The Stepmother

Although Jack was already a young man at almost 18, he was very simple in mind. When others sprinted off in their minds at the speed of light and missed easily, he leisurely strolled to the finish line on a marathon. Many thought he was stupid because of this.

Since his earliest youth, his mother Eva came naked to the bathroom twice a week, showered and washed him conscientiously, and then she weighed his cock examiningly in her hand. The cock was already like a grown man's, she concluded satisfied, but he had inherited it from his father: he couldn't really squirt and fuck until he was 21 either. Jack listened to her devoutly, because it was so fine when she rubbed his cock in her hand. Yes, he really couldn't squirt yet, why should he? He wasn't masturbating either, even with Eva's skill in asking him out. He was flooded with the wonderful feelings when she pulled the foreskin all the way back over the glans, again and again, until the cock throbbed. She did this every time after she had showered him, she masturbated him very gently and until his cock began to throb. "I'm almost exploding!" gasped Jack, and she paused and pulled the foreskin back very tightly. The glans was swollen deep red and she rubbed it hard with her thumb. The glans nodded in a continuous motion as she rubbed it, while Jack nearly exploded. "You really can't squirt yet," she noted. He shrugged, why should he squirt?

He found her nudity quite normal, only when she leaned down and turned her ass towards him did he get very excited. He saw the thick labia under the fold of her ass and the wet hole in the dense bush. His cock and heart were throbbing wildly. He knew what the little hole was for, he had always spied on Eva and the father when they fucked. The first few times it was very exciting, later it wasn't. In the meantime he spied only on Sunday mornings, there Eva brought the father three or four times to fuck her, she masturbated him in between and took his cock in her mouth, that was really exciting! When he unintentionally squirted in her mouth, she swallowed the semen reluctantly and scolded him quietly.

Jack, of course, didn't know that she was intentionally showing him her pussyhole in such a frivolous way. She had discovered, when he was still a young boy, that he was rubbing his cock thoughtfully when she bent over to mop the floor after a shower. The little boy stared at her cunt, and she bent again and spread her labia with her fingers. For five minutes he stared into her pussyhole with his mouth open, rubbing his cock. He gasped, "It's exploding, Mom!" and she straightened up, stroked his hair with her hand, and reassured him that it was okay to explode. From that day on, she masturbated him twice a week after showering him until he moaned that it was exploding now. After the shower, she would always handle herself bent over and let him look inside her pussyhole. He rubbed thoughtfully and then she masturbated him quite quickly. She was glad that it didn't take too long.

Eva taught literature at the university one morning a week and usually read on her bed all day. That didn't change until their last year together began — she would be leaving for good at the end of the year. The father had a new job and was now on the road steering a heavy truck for several weeks, leaving Eva and Jack alone. Eva now sometimes brought strange men or students to fuck in the afternoon. Jack was really confused, why was she now cheating on dad with all these guys, she had never done that before? "He left me, am I supposed to give up sex because of that?" she hissed angrily when he asked her.

Jack spied curiously as she fucked the guys. The fucking usually lasted a long time and Eva masturbated while doing it, although Jack couldn't see exactly how she did it. He saw her beautiful face gradually contorting into a grimace and then she became beautiful and soft again and smiled.

At one point he cautiously asked her why the fucking was taking so long and how it was with her grimace. She looked at him reproachfully and scolded a bit because spying was not decent. But she answered his questions. "Your daddy fucks way too fast and way too short, that's the difference. I need a guy to fuck me long enough for me to have an orgasm!" She thought for a few moments. "People get the grimace when they have an orgasm, that's normal." He understood after she explained it in more detail. And no, she wasn't going to show him her masturbating, that was really private, she snorted indignantly.

