to tell. She had fucked a lot since she was a child and was fucked a lot. It started with her brother, Ben's father. He had deflowered her quite brutally and then fucked her for a long time, 12 years. Since then she had been fucked by many men and boys and she told Ben everything. She had nothing to hide, she remembered everything, every little thing. Ben laughed and slapped his thighs and his cock became rock hard. He turned Erni onto her belly and fucked her asshole. Now that it had already happened once, he came again from behind on her labia. He spread her gigantic ass cheeks to expose her labia before he squirted upon them. From now on it was no longer accidental, but he deliberately squirted from behind on her labia, which he had carefully exposed beforehand, with great pleasure. This happened for the next few weeks.

Of course Erni tried to find out why Ben wasn't fucking her. It didn't seem to be clear to him either. He told her in an emotional situation that he had of course been fucking Kira for a long time, ever since Dad had taken her virginity. Dad didn't fuck her often, maybe once a month. But then Mom caught them fucking, him fucking little Kira. She screamed bloody murder, he wasn't allowed to impregnate his own sister! Kira and Ben ducked in the storm, which culminated in her letting Ben fuck herself. She took off her panties and braced her arms against the door frame. She stuck her ass out to Ben and ordered him to fuck her from behind. She couldn't get pregnant anymore, the mother claimed. Ben kept eye contact with Kira, who was only briefly annoyed. She smiled gently and motioned to him to just fuck, go ahead, little brother, fuck her thoroughly! Ben was amazed that she was just as tight as Kira. He reached around her hips and his fingers reached her clit. He wasn't prepared for this, because her clit was much bigger than Kira's. Ben did rub her clit while he fucked the grown woman from behind, but he was far too excited to rub her to orgasm.

"I have to squirt, Mom!" he gasped and she just nodded. He held her hips and squirted in bursts, like he usually did in Kira. Mom warned them both again not to fuck and left quickly. Ben lay down next to Kira and quickly fell asleep, he was too tired to fuck Kira. This went on for almost 3 months before they left. Mom had whispered to Ben that she was having a baby, but she wouldn't tell Dad until later, when they got home. But they never came home, Ben said sadly. Erni put an arm around his shoulders and let him cry.

"Was the child yours?" asked Erni after a while. Ben shook his head, he didn't believe it. She fucked Dad every night and sometimes his friends when he was at a conference or congress. "She wasn't a whore because of that," said Ben defiantly, "she needed someone to fuck her really well before she went to sleep." No, Mom wasn't a whore!

Ben continued like that with Erni until the next summer holidays. He climbed around in the rafters again and was horny as hell in the evening! So it happened that he slipped while he was squirting and his glans penetrated her pussy hole while he was already squirting. Erni thought, just one more step. He should just stick his glans in to squirt, she breathed, it would be great for her! Ben just looked at her in surprise, but he stuck his glans in her pussy hole to squirt. Erni said that was wonderful and when he had finished squirting, he should stick his cock really deep inside and leave it there until it was soft again. Ben nodded, there was nothing wrong with that.

Erni masturbated every evening, watching that turned him on. Sometimes he squirted all over her pussy when her orgasm was already building up or beginning. She mentioned it every evening that he should fuck her properly, but he still didn't dare. She understood that the dead mother and dead sister stood in the way. She didn't push him too much, they had all the time. She instinctively felt that he needed a little more time.

More and more often she pulled him deep inside just before he squirted, he got used to it. It was on her birthday. Ben did the math, it was Erni's 28th birthday. He was exactly 10 years younger. For once they were drinking red wine and they were both in a great mood. Erni told him for the hundredth time how her brother, Ben's father, had deflowered her. She had only partially understood what he wanted. She had one hundred percent trust in her big brother, and if he really wanted it, she wanted it too. She had listened carefully when he explained it to her and now she was waiting eagerly for the prick. It was actually only a small prick. He fucked on and on and on until he tensed his body and squirted inside. Erni didn't say a word, she looked at his face, which relaxed and smiled. "You're a real woman now, little sister," he said, "from now on we're going to fuck thoroughly every night and you don't have to do it with your fist anymore!"

Erni's face beamed as it did every time she told him. Ben hugged her and kissed her cheek. "And of course you want me to do it like that too?" Ben asked with a heavy tongue. "Like my brother, your Dad!" Erni nodded. "Just without the prick, because I've been fucked in the meantime a thousand times!" Erni's voice was also shaky because of the red wine. Nevertheless, she pulled Ben into bed.

Ben liked to fuck her best when she was lying on her belly, she lay with her belly on her hand so she could masturbate wonderfully while he was fucking her. He grabbed her ass cheeks with both hands and pulled them wide, very wide apart and pressed her labia firmly apart with his thumbs so that her pussyhole also opened. This way he could penetrate deeply from behind and fuck her to his heart's content. He usually fucked her for 10 to 15 minutes and squirted deep inside, humming with satisfaction. He continued fucking Erni and squirted again after 10 minutes, it was the mother's forgiving pussy that he squirted into. He fucked Erni for the third time in succession, it was now Kira's wonderfully tight pussyhole and he felt her encouraging softness, into which she was happy to let him squirt. He stuck his cock deep in Erni's pussyhole and left it there until it became soft. He remained on his knees and watched Erni's fingers rubbing her clit to the orgasm after a long time. Ben was now sure that his mother and Kira had always forgiven him and let him fuck in Erni's pussyhole. It was far too complicated to explain that to Erni. But she seemed to understand it instinctively.

Since then they've fucked normally, warmly and trying to have an orgasm while fucking and to empty the juice with three ejaculations at least.

● ● ●