That night he couldn't fall asleep. He stood indecisively with his massive hard‐on wrestling with himself, then mustered all his courage and went into Eva's bedroom. "What is it?" she asked sleepily, turning over on her back. "I'd like to be with you" said Jack timidly and took off his pajamas, for Eva was lying naked on her bed as usual. In the dim light you couldn't see much, but of course Eva could see his erection. He didn't wait for her answer, unceremoniously lay down next to her and embraced her, pressing his body and cock against her. She stroked him gently and let him stroke her gently. Usually they hugged while dressed, but now he felt her nakedness with his naked skin, caressed and hugged her over and over again. He said, he loved her so much, much more than the guys she was fucking with in the afternoon! He pressed his body against her and virtually impaled her with his hard‐on, she laughed brightly at his stormy embraces.

Earlier than he himself, she realized that he wanted to lie on top of her. No, I can't do that, she thought and turned on her stomach, I'm not going to let him fuck me! He pressed his stiff cock against her ass cheek and made wild fucking movements. She turned on the little light and grabbed his cock. She masturbated him very gently until he gasped he was going to explode. The other day the same, she rubbed his cock and asked if he really wanted to play fucking? "Yes," of course he did and knelt quickly behind her. Greedily staring at her wet fuckhole, he approached it with his cock. She stopped him energetically when he penetrated her. He stroked her ass cheeks hornily and she whispered that if he wanted to play fuck with his stiff cock between her ass cheeks, it was fine with her. "Just, don't disturb me while I do me" she whispered without him understanding right away. But he knelt behind her and pressed his stiff cock into her butt crack. Ahh, that felt good! He darted back and forth, and after a while he noticed that Eva's fingers were rubbing under her belly. He kept darting back and forth for a long time and kept going even as Eva's body twitched and wriggled. "Stop it," she groaned, "stop it! I'm already done!" He lay down next to her and she quietly explained that it was only fine during masturbation, but not afterwards.

From now on in the evenings he went straight to her bedroom. She was already lying on her stomach and turned off the big light after he lay down with her and left the small one burning. He was again allowed to eagerly whet in her butt crease while she masturbated. Sometimes he would straighten up and try to make out her finger rubbing rapidly in the dim light. But he couldn't make out much. The next evening she asked him, smiling, if he might prefer to play fucking in her ass‐hole? "You may do it, it's quite fine and I like it too!" she said cooing and Jack nodded eagerly, yes, fucking, he definitely wanted to! But in the asshole? He asked how that would go, staring unblinkingly at her wet little hole. She moistened his cock with saliva and also her asshole. She helped him to penetrate, but it was very laborious. Finally it was done and she masturbated lying on her stomach. He stared at the finger that was rubbing like crazy. Fucking her asshole wasn't as great as he thought it would be, but she seemed to enjoy it a lot, he thought, she moaned in one go how fine it was and rubbed her clit rapidly. He pulled out his throbbing cock as she began to twitch tremulously. He had learned that lesson.

Soon he was no longer content to fuck her asshole. He tried to go deeper with his cock and penetrate, but the first few times she shook him off indignantly. He penetrated her fuckhole anyway, "just to get the cock wet," he stubbornly claimed. She growled gruffly that he was not allowed to do that, but she no longer denied him. He then dutifully fucked her asshole and pondered how he could come to fucking.

He was unsettled by her refusal and waited the next time with his cock stuck in her hole "to make it wet". Maybe it was better to wait longer in her little hole, because now she did not reject him anymore. She just grunted indignantly as he slowly fucked in her fuck hole and she concentrated on masturbating, she needed it badly now! Screw it, she told herself, let him fuck then!

Was that fine! He fucked very slowly, like he had seen do the men she cheated on father with. Her grunting protest turned into pleasurable moans, he fucked until her finger began to race. Now he pulled his cock out, just in time because she was twitching and wriggling. She hugged him as they lay side by side again. "My God! What are you doing to me!" she gasped, and Jack suddenly felt a little bit bad. "But not a word to your father, will you?" He nodded, guess that went without saying. "It's so wonderful to be fucked while masturbating," she said dreamily, nuzzling his hair, "but you must never do it again!" she said, still smiling, before they fell asleep.

Naturally, he did it every night. At first he dreaded a little when she had let herself be fucked in the afternoon, wondering if the lover's seed was still "inside", but soon he didn't care anymore. She had told him to spread her ass cheeks firmly apart and push them up. Having her ass cheeks firmly spread apart would add to her pleasure, she explained.

Sometimes Eva would bring a student girl with her. Spying on them was very horny. She licked the student or let her lick her. He couldn't see it in detail, of course, but what he could see was very exciting. Also, when they did it to each other with their hands and fingers. He asked Eva one evening and she was upset about the spying, but she explained it to him succinctly. One afternoon, when she was in bed with her friend Renate, she called him in. He had to undress and Renate felt his cock, which was soon stiff to bursting. Young Renate was very shy about the cock because she had never fucked with a man, only with girls. Eva told Renate that the boy could fuck great, if she didn't want to try it? The discussion went back and forth, he lay between the women who took turns groping his cock. "No, he can't squirt yet, don't worry about that!" said Eva. Renate let herself be persuaded, he lay down on a girl for the first time in the missionary position. Eva guided his cock to Renate's vaginal entrance and he penetrated her carefully. He was now allowed to fuck Renate until she masturbated herself to orgasm. He pulled his throbbing cock out and noticed the glint in Eva's eyes, but she shook her head in denial. It wasn't the only time Eva let him fuck a student after he confessed to her how fine it was. Eva loved her son and now all her lesbian lovers had to fuck him, she didn't take no for an answer. Jack stayed with them afterwards and watched their lesbian game.

One day Eva walked away with her lover Paul. Jack hugged her, crying bitterly, as she left. He didn't cry again after that, although it had made him very sad.

The new stepmother was very strange and a horny piece, Jack thought. After she bathed him the first night, she sat down on the little stool in the bathroom and he had to stand naked in front of her.

"Your father had said you couldn't squirt yet. — So, can you squirt yet?" she asked, unhooking her bra. She let it slide carelessly to the floor. He didn't understand her question. He wouldn't tell her a single word about Eva, even if he had to play dumb.

"I don't understand, what do you want me to squirt?" he asked unsurely, staring at her thick breasts that hung down almost to her thighs.

She grabbed his cock with one hand and rubbed it for a moment. She looked searchingly into his eyes. "Is it squirting yet when you rub it?"

Jack felt uncomfortable. He couldn't tear his eyes away from her breasts and felt his cock stiffen all over.

"I never rub myself down there," he said weakly. She was obviously surprised. She drank the wine cup empty now, her spirits rising with the wine.

"So, don't you like it?" she asked, grabbing his cock anew. He said nothing, for it was so fine when she held his cock rubbing.

"Don't you know how to do it?" she asked and he shook his head in denial. He really didn't know, he pretended.

"Do you want me to show you?" she asked, and he didn't move. He understood exactly what she meant.

She pulled his foreskin all the way back. "Look, it goes like this!" she said, rubbing his cock for a while. He nodded when she asked if he understood it now.

"Then do it yourself now, let's see if you can squirt yet." She let go of his cock. Jack now continued to rub himself exactly as she had shown him. He stared at her hand and fingers playing stealthily under the hem of her panties.

He couldn't take his eyes off her body. His father was on the road again with the truck and would not be back for weeks. His new stepmother, Beate, had just moved in with them today and had given Jack a bath after dinner, she wore bra and panties only. Now he stood naked in front of her, staring at her large breasts and at the fingers in her panties. "Oh, you like to look, do you?" she grinned happily, pushing the hem of her panties aside a little bit and pushed a finger in her vagina. He rubbed and rubbed, it was a very nice feeling in his cock and he almost exploded when he saw her finger in her vagina.

Beate stared at his red swollen glans and said he had to rub faster now. He obeyed and the nice feeling in his cock became even nicer. He didn't have to pee, he knew, but it was a very similar feeling. He was getting more and more excited. Groaning, he stopped rubbing, his cock throbbing and throbbing. He looked uncertainly at Beate.

She pulled her fingers out from under the panties and touched the red swollen glans. She wiped away the drop that had formed on the tip of the glans and rubbed the glans with her thumb for minutes. "Okay," Beate said, "so you can't squirt yet!" He lowered his head, was this for her good or bad? She let go of his cock as it stopped throbbing, and his dick gradually drooped.

"All right," Beate said, standing up, "let's go to sleep!" He nodded sadly, as his father let him watch TV in the evening until he fell asleep. He trotted behind Beate into the master bedroom.

"Do you like to sleep in the nursery or with me in the big bed?" asked Beate and Jack gave no answer, he didn't know. His father had always let him sleep in the nursery. "Okay," she nodded, "lie down then!" He obeyed and lay down in the big matrimonial bed, he hadn't done that since his mother left.

Beate took off her panties and turned around a few moments in front of the dressing mirror, admiring herself and Jack looked with eyes wide open, he had not often seen a naked woman before.

Actually she doesn't look bad, Jack thought, she was much younger than his mother, small and roundly, but not fat. Most noticeable were her large, full breasts, which now hung without a bra down to her belly button. Her pubic area was hidden under a thick blonde bush, her ass was tender and round. The light blond shoulder–length hair framed her flat face, where the light green eyes caught the attention.

Beate turned in front of the mirror around and around for a long time and admired herself, then lay down in bed and turned off the light. She grabbed Jack by the shoulders and pressed him against her. He loved it very much when their naked bodies pressed against each other. After a few minutes of cuddling, she reached down. Even though it was pitch black, he could feel that she had started rubbing herself.

"Now I'll do me and you can rub your cock when it's stiff too!" Beate whispered. He felt very clearly that she was rubbing somewhere, somehow — probably just like Eva did it? He could feel his cock gradually getting hard again. He rubbed his cock conscientiously and had to smile, now they were both rubbing themselves. He stopped when the cock throbbed really hard and he felt it explode.

Beate let go of him, she needed both hands now. Jack pressed himself against her jiggling body, his hands groping for her breasts. She let him do that to his astonishment, she gasped now really hard and then her body jerked a few times. She let out the held breath and hugged Jack.

"There we are, that was fine, now good night!" He nodded in the darkness. "Good night, Beate!" he whispered.

The next night the same, she unhooked her bra and he had to stand in front of her and rub his cock until it throbbed. This went on for a couple of days. Now she would take off her panties too and he would stare at her fingers playing with her clit and hole. He kept looking at Julia's pee hole, as she was his best girlfriend and asking her, but she didn't know how the rubbing exactly went. He kept meaning to just ask Beate, but he was too chicken.

Beate asked him once why his mother had left and Jack stammered around, not really knowing, he said. He had only heard the parents arguing more and more often. The mother had yelled at the father that he was a failure in bed, he could never satisfy her like Paul, with whom she had run off in the end. Beate nodded thoughtfully.

"Your father really is a failure at fucking" she said to Jack with a lovely grin, "he can fuck for a minute at most and then he has to squirt immediately. That was way too short for your mother, I understand that. But I don't mind, I'll rub myself if I need to." Jack didn't quite understand the connection and didn't ask her until a few days later. She explained to him that his mother hadn't rubbed herself and was very disappointed because his father couldn't fuck her well. She then fucked Paul and he was apparently good in bed. "I see," said Jack, who didn't understand fully but guessed. Eva had rubbed herself every night, that's for sure, he thought. "I for myself don't mind," said Beate, "your father is a good, decent and honorable guy, that's the most important thing to me. And the fact that he doesn't fuck very well doesn't matter to me, I rub myself at night and that's enough for me." That was the end of the interesting conversation, although Jack still had a thousand questions.

The father came home every few weeks, that's when Jack slept in the nursery and spied on them fucking. But that wasn't very exciting, he had already seen his mother fuck his father. It was true, the father fucked Beate for barely a minute, then he squirted in really hard and deep, and then it was over. Five or six times on a weekend the two disappeared into the bedroom, and when Jack spied, it was always the same. Beate always beamed at the father and gave him a thousand lovely kisses after he had squirted inside. Beate apparently never masturbated when his father was with her.

Again and again, Jack kept asking Beate questions. He wanted to know everything about fucking. She knew everything, but she didn't like to talk about it. At least she could explain to him why his best friend Julia didn't want to fuck really, and what the hymen was all about. Once, when he had dutifully rubbed himself to the point of throbbing in front of her in the evening, she pulled the labia apart with both hands and showed him everything. He looked into the big hole which his father had drilled in her and at the end she pointed to her clit, that was what she had to rub at night, she said smiling and grinning. But she let him look just this once.

He rubbed himself to the point of throbbing every night in front of Beate. He had gotten used to her nakedness and also to her rubbing his cock sometimes. One evening, his cock began to drip as it throbbed. She grinned, "Well, finally!" and continued to rub his cock very hard, but it stopped dripping.

It was another week before it squirted a bit for the first time. Beate held his glans with two fingers as he squirted. He stared at the splatter that had landed on her thigh. She smiled and wiped it away with her hand. He kept rubbing every night, Beate held his glans with two fingers and rubbed it with her thumb until he squirted, and soon it squirted properly. Beate was very pleased with this, she stroked the last drops out of his cock with two fingers after he squirted. He was finally a man, Beate said, and hugged him.

Julia liked to watch him when he squirted. She caught the semen with the palm of her hand and examined it very closely. She had discovered clit rubbing in cooperation with Jack and now masturbated every night. She thought it was great!

One day Beate talked about her past. She knew that she was not a beauty and could only score with good fucking. She had fucked with more than a dozen men and had also been in longer relationships for a while. She loved fucking and would fuck anyone who wanted to fuck her. She didn't care much for marital fidelity and had married his father only on that condition.

Beate had told him that when he rubbed himself at night, he shouldn't squirt on the sheet, he should squirt on her belly. He obeyed and squirted on Beate's belly at night. Because she masturbated for a very long time, he usually squirted twice on her belly. Gradually it changed, he knelt up to squirt and squirted on her rubbing hand, which he dimly recognized in the darkness. That was okay with her, she said, and acquiesced as he knelt between her legs and let his glans touch her rubbing fingers. In the pause before the second time, he left his glans on her rubbing fingers, so he felt her masturbation quite clearly. When he squirted, he pressed the glans very firmly on her fingers and sometimes she grabbed the glans and pressed it against her flesh while squirting. He felt that his glans was pressed directly on her hole and squirted inside.

He had asked her over and over again if he could watch her masturbate, but she always refused. That was far too private, she said cowardly, and she had never let anyone watch. From a young age she hid and concealed masturbating. So no, she didn't show him. However, when she sat naked on the bathroom stool and watched him masturbate, her fingers now liked to play with her clit. She was just playing, not masturbating, she said. But sometimes she couldn't control herself and masturbated with her eyes closed. Afterwards, she would straighten up with her face reddened and try to figure out if he had seen it. He quickly looked to the ground and always pretended not to see it. After all, he knew from Julia how the girls masturbated.

Beate pressed his glans on her vaginal entrance at night and let him squirt in. He let his seed squirt in and it was wonderful. One night she whispered asking if he wanted to fuck her. He pretended not to hear it. A few days later she whispered that if he wanted to fuck her, during she masturbated, it was fine with her. Only his father must never know.

Jack let days go by. He wanted to, but he was afraid of taking action at the same time. She didn't push him, she didn't care if he wanted to fuck her or not. He took an incredibly long time, thrusting a little when she pressed his glans on the vaginal entrance. He thrust a little more and she let him thrust. Then, one night, he thrust deep into her vagina while squirting. She let him glide deep inside to squirt.

Then, finally, he had made up his mind. While Beate masturbated, he knelt between her legs and whispered that he wanted to fuck her really. She nodded and her hand directed his cock into her vaginal entrance. He fucked her, for the first time. He had to squirt after only seconds, while she masturbated rapidly. She laughed and said he still had to learn to hold out longer. Since she wasn't done masturbating, he fucked her a second time. And held out longer.

He would learn it, Jack thought, he would learn it!